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Chapter 5 by regulus regulus

What do you say next?

I want you to be the first person I have sex with

"I want you to be the first person I have sex with" you tell Mike.

He just sits there looking confused. "The first? Don't you mean last?"

"Well that too" you admit.

"Wait, you've never fucked anyone?" He says in disbelief. "Like, you're a virgin?"

"That's generally the accepted definition of a virgin" you say sarcastically. You are starting to get annoyed.

"Whoa" he says in amazement. "I just assumed you were getting laid by all those girls you used to hang out with. But I guess you were just their gay friend. I never knew. But can't gay guys get laid super easily? I mean how hard is it to convince a guy to have sex?"

"It's easy, if you don't care who you have sex with. But I want my first time to be special. I've always wanted it to be with you, Mike. I want to join Mike's Cherry Club" you confess.

"Hmm," he says. He gives it a quick think. Then he shrugs nonchalantly and says "ok."

"Reall..." you start to say but are quickly cut off as Mike practically pounces on you, pushing you back on the bed. His lips pressed against yours. And he's not just kissing you. He's making out with you. His tongue explores your mouth and intermingles with yours. His hands roam over your body. They find their way up your shirt, rubbing your stomach.

You are taken by surprise. This is your dream come true, but you never thought it would happen. You aren't one to miss your opportunity though. You start kissing him back and soon your hands explore his body too.

He finally breaks his kiss with you to take off his shirt. As he struggles to pull his tight T-shirt over his head, you ask him "why all of a sudden? I thought you were straight?"

"I am straight," he says after getting his shirt off. "But I didn't know you were a virgin. I have a personal policy never to pass up a chance to take a virginity." He starts unbuttoning your shirt. "I've never had another guy's virginity be offered to me so I had never given the idea of taking a guy's virginity any thought before. But it's a policy that has always served me well." He finishes unbuttoning your shirt. He sits you up, removes your shirt and undershirt. "I pride myself on the fact that I've never failed at taking a virginity when I found out about it, and I'm not about to break that streak now." He pushes you back down on the bed and lies on top of you. "And I figure, if I'm going to do it, I should do it right. I'm going to give you the full Mike Deflowering Experience™."

"The only thing I ask" he continues, "is that you don't cum because I don't want you dying on me, ok? We'll try to figure out how to keep you alive permanently in the morning." You nod. "Just enjoy tonight" he tells you. You nod again.

You feel the bare skin of his chest and stomach against yours. It is heaven. His muscles are well defined. Strong pecs, thick biceps, and washboard abs to die for. He grinds his hips against yours. Even through your pants it feels amazing and you find yourself hard in no time.

Your hands grope his back. You find them going lower and you squeeze both his butt cheeks through his pants. "My god" you think. His ass is to die for. His hands also go lower.

"Let's get these off" he says between kisses. His hands go to your belt and he easily undoes it. He unbuttons your jeans and zips down your fly. He spreads the front of your jeans open, exposing your tighty whities. His hand darts in and starts rubbing the bulge in your underwear. He lightly squeezes your balls and massages your erect shaft.

"Very nice" he says sincerely. You know your dick is pretty small. Only about 4.5 inches when fully erect and not very thick, so you really appreciate the compliment. Mike was a nice guy like that.

He undoes his own pants, pulling them down around his thighs. You see a bulge in his boxer briefs. It is quite impressive. He once again grinds his hips against yours. This time feels even better. He rubs his fabric covered junk against yours sending waves of pleasure through your body. You can tell he's not even hard yet.

You run your hands up and down his abs. They are hard and muscular and quite possibly the most divine thing you have ever touched. He kisses you again, his tongue dancing with yours.

Soon he stands up and kicks off his jeans. He pulls down his underwear and you see the biggest dick you have ever seen outside of porn swinging between his legs. Your jaw drops and you can't help but stare at it. He let's you get a nice long look.

"My pride and joy. Just wait till you see it hard" he says giving you a smirk. Well at least you now know where he got his cocky attitude from.

