Skateboard x reader
• Ah yes, the infamous Skateboard himself huh? As expected, he did have his charm after all. This guy can definitely be a package of surprises following another, but there are indeed a few certain things that can be assumed about him pretty easily. Skateboard is pretty flexible in sex himself as he can go both ways without too much struggles. Though he is used to top rather than bottom because he feels like it suits him far better. He has a reference to being the one who does the thing rather than just receiving since it allows him to be in charge of the situation as he knows what he wants and how should he do it. He still bottoms when he really feels like it though, but only when he wants a change in the dynamic to spice things up a bit. Other than that? He tops all the way up, baby
• Sex in Playground is deemed as something casual with no hard feelings. If you walk down the more reserved alleyway there, you will get just what I meant when saying that. Anyway, the same principle applies to Skateboard. He has his fair share of experiences considering how much of a chick magnet he is. Those one night stands are how he figured it out. And hell, he’s good at it, one has to confirm. At least he knows enough to know what he is doing and how to use his dick for some good pleasures. Though of course he stops those one night stands are stuff once he’s with you, but that doesn’t mean he is any less of a professional like he used to play around. You’re in good hands when he has his way with you behind closed door. Maybe a bit too good. Feel free to give him some suggestions that you want to try too, he’s an open book
• As everyone already knows by now, Skateboard is strong due to how much he has to constantly push himself from one place to another while beating people’s asses up like any normal day. He’s an adrenaline junkie, and said thrill gives him that euphoric feeling in which he can’t really find the right word to describe it. That is to say he loves semi-public sex. Just the idea of someone walks up on him wrecking the hell out of you in a dark alley already makes his breath shakes in ecstasy. He also likes to use his strength to push you to where he wants you to be and watch you squirm in his touch. It makes Skateboard going crazy as he knows that you will soon be under his mercy afterwards. Keeping both of your wrists down by one hand while the other fingers you, he likes the thought of it. Probably manhandle you a bit while he is that turned on too. Of course, he’d never want to hurt you, but he won’t be gentle
• He also seems to enjoy spanking you when you’re in a position where he can see your ass, like doggy style. Therefore, slight impact play is included, obviously. And one thing unexpected about Skateboard is how much he enjoys seeing you in some special suggestive clothing. Don’t ask him why, he’ll say it simply makes him feel things down there in his pants for no reason at all. You know he’s shameless already, what is there to be shy about? Sometimes he just wants to rip it off enough to have a good view of you while it’s still on, it drives him wild. There are times when he’s tired as hell yet still needs some release, he’ll just let you bounce up and down on him as one hand keeps your waist steady on his dick while the other hand just holding onto the cigarette behind the couch. Having you in that position, moving your hip against his groin is a good way for him to keep his mind on the like after all, so he just lets you have fun
• He might find the idea of showing you off to his gang to be a good one. Though does it help when he feels slightly jealous when some of them are eying you in a wrong way? Absolutely not. Skateboard might act cool and careless in front of everyone while wrapping his arm around your shoulder, but you’ll soon to realize his how firm it slowly becomes as he gets pissed off. You can feel the drastic change in his vibe, as it’s starting to get defeated despite that smirk of his. He will deal with those idiots later, though that isn’t something that he can cool off immediately down. So when you offer to help him rather than leave him alone, he might or might not be a tad more erratic and dominant than usual due to pent up anger. Not towards you, of course. But there’s actually something about him being annoyed pretty hot, get it?
• Oral is a good getaway when he’s feeling extra spicy. Skateboard is pretty easygoing with both the concept of receiving and giving, anything will be fine with him. When it comes to you giving him head, don’t think that Skateboard will just stay there and let you take your sweet time teasing him. Once you’re used to the pace you have set with it, this bastard will just use that mouth of yours as if it’s a fleshlight. Pardon him for being a bit rough, his grip was just that strong all of the time even when he’s just guiding your head. He knows how to keep his noise down thankfully, or else it’ll get complicated to explain. As for when it’s your time to receive, then you’re in for a good ride because he will make you scream as if that’s his ultimate goal. What a jerk. Skateboard also has a tongue piercing. Go wild with that information, he knows exactly how to use it to make your legs shake
• Have you seen Skateboard going slow and steady to follow the rules with no resentment hinder on his smile out of free will before? Only in a dream? Yeah that’s basically the whole point of it. You’d be out of your mind when assuming that he will provide you the intimate slow lovemaking. If that’s what you really think, then you’re thinking about the wrong guy here. Fast and rough is his entire moto sweetheart. He’s rushing yet also throughout with it, which makes it convenient if you want a quickie that can satisfy you in a limited time. By the time he’s done, you can’t really stand up straight on your legs due to how rough he is. Skateboard’s pace can even get animalistic as he gets carried away pretty easily the more he is thrusting into you, so makes sure to tap him or give him a sign whenever it feels a bit too much, because it can get overwhelming if you’re not used to his pace yet
• Skateboard is pretty much a teaser, if you know what I mean. Does edging you for his own amusement as he deny your orgasm consider as teasing? Probably, right? Well either way, you already know how much of a nuisance this guy can be. There is no way he will just let you get what you want unless he can’t really hold himself back. Dirty talk is his thing after all, and also playing dumb on purpose just to rile you up. He can be so insufferable from times to times, especially when you’re playing hard to get - then he will play you hard too, in his way. If he can’t tease you with his tongue, he always has a backup plan to torture you with his touchy physical gestures. If you try to keep up with him, be ready because Skateboard will do the hell out of you once he has his chance
• Oh you bet your ass this guy will wreck you from when the sun goes down and the moon comes up for who knows how long. His stamina is insane. A mere three or four rounds are possible for him to get to. You definitely have to mentally prepare yourself or decide on a safe word because his limit might be your demise. Hell, he can just finish — let’s make the assumption of a third round — with you, and the next thing you know is that he is still as energetic as ever. He’s a real adrenaline junkie as he gets off it that after all. Skateboard is like a bull, his endurance is questionably high as he also regains his strength back pretty quick. It makes you wonder if all the Playground folks are this much of a horndogs. When you tell him that, it just draws out a cocky smirk on his face as he knows he has left quite the impression on you at that point
• Hard to be the one breaking your bubble there sweetheart, but honestly if you expect some sort of princess treatment aftercare like an obvious thing afterwards, then you’re at the wrong address. Skateboard would simply go for a cigarette for himself or stay still for a moment before talking to you like how he usually does again. If not, then he will just pass out immediately. At the very least, he does offer you a glass of water to rehydrate sometimes as well as asking if you want some takeout. If you want something, you have to tell him. He doesn’t understand that aftercare is such an important thing because life at Playground is too casual and fast paced. Of course, Skateboard will hear you out willingly one you have spoken up about your needs once you have reminded him, so don’t worry much
Note: I think I’m powercrept my own headcanons at this point due to how long they are (°▽°) Compared to the older ones, yikes-