This fic is a bit AU. Rory has been dating Dean for over a year, and they
finally decide to do "it". The only problem is, Rory has told Dean she
already has experience in that particular area. She doesn't want him to
find out and goes to the person that always helps her out: Jess.
I know they're probably OOC, but that's what AU can do.
Disclaimer: Yeah I own Milo...his gorgeous body is in my bed every night...I wish. Don't own anything...just the story.
Please read and review! Negative feedback also appreciated, but make it constructive! And English isn't my first language so don't tell me my English sucks...please.
Have fun reading!
Rory and Jess were up in Jess's bedroom. They had been reading one of the books for school and were now discussing it. Suddenly Rory looked at Jess. "Jess...we're friends right?"
Jess, who had been writing something in the margin of his book, looked up at Rory and saw the serious look on her face. He put down the book he was writing in and made himself comfortable on the bed before answering her question. "Course we are" Rory walked up to the bed and sat down next to him. "How much would you do for me?" He was surprised with the insecure tone in her voice. What was this all about? "Is there something wrong Ror?"
"Dean" He sighed inwardly. Ofcourse it was about Dean. He wished she would know how he felt about her. But as long as she was with bagboy he didn't stand a chance. "Dean and I have decided we are ready." **I so don't want to know this** He smiled at her. "That's great" He didn't understood what her problem was though. What did she need his help for?
"The problem is" Her cheeks turned red and she started fidgeting with the blanket. "Dean doesn't know I'm still a virgin..." "And you want me to help you figure out a way to tell him?" Her cheeks reddened even more and she shook her head. "I can't tell him. He will blow this all out of proportion and think I lie about everything..."
Instantly Jess remembered why he hated Dean so much. Not only was he Rory's boyfriend, but he was a jerk too. He would get insanely jealous over everything. He remembered how it used to be in the early days of their friendship. Every time they were talking he had had the feeling Dean was watching them. It turned out he had been right, and Rory and Dean had almost broken up. But Rory, being the sweet person that she was, forgave him, and they had been together ever since.
"So...what I wanted to ask you...is..." She looked at everything besides him, almost wanting to back out. But she couldn't. She needed to do this. It was better if she just said it fast, and got it over with. "you have experience with girls. What I wanted to ask you is...if you...could maybe...be my first"
There...she had said it. She didn't dare to look up for his reaction. Would this be the end of their friendship? Would he tell her he could never do that? Never could feel that way about her?
**Oh my fucking god** Jess thought **is this really happening?** There the girl of his dreams was. Sitting on his bed, asking him to have sex with her. Screw the reasons, this was one offer he couldn't refuse.
He took hold of her hand and brought it to his lips. She giggled but that ended when his warm mouth started sucking on her fingers. She didn't know something that innocent could feel this good. He pulled her close to him and looked at her pure, untouched body. Could he do this? Could he make her feel so good she wouldn't be afraid of sex? He knew he had had enough experience to satisfy a girl, but he wanted it to be more with Rory. He wanted it to be perfect, something she would look back on with a smile.
He felt her body stiffen when one of his hands slid up her waist. Slowly he started rubbing circles on her back, trying to get her to relax. After a couple of minutes she let go of the tension her body held and snuggled up closer to him. He smiled at her, a reassuring smile. His eyes told her everything would be okay. She smiled back a little.
Jess kissed her, one small kiss on her lips, before standing up and locking the door. Immediately she sat up again and looked scared, and he took her hands in his once again. "We don't have to do this Rory" He kissed her wrist and slowly worked his way up to her elbow. "But if you want to do this...know one thing...I'm not gonna hurt you...I want to make this perfect for you" She relaxed again and enjoyed the feeling he gave her. She never knew she could feel like this. Yes, she loved Dean, but yet his kisses didn't have this effect on her. Jess slowly pushed her down until her back touched the blankets on the bed. He lied next to her and put his hand on her hip. To Rory it seemed like the warmth of his hand spread over her whole body. Her lips parted a bit and her breathing sped up.
