Wrestling with Friends

"Can we make the assumption that these pictures won't be part of your application?" Will asked.

"Of course, these are for my personal use," Sydney blushed. "Ok, time to change places."

Matt had forgotten that she liked to do poses both ways, so it was going to be his turn to be on his back. Or, as Will jokingly whispered to him, "your turn to be MY bitch."

Will didn't have to go through the learning curve, he already knew what to do, so he poised himself above Matt's face and then sank down until his speedo covered balls were on Matt's chin. Matt could clearly see Will's cock was stiffly pointing to the side and stretching the material, and he couldn't help but imagine what it would be like if his cock sprang free. Thinking about it was somehow making his mouth water with anticipation, and he remembered how aroused he had felt when he was on top. He couldn't help but think about ways that would make his friend even more aroused.

He wrapped one arm around Will's leg and he put his other arm across his stomach, so it appeared that he was trying to hold him off, but instead of pushing him away he pulled Will forward so his cock was even closer to his face.

"Oh fuck yes," said Sydney, snapping off pictures. "That is so hot."

Emboldened by her words, Will leaned forward just a bit more and now his cock was fully resting on Matt's face. Matt felt the hard outline of the cock on his face and he instinctively moved his face just slightly back and forth, letting his lips just barely graze the spandex material that was somehow not ripping to shreds.

Will gave a quiet, reserved sigh, while Sydney's sigh was much less reserved. She leaned in and moved Matt's hand from Will's chest to lower on his abdomen, just above the top of his speedos. Matt's hand was now just inches from Will's hard cock, which was still lightly grazing his face.

Sydney snapped a few more pictures, took in a long, slow breath and let it out, and then announced it was time for the second pose.

"Ok Matt, you stand up for this one, and Will, you get on your knees and crouch down in front of him," she said.

Will and Matt moved cautiously into position. They had gotten caught up in the passion of the moment before, but now were feeling pretty awkward and unsure about where this was headed. At the same time, they also still had their minds on the ultimate prize promised by Sydney.

"Ok Will, I want you to crouch down like Matt has beaten you down and is about to finish you off, and you have your hands up on his chest like you are desperately trying to hold him off," she said.

Will nodded his understanding of what she wanted, and he obliged, thinking this wasn't nearly as sexually suggestive. Sydney began snapping photos of the pose as Matt jokingly exaggerated his dominance by flexing his chest muscles.

"Perfect, absolutely perfect," Sydney said. "Now, Will, move your hands down lower so they are on Matt's lower stomach."

Will once again obeyed, moving his hands down lower, and Matt kept the mood light by jokingly grabbing a handful of Will's hair.

Sydney gave a big oooh of appreciation and snapped several more pictures from all angles, moving in close and then taking more from further away. She was looking down and changing the settings on her camera when she casually said, "ok, Will, I want you to move your right hand down lower and get a grip on the top of Matt's shorts."

"Getting a grip" on Matt's shorts may have seemed like a minor change, but Matt's cock was hard as a rock and barely contained by the top of the oily speedo style shorts he was wearing. Putting his fingers underneath the top of the shorts was going to get them dangerously close to freeing the monster.

"I'm not sure that's something I'm up for," said Will, and Matt appeared a little reserved as well.

Sydney looked at them silently for a few short moments, and then she reached her hands up and popped open the clasp on the front of the red bikini top. As the guys looked on with their jaws agape, she pulled back the sides of the suit and exposed the two most perfect breasts they had ever seen. Actually it was the only two breasts they'd ever seen in person, but they had definitely seen more than their share on the internet, and Sydney's were still the best.

Without another word, Will slid his hand down to the top edge of the speedos and slipped his fingers inside, pulling them downward just slightly. Somehow Matt's cock didn't spring out, and Sydney went back to taking pictures as Matt desperately tried to keep his hard cock from throbbing and twitching loose. If he was being honest, Matt really wanted Will to move his right hand a couple of inches and take a warm hold of his cock.

