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Sissy Training Videos

Why Goddess Nikki Kit LOVES Chastity Training
10:08
Why Goddess Nikki Kit LOVES Chastity Training
2 years ago
Training my new play thing to replace the old one.
8:31
Training my new play thing to replace the old one.
1 year ago
Bimbo Sissy Slut Training 2 Affirmations Mind Fuck
67:10
Bimbo Sissy Slut Training 2 Affirmations Mind Fuck
2 years ago
Fucking Machine for ReaLL SLUT TRaining ANAL
11:09
Fucking Machine for ReaLL SLUT TRaining ANAL
1 year ago
Diaper Sissy Lesson: Chastity Peeing and Fisting
8:12
Diaper Sissy Lesson: Chastity Peeing and Fisting
1 year ago
Teaching my SISSY grilfriend how to FUCK a real pussy
12:06
Teaching my SISSY grilfriend how to FUCK a real pussy
2 years ago
Real SISSY ENEMA slave cums in his own mouth
6:12
Real SISSY ENEMA slave cums in his own mouth
8 months ago
I am Sissy Joyce Part 2
2:49
I am Sissy Joyce Part 2
4 years ago
Sissy husband dressed up as a worthless slut and fucked in his ass by his mistress
4:18
Sissy husband dressed up as a worthless slut and fucked in his ass by his mistress
1 year ago
Sissy clit bitch boi gets humiliated & his boi pussy pegged
2:06
Sissy clit bitch boi gets humiliated & his boi pussy pegged
1 year ago
Sissy Slut - try not to Cum Challenge
12:12
Sissy Slut - try not to Cum Challenge
3 years ago
SISSY SLUT FUCKED HARD by DominaFire
2:39
SISSY SLUT FUCKED HARD by DominaFire
3 years ago
Husband Turned Sissy - Goddess Alexa
6:57
Husband Turned Sissy - Goddess Alexa
4 years ago
Sissy Transformation, Sissy Mindfuck, Sissification, Bimbo Brainwash, CEI, JOI, Femdom, Mistress
1:03
Sissy Transformation, Sissy Mindfuck, Sissification, Bimbo Brainwash, CEI, JOI, Femdom, Mistress
2 years ago
PEGGING CHASTITY SISSY WITH BAD DRAGON STRAPON
2:45
PEGGING CHASTITY SISSY WITH BAD DRAGON STRAPON
3 years ago
Caged sissy boi pegged and humiliated
2:09
Caged sissy boi pegged and humiliated
8 months ago
Sissy Slave for Dominant Daddy and TS Femdom
1:30
Sissy Slave for Dominant Daddy and TS Femdom
1 year ago
SISSY MIND MELT MUSIC COMPILATION VIDEO 🫦
10:21
SISSY MIND MELT MUSIC COMPILATION VIDEO 🫦
2 years ago
Podcast Ep10: Sissy Bimbo Slut Confessions (Audio)
32:04
Podcast Ep10: Sissy Bimbo Slut Confessions (Audio)
6 years ago
Bitch boi husband dresses up as a sissy bitch and pegged in his tight boi pussy
2:34
Bitch boi husband dresses up as a sissy bitch and pegged in his tight boi pussy
2 years ago
Step Mom Sissification Roleplay - Femdom Sissy POV - Goddess Alexa
8:08
Step Mom Sissification Roleplay - Femdom Sissy POV - Goddess Alexa
2 years ago
Stepmother helps her horny sissy stepson cum hard
5:16
Stepmother helps her horny sissy stepson cum hard
1 year ago
Sissy Crossdresser Walking Outdoors with a Huge Dildo inside her Ass. she could Barely Walk...
4:11
Sissy Crossdresser Walking Outdoors with a Huge Dildo inside her Ass. she could Barely Walk...
3 years ago
You're a Sissy Girl - Femdom Sissy Acceptance
7:50
You're a Sissy Girl - Femdom Sissy Acceptance
11 months ago
Crossdressing Sissy Husband gets pegged & humiliated
2:37
Crossdressing Sissy Husband gets pegged & humiliated
10 months ago
Desperate Sissy Maid Shakes his Caged Clit while Cleaning and Femdom Goddess gives him a Quick Tease
3:51
Desperate Sissy Maid Shakes his Caged Clit while Cleaning and Femdom Goddess gives him a Quick Tease
4 years ago
Sissy husbands cock caged and fucked in his ass with mistress's big strapon
1:38
Sissy husbands cock caged and fucked in his ass with mistress's big strapon
2 years ago
Sissification Lecture
14:09
Sissification Lecture "magic way of Daily Sissygasm for Sissy" by Shemale Veronica Taboo, Sex Witch
3 years ago
you are my sissy whore and will pimp you out !!!
6:50
you are my sissy whore and will pimp you out !!!
1 year ago
Sissy Boy's first Steps Cumming from a Cock in the Ass Stretching Sissy's Tight Ass
4:32
Sissy Boy's first Steps Cumming from a Cock in the Ass Stretching Sissy's Tight Ass
2 years ago
The sissy pissy anal experience
8:12
The sissy pissy anal experience
1 year ago
Sissy Task - Femdom POV Sissification - Goddess Alexa
4:50
Sissy Task - Femdom POV Sissification - Goddess Alexa
6 months ago
Taking my Sissy-Wife’s Virginity - Pegging POV with Elle Eros
16:18
Taking my Sissy-Wife’s Virginity - Pegging POV with Elle Eros
1 year ago
Curvy Arab SISSY Masterbates & Cums
1:02
Curvy Arab SISSY Masterbates & Cums
3 years ago
My sissy bitch dressed up and pegged in his tight hole
2:42
My sissy bitch dressed up and pegged in his tight hole
2 years ago
Pegging my sissy boi on holiday
1:34
Pegging my sissy boi on holiday
11 months ago
Sissy husband gets his ass pounded by my big strapon
2:12
Sissy husband gets his ass pounded by my big strapon
8 months ago
Sissy bitches tiny clit cock disappears whilst her pussy gets pegged
1:17
Sissy bitches tiny clit cock disappears whilst her pussy gets pegged
9 months ago
Sissy Serah being Pimped out by Verbal Dom BBC Part 1
2:18
Sissy Serah being Pimped out by Verbal Dom BBC Part 1
1 year ago
Sissy Clitty Masturbation
1:05
Sissy Clitty Masturbation
2 years ago

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