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Sissy Training Videos

Taking My Sissy-wife's Virginity - Pegging POV with Elle Eros
8:23
Taking My Sissy-wife's Virginity - Pegging POV with Elle Eros
1 year ago
Kinky Sissy Princess Veronica Taboo Masturbates in Chastity, Talking Frankly about her SISSIFICATION
7:30
Kinky Sissy Princess Veronica Taboo Masturbates in Chastity, Talking Frankly about her SISSIFICATION
2 years ago
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
23:33
Top 10 Sissy Ideas 2023 (pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)
7 months ago
Sissy Summer Camp with Elle Eros
12:55
Sissy Summer Camp with Elle Eros
10 months ago
ANAL for you, ANAL for me... SISSY boyfriend pegged and rewarded!
7:04
ANAL for you, ANAL for me... SISSY boyfriend pegged and rewarded!
8 months ago
Sissy Summer Camp with Elle Eros
6:40
Sissy Summer Camp with Elle Eros
10 months ago
Milk ENEMA bath for SISSY slave with full CONDOM inside his ass
13:41
Milk ENEMA bath for SISSY slave with full CONDOM inside his ass
9 months ago
Sissy - Be Confused and Try Not To Cum
7:19
Sissy - Be Confused and Try Not To Cum
4 years ago
Eat Your Own Cum Sissy BOI - You Can Do It!
4:41
Eat Your Own Cum Sissy BOI - You Can Do It!
5 years ago
Clara Dee - POV Sissy Pegging - CUSTOM FOR FRED
20:26
Clara Dee - POV Sissy Pegging - CUSTOM FOR FRED
4 years ago
Chastity Addicted Sissy FAG - Female Supremacy
6:33
Chastity Addicted Sissy FAG - Female Supremacy
5 years ago
Another BBC Subliminal Sissy
7:00
Another BBC Subliminal Sissy
5 years ago
EAT YOUR OWN CUM SISSY BOI YOU CAN DO IT
4:41
EAT YOUR OWN CUM SISSY BOI YOU CAN DO IT
4 years ago
Sissy Shorts Captions 5 - Girlfriend's Kitty
1:00
Sissy Shorts Captions 5 - Girlfriend's Kitty
4 years ago
Sissy Makeup Tutorial and Pheromone + Hormone Instruction
12:37
Sissy Makeup Tutorial and Pheromone + Hormone Instruction
6 years ago
sissy dildo trainer - anal multiplier
4:35
sissy dildo trainer - anal multiplier
4 years ago
Sissy Maid orgasm
1:11
Sissy Maid orgasm
4 years ago
EROTIC AUDIO: Sunday, Sissy Sunday by MistressAzralynn
29:11
EROTIC AUDIO: Sunday, Sissy Sunday by MistressAzralynn
3 years ago
Period training for Sissy bitches by German Mistress Lady Julina
17:15
Period training for Sissy bitches by German Mistress Lady Julina
3 years ago
Talishas Sissy Anal Trainer
29:00
Talishas Sissy Anal Trainer
4 years ago
Sissy Wife’s Blowjob Practice - Clara Dee Joi
7:42
Sissy Wife’s Blowjob Practice - Clara Dee Joi
1 year ago
Sissy Encouragement Erotic Audio the Faggot Paradox & the Cure by Tara Smith Fetish Training MP3
6:28
Sissy Encouragement Erotic Audio the Faggot Paradox & the Cure by Tara Smith Fetish Training MP3
4 years ago
sissy dildo trainer - gabby
5:47
sissy dildo trainer - gabby
4 years ago
Sunday, Sissy Sunday! [chastity + Training my Sissy] - [F4M - EROTIC AUDIO]
29:12
Sunday, Sissy Sunday! [chastity + Training my Sissy] - [F4M - EROTIC AUDIO]
3 years ago
Sissy Cock Sucking Training
4:59
Sissy Cock Sucking Training
3 years ago
Sissy being Trained to Suck Cock while Mistress uses Cruel Cane on her Ass
2:13
Sissy being Trained to Suck Cock while Mistress uses Cruel Cane on her Ass
4 years ago
Rough facefuck...Sissy hard at work!
4:18
Rough facefuck...Sissy hard at work!
5 years ago
Sissy Kara Rides her Dildo for her Hotwife
10:09
Sissy Kara Rides her Dildo for her Hotwife
3 years ago
Crossdressing Sissy Slut Pounds her Ass Deep and Hard with BBC Dildo
3:14
Crossdressing Sissy Slut Pounds her Ass Deep and Hard with BBC Dildo
5 years ago
Mistress pegs her sissy bitch in the car
2:05
Mistress pegs her sissy bitch in the car
1 year ago
Anal Fisting Training for my Sissy Slut Petra!
2:14
Anal Fisting Training for my Sissy Slut Petra!
3 years ago
Sissy Oral Training
9:42
Sissy Oral Training
2 years ago
ANAL training for my DIAPER slave
8:34
ANAL training for my DIAPER slave
10 months ago
futa femdom cocksucking sissy slut JOI - full video on veggiebabyy manyvids
1:03
futa femdom cocksucking sissy slut JOI - full video on veggiebabyy manyvids
2 years ago
TRAINING HIS STAMINA AFTER ABSTINENCE WEEK
9:59
TRAINING HIS STAMINA AFTER ABSTINENCE WEEK
4 years ago
Femdom Anal Training. become a Cumslut for Me!
5:39
Femdom Anal Training. become a Cumslut for Me!
2 years ago
Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum
2:49
Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum
1 year ago
Two Sissies Love to Suck Mistress's Strap-on and Love to Be Used!
6:56
Two Sissies Love to Suck Mistress's Strap-on and Love to Be Used!
7 months ago
Sissy Crossdress Instructions
1:50
Sissy Crossdress Instructions
5 years ago
Sissy Crossdresser in Chastity Walking in the Streets at Night with a Fox Tail Anal Plug inside her
3:38
Sissy Crossdresser in Chastity Walking in the Streets at Night with a Fox Tail Anal Plug inside her
3 years ago

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