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my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

Roommate gets home from the bar

Roommate gets home from the bar

my_sissycaptions

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

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

my_sissycaptions

Your last change to back out

Your last change to back out

my_sissycaptions

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

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

my_sissycaptions

Gambling isn't your only addiction anymore...

Gambling isn't your only addiction anymore...

my_sissycaptions

Girlfriend owed a lot of money...

Girlfriend owed a lot of money...

my_sissycaptions

Why am I still doing this?

Why am I still doing this?

my_sissycaptions

You got pantsed

You got pantsed

my_sissycaptions

Trying to get free drinks at the bar

Trying to get free drinks at the bar

my_sissycaptions

Your roommate was a total tech freak...

Your roommate was a total tech freak...

my_sissycaptions

You remembered one trick

You remembered one trick

my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

Your rookie mistake

Your rookie mistake

my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

He told you that you were a good girl

He told you that you were a good girl

my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

What kind of sissy are you?

What kind of sissy are you?

my_sissycaptions

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

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

my_sissycaptions

It was just an ordinary night in your dorm

It was just an ordinary night in your dorm

my_sissycaptions

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

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

my_sissycaptions

She was out of your league

She was out of your league

my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

Of course, this isn't gay

Of course, this isn't gay

my_sissycaptions

Did you delete that video?

Did you delete that video?

my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

It's normal on the first time

It's normal on the first time

my_sissycaptions

You bought it when you were desperate...

You bought it when you were desperate...

my_sissycaptions

i'm so glad it happened too 🤭

i'm so glad it happened too 🤭

my_sissycaptions

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

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

my_sissycaptions

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

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

my_sissycaptions

That's why you love being handcuffed

That's why you love being handcuffed

my_sissycaptions

As soon as he put his cock in...

As soon as he put his cock in...

my_sissycaptions

Dressing up for my friend from work was so exhilarating

Dressing up for my friend from work was so exhilarating

my_sissycaptions

Put it in your mouth...

Put it in your mouth...

my_sissycaptions

No bro, trust me...

No bro, trust me...

my_sissycaptions

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

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

my_sissycaptions

You lost a bet against your roommate...

You lost a bet against your roommate...

my_sissycaptions

The Girls sleepover

The Girls sleepover

my_sissycaptions

New job | By PuffyPink

New job | By PuffyPink

my_sissycaptions

Your social media is important

Your social media is important

my_sissycaptions

Frat initiation

Frat initiation

my_sissycaptions

The best game ever invented

The best game ever invented

* T O P L I S T * T O P L I S T *