The trouble with faking sleep

Dex left the door cracked, so you're a little nervous about whether they'll hear you if you cum, plus you're awfully warm and cozy right now and it's making you drowsy. Plus, while you didn't have a ton of rum, it wasn't nothing.

One second you're lying there trying to be quiet, and the next you're drifting awake to a dark room, looking around in confusion trying to guess what woke you. Then you realize you must've slept a long time because it's Dex coming into the bedroom and shutting the door behind him. You're lying there kind of watching him in the light coming in around the door jamb, while he puts his phone on the charger and strips down to his boxers. The next part you don't see coming at all, until it's happening: Dex comes over to the head of the bunkbed but instead of climbing up the ladder to his own bunk he pauses there, looking down at you and making you wonder if he can tell you're awake.

Then the stunner. He climbs right into bed with you, just like when you were both eleven or something and used to alternate nights at each other's houses. "Hey, Birdie," he says a little dreamily when you look at him in confused surprise. "I'm sorry about earlier," he says, stroking one hand up your arm and shoulder. "I didn't mean to make you feel rejected. And your poor phone—" Dex pauses, and now your heart is pounding a hard bassline you can feel all the way down in your cunt—because the thing he just stopped to contemplate was, his hand, touching your bare breast.

Your nipple stands up under his fingers, and he tweaks it idly, not even seeming to notice when that makes you squirm against him. "You're naked," he tells you, seriously, as if you might not have realized.

"How high are you, Teddy?" you ask him.

"Less than earlier," he says. "Is it annoying?"

"It's fine," you say, partly because you can't think of other words right this second, since now that he's twisted to face you, you think you feel his penis actually touching your belly through his boxers and it's short-circuiting your cognitive function. "Um, though I am a bit curious what exactly we're doing right now," you add. "Also, where's Scottie?" You're a little curious how he's faring. "Did things go okay?"

"Yeah, actually," Dex says, sounding... happy about it? "Nobody's more shocked than me. He fell asleep but we were going to talk to you in the morning. We think let's not go home yet. We had an idea."

He still hasn't remembered to take his hand off your bare breast right now, but he's continued idly twiddling with the nipple, with the general effect of this being that it's hard to pay attention to his actual words because your cunt has resumed its **** throb of unmet need. "Can I ask you something?" Dex asks, breath warm on your ear.

You just nod, because now you're positive you can feel his erection pressing against you and even though any second he's going to say or do something to totally ruin it, you're sort of savoring how deliciously arousing this is till then.

"Would you have let things go all the way earlier, down by the water?" he asks, surprising you. "Would you have had sex with me?"

"Yeah, probably I would have," you hear yourself saying, and then feel your face flush red. "Why?"

"Would you have with him, if he were the one who came down to see you?"

You don't answer for a second, which makes him reevaluate the question. "Sorry," he says. "I didn't mean that quite how it probably came off. I just was trying to say, I didn't understand before how badly you're hurting for some company of that sort, and I'm reconsidering my earlier reaction. I got so in my head about it, earlier."

"Reconsidering?"

"Mm," he says contentedly. "Now that I've been talking to Scottie for hours like old times and I'm in a really weird, kinda good, mood... I can't stop thinking about how disappointed you were earlier." Dex shrugs. "Maybe it's inevitable, with people as close as us. That we'd hook up someday. Maybe it's nothing to be so afraid of."

"Maybe," you agree cautiously, trying to decide whether this conversation is about to lead to sex and if not, whether the distortion it introduced to your general baseline arousal level is going to be permanent. "Just to clarify... are you trying to ask me to have sex, Teddy?" you ask when you fail to think of a less dorky way to word that. In your defense, right now your heart is knocking so hard in your chest that it's distracting you from remembering how to breathe.

"Yes," he says. "And it's not that I didn't want to earlier, I did, but I needed some time to let the idea settle. Do you still want to?"

There's a belated moment of confused excitement before you reply, while you decide whether it's wrong to say yes when he's a little high. Except you really don't want to lose this chance. And isn't it so, so much better for either of you, to do this kind of thing with somebody you can trust completely? "Yes," you say, and then Dex leans in to kiss you in the dark.

"God, I love you," he murmurs into your mouth, and then your whole body is yielding to his lips and his hands because you trust your best and oldest friend's judgment and he just decided for you both how right this feels. You dedicate yourself to the kiss, your arousal building on its previous foundation and roaring through you. You've been wanting this long enough that you aren't about to just let it go by unclaimed.

