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29 69 4
How sissy are you
How sissy are you
Betaporn Caption Censored
1 6 3
Again, just had to try and grab how good I looked with how good I was cumming over and over again in the mirror
Again, just had to try and grab how good I looked with how good I was cumming over and over again in the mirror
Anal Sissy Dildo Sissy Fuck
1 10 0
Look how hard you make my sissy COCK daddy
Look how hard you make my sissy COCK daddy
Daddys Sissy Hard Sissy Sissy Caption
263 458 70
Sissy test : How a sissy are you ?
Sissy test : How a sissy are you ?
Anal Caption Cum
114 245 12
How a sissy relaxes
How a sissy relaxes
Sissy Sissy Caption Stockings
110 229 1
How a sissy starts and ends a night
How a sissy starts and ends a night
Sissy Sissy Caption
73 143 47
Sissy Quiz: How Much of a Sissy are You?
Sissy Quiz: How Much of a Sissy are You?
Caption Cornudo Femdom
52 143 3
How to keep a sissy quiet
How to keep a sissy quiet
Sissy Sissy Caption
36 93 0
Feminizing means getting to dress how you feel all the time.
Feminizing means getting to dress how you feel all the time.
Sissy Sissy Caption Sissy Captions
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32 74 1
this is how a nice sissy should be, locked and constantly leaking
this is how a nice sissy should be, locked and constantly leaking
Chastity Chastity Cage Feminization
37 65 1
chastity changes how you think of your sissy clitty
chastity changes how you think of your sissy clitty
Chastity Chastity Cage Cockcage
15 32 5
How much of a sissy are you?
How much of a sissy are you?
Quiz Sissy Sissy Caption
10 31 0
.how u feel when u r sissy
.how u feel when u r sissy
Clitty Cum Pajas
10 27 0
How much of a sissy gurl are you? MAKE THE COUNT.
How much of a sissy gurl are you? MAKE THE COUNT.
Chastity Feminization Sissies
2 19 5
How much sissy i am?
How much sissy i am?
Game Sissy Sissy Game
3 6 0
Another pic I took loving how I'm feeling and how I'm finally getting to expose myself
Another pic I took loving how I'm feeling and how I'm finally getting to expose myself
Crossdresser Lencería Sin Desnudos
1 1 0
Listen... I know what you're thinking... How'd a cutie like me wind up in this car... Koi!?? *glares at Koi* How did I end up in this car?
Listen... I know what you're thinking... How'd a cutie like me wind up in this car... Koi!?? *glares at Koi* How did I end up in this car?
Bragas Penis Sissy Hypnosis
175 337 49
How would you spend your money?
How would you spend your money?
Game Sissy Sissy Caption
73 178 4
How his stacks up to your sissy
How his stacks up to your sissy
Bbc Clit Comparison
34 107 0
Mrs Lind was adamant that her son learned how to please a man
Mrs Lind was adamant that her son learned how to please a man
Femdom Hentai Sissy
31 84 0
How sissies seek approval
How sissies seek approval
Oral Sissy Sissy Caption
19 70 1
How It Started vs Now Sissy Caption
How It Started vs Now Sissy Caption
Mamadas Sissy Caption
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How can you tell if your a sissy?
How can you tell if your a sissy?
Caption Cock Question
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Ever wonder how it would be to get pregnant sissy?
Ever wonder how it would be to get pregnant sissy?
Caption Sissy
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Show me how cute you are sissy
Show me how cute you are sissy
Amateur Hypno Sissy
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you're about to find out just how much a sissy you are
you're about to find out just how much a sissy you are
Femdom Mistress Strapon Sissy Caption
7 38 0
How it's done
How it's done
Hentai Humiliation Sissy Slut
10 30 1
If only guys knew how to jerk it for the camera, i could skip these women all together.
If only guys knew how to jerk it for the camera, i could skip these women all together.
Cock Goon Dick Focused Penis Obsession
7 27 0
How Long Can You Resist Sissy Caption
How Long Can You Resist Sissy Caption
Morena Sissy Caption
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Censored captions taking suggestions! (Also if you'd like you can specify how the cap is censored and where)
Censored captions taking suggestions! (Also if you'd like you can specify how the cap is censored and where)
Pussyfree Sissy Caption Sissy Censored
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Ask cera how to be a sissy bitch
Ask cera how to be a sissy bitch
Rubia Emo Sin Desnudos
4 12 2
Comment how you did?
