Perfect (1/1)
Title: Perfect (1/1)
Author: office_bluth
Spoilers: Picks up pretty much right after Pascal's Triangle Revisted fades to black. From there, it's (unfortunately) AU.
Summary: Okay, let's recap the last hour of Jeff Winger's life.
Rating/Warnings: NC-17. I think this fandom is in need of some smut - I'm just doing my part.
Word Count: 3498
Disclaimer: I supposedly don't own Community or its characters. I'm working on a loan agreement with Dan Harmon.
Author's Note: Yet another fic that came about when I was supposed to be paying attention in school. I wrote this months ago, and it's been sitting in my fanfics folder ever since.
Holy crap.
Okay, let’s recap the last hour of Jeff Winger’s life - first, his ex-girlfriend and his…whatever Britta is…confessed their love for him. Jeff was in the position every guy dreams of being in. Two girls that he’s already slept with came back, begging for more. Hell, he probably could have gotten a threesome out of it. But as soon as Britta stole the microphone from Dean Pelton and blurted out the probably jealousy-infused declaration of love, Jeff could only think about hacky-sacks and travel agents.
It had hit him then. Annie - little Annie, Annie Adderall (though Jeff had always cringed when he heard that nickname) - was leaving. She was transferring to be with Tiny Nipples. And it wasn’t just that - something had seemed a little off about Jeff’s conversation with her, and he finally figured out what it was. Annie didn’t tell anyone that she transferring - only Jeff. He was the only one she wanted to know about it. Something had been in her eyes when Annie told him she was going. Jeff then realized that it was fear - she was looking for a reason to stay. He couldn’t be sure, but he expected that reason had to be something a little more than that the study group needs her.
So he left. What else could he do? Every single person in that room was staring at him, waiting for an answer. He couldn’t look at Britta or Slater anymore, not even just because of Annie. Annie wasn’t really a factor in his decision to run away, not really. Annie isn’t a factor in anything anymore. No, Jeff ran away because he has absolutely no idea what he wants or who he wants to be. So, naturally, instead of choosing, he…ran away like the little bitch he is.
And then he ran into Annie. He let out a huge sigh of relief that he didn’t even know he was holding as soon as he saw her bags at her sides.
Here he is now, only able to think about one thing. She’s not leaving. Forget Britta and Slater - Annie’s not leaving him.
When he remembers how to breathe, Jeff tells her about his situation. She says something about wishing there were two of her, and, like most things she says to him, it makes perfect sense. That’s all he wants, two versions of himself, one who he is now, one who he wants to be.
Except…maybe he doesn’t need a second version of himself. It occurs to him that, with Annie, he’s a nice combination of those two halves - he’s himself, but he doesn’t feel like such a bad guy with her. This is the girl whose quivering lip and doe eyes make him bend over backward to help her out. He went a freaking Dia de los Muertos party for her. Annie makes Jeff feel like a better man - not like with Britta, where all of his flaws are highlighted, or with Slater, who makes his flaws seem more like shortcomings he doesn’t have a chance of correcting. Annie makes him feel like the guy he is now, even with all his flaws and problems, is still someone worthwhile, someone, well, worthy of Annie.
And then she hugs him, and he gets to smell her all-familiar shampoo…for the first time all night, things seem to be going right. And then she pulls away, and it’s just pure instinct. Jeff can’t comprehend doing anything other than taking a step closer to her and kissing her like his life depends on it. In a way, maybe it does - Annie is the one positive person in his life, the only person who supports him no matter what. He needs her to show him that he’s not all bad, to prove that his shallow, meaningless life might not be so empty after all.
An eternity goes by, and then Jeff’s lungs begin screaming for oxygen. Slowly, reluctantly, he pulls away, his breathing labored. Annie’s looking up at him with those beautiful doe eyes, her pink lips swollen.
“It’s you,” he blurts out without thinking. “I choose you.”
Annie looks adorably confused. “What? What do you mean?”
“I mean,” Jeff says, holding her gaze, “Britta and Slater want me to choose between them. But I don’t want them - I want you.”
Her grin is almost blinding. Then she steps up on her tiptoes to press a quick kiss to his lips. “I need to update my ‘I-told-you-so’ emails,” she murmurs.
***
He takes her back to his apartment. He’s never had an eighteen-year-old girl at his apartment - he feels oddly suave. He makes a mental note to high five himself later, once Annie’s left.
