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r/sissycaptions
About 9,030 results (0.13 seconds)
u/ZZnoD
u/FeedNess
u/Dazedzepplin
u/wafflewizurd
u/secretsissyslutSarah
u/SubservientMan
u/sissybratviolet
u/Sissyboy3313
u/Sissy-City
u/OpenAccountt
u/Fursandcockks
u/BeckHerrera
u/badlover997
u/Traditional_Union690
u/Submissive_Toy2
u/Straight_But_A_Sissy
u/PulsePassionMedia
u/lanasmain
u/GreekKratos
u/F1rmDaddy
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Are You Going Balls Deep 🤤🤤
5mo ⋅
OpenAccountt
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r/sissycaptions
Cock Got Your Tongue?
11mo ⋅
ZZnoD
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r/sissycaptions
Break your brain sissy cum from cock
1yr ⋅
Scarface112
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r/sissycaptions
Careful!
1yr ⋅
ZZnoD
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r/sissycaptions
You Won't Need Any of That, Silly!
1yr ⋅
ZZnoD
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r/sissycaptions
It's not gay if it’s only the tip...right?
7mo ⋅
Traditional_Union690
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r/sissycaptions
Just as I planned
7mo ⋅
badlover997
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r/sissycaptions
What You Need
1yr ⋅
ZZnoD
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r/sissycaptions
Chaturbate: Come and play right now!
Now
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Ad
Time to Choose, Sissy
9mo ⋅
ZZnoD
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r/sissycaptions
Dress like a girl
10mo ⋅
FeedNess
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r/sissycaptions
Your Favorite Weekends
11mo ⋅
ZZnoD
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r/sissycaptions
Don't deny it sissy
11mo ⋅
smollhol
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r/sissycaptions
Cock Goes In; Brain Turns Off
11mo ⋅
ZZnoD
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r/sissycaptions
Well...?
1yr ⋅
Sissy-City
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r/sissycaptions
Want To Cum Slut, Do It Right 😈😈
5mo ⋅
OpenAccountt
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r/sissycaptions
You’re doing your community a favor
8mo ⋅
sissybratviolet
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r/sissycaptions
Stare and read sissy
1yr ⋅
aubreyluvsss
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r/sissycaptions
You Want a Roommate that will Make You Moan, Right?
1yr ⋅
ZZnoD
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r/sissycaptions
Not final stage
10mo ⋅
FeedNess
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r/sissycaptions
A sleepless sleepover
7mo ⋅
Peanutbutter_Ambrose
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r/sissycaptions
Oops 🤭
9mo ⋅
wafflewizurd
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r/sissycaptions
Would you?
1yr ⋅
Sissy-City
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r/sissycaptions
Right dress
10mo ⋅
FeedNess
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r/sissycaptions
I need it!!
1yr ⋅
SissyCuckieWannabe
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r/sissycaptions
Be his Toy!
1yr ⋅
ZZnoD
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r/sissycaptions
Failed boy but an amazing girl 😈
3mo ⋅
scarlette_maroon
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r/sissycaptions
Become a sissy whore for older men
1yr ⋅
Sissyboy3313
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r/sissycaptions
Are You Excited For It?
1yr ⋅
ZZnoD
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r/sissycaptions
Why is this so important?
2wk ⋅
PulsePassionMedia
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r/sissycaptions
Be confident.. it will happen..
1yr ⋅
Bankster081
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r/sissycaptions
Do you have a SISSY buddy?
5mo ⋅
applechipmoon
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r/sissycaptions
Your alpha-male buddy turns you into a cocksucker
6mo ⋅
bubble_gumbitch
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r/sissycaptions
The only sex I want!
1yr ⋅
secretsissyslutSarah
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r/sissycaptions
Would you taste it? 😜😋
1yr ⋅
2thamewn
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r/sissycaptions
Chaturbate: Come and play right now!
Now
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Ad
What would you choose?
1yr ⋅
Sissy-City
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r/sissycaptions
All alone in the streets part 2 :)
11mo ⋅
Camillaaa333
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r/sissycaptions
Your Workload is Huge Now
1yr ⋅
ZZnoD
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r/sissycaptions
Do it
1yr ⋅
a-new-sissy-
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r/sissycaptions
100% NOT GAY, just a service fee + tip (friend’s tip) 😏
6mo ⋅
BeckHerrera
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r/sissycaptions
Who loves eating delicious hot thick cum?🤤💕🙋🏼♀️
1yr ⋅
sissyjos
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r/sissycaptions
???
6mo ⋅
Ocreamy4
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r/sissycaptions
Important processes
10mo ⋅
FeedNess
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r/sissycaptions
Do I?
1yr ⋅
Fursandcockks
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r/sissycaptions
This is your fate.
9mo ⋅
elementalamalgam
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r/sissycaptions
Bursting your masculinity bubble
6mo ⋅
bubble_gumbitch
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r/sissycaptions
Right😏
1yr ⋅
Lucky5768
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r/sissycaptions
Hard job
10mo ⋅
FeedNess
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r/sissycaptions
Why does the abuse make it hotter?
11mo ⋅
Sissyboy3313
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r/sissycaptions
Gosh, I hope he wins on Friday!!
5mo ⋅
SashaSoreCaptions
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r/sissycaptions
Rookie mistake
2wk ⋅
TGLoren
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r/sissycaptions
Just a lick
10mo ⋅
wafflewizurd
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r/sissycaptions
Not the Girl sleepover you were thinking of... 🍆
11mo ⋅
Straight_But_A_Sissy
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r/sissycaptions
You are also hard
8mo ⋅
maryschoolgirl
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r/sissycaptions
Did he like it? Or was he just being nice?