Comment how you did?
Challenge Sissy Sissy Task
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Poor sissy. Look how hard his little dick is
Poor sissy. Look how hard his little dick is
Culo Belleza Sin Desnudos
3 6 0
How a sissy goes out for the night
How a sissy goes out for the night
Sissy
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Darling, you know how much I love embracing my sissy role. Let me wear a chastity device to provide you with absolute pleasure.
Darling, you know how much I love embracing my sissy role. Let me wear a chastity device to provide you with absolute pleasure.
Chastity Cage Sissy Slave
2 5 0
How all sissy's should look
How all sissy's should look
Sissy Solo Male
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You bullied me into becoming your sissy slut. This is how you expected to be greeted when you came home. Comment & I'll reply xx
You bullied me into becoming your sissy slut. This is how you expected to be greeted when you came home. Comment & I'll reply xx
Morena Bully Crossdresser
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??? How does my ass look in sissy lace pink panties ????
??? How does my ass look in sissy lace pink panties ????
Amateur Crossdresser Sissy
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For how long should i lock my clitt in chastity?
For how long should i lock my clitt in chastity?
Beta Chastity Cage Sissy
2 1 1
Sissy relearns how to potty
Sissy relearns how to potty
Humiliation Sissy
0 1 0
How I turned into a sissy
How I turned into a sissy
Crossdresser Exposesissy Sissy
0 1 0
I love how your sissy chastity makes you desperate for my affection and attention, and I'll make you work for it, savoring every moment.
I love how your sissy chastity makes you desperate for my affection and attention, and I'll make you work for it, savoring every moment.
Bdsm Chastity Cage Male Chastity
0 0 0
Sissy bitch wants to know, how you would use him!
Sissy bitch wants to know, how you would use him!
Sissy Slave Solo Male
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How do you think she earned his letterman's jacket?
How do you think she earned his letterman's jacket?
Beta Bottomless Letterman
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96 214 3
how to achieve trap mode aesthetics (my goal)
how to achieve trap mode aesthetics (my goal)
Sissy Trap
77 196 0
Just how nature intended
Just how nature intended
Bnwo Sissy Whiteboi
45 188 1
how to get good grades
how to get good grades
Femboy Furry Sissy
98 129 12
lest see how full my dms get
lest see how full my dms get
Captions Hentai Hypno
50 175 2
How femboi toons get down on bbc
How femboi toons get down on bbc
Bbc Cock Sucking Femboi
76 135 3
How To Look Girly
How To Look Girly
Belleza Morena Feminisation
63 112 2
troybottomworld:crossdressedcumslut:SHOW ALL THE LADIES OUT THERE HOW MUCH YOU WANT THEM…XXXXX
troybottomworld:crossdressedcumslut:SHOW ALL THE LADIES OUT THERE HOW MUCH YOU WANT THEM…XXXXX
Caption Feminization Pegging
44 113 1
look at how that dick rest on her face thoooo
look at how that dick rest on her face thoooo
Sissy
37 120 0
She knew how to shut him up
She knew how to shut him up
Blackmail Caption Sex
48 101 2
How to masterbate like a girly
How to masterbate like a girly
Caption Instructions Sissy
32 103 0
Look how strong it looks
Look how strong it looks
Caption Cock Sissy
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This is how i want my ass to look when i present it to men
This is how i want my ass to look when i present it to men
Fagg Sissy
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Come on bitch open up that ass hole. Tell me again how you love the cock
Come on bitch open up that ass hole. Tell me again how you love the cock
Caption Sissy Strap On
32 92 0
How much i'd give to be on both ends
How much i'd give to be on both ends
Breeding Furry Futanari
30 86 1
How true... Haha!
How true... Haha!
Culo Penis Vagina
37 76 0
Perfect asshole...look how tight that is
Perfect asshole...look how tight that is
Sissy Trap
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How far can you go
How far can you go
Caption Questions Sissy
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kinda how it is
kinda how it is
Mamadas Sissy
26 54 0
How fucking hot is this...
