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.

Sissification Porn Videos (5,423)

Chat with AI
She Tells all about her Transition and Slut Confessions
53%
45:47
She Tells all about her Transition and Slut Confessions

XNXX 6 years ago

Sissy Training - guide to became sissy - No three
12:24
Sissy Training - guide to became sissy - No three

CrazyPorn 5 years ago

A guide to sissification beginner am i a sissy russian
100%
19:49
A guide to sissification beginner am i a sissy russian

Noodlemagazine 3 years ago

Pegged Into a Perfect Sissy Porn Videos
6:20
Pegged Into a Perfect Sissy Porn Videos

Tube8 1 year ago

Sissy Crossdresser Wears Pvc Catsuit in Public
93%
3:14
Sissy Crossdresser Wears Pvc Catsuit in Public

Pornhub 3 years ago

Sissy training xxx with erotic Goddess Alexa from Verified Amateurs
100%
8:38
Sissy training xxx with erotic Goddess Alexa from Verified Amateurs

PornHat 1 year ago

Big Booty Pretty Femboy In Dark Pinky Ambiance Dressing Up Her Tights
67%
6:00
Big Booty Pretty Femboy In Dark Pinky Ambiance Dressing Up Her Tights

XNXX 5 months ago

The Cute Shemale wants to Watch you Suck on your first BBC and Gag on it
89%
14:11
The Cute Shemale wants to Watch you Suck on your first BBC and Gag on it

Pornhub 4 years ago

Trans Kelsey Masters Fucked by Fuck Machine While Bailey Wilde Jerks Off
4:44
Trans Kelsey Masters Fucked by Fuck Machine While Bailey Wilde Jerks Off

XVideos 1 year ago

Sissy ASMR Goddess’s Eyeline Approval
9:22
Sissy ASMR Goddess’s Eyeline Approval

XNXX 9 months ago

Hot Blonde Femboy Paddled and Whipped
100%
3:55
Hot Blonde Femboy Paddled and Whipped

XVideos 3 months ago

Sissy Hope Compilation 15
100%
10:16
Sissy Hope Compilation 15

XNXX 7 months ago

Cock Hungry Sissy Can't Stop Riding
100%
10:09
Cock Hungry Sissy Can't Stop Riding

XNXX 7 months ago

Tgirl Fucks Tgirl with Huge Ass
100%
3:00
Tgirl Fucks Tgirl with Huge Ass

XNXX 1 year ago

Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification
83%
31:00
Sissy Hypno Hypnosis | Feminization | Sissy Trainer | Sissification

SpankBang 3 years ago

VERY HOT Blonde Crossdresser Gets Footjob
3:44
VERY HOT Blonde Crossdresser Gets Footjob

XVideos 4 months ago

Chastity Sissy her Remote Controled Anal Plug
91%
19:57
Chastity Sissy her Remote Controled Anal Plug

Pornhub 6 years ago

Sissification Feminization Sissy Training - BE HAPPY SISSY (English Voice)
3:56
Sissification Feminization Sissy Training - BE HAPPY SISSY (English Voice)

FapCat 4 years ago

Sub | Hard | Anal | Strapon | Hardcore
95%
7:38
Sub | Hard | Anal | Strapon | Hardcore

SpankBang 3 years ago

Trans Woman Cums from Being Fucked
100%
0:36
Trans Woman Cums from Being Fucked

XVideos 3 months ago

Hot Oiled Skin Big Ass Seductive Leglace Booty Sissy Blonde Dick
100%
19:35
Hot Oiled Skin Big Ass Seductive Leglace Booty Sissy Blonde Dick

XVideos 4 months ago

Sissy Training: one Week in Pink Panties!
91%
11:20
Sissy Training: one Week in Pink Panties!

Pornhub 8 years ago

DominaFire Anal Training her Sissy With Glass Sex Toy
2:15
DominaFire Anal Training her Sissy With Glass Sex Toy

Love4Porn 3 years ago

I found a hung stud who wants to pound your sissy ass
66%
15:27
I found a hung stud who wants to pound your sissy ass

XNXX 9 years ago

Sissy Hope Compilation 11
0:21
Sissy Hope Compilation 11

XVideos 8 months ago

Feminization - Transformed into Pornstar Pvc Nurse & Fucked - Pornhub Gay
100%
0:32
Feminization - Transformed into Pornstar Pvc Nurse & Fucked - Pornhub Gay

Pornhub 2 years ago

Bimbo Bathroom Lockdown Trailer - miss Eva Mae Silicone Skinsut Deep M2f Transformation - Pornhub Gay
91%
1:06
Bimbo Bathroom Lockdown Trailer - miss Eva Mae Silicone Skinsut Deep M2f Transformation - Pornhub Gay

Pornhub 5 years ago

Hot Blonde Crossdresser has Cock Rubbed by Guy's Feet
3:42
Hot Blonde Crossdresser has Cock Rubbed by Guy's Feet

