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00:16
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ClosetPantyBoy

8.9K views
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00:36
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ClosetPantyBoy

200.8K 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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03:13
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ClosetPantyBoy

32.2K 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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05:22
Sissy Slut Getting Her Ass Ready for Daddy - Sissy Captions
JenniferStarTS

3.6K views
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01:33
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JenniferStarTS

1K views
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00:23
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11.8K views
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00:15
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ClosetPantyBoy

5.7K views
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01:29
Sissy Slut Getting Her Ass Ready for Daddy - Sissy Captions
JenniferStarTS

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

327.4K views
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00:55
Sissy Caption - Would you let a stranger fuck your ass raw?

280.2K views
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11:18
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227.9K views
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01:32
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74.9K views
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01:00
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288.4K views
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01:47
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Jessica Katz

95.9K views
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01:00
Sissy Caption - Sissy caught by roommate

164.3K views
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01:00
Sissy Caption - It's not gay if you dress up like a girl

334.7K views
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01:00
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130.7K views
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14:49
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877.8K views
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01:00
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184.2K views
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01:00
Sissy Caption - Would you give him an assjob?

186.1K views
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00:56
Sissy Fucked by BBC With Sissy Captions

174.3K views
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00:50
Sissy Caption - Pranking your straight roommate

304.8K views
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12:26
Sissy Caption GIF Femsplosion Go Pop

186.1K views
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01:00
Sissy Caption - Why jerk off when you can become a sissy?

188.9K views
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00:52
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409.1K views
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08:44
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131.4K views
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02:01
Sissy Caption Story Blackmailed and Exposed Feminized
ClosetPantyBoy

78.6K views
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00:58
Sissy Caption - Reward him for his work, sissy.

176.8K views
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01:00
Sissy Caption - Your stepbrother has been horny a lot lately

96.9K views
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01:00
Sissy Caption - Feel like helping your straight friend cum?

205.1K views
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05:13
PMV - FADED (SISSY TRAINER WITH FEW CAPTIONS) 2019 (reup)

90.5K views
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01:00
Sissy Caption - Help him relax by sucking him off, sissy

104.8K views
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01:00
Sissy Caption - Could you keep your eyes off his cock?

53.6K views
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02:26
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Andreina Naty

11.1K views
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02:25
Glendaa captioned.

20K views
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01:00
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64.4K views
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01:04
SillySissyJulie captioned.

7.7K views
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01:00
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43.8K views
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05:10
Big Ass Sissy Fucking Her Ass - Sissy Captions
JenniferStarTS

1.7K views
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01:00
Sissy Caption - Make him cum all over your fat ass, sissy

175.6K views
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01:46
samanthasatine captioned and on show

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

8.4K views
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01:00
Week 1, Day 7 of Coronavirus Prevention (captioned)

80.2K views
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01:50
My Sissy Captions For Feminization Humiliation Brainwash
ClosetPantyBoy

35.9K views