Virgin Jake Headcanons
Pairing: Virgin Jake x afab! reader
Mellow speaks: Part 3 is here whoop whoop! Hope you guys enjoy haha!!
Tagging: @freckledwinterfalls
Virgin Jake would hands-down be the cutest little thing you've ever come across, and you can't even fight me on this one. He'll be the most adorable puppy ever, looking at you with a clueless expression on his face whenever you so much as let your lips wander a little from his own, even if it's just enough to reach his jaw. He'll be completely in the moment, kissing you back as your hands get tangled in his hair, but the very next second, his eyes would fly open as you trail kisses down his jaw and neck. He would be the kind of virgin who'd be too sensitive to every single touch of yours, and he really won't be able to hold back on the moans if you insinuate something more.
He wants you, God knows he does. He's never felt an urge this strong before, and all he wants is to bury his face between your thighs and show you how amazing you are. But he's scared too. Scared that he won't be any good, and that you'll get bored of his lack of experience too soon. Little does he know though, it's that very inexperience of his that makes you even more horny ever time you're sitting on his lap. He might think he's not being too obvious, but he can't really hide the bulge in his pants whenever you start to knowingly (or sometimes even unknowingly) grind against his crotch. Every time you do that, he inches one step closer to giving in, his need to be yours overpowering his judgment.
When it's actually his first time, he'd be really nervous on the inside, but will try his best to put on a confident smile, just so you wouldn't go soft on him. It's only when you pull him closer to you and place a kiss to his ear before telling him in a hushed voice that it's okay to feel shy, that he'll let his guard down, a lovesick smile on his face as gives himself up to you, trusting you to take good care of him. And that's when all his inhibitions go out the window. He's ready to do almost anything you say, as long as he doesn't feel overly uncomfortable. I don't mean this in a degrading way, but you can think of him as the cutest little puppy inside the bedroom, keen on making his "Mistress" happy. He wants to hear that pretty voice of yours let out moans, and that too, under his touch.
He's definitely going to be a service top, eager to eat you out if it means he can watch your face contort into one of pleasure. He listens to your moans once, and he's already addicted. It's his new favorite sound in the world, and he wants to hear it more. He's going to be pretty experimental as he goes down on you, his tongue alternating between kitten licks and full-on slurps. Anything that gets you moaning, your fingers tugging at his hair. He just wants to make you feel good, and you can expect him to ask you quite a lot of questions, so that he knows what you like and what you don't. Better yet if you explicitly tell him just how you like his tongue, and just how many fingers you want him to stuff inside you. Believe me when I say this, he'll do his very best to make sure you enjoy.
If you give him head, I feel like he'll want to lie back against the headboard, his legs sprawled out as you sit between them, your lips wrapped around his length. That's because he doesn't really want you to be on your knees on the floor if it's not absolutely necessary. And the moment you start sucking on him, he feels himself go weak, his thoughts going cloudy as his moans become louder. He doesn't intend to, but he can't help but place his hands on your head, pushing himself deeper into your mouth until he feels his tip hit the back of your throat as he bucks his hips. In that moment, all he feels is pure bliss. He could stay like that forever, he thinks, but he knows there's an even better something waiting for him.
Praises are what he needs the most, so do give him a lot of compliments and tell him he's doing a good job. The moment he gets a taste of you, he knows he wants more, but he needs to know you want more too. Because even when you're doing the dirty, he remains the gentleman he is, and he won't do anything you don't enjoy. And that's why he needs you be vocal and tell him you're having a good time, it boosts his confidence. Moan, be loud, praise him, tell him he's doing really well for his first time, because he needs you to. And if you don't, then he's just going to keep trying until you do, even if it means eating you out for hours or milking out orgasm after orgasm from both you and himself as he pumps into you.
Even if it's his first time, I feel like he'd still want to be the top, just so he can pay you back for the effort you've been putting in to please him. He'll be hesitant at first, his tip just grazing the outline of your folds as he looks into your eyes. And he won't dare move until you give him the go ahead, his gaze on yours as he looks at you expectantly. Hold his hand, smile at him, and he'll know it's fine for him to move. And once he knows, there's no stopping him, because even if he's inexperienced, he would want to spend his time getting to know how you like it. It's going to be like an experiment to him, and he needs to know everything that gets you going. If given his way, he'll keep going for hours, feeding off your moans and the way your pussy feels against his dick.
He'll definitely be game to try out new things with you. He appears to be pretty innocent, but he actually knows quite a bit about experimenting inside the bedroom. That's because he doesn't want to be boring for you, and so, he'll be spending his time researching on how he can spice things up. And believe me when I say it's gonna be the cutest thing ever when he does come up with something he likes. He'll just walk up to you, trying to be suave but ending a blushing mess, and he'd be stammering so hard while he tries to tell you what he has in mind, that you'll almost want to pinch his cheeks.
I see him as someone who'd rather like the idea of bondage, especially if it means you tying him up. It could have been the other way round, but in the beginning, all he wants to really do is be of use to you and so if you want him tied up, his wrists are all ready. I feel he'd get an even bigger kick if you tie his ankles up to the bedpost too, his member standing tall as you lower yourself down on it. To be honest, he's sure gonna be nervous the first few times, but soon enough, he's all about free use and will let you do whatever you please, as long as it's with him. He might as be borderline masochistic, and but even though he won't really stop you from doing whatever, he's gonna appreciate it a lot if you do ask him first.
And then we come to afercare, and let me just tell you, he's going to be the most clingy bean ever. He'll just be like, "Did I do good?," while holding on to your waist as if his life depends on it. And when you tell him that he did, he'll be on cloud nine, his face disappearing between your breasts as he giggles softly, failing at his attempt to hide his now-burning cheeks. Despite it being his first time, he'll still go ahead and ask you if you need a warm towel or if he can do anything for you. He won't explicitly say it, but it would mean the world to him if you take care of him and help him clean up. And once you're done, he's not letting you go. He'll hold you super tight, thanking you over and over again.
Overall, virgin Jake will pretty much be the softest virgin you're gonna have the chance to meet, and it's really going to be a pleasure taking his V-Card away. He's going to try and do his best just so you would praise him, but at the same time, he won't be too in your face with his efforts.










