Short sex stories

Erotic fiction and short sex stories




The Dangers of Glory Hole Dating

Hi there reader. This is a new story of mine, one of many attempts to break out and try to write in a very different category to the ones I'm used to. I will be giving several categories a go, many of which I haven't ever written in before, or in some cases even thought about. I hope you enjoy the experiment!

*****

"hey guys, sexy chick willing to give out a bj for a little reward...hot mouth, DDF, fully discreet and anonymous. put "bj reward" in the subject to prove you are real."

It seemed like it would be another fake craigslist ad for Michael, but he answered it all the same, using one of his anonymous email addresses. "Why not," he said out loud to himself, "there's no harm in it." He kept his reply short and simple:

To: "bj reward"

Subject: bj reward

hey, young guy, tall, fit, clean and would like to know more, happy to stay anon, hope to hear back soon.

He sent it and leaned back in his chair. It was another boring night in a long, boring dry spell that had lasted since he left last girlfriend all those months ago – just because it had been the right thing to do didn't make it easy. He didn't want to string her along anymore; he cared about her too much to let her think there was hope when there really wasn't any.

Of course, now he had very little fun in his life. He worked whenever he could to earn money, but most of it went to helping his mother Lindsay pay the mortgage. She worked all the time herself, so in the end the little free time he had was spent eating alone at home, with hardly any pocket money to go out and socialise. As a result, Mike spent every other night browsing sites like Craigslist, looking for people interested in hooking up. It was like a taboo of sorts, seeing who might be keen in nondescript meets, and at least with his mother working late nights and his sister now in college he could enjoy having the whole house to...

What the...? He had a reply already. This seemed too suss – it had to be spam. He clicked on the reply and leaned forward to read:

To: replier

Subject: RE bj reward

hi, how much r u willing to pay? low on $ and got some big fees, not running a charity, can maybe sort something out, had a few responses but mostly creepy old guys...how old r u?

Well, she seemed to be genuine, now the question was...what to do? Truthfully Michael just didn't have a lot to spare, and he certainly didn't want to splash out massive amounts on a random bj. He thought about it and carefully wrote back:

To: "bj reward"

Subject: RE bj reward

i'm 23, not creepy just lonely, but not super rich...work something out maybe? can be flexible, what are you looking to get?

He paused, thinking about it before he hit the send button, wondering what he would pay; at the most it'd be fifty, and even that would be hard in one go, there were bills and fees to pay, and there was no way he could afford much this week, but she might not be willing to wait. Perhaps if he...

Wait, one go...that's it, he thought to himself. Maybe I could convince her to...yes, why not? He continued to write:

if you want...instead of only one big payment...maybe we could meet a few times, little payments each time? could end up giving you a lot more in the end that way, im just little short this week so yeah...what do you say?

also, what do I call you?

He sent it and got up, stretching as he headed to the kitchen. He had fixed himself some dinner since once again his mother wasn't going to be home. Tossing a plate of pasta in the microwave, he sat and contemplated his situation.

More than once Michael wondered if his mother was secretly going out on dates instead of staying late at work; his father had left years ago, and his mother was still a fairly attractive woman and in good shape for forty three, with not a strand of gray in her blonde hair, long legs and an hourglass frame. He knew she deserved someone for herself, and it was a bit lonely at home with just the two of them now that his sister Grace had moved out.

Mike stared up at the family photograph on the wall, taken the day Grace went off to uni. She and their mother were about the same size, with the same blonde hair that seemed to run in the family and slender builds, so they had often gone shopping together or even borrowed each other's clothes. But Grace was a busy nineteen year old student, spending most of her time studying or socialising with people at events, making connections – networking, she called it when they spoke on the phone. Mike suspected his mother missed the time they used to spend together, which then made her miss Grace even more.

Thinking about it more now, Mike secretly wanted his mother to be dating in secret, spending her evenings doing her own socialising, but she had always been a bit of a workaholic. Mike had seen divorced parents lose it when they sat around with nothing to occupy themselves, so at least his mother wasn't going down that road. His mother was smart, and definitely enjoyed her work, and as long as they kept the bills paid she seemed happy enough to just keep going through the motions.

The microwave broke his concentration with its shrill beeping and he walked back to his room with a hot plate of food. Amazingly, there was another fast reply waiting when he got back to his laptop. Even more amazing was what it said:

To: replier

Subject: RE bj reward

interesting idea, if i agree ull end up paying more that way. u ok with that? maybe like $20, four or five meets? Can spread it out, do other stuff or watever, but all anon plz.

is good ur young ;) can be free tonite if u want...

p.s. u can call me jessie. u?

Michael couldn't believe it. This was happening, it was real!

Hold on, he thought. Are you sure you want to do this? Meet up with a random girl you haven't even seen? Despite how lonely he had been lately Mike wasn't as confident now that he had to make a clear decision. Unfortunately after weeks of work, sleep and repeat, his mood got the better of his common sense and he decided to commit before he got cold feet.

To: "jessie"

Subject: RE bj reward

sure, can be free tonight, happy to keep discreet. how do u want to do it then?

He almost hit send, then added one more thing at the bottom.

you can call me james

Mike sat back and waited for the reply, digging into his food and wondering if he could go through with this. Something about the whole scenario seemed really kinky to him, and it turned him on. He didn't have to wait long before she came back.

To: "james"

Subject: RE bj reward

cool! :) u have to wear a condom tho, dw ill bring them.

i have a place...there are special booths out the back of a bar in the north part of the city...that old historic place called swinging jacks? near the bathrooms down a corridor, ill be in booth 3, go in booth 4 and tap the wall three times, ill tap back the same way if im in there, then pass ur $$ thru the little hole between them.

oh and tap wen ur going to cum ok? ;)

ill be there in half an hour. c u soon james ;)

So that was her plan then. Well, with mum out I'm not going to be getting up to much here, Mike thought as he quickly finished his meal and pulled on a clean shirt. He was only twenty three and yet his social life had ground to a complete halt already. He looked at himself in the mirror briefly to make sure his hair was right.

Mike had a fairly youthful appearance, with a clean shaven face and the same blonde hair that ran in the family, although his was closer to brownish blonde, much darker than the rest of his family. He had his father's slightly olive skin while his sister and mother were both a little more pale, and he was regretfully only a fraction taller than any of them, and being from a family of skinny body types he wasn't a whole lot broader either.

Sure, excessive amounts of gym training would fix that...but Mike wasn't one of those guys. He didn't have dumbbells in his room, he didn't spend a few minutes smashing out reps on the chest press and then walk around the house with no shirt, he didn't spend a lot of time being sweaty from exercise and he definitely wasn't six foot with perfect abs.

How many people really look like that anyway? He also didn't care a great deal. No one ever told him he would look better buffed up, and living in the gym just to get a few extra muscles seemed like a really superficial waste of time. He still helped move furniture, he did the chores for his mother and he could hammer a nail into place without hitting his own hand. That counted for a lot more than "mad gainz".

Mike combed his hair frantically to make it stick down but, in the end, gave up trying and figured she wouldn't be able to see him anyway. He brushed a spot of dust off of his t-shirt and sprayed a bit of deodorant, wagering that even if his mystery date couldn't see him at least she would appreciate his hygiene. Glory holes weren't something he had a lot of experience with but he knew enough to realise she would be completely hidden too. As long as she actually is a girl I've got no problem with that, he thought to himself as he grabbed his car keys, pulled on a jacket and headed for the door.

–-

It was a relatively short drive to the city from his house, and not much further to the old bar known as Swinging Jack's. He hadn't been there often himself but he knew it had a reputation for being the party animal hangout. Most young guys and girls either started or ended their nights at that place, with a massive selection of drinks, a huge dance floor and an upper level filled with pool tables and a karaoke machine on stage.

The place had some history to it. It was named after a famous bank robber and a hooligan who tormented the local cops back in the 20s and often used to spend time there when it was just a little old tavern. Some said that he was a swinger, always seen with a different girl on his arm, hence the name but the story of his death told a different tale.

Outlaw Jack met a noble and tragic end in a gunfight with the cops at his safehouse one day after being caught at the scene of a heist, and although the historical records say he was shot and found amongst the bodies of his crew, legend had it that the cops took him alive, then executed his whole gang and hung him on the spot for all the trouble he caused them. They say he died with a grin on his face, pissing off the lawmen one last time while swinging from the branches of a tree.

It was pretty busy for a Thursday night; the owners were adaptable enough to offer cheap drinks which usually got people out despite the loom of work in the morning. Mike pulled into the car park and hopped out, heading inside to escape the hot summer air. The old doors creaked open and the sounds of lively patrons washed over him as he made for the bar, grabbing himself a beer and looking around, wondering if any of his friends were out tonight. He knew most of them wouldn't be, but he couldn't think of anything else to do at the time. He was nervous.

Pulling out his phone, Mike took a swig of his drink and accessed his email and re-read the last message. Booth four, half an hour. I could wait out here, but guess I should just go in now. Mike quickly downed his drink and, with the help of the liquid courage, he moved through the crowd to a small hallway at the back of the room.

Mike found himself looking at a darkly lit corridor, with doors lining the walls on either side of him. He spotted booth 3, the light above the number indicating it was already in use, so he moved to the one next door and went in, locking it behind him and hoping Jessie was the one in there.

