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Sissy Courses Videos

Get ready for a crash course in sissy humiliation
11:45
Get ready for a crash course in sissy humiliation
8 years ago
Wedding day
84:59
Wedding day
7 months ago
Sissy Training - Guide to became Sissy - (No_3)
12:02
Sissy Training - Guide to became Sissy - (No_3)
4 years ago
Sissy Training - Guide to became Sissy - (No_1)
7:43
Sissy Training - Guide to became Sissy - (No_1)
4 years ago
Sissy Training - Guide to became Sissy - (No_2)
7:41
Sissy Training - Guide to became Sissy - (No_2)
4 years ago
Turning into a Sissy
5:31
Turning into a Sissy
4 years ago
Welcome to Camp Sissy Boi Lets get you Sucking Dicks
5:17
Welcome to Camp Sissy Boi Lets get you Sucking Dicks
5 years ago
How do I Wake up My Slave? With a Pegging, of Course, Mistress Julia.
2:28
How do I Wake up My Slave? With a Pegging, of Course, Mistress Julia.
1 year ago
Gagged Sissy Flashing on a Golf course
2:00
Gagged Sissy Flashing on a Golf course
3 years ago
How do I Wake up my Slave? with a Pegging, of Course, Mistress Julia.
2:26
How do I Wake up my Slave? with a Pegging, of Course, Mistress Julia.
1 year ago
Camp Sissy Boi Presents Dildo Practice
5:30
Camp Sissy Boi Presents Dildo Practice
2 years ago
Sissy Slut Flashing and Cumming in a Public Park
6:32
Sissy Slut Flashing and Cumming in a Public Park
5 years ago
Flashing by a Busy Street and on a Golf course
2:16
Flashing by a Busy Street and on a Golf course
2 years ago
Is this a Medical Procedure for sure ? of Course!
6:43
Is this a Medical Procedure for sure ? of Course!
2 years ago
Your Dick needs to go inside my Ass - for Purely Medical Reasons of Course! Emily Adaire & PF Bhangs
5:42
Your Dick needs to go inside my Ass - for Purely Medical Reasons of Course! Emily Adaire & PF Bhangs
2 years ago
The first course is my Ass, for the Appetizer my Sweet Legs! Bon Appetit
9:48
The first course is my Ass, for the Appetizer my Sweet Legs! Bon Appetit
1 year ago
Femboy College Feminization course Lesson two Preview [hentai JOI] [voiced]
1:06
Femboy College Feminization course Lesson two Preview [hentai JOI] [voiced]
1 year ago
Sissy Training Cock Worship Crossdressing Fem
7:26
Sissy Training Cock Worship Crossdressing Fem
7 years ago
Sissy Whore Training Pt4
1:03
Sissy Whore Training Pt4
2 years ago
Sissy Candy Locked onto her Dildo Stand, Impaled on Huge Dildos Compilation
9:35
Sissy Candy Locked onto her Dildo Stand, Impaled on Huge Dildos Compilation
8 months ago
Sissy in Chastity gets fucked hard
17:27
Sissy in Chastity gets fucked hard
3 years ago
Sissy Candy in Black Lingerie and Chastity is Locked and Impaled on her Dildo Stand to try and Cum
9:37
Sissy Candy in Black Lingerie and Chastity is Locked and Impaled on her Dildo Stand to try and Cum
9 months ago
Sissy Haileydoll in Chastity Anal Training and Gapes
1:09
Sissy Haileydoll in Chastity Anal Training and Gapes
2 years ago
Sissy Maid in Hot Pink Dress and Chastity is Locked to her Dildo Stand
9:19
Sissy Maid in Hot Pink Dress and Chastity is Locked to her Dildo Stand
7 months ago
Sissy Ruined Orgasm after Long Denial without a Single Touch on Cock
3:01
Sissy Ruined Orgasm after Long Denial without a Single Touch on Cock
4 years ago
Sissy Masterbating
1:19
Sissy Masterbating
5 years ago
Sexy CD Sissy, Rich Fuck with her Young Neighbor
26:08
Sexy CD Sissy, Rich Fuck with her Young Neighbor
3 years ago
Sissy in new Tights and Shoes when the Wife is not at Home
4:33
Sissy in new Tights and Shoes when the Wife is not at Home
3 years ago
Sissy Training Crossdresser Humiliation
3:17
Sissy Training Crossdresser Humiliation
11 years ago
Sissy Walks on the Street in a new Coat
1:19
Sissy Walks on the Street in a new Coat
3 years ago
Sissy Husband Dressed like a Whore while his Wife is not Home
8:14
Sissy Husband Dressed like a Whore while his Wife is not Home
3 years ago
Wife Bought new Sissy (crossdresser) Stocking to her Husband
5:47
Wife Bought new Sissy (crossdresser) Stocking to her Husband
4 years ago
Sissy tries on new Stockings in the Hostel
4:41
Sissy tries on new Stockings in the Hostel
3 years ago
Bi Humiliation - Sissy Blowjob & Edging Tiny Slave Cock
1:53
Bi Humiliation - Sissy Blowjob & Edging Tiny Slave Cock
11 months ago
Gaping Sissygasms in Chastity and a Ruined Orgasm ending for this Eager Sissy Slut
5:45
Gaping Sissygasms in Chastity and a Ruined Orgasm ending for this Eager Sissy Slut
3 years ago
Sissy Slut in Trouble - sissy-slut-training .com
2:00
Sissy Slut in Trouble - sissy-slut-training .com
8 years ago
A GangBang for the Sissy Slut
1:56
A GangBang for the Sissy Slut
4 years ago
Crossdressing Sissy Training Humiliation
2:28
Crossdressing Sissy Training Humiliation
11 years ago
Sissy Slut - Left in the park as fucktoy
26:48
Sissy Slut - Left in the park as fucktoy
3 years ago
Crossdressing Princess Sissy Humiliation
2:16
Crossdressing Princess Sissy Humiliation
12 years ago

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