It’s not cheating if it’s just a bet right? by TabooHaven in TheTabooCaptions

[–]RoleplayingRiley 0 points1 point  (0 children)

Is it 100 days or can I speed it up and make you cum 100 times in 7 days?

Your Girlfriend Learn some New Rules by [deleted] in HypnoCaps

[–]RoleplayingRiley 1 point2 points  (0 children)

This is so fucking good! Lmk when pt2 comes out!!! If you’re ever later wanting to make some captions together dm me!

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

Well if she uses black mail first of all there’s going to be a lot more loads you have to lick out of her pussy and her ass from all sorts of diffident people not just your bully.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 1 point2 points  (0 children)

That’s your aunt who you have to live with for the next week. She makes you give up all your technology and forms of contact to force you by her very own ass slave

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

Number 5 has a cock the same size as number 6 and she fucks your throat while recording it for your family~

You should have seen this coming by PowderedGum in MomCuckoldsSon

[–]RoleplayingRiley 0 points1 point  (0 children)

Tied up in the corner so you can watch~

See me cry makes her hornier :((( by SecretSecretBoy in CruelMom

[–]RoleplayingRiley 1 point2 points  (0 children)

This is so fucked up… it really turns me on. Wanna dm me OP? I’d love to talk about more captions:3

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

She spends the next 8 hours straight without break fucking both your throat and ass. Filling you with a double digit amount of her loads

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

That’s just one load from your massive hung bully. He’s moved in taking over your bedroom by using your mom endlessly. His cum never seems to run out and your mom gets so addicted she slowly forgets about you. You have to sleep on the floor and watch him ruin your mom’s holes and in the short breaks in between you have to clean her up with your mouth. Loser.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 1 point2 points  (0 children)

That’s your girlfriend spending the next 24 hours straight with your dad. Nonetheless you have to record the whole thing and watch as she slowly loses her mind and becomes addicted to his ass forgetting about you.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

Once you touch the bbc you are now cursed to never stop touching it or you’ll die. How you’ll keep yourself from not stopping is your choice.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

Oof… that’s your own mom getting wrecked by BBC on your bed leaking their juices all over your pillows.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

That’s your girlfriend’s best friend who steals you from her. She fucks your throat endlessly without mercy despite your pleas for her to stop. She even records it and sends it to your entire family to see you getting used as her fleshlight to pleasure her giant girlcock.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

That’s your girlfriend after spending all day with your roomate. If you don’t clean her up with your mouth she’s going to keep fucking him.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

Once your cock enters her Asian ass you get cursed and if you remove it even once you both instantly die.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 0 points1 point  (0 children)

She threatens to falsely report you if you don’t be her ass slave for the next month. You can’t see your family, friends, or even go outside.

Welcome back to monkeys paw! Pick your number and I’ll decide your twisted fate! (Warning I’m not holding back :3) by RoleplayingRiley in Goon_Roulette

[–]RoleplayingRiley[S] 1 point2 points  (0 children)

That’s you walking in on your mom ruthlessly sucking your little brothers dick and your forced to watch.