Erotic Story, The Toby Sexcapades

First attempt at actually writing out a story, so here goes. Been working on this all day, so I hope you like it.

Based on the description of (https://www.reddit.com/r/eroticliterature/comments/5clo7k/request_looking_for_a_particular_sex_story/) and modifying it a bit, I’m going to make the story about Toby, a guy who stayed in his home town and attended the local community college there, while his two friends Kayla and Scott went off to a state university a few towns away. Toby and Kayla were close friends and neighbors growing up, he always had a crush on her, but never told her, he wanted to ask her out in high school but she started dating Scott before he had a chance. Scott and Kayla dated throughout high school and decided to attend the same university afterwards. Toby liked him well enough, and even considered him a close friend after he got to know him, and he never told Scott (or anyone) about his crush on Kayla.

Now it is summer 2016 and Scott and Kayla are coming back to their home town for the summer to spend time with family and catch up with old friends, like Toby. On one hand, Toby was excited to see his friends again, but on the other he knew he couldn’t just forget his feelings for Kayla and he always felt a little uncomfortable around the two of them. Regardless, he was going to try his best to make them feel at home and have some fun with them, just like in high school. They came into town at noon and had already called Toby just before that, so he was waiting at the window of his apartment for them. He couldn’t believe how good she looked and couldn’t help but stare as she got out of the car, her long brown hair, deep blue eyes, full red lips and that tight dress. He felt all of his old feelings for her come back, he knew she loved Scott though and he would never have a chance with her, he forced his feelings back down as went to greet them at the door.

“Wow, this is a nice neighborhood,” Scott said as his friend met them in the driveway. “Yeah, a couple of my neighbors are loaded,” Toby replied as he glanced around, “Especially the Henderson’s over there, just look at that backyard.” Toby pointed to the biggest house on the block, with a full backyard pool and hot tub combined. “Geez, I wish I could live there,” Kayla said as she embraced Toby in for a hug, “It’s good to finally see you again! It’s been what, 6 months?” “Yeah, just about…” Toby said as he hugged her back, she somehow smelled even better than she looked. For a second the hug felt like something more, like she felt the same way, but he figured he just imagined it and didn’t dwell on it. He wished he could stay like that forever, but he knew he couldn’t, he stepped back and greeted Scott with a hug as well then led them in to his apartment.

The three of them talked for a couple hours about college. They talked about the classes they had taken and were going to take, about parties they had gone to, and shared funny stories. They decided to order a pizza, have some drinks, and play some card games to pass the night. After they had each had a few drinks, they decided to start playing truth or dare. At first it was just small things, telling embarrassing stories or stupid dares, until they were starting to get drunk. On Scott’s turn, he asked Toby about his neighbors. “So, the rich neighbors, are they out of town or something?” Scott asked Toby, “No, they’re just out on date night, they do that every Monday. Why?” Toby replied. “I have an idea,” Scott said with a devious smile, “I dare you to take us to their backyard so we can swim in their pool.” Toby knew the Henderson’s schedule pretty well, they always left at 6PM on Monday nights, and usually didn’t get back until about 10PM, it was only just after 8PM so they had almost two hours before they came back. Toby was feeling pretty buzzed and decided to do it, so they packed an ice chest with some beers and headed over there.

The Henderson’s kept the gate to their backyard unlocked, so it was easy getting into there. They set up the ice chest and grabbed another beer each, Scott was clearly drunk and despite Kayla telling him that he should slow down, he was still drinking. Kayla was the first one into the pool, elegantly slipping out of her dress and diving in, despite being drunk. “Well, what are you guys waiting for?” she called up to them afterwards. “I’m not feeling too great after that last beer, but Toby’s about to join!” Scott said as he pushed Toby into the pool. “Not fucking funny,” Toby yelled at him, but they were all laughing. After a few minutes they heard a car pulling up to the driveway and Toby panicked. “Shit, they must be home early, we have to get out of here now,” Toby told them. He didn’t think he and Kayla would be able to get out of the pool and their backyard in time, as Toby was thinking about what to do, Scott grabbed the ice chest and took off towards the gate. “The pool shed,” Kayla whispered to him urgently, it was close enough that they should be able to make it over there in time. They hurried out of the pool and grabbed their clothes first, then barely made it into the shed before they heard the Henderson’s laughing as they came out into the backyard.

The shed was cramped, there was barely enough room for the two of them to stand face to face. Kayla was dripping wet from the pool and only wearing her bra and panties, she didn’t have time to put her dress back on before running in here, and Toby was the same and only had a pair of shorts on. Toby had imagined moments alone with Kayla like this, though not the part about nearly being caught by his neighbors, but had never imagined it would actually happen. It was cold in the shed, especially since they were wet and hardly wearing any clothes, Toby could feel that Kayla’s nipples were hard, and were rubbing against him in the cramped room. Kayla seemed unaffected by being this close to him, though, and was more focused on the neighbors than Toby at the moment, but he couldn’t take his eyes off of her. He just hoped that she couldn’t feel his erection growing against her.