You offer to stop only once after that, probably just token virtue-signaling on your part, because you want this too badly to actually be the one to stop things. Dex doesn't take you up on it. He's too interested in what is going on with your body every time he touches one part of you and it produces some reaction elsewhere in you. He shimmies out of his boxers there under the covers and then it's just you and him and his precum-smeared erection.

You linger in his kisses, content to let him lead, but it doesn't take much of that for you to be so overly worked up that you find yourself spreading your legs, in case that gives him any bright ideas what to do next.

And it does. Dex positions himself on top of you, his hard length grazing lightly against your thighs, and you reach down to guide him to your sex, half shocked to realize that you have finally arrived at that one momentous instant you've been obsessing over so hard the last year.

With your help Dex gets a little purchase, and you pant underneath him as he begins to press inside your soaked cleft.

You can hardly believe this is finally happening, at long last. It feels like some kind of amazing dream, the way Dex is pushing the head of his cock against your wet folds, and now your hungry sex is yielding to him, your petals parting to admit the first inch or so of his stiff pressure inside you.

That's a wrap on your virginity, anyway.

You don't ask him to stop and put on a rubber. Maybe it's that this long-awaited encounter feels a little surreal now that it's finally happening. Or maybe at heart you're just a reckless, hedonistic slut, because the intoxicating sensation of him sliding into you with nothing at all between you is so absolutely eclipsing that you're much closer to climax than you would be in a solo session.

Because you've been through all the sex ed stuff. It's not out of ignorance that you keep going, knowing you're not on the pill, and knowing how bad the consequences could be for letting this just happen... it's only, you've been waiting so long for this, and it feels exciting, and good, and right.

So you say nothing, as he pushes his stiff length inside you, penetrating you deep enough now that it hurts a little, because he's thicker than your fingers and he's deeper now than you can easily reach on your own. It hurts, a little, but you're above mortal concerns like vaginal pain just now, because you can see a little of his expression in the dark, and you have always wanted someone to put his hard cock inside you and look at you like that, like your cunt is the answer to every question he ever asked.

Dex continues pressing inside you, until he's fully hilted, your bodies mashed together at your place of union because there's no part of his length that isn't buried inside you at present. You both pause for a moment to acclimate to each other.

"This feel okay?" he asks, and you nod, a little dazedly.

"Me too," he says, a little shyly. "I've never been with a girl. I didn't know just how warm and tight and perfect you'd feel."

You really want to know what that means, has he had sex with any boys and he didn't tell you? But some other time you can do that asking, because Dex has his whole full penis all the way inside you right now and that kind of warrants your whole full attention.

"I love you, Teddy," you whisper, and he pulls out experimentally so he can plunge himself back inside you. Really nothing you could have done to prepare yourself, could have simulated how it feels for a real person who loves you, to have his real penis embedded deep inside you, and for that person to start moving it in and out, sliding easily between your soaked walls and making that pinching pain in your cunt recede, as you pant and curl your hips toward him.

You kind of don't care anymore, how objectively stupid it is, if you let him cum inside you. You want to know how that feels. And probably it'll be fine.

The two of you find a rhythm pretty readily, after he gets you moving with him, and soon you're both breathing hard and rutting against each other in an increasingly aggressive cadence as he begins to pound into you with real intent.

You fuck intensely a couple minutes like that, your bodies slapping together with the impact every time you complete a stroke together, and then there's a slight change as his movements slow and he's stroking into you with long thrusts. "Fuck," he gasps, "I really thought I could last long enough for you to finish—"

He shuts up abruptly when you pull him into another kiss and curl your legs up around his back. You feel a slight change in pressure as Dex pushes suddenly deeper, jamming his cockhead hard against your cervix and groaning at the same time that his balls and cock both begin to throb.

Your whole body comes alive, then, when his wet heat bursts into you on the first pulse and you feel the exciting, terrifying thrill of letting your best friend dump a couple hundred million sperm deep inside you. "Oh god," Dex murmurs into your kiss, when he feels your cunt spasming wildly on his still spurting member. The first wave of your climax rolls through you, making you throb all over with dangerous pleasure at the primal risk of what you're doing.

He continues thrusting into your depths with short, hard strokes, while you whimper and moan beneath him. "You feel amazing," Dex groans a few seconds later, as his final spasms subside and his seed begins to overflow your creamed cunt.

Well. You might've just let your stoned best friend knock you up, which probably wasn't smart. But nobody can take away what a phenomenal, unexpected first time this was. "So do you," you pant, as the two of you come to a gradual stop.