Sissy Captions

Browse the most recent sissy caption pics.

Does Mistress’s Strapon Make You Nervous?
Does Mistress’s Strapon Make You Nervous?
4 7
avatar
healyj36 yes, Mistress, i'd love one!
BiBri I'm looking more nervous now Mistress - is that disobedient enough?
Taking Turns Pegging a Slave’s Ass and Mouth
Taking Turns Pegging a Slave’s Ass and Mouth
4 3
Kathereenkay I've always dreamed of being violently repeatedly pegging by a group of women wearing oversi...
FemdomsRule Now that sounds very entertaining! Lets make it happen :)
avatar
Adultbabyfaggotgurl That's all happened to me before by my ex girlfriends and their friend's female friends and ...
Sissy Wishes She Was Her
Sissy Wishes She Was Her
1
You Wanted My Strapon! Now Quit Crying!
You Wanted My Strapon! Now Quit Crying!
5 18
avatar
Sis Bill Yes please Mistress all of it thank you
avatar
Adultbabyfaggotgurl I always cry when women hump my tight little asshole with their big fat long strapons , it a...
avatar
Douglas t. Gugel aka tiny dick sissy faggot wimp My stepmother and my ex girlfriends dressed me up like a sissy gurl in dresses and panties a...
Happy Holidays from Sissy Rachelle
Happy Holidays from Sissy Rachelle
1 1
theCOCKroach .......(πŸ€”πŸ˜†forgot what i was going to type.. lol)..Oh yeah! Happy Holidays! πŸ™ƒπŸ˜πŸ˜˜β€
Sissy Will Learn to Love Lingerie
Sissy Will Learn to Love Lingerie
3 2
bimbo sissy angie this sissy looooves lingerie
FemdomsRule Time for dress up!
Sissy is About to Get Double Teamed
Sissy is About to Get Double Teamed
3 2
wannabesphcuck Holy shit yes! Yes! Yes!
avatar
clitpik Thank you mmmmmmm
Effeminate Sissy Boi Humiliation Caption
Effeminate Sissy Boi Humiliation Caption
3
Happy New Year from Sissy Miss Buttercup
Happy New Year from Sissy Miss Buttercup
1
Chastity Devices Make Boys Nicer
Chastity Devices Make Boys Nicer
2 2
avatar
Matt8 I need put in chastity.
avatar
FranziskadevTV Thank you for following sissy Franziska and her activities .... For your pin YES chastity i...
Sissy Webcam Trainers
Pull Out Your Sissy Cock and Compare
Pull Out Your Sissy Cock and Compare
2 2
avatar
tinyppsissywimp That's embarrassing I'm not even a quarter of that when I'm fully erect ! The balls on that ...
Micromatt I wanna fuck her with my 3 inch etection
Sissy’s New Wig Arrived Today!
Sissy’s New Wig Arrived Today!
5 1
mark456234 I'D SUCKKK IT, SAAALURP !!! β€οΈπŸ˜πŸ‘…πŸ’¦πŸ€€πŸ’¦πŸ‘…πŸ˜β€οΈ ;-O..... ... .. .
Your Sissy Duties Aren’t Over Till He Cums
Your Sissy Duties Aren’t Over Till He Cums
2 1
avatar
Sissychrissy Oh yes the cum is why I exist.
Sissy Porn Caption: Sissy Gets Taught a Lesson
Sissy Porn Caption: Sissy Gets Taught a Lesson
2
Penis Ratings
Grab a Sissy by the Hips
Grab a Sissy by the Hips
2 1
avatar
bcvegas4u FUCK ME. FUCK ME. FUCK ME.
Sissy Had His Cherry Popped!!!
Sissy Had His Cherry Popped!!!
1
Sissy Boy Faggots Must Become Sexy Hungry Sluts
Sissy Boy Faggots Must Become Sexy Hungry Sluts
3 2
avatar
bredbottom Yes we should!
Reblogging or Liking This Means You’re a Sissy Bitch
Reblogging or Liking This Means You’re a ...
7 3
jdhartil Of course I am a sissy bitch!
Fem Sissy Never would of guess hehehe
avatar
Jamie460 Have been for 40 years!
Show your penis to women online
Did Someone Take Sissy’s Panties?
Did Someone Take Sissy’s Panties?
3
avatar
Fuzzboi Pathetic fag!
Fem Sissy Yes he is lol
mark456234 I'D SUCKKK IT, SAAALURP !!! β€οΈπŸ˜πŸ‘…πŸ’¦πŸ€€πŸ’¦πŸ‘…πŸ˜β€οΈ ;-O..... ... .. .
Sissies Repeat After Me
Sissies Repeat After Me
2 4
avatar
bobbi luvscock i am a sissy faggot!
avatar
andrea dilly I am a sissy faggot !
avatar
Juliegurl1 I am a sissy faggot
You Never Wanted to Be a Man, Sissy!
You Never Wanted to Be a Man, Sissy!
2
My Strapon Will Make You My Bitch
My Strapon Will Make You My Bitch
2 2
avatar
kevs5150 please please
Sissycumhole Oh yes. please.
Tell Mistress You Want Her Strapon in Your Ass
Tell Mistress You Want Her Strapon in Your Ass
2
Feeling a Man Filling Your Sissy Ass Caption
Feeling a Man Filling Your Sissy Ass Caption
1
Reblog if You Want to Be a Sissy Bimbo
Reblog if You Want to Be a Sissy Bimbo
2 2
avatar
poubrian Would Love to have some fun with you!
Lanysass i dress like this each night

Top


By using this site you agree you're a legal adult.
ADVERTISE·CONTACT·DMCA
PRIVACY·RULES·TERMS·FAQ·2257
Copyright © 2025 · Freakden

RTA