Adventures in Pegging

Blowjob

Adventures in Pegging

The following story is a work of fiction and is copyright property of the author. Please don’t repost it without permission. But most importantly, I hope you enjoy reading it.

Chapter 1 – Tonya

Tonya was a senior in college. Throughout college, she had explored many of her sexual fantasies, but one of her largest had gone unfulfilled, that of pegging. She had watched videos on the internet of men submitting to their girlfriends who wore strapons of various sizes and colors and found it a turn-on for her unlike any other.

She had brought up her fantasies with a few of her boyfriends, but they had all summarily turned her down, most often with a laugh, but on a couple occasions with a terrified look and immediately ending the relationship.

Part of the problem was that Tonya had a thing for men that trended more toward the masculine, dominant, or assertive men. She was 5’9″, had long sandy blonde hair, was in excellent shape, and a backup point guard on the college’s basketball team. Most of the men she dated were athletes. While she would have enjoyed getting them to engage in the role reversal, Tonya’s boyfriends were unwilling to submit to her and had other dating options available if Tonya pressed the topic.

Tonya even had the dildo and harness purchased and in her top dresser drawer. The dildo was pink, 7 inches in length, but somewhat modest in girth, and had a rounded base. Tonya had taken it in her ass on a number of occasions, as she enjoyed anal sex herself. The harness was black, made of a spandex/nylon fiber, and had straps to fit around her waist.

She had modeled it many times in her mirror and was desperate to try it on a guy. Tonya went to college in the days before online dating, camsites, and other fetish sites were easily accessible to anyone. She would have to find a guy around the college campus that she could share her fantasy with.

Chapter 2 – Elliot

Elliot was a sophomore and computer science major on campus. He stood 5’7″, was slight in build, still lived in the dorms, and was on the swim team. Elliot’s slim build, smooth shaved body from swimming, and introverted personality had resulted in him having very few dates with women. He was friends with the women on the swim team, but they all thought of him as a friend. In truth many were taller or stronger than him.

When he wasn’t in the swimming pool, he spent most of his time in class, the library, or the computer lab. He did indulge into going to the women’s basketball and volleyball games in the evening. He enjoyed watching both the female players and cheerleaders, even if he figured there was little chance they would find him attractive.

The comparatively light crowds at the women’s games afforded him the opportunity to sit down close to the floor and take in the game. Tonight he was seated five rows behind the bench. The game was going well. The Cougars were up by ten in the second half over their heated rivals, the Tigers.

He was actually into the game versus just staring down the players or cheerleaders like he often did.

An errant pass from the Cougars starting point guard, Kelly, came flying into the stands and landed next to Elliot. Leaning over he grabbed it and tossed it down to Tonya who had risen from her position on the bench to assist in getting the ball back into play.

After tossing the ball to the referee, Tonya turned back around to get another look at the cute, slim male who had passed her the basketball. She winked at him, smiled, and took her seat on the bench. Elliot felt his heart miss a beat, and a familiar twitch in his underpants. Immediately he started to overthink everything like he normally did.

Instead of staying to enjoy the rest of the game, Elliot packed up his things and left the gymnasium, reasoning that he had to study for a calculus exam. In truth, he had the material down cold.

Walking across the campus on the crisp evening, Elliot quickly made his way for the safety of his dorm room. Arriving at his dorm, he took off his shoes and coat, and laid down on the bed.

Thinking back to the game, his mind drifted toward the girl who had winked at him. She was seemingly confident, beautiful, and had winked at him. Surely it meant something he thought? From the safety of his dorm room, he kicked himself for wimping out and not staying longer.

Chapter 3 – Swim Meet

The Cougars had won the game by seven over the Tigers. Like usual Tonya had played about 15 minutes in the game to give Kelly a breather. She had scored 5 points and had 3 assists in the game. Not bad work she thought.

Like any athlete, Tonya wanted as much playing time as she could get, but she couldn’t deny to herself that Kelly was better. Since Kelly was a senior, Tonya figured to bide her time and hope for a starting role next season. In the meantime, she was part of a wonderful team, her teammates loved her, and got to play a game she loved on partial scholarship.

Still Sex Hikayeleri though, her mind kept drifting back toward the cute guy who had passed her the ball from the stands. Even though Elliot was a regular attendee of the games, Tonya hadn’t noticed him before because she was typically laser focused on the games. Later in the second half, Tonya had looked up in the stands several times for him, only to come up empty.

