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Sissy Training Videos

Trans Ria Bentley gives Sissification Sissy Slut Hookup Training
5:57
Trans Ria Bentley gives Sissification Sissy Slut Hookup Training
1 year ago
Girl fucking sissy with dildo toy
7:54
Girl fucking sissy with dildo toy
2 years ago
DominaFire Anal Fisting Sissy
1:07
DominaFire Anal Fisting Sissy
2 years ago
ARAB MUSLIM SISSY BRO
2:18
ARAB MUSLIM SISSY BRO
4 years ago
Transformation from a Normal Guy into a Horny Sissy Sex Whore that can be used Hard without Mercy.
14:33
Transformation from a Normal Guy into a Horny Sissy Sex Whore that can be used Hard without Mercy.
2 years ago
BBW Femdom - Pegging Chaste Sissy Anal
6:15
BBW Femdom - Pegging Chaste Sissy Anal
11 months ago
Sissy Bimbo Slut - Result of Feminization Training
3:24
Sissy Bimbo Slut - Result of Feminization Training
1 year ago
Sissy Deepthroat Training
8:22
Sissy Deepthroat Training
2 years ago
DominaFire Training her Anal Sissy Slut
2:15
DominaFire Training her Anal Sissy Slut
2 years ago
sissy slut cockwhore training JOI - full video on Veggiebabyy Manyvids
1:09
sissy slut cockwhore training JOI - full video on Veggiebabyy Manyvids
2 years ago
Anal punch fisting and depth training for my fist slave in an AirBnB (no orgasm allowed)
1:49
Anal punch fisting and depth training for my fist slave in an AirBnB (no orgasm allowed)
2 years ago
Anal punch fisting and depth training for my fist slave in an AirBnB (no orgasm allowed)
1:07
Anal punch fisting and depth training for my fist slave in an AirBnB (no orgasm allowed)
2 years ago
Sissy Fuckdoll Delivery
25:16
Sissy Fuckdoll Delivery
4 years ago
Sissy Pussy Training with a Big Strapon
7:43
Sissy Pussy Training with a Big Strapon
3 years ago
Sissy Life
22:02
Sissy Life
4 years ago
Fucking My Sissy's Manhood Away
4:27
Fucking My Sissy's Manhood Away
5 years ago
Sissy Blowjob Tutorial
22:18
Sissy Blowjob Tutorial
4 years ago
BBC SISSY COCK SUCKING MOTIVATIONS
4:19
BBC SISSY COCK SUCKING MOTIVATIONS
5 years ago
sissy popper pillow humping
11:44
sissy popper pillow humping
5 years ago
Blowjob Bonanza (Sissy)
1:06
Blowjob Bonanza (Sissy)
4 years ago
Sissy Wife's first Anal JOI - Clara Dee JOI
17:40
Sissy Wife's first Anal JOI - Clara Dee JOI
1 year ago
Sissy Slut
7:18
Sissy Slut
5 years ago
Sissy Vocal Training with Femdom Goddess Bunny - how to Sound like a Horny Slut
2:12
Sissy Vocal Training with Femdom Goddess Bunny - how to Sound like a Horny Slut
2 years ago
BLACK SISSY PMV - NATASSIA DREAMS - HEAD AND HEART
2:47
BLACK SISSY PMV - NATASSIA DREAMS - HEAD AND HEART
4 years ago
Turning Straight Boys Gay Enhance Erotic Audio Sissy Bisexual Encouragement
13:30
Turning Straight Boys Gay Enhance Erotic Audio Sissy Bisexual Encouragement
5 years ago
Sissy Bimbo Training
6:25
Sissy Bimbo Training
4 years ago
Following a Dildo Trainer like a Good Sissy
5:19
Following a Dildo Trainer like a Good Sissy
3 years ago
Mistress Maven Sissy Task 1
5:12
Mistress Maven Sissy Task 1
2 years ago
Hello Sissy - Femdom Sissification Chastity
8:21
Hello Sissy - Femdom Sissification Chastity
11 months ago
Double Punishment for the Sissy (a Classic)
5:37
Double Punishment for the Sissy (a Classic)
1 year ago
Full Video - My sissy rides and cums from anal
3:37
Full Video - My sissy rides and cums from anal
5 years ago
A Teasing Reward for my Sissy(he took my Huge Cock so Well!)
1:05
A Teasing Reward for my Sissy(he took my Huge Cock so Well!)
6 years ago
Hump your Pillow like a School Girl! (Sissy Roleplay-Femdom)
8:50
Hump your Pillow like a School Girl! (Sissy Roleplay-Femdom)
1 year ago
Sissy Strapon Fucked with BBC using own Cum as Lube! Sissy needs Training!
4:11
Sissy Strapon Fucked with BBC using own Cum as Lube! Sissy needs Training!
6 years ago
Promoting you to Live-In Sissy French Maid POV
12:42
Promoting you to Live-In Sissy French Maid POV
6 years ago
SISSY ANAL Challenge: trying to take 15 INCHES Dildo in the Ass!!
11:08
SISSY ANAL Challenge: trying to take 15 INCHES Dildo in the Ass!!
2 years ago
2 Mistresses Training their Sissy Boys Hot to please Dominant Woman . Sissy in Chastity
3:08
2 Mistresses Training their Sissy Boys Hot to please Dominant Woman . Sissy in Chastity
2 years ago
Pantyhosed Sissy Mind Melt Transformation Crossdress Encouragement Mesmerizing Erotic Audio by Tara
48:34
Pantyhosed Sissy Mind Melt Transformation Crossdress Encouragement Mesmerizing Erotic Audio by Tara
4 years ago
Sissy Boy Locked in Chastity Training Feminization Tasks by FemDom Goddess Nikki Kit
1:06
Sissy Boy Locked in Chastity Training Feminization Tasks by FemDom Goddess Nikki Kit
4 years ago
Mistress Maven Sissy Task 2 - Femdom Goddess Maven may
6:48
Mistress Maven Sissy Task 2 - Femdom Goddess Maven may
1 year ago

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