She immediately sits down on his couch, kicking her shoes off and leaving them under the coffee table. Annie just looks so comfortable in his house - it’s like she effortlessly belongs.
Jeff sits next to her, his heart jumping out of his chest. He debates whether or not he should put his arm around her. Is that too forward? Would she feel pressured to do something she doesn’t want to do? Look, normally, Jeff’s not exactly above manipulating women to get them to sleep with him, but this is different. This is Annie - sweet little Annie who’s been screwed over too many times to count. Jeff doesn’t want her to look back in twenty years and group him with the jerk who stood her up for senior prom or the girls who wouldn’t let her sit anywhere near them in the cafeteria.
He’s halfway through his mental celebration of being such a good guy when Annie attacks him. Her hands fly out, searching for something, anything, to hold. It takes him maybe a fraction of a second to respond, then he mashes his mouth against hers, his tongue darting out to graze her bottom lip. Annie grabs him by the ears and shifts so she’s on his lap, her chest pressed against his. There’s no space between them - exactly the way it should be, Jeff thinks. His large hands are roaming over her body, feeling every inch, like he’s making sure she’s really there.
Then, suddenly, she’s not. Her body stays where it is in his lap, but her lips are gone. Jeff opens his eyes and intends to ask what’s going on, but it comes out more like, “Wuhhhhh?”
“Do you -“ Annie shifts, looking embarrassed. “Jeff, you know I’ve only done this once.”
Jeff squeezes his eyes shut. Of course - he knew he was moving too fast. “Right,” he concedes. “I’m sorry, Annie. I just…” He chuckles, sounding a little self-conscious. “I’ve just wanted this for such a long time.”
That earns him a bright smile. “It couldn’t be longer than how long I’ve wanted it,” she says, her voice low. Okay, she really can’t use that tone of voice if she doesn’t want Jeff to have his way with her.
She continues. “I’m not saying stop,” she says, a twinkle in her eye. “I’m just saying, don’t dump me if I’m bad at it.”
That thought is so ludicrous, Jeff wants to burst out laughing. He would, but he’s afraid Annie might take that the wrong way. See? He’s growing, all thanks to her. If Annie fucks even half as well as she kisses, Jeff’s pretty sure he might wind up pulling a muscle, if he doesn’t flat-out die.
“I’m not gonna dump you,” Jeff says, looking straight into her eyes. Annie grins a little, then leans in to kiss him gently.
“You’re kind of perfect, Jeff Winger,” she murmurs against his lips. Nothing could be further from the truth, but he likes that Annie sees him like that.
But he’s a cocky asshole through and through, and instead of telling her that he loves how she thinks of him, he smirks at her and says, “You have no idea.”
Any other girl would probably be taken aback. Britta would have stopped kissing him, gotten off his lap, and all Jeff’s hopes of getting laid would be replaced with a thirty-minute debate. Annie Edison might just be the only girl in the world who would smirk right back at him, then immediately kiss him soundly.
He really has no idea how they wind up in his bedroom, but he’s suddenly aware of his mattress pressing against his back. Annie’s knees are on either side of him, her hands getting dangerously close to his belt. Jeez. She’s only done this once before? She’s a freaking natural.
She grinds her hips against his, sending Jeff into complete pituitary shutdown. He mumbles something that may be his will, or maybe just Annie’s name. She sits up, much to Jeff’s dismay, then gives him a bright smile before pulling her sweater over her head, quickly following that with her bra.
Oh, God. Jeff didn’t think it was possible for him to get any harder. But now his want has turned into a need, a dull ache in his brain that just screams for Annie.
“Annie,” he murmurs. She begins lifting up his shirt, her nails gently scratching each inch of exposed skin. Jeff sits up to help her get it over his head, and once he lays back down, her lips are on his skin, right over his heart. Her lips feel cool against his warm skin, a sensation that’s almost painfully pleasurable. Jeff always knew that this girl would be the death of him - he just always figured that she’d talk him to death. He thinks he’s okay with dying like this, though.
Then, to his surprise, her lips move lower. And lower. And then her fingers are on his belt, unfastening it and sliding it off his body. Is this seriously happening? Is he honestly about to get a blowjob from Annie freaking Edison? If you had told that to Jeff back on that first day with their study group, he would have laughed hysterically and assumed you were a psychopath.