The booth was small, but at least it was bigger than an airplane bathroom. There was a chair in front of a T.V. on the wall, with a little coin slot on the side of the wall next to it. He took a look and put some money in, turning on the screen which started playing a gangbang porno. On one side of the booth, the wall that it shared with booth 3, there was a little flap and behind it, a round, smooth hole, the size of his hand with his fingers outstretched. Mike heard movement on the other side, so he tapped slowly three times.

After a pause Mike heard three taps back, so he took out his wallet and pulled a twenty from it, moving the flap and holding it up to the hole. The flap on the other side moved and the money disappeared, and then was replaced by two slender fingers with long feminine nails and bright red nail polish.

That did it. Unzipping his pants, Mike took his cock out and gave it a few strokes, waiting until it was fully erect. With the porno playing in the background and the girly fingers beckoning him it didn't take much. When he was ready, he slowly moved forward, feeding his cock into the hole and waiting anxiously.

He immediately felt a soft, warm hand wrap around him, rubbing him a little before a set of wet lips kissed the head of his cock. Mike half-jumped, eliciting a girly giggle from the other side of the thin wall. He felt a rubbery condom being slipped over his head and down his shaft, then as her hand moved back and forth, the girl's lips moved forward and engulfed the head of his cock.

Mike gasped with pleasure. Jessie's mouth was warm and soft, her tongue dancing around his member as she moved her lips up and down his cock. Slowly but surely she worked her mouth further down him, taking at least half of his length before she started bobbing her head faster, her hand stroking the base of his shaft. Mike pressed his hands against the wall and pushed his hips forward, begging for more. With a smooth motion the girl deepthroated him suddenly, pulling back to resume sucking the first half of his cock.

Holy shit, Mike thought to himself. This girl is amazing! Mike's last relationship had ended a few months ago and since then his luck had been pretty bad, but now he was getting the blowjob of his life, and he didn't even know what she looked like! Whoever she was she had natural talent – and must have had a fair bit of experience behind it too!

Jessie's lips slid rapidly up and down his shaft, keeping it wet with saliva as she sucked him hard. Her hand was stroking the base of his cock as well, pumping him fast without squeezing too roughly. Mike didn't know if she realised it but everything she did was working beautifully. Her tongue slid down the underside of his cock as her head moved forwards and backwards on him, her mouth forming a perfect shape around him. Jessie's fingers were soft and her mouth was warm and wet, and before long Mike could feel himself getting ready to burst. Just the thought of cumming in her perfect mouth started to send him over the edge.

Mike quickly tapped on the wall, almost forgetting the plan. The mystery girl gave him a squeeze and swallowed his whole cock, gagging slightly as she held her lips to the base of his shaft, moaning quietly. Mike moaned as well and closed his eyes, feeling his cock twitch and pulse as he shot jet after jet of cum into the condom, feeling the girl's lips quiver as she kept herself from gagging on him.

When he had calmed down the girl pulled back again, gasping for air and rubbing his cock with one slender hand. She peeled the condom back and he felt her wipe him down before giving his slowly softening member a few strokes. He heard her whisper "thanks" through the hole before she gave him another quick squeeze and kissed the head of his cock again, letting him go to withdraw from the hole and put himself away.

"See you soon?" she asked.

"Sure," Mike whispered back, before making his way out to the bar.

Mike felt conflicted as he drove home that night. On the one hand it was a fantastic blowjob, and definitely a girl on the other side of the wall. On the other hand, he knew she was only there because he was offering money for each meeting. He thought about it all the way home, right up until the moment he fell asleep.

–-

For the most part, Mike went about life as normal over the weekend, but that was about to change. A bad couple of days at work and Mike found himself on another Thursday outing, this time on a rubbish date with a girl who was more interested in tumblr, instagram and twitter than in actually interacting with people in real life. Mike knew that as hot as she might be, no chemistry meant no hope and a pretty rotten screw even if he wanted to go there.

He left her to pay her half of the bill feeling unwanted and grumpy. It was only 8:30 at night, so after making his way home he sent a short email and sat with a beer at his desk, waiting impatiently for a reply. When it did come his mood started to lift.

To: "james"

Subject: RE bj reward

hey, glad i heard from u ;) same deal as last time? ill c u soon ;P

jessie

By the time Mike got to the bar he was looking forward to a good blowjob and feeling better than before, but he still couldn't shake his generally down mood. He hadn't put money on getting laid of course, but he had really wanted to have a positive outcome to his date, not another jab to his confidence. Jessie didn't really count as a date but he reasoned that he would spend about as much on her as he would taking a girl out to dinner, maybe even less given how expensive most restaurants were.

He found the booth empty and the one next to it occupied again, so he closed the door and tapped on the wall. Three short taps back and slender fingers poked through the hole again, beckoning him.

Mike offered the money to the hole and unzipped his pants, eager to get going now that he was here. The note disappeared and he fed his cock into the glory hole, feeling those soft fingers stroke him gently. As before, a condom slid over him and he was taken into her hot, wet mouth.

It was as good as Mike remembered, maybe even better tonight since there was no first-time anxiety. Jessie sucked on him hungrily, trying to take all of him into her mouth at once. She wasn't bad at deepthroating, but still had a bit of trouble with him. Her hand jerked the base of his cock as she pulled back and sucked on the head, her lips sliding up and down his shaft wetly.

Mike pressed himself against the wall and hugged it tightly, not wanting to pull away for anything. Jessie was fantastic at giving blowjobs, and the thrill of the glory hole made it all the better. He felt her lips slip halfway down his cock and he gently pulled back and thrust into her mouth, her fingers relaxing their grip a little to allow him to fuck her face. Jessie started moaning and Mike could feel himself getting close to cumming already. He sped up a little and heard little gulping noises on the other side of the wall as Jessie swallowed his cock, her lips working back and forth.

Mike reached the breaking point and tapped the wall quickly. Jessie's soft fingers wrapped around him and jerked him off as she sucked hard on his tip, her moans getting quiet as she concentrated on sucking him off. Mike moaned and pushed into her mouth as he shot his load, feeling her lips tighten around him. Jessie moaned again and Mike gasped with pleasure as her fingers stroked him lovingly, coaxing every last drop of cum from his cock. When he was done she peeled the condom off and wiped him clean again, giving his bare shaft a few strokes.

"Thanks for this," he said. "I really needed a break." She didn't reply, but her warm lips pressed against the end of his cock and slowly took a little of him into her mouth, giving him one naked suck before she pulled away, kissing up and down his shaft sweetly.

–-

A month passed and Mike had gone back to the glory hole three more times each Thursday, and each time Jessie had caressed his shaft and made him cum hard for her. Each trip started to go for a little longer, with Jessie teasing out his ejaculation, getting him close and then knowing just when to back off, to play with the head of his cock and make sweet love to it.
Jessie started to talk a little more too, telling him how much she liked sucking his cock and how lucky she was to get him and not some creep. Mike had reached what he felt was the quota for their arrangement, but their meetings had become less about keeping his promise of money and more about how good the blowjobs were. He even started wondering who Jessie really was; he didn't even know her age, and although she was probably the same as him she could easily be older and he wouldn't have a clue.

Sometimes Mike got little snippets of how her day had been, or what sort of mood she was in when they met, just by talking before and after the blowjob, and he shared the same with her. It made things more relaxed that way, and gradually she started letting things slip in her emails too, going on for longer than it normally took to organise a meeting time.

What Mike had managed to figure out was she was a reasonably normal person who was short on cash despite working all the time, which at least meant they had something in common. She also loved sex in every form, but wasn't attached at the moment. It seemed like a strange way of enjoying sex, especially as he always felt like sex was best enjoyed when it was a more personal experience, but in a way he thought it was good that she was honest about herself.

The one thing he didn't know was whether she was seeing anyone else this way, but past experience had made him too afraid to face the answer. One of Mike's first girlfriends was an attention seeker who demanded more from others than she was willing to give, not to mention more than she was worth. That particular relationship ended with her fucking random guys here and there and pretending like it was everyone else's fault, and it had left a mark on his ability to trust.

Jessie, on the other hand, felt different in some way, although Mike couldn't put his finger on why he thought that about her. Maybe it was that she never seemed in a rush to get him out. maybe it was the way she always appeared to be sitting at home waiting to hear from him, rather than sitting in the booth for man after man to visit.

A quiet Friday at home after not seeing her for a week had Mike thinking about her a little differently. Breaking their Thursday cycle was affecting his mood a lot more than it should have, and he started thinking of her less like a stranger who could be any age, height or gradient of crazy, and more like something else entirely. To get his mind off his mystery girl, he called the boys and got a poker night going, banking on a bit of friendly distraction to ease his mind.

"So no word from Ruby?" Josh asked him, taking a look at his cards and calling. Jeremy folded, so did Luke, but Phil called, glancing at Mike. Josh had been referring to his last girlfriend, the one Mike had chosen to leave despite how good things were. He knew Josh had only his best interests at heart but it was the last thing he needed to talk about.

"None that I am replying to," Mike said stiffly, calling as well. It was dangerous to be seen betting in a bad mood, but with an ace and queen of diamonds he felt comfortable enough to keep going.

"We know she was pretty special," said Rory, who called and laid out the flop. "It's just a shame, man. And you never seem to talk about her, so we were just wondering how things were." The others all nodded, agreeing. This wasn't what he expected when he invited them around for a quiet night. Mike focused on the cards and tried to ignore their stares. Ace of clubs, four of diamonds, eight of hearts, nothing too fancy. Josh checked.

