Best Fuck Buddies (Closed)

MzSeductress

Seductress
Joined
Jun 9, 2012
Posts
11,905
(OOC: Synopsis)

Jessica and Trevor have been friends for years. They lived two houses away from each other ever since the 2nd grade after all. They had every class together growing up, so it was impossible for them to not be friends.

However they never clicked romantically. Jessica went off in high school to have her own boyfriends and social life, and Trevor had his group of friends though never any serious girlfriend. Even still, they always walked home together after school. Making time to talk and keep up with each other.

But Jessica has a problem. Her boyfriend Christian, who she has been "dating" for over a year, is starting to push her into having sex. Jessica wants too, but she is scared about being terrible at it. Christian was a little older and now that JEssica and Trevor were 18 year old seniors, Christian has gone off to a local Universary. Which means Jessica is uncomfortable just giving her virginity to him, because if she sucks at sex, there are plenty of college bitches who would love to ride Christian's pole. (sports star, musician, whatever).

One day Jessica decides that she does want to have sex with Christian, but she wont do it as a true virgin. She comes up with a plan to have Trevor take her cherry, figuring that not only could she practice on Trevor, but also just blame a vibrator for any lack of hymen when she finally show's Christian a good time.

The twist here is that Christian turns out to be total shit in bed, even worse than Trevor who's only experience is with Jessica. Which leave Jessica torn, she likes Christian a lot, but sex with Trevor is leagues better. Jessica finds herself trying to juggle a relationship with Christian, while getting her rocks off with Trevor.

* * * * *

(IC)

Trevor Logan couldn't wait for graduation. He was so sick of the high school drama and the utter bullshit that had surrounded him for the past few years. He never thought he would be the guy who would end up in a nerdy clique, but he feel in love with Drama club, and from there he learned about Dungeons & Dragons which was like a nerdy drama club. Sadly that meant he was of course picked on, however Trevor was also blessed with a former professional Basketball player for a father which meant Trevor was a big dude.

Six feet tall, broad in the shoulders, strong and naturally athletically built. He wasn't in tip top shape, because he didn't care about PE that much, but he just had that natural athlete body. Which meant they could call him nerd all they wanted, nobody what going to try to physically bully him.

Frankly it didn't bother him all that much, he was a nerd, but who cared? How many nerds could say they had Jessica Birch as a best friend?

Jessica -https://maryadriana.files.wordpress.com/2014/03/v395893_crop11.jpg


Swim star, smart, funny, and fucking gorgeous. There was nobody a guy would want as a best friend. They had grown up two houses away from each other, had classes together ever since the 2nd grade. They always sat next to each other on the bus home. They were perfect together.

Except despite that, they never got romantically together. Trevor's social interests pulled away from Jessica's in a lot of ways. She found her own group of friends amongst the jocky types. She found a wonderful love of swimming and she was utterly fantastic at it. Trevor pictured her in the Olympics one day. As a result, she got a slightly older boyfriend name Christian Becker. Nice enough guy as far as Trevor could tell. Jessica never brought him up much in conversations with him, and Trevor didn't care enough to ask. So long as Jessica seemed happy, Trevor didn't think about it.

Now that they were seniors, Christian has gone off the college, which meant Jessica was officially dating a college guy. Something Trevor sometimes razzed her about playfully. But Jessica also changed a little once her boyfriend went off to "Grown-up" school. She never really said anything to Trevor, but he could tell that something was begining to weigh on her as the school year went on.

One day while they were walking home, Trevor nudged her arm. She had been very quiet and walked with her head down. "Hey." He said. "Wanna tell me what's wrong?" He asked. "You haven't been your chipper self lately. Something bugging you?"[/QUOTE]
 
(IC) Jessica had alot on her mind as of late from focusing on her relationship with Christan, to getting her swim scholarships, and waiting on graduation. She had been seeing Christan for over a year and he was an incredible boyfriend to her. He was older by two years, in college now and he had been very patient with her during the relationship , but now he wanted to take things a step further and have sex.