He thinks maybe he blacks out for a second, because he literally doesn’t feel anything until Annie takes him inside her mouth. Her rhythm is a little off at first, but she’s always been a quick learner. Soon her head’s bobbing in perfect time, her hand moving in synch on the part of him that can’t fit in her mouth.
“Jesus Christ,” Jeff moans when he feels himself growing close. “Shit, Annie, is there anything you’re not perfect at?”
She looks up at him with a smirk, her huge doe eyes looking up innocently at him. It is without a doubt the sexiest thing Jeff’s ever seen in his life. The next thing he knows, something just under his stomach tightens, and he’s having what is quite possibly the most intense orgasm he’s ever had in his life. He’s pretty sure he sees an angel at one point - or maybe it was just Annie sliding back up his body with her delicious shit-eating grin.
She kisses him hard then, and good God, Jeff’s never wanted anymore more. But he’s not ready yet, so he slowly weans himself off her lips and murmurs for her to lie on her back.
Annie looks confused, but she does what he says. Briefly, he wonders if anyone’s ever done this for her before, but he figures it doesn’t matter. Either way, he’s determined to make sure this is her best time, an experience she’ll never forget.
For a moment, he considers leaving her skirt on, but no - he wants to feel as much of her as possible. So the skirt comes off, followed very soon by her underwear. Then Jeff settles in between her legs, reaching out the flat of his tongue to give her clit a cursory taste.
She gasps and wiggles under his touch. Yeah - this is the first time this has happened to her. Jeff kind of likes the idea of being her first in this regard, of giving some part of herself to him.
He swirls his tongue around her entrance, then carefully slides it in. Annie gasps and jerks again. Jeff slides his hand up to her stomach and presses down, pinning her to the bed. Jeff loves watching her squirm, but he really doesn’t want her jumping too much. For one thing, he absolutely loves how she tastes, and he wants to experience her for as long as possible. For another thing, he has another feeling that Annie’s never had an orgasm. She’s just a tad too repressed - Jeff is absolutely determined to change that.
“Jeff…” Annie pants as his tongue hits that bundle of nerves just the right way. Her fingers are curled in his hair, almost locking him in place - as if he would ever move away. Jeff would stay there as long as humanly possible if it meant he got to see Annie in such a vulnerable, beautiful state.
He darts his tongue in further, then pumps it back. Annie moans again, grinding against his face to get him to go harder, to go deeper.
This simply isn’t enough, Jeff decides. So he decides to use his hand, gently rolling her clit under his middle finger. That seems to do the trick.
“Jeff, I’m gonna -“ Annie stops herself from saying the word “come”. Jesus, could she be any more adorable? And, okay, yeah, Jeff doesn’t generally like describing the girls he sleeps with as being “adorable,” but he’s willing to make quite a few exceptions for Annie.
He doesn’t move until he’s licked her clean, and good God is she delicious. In an unusually sensitive move, he presses a kiss to the inside of her thigh before he crawls back up her, stopping only when he’s hovering right over her, his lips just inches from her own.
Her smile is radiant. Jeff hates that word, and yet, it’s the only one that can describe her expression. “You didn’t have to do that,” she says almost shyly.
Jeff looks at her like she’s grown six heads. “I think I can say without exaggeration that that was the highlight of my day,” he says, grinning at her, most definitely looking moronic.
Annie’s hands move to his biceps, tracing lazy circles on his skin. “I’m ready, Jeff,” she says, looking into his eyes.
That’s really all he needs to hear. He almost jumps off her to get to his nightstand to grab a condom. It takes him a few tries, but he finally gets the package open, then he slides on the small piece of rubber. Then he’s back on top of her, his lips drawn to hers like a moth to a flame.
Annie mumbles something that sounds an awful lot like, “Please, Jeff.” Who is he to deny her?
He’s about to position himself over her when he realizes there’s something he needs to clarify first. “You said you’ve, um, only done this once before, right? As in, one time, not one guy?”
Annie nods, her eyes not meeting his. “Only once - one time, one guy. And I know you’ve done it with, like, a gazillion girls, but…Promise to be careful?”
Jeff thinks he should be offended by her insinuation that he’s a manslut, but there’s really no point. Compared with Annie’s experience, he is kind of a slut. But, slut or not, he made himself a promise a long time ago that he’d never hurt Annie. He has absolutely no intention of breaking that promise now.
“I promise,” he says. Annie bites her lip and nods, apparently signaling him to go on. Jeff kisses her once again, hoping it’ll distract her from any pain.