To him, Rory had never looked more beautiful in her whole life. He knew she was here to have sex with him, but still she looked so innocent. He was sure angels had to look like this. One of her hands was playing with his hair, and this touch almost drove him crazy. He was already as hard as a rock, but didn't want to scare her and tried to be patient. He kissed his way up from her elbow to her shoulder and moved the strap of her bra to kiss her collarbone. He suppressed the urge to mark her as his and kissed his way up her neck. Her breathing was irregular and her body was hot under his hands. Slowly he started sucking on her earlobe while his hands slid under her shirt, carressing her stomach. He didn't know if she wanted him to kiss her and kept kissing and licking her neck until she moaned softly.
She turned her head a bit and their lips met. Jess felt like he was in heaven. He didn't even remember when his obsession for her first started, but he knew he had waited for this moment way too long. She tasted sweet...strawberries, a hint of vanilla, and something that was totally her. He immediately got addicted to the taste and couldn't stop kissing her. He decided to speed things up a little and his hands found their way to her breasts. With years of experience he easily opened her bra while their tongues duelled.
She was now lying on his bed. Naked. It kept getting harder and harder to take things slow. One part of him just wanted to push her down on that bed and take her right then and there. That was the passionate, dark side of him. The side of him that he showed in New York, where girls were just for fun. But there was also another side to him, a side Rory made him see. He could be tender and sweet, and right now she needed this side of him, she needed him to make this experience the best it could be, and he wasn't going to screw this up. Nope, not this time.
He took her hand and placed it on his shirt, so she could open the buttons. Her hands were a little shaky at first, but grew more confident along the way. He kept kissing and carressing her breasts and neck while she was undressing him. He already found a particularly sensitive spot just beneath her ear. She kept moaning and wriggling under hem when he touched that spot. Soon she had his shirt unbuttoned and it was shed onto the floor. Her hands explored his chest, his abs and his biceps. In her smile he could see that she liked what she was feeling.
His pants had joined his shirt on the floor and he was just wearing his boxers. It was really hard to keep moving this slowly, especially with her low moans and gasps as his tongue found all her sensitive spots. He had to remember himself time and time again that this wasn't about him. It was about Rory. About teaching her all the things she needed to know.
For a second he thought she had changed her mind, when she pushed him away. But before he could say anything she straddled him and started kissing her way down his chest. **Is she really going to...?** he asked himself, but soon he found the answer. She was. And she was damn good at it, considering it was her first time she gave head. They had talked about stuff like this, and she always said it seemed gross to her. "Rory" His voice sounded hoarse. "you don't have to..."
She looked up at him with a look of pure desire. "I know" She smiled and got back to work.
Jess pulled her up and pushed her down on the bed so he was once again on top of her. He looked into her eyes and kissed away the fear she had. "Are you ready?"
Rory smiled at him again and nodded. She had been ready ever since he had started kissing her. Jess sat up and silently took a condom out of his drawer. He put it on and lay next to her again. "I'm sorry...but this is gonna hurt a little..." He looked at her, still ready to stop if she wanted to back out. But she pulled him on top of her and kissed him passionately.
As he got inside her he remembered why he liked virgins so much. They were so tight. But this time he wasn't going to be rough, he didn't want to cause her any pain that wasn't necessary. He pushed in as far as he could to make the pain less longer. She dug her nails deep into his back and let out a little muffled moan. "I'm sorry" he whispered in her ear "I'm sorry" She smiled at him as the pain dissapeared, and liked the feeling of him inside her. It made her feel full and so content she almost purred. Then his hand slid down and made her feel unbelievable things. Things that were so good that she stopped thinking and just wanted to feel this feeling forever.
