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Chapter 8
by
Coy-toy
Would you ever take such a lopsided deal?
Never make a deal while horny
If you were in your right state of mind, you would never agree to that deal. Just for the chance of cumming in this sissy’s toying mouth, which you could probably do anyway if you really wanted, you would possibly give up complete control to your wickedly sadistic friend? You should have realized the trap you fell into, how you couldn't even have won against her while so distracted. But you are not in your normal state of mind... the little sub quickly and expertly got you into such a horny haze all you could think of was taking the first and obvious chance to cum.
“Deal! Let’s just start already!” You grit out, surprising a moan at Nathan’s teasing tongue.
Emma lets out a chuckle that should have warned you of the setup... but you just tried to focus through the haze into winning. Unfortunately, the sissy would occasionally switch from focusing on your tip to a full deepthroat bob, distracting you at every key moment. The first game lasted under two minutes, the second not even 45 seconds... both painfully quick losses. And with that, Nathan stopped sucking on your tip and leaned back, cementing your lost last chance to cum.
“Awwwww poor Cory. Well you know what that means! Sissy, go get my bag, time to adorn the new Chastity cuck.” The sissy licks his lips and goes by the front door where Emma left a large bag. “Now Cory, one week under lock and key... unless you want to up the bet?”
You groan in frustration. Of course she wants to push it... after all Emma never thinks small. “What do you have in mind?”
Nathan comes back with her bag, handing it to her before kneeling infront of you again. She pulls out the chastity cage, a plastic pink one that matched her sissy’s.
“First let’s lock that up, then discuss the deal... Twerp? Would you do the honors?”
Apparently he had swung by the kitchen and grabbed a piece of ice when he got the bag. This was all way too planned out to be coincidence... He began rubbing the ice on your throbbing cock, until it was **** somewhat painfully to shrink down. Emma then handed the sissy the cage and lock, which he slid onto your now soft cock and locked away.
“Awwww you two match now!” She giggles, which only causes more grumps of frustration for you. “So the deal...”
What else could you lose to lopsided wagers?
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Bdsm adventures
Stories of bdsm, from the realistic to the fantastic. Formerly called Latex Adventures.
This is an area for multiple types of adventures with themes focusing on different aspects of BDSM. So far paths currently include a human zoo, going to a fetish club, bondage wrestling, horror stories, erotic bets, and so much more. Writers of all kinds welcomed!
Updated on Feb 14, 2026
by Coy-toy
Created on Dec 7, 2017
by Coy-toy
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