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Chapter 21 by GuerrillaShark GuerrillaShark

What's the next challenge?

Anal, No Condom

"Let's jerk each other off and first to cum loses and then we'll do anal no condom," Bob talks so fast its like he's reciting from memory.

"Sounds tasty," You wipe some more cum off of his forehead and then smear it all over his aching prick, still a few tantalizing millimeters away from its target.

"C'mon, let me fuck you again?" He pleads.

"Just like that?"

"Just like that."

"No condom?" You tease.

"Please?" He begs.

"No."

As soon as you see the look on his face you can tell that he wants to take you anyways. But you react first, shoving him into the couch.

"And don't think I'll go so easy on you next time!" You call as you climb the stairs, making sure to sway your ass back and forth as you do so.


After being left denied and frustrated, Bob keeps acting off for the whole day. You catch him rubbing himself whenever he thinks you aren't looking, and more than once you see him grimacing in pain when trying to stand. Looks like I gave him a severe case of blue balls.

You're beginning to think of ways that you can use this to your advantage when your friends Mike and Tony call asking if you guys want to hang out.

You decide to keep teasing Bob, making dirty jokes and brushing against his skin every chance you get to discreetly do so. When you guys get a table, you make sure to sit opposite so that you can play footsy with his crotch. Bob for his part is clearly uncomfortable and flashes you a poisonous look on more than one occasion. You wonder if you should keep up your **** or take pity on him.

What do you do?

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