Dildo Riding Videos - Trans (5,364)

Riding a Huge Dildo

Riding a Huge Dildo

FapHouse 17 hours ago

Cute Shemale Dildo Riding Outside with Panties by the Side

Cute Shemale Dildo Riding Outside with Panties by the Side

FapHouse 1 week ago

Jossu Crossdresser riding My Fav Dildo and Cumming

Jossu Crossdresser riding My Fav Dildo and Cumming

FapHouse 4 days ago

Cute Locked Femboy Raine Bouncing on Thier Favourite Xl Toys

HD 0:39 / 16:17

Cute Locked Femboy Raine Bouncing on Thier Favourite Xl Toys

FapHouse 1 week ago

Riding a Dildo and Jerking off a Big Cock in Pantyhose

HD 0:39 / 11:29

Riding a Dildo and Jerking off a Big Cock in Pantyhose

FapHouse 1 week ago

Ass Expansion Masturbation 2025

HD 0:39 / 44:23

Ass Expansion Masturbation 2025

FapHouse 1 week ago

Sexy TS Sissy Showing Cute Black Stocking Lingerie W/out Panties Riding Monster Huge Anal White Toy Outdoor

Sexy TS Sissy Showing Cute Black Stocking Lingerie W/out Panties Riding Monster Huge Anal White Toy Outdoor

FapHouse 6 days ago

Gaping Ass with Big Toy

Gaping Ass with Big Toy

FapHouse 3 weeks ago

Amateur Sissy Cums Riding a Dildo

Amateur Sissy Cums Riding a Dildo

FapHouse 1 week ago

Groobygirls: Kendall Is Cumming Home for Christmas

HD 0:39 / 17:10

Groobygirls: Kendall Is Cumming Home for Christmas

FapHouse 2 days ago

Sexy femboy riding 11 inch dildo

Premium HD 5:06

Sexy femboy riding 11 inch dildo

XVideosRed 1 month ago

Full: Teen Femboy Cumming While Is Anal Fucked

Full: Teen Femboy Cumming While Is Anal Fucked

FapHouse 1 month ago

Jess Silk Rides Her Dildo

HD 0:39 / 12:42

Jess Silk Rides Her Dildo

FapHouse 1 month ago

cis ginger robin coffins gets on ts sarina havok 2 ride her!

HD 0:30 / 19:45

cis ginger robin coffins gets on ts sarina havok 2 ride her!

AnalVids 1 month ago

Pink Sissy Maid Candy Is Locked Onto Her Dildo Stand and Rides Her Pole

HD 0:39 / 40:35

Pink Sissy Maid Candy Is Locked Onto Her Dildo Stand and Rides Her Pole

FapHouse 1 month ago

Sexy Shemale Twerking Her Ass and Cumming After Anal Sex

Sexy Shemale Twerking Her Ass and Cumming After Anal Sex

FapHouse 3 months ago

Sissy Maid Fucked with a Huge Ribbed Dildo

Sissy Maid Fucked with a Huge Ribbed Dildo

FapHouse 3 months ago

Dick Sucking World Shemale Champion Rides a Huge Dildo

Dick Sucking World Shemale Champion Rides a Huge Dildo

FapHouse 3 months ago

Dildo Riding Cute Transgirl

Dildo Riding Cute Transgirl

FapHouse 3 months ago

Aj180 Presents: Loosen up

Aj180 Presents: Loosen up

FapHouse 3 months ago

Anal training riding my dildo

Premium HD 4:18

Anal training riding my dildo

xnxxGold 4 months ago

Ai Big Boobs Shemale Fuck with Dildo

Ai Big Boobs Shemale Fuck with Dildo

FapHouse 4 months ago

MilfyCalla – Red Dressed Toy Queen Plays with Pussy & Throat Masturbators | Fetish Solo Play 293

66% 0:30 / 14:52

MilfyCalla – Red Dressed Toy Queen Plays with Pussy & Throat Masturbators | Fetish Solo Play 293

Clips4sale 4 months ago

Jasmine Dlight - Extreme Anal Training with Giant Double Ended Dildo

HD 0:39 / 16:43

Jasmine Dlight - Extreme Anal Training with Giant Double Ended Dildo

FapHouse 4 months ago

Hot Nonbinary Top Fucks Me with a Strap-On and Eats My Pussy

Premium HD 25:33

Hot Nonbinary Top Fucks Me with a Strap-On and Eats My Pussy

Sheer 4 months ago

Anal Training 68 Part 4 - Dildo Riding

HD 0:39 / 11:17

Anal Training 68 Part 4 - Dildo Riding

FapHouse 5 months ago

Nikki Sits on a Dlido and Eats Her Cum!

