Fuck him hard.

“Y-yeah, I think so.” Dex says, apprehensively, but he moves his hips again on the toy.

“Good boy.” You stroke his hair again then stand up off the bed. “It's an easier position for most guys to start doggy.” You don't know if that's true, but you've heard it, and you really just want to get off in his ass.

“Ok, if you think that's best.” He's eager, but definitely nervous. He gets up into a kneeling position and reaches out to pull you into a kiss. You oblige him for a fast deep kiss before climbing up on the bed behind him.

“Go forward and rest on your hands,” you direct Dex, and he complies. You're treated to a view of his taut brown bubble butt, vibrator still buried inside. You pull it out, slowly, and Dex lets out a little gasp of loss. You ask him for the lube, and he grabs it off the bedside table for you. You quickly slick up your throbbing erection, then test Dex's hole with your fingers. The muscles around his entrance are still quite firm, but you can feel that he's been opened up a bit by the toy. You squeeze some lube onto your finger and press it in, gently. “Push back on my finger like you're trying to keep it out. Don't clench.” Dex nods over his shoulder and follows your instruction. Your index finger slides in fairly easily. You stroke your finger in and out a few times then add some more lube and firmly press two fingers in. Dex inhales, but accepts the two fingers pretty well. With one hand, you line up the head of your raging cock against Dex's hole. You can feel the wrinkled flesh tense a little against your cockhead, then relax. “Ready?” you ask as you stroke Dex's lower back reassuringly.

“Yeah,” Dex breathes out. His eyes are closed, and his whole body is braced for the intrusion.

Without further hesitation, you push forward. The sensation is exquisite as the head of your hard penis parts the tight entrance of Dex's ass. Once the head is past the tight ring of muscle, there's little resistance to further intrusion. You barely hear him moan as you watch the length of your shaft slowly disappear into his body. Dex does well pushing against you to ease your entry, and your hips and thighs come to rest against the backs of his thighs and dark beautiful ass. You just take a moment to appreciate the hot tight flesh squeezing your cock, and your fingers kneed the hard flesh of Dex's asscheeks. “You ok?” you spare him a moment of consideration. He nods, and you notice a fine sheen of sweat is developing on his back and shoulders. It makes his lithe muscles appear even more defined.

You test Dex's ass by pulling halfway out, and he breathes out a soft whimper. You push back into his hole more slowly, and he lets out a light moan, but he doesn't protest. He's ready. You take his hips firmly in your hands and repeat, gradually increasing the speed of your thrusts. Dex's whimpers and moans blend into soft high-pitched moans every time you thrust into him. Finally, you're fucking this kid.

Dex lifts his upper body enough to reach down and behind himself. He slides his fingertips on either side of his hole so he can feel your cock as it moves in and out of him. “Fuck...” his newness is endearing.

“Exactly,” you chuckle. You look down and make sure to burn the image into your mind of your cock retracting and disappearing into his dark tight hole over and over, faster and faster. Then, you slide your hands from his hips, up his sides, and encourage him lift himself up. He complies, and you reach around to twist his nipples firmly. His head lolls back against your shoulder as he searches for a kiss. You lower your head to meet his lips and plunge your tongue in authoritatively. You increase the **** of your thrusting, rocking Dex's body with each intrusion. He moans into your kiss, and his body writhes against yours.

You find Dex's hand and move it to his cock, bouncing proudly out front as you fuck him. You both stroke him for a short time as he really starts to acclimate to being fucked. He establishes a good rhythm stroking himself and thrusting his hips back against you, making a soft wet slapping noise each time your hips slam against the firm meat of his asscheeks. His hole is still deliciously tight, but it's surrendered to your cock and become a perfect hot smooth receptacle for your fucking. You decide to take back control of the situation and break the kiss, pressing his shoulders so he goes back down on all fours. You hold his shoulders firmly, and use them for leverage to fuck him even harder. His moans grow more ****, and you feel the muscles of his ass working around your shaft.

It's perfect. Dex's moans of mixed pain and pleasure are exactly what you fantasized about this week, not expecting to ever actually hear them. His body is literally quivering with the strain of being roughly fucked by you. “Come for me,” you order him, and you start driving your cock into him as hard as you can. Dex's moans become whines, and you feel his ass constrict. You momentarily worry that it's literally too much for his virgin ass to take, then he lets out the loudest, longest whine so far and mostly collapses onto his arms. You realize that he came, and his quivering hole starts to fight you. It's enough, and after a few more pumps, you loudly moan “fuuuuuuuck” and let yourself explode into Dex's hole. You intensely feel each spurt of semen as you fill up his stretched, exhausted ass.

You finish your last few thrusts and realize Dex is gasping. You were a bit rough on the boy. You rub his back gently, as you pull your still hard cock out of his ass. “That was so good...” You part his asscheeks with your thumb and forefinger to get a look at your cum seeping out of his messy, stretched hole. Then you roll to your side, gingerly and caress Dex's back. “Everything ok?”

Dex rolls half onto his side to face you. “Um, yeah. It was kinda... intense.” Yeah, you went hard on him. You place your hand on his hip and lean in for a gentle kiss. Dex meets you, kissing back tiredly.

You pause the kiss to say, “Just like girls, the first time is almost always a bit intense. But it'll get easier and better every time. I'm more than happy to help you practice, again.” you smile warmly, hoping to pull him out of his reverie and think of your dick in his ass as a good thing.

“Um... maybe... Mister.” There's a playful lilt to his tired voice. “Can we cuddle?”

“Yeah, we can. Just...” You reach over his body and grab a few tissues from his bedside table. You quickly wipe off your still half-hard penis, then wiggle a wad of tissues down into the cleft of his butt. Dex stiffens a little as you shallowly wipe out his abused hole. “Aw, when you feel that, tomorrow, just imagine I'm still inside you.” You give Dex a kiss on his temple, and you both slide under his covers. He snuggles his back into you. You wrap an arm around him and big spoon him until you're both asleep.