Let Him Be

You decide to take pity on him and just let him be. You know how bad blue balls can hurt from past experiences. And besides, you don't want to risk your friends catching you. Who knows what they would say if they knew what was going on between the two of you.

The next morning Bob looks crisp and chipper as he opens the door for you. You fuck around for a little bit, but it isn't long before you decide to play.

It's last to cum wins today, but after all the sex the two of you have been having, you're both as soft as a grandpa, and no matter what you do or say to each other, neither of you can get it up. You need to figure out some way to get Bob to cum first, but you're at a loss. Then Bob takes the remote and switches the porn to shemale. You raise an eyebrow, but don't say anything.

He browses until he finds a scene of a 'girl' that looks suspiciously similar to you.

"Does this shit get you hard, bro? This is exactly what you looked like when I railed you yesterday." He teases.

"Oh fuck," You've suddenly gone from 'ice cold' to 'I'm about to cum' in a span of ten seconds.

"Yeah," Bob picks up his pace, "look at that face of ecstasy. That's the face of a girl who knows how much she likes having a rock solid cock up his ass."

"Fuck!" You writhe in torment as you squeeze your pelvic muscles, desperately trying to fight back.

"It's OK, girl. No need to pretend. I can feel how horny all this shit is making you, all you need to do is let go. C'mon, show me how much you want my cock and let go. Just let go, and daddy will give you breakfast every morning."

"Oh fuck!" You let go, cascading cumshots onto your stomach that feel more like waves of relief.

"That's alright, don't blush," He laughs, "After trying my alpha cock once, anyone would react the same way."

"Fuck you," You breathe, "I can't believe I lost again."

"Awww, don't pout," he traces a finger over your lips, "maybe the real winner was the cocks we fucked along the way."

"Fuck you," You repeat, but with no conviction at all. Actually, maybe losing wasn't so bad. After all, I'll be getting fucked by Bob again, and I'll be dressing up like a girl again - what's there to be upset about?