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by HovercraftMajestic51 from my_sissycaptions

I didn't mean to go to his place after the club

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by HovercraftMajestic51 from my_sissycaptions

He wasn't the first guy who would mistaken you for a girl

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by HovercraftMajestic51 from my_sissycaptions

Roommate gets home from the bar

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by HovercraftMajestic51 from my_sissycaptions

My bud becomes super aggressive the longer he doesn't have sex

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by HovercraftMajestic51 from my_sissycaptions

Your last change to back out

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by HovercraftMajestic51 from my_sissycaptions

My roommate said it's not gay if i'm wearing a skirt

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by HovercraftMajestic51 from my_sissycaptions

Gambling isn't your only addiction anymore...

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by HovercraftMajestic51 from my_sissycaptions

Girlfriend owed a lot of money...

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by HovercraftMajestic51 from my_sissycaptions

Why am I still doing this?

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by HovercraftMajestic51 from my_sissycaptions

You got pantsed

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by HovercraftMajestic51 from my_sissycaptions

Trying to get free drinks at the bar

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by HovercraftMajestic51 from my_sissycaptions

Your roommate was a total tech freak...

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by HovercraftMajestic51 from my_sissycaptions

You remembered one trick

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by HovercraftMajestic51 from my_sissycaptions

Your bud was drunk, and bet you $500 that you couldn't make him

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by HovercraftMajestic51 from my_sissycaptions

You made a bet with your friends that you could pass as a girl

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by HovercraftMajestic51 from my_sissycaptions

Your rookie mistake

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by ApprehensiveFox6771 from my_sissycaptions

If you need a friend to sick your cock im rigth here

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by HovercraftMajestic51 from my_sissycaptions

Your friend bet you $100 you couldn't take his dick for more

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by HovercraftMajestic51 from my_sissycaptions

He told you that you were a good girl

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by HovercraftMajestic51 from my_sissycaptions

Last time was supposed to be the last time...

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by HovercraftMajestic51 from my_sissycaptions

You have swallowed enough cum, the next slutty thing to try is...

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by HovercraftMajestic51 from my_sissycaptions

What kind of sissy are you?

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by Jade-Anna from my_sissycaptions

I was really drunk one night... | By Golfsissy

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by HovercraftMajestic51 from my_sissycaptions

It was just an ordinary night in your dorm

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by HovercraftMajestic51 from my_sissycaptions

"Dude stop messing with me, i'm busy"

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by HovercraftMajestic51 from my_sissycaptions

She was out of your league

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by HovercraftMajestic51 from my_sissycaptions

Trust me bud, this doesn't make it gay...

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by HovercraftMajestic51 from my_sissycaptions

I lost a bet snd had to blow one of my friends...

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by HovercraftMajestic51 from my_sissycaptions

Your stroke buddy convinced you to dress up for a roleplay...

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by HovercraftMajestic51 from my_sissycaptions

Of course, this isn't gay

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by Jade_Anna_VanVliet from my_sissycaptions

Did you delete that video?

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by HovercraftMajestic51 from my_sissycaptions

I can't thank you enough for doing this for me, bro!

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by HovercraftMajestic51 from my_sissycaptions

Stop now, or there is no going back...

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by HovercraftMajestic51 from my_sissycaptions

It's normal on the first time

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by HovercraftMajestic51 from my_sissycaptions

You bought it when you were desperate...

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by CursedBanana6 from my_sissycaptions

i'm so glad it happened too 🤭

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by HovercraftMajestic51 from my_sissycaptions

Your bro's are helping you become more manly...

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by Jade-Anna from my_sissycaptions

Your best girl friend in college encouraged your transition...

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by HovercraftMajestic51 from my_sissycaptions

That's why you love being handcuffed

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by HovercraftMajestic51 from my_sissycaptions

As soon as he put his cock in...

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by HovercraftMajestic51 from my_sissycaptions

Dressing up for my friend from work was so exhilarating

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by HovercraftMajestic51 from my_sissycaptions

Put it in your mouth...

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by HovercraftMajestic51 from my_sissycaptions

No bro, trust me...

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by HovercraftMajestic51 from my_sissycaptions

Told you, I wasn't lying about the size of my dick

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by HovercraftMajestic51 from my_sissycaptions

You lost a bet against your roommate...

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by HovercraftMajestic51 from my_sissycaptions

The Girls sleepover

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by Jade-Anna from my_sissycaptions

New job | By PuffyPink

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by HovercraftMajestic51 from my_sissycaptions

Your social media is important

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by HovercraftMajestic51 from my_sissycaptions

Frat initiation

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by HovercraftMajestic51 from my_sissycaptions

The best game ever invented

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by HovercraftMajestic51 from my_sissycaptions

How does it feel, sissy?

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by HovercraftMajestic51 from my_sissycaptions

Invited by my friend after his date ghosted him

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by HovercraftMajestic51 from my_sissycaptions

You made a bet with your female collegae, who can get the most

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by Jade_Anna_VanVliet from my_sissycaptions

Truth or Dare

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by HovercraftMajestic51 from my_sissycaptions

This is not how you expected your first meeting with your jerkbud

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by HovercraftMajestic51 from my_sissycaptions

Beg daddy to unload his cum, sissy

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by HovercraftMajestic51 from my_sissycaptions

You lost the size bet

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by HovercraftMajestic51 from my_sissycaptions

Growing up with a sister was difficult

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by HovercraftMajestic51 from my_sissycaptions

He took EVERYTHING

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by HovercraftMajestic51 from my_sissycaptions

Daddy knew it long before you did, sissy

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