This is an adult website

This website contains age-restricted materials including nudity and explicit depictions of sexual activity. By entering, you confirm that you are at least 18 years of age or older.

Sissy Training Porn Videos (9,390)

Chat with AI
Sissy Training porn video – Big Dick Femboy in Cute Dress - Pornhub Gay
90%
0:47
Big Dick Femboy in Cute Dress - Pornhub Gay

Pornhub 3 years ago

Sissy Training porn video – Small Dick = Sissy Clitty - SPH Feminization Humiliation by Goddess Nikki Kit
86%
0:28
Small Dick = Sissy Clitty - SPH Feminization Humiliation by Goddess Nikki Kit

Pornhub 1 year ago

Sissy Training porn video – Hattabi4ik Hot Cumshot
89%
0:29
Hattabi4ik Hot Cumshot

Pornhub 3 years ago

Sissy Training porn video – Reality Check - Denial
91%
2:37
Reality Check - Denial

Pornhub 4 years ago

Sissy Training porn video – Locked n Loaded Preview - E-stim Chastity Sissy Slut - Young Goddess Kim
90%
1:38
Locked n Loaded Preview - E-stim Chastity Sissy Slut - Young Goddess Kim

Pornhub 5 years ago

Sissy Training porn video – I need a cock
100%
1:49
I need a cock

xHamster 1 year ago

Sissy Training porn video – Pegged by a Sorority As feminization Sissy Training Femdom Goddess Nikki Kit
91%
3:28
Pegged by a Sorority As feminization Sissy Training Femdom Goddess Nikki Kit

Pornhub 6 years ago

Sissy Training porn video – !!! Measurement one week load. WHAT DOES HE EAT? Amazingly Hot jizzed
6:55
!!! Measurement one week load. WHAT DOES HE EAT? Amazingly Hot jizzed

Love4Porn 4 years ago

Sissy Training porn video – Shemale Fetish
76%
5:44
Shemale Fetish

XNXX 7 years ago

Sissy Training porn video – Shemale Fetish
76%
5:44
Shemale Fetish

XNXX 7 years ago

Sissy Training porn video – Sissy Sweater Bitch Free Preview
88%
3:20
Sissy Sweater Bitch Free Preview

Pornhub 3 years ago

Sissy Training porn video – Femboy Caresses a Big Dick and Cumming ( Crossdresser Sissy Shemale)
91%
4:12
Femboy Caresses a Big Dick and Cumming ( Crossdresser Sissy Shemale)

Pornhub 6 years ago

Sissy Training porn video – Sissy with Fake Boobs Rides Dildo and Cums Hands Free - Pornhub Gay
90%
10:29
Sissy with Fake Boobs Rides Dildo and Cums Hands Free - Pornhub Gay

Pornhub 4 years ago

Sissy Training porn video – Crossdresser Lana Growing a Hard Cock in Sexy Black Lingerie
92%
6:18
Crossdresser Lana Growing a Hard Cock in Sexy Black Lingerie

Pornhub 3 years ago

Sissy Training porn video – Katie's Test
90%
5:57
Katie's Test

SpankBang 2 years ago

Sissy Training porn video – Ass up Face down LETS FURTHER YOUR TRAINING Sissy Boi
91%
4:48
Ass up Face down LETS FURTHER YOUR TRAINING Sissy Boi

Pornhub 6 years ago

Sissy Training porn video – Look What You Made Me Do - BBC PMV
78%
3:41
Look What You Made Me Do - BBC PMV

SpankBang 4 years ago

Sissy Training porn video – Sissy Leak and Cum for Pantyhose Free Preview
90%
3:15
Sissy Leak and Cum for Pantyhose Free Preview

Pornhub 4 years ago

Sissy Training porn video – Fabrikasissy - Be a good cocksucker (french)
67%
4:20
Fabrikasissy - Be a good cocksucker (french)