While pulling up her jeans, she asked Kelly, “Hey Kelly did you see that guy who retrieved the ball from the stands in the second half?”

“Oh ya him,” Kelly said. “That’s Elliot, he’s at all our home games. I’m surprised you haven’t seen him before. Why are you interested in him?”

Pulling her t-shirt over her head, Tonya responded, “Maybe, he’s cute,” she allowed.

“He’s hardly the type of guy you typically date,” Kelly countered. Tonya’s preference for more masculine types of men were well known among her teammates, because all the girls gossiped, and in a relatively small group, people’s dating habits became quickly known anyway.

“Maybe, I’m looking for something new,” she countered. “Know where I can find him?”

“He’s on the swim team, I’ve heard,” Kelly said. “Do us a favor and date him, so he has eyes only for you and stops staring at the rest of the team.”

“Ya like having a girlfriend is going to stop a man’s eyes from wandering,” Tonya countered.

Both girls broke down laughing at the correct nature of Tonya’s statement.

Kelly excused herself, and Tonya finished getting dressed. While Tonya walked back toward her off-campus apartment, she thought about Elliot. He was cute, apparently somewhat shy, and probably single. Tonya reasoned that if he was on the swim team, he probably had a cute tight body from the endless laps of the pool all the swimmers did. It was Thursday evening, and the swim team had a home meet that Saturday morning. Tonya had never been to a swim meet before, but now seemed like the perfect time.

Two days later, Tonya was seated in the bleachers beside the pool at 9:30 am, which seemed like an impossibly early time to have a sporting event start. She sipped the coffee in the travel mug that she had brought.

She was wearing jeans, tan ankle boots with two-inch block heels, a red hoodie with the school’s logo on the front and had a black baseball cap over her head with her hair in a cute ponytail through the back. She wanted to remain slightly incognito while she observed Elliot.

The meet seemed boring to her as it progressed slowly from race to race. Finally it was Elliot’s turn to race, he was doing the 400 meter breaststroke. Tonya sipped her coffee as she observed Elliot disrobe of his track suit, and make his way toward the starting blocks wearing nothing but his speedo and his swimmer’s cap, and goggles.

To Tonya’s observation, Elliot had taut and pale and smooth hairless legs, a small but toned upper body, slim arms, and an impossibly cute butt that was rounded from years of swimming. He had the perfect body for her to explore her fantasy of pegging Tonya thought.

As she watched Elliot take his position on the starter’s block, bent over and awaiting the starter’s pistol, Tonya could feel her breathing deepen as she imagined kneeling behind his cute, taut, pale body as he was bent over and she brought the head of her strapon toward his cute bum.

Tonya was visibly startled out of her trance by the starter’s pistol. She almost dropped her coffee. A few feet over a large man chuckled at the young woman’s shock.

“You okay miss?” he asked.

“Yeah,” Tonya said, gathering herself. “First swim meet.”

The large man smiled at her, as Tonya went back to sipping her coffee and watching the race. A few minutes later Elliot was finished with the race. He had come in third in his heat, and Tonya stared him down watching intently as Elliot made his way back toward the team’s bench. Seeing him towel off, Tonya felt a slick feeling between her legs and wished it was her who was drying his taut body.

She audibly sighed when Elliot put his track suit back on, and sat on the bench. She pulled out her phone and pulled up her social media accounts trying to find a page belonging to Elliot so she could stalk him that way.

Chapter 4 – First Meeting

The swim meet ended over an hour later. Tonya had gotten to see Elliot race two more times and had grown more antsy to meet him each time. After the meet, the swim team retired to the men’s locker room to shower and change.

Tonya meanwhile, made her way off to the women’s locker room to ditch her hat in her locker, brush out her hair, and apply a bit of pink lip gloss and mascara. She didn’t often wear makeup, but she wanted to look good for meeting Elliot. Finishing up with her makeup, she smiled in the mirror, excited to meet her new infatuation.

Walking out of the women’s locker room, Tonya walked across the lobby and leaned up against the wall just outside Erotik Hikayeler the men’s locker room, where she would wait for Elliot to emerge so she could introduce herself. Men had pulled this on her before, sometimes to good effect, depending on if she was interested in the guy.