Jessica had been thinking about it for a while but she didnt want to go in a virgin and be terrible at it. What if he left her? What if he thought she was horrible at it? What if he went and slept with other girls at his college?

Her best friend Trevor often teased her about dating a college guy and she never said too much about it because she was honestly embarrased about it. She was brought out of her thoughts when walking home with Trevor and he asked her what was wrong.

She blushed slightly looking at him "Its uh.. its nothing Trev..Just had alot on my mind lately is all" she said and gave him a small smile. She and Trevor had been best friends since grade school and she knew she could tell him anything she just wondered if he would be able to help her out with this.
 
Trevor looked and her and narrowed his gaze upon her. "You sure? You are never this quiet." He said. It was true. Whole at school they walked on different circles Jessica loved asking about his day and even enjoyed when he told her about all his nerdy activities. She was his best friend and he loved her for it.

But this quiet spell had started the past few weeks and frankly he was getting worried about her.

He smiled and clapped, "Okay how's this for a plan? My folks are gone on that fishing trip for the weekend. I say you should come over and we will order pizza and watch movies until we can't keep our eyes open anymore. It'll be just like old times."

He nudged her, "Unless you gotta go out to Hammon Campus." He knew that she often went out to visit her boyfriend, and because it was such a drive she often didn't get to hang out with Trevor much anymore. But he understood. Girlfriends wanted to hang with their boyfriends so it wasn't surprising that she didn't hang with him much.

He wished he had a girlfriend.
 
Jessica nodded and smiled at him " Im sure Trev.. I promise if it was something Major id tell you" she said not wanting him to worry. She laughed at his excitement and listened to his plans for her to stay over at his place while his parents went on weekend trip and hang out with him. She knew he missed their quality time because she had spent most weekends with Christan or at swim practice.

"How could I say no to that?"she laughed "Just dont forget the pineapples this time"she teased "Ill even sneak a bottle of my moms wine from the cellar im sure she wont notice"she giggled "My parents are going away to some vineyard this weekend anyhow so ill just bring some clothes over and stay with you.. You know i hate being in the house alone"she sighed

She hugged her best friend thanking him for cheering her up and headed into her place wondering how she could tell her best friend how she needed help exactly.
 
Trevor hugged Jessica back trying to ignore his best friend's tits pressing against him. Jessica was beautiful and that was something Trevor tried to ignore as best he could. Mostly because he was a hornet virgin 18 year old, and if he let him see her sexually, then he would never not be able to see her that way.

"Great! I'll see you in a little. And yes I know about the pineapple. I forgot ONE time." He smiled and headed home himself.

He actually was really excited and he spent some time cleaning up the living room and bedroom for Jessica to stay over. He wanted things to look nice for her and he even changed the blankets on his bed so she could sleep on a clean bedspread tonight. Trevor always gave up his bed to her even as kids. He either slept on the floor or the couch in the living room. He was such a good friend.

Lastly he ordered the pizza, making sure it would have all the pineapple Jessica could ever want.

He had no idea what Jessica was planning though.
 
Jessica went home and showered nervous about what she was about to ask her friend to do. She knew Trevor had been a virgin as well so she thought of it as two best friends helping each other out rather than just sex because it would seem so much better if she lost it with him because she trusted himmamd felt safe.

She had seen a few videos online and of course touched herself but having someone else do it woukd definitely be different. She put on an pair of lace underwear and put her usual yoga pants and tshirt on grabbing her pjs and went over to his place with wine and some snacks and knocked on his door.

"Trev its Jess"she said knocking and hugged him when he open the door "Hey Trev ready to hang?"she giggled
 
Trevor greeted Jessica with a grin and a hug at the front door. He picked her up and spun her into the house. Again her breasts pressed against his chest wonderfully. "I'm totally down to hang. I already ordered the pizza for maximum hanging enjoyment." He told her.

