The Union Club

Jenni was 19 years old. She was away from home in her sophomore year of college. She wasn't shy about her sexuality. She was sexy and she knew it, 5'4" with a nice sized chest to match.

Her current boyfriend, Austin, she had met earlier that year. He had no idea about her extensive sexual past. And certainly no idea she had sex with two other men in the six moths they had been together.

One was his roommate, who had fucked her while he was at work. Jenni liked the attention his roommate gave her and his flirty nature. Austin had no idea when he came home from work that night that just an hour earlier his girlfriend was getting her little pussy filled with cum by his roommate. In his own bed. He also didn't know, when he fucked her himself that night, the REAL reason she was so wet.

The other was a classmate who she had done a project with earlier that semester. She sucked his dick in his car late one night after celebrating a well deserved "A" on their joint project. To be followed by a bed pounding fuck the next day in her studio apartment. Again while Austin was at work. Jenni wasn't a good girl, but she was absolutely comfortable with it. She enjoyed being fucked like a whore. if only she knew what was about to happen in her life.....

Although her parents were paying her tuition and her rent at her studio apartment off-campus, she was basically on her own for food and entertainment. So she had been waitressing since she started freshman year. Just a local pub, but between the tips and the wage it gave her enough. However, Another waitressing opportunity did come her way. The Union Club.

Jenni made a new friend that semester in one of her classes. Caitlin was taller than Jenni, at least 5'8". Slender with out being skinny. Small breasts and short brown hair. Like Jenni, very pretty. Once she could tell Jenni was liberal in her sexual desires, she was drawn to her. Because Caitlin was as well. Caitlin was there the evening Jenni cheated on her boyfriend with her classmate. She happened to walk by his parked car as Jenni was giving him head. She new Jenni had a boyfriend as she watched her suck another guys cock. Caitlin was single at the moment, but had also cheated on basically every boyfriend she has since Junior High.

Caitlin waitressed at the Union Club. It was a members-only bar that was basically for gentlemen only. Wealthy gentlemen. Usually older, high end business men, executives, and lawyers. To become a member was upon invitation or recommendation only. Usually by present members. The staff there were exclusively young and extremely attractive women. Like Caitlin. But most of the sexy young ladies who worked there had something else in common. They were making large sums of cash on the side, they were prostituting themselves to the wealthy older gentlemen of the Union Club The ladies kept it very discreet, and the club management turned a blind eye. In fact two rooms, buried in the very back of the club had been turned into rooms where they would give blowjobs and have sex for money. On a slow night there would still be two girls waitressing. If a gentleman asked "to see the wine collection" to one of the two girls, she would take him to one of the back room and give him what he really wanted. Whatever he wanted.

There was no set rates, but these were very wealthy men. And the girls of the Union Club were very hot. One evening Caitlin gave two separate men blowjobs and let a third fuck her. She had swallowed the creamy loads of both the two first men, and the third had filled her 21 year old pussy with cum. That night, along with a belly and pussy full of cum. she went home with an extra $1500. One of the men was a businessman and 2 weeks later he brought another man in he was trying to close a deal with to the Union Club. He sealed the multi-million deal by paying Caitlin $1000 to "do whatever he wanted". So Caitlin went home $1000 richer, and with the taste of a middle-aged man's ass on her tongue. The "whatever he wanted" was for her to lick his asshole. But she was OK with it, she had given rimjobs before. And $1000 was $1000. The girls of the Union Club did very well financially.

When one of the ladies of the Union Club quit and moved on, Caitlin asked her new friend Jenni if she's be interested. She knew Jenni had waitressing experience. She also knew Jenni didn't mind cheating on her boyfriend and giving guys blowjobs in cars. Leaving out the part about whoring themselves, Caitlin suggested it to Jenni. Leaving it at, "You'll make way more money than at the pub with these rich old guys!"

Jenni met all the physical qualifications to serve at the union Club. And sure enough, a week later she had her first shift. With Caitlin, on a Tuesday night. No uniform, but dress code was classy. Black skirt over black nylons or leggings. White button up blouse. Jenni's usual practice of getting tips from guys with cleavage and leg wasn't going to work, but she made sure her blouse was as tight across her firm tits as possible. Without looking trashy, she wanted to make money.

It was a slower evening, about an hour and a half before they closed. Jenni had two tables of lawyers at least as old as her father. Caitlin had one table of just one man. Caitlin told Jenni she wanted to show Gerald(the man she was serving) the wine collection in the back. Jenni thought nothing of it and went about serving the gentlemen at her tables more scotch and wine.

About 20 minutes later Jenni wandered into the back of the bar and into the staff only areas. She was still brand new and didn't know where anything back here led. I a very quiet area she could hear a thumping and shuffling sound. Putting her ear up to a closed door it got louder and now she could hear a voice. But not really a voice. Just vocal sounds.

