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Sissy Training Porn Videos
Dildo Hero - riding the A train
34:10
Dildo Hero - riding the A train
Innocense - a Sissy Hypno (HD)
3:18
Innocense - a Sissy Hypno (HD)
Vends-ta-culotte - Young French dominatrix jerks off her slave while playing with hhis plug in his asshole
8:59
Vends-ta-culotte - Young French dominatrix jerks off her slave while playing with hhis plug in his asshole
Become a sexy sissy girl of a German dominatrix
HD
9:59
Become a sexy sissy girl of a German dominatrix
Sissigasm Seminar
3:59
Sissigasm Seminar
60 cm in the ass cunt of my slave
1:59
60 cm in the ass cunt of my slave
Sissy Jewel Fucked Doggy
1:04
Sissy Jewel Fucked Doggy
Roommate transformed you in a sissy  and fucked your virgin ass with a strap on  (FEMINIZATION ROLEPLAY - AI GENERATED)
6:59
Roommate transformed you in a sissy and fucked your virgin ass with a strap on (FEMINIZATION ROLEPLAY - AI GENERATED)
Mistress Flo Fists the Ass of Two Mature Transvestites
42:59
Mistress Flo Fists the Ass of Two Mature Transvestites
Cum feeding my cocktease
3:04
Cum feeding my cocktease
Sissy Slut - Outdoor Domination
18:51
Sissy Slut - Outdoor Domination
My Femboy Roommate - 18 Year Old Femboy Wakes Me up with a Sloppy Blowjob
12:15
My Femboy Roommate - 18 Year Old Femboy Wakes Me up with a Sloppy Blowjob
Vends-ta-culotte - Anal training for submissive man with a young French amateur girl
6:14
Vends-ta-culotte - Anal training for submissive man with a young French amateur girl
Vends-ta-culotte - Anal training instructions by a beautiful French dominatrix
6:46
Vends-ta-culotte - Anal training instructions by a beautiful French dominatrix
SISSIFYME. A SISSY FOR LIFE
5:50
SISSIFYME. A SISSY FOR LIFE
Obey Your Mistress
HD
1:59
Obey Your Mistress
Swallow Cum! Sissy Trainer
1:59
Swallow Cum! Sissy Trainer
November 2025 Video Trailers - Katy Churchill farting, pissing, balloons, simp, smoking, facesitting
5:08
November 2025 Video Trailers - Katy Churchill farting, pissing, balloons, simp, smoking, facesitting
Sissi Training - You will be transformed into a feminine slave by me and finally feminized
HD
12:55
Sissi Training - You will be transformed into a feminine slave by me and finally feminized
Sissy Sophia the Cock Swallower, First Anal Training: Pegging and Cum on my Feet - Mistress Julia
6:59
Sissy Sophia the Cock Swallower, First Anal Training: Pegging and Cum on my Feet - Mistress Julia
Superglue - a cock becomes a super pussy
3:52
Superglue - a cock becomes a super pussy
Du kleine Fickhure ich steck dich in rock und stiefel maul auf fur die herrin
4:04
Du kleine Fickhure ich steck dich in rock und stiefel maul auf fur die herrin
Learning To Please Alpha Cock -  Bi Encouragement - Make Me Bi
HD
3:21
Learning To Please Alpha Cock - Bi Encouragement - Make Me Bi
Sissy Training Volume 5 - Feed Me Daddy
3:56
Sissy Training Volume 5 - Feed Me Daddy
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Only Pegging
HD
6:59
Only Pegging
Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander
HD
39:16
Strict Stepmom Femdom Fuck: Deep Fisting, Deep Throat Training, Sissification, Pee, Dirty Talk! Arya Grander
Cunilingus and analingus on the beach. My husband is a sissy.
3:53
Cunilingus and analingus on the beach. My husband is a sissy.
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Tied Up Sissy Gets Wanked Off
HD
3:59
Tied Up Sissy Gets Wanked Off
Bisexual cuckold with wife in threesome with neighbor
6:18
Bisexual cuckold with wife in threesome with neighbor
JOI: I Condition You to the Scent of My Heels and Bisexuality - Mistress Julia
2:59
JOI: I Condition You to the Scent of My Heels and Bisexuality - Mistress Julia
Cuckold learns to make deep throat in foursome
6:25
Cuckold learns to make deep throat in foursome
STEP-MOM saw your dirty secret and BLACMAILS you to be a SISSY
8:00
STEP-MOM saw your dirty secret and BLACMAILS you to be a SISSY
Come on, honey.. I'll fuck your ass. Stepmom testing stepsons anal hole.
HD
5:14
Come on, honey.. I'll fuck your ass. Stepmom testing stepsons anal hole.
Bi Confusion - Sissy Hypno PMV
2:11
Bi Confusion - Sissy Hypno PMV
Sissy Cuckold Husband Life Stages Chapter 1 Part 5
6:43
Sissy Cuckold Husband Life Stages Chapter 1 Part 5
Watch Me Become Your Mistress
HD
3:49
Watch Me Become Your Mistress
Femboy Fuckmachine Transformation and Training POV
4:59
Femboy Fuckmachine Transformation and Training POV
PROSTATE EXPLOSION big compilation
27:59
PROSTATE EXPLOSION big compilation
A Well Trained Husband
0:33
A Well Trained Husband
Horny Sissy Slut fucked in neighbors garden
1:13
Horny Sissy Slut fucked in neighbors garden
Anal hero - round 1
2:00
Anal hero - round 1
Pussy Eating Sissy (with CEI)
3:13
Pussy Eating Sissy (with CEI)
Milking the first drops from my SISSY's PROSTATE
7:13
Milking the first drops from my SISSY's PROSTATE
Sissy slut training
2:19
Sissy slut training
Sissy Training & Teaching U How to Suck Alpha's Huge Cock!
4:56
Sissy Training & Teaching U How to Suck Alpha's Huge Cock!
German crossdresser meet bdsm femdom domina
5:59
German crossdresser meet bdsm femdom domina
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