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CuriousSissyCaptions

1

No Going Back... Never...

Sissy Sissy Caption Sissy Slut sissycaption

Keep Exploring

Old_Competition_5792

It was an offer you couldn’t refuse'

It was an offer you couldn’t refuse

sissycaptions

Letting your straight bud Use your face to Dump his load.'

Letting your straight bud Use your face to Dump his load.

sissycaptions

You Can't Deny It'

You Can't Deny It

sissycaptions

Reap your rewards'

Reap your rewards

sissycaptions

A Perfect Last Minute Gift for that Hard-to-Shop-For Buddy:'

A Perfect Last Minute Gift for that Hard-to-Shop-For Buddy:

sissycaptions

No one cares. Relax for once!'

No one cares. Relax for once!

sissycaptions

The Morning After Going Full-On Sissy With Your Bud:'

The Morning After Going Full-On Sissy With Your Bud:

sissycaptions

Exciting_Skin5716

Do you Know That Feeling?'

Do you Know That Feeling?

sissycaptions

Exciting_Skin5716

It seems he didn't believe?'

It seems he didn't believe?

sissycaptions

Old_Competition_5792

You can't imagine a day without hot delicious load'

You can't imagine a day without hot delicious load

sissycaptions

Start the New Year Strong'

Start the New Year Strong

sissycaptions

stoak_too

He always knows how to make you feel better'

He always knows how to make you feel better

sissycaptions

B4BD

Such a great first date!'

Such a great first date!

sissycaptions

stoak_too

Officer down'

Officer down

sissycaptions

B4BD

You wanna be a good girl for her, right?'

You wanna be a good girl for her, right?

sissycaptions

Exciting_Skin5716

He's so Mean Sometimes... But you're ok with that...'

He's so Mean Sometimes... But you're ok with that...

sissycaptions

Old_Competition_5792

I’m sure you would look great in her clothes'

I’m sure you would look great in her clothes

sissycaptions

Finally accepting who you are really opened up doors for you'

Finally accepting who you are really opened up doors for you

sissycaptions

Old_Competition_5792

Money doesn’t bring happiness, but cocks sure does'

Money doesn’t bring happiness, but cocks sure does

JamieSissyCaption

It's truly mind-altering'

It's truly mind-altering

sissycaptions

WhateverLetMePostPls

Your friend knows you better than you know yourself'

Your friend knows you better than you know yourself

sissycaptions

Unusual-Promise9733

?You’re just their toy?'

?You’re just their toy?

sissycaptions

Old_Competition_5792

Your neighbors are actually cool'

Your neighbors are actually cool

sissycaptions

Hung roommates are the best'

Hung roommates are the best

sissycaptions

It's just some head....right?'

It's just some head....right?

sissycaptions

You can go out in public soon!'

You can go out in public soon!

sissycaptions

sluttycocksuckr69

2025 year for sissy goals'

2025 year for sissy goals

sissycaptions

Exciting_Skin5716

Oh... Ok...'

Oh... Ok...

GOONED

Loud-Ferret-8698

Unexpected New Year’s Resolution'

Unexpected New Year’s Resolution

sissycaptions

Old_Competition_5792

Next time be careful…'

Next time be careful…

GOONED

Old_Competition_5792

Would you consider taking those pills?'

Would you consider taking those pills?

sissycaptions

It's a great position!'

It's a great position!

sissycaptions

Exciting_Skin5716

And you're Take another one, lol'

And you're Take another one, lol

sissycaptions

Old_Competition_5792

The best birthday party ever!'

The best birthday party ever!

sissycaptions

Old_Competition_5792

Now you can play with his „joystick” all day'

Now you can play with his „joystick” all day

sissycaptions

Exciting_Skin5716

The reward won't be long in coming'

The reward won't be long in coming

sissycaptions

You would if no one knew, so...'

You would if no one knew, so...

sissycaptions

Exciting_Skin5716

Keep pretending you don't want to)'

Keep pretending you don't want to)

sissycaptions

Sure?)'