1yr ⋅
2thamewn
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r/sissycaptions
The job is not finished, sissy😈
7mo ⋅
MikeOxlong_1997
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r/sissycaptions
Always willing to be of help!
1yr ⋅
secretsissyslutSarah
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r/sissycaptions
Forced to be his pocket pussy
1yr ⋅
Dreamy_Dre
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r/sissycaptions
I've been edging so much, I might have a wet dream
1mo ⋅
Curiouss6
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r/sissycaptions
Things we need in life!
3wk ⋅
PulsePassionMedia
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r/sissycaptions
Sharing Your Little Secret
1yr ⋅
ZZnoD
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r/sissycaptions
There's a long line of men behind him
1mo ⋅
F1rmDaddy
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r/sissycaptions
This new lip gloss feels great!
1yr ⋅
Dazedzepplin
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r/sissycaptions
What do you like better?
9mo ⋅
lanasmain
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r/sissycaptions
He get’s to choose where to cum ;)
6mo ⋅
sissybratviolet
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r/sissycaptions
Chaturbate: Come and play right now!
Now
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Ad
True
1yr ⋅
Fursandcockks
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r/sissycaptions
Sounds Like a Good Deal
1yr ⋅
ZZnoD
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r/sissycaptions
Times sure have changed. You can’t get enough now. 😳
7mo ⋅
BeckHerrera
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r/sissycaptions
Let him fill you up with every last drop
1mo ⋅
F1rmDaddy
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r/sissycaptions
I think i'll choose left, i want them so bad! 🍒🍑
9mo ⋅
lil_melodyy
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r/sissycaptions
This is how we get from one to the other
7mo ⋅
badlover997
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r/sissycaptions
Every. Night. 😩
9mo ⋅
sicaksiyah
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r/sissycaptions
Don’t forget the mission now 😉
5mo ⋅
NykyrianQuiakides
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r/sissycaptions
Just Another Toy for Him
1yr ⋅
ZZnoD
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r/sissycaptions
Easy mistake to make ❤
10mo ⋅
lovelysissystuff
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r/sissycaptions
The orgasm are just better too.
7mo ⋅
PinkPrincessLoveCum
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r/sissycaptions
Go on sissy taste it 👅
1yr ⋅
Dazedzepplin
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r/sissycaptions
Will you be my “buddy”
6mo ⋅
Traditional_Union690
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r/sissycaptions
Nothing hotter than being the playtoy of an older guy
1mo ⋅
DddyIssues
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r/sissycaptions
Cock IN, brain OUT. Just how you like it!
2yr ⋅
NOOTNOOTTHETHIRD
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r/sissycaptions
How the times change 😜
3yr ⋅
SissyCaptionOG
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r/sissycaptions
Find That Button In Your Pussy & Loose Total Control Sissy😍
4mo ⋅
OpenAccountt
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r/sissycaptions
the modern day white boy
10mo ⋅
little-maise
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r/sissycaptions
Okay maybe twenty, this feels too good... (Jennibaby69)
5mo ⋅
SissySexCastle
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r/sissycaptions
It's true
11mo ⋅
redleadr6
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r/sissycaptions
The random married guy from Grindr didn’t disappoint
7mo ⋅
sissybratviolet
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r/sissycaptions
The nerves will go just suck it 💖
6mo ⋅
Dazedzepplin
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r/sissycaptions
I love the payment system
1yr ⋅
optimus_suprem
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r/sissycaptions
Cause and effect!
8mo ⋅
Ok-Progress4353
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r/sissycaptions
You're So Easy for Him!
1yr ⋅
ZZnoD
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r/sissycaptions
Don't lie sissy, we all know you wish this could be you
4mo ⋅
SissyEmilySucks
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r/sissycaptions
So hot when men want to dominate
8mo ⋅
Responsible-Grass-99
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r/sissycaptions
<3 To You!
11mo ⋅
ZZnoD
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r/sissycaptions
You were meant to be filled ❤️
1yr ⋅
Dazedzepplin
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r/sissycaptions
Assume the position!
10mo ⋅
weirdstar123
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r/sissycaptions
What a shame 😏❤️
1yr ⋅
Dazedzepplin
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r/sissycaptions
You crave it
10mo ⋅
bislut997
⋅
r/sissycaptions
just helping a friend 🥵🍆
1yr ⋅
Straight_But_A_Sissy
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r/sissycaptions
Sissy goals
5mo ⋅
Nefariousness741
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r/sissycaptions
Now you gotta keep up the hard work ;)
1yr ⋅
bnwcookies
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r/sissycaptions
Chaturbate: Come and play right now!
Now
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Ad
And you thought you were straight
2yr ⋅
Distinct-Flamingo513
⋅
r/sissycaptions
The progression from hand job to blowjob
1yr ⋅
MrHardrod
⋅
r/sissycaptions
Aaaaaaaand gone🥰
9mo ⋅
wafflewizurd
⋅
r/sissycaptions
You’re just doing what’s natural
8mo ⋅
Sissyboy3313
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r/sissycaptions
And I love it
10mo ⋅
DesperateTeenSissy
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r/sissycaptions
Chaturbate: Come and play right now!
Now
⋅
Ad
Oh my, what pitty...
1yr ⋅
loombands25
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r/sissycaptions
What‘s your score?
7mo ⋅
lanasmain
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r/sissycaptions
By bbc ofc
1yr ⋅
Fursandcockks
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r/sissycaptions
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