He took her into the living room and pointed to a stack of movies and some boardgames he pulled out. "Look I got us hooked up. It is gonna be just like old times. And I even changed the sheets on my bed so you can sleep on a bed without my manfunk on it."
 
Jessica could only laugh as he mentioned his manfunk and grinned looking at his stack of movies she grinned "We definitely arent going anywhere this weekend its going to be awesome!"she smiled putting her bag down and the wine in the freezer so it could be chilled when the pizza arrived.

She tossed her shoes off and sat on the couch looking at the stack of movies and chose one she hadnt seen before unaware of the nudity and sex scenes it had on it. "How about this one Trev?..Ive never seen this before."she asked looking over at him.

She had admired the fact that he was always a gentleman with her growing up even as they had developed he'd respected her body and she blushed knowing exactly what she had planned for the night and this weekend.
 
Trevor nodded as she picked the movie, not even considering the sex the film had. He just didn't think if it as he took the DVD and popped it in. "Sure I haven't seen this in a while." He told her as he fired it up.

Just as the movie began the doorbell rang and Trevor grabbed the pizza money off the counter. "Be right back." He went to the door and paid for the pizza. When he came back he paused as Jessica was watching two people on screen fuck. Hard. Damn near it was almost open.

"Oh right. I'm sorry I forgot about the sex in this one." Trevor said with a blush. He set the pizza on the table and reached for the remote. "Here I'll put on something else."
 
Jessica had been a few minutes into the movie and had not expected that early for the charcters to be fucking each other..hard. She watched the various positions they were in and even stimulating oral and was flustered when she heard Trevor return.

She blushed deeply hearing the charcters moan and was growing extremely wet from the scene. Trevor reached for the remote and she stopped clearing her throat and said "Its umm-its fine Trev im sure itll pass"she said getting up to get their popcorn and wine from the kitchen and two glasses.

When she returned the two charcters were in bed and she was bit relieved. She put the bowl of popcorn down and popped open the wine as well. She gave him a small smile seeing he had placed her pizza on a paper plate and said "Wow it looks delicious"
 
Trevor stoped at Jessica's request to leave the movie. He was a little unsure because he knew more fucking would happen later. The film was damn near a porno in that regard. But he let it continue while Jessica went to grab popcorn and wine.

Soon Trevor and her sat next to each other on the couch as the movie played. They are pizza and popcorn and sipped wine. But it wasn't long before more sex happened on screen.

Trevor tried to ignore it but as the girl moaned on screen, he became hyper aware of her body so close to him. His eyes glanced at her sideways to peak at her beautiful body, but looked away quickly.
 
Jessica sighed biting her lip glancing at him briefly and taking a quick glance at Trevors body as the scene went on then turned her attention back to the screen watching the woman perform oral. She cleared her throat decidng she should ask while the subject was present.

"Umm Trev... Remember how you asked me earlier what was on my mind lately? Well umm.. this has something to do with it " she said pointing to the screen "Chris wants to move things forward and im just nervous about ..everything"she said softly "I need help ...learning and inwas hoping we could... experiment you know? We are best friends and i trust you completely.. im not sure if i want to try with another guy.."she said and blushed deeply and looked at him then looked away.

She was a little embarrassed "Id understand if you didnt want to Trev"
 
Trevor jerked his head toward her when she spoke. Her gaze was on the screen, but she spoke as if she had never done anything before. How did she have a boyfriend for so long and not go anything like this with him already? He cleared his throat, "What? What do you mean....you've never? I figured you would have done that with Christian like a million times by now." He said in disbelief. "Not that i ever want to picture you with another dude's penis in any part of you. I just assumed....I'm sorry."

He frowned and looked away. "Jessica, you know I am your friend. I'd love to help you, but I've never exactly....been a girl magnet before either. So I wouldn't know what or how to help."

He shrugged, "Have you ever thought of trying it with Chris?"
 