"Listen, if you want I could introduce you to someone," Luke chimed in. "A friend of my cousin. Meghan's basically part of the family, so I know she's cool. I mean, she just got out of a bad relationship herself, and we're all kinda busy getting ready for my cousin's wedding, but who knows? Maybe after the wedding you'll hit it off and it'll cheer her up."

"I might take you up on that one day, Luke, but I really don't have a lot of time to date right now...I need to take more shifts so Mum can have a break, she's working flat out to keep the bills paid and I think it might be starting to affect her. She needs a vacation."

"It's cool, just...you know, don't burn yourself out as well. We all know what you're doin' for your Mum, but giving up all your spare time? That's a tough choice to make."

"Life is all about tough choices," bragged Phil, laying out a stack of chips. "Raise 100." He looked pretty confident, but Mike knew that Phil was a bit of a show off. Sure, you couldn't always tell exactly how much better or worse his hand was than yours, but if he had the absolute worst hand and bluffed or when he had something super good, his mouth would twitch and give it away.

This time Phil wasn't bluffing, Mike just didn't know how good his hand was yet. He himself had an ace and a queen, giving him a pair of aces and the next highest card on the table. Rory obviously didn't think it was worth staying in and folded, but Mike wanted to give it a shot. He called, Josh called and Rory laid out the turn card. A queen of clubs.

"150," said Phil, raising the stakes. Mike knew Phil was very proud of his poker skills, but that was a little too quick. Phil was eager and accidentally revealing too much about his potential hand. Even still, with ace and queen pairs now on the table Mike decided he wanted to play the hand out, if only to challenge Phil.

"Call."

"Sure, I'll call," said Josh, who generally could afford to play for fun and never took things too seriously. Each of them had thrown in twenty five bucks, so while there was money involved the stakes weren't that high, and if all went wrong Mike would simply go home and get some sleep.

"Here comes the River," said Rory, pulling out the final card. Mike couldn't believe it: a queen of spades. He now had a full house of the two highest cards on the table.

"200," said Phil. Again, fairly quick off the mark. So whatever he had was made better with another queen. Could he have pocket aces? Mike didn't think that was it, but something similar...trips maybe, or a queen himself. Either way, Mike knew no matter how good Phil's hand was, he had an incredibly good chance as well, and had to take it.

"Raise," he said, throwing twice the chips out. Josh wasn't ready to go for it and folded, and Phil looked surprised, but also a little smug; he probably thought Mike had only just gotten something good with the second queen, and was convinced he still had the better cards.

Poor Phil. Mike was getting a feeling that whatever Phil had, it couldn't beat his own hand, and Phil was now caught in the unfortunate trap of seeing his best possible outcome on the table. There was no way he could pass that up. It was incredibly bad luck.

"I call," Phil said, and threw down his cards: a pair of eights, making a full house of three eights over two queens. He smiled and Josh whistled, realizing what a reasonable hand Phil had even before the queens came out. Then Mike, his suspicions confirmed, turned over his own cards.

"Er...a better full house, queens over aces," said Rory hiding his grin, sliding the chips towards Mike. Phil's face fell, and a moment later went red as he became aware of Mike's good fortune and his own fate. Mike said nothing, partly because if he had opened his mouth, he might have said something about calling bluffs, reading people's raises and how half of everything is luck.

"Had an ace and a three, man," said Josh to Luke. "Came close to losing a fair bit there didn't I?" The others laughed, but neither Josh or Luke looked at Phil when he said it.

–-

As it turned out, Mike won the game after an all in with Jeremy and Rory, and when the guys had left Mike jumped on his computer and sent an email. It wasn't mushy or worded in any special way, but it was clear on its intent. The fact that she replied at such a late hour surprised him, but it was exactly what he had hoped for.

To: "james"

Subject: RE bj reward

Hey james ;) ur up late! didnt know if id here from u again...glad i did tho ;) im free right now actually, meet u in about 25mins, that ok? have to get condoms, im all out.

looking forward to seeing u...

Jessie

Mike gathered his things and headed for the car, popping his winnings in his pocket. He noticed his mother still hadn't come home yet, and wondered how it might look if he got back later than she did.

–-

Three taps on the wall, followed by three taps in return.

"Hello again," came the voice through the hole. She was definitely keen to be there, he could tell.

"I'm glad you were free tonight, I really wanted to meet you again," Mike said, unzipping his pants. She giggled and waved her fingers through the hole, her nail polish glinting in the dim light of the booth.

"Well I'm glad to hear it," she said happily. There was a pause, and Mike heard a slight change in her voice. "I really wanted to meet you too." Mike was momentarily stunned by how shy she sounded just then, and in the silence he took out some of his poker winnings and slid them through the hole.

"Wow...wow! This is a lot more then normal," she said. "How come?"

"Well, I had a good game of poker tonight," he said casually. He got no reply from Jessie and wondered what she was thinking, then he stopped worrying as those soft fingers slid through the hole to beckon him closer. He moved up to the wall and gently eased his cock through, feeling her warm hand wrap around it instantly. For a moment she only stroked it, feeling the smooth length of his shaft grow in her hand, then Mike felt hot, wet lips suck gently on the tip of his cock before pushing all the way down him.

He gasped as Jessie took him into her mouth, her tongue swirling up and down his shaft and making him wet with her saliva. Her hand gently jerked him off at the base of his cock as she sucked on his head, her lips moving back and forth slowly. Mike loving the feeling of her mouth without protection and was starting to really get into it when he felt her pull all the way off and heard a condom wrapper being opened. As nice as it had felt, she obviously still wanted to use them.

"I don't mind finishing with a handjob," he said through the hole. "If you don't like the taste of cum, that is." Jessie paused.

"It's not that I don't like it," she said slowly, "it's just that I've had a few bad experiences recently. Last time I swallowed was with a guy who didn't tell me he was close and it tasted disgusting and I nearly choked on it." She slid the condom over Mike's cock and gave it a few strokes. "It's not that I don't trust you, it's just...a personal thing. Maybe for the right guy..." she stopped talking suddenly and took Mike deep into her mouth.

Mike gasped again and pressed himself against the wall. Jessie had never been able to deepthroat quite that quickly or even that well before. She held it for a second longer and pulled back as she started to gag, her hand holding some of his shaft as she sucked on the top half, bobbing her head fast.

Jessie seemed more aggressive and hungry than usual, and Mike was loving it. He began to thrust gently into her hand and felt the tip of his cock slide in and out of her lips, her tongue flicking against it with each push. Jessie's attention shifted and her head stopped moving as she focused on just being a hole for him to fuck. Mike heard her moving around in her booth, the clear sound of material being pulled off coming through the hole. Then she came to life again, pushing her head down his length to suck as much of him as she could as her hand started to jerk him off, moaning quietly on her side of the wall.

"Oh fuck," whispered Mike. "I don't think I can last long tonight," he said to her, and Jessie sped up even more, her moans vibrating his cock to give him greater pleasure. She was really getting into him tonight, making noises like he hadn't heard before. Jessie was sucking his cock nice and hard and sliding her tongue over his head as if she couldn't get enough of it, and her own pleasure and excitement seemed to be at the boiling point.

Mike could feel his release coming already, amazed that he could meet a girl this talented. He still didn't even know her age or what she did for a living, but the anonymity gave it a certain excitement and she was sucking him like a pro. Jessie deepthroated again, her almost reaching the base of his shaft as she took him down, gagging once, then twice before she pulled back and coughed, stroking him faster. Mike tapped on the wall as he felt his release coming up, but when he did she stopped stroking him and pulled away.

Mike waited, on the edge of cumming and wondering where Jessie was, when he heard more movement in her booth. Suddenly he felt fingers on him again, but from a different angle, as though she was standing up next to the wall.

"Pull away," she whispered, her voice strained as though she was out of breath. Mike withdrew his cock and knelt down to the hole, Jessie's fingers encouraging him to come closer. He shuffled in and gazed through, wondering what was going on. To his surprise he found himself staring at pink, wet folds between a pair of pale thighs. Jessie was showing him her pussy!

"I need help," she whispered to him, her fold shivering slightly. Mike could see she was clean shaven, and that she was very wet already. She must have been playing the whole time, he thought to himself. The thought turned him on even more and he put his fingers through the hole as Jessie slowly moved closer until her belly touched the wall, her lips pressing against Mike's fingers. She was warm, very warm, and silky smooth to the touch.

Mike wasted no time and ran his fingers up and down through Jessie's folds, hearing her moan as he did so. He stroked her over and over, each time rubbing in a different direction as he dragged his fingertips past her entrance and all the way up to her clit, then changing direction and going back down again.

"Oh god," she moaned, pushing her pussy against him. "Rub my clit again, please?" She was pleading with him. Mike obliged and let his fingers move up through her wetness to her clit, rubbing circles around it gently at first, then getting faster as she panted opposite him.

"Fuck yes, do that again," she breathed, starting to shake a little. Mike felt her legs twitch, like she was about to collapse, and flicked his wet fingertips back and forth over her clit. She gasped loudly and he felt her body press itself against the wall, her pussy dripping wet as she angled her hips to rub against his fingers. "Keep going, ohhh...I'm almost there there, do it again!" she yelled, and Mike did so, rubbing furiously on her little bud. Mike felt her thighs clench together around his fingers, and he rubbed her clit harder as he felt her reach the edge.