Sure?)

sissycaptions

Just Do It'

Just Do It

sissycaptions

Exciting_Skin5716

You have to Know That Feeling'

You have to Know That Feeling

sissycaptions

When you're here forget about your hang-ups'

When you're here forget about your hang-ups

sissycaptions

sissy-slut-emily

Please show me exactly like this ... ?'

Please show me exactly like this ... ?

sissycaptions

WhateverLetMePostPls

POV: You really do have a funny bone'

POV: You really do have a funny bone

LittleCaprice

Old_Competition_5792

Now you want to celebrate Halloween every day…'

Now you want to celebrate Halloween every day…

sissycaptions

Your Bully is a Person Too'

Your Bully is a Person Too

sissycaptions

You're not safe from captions'

You're not safe from captions

sissycaptions

Exciting_Skin5716

Agree?'

Agree?

sissycaptions

You aim to please'

You aim to please

sissycaptions

Old_Competition_5792

Oops, next time be careful what you throw away'

Oops, next time be careful what you throw away

JamieSissyCaption

Lvibu

You're her sissy whore forever now?'

You're her sissy whore forever now?

SissyCaptionStories

You're not as strong as you thought'

You're not as strong as you thought

SissyCaptionStories

doesn't take long for me to take the dress off'

Doesn't take long for me to take the dress off

FapWiz

Old_Competition_5792

Every day, you can’t wait for your girlfriend to leave for work'

Every day, you can’t wait for your girlfriend to leave for work

SissyCaptionStories

EllieLinx

Little secret…'

Little secret…

SissyCaptionStories

FapWiz

The most important thing is what kind of people surround you'

The most important thing is what kind of people surround you

sissycaptions

Old_Competition_5792

Cum is the strongest drug'

Cum is the strongest drug

SissyCaptionStories

accepting bf applications now <3'

Accepting bf applications now <3

Femboys4real

am i pretty?'

Am i pretty?

TransGirlsCum

Sissy Tips! How to Make New Friends and Fit In at Work:'

Sissy Tips! How to Make New Friends and Fit In at Work:

sissycaptions

locked_in_desire

Flat cage out, you can now be ruined!'

Flat cage out, you can now be ruined!

RuinedOrgasms

The four stages of cock addiction'

The four stages of cock addiction

stillstraightcaptions

Not gay for my roomate to worship my fat cock after a few drinksn'

Not gay for my roomate to worship my fat cock after a few drinksn

GOONED

Schooled….'

Schooled….

PeggingCaptions

OFcheeky_couple

NSFW: Hand Holding'

NSFW: Hand Holding

Pegging

Keeping his ass stretched out to always take my fist'

Keeping his ass stretched out to always take my fist

GirlsFistingGuys

who needs clothes?'

Who needs clothes?

FapWiz

Am I the reason for your masturbation today'

Am I the reason for your masturbation today

FapWiz

Chastitycouple666

I love reminding you that you’ll never fuck a pussy again ??'

I love reminding you that you’ll never fuck a pussy again ??

FapWiz

Meet: The Modern 'Straight' Whiteboi'

Meet: The Modern 'Straight' Whiteboi

BNWO_Captions

I wish I could post videos like this on TikTok'

I wish I could post videos like this on TikTok

tiktokporn

Want to get fucked on the bed like that'

Want to get fucked on the bed like that

Pegging

bvntlove

Stepsis Droped Towel Infront Of Stepbro'

Stepsis Droped Towel Infront Of Stepbro

NSFW_Caption

FapWiz

Becoming a real Sissy Girl...'

Becoming a real Sissy Girl...

SissyCaptionStories

FapWiz

People very often confuse "gay" and "some fetish"'

People very often confuse "gay" and "some fetish"

stillstraightcaptions

Whyisthequesti0n

Get ready to taste that load'

Get ready to taste that load

CEIcaptions

I love women!'

I love women!

stillstraightcaptions

on your knees like a good slut ?????'

