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Sissy Inspiration Videos

Sissy pegging compilation
1:02
Sissy pegging compilation
1 year ago
Submissive Sissy Spanked by a Real Man until Butt Cheeks Turn Bright Red
1:01
Submissive Sissy Spanked by a Real Man until Butt Cheeks Turn Bright Red
5 years ago
My sissy’s skirt lifted up and her ass pegged
1:58
My sissy’s skirt lifted up and her ass pegged
6 months ago
Sissy Strapon Fucked by Dominafire
2:05
Sissy Strapon Fucked by Dominafire
8 months ago
Sissy Brainwash Viibarating Strap-on Pink Rubber Burnette French Irish Femdom Brown Eyes Dominatrix
1:30
Sissy Brainwash Viibarating Strap-on Pink Rubber Burnette French Irish Femdom Brown Eyes Dominatrix
2 years ago
SISSYGASM TRAINING! Sissy Rides Dildo till she Cums, Twice! Model Veronica Taboo
7:17
SISSYGASM TRAINING! Sissy Rides Dildo till she Cums, Twice! Model Veronica Taboo
1 year ago
Sissy Caption Story: Prisoners pt. 1
12:26
Sissy Caption Story: Prisoners pt. 1
4 years ago
Sissy Acceptance - Femdom - Goddess Alexa
6:31
Sissy Acceptance - Femdom - Goddess Alexa
3 years ago
Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia
3:12
Feminization : Your new Life as a Sissy Slave - Transformation - Ep4 I Turn a Compulsive Wanker into a Slave - Maitresse Julia
1 year ago
Cum like a Girl Sissy JOI Instruction - Positive Femdom Goddess Alexa
8:13
Cum like a Girl Sissy JOI Instruction - Positive Femdom Goddess Alexa
1 year ago
Beautiful Sissy CUMSHOT from STEAMY BLOWJOB - Mikah Doll
4:32
Beautiful Sissy CUMSHOT from STEAMY BLOWJOB - Mikah Doll
3 years ago
Sissy Gets FUCKED by a HUNKY Black Daddy from Grindr - CD MIKAH DOLL with BBC
1:12
Sissy Gets FUCKED by a HUNKY Black Daddy from Grindr - CD MIKAH DOLL with BBC
3 years ago
Creampie for Cutie (Sissy Femboy Fucked and Creamed by Daddy, Cums Loads)
5:24
Creampie for Cutie (Sissy Femboy Fucked and Creamed by Daddy, Cums Loads)
3 years ago
Sissy Feminization
3:27
Sissy Feminization
1 year ago
DOMINAFIRE: SISSY SLUT TRAINING
3:09
DOMINAFIRE: SISSY SLUT TRAINING
3 years ago
Sissy Bitch Feminization, Hog Tie and Humiliation by Cruel Wife
3:51
Sissy Bitch Feminization, Hog Tie and Humiliation by Cruel Wife
7 years ago
Anastasia Mistress fucks in the ass sissy slut with strap on sex toy anal stretch asshole
5:28
Anastasia Mistress fucks in the ass sissy slut with strap on sex toy anal stretch asshole
2 years ago
First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.
43:06
First Step for Virgin Sissy, Cunt Defloration. Anal Stretching, Facesitting, Humiliation, Pee. Mistress Arya Grander.
5 months ago
Anal Fisting Training for my Sissy Slut Petra! (DOMINAFIRE)
2:11
Anal Fisting Training for my Sissy Slut Petra! (DOMINAFIRE)
3 years ago
Czech sissy pegging KellyAErick DianaMILF
11:28
Czech sissy pegging KellyAErick DianaMILF
2 years ago
Sissy Exposure Fantasy Roleplay - Femdom POV Goddess Alexa
8:00
Sissy Exposure Fantasy Roleplay - Femdom POV Goddess Alexa
1 year ago
Rub that Clitty - JOI for Sissies with CEI - Elle Eros
8:18
Rub that Clitty - JOI for Sissies with CEI - Elle Eros
1 year ago
Sissy Slut - Try not to cum challenge
12:11
Sissy Slut - Try not to cum challenge
3 years ago
Sissy Erica Cums first thing in the Morning
22:55
Sissy Erica Cums first thing in the Morning
6 years ago
SISSY SLUT FUCKED 8 INCH STRAPON by DominaFire
2:27
SISSY SLUT FUCKED 8 INCH STRAPON by DominaFire
2 years ago
Sissy Crossdresser, Me.. Making myself Cum again ;) had to be Quiet Shhh ;)
2:33
Sissy Crossdresser, Me.. Making myself Cum again ;) had to be Quiet Shhh ;)
6 years ago
Sissy Slut Sitting on a Huge Dildo in Public Bus Station at Night while Cars Pass by
1:21
Sissy Slut Sitting on a Huge Dildo in Public Bus Station at Night while Cars Pass by
3 years ago
MOAN like a woman while mistress is PEGGING your SISSY ass
10:24
MOAN like a woman while mistress is PEGGING your SISSY ass
2 years ago
Pretty like Me, Sissy Transformation Preview- Goddess Yata
1:35
Pretty like Me, Sissy Transformation Preview- Goddess Yata
4 years ago
Beautiful Sissy CUMSHOT from HOT BLOWJOB - Mikah Doll
4:27
Beautiful Sissy CUMSHOT from HOT BLOWJOB - Mikah Doll
2 years ago
Sissy Motivation 5: Cum with a Dick in your Ass (sissy Trainer, Sissy Instruction, Sissification)
4:03
Sissy Motivation 5: Cum with a Dick in your Ass (sissy Trainer, Sissy Instruction, Sissification)
10 months ago
Dominafire Pegging her Sissy Slut in Chastity
2:25
Dominafire Pegging her Sissy Slut in Chastity
1 year ago
Gothic Sissy Slut wants to Sit on a Big Cock
1:58
Gothic Sissy Slut wants to Sit on a Big Cock
4 years ago
Sissy Slut Femboy caption Story PMV Compilation
3:03
Sissy Slut Femboy caption Story PMV Compilation
3 years ago
Margo-Apollo: Sissy Motivation 2 (sissy Training, Sissy Instruction, Femboy, Crossdresser)
3:57
Margo-Apollo: Sissy Motivation 2 (sissy Training, Sissy Instruction, Femboy, Crossdresser)
4 years ago
POV Sissy Humiliation and Pegging
19:13
POV Sissy Humiliation and Pegging
2 years ago
Sissy Bitch Boy Gets His Ass Pounded And Stretched By Mistress’s Big Strapon
2:08
Sissy Bitch Boy Gets His Ass Pounded And Stretched By Mistress’s Big Strapon
1 year ago
Luckiest Gayboi Alive! a Short Sissy Story Erotic Audio by Tara Smith Crossdressing Humiliation Anal
13:32
Luckiest Gayboi Alive! a Short Sissy Story Erotic Audio by Tara Smith Crossdressing Humiliation Anal
2 years ago
When your Sissy is Missing Daddy's Dick
8:12
When your Sissy is Missing Daddy's Dick
11 months ago
DominaFire Anal Training her Sissy With Glass Dildo
2:29
DominaFire Anal Training her Sissy With Glass Dildo
2 years ago

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