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Gambling Problem

Sissy Caption Stories

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The bet didn’t really involve your girlfriend, she just wanted to let you know what happens when you lose. Next time they’ll be getting more than just a view'

The bet didn’t really involve your girlfriend, she just wanted to let you know what happens when you lose. Next time they’ll be getting more than just a view

Would you do that for your buddy?'

Would you do that for your buddy?

Still straight though~♡'

Still straight though~♡

The taste of your cum still in my mouth. I owe you 50 dollars or we can bet again and I’ll bet my pussy. What’s the bet?'

The taste of your cum still in my mouth. I owe you 50 dollars or we can bet again and I’ll bet my pussy. What’s the bet?

The first 5 slaps sting, the next one makes you burst. Say 'Yes daddy' if you crave that sweet sting. Only eager cumsluts can slide into my DMs'

The first 5 slaps sting, the next one makes you burst. Say 'Yes daddy' if you crave that sweet sting. Only eager cumsluts can slide into my DMs

Curiosity has consequences, sissy. Are you brave enough? 🫦'

Curiosity has consequences, sissy. Are you brave enough? 🫦

His friends had nothing but good things to say about me last night 🥰'

His friends had nothing but good things to say about me last night 🥰

Dare to Dive into Desires?'

Dare to Dive into Desires?

From Bully to Daddy: A Sissy's Wild Ride'

From Bully to Daddy: A Sissy's Wild Ride

You loving going to gym now'

You loving going to gym now

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