Since she had taken off her top, Matt and Will's eyes had never left her breasts. She seemed to enjoy being on display, occasionally moving the camera aside to give them a full view. They were like dogs watching a T-bone steak, they would've done anything for the payoff.

"Now, Will, I want you to put your left hand up just like your right hand, and pull those shorts down just a little bit more," she said softly.

Will's eyes still never left Sydney's breasts as he lowered his left hand down to the shorts. It was almost like he was hypnotized and was barely aware of what he was doing.

"Now, I want you to stop looking at my breasts," she said smiling. "I want you to look at Matt's cock. And I want you to slide those shorts down very slowly."

Will took a deep breath and took a final look at Sydney's fabulous breasts and then turned to look at where his hands were. From there it became like an out of body experience, like someone else was doing the motions while he watched. His face was slightly lower than Matt's midsection, so he was looking up as he slowly pulled the oil covered tights down over Matt's cock, down his thighs and then let them fall to the floor. Now he was looking up at his friend's cock, which, all things considered, didn't look too bad. In fact, he pretty much decided that if Sydney told him to suck Matt's cock, which wouldn't be very surprising, he would probably have done it, partly to keep her happy but partly because he had suddenly become intrigued by the idea.

But that's not what Sydney told him to do. Instead, she told them it was time to change places, so Will stood up while Matt went through the entire sequence again, eventually resulting in both of them being completely naked, oily, and sporting huge boners.

"That was very, very hot," said Sydney in a suddenly sultry voice. "Just one more pose then."

By this point Matt and Will were both ready for anything, and definitely ready to do one final pose to get the big payoff with Sydney. She had them naked, oiled up and ready for anything.

She had both of them stand up, and as she told them what the final pose would be she circled around them, seductively dragging her fingers across their shoulders as she walked behind them.

"Ok, here's what I want for the final pose," she said slowly. "I want both of you standing, facing each other."

She paused and they dutifully stood and faced each other.

"Closer," she said.

They took a half step closer to each other, so they were just a few feet apart. Actually most parts of their bodies were a few feet apart, but their cocks, which were hard and pointing straight out, were more like six inches apart.

"Closer," she whispered seductively.

Matt and Will looked down and realized that moving closer was going to mean their cocks were going to be touching, and they looked over at Sydney in a moment of silent reluctance.

Sydney smiled at them and reached over and picked up the bottle of baby oil. First, she walked over to them and poured a copious amount on Will's cock, and then on Matt's cock. Then, without taking her eyes off them, she poured some into her hands, rubbed them together briefly and then rubbed the oil onto her naked breasts.

The boys looked at each other and if eyes could speak, they both would've said "fuck it." They moved closer, and they both gasped slightly as the front of their hard, oily cocks slid together.

Their cocks slid back and forth together as Sydney took her time taking more pictures and complimenting how hot they looked. Watching her excitement and listening to her comments had pushed the guys way past any level of reservations they may have ever had, and they got into a slow rhythm of gently sliding their oily cocks together, up and down and back and forth.

Finally Sydney put the camera down and took a deep breath. "Ok guys, you have saved my life today helping me get my college application done. You have done everything I've asked. You've gotten me high and drunk on tequila. You've put on a show that has blown my mind. I think it's about time I returned some favors."

She moved closer and got down on her knees between them. "I love watching these very nice cocks together," she said. "It's almost like they're wrestling."

She took one cock in each hand and stroked them lightly, and then moved the oily cocks together and rubbed them around each other. She moved slowly, her eyes fixated on the two hard cocks, her mouth watering at the thought of what she was about to do.

She kissed one cock, softly on the tip, and then the other, then she kissed each one again, harder. Then she let her tongue slip out and gently licked both of them, then ran her tongue up and down the length of one and then the other. Then she took one of them into her mouth, all the way in, sucking him softly, then did the same to the other. She took turns, when she had one deep in her mouth, she would rub the other one against her cheek. Then she managed to slide both of them into her mouth, sucking and licking them simultaneously.