She inhales sharply as he slides into her. Jeff immediately freezes. “You okay?” he asks.
It takes her a moment, but then she nods. Jeff starts moving his hips again, sliding in as far as he can. Jesus Christ. She’s so fucking tight. All the nights he lay awake and imagined what it’d be like to sleep with Annie, he’d always figured that she’d be tight, but Jesus, he never could have imagined something so incredible.
He begins rocking his hips, developing a steady rhythm. Annie begins rocking against him, her legs locking around his ass to pull him as close to her as possible. Jeff thinks he’d be okay with staying inside her forever. She fits so perfectly around him, almost like she was made for him.
“Jeff,” Annie pants. “Harder.”
Jeff Winger has never been one to disappoint. He speeds up his pace, beginning to feel an all-too familiar tightening. He’s close. Annie is, too, judging by how her walls seem to get even tighter.
“Jeff,” Annie pants again. “Jeff, I’m so close. I’m gonna -“
With one last thrust, he sends them both over the edge. Annie gasps, and it’s the sweetest sound Jeff’s ever heard. He kisses her tenderly as he slides out of her - he misses her immediately.
Annie’s hand moves to his cheek. “Jeff…” she whispers, stroking his skin. Jeff doesn’t know what she’s going to say, but he kind of doesn’t want to know. He doesn’t need words to describe what just happened. He’s never really needed words to describe anything about Annie. Everything about her, everything about them, has always been natural. Jeff doesn’t need words to explain how she makes him feel at home.
So he kisses her again. “Don’t worry about it,” Jeff says when he breaks away from her. “I know.”
She smiles at him, a little shy. He figures maybe he’s been crushing her long enough, so he rolls off her, making sure to throw the condom into the garbage can next to his nightstand. Then he lies down next to her, his arm immediately going around her waist once she rolls onto her opposite side so her back is against his chest. Wait, what? Since when is Jeff a cuddler?
He has no idea how long they lie there, no idea how long it takes for him to nuzzle his nose into her neck and press himself so tightly against her that they’re touching from shoulders to feet, but it feels like it’s been an eternity when Annie suddenly exclaims, “You didn’t cry!”
Jeff’s really not sure how to respond to that. “I - I think that’s probably the weirdest thing anyone’s ever said to me after sex.”
She giggles at that. “The last guy - the first guy I slept with was gay, and he cried while we…you know. And I know that it was just because he was confused, but I couldn’t but feel like it was partially because of me.”
“Well, judging by the fact that I’m almost dead, I think we can safely assume that it wasn’t because of you.” Jeff grins, pressing a kiss to her shoulder.
Suddenly, Annie rolls over to face him, a small smile on her face. “Yeah?” she asks, looking incredibly unsure of herself.
With all her talk of ambition and the importance of hard work, Jeff always forgets just how young Annie actually is. But right now, with the pain behind her eyes and her palpable need to please, Jeff’s fully aware, for the first time in a long time, that she’s only eighteen.
She begins tracing lazy patterns on his chest. Her eyes are following her finger - she’s purposely not meeting his eyes. Jeff gently places his finger under her chin, forcing her to look at him. “Hey,” he says gently. “I used to make a living out of bullshit. It’s - well - probably my greatest skill. But I would never lie to you, Annie. So believe me - if I say you’re good at sex, I mean you’re good at sex.”
Annie smiles at him. God, she’s beautiful. “Okay,” she says simply.
“Okay,” Jeff repeats. Then he asks, “Do you want to have dinner with me on Friday?”
It takes Annie maybe half a second to start blushing. “I - I’d like that,” she says.
Jeff kisses her again for what must be the thousandth time tonight. How had he gone the better part of a year with Annie without doing, well, this? If he had known how amazing she is, he wouldn’t have wasted so much damn time chasing after Britta. But that doesn’t matter now - what matters is that Jeff and Annie have the entire summer ahead of them, away from their friends, away from Greendale, away from - well - anyone who isn’t them. The idea of spending an entire summer with just Annie seems like the best idea Jeff’s had since - well - since he decided to kiss her tonight outside the prom. He pulls Annie a little closer to him, his eyes fluttering closed.
“I’m not going anywhere,” he murmurs, assuaging a fear she might not even have.
“I know,” Annie whispers back. Jeff drifts off to sleep, feeling content for the first time in months. He wasted so much time looking for something at Greendale that made sense. Who knew that, all along, it’s been right next him in Study Room D?