She quietly pushed the door open and in shock see saw Caitlin down on her knees in front of Gerald, who was sitting on a leather couch. She was sucking his cock. Gerald's pants were down around his ankles and Caitlin was topless as she slid her mouth up and down his hard penis. Gerald was facing away from the door but Caitlin shifted her eyes and saw Jenni looking at her. At that moment Gerald tensed and just moaned,

"I'm cumming!"

Jenni thought it incredibly erotic, and noticed a tingling in her own pussy watching her new co-worker giving head on the job. On top of that, Gerald was indeed cumming. A bit of his cum dripped down Caitlin's chin, but she was clearly swallowing most of it as she held eye contact with Jenni. Jenni stepped out and closed the door when Caitlin motioned to her to leave. These men needed discretion and wanted no one knowing they were getting blowjobs in the back rooms of bars.

Jenni's two tables were just about to leave and she settled their bills as her vagina soaked her panties. It made her hot, seeing what she just saw. Austin was picking her up after work and he was going to get a treat!

Moments later Gerald returned to his table. Soon to be followed by Caitlin. Who settled his bill for him and bid him farewell. Jenni and Caitlin were now alone in the club and Jenni had no idea what to say. She had no idea that just a few weeks before Caitlin had watcher HER suck a guys cock in his car.

Caitlin broke the tension. She walked up to Jenni and put two, crisp $100 dollar bills in front of her.

"I just made that from Gerald"

"Back there, just now?" Jenni replied.

"Yes. Most of the girls here are doing it. It's why working here is so lucrative. There's two married women here who bring home more that their husbands. Who don't know of course" Caitlin winked and grinned as she could see the surprise on Jenni's face.

Jenni was very intrigued with Caitlin's parting words, "You could make a killing here".

25 minutes later Jenni was stepping into Austin's car as he picked her up from work. She was still dripping wet from what she'd just discovered at the Union Club. She needed it right now. As she undid Austin's pants she told him to pull over. He parked in a very public parking lot as she started to suck his cock. He wasn't arguing when she hiked her skirt up and straddled him. As she sunk down on his hard cock she pulled up her blouse and bra so he could could suck on her tits while she rode him. Unfortunately for her, this was too much for Austin and in less than a minute he came. His premature cum flooded her as he apologized.

"it's OK baby" she said as she thought about how unsatisfied she was now, and how much she still needed to be fucked.

She was close to climbing on to of the gear shifter when she came up with a desperate plan.

"Do you have the apartment to yourself tonight?" she asked

"No Kirk is home"

"well let's go over to your place anyways". Jenni had a plan.

When they got there Jenni pleaded with Austin to go get her a specific type of ice cream. One that she knew would take at least 30 minutes to get. Austin had no idea that he was leaving her with a guy that had fucked her behind his back just a couple months earlier, so he agreed to go.

Jenni knew he would, and just minutes after he left she walked up to Kirk and grabbed his hand. She knew Kirk wouldn't say no, so without a word she led him into Austin's bedroom. It made her wet to be slutty, and cheating on her boyfriend in his own bed just made the experience better. After a few minutes of sucking Kirk's balls for him she sucked his cock. She knew time was limited so she once again hiked her skirt up, then got on all fours on Austin's bed, showing her naked and tight little ass to Kirk.

Austin's cum was still wet in Jenni's pussy when Kirk pushed himself into her. With her own wetness along with Austin's cum he slid in easily. He fucked her hard. And she told him to. Loudly.

When she almost yelled at him "Fuck Me Like A Whore!" she couldn't help but think it was related to what she had just seen Caitlin do.

When Kirk brought her to orgasm she was on her back, legs spread wide open with her lean legs held up in the air by him. He filled her slutty cunt with his cum moments later. She got dressed and welcomed Austin back with a big hug as Kirk's cum ran down her legs. For not the first time in her 19 years two men had pumped their seed into her just minutes apart.

Still not satisfied, she spent the night with Austin and her well fucked pussy took a third load of the night. As she went to sleep, she thought of Caitlin's parting words,

"You could make a killing here"

The next Tuesday Jenni and Caitlin were working together again.

Again it was a slow night. With Jenni only serving one gentleman. His name was Vincent. He was in his late 50s. He was a very wealthy Investment Banker. Vincent was in good shape for a man his age and extremely polite and charming.

Caitlin explained to Jenni how things worked at the Union Club,

"These men are all older and very rich. And all have them have wives who don't do what we'll do". Again a wry smile and a wink.

Jenni wanted to know more,

"How does it get agreed? How do they ask you? Do you ask them?"

"Discretion is a must" Caitlin explained,

"These men know what we do for money, but they don't want to openly discuss it.

I can tell you're interested. Go check in on Vincent there and as you're speaking put your hand on his leg. If he asks 'to see the wine collection' you can make some extra cash tonight. A nice amount probably. Vincent isn't cheap. But once you take the money, don't be shy. take the initiative and give him what he wants. What he isn't getting from his wife"

Jenni didn't hesitate. Her boyfriend didn't even cross her mind as she undid the top half of the buttons of her blouse so her cleavage was visible and swayed over to Vincent.