SpankBang 4 years ago

Sissy Training porn video – A Cutesy Task For Sissy Boys - Miss Faith Rae’s Femdom Audio Feminizing Sissification Instructions
80%
1:41
A Cutesy Task For Sissy Boys - Miss Faith Rae’s Femdom Audio Feminizing Sissification Instructions

xHamster 1 year ago

Sissy Training porn video – Trans Caught Wearing Cute Panties in Public
100%
4:10
Trans Caught Wearing Cute Panties in Public

Pornhub 2 years ago

Sissy Training porn video – Tight hole pegged whilst sissy boi’s pathetic cock is caged up
100%
2:49
Tight hole pegged whilst sissy boi’s pathetic cock is caged up

xHamster 2 years ago

Sissy Training porn video – Bound Up Sissy Getting Orgasm Denial By beauty Female Domination Gf
14:20
Bound Up Sissy Getting Orgasm Denial By beauty Female Domination Gf

4KPorn 4 years ago

Sissy Training porn video – A Girl who Plays Naughty Pranks in Secret Late at Night✨crossdresser Masturbation
91%
6:21
A Girl who Plays Naughty Pranks in Secret Late at Night✨crossdresser Masturbation

Pornhub 2 years ago

Sissy Training porn video – Big black dick Pavlov Conditioning (Sissy Audio)
3:10
Big black dick Pavlov Conditioning (Sissy Audio)

4KPorn 4 years ago

Sissy Training porn video – Naked, Lewd Girl Stimulating Nipples✨japanese Crossdresser Masturbation
91%
3:23
Naked, Lewd Girl Stimulating Nipples✨japanese Crossdresser Masturbation

Pornhub 2 years ago

Sissy Training porn video – Verified Amateurs - hd dirt
100%
6:31
Verified Amateurs - hd dirt

PornHat 2 years ago

Sissy Training porn video – Sissy maker
84%
6:31
Sissy maker

SpankBang 5 years ago

Sissy Training porn video – Clips 4 Sale - Advanced Sissy Mantra Training With Majesty Natalie And Rebelle Hart MESMERIZE
18:52
Clips 4 Sale - Advanced Sissy Mantra Training With Majesty Natalie And Rebelle Hart MESMERIZE

FapCat 3 years ago

Sissy Training porn video – Power Bottom Skinny Twink goes Wild in his Anus for the Likes - DJ ButtPussy - Pornhub Gay
93%
10:19
Power Bottom Skinny Twink goes Wild in his Anus for the Likes - DJ ButtPussy - Pornhub Gay

Pornhub 2 years ago

Sissy Training porn video – Sissy Boy Anal Dildo Training
91%
3:41
Sissy Boy Anal Dildo Training

Pornhub 3 years ago

Sissy Training porn video – Sissy Elvi Lynx Channel Teaser (Compilation)
93%
2:03
Sissy Elvi Lynx Channel Teaser (Compilation)

Pornhub 2 years ago

Sissy Training porn video – Sissy Fucked in Chastity by a Machine until she Squirts!
90%
6:53
Sissy Fucked in Chastity by a Machine until she Squirts!

Pornhub 3 years ago

Sissy Training porn video – Small Cock Humility
100%
1:26
Small Cock Humility

xHamster 1 year ago

Sissy Training porn video – Anal training for our sissy in the sling
88%
3:29
Anal training for our sissy in the sling

XNXX 4 years ago

Sissy Training porn video – Biggest Silly Sissy Cuckold White Boi Twerks in CHEATING GFS CLOTHES!!!🤯🥺😳👗💨🥵 - Pornhub Gay
89%
3:56
Biggest Silly Sissy Cuckold White Boi Twerks in CHEATING GFS CLOTHES!!!🤯🥺😳👗💨🥵 - Pornhub Gay

Pornhub 3 years ago

Sissy Training porn video – Bad Bitch Facesitting #FemdomRAW
92%
0:48
Bad Bitch Facesitting #FemdomRAW

Pornhub 3 years ago

Sissy Training porn video – FACESITTING MY LATEX SISSY
92%
2:19
FACESITTING MY LATEX SISSY