Author: office_bluth
Spoilers: Picks up pretty much right after Pascal's Triangle Revisted fades to black. From there, it's (unfortunately) AU.
Summary: Okay, let's recap the last hour of Jeff Winger's life.
Rating/Warnings: NC-17. I think this fandom is in need of some smut - I'm just doing my part.
Word Count: 3498
Disclaimer: I supposedly don't own Community or its characters. I'm working on a loan agreement with Dan Harmon.
Author's Note: Yet another fic that came about when I was supposed to be paying attention in school. I wrote this months ago, and it's been sitting in my fanfics folder ever since.
Holy crap.
Okay, let’s recap the last hour of Jeff Winger’s life - first, his ex-girlfriend and his…whatever Britta is…confessed their love for him. Jeff was in the position every guy dreams of being in. Two girls that he’s already slept with came back, begging for more. Hell, he probably could have gotten a threesome out of it. But as soon as Britta stole the microphone from Dean Pelton and blurted out the probably jealousy-infused declaration of love, Jeff could only think about hacky-sacks and travel agents.
It had hit him then. Annie - little Annie, Annie Adderall (though Jeff had always cringed when he heard that nickname) - was leaving. She was transferring to be with Tiny Nipples. And it wasn’t just that - something had seemed a little off about Jeff’s conversation with her, and he finally figured out what it was. Annie didn’t tell anyone that she transferring - only Jeff. He was the only one she wanted to know about it. Something had been in her eyes when Annie told him she was going. Jeff then realized that it was fear - she was looking for a reason to stay. He couldn’t be sure, but he expected that reason had to be something a little more than that the study group needs her.
So he left. What else could he do? Every single person in that room was staring at him, waiting for an answer. He couldn’t look at Britta or Slater anymore, not even just because of Annie. Annie wasn’t really a factor in his decision to run away, not really. Annie isn’t a factor in anything anymore. No, Jeff ran away because he has absolutely no idea what he wants or who he wants to be. So, naturally, instead of choosing, he…ran away like the little bitch he is.
And then he ran into Annie. He let out a huge sigh of relief that he didn’t even know he was holding as soon as he saw her bags at her sides.
Here he is now, only able to think about one thing. She’s not leaving. Forget Britta and Slater - Annie’s not leaving him.
When he remembers how to breathe, Jeff tells her about his situation. She says something about wishing there were two of her, and, like most things she says to him, it makes perfect sense. That’s all he wants, two versions of himself, one who he is now, one who he wants to be.
Except…maybe he doesn’t need a second version of himself. It occurs to him that, with Annie, he’s a nice combination of those two halves - he’s himself, but he doesn’t feel like such a bad guy with her. This is the girl whose quivering lip and doe eyes make him bend over backward to help her out. He went a freaking Dia de los Muertos party for her. Annie makes Jeff feel like a better man - not like with Britta, where all of his flaws are highlighted, or with Slater, who makes his flaws seem more like shortcomings he doesn’t have a chance of correcting. Annie makes him feel like the guy he is now, even with all his flaws and problems, is still someone worthwhile, someone, well, worthy of Annie.
And then she hugs him, and he gets to smell her all-familiar shampoo…for the first time all night, things seem to be going right. And then she pulls away, and it’s just pure instinct. Jeff can’t comprehend doing anything other than taking a step closer to her and kissing her like his life depends on it. In a way, maybe it does - Annie is the one positive person in his life, the only person who supports him no matter what. He needs her to show him that he’s not all bad, to prove that his shallow, meaningless life might not be so empty after all.
An eternity goes by, and then Jeff’s lungs begin screaming for oxygen. Slowly, reluctantly, he pulls away, his breathing labored. Annie’s looking up at him with those beautiful doe eyes, her pink lips swollen.
“It’s you,” he blurts out without thinking. “I choose you.”
Annie looks adorably confused. “What? What do you mean?”
“I mean,” Jeff says, holding her gaze, “Britta and Slater want me to choose between them. But I don’t want them - I want you.”
Her grin is almost blinding. Then she steps up on her tiptoes to press a quick kiss to his lips. “I need to update my ‘I-told-you-so’ emails,” she murmurs.
***
He takes her back to his apartment. He’s never had an eighteen-year-old girl at his apartment - he feels oddly suave. He makes a mental note to high five himself later, once Annie’s left.