"Oh, fucking hell! Ahhhh...!" Jessie came hard, her pussy squirting a little and wetting his hand as she squeezed him, her pussy shaking madly. Mike almost came himself from the rush of excitement, his cock straining to burst now. Jessie's moans slowly subsided after a few seconds, her shivering body slowly calming from her orgasm. To emphasize his predicament Mike tapped the wall again and Jessie slid away from him, his fingers slipping from between her thighs followed by a satisfied gasp of pleasure.

Mike withdrew his fingers and stood up again, sliding his cock through the hole. He had barely put it in when Jessie's mouth closed over him, sucking him hard and fucking his cock with her lips. Mike held his fingers up to his mouth and tasted her juices, and with a deep suck from Jessie he groaned and came hard, feeling his shaft pulse in Jessie's mouth, her lips and tongue pressing against the underside of his cock, each spurt squeezing past her soft red lips and adoring tongue.

Jessie kept his cock deep in her mouth for as long as she could, gagging as his head pressed down her throat, only pulling back after he had finished cumming and was starting to calm down. She pulled the condom off, and this time instead of wiping him down, she took him into her mouth naked and sucked him hard, her tongue running around his head. Mike almost came again, but then she stopped and stroked him gently, laying kisses up and down his shaft. Mike could feel the vibrations from her body through her hand as she knelt before him, and he could almost collapse himself after treatment like that.

"I...I can't stop my legs from shaking," she panted, her hand not letting him go. Mike laughed shakily to himself.

"Glad I could help," he said, and he meant it. Jessie didn't reply and for a moment Mike could only hear the sound of someone trying to dress themselves with one wobbly hand. "Would you like a hand there?" he said, pun intended.

"No, no thankyou," she replied quickly, almost sounding panicked. "I, I'm sorry, I have to go," and with that she let go of his cock and he heard her door bang open, the sound of fancy work heels on the floor as Jessie ran from the booth. Mike quickly pulled his cock back through the hole and did himself up, but it still took him long enough to make himself presentable for her to be completely gone when he reached the almost empty bar room.

Dashing out into the car park, Mike thought he saw a hatchback pulling out with what could have been a woman inside it, but then as he raced further into the lot he saw the brief glimpse of tail lights as another vehicle sped away around the corner, disappearing into the night before he could tell what it was. Either way, he didn't see enough to know which car was Jessie's. He'd lost her.

–-

The next day Mike hopped in the car and made his way down to the university campus to meet his sister and his cousin. He had slept well, despite worrying about Jessie's reaction to their meeting last night. He was feeling somewhat protective of her and couldn't work out his own emotions, and as much as he had wanted to stay home and wait for an email he had promised he would keep in touch with his family. His mother couldn't make it, of course; even with all the extra late night work she had been doing she had decided to work Saturday mornings. More of a distraction than for money? Maybe. Time would tell.

"So how are you? It's been ages since we've hung out together," Lily said, smiling at him. Mike's twin cousins Lily and Caleb were Mike's age and had lived next door when they were growing up, so when everyone started moving out as young adults they had tried their hardest to stay in touch. Mike had even worked with Caleb for a short time when they were teenagers. They were all like brothers and sisters really. Lily's dark red hair whipped around in the breeze as Mike weighed his answer, considering his doubts about his mother's wellbeing.

"About as good as can be expected, Mum is hardly home with work and I'm just going through the motions myself, earning as much as I can to help while looking for a better job. A lot of my pay goes into the bills, I hardly have any left over after a long week. You?"

"Oh, you know, same old," she said cheerily. "The uni life is full of study and people trying to make you party instead of attend lectures. It's a fun yet tiring balancing act." As she said it a pair of rather cute students walked past the table, catching Mike's eye.

"Hmm, maybe one day I'll wise up and join you in academia."

"Yeah, you'll fit right in with the social party scene, until you fail your first semester!" Lily took a long sip from her drink, smiling over the rim of her cup. "Sooooo, on the topic of socialising, are there any girls in your life that I should know about?" she teased. Mike smiled, and made a decision on the spot that in the end would change him forever.
"Actually, there is someone – I wouldn't call her a girlfriend, but, well, I don't know." He shrugged casually. "What we have works for now." Lily tilted her head, analysing him.

"So your answer is: a girlfriend, sort of?"

"Something like that."

"Wow, glowing report. Utterly thrilling. I'm captivated by your fascinating lifestyle and yearn to know more." Mike slapped Lily on the head with his napkin and took a sip of his own drink as she giggled to herself.

"Do you guys talk much?" she asked.

"Not really...actually there's a lot about her I don't know still."

"But you are interested in her. Otherwise you wouldn't be bringing it up, right?"

"Well...I have been thinking about her a lot lately."

"And when you think about her, you want to talk to her, and get to know her better?"

"Definitely." Lily smiled wider, smacking his arm lightly.

"There you go! Sounds like you're pretty interested to me."

"Yeah, yeah I guess I am." Mike said, nodding to himself. He'd tried not to think about Jessie that way, because he was afraid she wasn't into him in the same way as he was into her. Admitting he had feelings for her felt really good though.

"So where did you meet her?" Lily asked, sipping on her tea.

"Well, we started talking online a while ago," Mike said, trying to think of a way of telling the truth while omitting certain elements from his story. "She's a student, I think, introduced me to this great place to hang out. We've been there about four or five times now."

"Oh? What is it, a coffee shop or something?"

"Well, no, it's a bar, fairly colourful place. We meet there on Thursday usually, kind of a regular thing."

"Oooh, nice. Where is this colourful place?"

"Actually it's that historic joint up north, the only one open until early in the morning..." Mike trailed off as he noticed Lily staring at him.

"You've been going to Swinging Jacks? Wait, you're meeting a girl there??" Mike suddenly felt uncomfortable. The corridor with glory holes wasn't very heavily trafficked but people must know it exists. Lily was good at reading people, and Mike's semi-guilty conscience started to get the better of him.

"Well, sort of, I mean we do meet there."

"And yet you hardly know the girl." Lily's mouth dropped open. "Oh my GOD, Michael – don't tell me you've been going out the back!" Now he started to feel indignant.

"I didn't say that! But, even if I do...well, so what if I have?? I'm a mature adult and I can decide what's right for me. How do you know about it anyway?"

"I – I work there!!"

"Oh of course, and yet I haven't seen you behind the bar or anywhere else despite me going plenty of times."

"You've been plenty??? Well, that's because..." Lily blushed. "Look Mike, I'm going to tell you this just once: Do NOT go back there again! It's better if you just forget about – that area – and whatever you're doing there. Seriously, I know the place and the people who go there and..." she hushed up suddenly, and Mike turned to see a flash of blue skirt and a wave of golden hair as his sister Grace hugged him.

"Hey guys!" Grace said perkily, releasing Mike and sitting down next to Lily. She noticed the strain between the two and looked from one to the other. "Is everything ok?"

"We're fine," said Lily quietly. "Mike just needed help with something." Grace smiled and for the rest of lunch Lily acted like nothing was the matter, but every time Grace turned away she looked at Mike with a livid expression, and he could tell something was seriously wrong with her. When she got up to go to the bathroom Mike turned his attention to Grace.

"Does Lily have a boyfriend?" he asked. Grace smiled.

"Cousins don't date cousins, Mike, no matter how good looking they are," she said giggling. "No, I don't think she does, which is a surprise isn't it? I mean she's always been gorgeous and she's even trimmed down lately. Something about a diet I think, I don't know how she does it but it's making me jealous. Why do you ask?"

"I dunno, guess I thought maybe she did or something. She seemed...odd. I was just wondering if she had met someone but didn't want to be seen with them or something." Grace gave Mike a puzzled look.

"Lily? I don't think so, come on Mike you know that's not like her." She thought for a moment. "No, I'm pretty sure Lily would have told me, or I would have figured it out myself. We hang out all the time and go to the same parties, and I never see her with anyone." Mike looked into her green eyes, wondering if Grace was covering for Lily, but she seemed genuine. They finished up as Lily came back and for the rest of the lunch things went like normal. Mike told them both about things at home and they shared stories of uni life, all the "networking" they were doing, and how it felt living out of home.

When their catch up was over Grace gave Mike a hug.

"Give one to Mum too...and please take care of yourself. I don't see you nearly enough and I miss you!" She turned to go and Lily whispered in his ear.

"Swinging Jack's isn't a place for you," she said furiously. "I don't want to hear that you've been back there, and I'll know, ok?" She put a smile on her face and followed Grace off into uni, leaving Mike to guess what she meant by that.

Perhaps Swinging Jack's is a haunt for uni chicks? Mike guessed that was how Lily knew about it. She was in the third year of her degree; one way or another she had to know at least ONE person who was involved in a hook-up club. University isn't all like the movies, but at the same time people had to get that impression from somewhere. Either way, he wasn't going to stop emailing Jessie anytime soon.

–-

As it turned out, Mike didn't actually have a choice. Firstly because he got several job interviews in a row on top of work, and his mother put her car in the shop to for repairs so he spent a lot of time helping her drive around town. When he did finally get a chance to spare some time for his mystery girl two weeks later Mike was taken by surprise: instead of him getting in contact with Jessie, it was she who emailed him first.

Mike stared at the email on his screen, reading and re-reading it over and over.