Afterwards they snuggled up together and lay in eachothers arms for a while. Then her mobile phone indicated that she had gotten an sms and she got up. She put her clothes back on and gave him a light kiss on the lips. "Thank you Jess...thanks for being my friend."
I know they're probably OOC, but that's what AU can do.
Disclaimer: Yeah I own Milo...his gorgeous body is in my bed every night...I wish. Don't own anything...just the story.
Please read and review! Negative feedback also appreciated, but make it constructive! And English isn't my first language so don't tell me my English sucks...please.
Have fun reading!
Rory and Jess were up in Jess's bedroom. They had been reading one of the books for school and were now discussing it. Suddenly Rory looked at Jess. "Jess...we're friends right?"
Jess, who had been writing something in the margin of his book, looked up at Rory and saw the serious look on her face. He put down the book he was writing in and made himself comfortable on the bed before answering her question. "Course we are" Rory walked up to the bed and sat down next to him. "How much would you do for me?" He was surprised with the insecure tone in her voice. What was this all about? "Is there something wrong Ror?"
"Dean" He sighed inwardly. Ofcourse it was about Dean. He wished she would know how he felt about her. But as long as she was with bagboy he didn't stand a chance. "Dean and I have decided we are ready." **I so don't want to know this** He smiled at her. "That's great" He didn't understood what her problem was though. What did she need his help for?
"The problem is" Her cheeks turned red and she started fidgeting with the blanket. "Dean doesn't know I'm still a virgin..." "And you want me to help you figure out a way to tell him?" Her cheeks reddened even more and she shook her head. "I can't tell him. He will blow this all out of proportion and think I lie about everything..."
Instantly Jess remembered why he hated Dean so much. Not only was he Rory's boyfriend, but he was a jerk too. He would get insanely jealous over everything. He remembered how it used to be in the early days of their friendship. Every time they were talking he had had the feeling Dean was watching them. It turned out he had been right, and Rory and Dean had almost broken up. But Rory, being the sweet person that she was, forgave him, and they had been together ever since.
"So...what I wanted to ask you...is..." She looked at everything besides him, almost wanting to back out. But she couldn't. She needed to do this. It was better if she just said it fast, and got it over with. "you have experience with girls. What I wanted to ask you is...if you...could maybe...be my first"
There...she had said it. She didn't dare to look up for his reaction. Would this be the end of their friendship? Would he tell her he could never do that? Never could feel that way about her?
**Oh my fucking god** Jess thought **is this really happening?** There the girl of his dreams was. Sitting on his bed, asking him to have sex with her. Screw the reasons, this was one offer he couldn't refuse.
He took hold of her hand and brought it to his lips. She giggled but that ended when his warm mouth started sucking on her fingers. She didn't know something that innocent could feel this good. He pulled her close to him and looked at her pure, untouched body. Could he do this? Could he make her feel so good she wouldn't be afraid of sex? He knew he had had enough experience to satisfy a girl, but he wanted it to be more with Rory. He wanted it to be perfect, something she would look back on with a smile.
He felt her body stiffen when one of his hands slid up her waist. Slowly he started rubbing circles on her back, trying to get her to relax. After a couple of minutes she let go of the tension her body held and snuggled up closer to him. He smiled at her, a reassuring smile. His eyes told her everything would be okay. She smiled back a little.
Jess kissed her, one small kiss on her lips, before standing up and locking the door. Immediately she sat up again and looked scared, and he took her hands in his once again. "We don't have to do this Rory" He kissed her wrist and slowly worked his way up to her elbow. "But if you want to do this...know one thing...I'm not gonna hurt you...I want to make this perfect for you" She relaxed again and enjoyed the feeling he gave her. She never knew she could feel like this. Yes, she loved Dean, but yet his kisses didn't have this effect on her. Jess slowly pushed her down until her back touched the blankets on the bed. He lied next to her and put his hand on her hip. To Rory it seemed like the warmth of his hand spread over her whole body. Her lips parted a bit and her breathing sped up.