XVideos 3 months ago

Cock into Pussy
33%
6:00
Cock into Pussy

XVideos 5 years ago

Hot Trans Blonde Cums from Being Fucked
50%
0:44
Hot Trans Blonde Cums from Being Fucked

XVideos 2 months ago

Miss Eva Mae - White Heels Mask Silicone Doll Suit M2F Masturbation Orgasm
91%
2:58
Miss Eva Mae - White Heels Mask Silicone Doll Suit M2F Masturbation Orgasm

Pornhub 6 years ago

Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit
100%
0:28
Fuck your Ass for Goddess - Sissy Anal JOI + Strapon by Goddess Nikki Kit

Pornhub 1 year ago

Goth Emo Dick Addict Oral Dumb Dick Girl
90%
1:35
Goth Emo Dick Addict Oral Dumb Dick Girl

Pornhub 2 years ago

TS W I L L O W - Pretty Sissy Slut Cums for Daddy
90%
2:58
TS W I L L O W - Pretty Sissy Slut Cums for Daddy

Pornhub 2 years ago

CocoTranse PMV - Bimbo trainer
86%
13:01
CocoTranse PMV - Bimbo trainer

SpankBang 4 years ago

Femboi Fuck Booty In Clingfilm
46%
2:11
Femboi Fuck Booty In Clingfilm

XNXX 4 years ago

Go deeper ... ?
82%
2:06
Go deeper ... ?

XVideos 3 years ago

Clips 4 Sale - The Gay Awakening Podcast Episode #2
18:45
Clips 4 Sale - The Gay Awakening Podcast Episode #2

FapCat 2 years ago

Sissy Feminization Chastity Training!
92%
9:43
Sissy Feminization Chastity Training!

Pornhub 4 years ago

Ready to play ?
100%
0:37
Ready to play ?

XNXX 1 year ago

Female domination pov: LOVER shows her SEX DOLL while you JERK
9:00
Female domination pov: LOVER shows her SEX DOLL while you JERK

CrazyPorn 4 years ago

Pissing while in Chastity Cage and Butt Plug - Pornhub Gay
100%
5:38
Pissing while in Chastity Cage and Butt Plug - Pornhub Gay

Pornhub 1 year ago

From 2021 FinDom Goaldigger (findomgoaldigger) become a shemale
58%
6:01
From 2021 FinDom Goaldigger (findomgoaldigger) become a shemale

XNXX 5 years ago

Daddy - Goddess Yata - Femdom
90%
0:28
Daddy - Goddess Yata - Femdom

Pornhub 3 years ago

TS Willow Hammerz Strokes her Clitty, Cums in Shotglass
93%
8:27
TS Willow Hammerz Strokes her Clitty, Cums in Shotglass

Pornhub 3 years ago

Ninety Minutes Masturbating Cumming Finally Hot Pretty Feminine Femboy Butt and Soft Thighs
1:28:20
Ninety Minutes Masturbating Cumming Finally Hot Pretty Feminine Femboy Butt and Soft Thighs

XVideos 4 months ago

Gaping My Booty Wide
100%
0:56
Gaping My Booty Wide

XVideos 7 months ago

Trans Bailey Wilde Fucks Trans Jessica Moon
67%
4:57
Trans Bailey Wilde Fucks Trans Jessica Moon

XNXX 7 months ago

Sissy Hope Compilation 1
0:19
Sissy Hope Compilation 1

XVideos 1 year ago

Hottie Goddess
100%
4:47
Hottie Goddess

PornHat 1 year ago

Real homemade couple finds random person to Fuck both of them
64%
16:09
Real homemade couple finds random person to Fuck both of them

XNXX 9 years ago

This is what I am
77%
0:25
This is what I am

XNXX 3 years ago

Redhead Trans Woman Gives Very Hot Blonde Femboy Blowjob
3:16
Redhead Trans Woman Gives Very Hot Blonde Femboy Blowjob

XVideos 1 month ago

Hot Blonde TS Bailey Wilde Fucked by Chisholm of Boston
2:52
Hot Blonde TS Bailey Wilde Fucked by Chisholm of Boston

XVideos 3 months ago

Misa Sissy
92%
6:48
Misa Sissy

Pornhub 1 year ago

BBC Sissy Trainer
92%
4:17
BBC Sissy Trainer

xHamster 6 years ago

Camp Sissy Boi Presents THE PORN FLIPPER
93%
5:37
Camp Sissy Boi Presents THE PORN FLIPPER

Pornhub 3 years ago

Transforming you into my Hot Girlfriend - POV Gender Transformation Fantasy - PREVIEW Sydney Screams
92%
0:26
Transforming you into my Hot Girlfriend - POV Gender Transformation Fantasy - PREVIEW Sydney Screams

Pornhub 5 years ago

Fine-looking Goddess Alexa at dominant woman action
100%
7:50
Fine-looking Goddess Alexa at dominant woman action

PornHat 1 year ago

Sissy Sleepover Fun
86%
0:16
Sissy Sleepover Fun

Pornhub 3 years ago

Female Masker Z Cup Dildo Sissy Whores #2
89%
6:12
Female Masker Z Cup Dildo Sissy Whores #2