HD 0:39 / 13:06

Nikki Sits on a Dlido and Eats Her Cum!

FapHouse 5 months ago

19 Year Old Petite Transgirl Masturbating

19 Year Old Petite Transgirl Masturbating

FapHouse 4 months ago

Ftm Rides Mirror Dildo

64% HD 0:39 / 26:25

Ftm Rides Mirror Dildo

FapHouse 4 months ago

Crossdresser Riding White Lingerie and Peeptoe

Crossdresser Riding White Lingerie and Peeptoe

FapHouse 4 months ago

Butt Plug Stuck in Ass!

Butt Plug Stuck in Ass!

FapHouse 4 months ago

Femboy Raine Riding Toys While Playing Beatmania Iidx

HD 0:39 / 16:08

Femboy Raine Riding Toys While Playing Beatmania Iidx

FapHouse 4 months ago

Shemale with a Huge Ass Riding a Dildo in Reverse Cowgirl POV

Shemale with a Huge Ass Riding a Dildo in Reverse Cowgirl POV

FapHouse 3 months ago

trans ass fuck

PornBox 9 months ago

My Big Ass, Anal Sex

My Big Ass, Anal Sex

FapHouse 3 months ago

Sissy Moaning at the Moment of Cumming

Sissy Moaning at the Moment of Cumming

FapHouse 3 months ago

beautiful trans girl riding on a huge cock

beautiful trans girl riding on a huge cock

AnalVids 9 months ago

Beautiful Ass in Stockings

Beautiful Ass in Stockings

FapHouse 3 months ago

Ride on Thick Dildo

Ride on Thick Dildo

FapHouse 3 months ago

Long Hard Cock Transgender Widowmaker Rides a Hardcore BBC Dildo

Long Hard Cock Transgender Widowmaker Rides a Hardcore BBC Dildo

FapHouse 3 months ago

dildo anal hard ride

dildo anal hard ride

PornBox 3 months ago

[Trans] Gorgeous Ladyboy Pleasure Fuckfest

Premium 57% VR 38:38

[Trans] Gorgeous Ladyboy Pleasure Fuckfest

VrSmash 4 months ago

Riding That BBC Dildo

Riding That BBC Dildo

FapHouse 4 months ago

Sofi Black Sissy Slut Loves Playing with Her Dildo 14-09-2022

HD 0:39 / 10:18

Sofi Black Sissy Slut Loves Playing with Her Dildo 14-09-2022

FapHouse 4 months ago

Turning You Into the Slut You Deserve to Be

HD 0:39 / 21:32

Turning You Into the Slut You Deserve to Be

FapHouse 4 months ago

I Love Riding Huge Cocks!! I Love Being Full and Creamy Hehe!

I Love Riding Huge Cocks!! I Love Being Full and Creamy Hehe!

FapHouse 3 months ago

Begging For A Pegging

Begging For A Pegging

Clips4sale 5 months ago

I'm a Big Whore After All

I'm a Big Whore After All

FapHouse 6 months ago

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

Prostate Stress Test! Simultaneous Dildo Sounding Fun!

FapHouse 3 months ago

bareback anal sex

bareback anal sex

AnalVids 9 months ago

Sissy Ass Training Self Creampie

HD 0:39 / 13:23

Sissy Ass Training Self Creampie

FapHouse 3 months ago

Sissyslut Kandi Doubles Down on Her Dildos

HD 0:39 / 11:07

Sissyslut Kandi Doubles Down on Her Dildos

FapHouse 3 months ago

Playing with My Toys

Playing with My Toys

FapHouse 4 months ago

Anal Dildo Ride Training

Anal Dildo Ride Training

FapHouse 1 month ago

Cute Bubble Ass Booty Femboy Riding a Dildo Until Cumming

Cute Bubble Ass Booty Femboy Riding a Dildo Until Cumming

FapHouse 1 week ago

Dick Rider [Anal Instruction]