They had a small window in the door that they could see through, from there they could see that Mr. and Mrs. Henderson were stripping naked and passionately kissing. Toby finally broke his gaze from Kayla to see Mrs. Henderson’s naked body glowing in the dim lighting in the backyard, she was in her early thirties and looked good, but Toby never would have guessed that she looked this good. Mr. Henderson led her on to the ladder halfway out of the pool while he got in and started going down on her. Kayla finally seemed to realize how close she was to Toby and that their faces were only inches apart, their bodies pressed together. He could feel her breath on him, their eyes met…

“This is so fucking hot,” she whispered to him. He was surprised that she said that, expecting her to be angry with him being this close to her. “They were so close to catching us… I’m so turned on right now.” He couldn’t believe what she was saying, “You’re drunk…” he told her, “Only a little, but that doesn’t matter,” she replied. He could feel his erection getting harder, there was no way she couldn’t feel it now. She smiled at him, “Don’t worry about Scott, he won’t mind. I want you inside me…” she said before starting to kiss him. Suddenly, they could hear Mrs. Henderson moaning in pool, which only seemed to arouse Kayla more, and Toby had to admit, it was arousing him as well. Outside they could see that they were both fully in the pool now with Mr. Henderson slowly thrusting inside of his wife. Toby couldn’t take it anymore, he didn’t care about Scott right now, he just wanted Kayla now, consequences be damned.

Toby tore her bra off, this aroused her even more, she started grinding her hips against him while vigorously kissing him. He could feel the tip of his cock rubbing against her pussy. She was softly moaning now, they stopped briefly to finish stripping down. Outside, Mr. H now had Mrs. H bent over the ladder, fucking her from behind, she was moaning loader now and he was thrusting faster. As soon as they were both completely naked, Toby thrust his cock inside Kayla, she was really wet and warm, and he slid in easily. She gasped as he went in deeper, he grabbed her ass to pin her closer to him, she started nibbling on his earlobe. Toby knew he wouldn’t last long at this rate and could feel himself getting ready to cum already. Outside, they could hear Mrs. H telling her husband that she was about to cum, and to fuck her harder. Kayla was even more turned on by this, wanting Toby to finish at the same time as Mr. H. Toby thought it was a little weird, but it was arousing him as well… She started moaning for Toby to fuck her harder, just like Mrs. H was telling her husband. From what they could hear, the Henderson’s had just finished, and It didn’t take much longer for Toby to cum. She told him to cum in her, he thrust himself as deep as he could as he came, then they stayed like that for a minute afterwards.

Afterwards, the Henderson’s decided to stay out there for a while longer and sit their hot tub. Toby wanted them to hurry up and go back inside, but he also wanted them to stay there forever, that he way he could stay with Kayla longer. They managed to squeeze back into their clothes then embraced in a tight hug and did their best to cuddle in the cramped room. “That was amazing…” Toby told her, “Tell me something,” she replied, “How long have you wanted to do that? And it’s my turn in truth or dare, so be honest.” After a brief hesitation, he told her that he’d had a crush on her since the day they met, and was devastated when she started dating Scott high school. She told him that she always thought that he liked her like that, then confessed that her and Scott have been having a lot problems lately and that she’s been thinking about breaking up with him. She told him that since they started college, all Scott seems to care about is partying, and that she’s pretty sure he’s been cheating on her, too.

Later, after the Henderson’s finally decided to go back inside, Toby and Kayla snuck back out and to his apartment. They found Scott passed out on the couch, he had empty beer bottles all over, he must have drunk the rest when he got back. After trying to wake up Scott with no success, Toby and Kayla decided to go to bed, Toby pulled out some spare blankets and pillows for her. After making a bed on the other couch for Kayla, Toby said goodnight to her, but when she kissed him he knew that she wasn’t quite ready for bed yet. He guided Kayla up to his bedroom, where she forcibly pushed him onto the bed and stripped naked, he did the same. This time they took it slow, no need to rush now. At first Toby didn’t think he’s be up for another round with her, but within a few seconds of her grinding against him he could feel himself getting hard again. He flipped her onto her back and went down on her, teasing her clit with his tongue before fingering her. It didn’t take long for her to orgasm this way, then it was time for him to slide his cock into her. This time she got on top of him and started riding him, slow at first, but slowly increasing the speed. After nearly an hour they were both finished and exhausted, she went back to her bed on the couch to sleep the remainder of the night away. Neither of them slept much, though. Toby thinking about how he finally got to be with the girl of his dreams, Kayla thinking about how she was going to break up with Scott the next day.

There was just one problem for Toby. What was he going to do about his girlfriend, Emily? He felt guilty about cheating on her, and didn’t want to break up with her, but at the same time if Kayla was breaking up with Scott, this was his chance to be with her… Hell, Kayla didn’t even know that Toby was dating Emily, he wondered how she would react when he told her.

Source: reddit.com/r/eroticliterature/comments/5d751z/erotic_story_the_toby_sexcapades