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01:00
Sissy Caption - Bullied into enjoying his cock.

325.8K views
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00:55
Sissy Caption - Would you let a stranger fuck your ass raw?

278.6K views
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11:18
SissyFace Sissy Captions Hypno Compilation

227K views
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01:32
Sissy Captions Priceless

74.7K views
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01:00
Sissy Caption - He's going to pump your ass full of cum.

286.2K views
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01:47
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Jessica Katz

95.2K views
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01:00
Sissy Caption - Sissy caught by roommate

163.2K views
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01:00
Sissy Caption - It's not gay if you dress up like a girl

333.1K views
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Sissy Caption - Your friends are horny, sissy.

130K views
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14:49
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877.7K views
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01:00
Sissy Caption - This is who you are now, sissy.

183.2K views
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01:00
Sissy Caption - Would you give him an assjob?

184.9K views
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00:50
Sissy Caption - Pranking your straight roommate

303.1K views
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12:26
Sissy Caption GIF Femsplosion Go Pop

185.8K views
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01:00
Sissy Caption - Why jerk off when you can become a sissy?

187.7K views
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00:52
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406.2K views
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00:36
Feminized Sissy Sluts First Sissygasm With Her Stepmoms Dildo
ClosetPantyBoy

199.2K views
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02:01
Sissy Caption Story Blackmailed and Exposed Feminized
ClosetPantyBoy

78.2K views
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00:58
Sissy Caption - Reward him for his work, sissy.

176K views
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01:00
Sissy Caption - Your stepbrother has been horny a lot lately

96.5K views
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01:00
Sissy Caption - Feel like helping your straight friend cum?

204.2K views
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01:00
Sissy Caption - Help him relax by sucking him off, sissy

104K views
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01:00
Sissy Caption - Could you keep your eyes off his cock?

53.3K views
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02:26
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Andreina Naty

11K views
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01:04
SillySissyJulie captioned.

7.6K views
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07:50
Sissy Captions, Amazing Ass Tranny MILF Fucking Her Ass with Huge Toys and a Fuck Machine
JenniferStarTS

4.5K views
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01:00
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43.7K views
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01:00
Sissy Caption - Make him cum all over your fat ass, sissy

174.9K views
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01:46
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6.1K views
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01:27
MistyBubbleWush's Guide to Sissy Training (2024)
MistyBubbleWush

8.2K views
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01:50
My Sissy Captions For Feminization Humiliation Brainwash
ClosetPantyBoy

35.8K views
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06:00
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14.8K views
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01:57
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25.9K views
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01:00
Week 2, Day 4 of Coronavirus Prevention (captioned)

89.9K views
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00:39
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56.9K views
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01:05
BBC VS SISSY CAPTIONS MMXXI PT4

13.1K views
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00:34
Sissy Shorts Captions 7 - Dream

24.5K views
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01:00
Sissy Caption - You'll have to ride his cock if you stare.

50.4K views
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10:08
Sissy Juvia does some encouraging Sissyfication Training JOI
JuviaJolie

11K views
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06:24
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137.7K views
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03:13
Sissy Brainwash Femboy Crossdresser Motivation Caption Slut
ClosetPantyBoy

32.1K views
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03:00
Bimbos and BBC Captions - split screen

39.5K views
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01:57
Susan2957 captioned a cum slut

4.6K views
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05:22
TG Caption: Santa Brought Me a Sissy For Christmas.
Sissy Shelby Kiss

2K views
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00:19
Feminized Bareback Sissy Shows Off Creampie and Anal Gape
ClosetPantyBoy

19.5K views
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00:40
My Sissy Captions Please Use Save Share Expose
ClosetPantyBoy

11K views
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00:22
Feminized Sissy Has A Sissygasm From Huge Dildo
ClosetPantyBoy

41.5K views