To: "james"

Subject: RE bj reward

hey, sorry its been a while, i had to do some thinking, but...ive actually just been thinking about u. funny, rite? i cant help it, was wondering if u wanted to meet up again...are u still interested?

hope to hear back soon,

Jessie xx

Whatever had bothered Jessie last time they met up had obviously been serious, but now she was the one asking to see him. He was definitely keen, and sent her a quick reply.

To: kymhy

Subject: RE bj reward

thats ok, ive been busy too. glad to hear from you though.

i could see you later tonight, if youre free? ill be available in about an hour or two, lets say the usual place at 8 :)

As he showered and got ready to go see Jessie, Mike considered her email. While he didn't mind paying to see her, he wondered if she wanted to meet up because she was expecting the same amount as after his poker night. She didn't seem greedy and surely she realised that was a special case, but it still nibbled away at him.

When Mike arrived the place was lively and he had a little trouble squeezing through to the back. As he got to the corridor he heard a door close and saw the light above booth 3 coming on, meaning he had just missed Jessie going inside. Feeling a tad disappointed that he missed a chance to sneak a peek at her, Mike quickly got into booth 4 before someone else decided to occupy it, and tapped the wall.

"Hey! Umm just hang on." Jessie's voice echoed from the other booth, distorted by the wall between them. He heard a muffled sound of her moving around and waited patiently for her.

"Sorry, I've just got a lot going on at the moment." Mike heard her sit down and smiled.

"It's alright, no need to apologise, I'm right here."

"Cool." Silence. "I'm glad you came. I know I kind of freaked out last time."

"No you didn't...it was fine, really. I enjoyed last time."

"Me too." More silence, and Mike started to wonder what was going on in her head.

"Did I feel good?" she asked eventually.

"Yes, you did. Smooth, wet, hot...perfect," he replied.

"Give me your hand," she said through the wall. Mike obligingly leaned down and reached through the hole, feeling her hand take his. Before he had time to ask he noticed the brush of fabric as his hand was brought up underneath a skirt and Mike felt the soft, warm wetness of her pussy on his palm. Feeling slightly surprised, he held still as Jessie gently moved her hips back and forth, grinding against his hand.

"I need this," she moaned through the hole. Mike rubbed her softly, his fingers getting wet as they slipped over her folds. Slowly he moved his hand higher up so that his palm was pressing down on her clit as his fingers gently pushed inside her. Jessie moaned again, louder this time, her slender hand gripping his wrist as he fingered her. Back and forth Mike moved his fingers in her pussy as Jessie rocked her hips to rub her clit, her breath coming in shallow gasps.

"Make me cum," she panted. "Fuck me with those fingers!" Mike thrust into her deeper, receiving a startled cry of pleasure as Jessie's legs quivered. Then Mike had an idea and slid his fingers out of her pussy. Jessie groaned.

"Why'd you stop?" she asked, breathless.

"Come closer," mike whispered back. He knelt down and saw Jessie's naked pelvis, gazing upon her soaking wet pussy and her smooth, milky thighs, her skirt hiked up around her waist and a pair of panties down around her knees. She was clean shaven, and her folds were pink and red, gently flexing as she squirmed with anticipation. Mike licked his fingers.

"Mmm...taste's good," he murmured. "I'd like some more, please." He watched her shuffle closer until she was almost at the hole, standing close enough for him to smell her scent. Jessie seemed nervous so Mike encouraged her.

"Press yourself against the wall," he instructed. He felt a quiet bump as Jessie's upper body touched the wall and her pussy reached the hole. Leaning in close, Mike flicked his tongue out over her clit, making Jessie jump and gasp. Smiling to himself, Mike took a longer lick up through her folds and back down again, the tip of his tongue moving rapidly as he slid it into her. Jessie was beginning to shake again so he quickly pushed it in deeper, tasting her juices as he fucked her entrance with his tongue.

"Mmmmm," he moaned. Jessie whimpered and pushed her hips as far forward as she could, her lips pressing against Mike's as he licked and played with her pussy. His fingers moved up to slide inside her again and his tongue found her clit, sucking on it and flicking across it as he inched his fingers in and out of her. Jessie was moaning and shaking hard now, her legs quivering underneath her, struggling to hold her up.

"Fuck me," she breathed. "James, I think I – I'm going to cum! Ohhhh...!" Jessie's juices sprayed gently across Mike's face as he licked her folds once more, running his fingers from her pussy down the stretch of skin to her ass and back, his tongue buried deep inside her. He licked and sucked on her folds harder as she came, riding a wild orgasm in the booth next to his.

When she had finally stopped gasping for air and twitching at every movement of his, Mike slid his fingers back through the hole and stood up, wanting to look though and see more of her but not wanting to steal her privacy. He heard Jessie collapse onto a chair in the booth, her legs still shivering.

"Woah, oh my fucking GOD," she gasped, panting for air. "I don't think I've ever cum so quickly." Mike smiled, leaning closer to the hole.

"I could do more...if you turn around." Mike heard Jessie fumble on her chair, wondering what she was doing.

"No," she said quietly. "No, I can't do that." Mike heard her moving articles of clothing and worried she might be leaving.

"Wait, Jessie I didn't mean, sex," he said, fearing she had misinterpreted.

"It doesn't matter, I can't –"

"Hang on, I'm sorry, we got started so quickly I forgot." Mike slid the money through the hole, hearing it fall to the floor. Jessie didn't reply but Mike heard a quiet sob from the other room.

"It's not about that. It's not about the money at all." She sounded upset, and Mike felt terrible. He wanted to comfort her, to bust down the wall and hold her.

"What is it, then?" he asked timidly. "I don't want to lose you."

"That's just it!" she wailed, the sound echoing oddly in the bare wooden booth. "There's nothing to lose! We aren't supposed to get attached! I know I shouldn't be doing this I just, oh I don't know!" She sobbed and Mike reeled. Attached?

"I just meant...look, Jessie, do you like what we do?" There was silence for a minute.

"Yes," she whispered sadly. "I wanted you to come to me this time."

"And do you like meeting like this?"

"Yes. No. Wait, not with the money. It isn't about the money – not with you."

"Well," said Mike, taking a gamble. "Why can't we just enjoy ourselves then? The rules haven't changed." Jessie gulped again, her breath quietening as she seemed to calm down. He heard a shuffling on the other side of the wall.

"Come here," she said, her voice coming from right next to the hole. Mike shuffled closer, wanting to look in, but instead her hand came through the hole and waited for him. Mike stood up and unzipped his pants, gently placing his cock in her small, soft hand. Jessie gave him a few rubs until he was rock hard, gently moaning on the other side of the glory hole. Mike watched her fingers slide up and down him, caressing his shaft as he got bigger. There was something very sexy about those fingers, and slightly kinky seeing just a hand sticking through a hole to give him a handjob.

"I love this," she said. "I love feeling it in my hand, it's just so...perfect, I guess. Like it fits so well, and I cant get enough of it. Sometimes I just want to swallow your cock as far as I can go, and it kills me that I have to wait for us to be here."

"As long as you want it you can have it." Jessie didn't reply, but Mike felt her tug insistently on his hard cock and he moved closer, feeding it through the hole and straight into her waiting mouth. She eased back, kissing the tip of his cock and letting it part her soft lips again, slower this time. She kept moving slowly until her mouth actually reached the base of his cock and she started to have trouble, pulling back and rubbing him with her hand. He still didn't have a condom on and her fingers around the head of his cock felt amazing.

Mike felt Jessie move around on the other side of the wall, her hand still grasping him tightly as she jerked him off.

"God I'm so horny over here," she moaned, her mouth sliding over his cock and sucking him harder. "I'm playing with myself, babe...that's how much your cock turns me on." Jessie deepthroated almost all the way down again and Mike heard her gag before pulling her lips back, her head bobbing faster as she blew him, one hand jerking him off at the base of his shaft. Mike felt a familiar sensation and leaned as far forward as he could, sticking as much of his cock through the hole for Jessie to play with as possible.

"Cum for me baby, I'm ready for it," she breathed, her hand jerking him even faster.

"Oh fuck I'm cumming babe," he moaned. Jessie placed her mouth over Mike's cock and gave him a long suck, pulling her head back as he tapped hard against the wall. She was just in time and he started cumming hard, his cock pumping in her fingers. Mike groaned loudly, listening to her muffled pants from the other side of the wall, still tasting her on his lips.

Jessie was shivering on the other side of the wall, Mike could feel it through her hand. She gently kissed and licked his cock as they both calmed down, stroking him slowly before letting him go completely.

"I have a surprise for you," she purred quietly. One of her hands returned to rub him, keeping him hard for a few seconds, then released him as he heard her moving on the other side of the wall.

"Thanks," she said happily. "I can't tell you how much I enjoyed tonight."

"Me too...so, are we ok?" Jessie didn't reply at first and Mike wondered if she was about to leave on him again. Then, to his relief, a positive reply.

"Yeah, I think we are...better than ok, maybe." Mike smiled and sat back on his chair. "I need to think about something though, so I'll contact you, ok?" The door on the other side scraped open to the sound of loud heels clicking up the hallway and Mike started doing up his pants, but then he heard the heels return and a noise on the other side of the wall. With a flutter, the money he had pushed through the hole popped back over to his side. He looked through the hole at a pair of long gorgeous legs and black heels.