Pornhub 3 years ago

Sissy Training porn video – Important Feminization Advice for Sissies! Femdom
92%
9:36
Important Feminization Advice for Sissies! Femdom

Pornhub 4 years ago

Sissy Training porn video – Fem Twink Shows off in Pink Thong Link in Video to see more
90%
2:03
Fem Twink Shows off in Pink Thong Link in Video to see more

Pornhub 3 years ago

Sissy Training porn video – You love cum
81%
5:57
You love cum

SpankBang 3 years ago

Sissy Training porn video – Hiding and Masturbating on the Balcony of his Home✨japanese Crossdresser Masturbation
92%
3:57
Hiding and Masturbating on the Balcony of his Home✨japanese Crossdresser Masturbation

Pornhub 2 years ago

Sissy Training porn video – Fucking My Sissy Husband's Big Fat Creamy Ass with a Dildo until He Cums. Pin...
100%
8:11
Fucking My Sissy Husband's Big Fat Creamy Ass with a Dildo until He Cums. Pin...

Beeg 2 years ago

Sissy Training porn video – 30 Days to Sissy Day 19: Sissy Stretch Free Preview
89%
3:27
30 Days to Sissy Day 19: Sissy Stretch Free Preview

Pornhub 3 years ago

Sissy Training porn video – ass training 1
97%
17:45
ass training 1

xHamster 6 years ago

Sissy Training porn video – Mistress Anns 50 Shades Of Art( Sissification)
98%
9:43
Mistress Anns 50 Shades Of Art( Sissification)

xHamster 6 years ago

Sissy Training porn video – Cock Lover
77%
4:27
Cock Lover

SpankBang 4 years ago

Sissy Training porn video – Nursery Time Free Preview
90%
3:06
Nursery Time Free Preview

Pornhub 4 years ago

Sissy Training porn video – Hattabi4ik Sissy Boy Training Gold Rain
92%
3:01
Hattabi4ik Sissy Boy Training Gold Rain

Pornhub 3 years ago

Sissy Training porn video – AB065 Happy Chinese New Year-Red Food Challenge And Nice Blow Job
10:12
AB065 Happy Chinese New Year-Red Food Challenge And Nice Blow Job

FapCat 4 years ago

Sissy Training porn video – Thirsty Cumslut
70%
4:31
Thirsty Cumslut

SpankBang 4 years ago

Sissy Training porn video – Naughty Trans Girl is Dominated with Restraints and Toys
89%
7:52
Naughty Trans Girl is Dominated with Restraints and Toys

Pornhub 2 years ago

Sissy Training porn video – Белый парень в чулках скачет на члене - Pornhub Gay
92%
0:46
Белый парень в чулках скачет на члене - Pornhub Gay

Pornhub 2 years ago

Sissy Training porn video – My first Webcam Show
91%
37:26
My first Webcam Show

Pornhub 4 years ago

Sissy Training porn video – TS W I L L O W - Naked Sissy Slut Squirting with Massager
93%
4:55
TS W I L L O W - Naked Sissy Slut Squirting with Massager

Pornhub 2 years ago

Sissy Training porn video – Public Knot Slut Challenge Teaser
89%
1:23
Public Knot Slut Challenge Teaser

Pornhub 1 year ago

Sissy Training porn video – Nasty Tranny Masturbates on a Public Bathroom
89%
3:12
Nasty Tranny Masturbates on a Public Bathroom

Pornhub 3 years ago

Sissy Training porn video – Girl Secretly Playing Naughty Pranks in her Room✨japanese Crossdresser Masturbation
89%
11:04
Girl Secretly Playing Naughty Pranks in her Room✨japanese Crossdresser Masturbation

Pornhub 3 years ago

Sissy Training porn video – Beautiful Virgin Ass of an 18 Year old Trans Girl - Pornhub Gay
92%
5:07
Beautiful Virgin Ass of an 18 Year old Trans Girl - Pornhub Gay