To him, Rory had never looked more beautiful in her whole life. He knew she was here to have sex with him, but still she looked so innocent. He was sure angels had to look like this. One of her hands was playing with his hair, and this touch almost drove him crazy. He was already as hard as a rock, but didn't want to scare her and tried to be patient. He kissed his way up from her elbow to her shoulder and moved the strap of her bra to kiss her collarbone. He suppressed the urge to mark her as his and kissed his way up her neck. Her breathing was irregular and her body was hot under his hands. Slowly he started sucking on her earlobe while his hands slid under her shirt, carressing her stomach. He didn't know if she wanted him to kiss her and kept kissing and licking her neck until she moaned softly.
She turned her head a bit and their lips met. Jess felt like he was in heaven. He didn't even remember when his obsession for her first started, but he knew he had waited for this moment way too long. She tasted sweet...strawberries, a hint of vanilla, and something that was totally her. He immediately got addicted to the taste and couldn't stop kissing her. He decided to speed things up a little and his hands found their way to her breasts. With years of experience he easily opened her bra while their tongues duelled.
She was now lying on his bed. Naked. It kept getting harder and harder to take things slow. One part of him just wanted to push her down on that bed and take her right then and there. That was the passionate, dark side of him. The side of him that he showed in New York, where girls were just for fun. But there was also another side to him, a side Rory made him see. He could be tender and sweet, and right now she needed this side of him, she needed him to make this experience the best it could be, and he wasn't going to screw this up. Nope, not this time.
He took her hand and placed it on his shirt, so she could open the buttons. Her hands were a little shaky at first, but grew more confident along the way. He kept kissing and carressing her breasts and neck while she was undressing him. He already found a particularly sensitive spot just beneath her ear. She kept moaning and wriggling under hem when he touched that spot. Soon she had his shirt unbuttoned and it was shed onto the floor. Her hands explored his chest, his abs and his biceps. In her smile he could see that she liked what she was feeling.
His pants had joined his shirt on the floor and he was just wearing his boxers. It was really hard to keep moving this slowly, especially with her low moans and gasps as his tongue found all her sensitive spots. He had to remember himself time and time again that this wasn't about him. It was about Rory. About teaching her all the things she needed to know.
For a second he thought she had changed her mind, when she pushed him away. But before he could say anything she straddled him and started kissing her way down his chest. **Is she really going to...?** he asked himself, but soon he found the answer. She was. And she was damn good at it, considering it was her first time she gave head. They had talked about stuff like this, and she always said it seemed gross to her. "Rory" His voice sounded hoarse. "you don't have to..."
She looked up at him with a look of pure desire. "I know" She smiled and got back to work.
Jess pulled her up and pushed her down on the bed so he was once again on top of her. He looked into her eyes and kissed away the fear she had. "Are you ready?"
Rory smiled at him again and nodded. She had been ready ever since he had started kissing her. Jess sat up and silently took a condom out of his drawer. He put it on and lay next to her again. "I'm sorry...but this is gonna hurt a little..." He looked at her, still ready to stop if she wanted to back out. But she pulled him on top of her and kissed him passionately.
As he got inside her he remembered why he liked virgins so much. They were so tight. But this time he wasn't going to be rough, he didn't want to cause her any pain that wasn't necessary. He pushed in as far as he could to make the pain less longer. She dug her nails deep into his back and let out a little muffled moan. "I'm sorry" he whispered in her ear "I'm sorry" She smiled at him as the pain dissapeared, and liked the feeling of him inside her. It made her feel full and so content she almost purred. Then his hand slid down and made her feel unbelievable things. Things that were so good that she stopped thinking and just wanted to feel this feeling forever.
Afterwards they snuggled up together and lay in eachothers arms for a while. Then her mobile phone indicated that she had gotten an sms and she got up. She put her clothes back on and gave him a light kiss on the lips. "Thank you Jess...thanks for being my friend."