"I didn't come here for the money," she said quietly. "I got something better." And with that she walked off.

Mike went out to his car and climbed in, accessing his email on his phone and finding a new message from Jessie, this time with an attachment. He opened it and saw a picture of a near-perfect set of tits, pink and fleshy, the nipples standing hard as a small hand with sexy fingers teased one of the nipples. They were framed by a white button up blouse, opened at the top and closed just underneath her breasts, as if to hold her gorgeous globes up. The caption read "these should be yours".

The next photo was the same sort of shot, except this time there was a cock in the picture, her red nailed fingers wrapped around it, and hot, white cum had sprayed all over her tits. One strand went from the gentle curve of her neck, just visible at the top, all the way down to her nipple, a bit of it just about to drip off the end. Her hair must have been very short or tied up because he couldn't see any of it, but the sexy curve of her bare neck was enough to drive him wild. This one had a caption too:

"you got some on my cheek as well. cant wait to do that again".

Mike's cock got hard instantly and he stared at those beautiful breasts for ages, mesmerised, wanting desperately to feel them in his hands, to play with them as she was playing with them, until she sucked him off again and he got to fulfil her wish and cum on them once more.

–-

Mike went a week without hearing from Jessie the mystery girl. In that time he reflected on how he was beginning to feel about her. He knew he was getting attached, but was it to the sex or the girl? And what did that even entail? With each meeting he learned more about her personality, her dreams, things you would tell people you were in a relationship with, yet he still knew next to nothing about her on the outside. Jessie had mastered the art of telling him about herself while leaving out the things that would reveal who she actually was, like where she worked, what she looked like, her friends and social life...when Mike stood back and considered it, he probably couldn't pick her out on a dating website if he tried based on the things one usually puts up.

Despite all the secrecy, he still felt drawn to her like no one else before, drawn to the intimacy of her answers, to the things she had expressed to him. It was the weirdest feeling, to learn all the important parts of someone's life without knowing the basics first. It was like being thrown into calculus before learning addition.

Eventually Jessie messaged Mike again, and he felt himself bursting with excitement.

To: "james"

Subject: RE bj reward

Hey, sorry for the long wait. i kno i usually message you more but i had 2 think.
honestly...i dont talk to ppl as much as i do 2 u, and not about the same stuff. i feel like i can trust u, like maybe...i dont kno, maybe theres something different about u. i kno there is...and i think uve felt it too, right?

Mike thought long and hard about his answer, wanting to get this first response right. Eventually, he typed out something simple and sent it off with baited breath.

To: "jessie"

Subject: RE tonite

hey, im glad you messaged me, i was beginning to think you had changed your mind.

its definitely odd, our relationship. i cant think of any other way to describe it. but odd isnt a bad thing. in fact, i think its good. very good. so good that it might be the best relationship ive had in a long time.

ive been doing thinking too. ive been thinking i dont know how i feel about you, or maybe what im supposed to be feeling, but i know how i do feel...I like you, Jessie, and i like what we do together, and i dont want to stop anytime soon.

if you feel the same, i want to keep talking...and who knows what else.

James

Mike waited patiently for his reply, knowing he had decided to take things forward and feeling nervous. Everyone was looking for that special someone – could he have found her?

To: "james"

Subject: RE bj reward

thats exactly how i feel! i dont kno when we shuld move forward but maybe we can get to kno each other better...especially if we meet up again ;) wat do u say?

i dont care how we met...all i care about is how i feel

Jessie xx

Mike smiled wide. They chatted back and forth for a little while, learning things slowly but surely, still keeping their real lives separate. Mike knew in time that would come around, and he would tell her all about his problems at home with his mother and his work, but he was starting to feel like it didn't matter so much. He knew Jessie, the real Jessie, who she was on the inside, and he was slowly but surely falling in love with her.

–-

A few days later Mike was waiting to hear from Jessie again, but unfortunately she had things coming up that kept her busy and unable to meet. The photo she sent him had been adequate for a while, but now he wanted to repay her properly. Her last message asked him to keep checking emails in case she got a free moment, and she hoped to have one soon, so he was patient.

Mike's mother on the other hand was starting to crack under the pressure. Lindsay came home one night looking completely worn down after starting early, working 10 hours and then having to take part in a work function. Mike understood all too well that when you were already exhausted and stressed out, having drinks with your boss who seemed to be taking it easy was the last thing on your mind. When she came in the door Mike knew it was time she had a break.

"Hello, dear," Lindsay said tiredly. Mike watched her walk into the lounge room and collapse on the sofa, half asleep already. Grace had sent him a message about organising a vacation for her recently and looking at her now, Mike felt she definitely deserved it, so he quietly slid a plate of food in front of her and ducked off to his room to look into prices.

It would have to be low cost, he reasoned. They had just managed to get on top of all their finances and the last thing they needed was more debt. But at the same time, the way they were both working their asses off, he knew they could probably afford something decent. It just didn't have to be anything too crazy. Mike knew when she got back she would start working her ass off again, but she would feel ten times better than she did now.

As he typed away, a message from his email popped up in the background. It was Jessie. Mike quickly changed windows and opened it up, eager to see what she wanted.

To: "james"

Subject: RE bj reward

hey big boy ;P i know i shouldnt be doing this, im tired and ive already had drinks this evening, but im super horny and i need u bad. i just need a release. i kno we started out not wanting to get attached, but ive been doing so much thinking about u and at this point i dont know why im not fucking u yet, u already know i want to!!

only thing is im right on the limit so i don't know if i can drive, but...r u free tonite? i know its late notice but i promise if ur free ill make it worth the effort ;)

Jessie xxx

Mike started to reply but paused. His mother was alone. She needed him and he didn't want to abandon her. With a sigh Mike got up and went to check on her.

Lindsay was still in the lounge, her shoes kicked off and her eyes half asleep. She looked up as he entered.

"Hey sweetie, how was your day?"

"I'm alright, Mum, but you look really tired." She sighed heavily.

"Yes, I know. Work wanted me to stay out later to meet some investors, but..." she dropped her eyes to the floor. "I told them I couldn't do it, that I had to stay home to deal with family things." Mike nodded and sat down on the chair next to her.

"Family things are important. Actually, it's a good time for it tonight. See Mum, Grace and I were thinking –" before Mike could finish his mother's phone beeped in her bag. He waited quietly, trying to be patient as his mother opened up her work messages. He couldn't stand waiting, Jessie needed an answer!

"More work?" he asked. She glanced up at him.

"They want me to send through some files, and at this time of night too..." she glanced over at Mike. "Sweetie, I know I haven't been around a lot lately and I need to talk to both you and Grace, but maybe tonight isn't the time. In the morning I'll tell work I was already in bed, which isn't too far from the truth since I really do need a good night's sleep."

"Ok Mum, if that's what you need I think you should go."

"Sorry sweetie, but if you want to go out don't let me stop you, ok? You won't wake me coming home or anything, and I think you need to spend some time outside." Mike nodded, staying while she typed out a response. When she was done she gave him a warm smile.

"Don't worry about me...you can stay out late if you like, I'm a big girl and can take care of myself." Mike kissed her on the cheek and took her empty plate away as she picked up her bag and climbed the stairs to her bedroom. Mike ran back to his laptop and quickly wrote out his reply.

To: "jessie"

Subject: RE tonite

hey, i am free tonight, my plans just changed. are you sure you can meet me? i really cant wait have some fun with you...

James

But Mike's heart sank when he read her reply.

To: "james"

Subject: RE tonite

i just checked, im over the limit :(

Damn it! After everything working out in his favour now Jessie couldn't drive out to meet him. Mike needed a plan, and he needed it fast. He typed away quickly, throwing in a little temptation on the side for her.

To: "jessie"

Subject: RE tonite

what about a cab? i could meet you at our usual place...and if you want, I think its time I fucked that sweet pussy of yours until the wall shakes and you cum all over my cock

Her reply didn't take long.

To: "james"

Subject: RE tonite

god id LOVE to fuck u too, i love our bjs dont get me wrong, its always fun to suck u but sex is a really big thing for me. i used to need it at least every second night, and id usually get it...one way or another ;) but its been ages for me.

and its not just that. i love ur cock so much, and i cant stop thinking about ur fingers ;D thing i definitely cant drive and i don't kno how much time wed have if i have to get a cab, it mite take a while, and i have somewhere to go later, so i dunno.

i am super horny tho...

He knew it! She wanted him badly! Mike had to think now. He didn't have much cash on him, but maybe sweetening the deal a little more would win her over, especially if she already had other plans tonight. Of course he didn't want their meeting to be about money, but if it was just one last time...who knows, maybe after tonight she'd want to meet properly? It was worth a shot. He quickly wrote back.

To: "jessie"

Subject: RE tonite

i want you too, im so keen for it.

look, it sounds like it might be awkward timing tonight, but, what if i made it worth your while again, just to help you out, you know? pay you back for the cab, and maybe a little extra...same place, same deal, and then maybe we can talk about what comes next? i think youll know what i mean...

James

In no time he had a reply, and this time when he read it his heart soared.