She immediately sits down on his couch, kicking her shoes off and leaving them under the coffee table. Annie just looks so comfortable in his house - it’s like she effortlessly belongs.
Jeff sits next to her, his heart jumping out of his chest. He debates whether or not he should put his arm around her. Is that too forward? Would she feel pressured to do something she doesn’t want to do? Look, normally, Jeff’s not exactly above manipulating women to get them to sleep with him, but this is different. This is Annie - sweet little Annie who’s been screwed over too many times to count. Jeff doesn’t want her to look back in twenty years and group him with the jerk who stood her up for senior prom or the girls who wouldn’t let her sit anywhere near them in the cafeteria.
He’s halfway through his mental celebration of being such a good guy when Annie attacks him. Her hands fly out, searching for something, anything, to hold. It takes him maybe a fraction of a second to respond, then he mashes his mouth against hers, his tongue darting out to graze her bottom lip. Annie grabs him by the ears and shifts so she’s on his lap, her chest pressed against his. There’s no space between them - exactly the way it should be, Jeff thinks. His large hands are roaming over her body, feeling every inch, like he’s making sure she’s really there.
Then, suddenly, she’s not. Her body stays where it is in his lap, but her lips are gone. Jeff opens his eyes and intends to ask what’s going on, but it comes out more like, “Wuhhhhh?”
“Do you -“ Annie shifts, looking embarrassed. “Jeff, you know I’ve only done this once.”
Jeff squeezes his eyes shut. Of course - he knew he was moving too fast. “Right,” he concedes. “I’m sorry, Annie. I just…” He chuckles, sounding a little self-conscious. “I’ve just wanted this for such a long time.”
That earns him a bright smile. “It couldn’t be longer than how long I’ve wanted it,” she says, her voice low. Okay, she really can’t use that tone of voice if she doesn’t want Jeff to have his way with her.
She continues. “I’m not saying stop,” she says, a twinkle in her eye. “I’m just saying, don’t dump me if I’m bad at it.”
That thought is so ludicrous, Jeff wants to burst out laughing. He would, but he’s afraid Annie might take that the wrong way. See? He’s growing, all thanks to her. If Annie fucks even half as well as she kisses, Jeff’s pretty sure he might wind up pulling a muscle, if he doesn’t flat-out die.
“I’m not gonna dump you,” Jeff says, looking straight into her eyes. Annie grins a little, then leans in to kiss him gently.
“You’re kind of perfect, Jeff Winger,” she murmurs against his lips. Nothing could be further from the truth, but he likes that Annie sees him like that.
But he’s a cocky asshole through and through, and instead of telling her that he loves how she thinks of him, he smirks at her and says, “You have no idea.”
Any other girl would probably be taken aback. Britta would have stopped kissing him, gotten off his lap, and all Jeff’s hopes of getting laid would be replaced with a thirty-minute debate. Annie Edison might just be the only girl in the world who would smirk right back at him, then immediately kiss him soundly.
He really has no idea how they wind up in his bedroom, but he’s suddenly aware of his mattress pressing against his back. Annie’s knees are on either side of him, her hands getting dangerously close to his belt. Jeez. She’s only done this once before? She’s a freaking natural.
She grinds her hips against his, sending Jeff into complete pituitary shutdown. He mumbles something that may be his will, or maybe just Annie’s name. She sits up, much to Jeff’s dismay, then gives him a bright smile before pulling her sweater over her head, quickly following that with her bra.
Oh, God. Jeff didn’t think it was possible for him to get any harder. But now his want has turned into a need, a dull ache in his brain that just screams for Annie.
“Annie,” he murmurs. She begins lifting up his shirt, her nails gently scratching each inch of exposed skin. Jeff sits up to help her get it over his head, and once he lays back down, her lips are on his skin, right over his heart. Her lips feel cool against his warm skin, a sensation that’s almost painfully pleasurable. Jeff always knew that this girl would be the death of him - he just always figured that she’d talk him to death. He thinks he’s okay with dying like this, though.
Then, to his surprise, her lips move lower. And lower. And then her fingers are on his belt, unfastening it and sliding it off his body. Is this seriously happening? Is he honestly about to get a blowjob from Annie freaking Edison? If you had told that to Jeff back on that first day with their study group, he would have laughed hysterically and assumed you were a psychopath.
