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Chapter 21
by 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," You swiftly recite from memory the challenge you had prepared.
"Sounds tasty," Bob wipes some more cum from your forehead and then smears it all over your aching prick, still millimeters away from its target.
"C'mon, let me fuck you again?" You plead.
"Just like that?"
"Just like that."
"No condom?" He teases.
"Please?" You beg.
"No."
You're about to take him anyway, but sensing your intentions Bob shoves you backward with his feet, sending you sprawling into the couch.
"And don't think I'll go so easy on you next time!" Your friend calls as he makes his way upstairs.
I never knew blue balls could hurt this bad - that's all you can think about as you spend the rest of the day hanging out with Bob. Then just when you think you can sneak in a quick wank your friends Mike and Tony invite you to go out with them.
Walking feels even worse, and you have to actively fight with yourself not to readjust in public. And it certainly doesn't help that when you guys finally find a place to sit, Bob keeps teasing you with his foot under the table. Every dirty look you flash him just gets you a devious smile in return.
You're not sure how long you can take this - you need to try and figure out what to do.
What do you do?
From Friend to Girlfriend
Sexual game changes your sexual preference
Updated on Feb 28, 2025
by knight26
Created on Feb 14, 2006
by boywearspanties
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