On your knees like a good slut ?????

sissycaptions

Kissing lessons'

Kissing lessons

stillstraightcaptions

FemboyWannaSuck

Still straight if you are a white femboy'

Still straight if you are a white femboy

stillstraightcaptions

2005 geeky girl looking to make a man over 35 cum'

2005 geeky girl looking to make a man over 35 cum

onlineSugar

MelodyFluffington

I take it so well, I think i'm ready to be spit-roasted'

I take it so well, I think i'm ready to be spit-roasted

FapWiz

WhateverLetMePostPls

Bottling your urges up is not the way'

Bottling your urges up is not the way

sissycaptions

Milking my prostate?'

Milking my prostate?

FapWiz

Not gay if I'm a heavy sleeper and had no idea bro (rp)'

Not gay if I'm a heavy sleeper and had no idea bro (rp)

GOONED

OFcheeky_couple

Every time you get fucked, your asshole turns more and more into a pussy'

Every time you get fucked, your asshole turns more and more into a pussy

Pegging

bttmbb20

OMG Finally ?'

OMG Finally ?

CumFromAnal

Old_Competition_5792

There are hundreds of men with full balls waiting for you'

There are hundreds of men with full balls waiting for you

SissyCaptionStories

I know I’ve been good when daddy lets me cum first?'

I know I’ve been good when daddy lets me cum first?

GOONED

Old_Competition_5792

Your roommate is so helpful'

Your roommate is so helpful

SissyCaptionStories

4'10" Japanese MILF/hotwife is trying to figure out how m4ny gallons of bull cum her pussy can harvest in a calendar year so far she's at 1.5 gallons and craving more'

4'10" Japanese MILF/hotwife is trying to figure out how m4ny gallons of bull cum her pussy can harvest in a calendar year so far she's at 1.5 gallons and craving more

Cuckold

Would you e-date me on discord? You gotta break the ice tho im shy ?'

Would you e-date me on discord? You gotta break the ice tho im shy ?

EGirls

Out they pop'

Out they pop

AussiePorn

Amateur Doggystyle'

Amateur Doggystyle

DoggyStyle

What do you think I am Colombian?'

What do you think I am Colombian?

latinas

Fuck this toy feels good in my chubby pussy'

Fuck this toy feels good in my chubby pussy

chubby

Content-Print2477

born in 1989... am I too old?'

Born in 1989... am I too old?

ThickThighs

i'm a 18yo who never had a bf, u taking my v*rginity or cuddling w me?'

I'm a 18yo who never had a bf, u taking my v*rginity or cuddling w me?

rapeandsexfantasies

Fine-Investigator203

I think with buying this ''outfit'' i got my sexier instincts win!'

I think with buying this ''outfit'' i got my sexier instincts win!

BabesNSFW

Think_Professor_2676

Your curvy... wet... babydoll :)'

Your curvy... wet... babydoll :)

OnlyfansAddict

Teasing my petite asian body right after gym, can you see the progress?'

Teasing my petite asian body right after gym, can you see the progress?

AthleticBabes

la_skinny

Do you like my messy pussy?'

Do you like my messy pussy?

bigclit

Can I be your passenger princess?'

Can I be your passenger princess?

FapWiz

(f)53 Happy Thanksgiving. Would you have me for dessert?'

(f)53 Happy Thanksgiving. Would you have me for dessert?

40plusGoneWild

I luv rub my V before lunch'

I luv rub my V before lunch

girlsmasturbating

Aggravating_Show5576

His favorite cum slut'

His favorite cum slut

cumsluts

I wanna be someone’s trans femboy bf ?'

I wanna be someone’s trans femboy bf ?

FemBoys

Savoring that first penetration'

Savoring that first penetration

HugeDickTinyChick

what I’m doing when I tell my friends I’m busy'

What I’m doing when I tell my friends I’m busy

girlsmasturbating

Motor-Draw-4737

I'm hoping this is inviting enough.. ?'

I'm hoping this is inviting enough.. ?

Slutzys

Let's spend all day edging you while you nurse from my breast'

Let's spend all day edging you while you nurse from my breast

gentlefemdom

Titty Thursday, come play with them'

Titty Thursday, come play with them

Yologirlsnetwork

babyprincesskai

This is how you say hello in Japan!'

This is how you say hello in Japan!