It wasn't long before suddenly Matt and Will suddenly became aware that this was the greatest sexual experience of their entire young lives, and also that it was the only sexual experience of their entire young lives that involved other people, and when Sydney let out a long slow hum in the midst of her sucking them they both came to the conclusion that they were fast coming toward a conclusion. They both came at the same time, exploding half in and half out of Sydney's mouth, their load spilling out onto each other and onto her chest. She smiled warmly up at them as she slowly licked the load off their cocks.

Now another benefit of being a young nerd with zero sexual experience is that after waiting 18 long years to actually have sex, your downtime is minimal, and Will and Matt barely lost their erections before they were ready to keep going. Unfortunately their lack of experience didn't give them a lot of ideas for what to do next. Watching porn was one thing, knowing how to do it was another. But lucky for them, Sydney had not yet resigned her role as director, and she immediately began choreographing the activity. For starters, she had both of them slide her skirt and panties off, and then she had Will going down on her and Matt licking the cum off her breasts and french kissing the load into her mouth. She was very vocal, helping Will to make sense of going down on a girl for the first time ever. By the time they switched places and it was Matt going down on her, he already had a much better idea of how to do it. And judging by her reactions he was doing it well.

While Matt was going down on her Sydney had moved Will into position so that he was on his knees by her face, and Matt was able to enjoy the vision of her sucking his cock as he licked her clit. At some point they shared another moment where their eyes met and both of them had a look that said "holy fuck this is completely unbelievable."

Eventually Sydney the choreographer got busy again and created a new position, this time having Will sitting back on the couch. She climbed on top of him and slowly let his cock slip into her, and then had Matt stand on the couch and it was his turn to get a blow job. In his wildest dreams, Will never thought he would be losing his virginity to a girl as beautiful as Sydney, but here he was, watching this beautiful creature gyrating on top of his cock. But making his first time all the more amazing was the fact that he could turn his head slightly and witness Sydney sucking his best friend's cock just a few inches away. It was like watching a real life porno, up close, all while being fucked.

As much as Matt was enjoying Sydney licking and sucking on his cock, he was mesmerized watching Will's cock slide in and out of her, and he was anxious for the time when they would switch places for this position and he would be the one on the couch sinking his cock into her.

Sydney sensed Matt's urgency, and told the guys it was time to trade positions. Once again, Sydney slid down onto another virgin cock, and Matt's eyes rolled back in his head as he felt the warm wetness surround his hard cock. Now it was his turn to enjoy the vision of Sydney riding him while watching her suck his friend's cock. Sydney was putting on quite the cock sucking show too, moving Will's cock so close to Matt's face that he could feel the heat. She watched him watching her slowly sucking his cock, then she moved her mouth from Will's cock to Matt's mouth, french kissing him deeply with the tongue that had just been wrapped around a cock. She moved slowly back and forth, sucking WIll's cock for a few strokes and then kissing Matt while continuing to stroke Will's cock just inches away.

If it had been up to the guys, they probably would've stayed in this position all night, but Sydney had new ideas. She turned around so she was facing away from Matt but still had his cock deep inside her. Then she moved Will over so he was on his knees in front of her. Will wasn't really sure what the plan was, but she cleared it up quick.

"Lick my pussy," she whispered.

Will looked at her cock filled pussy and hesitated for a minute, as he tried to visualize how this was going to work. He looked at Matt, and if eyes could talk they would've screamed JUST DO IT.

Will moved down between her legs and began kissing and licking her pubic hairs, and as he moved down and let his tongue meet her clit, Sydney suddenly shuddered and convulsed in an intense, loud orgasm. Sensing how much she liked it, Will moved in and began slowly licking her clit as Matt's cock throbbed just below his tongue. He quickly realized that there was no way he was going to be able to do this without having his tongue contact his friend's cock. It would be hard enough to avoid it if they were both still, but Sydney was moving up and down on Matt's cock in an obvious effort to create more contact.