Pornhub 3 years ago

Sissy Training porn video – Sissy Bimbo Maid Loves Blowjob - with Bimbo Sissy Captions
90%
3:44
Sissy Bimbo Maid Loves Blowjob - with Bimbo Sissy Captions

Pornhub 2 years ago

Sissy Training porn video – Sissy Cum
91%
6:03
Sissy Cum

Pornhub 1 year ago

Sissy Training porn video – Watch wet julia softdome
100%
6:01
Watch wet julia softdome

PornHat 2 years ago

Sissy Training porn video – Mistress Sissy Hole Training
98%
15:39
Mistress Sissy Hole Training

xHamster 6 years ago

Sissy Training porn video – Clips 4 Sale - Your First Anal Dildo Sissy Task
5:45
Clips 4 Sale - Your First Anal Dildo Sissy Task

FapCat 2 years ago

Sissy Training porn video – Princess Nicole Train Her sissy Slut
90%
0:32
Princess Nicole Train Her sissy Slut

Pornhub 5 years ago

Sissy Training porn video – Husband Fucked with Huge Toys and Double Fisted
92%
7:27
Husband Fucked with Huge Toys and Double Fisted

Pornhub 1 year ago

Sissy Training porn video – Promotion and Benefits - Sissy caption Story
9:52
Promotion and Benefits - Sissy caption Story

4KPorn 5 years ago

Sissy Training porn video – Chastity sissy bj practice
70%
1:24
Chastity sissy bj practice

XNXX 2 years ago

Sissy Training porn video – Sissy Cow Slut Milk Machine
92%
1:57
Sissy Cow Slut Milk Machine

Pornhub 3 years ago

Sissy Training porn video – Fucking Machine Prostate Milking - Pornhub Gay
91%
2:07
Fucking Machine Prostate Milking - Pornhub Gay

Pornhub 6 years ago

Sissy Training porn video – Italiano COMPITI PER UNA SISSY
92%
2:14
Italiano COMPITI PER UNA SISSY

Pornhub 4 years ago

Sissy Training porn video – My own personal sissy at work - Sissy feminization training
86%
0:18
My own personal sissy at work - Sissy feminization training

XNXX 4 years ago

Sissy Training porn video – Anniversary strapon fun with Mr. Hankey's toys Cutler X
99%
15:37
Anniversary strapon fun with Mr. Hankey's toys Cutler X

xHamster 7 years ago

Sissy Training porn video – Humiliating Wedgie in the Forest
86%
4:00
Humiliating Wedgie in the Forest

Pornhub 2 years ago

Sissy Training porn video – Penny Barber Catches You In Diaper Sissy Bondage
65%
9:42
Penny Barber Catches You In Diaper Sissy Bondage

FapCat 4 years ago

Sissy Training porn video – Crossdresser Fuck Machine Ass Stretched
86%
5:30
Crossdresser Fuck Machine Ass Stretched

Pornhub 2 years ago

Sissy Training porn video – 30 Days to Sissy: Bonus CEI Facial Release PREVIEW
89%
3:18
30 Days to Sissy: Bonus CEI Facial Release PREVIEW

Pornhub 1 year ago

Sissy Training porn video – Aftercare for Sissies with Mistress Petra
100%
12:54
Aftercare for Sissies with Mistress Petra

XNXX 4 years ago

Sissy Training porn video – Sissy CD Riding Dildo in Chastity
91%
7:30
Sissy CD Riding Dildo in Chastity

Pornhub 5 years ago

Sissy Training porn video – Amy's Perfect Limp Clitty
89%
1:21
Amy's Perfect Limp Clitty

Pornhub 3 years ago

Related stars:
Olivia Rose Julia Softdome Crystal Clark Kyler Quinn Sweet Wet Ella Abby Kitty Spade Thee Stallion Michelle Flowers Sasha Sweet Penny Barber
Related categories:
Hd Porn Verified Amateurs Fetish Sissy Transgender Exclusive Anal Amateur Femdom Cumshot Sissy Crossdress Big Ass Pov Toys Masturbation Sissy Boy Crossdresser Big Dick