Pornhub 2 years ago

Bambi Obeys. Deepthroat Training - Pornhub Gay
89%
5:27
Bambi Obeys. Deepthroat Training - Pornhub Gay

Pornhub 2 years ago

X Cup Female Mask Sissy Strippers #2
89%
9:19
X Cup Female Mask Sissy Strippers #2

Pornhub 2 years ago

Better Sissy than Man – Humiliating Mind Fuck for Sissies by FemDom POV Goddess Nikki Kit
86%
0:28
Better Sissy than Man – Humiliating Mind Fuck for Sissies by FemDom POV Goddess Nikki Kit

Pornhub 1 year ago

Im Telling your Boss that you Sucked a Dildo for me unless you Suck a Real Cock for me JOI CEI
91%
6:53
Im Telling your Boss that you Sucked a Dildo for me unless you Suck a Real Cock for me JOI CEI

Pornhub 5 years ago

Hocus Pocus Feminization for my Familiar Preview Bellatrix Bandit Fetish Femdom Cosplay Roleplay
86%
0:18
Hocus Pocus Feminization for my Familiar Preview Bellatrix Bandit Fetish Femdom Cosplay Roleplay

Pornhub 3 years ago

SISSY MARGO LOOKING SEXY IN THIS SEXY UNDERWEAR AND a CAGE ON THE COCK
86%
4:08
SISSY MARGO LOOKING SEXY IN THIS SEXY UNDERWEAR AND a CAGE ON THE COCK

Pornhub 3 years ago

White Cum Slut Trainer - Feat. Emma Nice
97%
3:48
White Cum Slut Trainer - Feat. Emma Nice

xHamster 6 years ago

On a Bar Stool, Part 1 - Preparing a Cock for his Pussy
83%
9:49
On a Bar Stool, Part 1 - Preparing a Cock for his Pussy

Pornhub 4 months ago

SUPER SEXY Blonde Femboy Removes Chastity Then Jerks Off
100%
9:39
SUPER SEXY Blonde Femboy Removes Chastity Then Jerks Off

XVideos 3 weeks ago

Clips 4 Sale - Exposing The Panty Obsessed Sissy (WMV)
15:45
Clips 4 Sale - Exposing The Panty Obsessed Sissy (WMV)

FapCat 3 years ago

Clips 4 Sale - You
9:25
Clips 4 Sale - You

FapCat 2 years ago

Hot Trans Bailey Wilde Fucked Doggystyle While in Chastity
50%
4:20
Hot Trans Bailey Wilde Fucked Doggystyle While in Chastity

XNXX 9 months ago

Anna Nicole Teaser
90%
1:21
Anna Nicole Teaser

Pornhub 1 year ago

Small Penis Humiliation - Feminization - Girls Slumber Party - Pornhub Gay
100%
1:02
Small Penis Humiliation - Feminization - Girls Slumber Party - Pornhub Gay

Pornhub 2 years ago

Smoking Sexy Topless ASMR StoryTime! Sissy SPH Bondage Slave Id Lock you in a Cage like my FuckPuppy
89%
8:55
Smoking Sexy Topless ASMR StoryTime! Sissy SPH Bondage Slave Id Lock you in a Cage like my FuckPuppy

Pornhub 4 years ago

Clips 4 Sale - Sissy Slut Training For Beginners 2 Collection - Sissification & Feminization With Femdom Mistress Mystique - WMV
28:22
Clips 4 Sale - Sissy Slut Training For Beginners 2 Collection - Sissification & Feminization With Femdom Mistress Mystique - WMV

FapCat 1 year ago

Clips 4 Sale - Step-Dad I Wanna Know How You Could Lie To Mum And Me For All Of These Years Tell Me How You Became A Sissy Pervert Like This - Nasty Natascha And Her Sissy Step-Dad - MP4 Clip
6:00
Clips 4 Sale - Step-Dad I Wanna Know How You Could Lie To Mum And Me For All Of These Years Tell Me How You Became A Sissy Pervert Like This - Nasty Natascha And Her Sissy Step-Dad - MP4 Clip

FapCat 2 years ago

Femme Sandy - Peeing in Bowl & Swallowing (bunny Outfit)
0:58
Femme Sandy - Peeing in Bowl & Swallowing (bunny Outfit)

XVideos 5 months ago

Micropenis Sissy Clit was in Chastity too Long
100%
1:31
Micropenis Sissy Clit was in Chastity too Long

Pornhub 2 years ago

Related stars:
Bailey Wilde Chisholm Of Boston Goddess Alexa Sissy Hope Kelsey Masters Crossdresser Ketty Jake Grand Brandynette Karina Lite Any Fanny Gamora Velvet Sydney Screams Bellatrix Bandit Tori Black Kitty Quinn Femme Sandy
Related categories:
Sissy Feminization Verified Amateurs Amateur Hd Porn Fetish Transsexual Sissy Training Anal Femdom Exclusive Ass Sexy Tranny Transgender Solo Female Homemade Humiliation