To: "james"

Subject: RE tonite

...just one last time? im insanely horny and i want to do this with u no matter wat, i really do...i need it to happen. but i dont want to be too late to this party, and it could cost a bit getting a taxi to the bar, thats all :( so if ur honestly ok with paying me again, just this once more i promise...then hell yes tonite we can fuck. god im so desperately ready for it!

we have to use a condom wen u finish though, cos i cant get my tits dirty tonight haha ;D

as for wat next...well, do u remember wen i said it wasnt about the money anymore? honestly, i said it becoz i feel like i dont want to take money off u for wat we do together...not wen its sooo hot! i almost want to pay u!

i dont know, ive been emotionally unstable lately and maybe this is all a bad idea and maybe im being silly and sentimental, but rite now i want u bad and cant wait to do this and...well, let me put it this way James, next time we have sex, we wont be using a gloryhole ;)

i just hope u can accept me for who i really am. im ready to take the risk. r u?

love,

Jessie xoxoxo

Oh. My. GOD. Mike sat staring at the email for a solid minute, reading and re-reading the words to let them sink in fully. She wanted him! She loved him! This was perfect!! Mike grabbed his towel and headed for the bathroom. He wanted to be clean and smelling his best when he won over his mystery girl!

–-

Mike was bursting with excitement as he pulled up in front of Swinging Jack's, which was crowded and bubbling with partygoers. He made his way through the group to the small corridor that was so familiar now and found to his dismay that their usual booth was taken. Casting around for another idea, he saw that booths 9 and 10 were both empty, so he dived in and shut the door quickly.

The booth had a gloryhole like the other one, but it was barely palm sized, so big enough for Mike to fit through, and maybe Jessie's hand, but much smaller than their usual. It also had a second hole up near his head, like a little peep hole, which gave him a bit of a view into the booth. He wondered if he should tell Jessie about it, but instead just messaged her where he was and vowed not to use the peephole too much...he wanted to see her, but also felt like he needed to respect her privacy a little.

After a few minutes he heard movement outside the door – heels, a girl's heels.

"God I'm already half-wasted," came a girly voice. "I can't believe I'm doing this...no no I'm fine, I can get in from here." Jessie was here.

"You sure you wanna do this tonight?" came another girl's voice, deeper and very unfamiliar.

"Yep!" Jessie said back. "I know what you're thinking, you don't approve either, but trust me this is the last time...I'll be ok, really."

"Alright then, I'll be out at the bar. Come get me when you're done and we can go."

"Hehe, see you soon Batgirl," Jessie giggled. A pair of heels walked away while a second set entered booth 10, shutting the door and locking it. Mike knelt down near the hole.

"Jessie?"

"James," came her soft reply. Mike smiled at the nervousness in her voice, feeling the same way. He reached out and poked his fingers through the hole and was suddenly met by her slender hand, fitting all the way through.

"Hey you," he said quietly. Mike held her hand and felt her fingers link with his, a strange and wonderful feeling. He kissed the back of her hand and heard her giggle.

"My gentleman! God I've really missed you."

"I'm here now. but...Batgirl?"

"Oh...hehehe, costume party. Guess who's Wonder Woman tonight?" Mike inwardly gasped at the thought of a Wonder Woman costume and all the things he would do with it.

"Gonna have to wear that another time." Jessie burst into a fit of giggles.

"I think I can do that. Now..." she said, releasing his hand and pulling hers back through the hole. "Come here."

Mike went to stand up but Jessie's voice stopped him as he began unzipping his pants.

"Wait, no...there's something I need to do, before we do this." Her voice was still coming from down next to the hole. "Kneel back down here." Mike slowly knelt next to the hole again, wondering what she wanted.

"Darn, I wish we had our regular booth. This hole is much smaller."

"Big enough though, right?" Mike asked.

"I wanted more, but yes, it will do," came her reply. "Put your mouth up to it." Mike leaned in, waiting to feel her wet pussy on his mouth, looking forward to sliding his tongue through her before getting down to business, but instead he felt a pair of soft, warm lips press to his. Realizing she was kissing him, he kissed her back, giving her as much romance as a glory hole could afford. Jessie's lips parted and after another half a minute of kissing her tongue slid through into his mouth. He returned the favour, wishing he could tear down the wall and get more of her. She tasted like heaven, soft and warm and perfect in every way. He was addicted to those lips the moment they met his.

Eventually Jessie pulled away, and Mike peeped through the hole to stare at a pair of ruby red lips, wet with the action of making out.

"Thankyou," she said, smiling. "I really wanted that...and I want more of it later. But we don't have a lot of time, so how about you stand up and give my mouth something else to do." Mike was desperate to oblige her, unzipping his pants and taking out his cock, already rock hard. He fed it into the hole and straight into her waiting mouth, feeling her open wide to swallow as much of it as she could. When she met her limit her head backed away from the hole so Mike could get all the way through, giving her his entire length to play with.

"Mmmm," she moaned with a mouthful of cock. Mike closed his eyes and leaned back, his hands flat against the wall as Jessie sucked him. He felt like he could go without sex for the rest of his life if he had these lips on him every single day! Her tongue danced around him as she did every trick in the book, running her lips up and down his shaft to wet him down before swallowing him as much as she could, backing off only to take his cock in one gentle hand and bob her mouth back and forth, slowly at first, then more and more rapidly.

Jessie's lips formed the perfect wet, warm hole for his cock, her hands running up and down him as though all she needed was to milk him dry, her hungry moans music to Mike's ears, muffled by the wall, the odd echo of the booth and his cock in her mouth. Any more of this and Mike would definitely cum, and he wasn't nearly finished with her, not yet.

"Oh my God, Jessie, I don't know how you got so good at that but I think I'm addicted to it." Jessie pulled back and giggled again, her hands never stopping.

"That makes two of us," she murmured. "I could put this cock in my mouth all day long and not get enough of it." She deepthroated again, her head bouncing as she made small, hungry gulping noises. Mike moaned loudly and tried to press his cock further into the hole, wanting everything she had. There was no way he was going to put up with a glory hole next time!

Suddenly Mike felt those soft sweet lips leave his cock, and out of curiosity he looked through the tiny peephole. His view wasn't great but he managed to see Jessie on her knees on the chair in the booth, her back turned towards him and her hands gripping the back of the chair. He could now see that she was dressed up in her Wonder Woman outfit and that she was relatively thin with long, jet black hair. As he watched she lifted her little blue skirt and raised her ass in front of the gloryhole, so he knelt down and gazed once again at her shaved little pussy. Her light pink folds were absolutely wet with anticipation. She was literally dripping over him!

Mike slid his finger through the hole and gently touched her pussy, hearing her moan as his fingertip slid up and down her folds. He eased it into her entrance and felt her shiver, backing up onto him and wiggling her bum. He eased back out of her and slid in again slowly, and instantly Jessie began making little moans. Mike slid his thumb down her folds and brushed it against her clit, feeling her clench and shiver around his fingers.

"Fuck I want more," she moaned, panting slightly. Mike twisted his fingers inside her and pushed a little deeper, his thumb circling over her clit faster in an attempt to please her as quickly as possible. He knew he would have no problems cumming tonight but he wanted to get her there before himself, to make sure she remembered this night.

"Mmm, damn you're tight babe," he whispered through to her.

"I-it's been a long time..."

"Too long, I think."

"I, ohhh fuck, I hope you know I get one hell of an appetite for sex..."

"Mmm, I can't wait to find out what else you're hungry for."

"I've never tried anal," she blurted out. Mike slowed down a little.

"Never?"

"Well, once, but it didn't really work so I don't know if it counts..." Mike slowly rubbed one of his fingers against Jessie's pussy, coating it in wetness, then pressed it against her asshole gently. Jessie froze, as if holding her breath, then she relaxed and Mike pushed against her, his finger easing into her hole.

"Aaahhhh..." Jessie panted, her body shivering slightly. Mike didn't push too far, easing his fingers back and forth in her ass and her pussy at the same time, feeling her tilt her hips and rock against him. Jessie was silent for a minute or two, just rocking against Mike's hand and slowly working herself backwards, his fingers slipping deeper inside her each time.

Mike heard Jessie fumble for something and a condom was pushed through the hole past his hand. trying not to let his fingers leave her pussy or her ass, Mike ripped the packet open and rolled the condom on with one hand, desperate for what was coming next. when he had it on he thrust his fingers in hard and pulled them out, giving some of them a lick. He loved the way Jessie's pussy tasted.

"Fuck me right now," she begged. "I just want it rough." Jessie pressed her cheeks hard against the hole, her pussy shivering and wet. Mike took the hint and stood up, wanting her as much as she wanted him. Slowly, he lined up to her folds and began feeding his cock through the hole and pressing it against her entrance, slowly pushing it into her. His eyes widened – she was so tight! As his chest touched the wall in front of him she clenched hard around him and Mike could tell he was deep inside her. A gasp came from next door.

"My God...I've wanted to feel this full for so long..."

Both of them closed their eyes at the feeling, holding still for a moment to let the memory of it sink in. Mike knew that no matter what happened, for as long as he lived he would never forget the feeling of his cock being completely buried in Jessie's pussy for the first time. He hoped someday she would tell him something similar.

