First Anal

You take a long shower in the morning, making sure to clean yourself thoroughly before you drive over.

"Open up, dude." You knock on the door.

"Morning," he opens the door with a glass of milk in hand, and you remember that you haven't eaten anything yet.

"Oh, shit, could I get some breakfast?"

He flashes you a devious grin as he fishes out a condom. "Half an hour, and your breakfast will be all ready."

"Ewwwwwww! That's fucking gross, man! I was just hoping for some cereal," You try to push past him, but he takes the opportunity to bend you over the couch.

"For cereal you need milk," He pulls your pants down and gives you a hard slap.

"Ow! What the fuck was that for?" SLAP!

"The first one was for being a bad boy, and the second for speaking without permission."

"Get the fuck off me!" SLAP! By now your ass is burning with pain, but at the same time you can't deny how hard all of this had made you. You could easily get up - Bob's only holding you down with one hand - but you're far too horny to do so. Besides, best to get it over with as soon as possible.

"I'd have worn a belt if I had known you'd be such a naughty boy today. I don't think we can continue until you apologize!"

"Oh yeah? Make me!" You taunt, getting in the mood yourself. But you know what that means. SLAP!

"You know, I think I'll actually go take a belt from dad's closet."

"No! Please! I'm sorry!" You laugh, unable to keep acting serious.

"Oh, you think this is funny?" He tries to keep up his dominant persona but he too breaks down laughing.

"Come on then, tough guy. Take my virgin ass." You beg when you've both recovered.

"Damn, if I new you was so slutty, I'd have done it long ago!" He pulls your pants down. You try to peek over your shoulder when you feel the absence of his touch, but you can't see anything. If you had to guess, he's probably slipping his condom on. Horny, you try humping back into him, hoping for at least some stimulation.

But when you feel his monster cock pressing against your rear you freeze, shivering in anticipation.

"And in we go," With an XL rubber and a huge grin, he pushes in. Slowly, he stretches you with his girthy tool, giving your virgin pucker time to adjust. It's a bit painful, but nothing crazy. Actually, on some level it feels pretty good. Deeper and deeper he goes, exploiting you with sensations you've never felt before. You're so tight it starts to feel more and more uncomfortable until your muscles clench down on his member as hard as they can, desperately trying to **** him out. Recognizing your pain, he ceases his ****.

"How's it feel?" He teases.

"It's a mix," You admit. "You're all the way in, right?"

Bob's response is to laugh. "I though you knew me better than that? You wanna find out what all the way in feels like?"

"Don't you fucking dare!" You whole body tenses up, bracing itself for the coming pain.

Thankfully, it doesn't come. Slowly, Bob continues his advance, taking at least another minute before he's balls deep in your tight back. He gives you another pause and you try your best to relax, though of course you can't.

"What's the matter, bro? You look like you have a stick up your ass!"

"C'mon, let's just get it over with."

"What a fucking mood killer, man! I think you're going to have to get me horny before we continue."

"Find a fucking porno!"

"Oh damn, bro, I'm getting soft!" He teases, "looks like we're going to have to start over again later."

"Fucking limp dick," You mutter to yourself.

"What's that? I can't hear you."

"I said, oh yeah, that's a fucking machine you have on you!" You grit your teeth and start grinding back into him. Your own cock dry humps the couch as you do so, providing you with a lot more motivation. "Your cock is so fucking sexy, man, it's better than anything I've seen online!"

"You like checking out cocks online, do you?"

"Oh yeah," You giggle as Bob starts pumping into you, "why do you think I watch so much blowjob porn? Fuck those dumb dykes, I only care about those beautiful cocks!"

Your dirty talk seems to have an effect as you notice your friend picking up the pace. He squeezes your soft ass hard, driving you wild with lust. As if at odds with your brain, your muscles desperately squeeze, futilely trying to **** him out and deny you your bliss. Soon you can't help but moan as every rub on your prostrate sends shockwaves of pleasure through your body.

By the time Bob orgasms, you're not even sure you want it to end.

"God, your ass is so tight, bro!" His voice cracks with pleasure. "I'm gonna cum! I'm gonna cum in your virgin ass!"

"Oh fuck yeah! Give me my breakfast daddy!" You screams as your buddy's dick spasms, the rubber collecting all his seed.

Exhausted, he collapses onto you, tipping you over the arm and face first into the couch. You love the feel of his chest on your back, the feel of his defined muscles heaving as they recover. But you're still horny.

You push him off and he collapses into the couch, too tired to move.

"Oh fuck, they don't tell you how much it hurts in the pornos! ...Aw, what's the matter? Is big daddy out of energy after just five minutes?" You tease, running a finger along his spine.

"That's it. Next time I'm not taking any pity on you..." He grumbles, weakly trying to shake you off.

"That's right, next time you better give me an orgasm." You seductively reach down under his stomach and pull the condom off, appreciatively swishing it back and forth. Then, seeing that he's still not moving, you stick a finger inside, getting it all nice and wet before presenting it to Bob's mouth. "Have you ever tasted yourself?"

"Fuck you," He grumbles again, pushing you away.

"Ha, I wasn't going to waste it on you anyway." You try to make yourself look as sexy as possible as you sit down on the table before him and spread your legs wide. "Oh fuck yeah," You moan as you stick the finger inside, finding your prostrate for the first time. With your other hand you pour the remainder of the condom into your fist and start jacking off, doubling your ecstasy.

Bob just lies there with a smile on his face watching you get off, too tired to do anything else. You find yourself determined to put on the best show you can, moaning loudly and stretching wide, giving him the perfect view. The perfect view of the long cock he's sucked. The perfect view of the tight butt he's just fucked. The memories are too much - you blow your load right on Bob's face.

"Dude!" He jumps up in shock.

"Ha ha! Looks like someone finally got their energy back!" You point to Bob's bouncing boner.

Lustfully, cum running down his face, he approaches you and hikes your legs up in the air, lining his dick up with your quivering pucker.

"Uh uh uh." You whisper huskily, his face inches away from yours. "What's the next challenge?"

You smile as you catch a drop of cum from his nose, then deviously lick it up. The way you're teasing, he can't think straight. Hopefully he chooses something advantageous too you.