Fifteen minutes later, Tonya was getting antsy when Elliot finally emerged. He was wearing a zip up hoodie and skinny jeans. Tonya thought they looked exquisite on his legs.

Calling out from behind him, Tonya said, “You’re Elliot aren’t you?” which stopped Elliot in his tracks. It wasn’t an unfamiliar woman’s voice called out his name. Turning around, Elliot recognized the pretty woman as the basketball player from the prior evening.

Sheepishly, he responded, “Yeah, that’s me.” Elliot, the ever present worrier, was concerned that she was going to chastise him for staring at the basketball players or cheerleaders.

“I’m Tonya,” she said. “You looked pretty good out there today,” Tonya said with a bit of flirtation in her voice that Elliot missed.

Thinking that Tonya was referencing his time in the meet and not his appearance, Elliot responded, “I didn’t have my best times today, but it’s okay.” He was relieved and a little bit more comfortable that Tonya didn’t appear to be here to chastise him. Elliot also thought that Tonya looked pretty now that he had a better chance to look at her, and came over to her so they could talk more privately.

“I’m sure you’ll do better next time,” Tonya said. “Maybe you could tell me more about swimming soon?” Tonya figured that a subdued but direct approach would work best with Elliot. Standing next to him, she estimated that she was 3 or 4 inches taller than him in her boots. Looking down, his cute face with his big blonde eyes, long lashes, and cute upturned nose, was a turn on for her. As were his flowing blonde locks.

“Umm yeah, sure,” Elliot stammered. It wasn’t often, if ever, that a pretty girl asked him out on a date, and here a beautiful girl had staked him out and asked him out. He briefly wondered if it was some form of hazing but quickly dismissed the idea. “How about tonight?” Elliot asked.

“I have a game tonight,” Tonya responded. “We’re getting on the bus in an hour for it.”

Seeing Elliot slump his shoulders in dejection, Tonya reeled him back in, “How about tomorrow night? I know a great burger place we could go to.”

“Tomorrow works!” Elliot blurted out a little bit too eagerly, before scolding himself internally.

“Wonderful,” Tonya said. “I’ll pick you up at six.” Handing Elliot a piece of paper containing her number, and said, “Text me your address and wear something cute tomorrow.”

Elliot’s dick jumped in his pants at Tonya telling him to wear something cute. Looking up at her he said, “Sure thing Tonya, that sounds wonderful.”

Tonya smirked at her ability to seduce Elliot. She only hoped that he would put out for her tomorrow night. Reaching with her right hand, she lightly lifted his chin toward her lips, and tenderly kissed him on the lips, while her left arm wrapped around Elliot easily pulling him in toward her, with her hand snaking down before lightly groping Elliot’s plump backside.

Elliot didn’t know what to make of it, but quickly gave in to Tonya’s advances. Tonya was smitten with the delicate demeanor of Elliot in addition to his delicate appearance. Breaking the kiss, she whispered in his ear, “I am so excited for tomorrow. But you need to get going now. I have a game to prepare for.”

Elliot eagerly nodded at Tonya’s instruction and turned and walked away, with a flagpole in his pants. He was confused, but love-struck by the girl he had noticed at the basketball game the other day.

Tonya stared openly at Elliot’s ass as he walked away, not caring if anyone else saw her unladylike display. She said an internal prayer to herself hoping that Elliot would be agreeable to what she was desperately hoping to do with him the next evening. Once Elliot had disappeared, Tonya retired again to the women’s locker room to get dressed for the game.

Chapter 6 – Getting Ready For The Date

At the game the prior evening, Tonya had been so preoccupied with the thought of impaling her pink strapon into the supple bottom of Elliot that she had trouble keeping her head in the game.

In just over 9 minutes of floor time she was zero for four from the field, a couple turnovers, and several defensive lapses. The coach finally benched her for the rest of the game, figuring Kelly wouldn’t need another breather.

Tonya felt bad about letting the team down, but her brain was too smitten with Elliot at the moment to focus on sports. Sitting back down on the bench, Tonya hoped that her date would go well, and she could regain a train of her thoughts and focus on items beyond some guy. She had never been so into a guy where it impacted her athletic performance.

Getting ready that evening for the date. Tonya put on a long Tecavüz Hikayeleri sleeved pink chiffon strapless top, tight tan dress slacks, and tan ankle boots with a 2-inch heel. She did her makeup heavier than usual, adding a fair amount of eyeshadow and eyeliner to her lip gloss and mascara.

