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Sissy Training Videos

Knotting my Rex - Sissy in Action - Anal Training
1:29
Knotting my Rex - Sissy in Action - Anal Training
5 years ago
Training my Sissy to take my Strap on (part Two: going a little Further)
1:10
Training my Sissy to take my Strap on (part Two: going a little Further)
2 years ago
Sissy Prolapse Training
7:22
Sissy Prolapse Training
3 years ago
Femdom Mistress gives SissySlave Husband Dick Sucking Training
6:23
Femdom Mistress gives SissySlave Husband Dick Sucking Training
3 years ago
Cristal Kinky in Latex Discipline Training and Anal Play on my Sissy Bimbo Doll Preview
2:52
Cristal Kinky in Latex Discipline Training and Anal Play on my Sissy Bimbo Doll Preview
3 years ago
Sissy Bitch Pussy Worship Training
1:07
Sissy Bitch Pussy Worship Training
3 years ago
Fuck Doll Sissy Mind Fuck Training
11:09
Fuck Doll Sissy Mind Fuck Training
2 years ago
My new Sissy Slut - Mind Fuck FemDom Training
3:33
My new Sissy Slut - Mind Fuck FemDom Training
3 years ago
Sissy Slut Reanna Training
2:14
Sissy Slut Reanna Training
3 years ago
SISSY ANAL HOOK TRAINING by DominaFire
1:52
SISSY ANAL HOOK TRAINING by DominaFire
2 years ago
You will be my Sissy! Cut Short Version of Sissification from Mistress Mary
2:58
You will be my Sissy! Cut Short Version of Sissification from Mistress Mary
4 years ago
Getting Rid of your Man Parts: Ultimate Feminization Sissy Slut Training Encouraged Bi BDSM
10:37
Getting Rid of your Man Parts: Ultimate Feminization Sissy Slut Training Encouraged Bi BDSM
2 years ago
Feminized Mindfuck for Sissy Sluts
11:21
Feminized Mindfuck for Sissy Sluts
1 year ago
Sissy Lick her Pussy if your Hole can Handle a Dick
7:51
Sissy Lick her Pussy if your Hole can Handle a Dick
11 months ago
Sissy Maid Tiny Urethral Cock Cage Locking and XL Horse Cock Training
25:18
Sissy Maid Tiny Urethral Cock Cage Locking and XL Horse Cock Training
4 years ago
Training you to be my Sissy Slut
8:35
Training you to be my Sissy Slut
1 year ago
Sissy CD Slut Riding Dildo Training for Sissygasm in Chastity (almost Cum)
4:28
Sissy CD Slut Riding Dildo Training for Sissygasm in Chastity (almost Cum)
4 years ago
Sissy Suzie Butt Training Video
7:38
Sissy Suzie Butt Training Video
5 years ago
Sissy Femboy Trap self Fuck Squirt Fisting Orgasm Training Compilation
2:59
Sissy Femboy Trap self Fuck Squirt Fisting Orgasm Training Compilation
1 year ago
Hattabi4ik Hot Big Ass Massive Gold Rain Training
3:00
Hattabi4ik Hot Big Ass Massive Gold Rain Training
2 years ago
Mistress LilyRose gives Sissy Slut an Anal Training from Small to Fist!
11:54
Mistress LilyRose gives Sissy Slut an Anal Training from Small to Fist!
2 years ago
Moan for me my Sissy Bitch - Sissification with Collar, Anal Plugs and Rubber Pussy
17:37
Moan for me my Sissy Bitch - Sissification with Collar, Anal Plugs and Rubber Pussy
2 years ago
Mistress Azize Tarot fucks sissy with big strapon
2:24
Mistress Azize Tarot fucks sissy with big strapon
2 years ago
Sissy Trap Femboy self Fuck Squirt Orgasm Training Compilation
2:51
Sissy Trap Femboy self Fuck Squirt Orgasm Training Compilation
1 year ago
Sissy Frilly Maid Stumbles Around Apartment in Ballhood
3:02
Sissy Frilly Maid Stumbles Around Apartment in Ballhood
4 years ago
Leaky Sissy Gets Machine Fucked by BBC Dildo
6:54
Leaky Sissy Gets Machine Fucked by BBC Dildo
5 years ago
Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm
7:51
Chastity Sissy Slut Training - Jessica Bloom Huge Anal Orgasm
1 year ago
Locktober Sissy Chastity Training!
6:22
Locktober Sissy Chastity Training!
9 months ago
Goddess Anastasia's Sissy Maid Orders Promo
4:40
Goddess Anastasia's Sissy Maid Orders Promo
1 year ago
Early Sissy Slut Formation and Depravation Episodes - Compilation I
27:20
Early Sissy Slut Formation and Depravation Episodes - Compilation I
3 years ago
Sissy Maid Clean the Fridge and the Toilet while being Humiliated and Kicked in the Balls
2:37
Sissy Maid Clean the Fridge and the Toilet while being Humiliated and Kicked in the Balls
3 years ago
JOi - 4 SiSSY LOSERS PT. 2 - YOU KNOW YOU NEED MORE | ASMR | AUDIO ONLY | SISSY | JOI
11:49
JOi - 4 SiSSY LOSERS PT. 2 - YOU KNOW YOU NEED MORE | ASMR | AUDIO ONLY | SISSY | JOI
2 years ago
Sissy Fun 3 Preview featuruing DuhliciousBBW
2:40
Sissy Fun 3 Preview featuruing DuhliciousBBW
2 years ago
Ass Fucking My Sissy Bitch With 9 Inch Strap-On Dildo
3:52
Ass Fucking My Sissy Bitch With 9 Inch Strap-On Dildo
3 years ago
Sissy Femboy Training Orgasm Cum Compilation
2:18
Sissy Femboy Training Orgasm Cum Compilation
1 year ago
No Music Sissy Femboy Rides a Big Dildo Deep Penetration (1/4 Series)
14:18
No Music Sissy Femboy Rides a Big Dildo Deep Penetration (1/4 Series)
5 years ago
Rubber Sissy Takes all the Cock - Lady Bellatrix Trains her Slutty Sissy with Strap-on (teaser)
1:00
Rubber Sissy Takes all the Cock - Lady Bellatrix Trains her Slutty Sissy with Strap-on (teaser)
2 years ago
Cum Slut Sissy Mind Set, Sissy Trainer, Sissy Mind, Sissy Brainwash, Sissy Mind Control Femboy
4:28
Cum Slut Sissy Mind Set, Sissy Trainer, Sissy Mind, Sissy Brainwash, Sissy Mind Control Femboy
2 years ago
The Sissy Company - Cum
2:25
The Sissy Company - Cum
4 years ago
Femdom Gay Training Day 3
5:35
Femdom Gay Training Day 3
4 years ago

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