"You're...a perfect fit," she moaned. "N-now take me, take my pussy, it's yours...all yours!" Mike needed no encouragement and started moving back and forth, thrusting in and out of her tight sweet little pussy. every time he pushed forward it felt like he wouldn't fit, and every time his shaft glided between her walls she gave him a gentle squeeze, milking his cock. It felt like heaven.
Mike didn't know how he was going to hold out for long inside Jessie's pussy but he was determined to make every second count. He placed both hands against the wall and braced his feet wide, pushing his cock through the glory hole as far as he could, feeling the head of his shaft penetrate her deep. Jessie was pushing her ass back against the hole just as much, building a rhythm of pulling forward slightly as he pulled back and pushing against him as he thrust forward again, and each time Mike got a jolt out of feeling soft, warm skin against his groin through the small hole, the contact against her skin almost electrifying him. Mike wanted to tear down the walls between them, to grip her cute blue Wonder Woman skirt and fuck her hard, his hands roaming her slender body at long last.

"Jesus, Jessie," he moaned. "I need to cum already." In response Jessie slowed down, letting him push his cock through the hole and hold still for her. Mike looked through the peephole again and watched Jessie – his sort of girlfriend, his own personal Wonder Woman – backing onto his cock over and over, bouncing her ass against the wall each time. He could see her long black hair flicking forward each time, her shoulders bare and her sexy slender frame clad in the red and gold trim outfit, the hem of her blue skirt hiked up to reveal her naked bottom. He couldn't see them from this angle but he knew her tits would look amazing in this costume, and was determined to one day yank it off of her, revealing her gorgeous naked body in all its glory.

As he watched Jessie hung her head and raised her shoulders, arching her back and moaning with his cock in her pussy. She slowly tilted her hips, drawing little circles with her ass as she leaned almost all the way forward, Mike's cock almost slipping out of her before she impaled herself on it again, driving it deep inside her. Jessie threw back her head and moaned loudly, crying out with pure pleasure as she started to speed up her movements, slamming her ass backwards against the wall.

Mike thrust forwards in time with Jessie's movements, fucking her in earnest now, not holding anything back. He watched her hand reach down between her legs and knew that she was fingering her smooth little clit, the same one he had sucked and licked last time they were together. He had fantasised about eating her out over and over since that day, tossing her down in his bed and spreading her legs wide, giving him as much time as he wanted to go crazy on her until her red nails dug into his hair and she screamed. He closed his eyes and leaned back, his hands pressing hard against the wall as he fucked her pussy as hard as he could, hearing her moan with each and every thrust.

Jessie flattened her bottom against the wall, uttering a long moan as Mike pounded her as fast as he could. Her pussy was squeezing his shaft with each thrust, begging for him to release inside her, to give her everything he had. Jessie's long, low moan quickly turned into a loud one, followed by a louder, hungry cry of joy as his cock was coated in her juices. Jessie slapped the chair back hard as her pussy started vibrating, her orgasm ripping through her and making the entire wall wobble slightly. People outside would definitely have heard her cry out, but Mike didn't care. He had never heard anything as sweet as that sound. Mike didn't care who Jessie was, all he knew was he wanted to hear her make that sound every night for the rest of his life.

Jessie's pussy was clenching over and over and Mike knew as she rode out her orgasm that he was about to blow as well. He slapped the wall quickly and felt Jessie squeeze his cock tight with her pussy, shaking her bum from side to side as he fucked her, when suddenly there was a strange sensation and it started to feel even better. Mike loved this and thrust into Jessie harder, but she must have noticed the feeling too because to his discomfort she pulled forward, his cock slipping out of her tight, wet folds.

Mike heard a muffled "shit" from the other side of the wall, and feeling Jessie's fingers on the naked head of his cock he realized the condom must have broken. He knew she couldn't take his cum on her tits tonight but he didn't have any condoms of his own and was seconds from exploding.

Mike felt slender fingers tug the useless condom off and Jessie's hand gripped his shaft, jerking him off as her mouth closed over his head. Her tongue slid down his cock as she sucked him hard and Mike moaned, realizing she was going to take it in her mouth. She had barely begun but Mike was unable to hold on any more and slapped hard at the wall again, thrusting his cock forward as he shot his load between Jessie's lips.

"Mmph! Mm-mph!" Mike heard Jessie struggle as his load filled her mouth, her hand still jerking the base of his cock as he came again and again. He had wanted this feeling for weeks and now all his pent up frustration was finally released, pumped into the waiting mouth of his mystery girlfriend. He heard Jessie choke briefly and felt her mouth leave him. He pressed his eye to the tiny peephole and saw the top of her head, a red and blue mask covering her eyes and forehead. A small trickle of cum slipped from the corner of her mouth as she coughed, dribbling down her chin and dripping onto the front of her red and gold bust as she slid her bright red lips down him again. Her hand squeezed him as he spurted one last time, stroking him more gently and swallowed her mouthful of cum, still sucking on his head softly, her black hair waving slightly from the movement.

Mike was spent. His Wonder Woman gave him one last long amazing suck and let him go as he pulled his cock out of the hole, sat back in the chair and gasped for breath. He had never felt anything so unbelievably good in his life. Her pussy had been warm and tight and it felt good to be inside her at last, and he had finally been able to cum in her mouth after wanting to for so long.

"Thankyou baby," she whispered through the hole. "That was...perfect." A low buzzing sounded on the other side of the wall.

"Shit – I have to go, right now! I promise we will talk OK?" Sounds of fixing clothes came through the hole as Jessie straightened up, but then a pair of panties were squeezed through the hole. Mike caught them before they hit the floor and held them in his hands; a skimpy, lacy black g-string, wet in the crotch.

"I love you," she whispered through the hole. Then, with a scrape the door of the cubicle opened and Mike heard Jessie leave, her heels clicking on the floor.

Mike suddenly felt unbearably lonely, the scent of her perfume lingering in the air, mixed in with the smell of sex. The underwear in his hands belonged to her, and as sexy and amazing as it was to be holding them it wasn't what he needed right now. He didn't want Jessie to go, and he didn't want to wait until he got home to talk to her again through email, especially since he had made a slight mess of her outfit.

He had to know who she really was. Nothing else mattered to him. This girl was one in a million, the kind of girl you would do anything for just to make love to her every night and wake up to her every morning. He zipped up and burst out of the cubicle, running through the bar and out the exit to cast his gaze around the car park, frantically looking for the dark haired girl.

There! With a jolt of excitement Mike saw Wonder Woman talking loudly on the phone about being late, climbing into the passenger side of a small red hatchback with what looked like more people in costume crammed in the back seat. Sprinting to his car, Mike threw himself into the driver's seat and started the engine, tossing the panties onto the passenger seat as he slammed it into first, his wheels spinning as he took off after the hatchback.

After a few minutes of following the car he found himself at a nearby barbeque park where a loud party was raging. He managed to find a parking spot eventually and grabbed the panties off the seat next to him, shoving them into his pocket as he started walking towards the crowd, scanning for his Wonder Woman. In no time he spotted her jet black hair, just as he remembered. She was standing with her back to him, holding a cup of alcohol next to a dark skinned Batgirl and a redhead in a typical nurse uniform, both wearing a masquerade style mask over their eyes.

This was it. He strode over to her, wondering what to do next. What should I say? How will she react? What if she doesn't like me? Before he had figured it all out he found himself standing behind her, less than a metre from her sexy, slender waist, her perky little ass and her smooth, long legs. He had been balls deep between those legs not twenty minutes ago, her blue skirt hiked up and her panties around her ankles, getting fucked like mad as that tight ass slapped the wall between them. He knew that underneath that blue skirt she was completely bare, and marvelled at the cheekiness of her to do that at a party. Mike felt for the panties in his pocket, pulling them out in a small ball to keep them discreet in the crowd.

Mike wanted to tear Jessie's costume off and run his hands all over her naked body as much as he possibly could. He wanted to bite that sexy ass and take her from behind over and over. If she let him, he would take her to his place and roll around in the sheets naked all night long. He would never let her go, and she would want for nothing. With these feelings in mind, he reached a trembling hand out to tap her shoulder and take the plunge, but suddenly he heard his name being spoken.

"Michael?? What the hell?!" Turning around he saw his cousin Lily, dressed as Catwoman, staring daggers at him from underneath her black mask. A split second later he heard his name being spoken from behind him again, and he saw Lily's eyes glance over his shoulder at the speaker as he turned back to face her.

"Michael? What are you doing here? Did Mum tell you to come? Look I'm ninteen now and I can do whatever I want, for fuck's sake it's just a costume party!" His sister Grace paused, glaring at him suspiciously. Mike was speechless.

Her lips were ruby red. Her hair wasn't the blonde of their family anymore, it was black – DYED black. She wore a small red and blue mask over her eyes to "hide" her identity, the same one he had seen earlier tonight, and there on the front of her red and gold Wonder Woman outfit, which was clinging perfectly and quite revealingly to her slender body, was a partly wiped off stain...an unmistakeable stain if you already knew what it was, as he did.

Grace seemed puzzled, then followed his glance down to the stain on her shoulder and then looked back up at Mike, his expression one of pure unbridled shock. She looked into his eyes, as he stared back into hers, siblings for nineteen years, and with a move that seemed to be in slow motion she finally spotted what was in his hand...a balled up pair of black panties – a g-string, as a matter of fact. A sudden realization came over her and Grace's mouth fell open in horror as she looked back up at her brother, her head shaking from side to side in denial.

"Grace, I..." Mike didn't get any further than that, for as Grace took a step backwards she dropped her cup, spilling beer everywhere as she clutched her belly, bent over and puked all over Mike's feet.

Not the best start to a relationship...

glory   dangers   the   hole   dating  

Jul 12, 2018 in blowjob

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