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00:52
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544.1K views
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14:12
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Fiona Fortune

29.1K views
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01:00
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386.9K views
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00:50
Sissy Caption - Pranking your straight roommate

381.7K views
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00:55
Sissy Caption - Would you let a stranger fuck your ass raw?

353.1K views
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Sissy Caption - It's not gay if you dress up like a girl

411K views
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Sissy Caption - Bullied into enjoying his cock.

380K views

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Sissy Caption - Feel like helping your straight friend cum?

247.9K views
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228.7K views
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11:18
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279.2K views
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238.4K views
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164.7K views
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00:36
Feminized Sissy Sluts First Sissygasm With Her Stepmoms Dildo
ClosetPantyBoy

275.1K views
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01:00
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222.1K views
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212K views
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200K views
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00:58
Sissy Caption - Reward him for his work, sissy.

206.8K views
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Sissy Caption - Your stepbrother has been horny a lot lately

116.3K views
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75K views
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12:26
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197K views
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01:32
Sissy Captions Priceless

84.7K views
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Sissy Caption - Help him relax by sucking him off, sissy

126.8K views
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05:42
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Midorin Nino

8.5K views
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02:01
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ClosetPantyBoy

94.3K views
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Sissy Caption - Could you keep your eyes off his cock?

64.1K views
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59.1K views
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MistyBubbleWush's Guide to Sissy Training (2024)
MistyBubbleWush

17.7K views
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01:50
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ClosetPantyBoy

41.7K views
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01:00
Week 2, Day 4 of Coronavirus Prevention (captioned)

100.3K views
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06:00
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21.1K views
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07:09
Caption - You put a camera in your femboy friend's room
Midorin Nino

8.8K views
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06:24
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142.4K views
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03:13
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ClosetPantyBoy

37.9K views
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10:08
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JuviaJolie

17.2K views
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01:52
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Kara Fetishdol

67.1K views
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51.3K views
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01:57
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30.6K views
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06:20
Tiny Dick Shemales Having a Sissygasm -sissy Captions
JenniferStarTS

3.8K views
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14:49
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885.1K views
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05:38
Small Dick Sissy Playing with a Fuck Machine - Sissy Captions
JenniferStarTS

4.7K views
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03:00
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44.1K views
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03:30
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34.3K views
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05:13
Cum Like a Sissy Slut - Sissy Captions
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Sissy Shorts Captions 7 - Dream

28.3K views
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41.6K views
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Vladasexytrans

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

12.5K views