AsiansGoneWild

Just a little bit closer to me'

Just a little bit closer to me

pussy

RylerinCa

Happy Monday first 5 people to comment on this today gets a free day pass to my onlyfans….'

Happy Monday first 5 people to comment on this today gets a free day pass to my onlyfans….

FapWiz

i know you want to touch my teen body'

I know you want to touch my teen body

DaddysLilGirl

Miamiaxof

Megumin (Miamiaxof) [Konosuba]'

Megumin (Miamiaxof) [Konosuba]

rule34

I love covering myself'

I love covering myself

GirlsFinishingTheJob

Brilliant-Quiet4096

yes, you are allowed to cum on them'

Yes, you are allowed to cum on them

Babygirl

CrissJay

Liza'

Liza

Bellissima

Juicy asian lips'

Juicy asian lips

vagina

NeitherVersion2518

how i would pick you up<3'

How i would pick you up<3

RealPublicNudity

My favorite scene of hers'

My favorite scene of hers

JessieRogers

Khmaibabe

come here hoe'

Come here hoe

SnowBunnys

Is my booty big enough for an 18yo'

Is my booty big enough for an 18yo

RateMyAss_

bvntlove

Stepdaughter Used to Make Video with Stepdad'

Stepdaughter Used to Make Video with Stepdad

NSFW_Caption

Your goth Asian girl next door'

Your goth Asian girl next door

bigtiddygothgf

ThatIndianCouple69

My chubby Indian tits are extra juicy today'

My chubby Indian tits are extra juicy today

chubbyasians

Renee Rea - Forbidden (2002)'

Renee Rea - Forbidden (2002)

softcorenights

At the end of the day you are just another fucktoy'

At the end of the day you are just another fucktoy

FemaleInferiorityCap

HealthCareHottiee

The cherries are back for your Monday enjoyment'

The cherries are back for your Monday enjoyment

workgonewild

my milkshake brings all the boys to the yard ? (oc)'

My milkshake brings all the boys to the yard ? (oc)

RealHomePorn

Ok-Selection9999

The best threesome ever, and it was all thanks to his big dick!'

The best threesome ever, and it was all thanks to his big dick!

HomemadeNsfw

Wake to a dream girl'

Wake to a dream girl

Angie_Faith

Ando aburida, me califican?'

Ando aburida, me califican?

ArgNSFW

Ok_Jellyfish_3491

When you see I'm still a virgin, woulld you take it easy on me...? [F18]'

When you see I'm still a virgin, woulld you take it easy on me...? [F18]

18_22

I just need a friend ?'

I just need a friend ?

NSFW_Caption

ForMyFemAndBiSide

Sucking your bud's cock while your friends watch... sounds kinda exciting'

Sucking your bud's cock while your friends watch... sounds kinda exciting

GOONED

Homewear LookBook now on YouTube!'

Homewear LookBook now on YouTube!

FapWiz

mrtecta

sazon'

Sazon

BoltedOnBooty

dataadiva

I need tips on getting attention from older guys'

I need tips on getting attention from older guys

Booty_Lovers

I'm a Dumb Bimbo Toilet Cleaner'

I'm a Dumb Bimbo Toilet Cleaner

ToiletHumiliation

Mmwashot

I've decided to stop having sex with your father'

I've decided to stop having sex with your father

NSFW_Caption

Scarlet-is-here

I need a guy who believes in “the messier, the better”'

I need a guy who believes in “the messier, the better”

gothsluts

Taking her'

Taking her

Tori_Black

dvang07

Mercedes Regina in ‘Perdiendo Mi Virginidad 3’ [Enhanced 60fps]'

Mercedes Regina in ‘Perdiendo Mi Virginidad 3’ [Enhanced 60fps]

WatchItForThePlot

Scarlet-is-here

Forgive me father, for I have sinned'

Forgive me father, for I have sinned

gothsluts

She's Perfect!'

She's Perfect!

NotInThePussy

MyyWay

Every hole fucked'

Every hole fucked

doublepenetration

Doggy style makes me cum so hard'

Doggy style makes me cum so hard

Orgasms

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