Despite his best efforts, Will's tongue began to make more and more contact with Matt's cock. It wasn't long before Will just gave up and began licking the top and front of Matt's cock as he licked Sydney's clit, and at some point he stopped avoiding it and started enjoying it. He got into a rhythm of licking from the base of Matt's cock all the way up to the tip, and then focusing on Sydney's clit. He could tell by Sydney's moans she was liking it, and he could tell by Matt's groans he didn't mind. In fact Matt had slowed down his pace to give ample time for his friend to lick his cock before he slid it inside her. It felt incredible, but Matt was also finding himself thinking about what it was going to be like when they switched positions. He couldn't believe it, but his mouth was watering at the idea of going down on both Will and Sydney at the same time.

By the time Sydney announced it was time to trade positions, Matt's mouth was watering, and he didn't waste any time. After Sydney mounted Will he wrapped his arms around her legs and dove in with total reckless abandon, licking cock and clit like they were one object. He had surrendered to the idea that he didn't care about who was coming in contact with who, he was just doing what felt good. At one point it almost felt like Will's cock was going to spring free and Matt made the decision that if it did, he was actually going to take him all the way into his mouth. He was pretty sure both Will and Sydney would be ok with it. Will's cock didn't ever slip out so he didn't have to find out.

Both guys would've been ok with staying in THIS position all night too, but after a lot of writhing and licking and moaning Sydney announced it was time for a new position. She moved off the couch and got down on all fours, arching her back invitingly. "You guys decide who goes first," she said, giving her ass a little shake. "Just like in your video."

Will didn't move fast enough so Matt moved behind her and slid his cock into her doggy style, leaving Will to sit on the edge of the couch and have Sydney suck his cock. Of all the times they had fantasized about being in this position, the real thing was way better than their wildest dreams. Matt was mesmerized watching his hands stroking Sydney's beautiful ass and he could feel every inch of his stiff cock sliding all the way in to the hilt. His cock was harder than it had ever been, and it felt like it was on fire, and he realized, with anticipation and dread, that he was not going to last much longer, and that he was on the downhill to what was undoubtedly going to be the greatest orgasm of his life. Certainly the greatest orgasm that actually involved another person.

Meanwhile, Will was coming to a similar realization. Sydney had been sucking his cock off and on for what seemed like days in his mind, and watching her pretty face contort with pleasure from being rammed from behind while sucking and licking him was getting to be too much.

They both made the announcement they were coming at the same time, and Sydney moaned her approval as she fucked and sucked her new nerd friends. She had been with a few other guys, but if she was being honest this was without a doubt the best sport fucking she had ever done.

When Will and Matt discussed the moment of their second orgasms with their first real girl, in the days, months and years following, each time the actual orgasms lasted longer and longer, but even at the time they would've sworn they came for hours. They were toe curling, moaning, groaning, practically screaming in pleasure orgasms that shook their whole bodies, and when they were finally through filling Sydney up with their loads, the three of them collapsed together on the floor, spent, exhausted and completely satisfied.

When Will and Matt woke up the next day it took them more than a while to figure out why they were sleeping together naked on the floor. The first thought that came through both of their minds was, that they had smoked too much weed and had some kind of dream fantasy. But then they starting sharing what they remembered, and they realized that it had to have happened. They had actually had a threesome with the hottest girl in school. But then when they actually said it they decided that it was more likely that they had smoked too much weed and had a group hallucination.

But then they saw the note on a nearby table.

Dear Matt and Will, thanks so much for saving my ass with the fake wrestling idea. The pictures turned out perfect and you guys are the best. Also, I feel like I owe you, so hopefully soon I can come back over and make it up to you...however YOU want ME this time. It was signed with a heart made with red lipstick and a kiss.

Matt and Will sat there stunned, still not believing it could have happened, but remembering every moment, every sizzling hot position, how it felt, how it looked. Their memories had also reminded their cocks of how good it felt, and both of them were suddenly sporting massive morning wood.

Matt looked at Will's cock, and Will looked at Matt's cock. And they both looked at each other. And if eyes could talk, they would've said "Wanna Wrestle?"