She leaned down so her tits were only a foot away from his face, put her hand halfway up his inner thigh and purred at him,

"is there anything else i can do for you?"

Vincent looked her in the eyes and smiled,

"could you please show me the wine collection?"

"Yes of course. Please follow me", and she turned to walk to the back room. Smiling at Caitlin as she left.

Vincent followed her as instructed.

Once into the back room Jenni closed the door behind them. Vincent immediately produced two hundred dollar bills and put them into her hand.

She put the $200 into her purse and sunk to her knees, directly in front of Vincent. Now it was time to earn the cash and she knew it. Like Caitlin said, once you take the money you need to take the initiative. Immediately she undid his belt and pants and pushed them to the floor. After that she could easily feel his hardening cock through his boxer shorts. Within a few seconds it was fully hard, and then she pulled the boxers down. His cock was big, certainly bigger that Austin's. But it was circumcised. And his crotch was covered in a layer of black and grey pubic hair

Here she was about to suck cock for money, and she was surprised she was actually getting turned on. Her vagina was getting wet, she could feel it. But it didn't matter, now was the time to give this older gentleman a blowjob. So she looked up at him and gave him a devilish grin, and ran he tongue up the entire shaft. When she got to the head she put it her mouth. Jenni knew how to suck cock, even at 19 years old she had given many blowjobs. She liked it. So she circled Vincent's cockhead with her tongue while stroking the shaft. Now she was more that just a little turned on. Her pussy was soaking her black thong with her juices. She knew that guys loved it when she played with herself while sucking their dicks, but she wanted Vincent to feel like he was in charge. So while still stroking his cock, she took it out of her mouth and asked him,

"Vincent baby, you have me so wet, can I please finger myself while i suck your big cock?"

"Of course Honey" he replied. "I'd love it if you did."

Jenni then unzipped her skirt and pushed it and her thong down to her knees. Then lifted her knees slightly and pushed them both right off and onto the floor. Other that her heels, she was now completely nude from the waist down.

Vincent loved it and put his hand on the top of her head and guided it towards his dick. she put it in her mouth again. But now her left hand reached behind her and started rubbing her own soaking wet vagina. She saw some movement out of the corner of her eye. Caitlin had very discreetly come to take a look. They locked eyes and Caitlin gave her a grin. Clearly Jenni was one of them now. Jenni was literally a whore.

Jenni was gently sucking on Vincent's balls, stroking his cock with her right hand, while rubbing her clit with her left when her orgasm hit. He could tell what was happening and watching her cum did it for him.

"I'm going to cum Honey" the 60 year old man growled.

Jenni took her lips off his balls and put his hard dick into her mouth again. Vincent put both hands on her head and gasped. His cum shot into her mouth and she swallowed eagerly. She had always loved cum. That morning she had given Austin a blowjob in bed and swallowed his entire load. But this second mouthful of cum she had taken today was different. She had been paid for it. Before she had just been a slut. Now she was a whore. A man older than her father had paid her to suck him off. And she had a boyfriend to boot! But Jenni wasn't ashamed. The opposite in fact. She proudly sucked the last drops of cum out of Vincent's cock as it softened. Not until it was completely flaccid again did she stop and pull up his boxer shorts and pants for him.

Still naked from the waist down she stood in front of this older man who had just paid her $200 to suck his dick and smiled up him while he did his pants and belt up.

Still in the afterglow of her own orgasm she wanted this man to be happy and was proud when she saw his eyes wander down to her freshly trimmed pussy.

Vincent leaned down and lightly kissed her forehead, while putting an additional $200 into her hand!

"You more than earned this Honey" he whispered, before slipping out of the room.

$400 extra she earned tonight! She could still taste Vincent's cum which reminded her how she got it. But extra income like that couldn't be ignored. No wonder the other girls here were so content at work

Jenni got dressed, went to the staff bathroom to fix her makeup and freshen up, then walked back out into the Union Club. Vincent was nowhere to be seen, but almost immediately Caitlin walked up to her,

"Well Vincent is very impressed with you. He told me he'd like to see you again and asked if you're working next Tuesday."

"Well he's very generous" Jenni replied.

"Oh I know. He's "helped" a few of us here. But perhaps we didn't enjoy it as much as you did!"

Jenni remembered Caitlin watching as she finger fucked herself as she sucked Vincent's dick..

45 minutes later the girls were finished closing the club and Austin pulled up to pick up Jenni. Oblivious that she was a prostitute now and just an hour earlier her mouth was filled with another man's cum, he have her a big hello-kiss.

Jenni's mind was on the $400 she had just made and how she had earned it. And how she wanted more.....

To be continued upon positive feedback.