47.9K Results

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00:56
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174.8K views
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00:50
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306.1K views
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12:26
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186.3K views
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01:00
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189.7K views
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08:44
Sissy Captions Story

131.8K views
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00:36
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ClosetPantyBoy

202.6K views
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02:01
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ClosetPantyBoy

79K views
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00:58
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177.6K views
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97.1K views
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206K views
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05:13
PMV - FADED (SISSY TRAINER WITH FEW CAPTIONS) 2019 (reup)

90.6K views
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105.3K views
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53.8K views
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64.6K views
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SillySissyJulie captioned.

7.7K views
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07:50
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JenniferStarTS

4.5K views
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01:00
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176.5K views
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05:10
Big Ass Sissy Fucking Her Ass - Sissy Captions
JenniferStarTS

1.8K views
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01:27
MistyBubbleWush's Guide to Sissy Training (2024)
MistyBubbleWush

8.6K views
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01:50
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ClosetPantyBoy

36K views
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01:57
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26.1K views
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01:00
Week 2, Day 4 of Coronavirus Prevention (captioned)

90.3K views
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01:05
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13.2K views
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00:34
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24.7K views
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50.6K views
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10:08
Sissy Juvia does some encouraging Sissyfication Training JOI
JuviaJolie

11.2K views
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06:24
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137.8K views
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03:13
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ClosetPantyBoy

32.3K views
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01:57
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4.7K 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

3.7K views
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00:19
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ClosetPantyBoy

19.6K views
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00:40
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ClosetPantyBoy

11.1K views
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00:22
Feminized Sissy Has A Sissygasm From Huge Dildo
ClosetPantyBoy

41.8K views
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01:00
My Pics Captions

3.2K views
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03:30
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ClosetPantyBoy

30.8K views
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09:51
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Dorisstar

1.9K views
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03:47
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96.5K views
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01:07
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2.6K views
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01:52
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Kara Fetishdol

60K views
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01:33
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JenniferStarTS

1K views
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00:41
Brainwashed Feminized Sissy Using Step Moms BBC Dildo To Cum While On Her Bed
ClosetPantyBoy

11.8K views
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00:13
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ClosetPantyBoy

8.1K views
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00:23
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11.9K views
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00:15
Sissy Captions Brainwash Feminization Tasks Crossdress Task
ClosetPantyBoy

48.2K views
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ClosetPantyBoy

50.6K views
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ClosetPantyBoy

8.9K views
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00:15
Sissy Captions Waiting For Daddy Cock Feminized Crossdresser
ClosetPantyBoy

5.7K views