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Search: sissy ai
20K results
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5:11
Generation, Why?
1.5M
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4:59
Gooner Paradise #1 – (Trailer) – AI Generated
66K
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10:40
bd1sm
2M
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3:51
Sissy Bimbo Doll
832K
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5:09
Mistress teaches you that sucking cock isn't gay if you're using panties - FEMINIZATION ROLEPLAY
36K
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39:36
Permanent Sissyfication
1.2M
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29:17
Sissy Caption Story: 1 Month
1.1M
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8:37
Mistress wants to dress you up like her fucktoy and help you train with a strap-on (FEMINIZATION ROLEPLAY - AI GENERATED)
53K
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9:08
Sissy transformation 1
157K
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9:50
Are You Sure You Like Girls?
1.6M
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11:35
Roommate transformed you in a sissy and fucked your virgin ass with a strap on (FEMINIZATION ROLEPLAY - AI GENERATED)
60K
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14:50
Sissy 2
568K
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15:46
Femdom Hentai JOI - Submit to your Queen's Supremacy (femdom, ass, lesbian)
54K
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6:00
Reveal your true colors! Take our sissy detector test and face the consequences! FEMINIZATION ROLEPLAY (AI)
21K
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87:33
Sissy Training
1.1M
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37:52
ANAL INSTRUCTING ASSGASM
536K
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9:18
I'll guide you to become the sissy you were meant to be (FEMINIZATION ROLEPLAY - AI GENERATED)
38K
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39:53
So you want to be a sissy?
167K
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8:45
Bitch Boy Gets His ass Pegged Pegging Strapon
132K
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5:29
You failed the exam, teacher wants to punish you by feminizing and fucking your sissy hole(FEMINIZATION ROLEPLAY - AI GENERATED)
37K
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40:58
Sissy games
1.3M
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5:02
You want to be CONFUSED Pt. 2
898K
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7:06
Black girl is your mistress and wants to play with your sweet ass - ROLEPLAY AI
19K
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15:44
Feminize Yourself
620K
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18:15
Rabbit’s Hole
211K
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4:59
TTT
200K
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HD
2:19
THIS IS PURE PLEASURE - PMV Compilation You'll Never Recover From
113K
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6:31
Sissy maker: a Sissy Hypno by Bestsissycaptions
549K
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3:26
Realize Your Fantasy, Sissy
599K
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10:17
Mindblowing Video
2.2M
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23:00
Beta boi lesson 1
650K
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24:12
sissy maid
1.4M
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17:28
SISSY NIGHT
516K
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10:05
Sissy 1
639K
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17:41
BRAIN DRAINED SISSY
110K
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10:12
Sissy journey
361K
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4:16
Censored Porn For White Boys
1.3M
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11:00
MY WIFE'S NEW TOYS: Forced Sissy Pegging (Small to Large) & Oral Service
96K
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6:48
Sissy Hypno - I Know What You Want, Sissy
476K
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8:28
Futanari Pegging POV Best Friends with benefits
94K
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7:44
The Decision & Consequence Game
1.7M
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10:32
BACKDOORMAN MY CUTE ANAL WHORE
819K
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14:47
You're Gay As Fuck
618K
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62:04
Converting cucks into BBC Sissies - Hour long version
1.1M
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11:24
THE SEX TEST - ARE YOU A SLUT?
578K
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