Jessica blushed deeper when he said he assumed she did it all the time with Chris . She had touched him before and dry humped but they never actually took the next step. She heard him say that he wasn't exactly the girl magnet and If she asked Chris.

"Trev I can't ...what if I'm terrible at it and he breaks up with me? At least I know you won't judge me your my best friend.. and you can't break up with me "she grinned "Maybe umm...maybe we can try on each other Trev.. that way we aren't nervous when we try with someone else."she suggested.

She moved in closer and put her hand on his lap "We can umm...we can try with oral?"she said blushing
 
Trevor looked at her in shock. He couldn't believe what he was hearing. Why did it matter if she was bad at it? She was so beautiful it wouldn't matter to him. Besides her fear alone would make her clearly try as hard as she could and there was no way she could be bad if she tried right?

She inched closer to him, the line of her body pressing against his side. She turned towards him a little and pressed her hand to his crotch. The touch seemed to set his balls on fire and his body tingled with it.

"Jessica...I...Are you sure?" He asked her. "I mean I've never done anything either and I don't know if I can help." He let his eyes drop to her lips, the thought of her soft mouth sucking on his cock was almost too much to bare. "If you really want too, I'll do anything to help you."

He nodded, "What do you want me to do first?"
 
Jessica nodded and said "Yes..I'm sure Trevor.. We can help each other.. I've seen a few videos..and umm I know that you have too..Maybe we can get undressed first?"she suggested just happy he was willing to try this with her.

She looked at him and smiled. She knew Trevor was a shy guy and he didn't really talk to girls much but she didn't see why not. He was smart,tall,handsome and in shape and his dad was an ex basketball player. He could get any woman he wanted if he tried to.

She blushed and leaned in starting to kiss him softly looking at him "Is umm...is that ok?"she asked
 
Trevor nodded slowly and let out a slow breath as she explained her idea. He couldn't believe that she wanted to really do this with him. she leaned toward him and kissed him softly, her lips felt wonderful against his. The way she moved her mouth upon him encouraged him to kiss her back softly as well.

She pulled back and asked if this was okay and he nodded slowly, leaning back in to kiss her. This time he brought up his hand and brushed his fingers through her hair as he kissed her. Her lips upon his made him realize how much he had been holding back his desire for her. She was beautiful, stunningly so, sexy and incredible. And she was his best friend. Nothing felt more natural in that moment than his mouth playing with hers. He pushed his tongue out and touched her lips with it, seeing if she would jerk away or embrace him.
 
Jessica sighed against his lips feeling him deepen it and run his fingers through her hair. She had felt him harden against her thigh and she moved closer to him straddling him and kissing him deeply and she slowly pulled her shirt off watching his eyes on her.

She nibbled his lip sexily feeling his hard cock beneath her like and like she did with Chris she reached between them unbuckling his pants looking into his eyes. She had seen Chris's cock before she usually gave him a hand job and she saw already that Trevor was much bigger than he was.

She wrapped her hand around his cock and slowly began stroking it between them " Do you want to umm... do you want to touch me?"
 
Trevor groaned in pleasure as Jessica shifted herself on top of him. The kissing had made him hard as a rock already, and to have her weight pressing on top of him was wonderful. Trevor couldn't believe this was happening, but he was happy to be here with his best friend in the whole world, the beautiful Jessica.

He watched her with hunger as she reached and slowly peeled off her shirt, revealing her bare breasts to him. Perky and full, they were as glorious as he had always imagined they would be. Then she leaned forward and kissed him again, though her hands reached between them and tugged open his shorts.

She reached in and Trevor gasped as her soft fingers pulled his cock out, her hand felt so different than his own. He looked into her eyes as she pumped her hand up and down his cock.

" Do you want to umm... do you want to touch me?"

Trevor licked his lips and nodded, he slowly brought his hands up and cupped her soft, supple breasts. His palm cupped her flesh, moving and squeezing gently, brushing his thumbs over her perfect nipples. Her hand continued to stroke him gently, and his cock throbbed so firmly in her grip. His pre-cum began to ooze from the tip and run onto her hand slowly as she stroked, making it slick and easier for her to pump her hand.

