***Author's Note: I have been writing for years but this is my first upload to Literotica. In general, I tend to be EXTREMELY wordy and my stories therefore extremely long (hundreds of pages). This is a first attempt at something much shorter. I hope you enjoy.***
"The rules are simple." Sherri was rearranging pillows and blankets on the floor around her. "You can do anything you want to get yourself off, you just aren't allowed to intentionally distract or impede the other contestants from getting themselves off. First to cum, wins."
Tim and Kara sat and glanced at each other with cocked eyes. Sure, they were all friends and did happen to be all nude... but were they really going to do this?
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The three had known each other for almost as long as they could remember. Kara's parents lived on the street before she was born. Tim's parents moved in next door to Kara when he was just a baby. Sherri moved in across the street the summer before Pre-K started.
They were best friends from an early age. It helped that their parents were all progressive and encouraging of their mixed-gender friendships and, even through puberty, did not stop them from their constant contact with one another. If one went, so did two more. All activities were done in 3, all activities were coed. The trio had remained drama free their entire youth. Literally none. The worst thing that ever happened was Sherri getting her period while the three of them were out playing. Tim noticed the spotting in her shorts, said it was gross, and she ran home upset. Tim, after telling his mom the situation at home, received a thoughtful explanation of what had happened and, without prompting, wrote Sherri a note apologizing for his reaction and hoping it would not stop them from hanging out.
Over the course of their youth they had seen each other nude plenty of times. When they were little they took baths together. As they got older they often changed in the same room after using Kara's family pool. As their bodies changed they watched each other develop with curiosity but not the self-consciousness or shame that was so often associated with puberty. Kara was the first to grow pubic hair. Sherri was the first to develop breasts. Tim was (obviously) the first to have an erection. They saw each other, they even innocently touched each other, nothing more than that.
And yet there they were, more than 15 years later, 30-somethings living together as roommates for the first time in their lives, naked and being challenged to cum.
Kara was an artist. After dropping out of college she had lived a bohemian lifestyle, working commission projects and as a contract bartender to earn enough money to fund her next adventure. To date she had traveled to 43 countries and visited every continent.
Tim had jumped from job to job since graduating with a masters in computer science. Programmer. Network Admin. Back to school for an MBA. National Strategic Director of Business Relations. He had been very well paid and loathed 80% of the days he was at work. So, he sold his house, quit his job, ended a long-term relationship that he and his girlfriend both agreed just wasn't a permanent fit and moved in with Kara.
Sherri had been an English teacher but had quit soon after getting married. She lived a relatively glamorous life; big house, fancy dress, black-tie fundraisers and social parties. As it turned out she was unable to have children. As it turned out that her husband could, and did, with a long-term mistress he had been hiding from her. The divorce was quick, she left with her car and a large settlement and, when hearing that there was a third room to be occupied in Kara's apartment, jumped on the opportunity to be with her friends again and "start over."
It was as if the last decade and a half never occurred as living together became the most natural thing they could have done and, for Tim and Sherri, living a "simpler" life turned out just to be what they needed.
"You make it sound like you thought I lived like a third world peasant," Kara laughed when Sherri commented on how nice the apartment was. "I may not be rich, but I still have certain standards."
It had only been a couple of hours since they had finished moving Sherri into the apartment and all of them were in the bathroom. Tim was in the shower, Kara was on the toilet peeing, Sherri was standing at the sink, nude, having just finished showering and was going through her post-shower moisturizing and skin-care routine.
"I've seen your Instagram pics, K. It isn't like you have a problem with third world living."
"All I hear is 'blah, blah, blah'," Kara responded as she wiped and got off the toilet.
The two smiled at each other and Kara began to get undressed, slapping the curtain of the shower.
"Timmy, get your tiny little wiener out of the shower. I need to get clean."
All three were nude by the time the water shut off and Tim pulled the curtain back, gesturing for a towel and responding to Kara.
"Considering your last Tweet lamented on how you haven't been laid in almost 7 months, you probably shouldn't insult the only available cock in your life."
"Available, but unwanted, Honey. Now move so I can get in."
Tim smacked her ass right as she pulled the curtain shut.
Right back to normal.
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It was only a couple of weeks later that they found themselves in the living room, drunk and nude with Sherri suggesting the masturbation competition. Looking back, it could have been a weekend or it could have been a Tuesday, with all 3 of them basically living non-corporate lives the concept of calendars became temporarily unimportant.
It had started at dinner. All of them had been talking, joking and flirting with one another and the drinks had been pouring liberally. The first to start to disrobe was Kara, who exclaimed that she was hot and matter-of-a-factly took her shirt off as they all stood around in the kitchen. She rarely wore a bra in the house.
By all accounts, Kara had physically aged the best of their group. Maybe it was due to her non-"standard" lifestyle and self-reported lack of stress. Maybe it was due to genetics. Whatever it was, her body had barely changed since they were 18. 5'7", 122lbs. Perky, high-chested B-cup breasts. She was long and lean like a ballerina. Her curly, surly light-brown hair would hang in between her shoulder blades if she let it down though she normally had it up in some fashion. She rarely wore makeup and insisted on having at least some pubic hair though almost always kept the silky tan patch neatly groomed. Her nipples were small, pink and got puffy when she was aroused. Her inner labia protruded ever so slightly from her outer lips and she had delightful dimples as a dominant visual over her consensus best feature, her curvy, round bubble butt.
By the time they got to the living room, already buzzed and knee-deep in updated conversation of sexual preferences, kinks and turn-ons, the only articles of clothing left on the three of them were Tim's low-cut running socks and Sherri's lycra satin hipster thong.
"Oh, my God," Sherri exclaimed as she threw herself on top of Kara, knocking both of them onto the couch, "how the hell are your tits still so amazing when I just have these bags of sand?!" She was feeling her friend up in exaggerated fashion, fondling her breasts like a softcore late-night cable flick.
Sherri had always been significantly more curvy than Kara... or Tim for that matter. Not to say that Tim was curvy, but weight had never been one of his personal hangups. Unlike Kara, to whom it came naturally, Sherri had to work for her body. In her past life that meant regular gym, yoga, sauna and massage. In her new life she would just have to figure things out. She was only 5'1" though filled out nicely at 135lbs. Her breasts had always been large, even starting in middle school, and though diet, exercise and age had made them a bit smaller and a little less full, she still could easily fill out a D-cup bra. Her waist was narrow, her stomach soft and inviting, her hips were somewhat wide and maternal. She pretty much never had pubic hair and claimed, after years of having it waxed, she doubted it would ever grow in even if she wanted it to. Her labia were pronounced (affectionately referred to as her "butterfly wings") and her areola and nipples were each appropriately sized to suit her breasts. Her hair was dark, her lips were full, she was the "goddess of the group."