Gaping Hole Videos - Trans (2,220)

sissy bloke plugged stretched gape hole fucked crossdresser

sissy bloke plugged stretched gape hole fucked crossdresser

YepTube 3 years ago

wrecking my gape hole like a sissy boy 7

wrecking my gape hole like a sissy boy 7

GayCK 2 years ago

Dildo Warmup Anal Stretching Bi Slut Stockings Crossdresser Anal Gape 07032023

Dildo Warmup Anal Stretching Bi Slut Stockings Crossdresser Anal Gape 07032023

xHamster 2 years ago

Dj buttpussy - retro butt mix (booty monkey butt gaping whore)

Dj buttpussy - retro butt mix (booty monkey butt gaping whore)

XXXShemalePorn 4 years ago

Creampied Gaping Hole Gets Wet Under Shower

Creampied Gaping Hole Gets Wet Under Shower

IcePorn 2 years ago

Dildo Riding Anal Snake Destroy Crossdresser Stockings Mini Skirt 20032023

Dildo Riding Anal Snake Destroy Crossdresser Stockings Mini Skirt 20032023

xHamster 2 years ago

Everyone loves a gaping hole Scarlett Ocean PMV

Everyone loves a gaping hole Scarlett Ocean PMV

xHamster 2 years ago

Footage Of How Porn Is Made

Footage Of How Porn Is Made

ALOTPorn 7 years ago

Ladyboy Micky Gets Her Gaping Hole Fucked Bareback

Ladyboy Micky Gets Her Gaping Hole Fucked Bareback

IcePorn 4 years ago

Bradley Mason Plays with his Cock and Hole

Bradley Mason Plays with his Cock and Hole

xHamster 4 years ago

Sissbeq And Her Gaping Ass Wants Cock In Adult Theater

Sissbeq And Her Gaping Ass Wants Cock In Adult Theater

xHamster 3 years ago

Femboy Nanny Lingerie Anal Plug

Femboy Nanny Lingerie Anal Plug

xHamster 12 years ago

TransSteamy.com - Autumn Rain offers gaping hole to Jason Grayson

TransSteamy.com - Autumn Rain offers gaping hole to Jason Grayson

Pornicom 7 months ago

Stretching My Cunt!

Stretching My Cunt!

FapHouse 6 months ago

Cum Flows Out of Tiny Cock From Anal Masturbation

Cum Flows Out of Tiny Cock From Anal Masturbation

FapHouse 1 year ago

Monica: Bodysuit

Monica: Bodysuit

Some.Porn 7 months ago

Sissy Crossdresser Takes Big Cock Anal Pounding 2

Sissy Crossdresser Takes Big Cock Anal Pounding 2

GayVids 7 months ago

Nyl Amazonium Intense Orgy: Wrecked Thick Asses Drenched in Cum, Gaping Holes Swallowing Loads, Hardcore Action

61% HD 0:08 / 0:39

Nyl Amazonium Intense Orgy: Wrecked Thick Asses Drenched in Cum, Gaping Holes Swallowing Loads, Hardcore Action

FapHouse 7 months ago

D3d Ultimate Anal Destruction Compilation: Rough Creampies, Gaping Holes, and Wet Explosive Bliss

66% HD 0:39 / 28:10

D3d Ultimate Anal Destruction Compilation: Rough Creampies, Gaping Holes, and Wet Explosive Bliss

FapHouse 6 months ago

Anal Play with Small Dildo

Anal Play with Small Dildo

FapHouse 11 months ago

Anal Gapefart Session! I Wrecked My Noisy Gaping Hole with a Huge Dildo and Buttplug

Anal Gapefart Session! I Wrecked My Noisy Gaping Hole with a Huge Dildo and Buttplug

FapHouse 1 year ago

Big butt trans gets fucked by dirty partners in threesome

Big butt trans gets fucked by dirty partners in threesome

Some.Porn 8 months ago

Trans Porn Anal Hands Free Orgasm Gaping Holes and Lots of Cum Trans Porn Nbnabunny