"Oh god Jessica." He gasped, "I never thought I'd ever have such a beautiful woman touching me like this. You are incredible." He whispered.
 
Jessica smiled hearing him whispher that he never thought a beautiful woman would be touching her that way and she could not see why. Trevor was a great size and she had felt him pulsing in her hand. His larger hands felt great on her breast and she let out a soft moan as he began massaging here sensitive nipples.

"God Trevor that feels good" she said panting feeling herself growing even wetter as he continued. She felt his precum oozing out and that only encouraged Jessica to strome him faster hearing his breathing quicken.

"Should we go to your room Trev? It might be more comfortable to try this on your bed"she asked waiting for his reply leaning into his hands and wanting to feel his lips on her breast like she saw on those films.

She couldnt believe they were doing this but they both were learning and enjoying it alot.
 
Last edited:
Trevor was lost in the feeling of her hand stroking his shaft, and of her breasts pressing into his palms as she arched her back toward him to press against him further. Then she asked about going to his bedroom and Trevor blinked, tearing his gaze away from her tits to look at her.

He swallowed and nodded, "If you want too." He said softly, leaning forward to flick his tongue across her nipple. He meant to only tease her, but that taste made him open his mouth and pull her breast partly into his mouth so he could suck on her mound. He moaned into her breast as his tongue licked and caressed her perfectly smooth flesh.
 
Jessica smiled as he agreed and she gasped feeling him start sucking on breast causing them both to moan softly. "Mmm...Yes Trev.. i uhh-think we should"she said breathily.

She reluctantly stopped stroking him and climbed off his lap only to gather her things so they could go to his bedroom and help him put the things away including the rest of the wine which she recorked and put in the fridge to chill.

She smiled grabbing his hand as they went upstairs and once she got into the room she decided to undress all the way and climb onto his bed. She saw how hard he was once he followed suit and thought about how he would feel inside of her and wondered if it'd hurt because of his size and her never trying it.
 
Trevor helpped her quickly put things away so they wouldn't spoil from being left out. He turned off the TV and the movie, and checked the front door to make sure it was locked before he eagerly went up to his bedroom with her. Jessica broke away from him and moved toward the bed, as she did she peeled away her bottoms and crawled into his bed completely naked.

Trevor let his eyes roam over her, seeing a completely naked woman for the first time in his life. She was every bit as perfect as he had dreamt she would be. Slowly Trevor peeled his shorts down and kicked them off. He stepped toward her fully naked as well, his cock hard and his balls heavy as he moved toward her.

He stood at the end of the bed and just looked at her. "What first?" He asked her softly, his voice nervous, but his cock eager.
 
Jessica's eyes roamed over Trevors body slowly as it was the first time she saw a guy completely naked and she blushed slighty. She looked at him as he asked her"What First?".

She sat forward stroking him again and said "I guess i could try a blowjob Trev? I want to practice that so just tel me what you like"she said softly.

She waited until he lay beside her on the bed. She climbed on top of him again and kissed him softly then she slowly kissed down his body making her way down to kiss his cock softly. She heard him groan and she slowly began licking his cock slowly tasting his precum.
 
Trevor looked at her and nodded, "Okay, but I'm pretty sure that I will love everything you do." He said with a smile and crawled into bed with her. She let him come to the end of the bed and lay on his back, propping his head up with pillows so he could watch her kiss her way down his body. His cock seemed to pulse eagerly as he knew her mouth was coming closer and closer to his shaft.

Then she was kissing his tip every so lightly, her tongue grazing him gently as she tasted his pre-cum. Trevor gasped as her warm breath blew over his hot stick. "Oh god." He breathed, watching her sort of explore him with her mouth. "What do you think? I'm sorry im excited and I'm drippinng pre-cum for you already." He told her.
 
Back
Top