Thinking about Elliot, Tonya surmised that his eyes looked better without mascara than hers did with it. Which was fine by her. He was adorable, she thought.

Usually Tonya would pack just a clutch purse with her wallet, ID, keys, and phone, and maybe condoms depending on the guy. But tonight, she selected a larger handbag, knowing she needed to pack her implements for tonight. Kissing the tip of the pink dildo on its bulbous head, Tonya silently prayed that she would be driving this into Elliot later this evening before putting it into her purse, along with the harness, and lube.

Walking out of her apartment, Tonya hopped into her purple Saturn sedan, and drove off to the dorm hall that Elliot had texted her that she lived at. Arriving at the dorm, she parked in a no parking zone figuring she was only going to be there for a few minutes. Plus she knew the campus police officers and figured they would let her slide.

Arriving at the dorm, she was going to buzz his room, but a couple of guys outside let her in, when Tonya explained she was there to pick up a date. They gave her Elliot’s room, and she strode through the halls, the scent of male uncleanliness ever rampant, even in the hallway. She was glad that it had been a couple years since she had to be in a dorm hall.

Assertively rapping on the door to Elliot’s dorm, he jumped in surprise as Tonya was 15 minutes early and he was expecting her to text him from her car, or buzz him from the intercom.

Elliot had been scrolling through Tonya’s public Instagram page, specifically looking at the pictures of her on her beach vacation the prior summer. He was quickly becoming enamored with her.

Quickly grabbing his keys and phone, Elliot rushed toward the door and opened it, revealing a smiling Tonya.

Waving, she said, “Hi Elliot, I thought I would surprise you by meeting you at your door.” While Elliot stood there taking in Tonya’s pretty and made up appearance, she sized up Elliot. He was wearing a fitted black button down shirt, tight pleated tan pants, and black dress shoes. His flowing blond hair was neatly and cutely styled.

Looking down at her date, Tonya said, “You look wonderful tonight,” as she traced her fingers across his chin. Knowing what she was going to proposition him with later that evening, she wanted him to be comfortable and reassured.

Internally her heart was racing. She wanted, even needed, to make a good impression on Elliot. Otherwise she might turn him down at the end of the evening. She wondered if this was what every guy thought on a first date. If so, it was no surprise that many of them seemed to be nervous and on edge.

Pushing that thought aside, Tonya leaned in toward Elliot and kissed him lightly on the cheek, and said, “We better get going.”

Elliot merely nodded, his dick already hard in his pants. Tonya had even detected the tenting in his pants, but didn’t call it out, for fear of embarrassing Elliot. They walked out of the dorm with each other’s arms wrapped around the other.

Getting in the car, Tonya put it in drive and drove off toward the restaurant.

Chapter 7 – The Date

Pulling up to the restaurant which was basically a local diner with a couple of beer taps, Tonya parked the car in the dirt parking lot, before escorting Elliot into the restaurant and leading him toward her favorite booth that she typically took when coming here.

Elliot took in the decor of the restaurant. It was casual without being tacky or rundown, and actually had a very comforting feel to it. The waitress came over and asked for their drink order. Ordering for both of them, Tonya asked for a pitcher of the light beer that was on special that evening. Elliot was surprised that the waitress didn’t ask them for their ID’s.

After the waitress left, Elliot whispered across to Tonya, “You know I’m 20 right? I’m not allowed to drink.”

Brushing him off, Tonya said, “It’s okay, we can have a couple beers each. I know the manager.” Tonya did want to limit their intake to a couple beers because she wanted to be lucid for what she hoped would be happening later, and she didn’t want Elliot to be drunk enough to compromise his inhibitions.

The waitress returned with the pitcher of beer, and took their orders. They had both decided on the house speciality, the double cheeseburger with bacon. It was simple, classic, and always a winner. Tonya got tater tots for her side and Elliot chose fries.

Looking across at his date, he felt completely at ease with Tonya. She was pretty and flirty, but also casual and so far seemed like fun to be with. Tonya poured them beers as Elliot was taking stock of his date. She smiled warmly at him seeing that Elliot seemed to be completely at ease.

Taking a sip of her beer, Tonya said, “So tell me how you got into swimming Elliot?”

“It’s been something I’ve always done,” he responded. “I’m just glad I’m able to be good enough to do it collegiately.”

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