Dick Rider [Anal Instruction]

LoyalFans 2 months ago

Sissy Maid Sucking and Riding Her Sex Doll with Bondage

HD 0:39 / 29:30

Sissy Maid Sucking and Riding Her Sex Doll with Bondage

FapHouse 2 months ago

Tessa Shows off Her New Cage Before Stuffing Her Ass

57% HD 0:39 / 8:17

Tessa Shows off Her New Cage Before Stuffing Her Ass

FapHouse 2 months ago

Cis Ginger Robin Coffins Gets On TS Sarina Havok 2 Ride Her!

Premium HD 19:45

Cis Ginger Robin Coffins Gets On TS Sarina Havok 2 Ride Her!

XVideosRed 1 month ago

Red’s Big Stepbrother!

Red’s Big Stepbrother!

FapHouse 1 month ago

Hot Red Play with Giant Dildo

HD 0:39 / 26:14

Hot Red Play with Giant Dildo

FapHouse 1 month ago

Rachel Sexy Maid

HD 0:39 / 13:47

Rachel Sexy Maid

FapHouse 2 months ago

Sweet SISSYGASM riding a BBС strapon

Sweet SISSYGASM riding a BBС strapon

XVideosRed 3 months ago

Pink Stocking Lingerie Shemale Riding Black Dildo on the Wall

Pink Stocking Lingerie Shemale Riding Black Dildo on the Wall

FapHouse 1 month ago

Horny and Aroused After a Hard Fuck, I Continue to Caress My Cock and Asshole and I Want More!!!

Horny and Aroused After a Hard Fuck, I Continue to Caress My Cock and Asshole and I Want More!!!

FapHouse 2 months ago

Nahida Cosplayer Rides a Dildo Until She Cums

HD 0:39 / 15:26

Nahida Cosplayer Rides a Dildo Until She Cums

FapHouse 1 month ago

Amateur Tranny Riding Dildo Outside

Amateur Tranny Riding Dildo Outside

FapHouse 2 weeks ago

Riding Like a Real Little Slut

Riding Like a Real Little Slut

FapHouse 3 weeks ago

Swallow Huge Butt Plug!!

HD 0:39 / 13:50

Swallow Huge Butt Plug!!

FapHouse 1 month ago

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1080p)

(608) Sissygasm Compilation #01: Crossdresser’s Hands-Free Orgasms - Zoulette (1080p)

Clips4sale 3 months ago

My Biggest Anal Dildo Training Vf

63% HD 0:39 / 42:38

My Biggest Anal Dildo Training Vf

FapHouse 3 months ago

Shemale Sexy Lingerie Riding Fat Dildo

Shemale Sexy Lingerie Riding Fat Dildo

FapHouse 2 months ago

Aj180 Spreads Her Hole for You in a Doll & Her Dildo Teaser

63% 0:39 / 11:50

Aj180 Spreads Her Hole for You in a Doll & Her Dildo Teaser

FapHouse 2 months ago

Young Latino with Big Cock Is About to Cum

Young Latino with Big Cock Is About to Cum

FapHouse 2 months ago

[Trans] The Big Showoff! Venus Lux

Premium 63% VR 52:15

[Trans] The Big Showoff! Venus Lux

VRPorn 6 years ago

Full Gender Transformation with Dildo Sucking and Fucking

HD 0:39 / 1:02:10

Full Gender Transformation with Dildo Sucking and Fucking

FapHouse 1 year ago

Tgurl Ride on Purple Toy

Tgurl Ride on Purple Toy

FapHouse 1 year ago

Sissy Anal Training Instructions - Fuck your Ass with Me HD

Premium HD 45:31

Sissy Anal Training Instructions - Fuck your Ass with Me HD

Clips4sale 1 year ago

Toy Training

FapHouse 1 year ago

Coach Said I Could Ride the Bench, He Didn't Know I'm a Switch Hitter.

Coach Said I Could Ride the Bench, He Didn't Know I'm a Switch Hitter.

