Anal, No Condom

You wake up from your nap in the evening, but Bob is still asleep. You light up a smoke and start flipping TV channels until he wakes.

"How do you feel?"

"I don't Aaaaaah..." He yawns, "I don't know I just woke up. What do you care?"

"Wanna see if you're ready for round 2," You're joking, of course, but you're surprised to feel yourself stir at the smile he responds with. What do I care? You wonder why you bothered asking your question. It's not like I don't know the answer. Two days ago your relationship had been so strained you were just thinking of ways to try and keep him as a cum dump, but today you suddenly care about his feelings?

"Or maybe I wanna see if you're ready to eat a proper meal. It's already 7 O'clock, you know." You inform, glancing down at your watch.

Hungry, he starts to rise, with obvious discomfort, but halfway up he reverses course and pulls the blanket protectively over himself.

"I'm naked!"

"No shit. What, did you want me to dress you in your PJ's?" He gives a helluva cute blush and pulls the blankets tighter. "I don't get it - what's your problem?"

"I'm naked!" Silence. So what? "You need to bring me some clothes."

"Boy, I've seen you butt naked every single day this summer and now you're trying to tell me you're embarrassed about it?"

"But - but that was different! We were both naked! And I just woke up - and I... I... you don't know how I feel!" The more he talks, the redder his face colors, until he hides it under the blanket.

Completely stunned at this behavior, you bring him some clothes from upstairs. He pulls out a hand from under the blanket to accept them, and then stares at you expectantly.

"What?" You've no idea what he wants.

"I'm naked!"

"Third time's the charm. I think I'm starting to understand."

"Turn your ass around! I can't dress with you watching me," he explains.

Your mouth actually gapes open, but you do as he asks. Is this what happens to all men when they get ass ****?

He gives a little cough when he's done, and the two of you finally order something to eat. You insist on paying for the full meal, which you enjoy over more TV as Bob still isn't up for anything else.

You almost fall asleep again by the time you get a call from your mother asking why you're not home at 2 in the morning. Shit! As you stand in the doorway getting ready to leave, you pop the question. No, not that question!

"I want to feel you bare in my ass next time." Bob proposes.

"Oh? And what are we going to do if you win?" You tease.

"Oh! Uh..., I meant I want to be bare in your ass next time." He sheepishly adds, well aware that you know he is lying, but not confident enough to drop the facade.

The next day, Bob is still sore as you start playing. You both give up any pretense of watching the porn, instead openly admiring each other as you wank. It's pretty obvious he isn't trying at all, only pretending to complete your ritual. Nothing comes out of your dick as you win, your testes having been drained dry by a month of orgasms. Bob doesn't even notice, and when you inform him he doesn't bother arguing, simply letting go of his cock, saying he wants to save his orgasm for tomorrow.

At night, you find yourself wondering about your relationship. You think about the way you protectively took care of him, and how right it made you feel. But Bob's a guy! Can I really feel that way about my best friend? It's obviously not just a game anymore - we had sex! Wait - does this make him my boyfriend? Or are we just friends with benefits?