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Search: sissy train
86K results
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28:39
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38K
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6:15
Training Sissy Boi Pat to Take It in the Butt
17K
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6:46
Sissy's tasks to complete and earn good girl points - FEMINIZATION ROLEPLAY - AI GENERATED
18K
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HD
5:08
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102K
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7:52
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22K
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HD
1:25
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1.8K
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9:13
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227K
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81:19
POV Cuckold volume 15
93K
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19:35
Mistress was merciful and feminized sissy in chastity cage got his ruined orgasms
31K
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1:12
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47K
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32:43
Brunette and Chastity slave having some fun
22K
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65:24
Best of Harmony Rose Volume 1
205K
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1:05
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34K
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2:55
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77K
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13:04
Two Mistress's and a Sissy Whore
73K
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5:17
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13K
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5:04
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86K
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13:57
STEP MOMMY DRESSES HIM IN PANTIES AND MAKES HIM CUM TWICE
45K
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5:04
Sissy boi gets his ass smashed
12K
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8:17
Sissy Transformation - Therapy Session for Sissy Boys
2.1K
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HD
4:36
Her Boyfriend Started, and You Can Finish After Him (cuckold, Blowjob, Solo)
9.5K
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2:00
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576K
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6:07
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309K
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21:25
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4.6K
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6:17
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41K
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1:30
Husband gets sissified and fucked in his ass whilst being humiliated
38K
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10:38
Sissy Strained to Suck Mistress’s Strap-on Before Getting Fucked Hard
15K
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10:54
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10K
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7:36
Sissy Training & Teaching U How to Suck Alpha's Huge Cock!
21K
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6:12
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11K
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3:30
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86K
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0:57
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22K
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HD
9:00
Sissy tied to a bondage bench, pegged, and fed his own cum
26K
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5:58
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21K
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4:36
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8.9K
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5:45
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181K
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1:33
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139K
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3:40
Greedy cock taking sissy is bent over and fucked!
2K
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1:17
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26K
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7:47
CBT and a Footjob for my Chastity slave
15K
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5:15
Bound and sat on Damsel
2.2K
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6:56
BBC Hoe
141K
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2:05
Slut boi gets his tight hole pounded whilst mistress humiliates his tiny cock
28K
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5:38
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63K
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6:39
POV Pegging JOI CEI Sissy Training - Eat Your Sissy Cream
5.2K
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Maitresse Julia - What right to a slave who is no longer useful ? My smells! Humiliation !
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