FapHouse 1 year ago

In My Pink Tutu Sitting on My Dildo and Having a Lovely Orgasm Spray

HD 0:39 / 24:51

In My Pink Tutu Sitting on My Dildo and Having a Lovely Orgasm Spray

FapHouse 1 year ago

Ophelia #69

FapHouse 1 year ago

Big Bubble Butt Girl Rides Huge Dildo Part 2

HD 0:39 / 11:05

Big Bubble Butt Girl Rides Huge Dildo Part 2

FapHouse 1 year ago

pov revealing my big girl dick and fucking with you

pov revealing my big girl dick and fucking with you

PornBox 1 year ago

Big Cock Shemale Riding in Sexy Lingerie

Big Cock Shemale Riding in Sexy Lingerie

FapHouse 1 year ago

Blonde Whore Kaiia Eve Is Riding 2 Big Sausages In A 3Some!

Premium HD 28:35

Blonde Whore Kaiia Eve Is Riding 2 Big Sausages In A 3Some!

xnxxGold 1 year ago

Fucking Myself in Doggy and Riding Thick Cock!!!

Fucking Myself in Doggy and Riding Thick Cock!!!

FapHouse 1 year ago

I'll Ride My Tight Ass on a Dildo. Will You Cum Inside Me?

I'll Ride My Tight Ass on a Dildo. Will You Cum Inside Me?

FapHouse 1 year ago

Blonde Tgirl Mia Maffia Rides A Big Sausage So Fckng Well!

Premium HD 17:54

Blonde Tgirl Mia Maffia Rides A Big Sausage So Fckng Well!

xnxxGold 1 year ago

Crossdresser Strips Sexy Black Panties Reveals Black Lingerie and Fucks Long Extreme Dildo

Crossdresser Strips Sexy Black Panties Reveals Black Lingerie and Fucks Long Extreme Dildo

FapHouse 1 year ago

Transerotica! Beauty Brunette Alexa Scout Is Riding A Huge Dildo!

Premium HD 20:15

Transerotica! Beauty Brunette Alexa Scout Is Riding A Huge Dildo!

xnxxGold 1 year ago

INTENSE SISSYGASM - Sissy Hands Free Orgasm [Sissification] [HFO] [Sissy Training] Sissy Sluts Mesmerize

INTENSE SISSYGASM - Sissy Hands Free Orgasm [Sissification] [HFO] [Sissy Training] Sissy Sluts Mesmerize

Gothic Trans Girl Can't Resist Giving a Blowjob, Rides her Dildo, and Has Two Mind Blowing Orgasms

Gothic Trans Girl Can't Resist Giving a Blowjob, Rides her Dildo, and Has Two Mind Blowing Orgasms

Clips4sale 1 year ago

Huge Dildo Anal Fucking Session - Training my Sissy Hole HD

HD 0:31 / 25:54

Huge Dildo Anal Fucking Session - Training my Sissy Hole HD

Clips4sale 1 year ago

Submissive Guy Bouncing on a Purple Dildo

Submissive Guy Bouncing on a Purple Dildo

FapHouse 1 year ago

Ebony Trans Goddess Rides Her Black Dildo

Ebony Trans Goddess Rides Her Black Dildo

FapHouse 1 year ago

Riding My Dildo and Squirting That Load From My Uncut Cock Trans Porn Nbnabunny

Riding My Dildo and Squirting That Load From My Uncut Cock Trans Porn Nbnabunny

FapHouse 1 year ago

Riding a Dildo in the Office

Riding a Dildo in the Office

FapHouse 1 year ago

Beaux James | Chapter 1

HD 1:14 / 18:18

Beaux James | Chapter 1

FTMMen 4 years ago

Trans Blonde Jamily Lima Tries The Machine and Loves It

4K 0:30 / 20:42

Trans Blonde Jamily Lima Tries The Machine and Loves It

Clips4sale 1 year ago

Jasmine Dlight Purple Pvc Extreme Anal Stuffing Gaping and a Full Prolapse

HD 0:39 / 35:34

Jasmine Dlight Purple Pvc Extreme Anal Stuffing Gaping and a Full Prolapse

FapHouse 1 year ago

sissygasm on giant dildo and pee on stockings

46% HD 0:30 / 18:36

sissygasm on giant dildo and pee on stockings

PornBox 1 year ago

Blonde TS Lena Kelly Rides Ginger Trans Shiri Allwood&#039_s Big Dick!