He gets on the bed, kneeling between your legs. He hooks his fingers around the waistband of your tighty whities. "And now our feature presentation" he says with a huge grin on his face. He slowly pulls them down, giving himself a nice teasing reveal. Once they clear your balls, he pulls them all the way off. He uses both hands to stretch them by the elastic, then let's them snap as they go flying across the room. "Don't need those anymore" he chuckles.

He bends over and in one smooth motion, he takes your entire cook in his mouth, one of the few perks of having a small one. You let out a groan. He only gives it a couple sucks then stops.

"Can't have you cumming" he says. And he was right. After a week without cumming you were on a hair trigger. A few more sucks and you were going to blow. "I've never sucked another guy's dick before," he says, "but you know what? I think I liked it. I look forward to sucking your dick in the future and once we got you fixed up, I might even let you come in my mouth" he says with a mischievous grin.

Mike sits up on the bed. He pulls you up with him. "I need you to warm me up a bit first" he whispers to you. You sit their, unsure of what he means. He puts his hands around the back of your head and pulls your head downward. You have no idea what he is doing, but he's much stronger than you and he pulls your head down into his crotch.

"Oh" you think when your mouth gets inches from his dick. You really are inexperienced about this, but you can certainly see Mike's experience showing. He's obviously done this many times before.

His dick is draped over his balls, completely flaccid. Your dick is still rock hard and it's a sudden reminder to you of what a good friend he is. He's straight but willing to do this because you want it so bad. You grab his dick with your hand. It feels so much bigger than your own. You rub it back and forth. The skin feels silky soft. You open you mouth and put it in. Well as much as will fit in. It's still a lot more than he had in his mouth, but you still feel like it's just the tip. And the girth already stretches your mouth wide. You can't imagine it fitting when it's hard.

But you do the best you can. You suck as much as you can, massaging it with your tongue. You stoke the part you can't fit in with your hand. You had always dreamed of this. You still can't believe it is actually happening. Soon it starts to react. You feel it getting bigger. It gets even longer. While your mouth feels full to the brim, there is still a lot you can't fit in and you stroke the exposed shaft with both hands. It gets wider too. Your lips are stretched. You know not to use your teeth but there is nothing you can do to stop that now. And yet it still gets harder and longer and fatter. And you keep on sucking the tip and stroking the shaft.

Soon his hips start bucking back and forth. His cock is ramming itself into your face. You instinctively try to pull away, but he puts his hands on your head, forcing you to stay down. His cock goes deeper, into your throat. You try to suppress the urge to gag. He's moaning, ramming harder and faster. You can barely breathe. You try to pull away, but his powerful arms hold you down. With one final thrust he pushes into you. His cock feels like it's down your throat even though there is a lot of it still outside your mouth. You literally can't breathe now. He let's out an enormous moan and just holds himself there. You feel his cock twitching and you can feel his sperm shooting into your throat. You are left with **** but to swallow. You still can't breathe and he's holding you tight. You start to feel yourself black out, but just before you do, he pulls his cock out and you take a few huge gasping breaths.

"Sorry about that, Jake" Mike says. "I can get carried away sometimes. That was just supposed to be a warm up. Good thing I always have multiple cums in me."

You sit there trying to recover. That was intense but also the most erotic thing you have ever experienced. You're pretty sure you loved it.

Mike reaches into his night stand and pulls out a bottle of lube. He squirts some on his dick, rubbing it up and down and all over it. "Jesus" you think. "He's still hard." Now that you get a good look at it you figure it must be at least 8 inches long, and at least 2 to 3 times as thick as yours.

He then turns to you and pushes you back on the bed. He kneels between your legs and puts your feet on his shoulders. He squirts some lube on his fingers. Those fingers quickly find your anus. He rubs lube on it then slowly slides a finger in. The feeling is like nothing you have ever experienced before. Soon a second and then a third finger join.

After a little bit he removes his hand and repositions himself. He grabs each of your legs which are over his shoulders with his hands to steady himself and you feel something pushing against your anus. Something big. Your eyes go wide.

What do you do?

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