Note: All characters in the story are 18 or older when referring to anything of a sexual nature, whether past or present.
Trish waited in the hotel room across the hall from Mags, wondering if the recently-deflowered 18 year-old would get up the nerve to not only get dressed in the skimpy outfit Trish had left for her, but also allow herself to be the center of attention of several eager, hungry, and aroused men. Mags had spent the past 24 hours losing her virginity after her prom night, first with her date, then his brother, then both at the same time... and then Mags watched as Trish fucked her husband and a few of her "regulars" on her hotel room bed. Trish knew Mags' curiosity was certainly elevated. She left Mags the outfit that Trish, herself, was requested to wear, and a note, letting Mags know there was more fun to be had across the hall.
Trish was in one of two rooms across the hall, so she knew there was a fifty-fifty chance Mags would come to this one, instead. If she did, the guys Trish fucked in her room earlier that evening were a text away, and she was sure she'd be able to keep Mags entertained for the 20 minutes it would take for them to show up. She'd walk down the hall to the other party, herself, once Mags was occupied. But if Mags went to the other room...
Trish's pussy became wet just thinking about it. In the other room were several older gentleman that were looking for "entertainment" for the evening. Trish's husband actually answered the ad for her, as he knew how to find requests of that nature. But after hearing about the transformation Mags had undergone in the last 24 hours from one of her regulars, she was excited to listen while Mags enjoyed the older gentlemen in what would undoubtedly be her first of hopefully many gangbangs. Even at the higher price, the walls of this particular hotel room weren't going to be thick enough to stop Trish from hearing at least some of what might go on in the next room.
While she waited for fate to guide Mags, Trish looked in the mirror across from the bed.
Married, no kids, enjoyed sex with multiple lovers at the same time, and a husband that encouraged her. Taller than most 22 year-old women at 5'7", and in great shape. Thick, dark brown hair kept just below the shoulders. Tanned easily, and alternated between tan lines and an all-over tan. Ears and nipples were pierced, but that was all she felt comfortable with. Modest, but firm 34C breasts, which looked great with or without a bra. Her little sister, Sherry, would eventually be the lucky one to get the bigger boobs and hips, but is about 6" shorter. Her little brother was completely out of shape, but she hoped he'd start using the weight lifting machine she bought him for Christmas. Trish took ballet as a kid, but mostly stayed in shape these days by swimming, running, and fucking. She used to shave her pussy until her husband paid for laser hair removal. One tattoo on her left foot, but that's it. Her finger and toenails were impeccably maintained, and the girl that did the maintaining had her tongue in Trish's pussy at least once a week.
Trish wasn't sure if she was what someone might call a Hot Wife, or just an all-around slut. She likes a lot of dick. And, she can take a lot of dick. Her sister once asked how she handled two or more guys a the same time. Trish explained, "Ever see those people that can play the piano and sing at the same time? It's a gift to have that kind of concentration and control. I have that. Except, I can ride a cock in my pussy and ass while giving a mind-blowing blowjob and sensuously stroking a cock in each hand, and never skip a beat."
She also confided that that kind of skill doesn't happen overnight, or so she thought before hearing about Mags. For Trish, it started out a little slower.
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Trish was a late bloomer when it came to her sexual adventures. Everyone knew she had potential to become very pretty, even at a young age. When Trish's parents finally allowed her to start dating, she still had braces, acne, and a training bra. She was allowed to go to the movies with a boy, and maybe for pizza or ice cream. During the Summer, they'd let her go to the water slides or the beach, but that was about it. She learned about kissing, and appropriate public hugging from her mom, but when it came to dances and proms, there were boys that she liked because they were friends, and boys she liked because they were just so damned cute.
Eventually, the day came when a cute boy asked her to a dance, and then a friend asked her a day later, and she found herself in a bad spot. She liked both of them, but didn't want to hurt the friend's feelings... but, she still wanted to kiss the cute boy. To her surprise, they agreed to both take her to the dance - a homecoming dance - her junior year of high school. For the next two years of high school, she found herself going on dates with two guys almost every time she went out. Her mom thought it was because one was the protective friend while the other was the bad boy type she warned Trish about. Little did she know they were both usually the bad boy type.
Not every two boys got along or wanted to share Trish's time. That was disappointing as she was getting used to the attention. Luckily, for every time that it didn't work out, there were times when more than two guys wanted to take her out at the same time. It didn't take long for Trish to develop a reputation. She was never seen with just one boy. When the braces came off and her face cleared up, she went from pretty to sexy, and she found herself going on dates almost ever other night of the week. Luckily, she was as smart as she was pretty, and an hour of homework each day kept her grade-point average high enough to graduate with honors. She was smart, pretty, popular, and discreet.
Trish knew that some of her friend's moms disapproved of her always being seen with two or more boys, while other moms just took a look at her and said the boys couldn't help themselves. The years from 16 to 17, and finally 18 were very transformative. She was attractive to both sexes.
The first time she kissed a boy, she kissed two. The first time she rubbed a growing bulge in a pair of jeans WHEN SHE TURNED 18, she rubbed two.
She surprised everyone when she went to her senior prom with just one boy.
Tim was, well, timid.
He was polite, quiet, maintained his boyish charm even at 18 years of age, and respectful to everyone he met. He wasn't incredibly handsome, and as Trish would later find out, not particularly well-endowed. But he was nice. The kind of boy Trish's mom thought she should marry.
Maybe. Someday.
When she left the dance, though, several other schoolmates shared the limo to be dropped off at their respective homes. The five couples dropped off the girls first, with Trish being the last girl to be taken home. Her date, Tim, knocked on the privacy window and asked the driver to take the long way, and then settled back in seat next to Trish.
She had asked Tim to get a hotel room for after prom, but he couldn't think of a reason to be out all night and most of the morning as an alibi for his parents. And honestly, Trish couldn't seem to come up with one, either. So, the limo was going to be the next best thing. What Trish hadn't counted on, was four other guys joining them, not that she minded.
When Tim bent down to pull off her garter, she spread her legs seductively, showing the other boys that she wasn't wearing panties. She hadn't been, all night. One of the boys fished in his tuxedo jacket and handed someone a $20 bill, apparently losing the bet over whether or not Trish was wearing panties.
Another produced a $20 and handed to someone else. Shaved pussy.
She also opted for no tan lines for prom thanks to the local tanning salon. Another $20 bill exchanged hands.
Tim kissed her deeply, and let his hand slide up her dress to her wet slit.
He was a good kisser.
"You don't mind making out in front of them?" Trish asked. "I know we've made out before with one boy watching, and sometimes with you watching me make out with another boy, but there's four, now."
"I don't mind if you don't mind." Tim answered as his fingers glided along her swollen clit.
Tim knew that Trish's idea of making out was more than French kissing each other's mouths. She wanted to feel his tongue on her clit. He quickly knelt between her legs as she pulled them back, giving everyone a better view of her hairless sex and pretty butthole. Tim wasn't nearly as good as some guys that had gone down on her, and not even close to some girls, but he was thorough. And, his jaw never seemed to get tired, so with a few fingers in the right places, he could get her to come, eventually. While she liked a good pussy licking, she was aching for something bigger to be filling her up.