Premium HD 19:49

Blonde TS Lena Kelly Rides Ginger Trans Shiri Allwood&#039_s Big Dick!

xnxxGold 1 year ago

V66 - Big-tit Shemale in Lingerie Micro-dress, Rides and Cums.

HD 0:39 / 11:25

V66 - Big-tit Shemale in Lingerie Micro-dress, Rides and Cums.

FapHouse 1 year ago

redhead milf sexy vanessa rides blonde babe cherry mavrik s big dick!

HD 0:30 / 20:17

redhead milf sexy vanessa rides blonde babe cherry mavrik s big dick!

PornBox 1 year ago

Santa Claus Checks the 2023 Naughtylist of This Cam Cunt - Dildo, Plug & Fucking Machine Are in Use

Santa Claus Checks the 2023 Naughtylist of This Cam Cunt - Dildo, Plug & Fucking Machine Are in Use

FapHouse 1 year ago

Huge Dildo.

FapHouse 1 year ago

pink dressed trans sasha de sade & natalie mars ride some dildos!

HD 0:30 / 20:18

pink dressed trans sasha de sade & natalie mars ride some dildos!

PornBox 1 year ago

Sissy Candy's Dildo Post Compilation!

Sissy Candy's Dildo Post Compilation!

FapHouse 1 year ago

The Tranny MILF - Riding a Huge 12 in Dildo

The Tranny MILF - Riding a Huge 12 in Dildo

FapHouse 1 year ago

trans daphne solves the mystery of how many dildos can fit inside her tight ass

HD 0:29 / 24:48

trans daphne solves the mystery of how many dildos can fit inside her tight ass

AnalVids 1 year ago

honeymoon fucking roleplay with trans girl

HD 0:30 / 14:32

honeymoon fucking roleplay with trans girl

AnalVids 1 year ago

Oiled up in My Little Red Dress Riding My Dildo to a Lovely Cum Blast

Oiled up in My Little Red Dress Riding My Dildo to a Lovely Cum Blast

FapHouse 1 year ago

Sisshusband Pose and Ride Dildo 07

Sisshusband Pose and Ride Dildo 07

FapHouse 1 year ago

Horny Transvestite riding dildo cums twice

Premium HD 10:10

Horny Transvestite riding dildo cums twice

XVideosRed 1 year ago

Huge Hands Free Cumshot, Shemale Dildo Riding

Huge Hands Free Cumshot, Shemale Dildo Riding

FapHouse 1 year ago

kinky sex with electro play and piss

HD 0:30 / 32:53

kinky sex with electro play and piss

PissVids 1 year ago

$Sandy Rides Anal Ed\'s Corner$ HD 2:00 / 4:21

Sandy Rides Anal Ed\'s Corner

Flirt4Free 10 years ago

Hot Trap Cums Quick Riding Dick - Mandi Mount

Hot Trap Cums Quick Riding Dick - Mandi Mount

FapHouse 1 year ago

Nerdy Trans Girl Autumn Rain In Chastity Riding a Big Dildo

Premium HD 10:07

Nerdy Trans Girl Autumn Rain In Chastity Riding a Big Dildo

xnxxGold 11 months ago

13 14 15 16 17

5,364 results found

Related categories

Dildo Dildo Orgasm Piercing Dildo Solo Huge Dildo Flexible Beads Makeup Self Fuck Pierced Pussy Nipple Piercing Pierced Nipples Fishnet Flexing Stretching Pussy Pump Machine Fucking Emo Jiggle Spandex

Narrow your search

anal dildo riding riding dildo anal dildo riding compilation dildo riding orgasm riding dildo orgasm dildo riding solo teen dildo riding 18+ teen riding dildo 18+ riding huge dildo ebony riding dildo huge dildo riding dildo anal riding asian riding dildo dildo riding anal big ass riding dildo webcam dildo riding latina riding dildo bbw riding dildo dildo riding squirt

Categories Pornstars

Categories Pornstars

Legal

Terms of Service Privacy Statement Statement of Responsibility Notice and Action Policy (Link Removal) DMCA / Copyright Acceptable Content Policy Digital Services Act 2257

Parents

Pornmd.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering. Protect your children from adult content and block access to this site by using parental controls.

© 2025 Pornmd.com. All rights reserved.