How fucking hot is this...
Bbc Censored Sissy Safe
22 53 1
How to not fail classes
How to not fail classes
Anal High Heels Sissification
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During the hours long fuck sessions his stepdad explained to him that this is just how weak white boyz earn their keep...
During the hours long fuck sessions his stepdad explained to him that this is just how weak white boyz earn their keep...
Anal Boypussy Sissy
18 56 0
Bit he knew how to cure you of that
Bit he knew how to cure you of that
Bbc Caption Pink Hair
35 36 2
How many days in a row
How many days in a row
Caption Female Sissy
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How do you dress?
How do you dress?
Sissy
20 49 2
How Many Times?
How Many Times?
Bimbo Rubia Mamadas
15 46 1
Oh how I wish!
Oh how I wish!
Caption Sissy
15 47 0
Some how it feels so right
Some how it feels so right
Anal Sex Bbc Captions
21 38 0
about how that bbc made me his bitch
about how that bbc made me his bitch
Fagg Sissy
18 42 2
Ask him how he'd like you to pay.
Ask him how he'd like you to pay.
Crossdresser Dare Delivery
19 35 1
how to keep him chaste and help him stop masturbating and become a better husband.
how to keep him chaste and help him stop masturbating and become a better husband.
Chastity Chastity Cage Chastity Devices
18 36 0
Omg people don’t know how sexy this would be
Omg people don’t know how sexy this would be
Fagg Sissy
16 36 0
Let him cum in your mouth, and always swallow to show him how submissive you are
Let him cum in your mouth, and always swallow to show him how submissive you are
Mamadas Sissy
17 34 1
How it begins
How it begins
Crossdressing Hardon Sissy
13 36 0
Or i mean how about COCKS?
Or i mean how about COCKS?
Beta Censored Feet
17 31 1
How to measure chastity
How to measure chastity
Sissy Training
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13 34 1
White bois can't deny how this makes them feel. You know you would suck it.
White bois can't deny how this makes them feel. You know you would suck it.
Bbc Bnwo Sissy
13 33 0
How to greet Master when he gets home
How to greet Master when he gets home
Sissy Housewife
12 35 0
Looks how thick that cock is
Looks how thick that cock is
Fagg Sissy
10 35 0
How long?
How long?
Captions Crossdresser Sissy
13 30 0
this how i need to be with someone husband
this how i need to be with someone husband
Fagg Sissy
12 27 0
Yeah how?
Yeah how?
Cockwhore Cockworship Degrading
9 28 0
White boi can't handle how good it feels to take fat black cock
White boi can't handle how good it feels to take fat black cock
Bbc Bnwo Hentai
13 24 5
How do you want to live as a girlfriend?
How do you want to live as a girlfriend?
Novia Sissy Test
11 24 0
Oh so how I wanna alpha to use me In this
Oh so how I wanna alpha to use me In this
Daddys Slut Sin Desnudos Sissy Outfit
7 24 4
How do you like the way my thong looks with my man pussy?
How do you like the way my thong looks with my man pussy?
Ass Up Bragas Sissy
10 17 1
This is how I expect you to present yourself to me...
This is how I expect you to present yourself to me...
Rubia Bully Sissy
5 21 0
He knew how to cure you of that
He knew how to cure you of that
Bbc Interracial Sissy Caption
7 19 0
.how does the best relationships looks like
.how does the best relationships looks like
Femdom Sissy Sissyhusband
5 19 0
look at how thick that man's dick looks omg
look at how thick that man's dick looks omg
Fagg Sissy
3 18 0
My mom told me it was time for me to start sucking your cock as she was sick of doing it herself. She dressed me up & showed me how...
My mom told me it was time for me to start sucking your cock as she was sick of doing it herself. She dressed me up & showed me how...
Rubia Mamadas Bully
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Wait you like all of me? *blushes* How about this outfit? We're going to that one beach after all...
Wait you like all of me? *blushes* How about this outfit? We're going to that one beach after all...
Sissy Hypnosis
3 18 0
How to find your Identity. Some need experimentation, others need guidance... no one way is right or wrong, darlings.
How to find your Identity. Some need experimentation, others need guidance... no one way is right or wrong, darlings.
Culo Penis Sissy Hypnosis
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