He thinks maybe he blacks out for a second, because he literally doesn’t feel anything until Annie takes him inside her mouth. Her rhythm is a little off at first, but she’s always been a quick learner. Soon her head’s bobbing in perfect time, her hand moving in synch on the part of him that can’t fit in her mouth.
“Jesus Christ,” Jeff moans when he feels himself growing close. “Shit, Annie, is there anything you’re not perfect at?”
She looks up at him with a smirk, her huge doe eyes looking up innocently at him. It is without a doubt the sexiest thing Jeff’s ever seen in his life. The next thing he knows, something just under his stomach tightens, and he’s having what is quite possibly the most intense orgasm he’s ever had in his life. He’s pretty sure he sees an angel at one point - or maybe it was just Annie sliding back up his body with her delicious shit-eating grin.
She kisses him hard then, and good God, Jeff’s never wanted anymore more. But he’s not ready yet, so he slowly weans himself off her lips and murmurs for her to lie on her back.
Annie looks confused, but she does what he says. Briefly, he wonders if anyone’s ever done this for her before, but he figures it doesn’t matter. Either way, he’s determined to make sure this is her best time, an experience she’ll never forget.
For a moment, he considers leaving her skirt on, but no - he wants to feel as much of her as possible. So the skirt comes off, followed very soon by her underwear. Then Jeff settles in between her legs, reaching out the flat of his tongue to give her clit a cursory taste.
She gasps and wiggles under his touch. Yeah - this is the first time this has happened to her. Jeff kind of likes the idea of being her first in this regard, of giving some part of herself to him.
He swirls his tongue around her entrance, then carefully slides it in. Annie gasps and jerks again. Jeff slides his hand up to her stomach and presses down, pinning her to the bed. Jeff loves watching her squirm, but he really doesn’t want her jumping too much. For one thing, he absolutely loves how she tastes, and he wants to experience her for as long as possible. For another thing, he has another feeling that Annie’s never had an orgasm. She’s just a tad too repressed - Jeff is absolutely determined to change that.
“Jeff…” Annie pants as his tongue hits that bundle of nerves just the right way. Her fingers are curled in his hair, almost locking him in place - as if he would ever move away. Jeff would stay there as long as humanly possible if it meant he got to see Annie in such a vulnerable, beautiful state.
He darts his tongue in further, then pumps it back. Annie moans again, grinding against his face to get him to go harder, to go deeper.
This simply isn’t enough, Jeff decides. So he decides to use his hand, gently rolling her clit under his middle finger. That seems to do the trick.
“Jeff, I’m gonna -“ Annie stops herself from saying the word “come”. Jesus, could she be any more adorable? And, okay, yeah, Jeff doesn’t generally like describing the girls he sleeps with as being “adorable,” but he’s willing to make quite a few exceptions for Annie.
He doesn’t move until he’s licked her clean, and good God is she delicious. In an unusually sensitive move, he presses a kiss to the inside of her thigh before he crawls back up her, stopping only when he’s hovering right over her, his lips just inches from her own.
Her smile is radiant. Jeff hates that word, and yet, it’s the only one that can describe her expression. “You didn’t have to do that,” she says almost shyly.
Jeff looks at her like she’s grown six heads. “I think I can say without exaggeration that that was the highlight of my day,” he says, grinning at her, most definitely looking moronic.
Annie’s hands move to his biceps, tracing lazy circles on his skin. “I’m ready, Jeff,” she says, looking into his eyes.
That’s really all he needs to hear. He almost jumps off her to get to his nightstand to grab a condom. It takes him a few tries, but he finally gets the package open, then he slides on the small piece of rubber. Then he’s back on top of her, his lips drawn to hers like a moth to a flame.
Annie mumbles something that sounds an awful lot like, “Please, Jeff.” Who is he to deny her?
He’s about to position himself over her when he realizes there’s something he needs to clarify first. “You said you’ve, um, only done this once before, right? As in, one time, not one guy?”
Annie nods, her eyes not meeting his. “Only once - one time, one guy. And I know you’ve done it with, like, a gazillion girls, but…Promise to be careful?”
Jeff thinks he should be offended by her insinuation that he’s a manslut, but there’s really no point. Compared with Annie’s experience, he is kind of a slut. But, slut or not, he made himself a promise a long time ago that he’d never hurt Annie. He has absolutely no intention of breaking that promise now.
“I promise,” he says. Annie bites her lip and nods, apparently signaling him to go on. Jeff kisses her once again, hoping it’ll distract her from any pain.
She inhales sharply as he slides into her. Jeff immediately freezes. “You okay?” he asks.
It takes her a moment, but then she nods. Jeff starts moving his hips again, sliding in as far as he can. Jesus Christ. She’s so fucking tight. All the nights he lay awake and imagined what it’d be like to sleep with Annie, he’d always figured that she’d be tight, but Jesus, he never could have imagined something so incredible.
He begins rocking his hips, developing a steady rhythm. Annie begins rocking against him, her legs locking around his ass to pull him as close to her as possible. Jeff thinks he’d be okay with staying inside her forever. She fits so perfectly around him, almost like she was made for him.
“Jeff,” Annie pants. “Harder.”
Jeff Winger has never been one to disappoint. He speeds up his pace, beginning to feel an all-too familiar tightening. He’s close. Annie is, too, judging by how her walls seem to get even tighter.
“Jeff,” Annie pants again. “Jeff, I’m so close. I’m gonna -“
With one last thrust, he sends them both over the edge. Annie gasps, and it’s the sweetest sound Jeff’s ever heard. He kisses her tenderly as he slides out of her - he misses her immediately.
Annie’s hand moves to his cheek. “Jeff…” she whispers, stroking his skin. Jeff doesn’t know what she’s going to say, but he kind of doesn’t want to know. He doesn’t need words to describe what just happened. He’s never really needed words to describe anything about Annie. Everything about her, everything about them, has always been natural. Jeff doesn’t need words to explain how she makes him feel at home.
So he kisses her again. “Don’t worry about it,” Jeff says when he breaks away from her. “I know.”
She smiles at him, a little shy. He figures maybe he’s been crushing her long enough, so he rolls off her, making sure to throw the condom into the garbage can next to his nightstand. Then he lies down next to her, his arm immediately going around her waist once she rolls onto her opposite side so her back is against his chest. Wait, what? Since when is Jeff a cuddler?
He has no idea how long they lie there, no idea how long it takes for him to nuzzle his nose into her neck and press himself so tightly against her that they’re touching from shoulders to feet, but it feels like it’s been an eternity when Annie suddenly exclaims, “You didn’t cry!”
Jeff’s really not sure how to respond to that. “I - I think that’s probably the weirdest thing anyone’s ever said to me after sex.”
She giggles at that. “The last guy - the first guy I slept with was gay, and he cried while we…you know. And I know that it was just because he was confused, but I couldn’t but feel like it was partially because of me.”
“Well, judging by the fact that I’m almost dead, I think we can safely assume that it wasn’t because of you.” Jeff grins, pressing a kiss to her shoulder.
Suddenly, Annie rolls over to face him, a small smile on her face. “Yeah?” she asks, looking incredibly unsure of herself.
With all her talk of ambition and the importance of hard work, Jeff always forgets just how young Annie actually is. But right now, with the pain behind her eyes and her palpable need to please, Jeff’s fully aware, for the first time in a long time, that she’s only eighteen.
She begins tracing lazy patterns on his chest. Her eyes are following her finger - she’s purposely not meeting his eyes. Jeff gently places his finger under her chin, forcing her to look at him. “Hey,” he says gently. “I used to make a living out of bullshit. It’s - well - probably my greatest skill. But I would never lie to you, Annie. So believe me - if I say you’re good at sex, I mean you’re good at sex.”
Annie smiles at him. God, she’s beautiful. “Okay,” she says simply.
“Okay,” Jeff repeats. Then he asks, “Do you want to have dinner with me on Friday?”
It takes Annie maybe half a second to start blushing. “I - I’d like that,” she says.
Jeff kisses her again for what must be the thousandth time tonight. How had he gone the better part of a year with Annie without doing, well, this? If he had known how amazing she is, he wouldn’t have wasted so much damn time chasing after Britta. But that doesn’t matter now - what matters is that Jeff and Annie have the entire summer ahead of them, away from their friends, away from Greendale, away from - well - anyone who isn’t them. The idea of spending an entire summer with just Annie seems like the best idea Jeff’s had since - well - since he decided to kiss her tonight outside the prom. He pulls Annie a little closer to him, his eyes fluttering closed.
“I’m not going anywhere,” he murmurs, assuaging a fear she might not even have.
“I know,” Annie whispers back. Jeff drifts off to sleep, feeling content for the first time in months. He wasted so much time looking for something at Greendale that made sense. Who knew that, all along, it’s been right next him in Study Room D?