Trans Porn Anal Hands Free Orgasm Gaping Holes and Lots of Cum Trans Porn Nbnabunny

FapHouse 10 months ago

Pretty traps dildoing and showing her gaping hole

Pretty traps dildoing and showing her gaping hole

aShemaleTube 3 years ago

Ladyboy Micky Gets Her Gaping Hole Fucked Bareback

Ladyboy Micky Gets Her Gaping Hole Fucked Bareback

aShemaleTube 4 years ago

sissy gapes hole

sissy gapes hole

aShemaleTube 2 years ago

casual anal fucking while doing splits

casual anal fucking while doing splits

Clips4sale 9 months ago

Passionate ladyboy gets her gaping hole hammered hard

Passionate ladyboy gets her gaping hole hammered hard

IcePorn 7 years ago

A Thick Dildo in My Tight Ass Makes Me Cum Profusely

A Thick Dildo in My Tight Ass Makes Me Cum Profusely

Mensporn 5 months ago

Asian trans jerks off her cock and shows her gaping ass

Asian trans jerks off her cock and shows her gaping ass

SexTVX 5 years ago

Crossdresser Machine Fucks Down the Stairs and a Desperate Attempt to Defeat the John Thomas Master Xl

Crossdresser Machine Fucks Down the Stairs and a Desperate Attempt to Defeat the John Thomas Master Xl

FapHouse 1 year ago

Dildo Warmup Anal Stretching Bi Slut Stockings Crossdresser Anal Gape

Dildo Warmup Anal Stretching Bi Slut Stockings Crossdresser Anal Gape

FapHouse 1 year ago

Crossdresser in a Pink Skirt and a Shiny White Corset Fucks His Cunt

Crossdresser in a Pink Skirt and a Shiny White Corset Fucks His Cunt

FapHouse 1 year ago

Live Show Rediffusion - 15.04.2025

HD 1:01 / 1:08:35

Live Show Rediffusion - 15.04.2025

FapHouse 4 months ago

TRANNY BLISS Kokos Gaping Hole Devoured by Hung Rigger Unleash the Ecstasy

TRANNY BLISS Kokos Gaping Hole Devoured by Hung Rigger Unleash the Ecstasy

CrazyPorn 4 months ago

TransSteamy.com - Autumn Rain offers gaping hole to Jason Grayson

TransSteamy.com - Autumn Rain offers gaping hole to Jason Grayson

Love4Porn 7 months ago

Unleash the Sodomy of Dirty Carwash Sluts

Unleash the Sodomy of Dirty Carwash Sluts

4KPorn 6 months ago

Transsexual enjoys with guy in tight anal hole

Transsexual enjoys with guy in tight anal hole

Some.Porn 8 months ago

Must-share moment from "Teen chastity slave is fucked until gape her hole"

Must-share moment from "Teen chastity slave is fucked until gape her hole"

xHamster 4 months ago

Strip dancer tranny Koko blows and takes dick inside her gaping hole

Strip dancer tranny Koko blows and takes dick inside her gaping hole

Yeswegays 4 months ago

Lesbian ass pumping pussies love destroying their gaping assholes

Lesbian ass pumping pussies love destroying their gaping assholes

ThePornstar 10 months ago

Flashing my ass in office toilet

Flashing my ass in office toilet

xHamster 7 months ago

The Gaping Slut Strike Back!

The Gaping Slut Strike Back!

xHamster 7 months ago

Gaping hole

xHamster 1 year ago

Deep Digging In The Big Ass Of Beautiful Brat With A Big Dick First Time

Deep Digging In The Big Ass Of Beautiful Brat With A Big Dick First Time

getTranny 7 months ago

Me anus after 18 in gaping hole.

Me anus after 18 in gaping hole.

xHamster 1 year ago

CD Trans Inserts Extreme Dildo

HD 0:39 / 11:23

CD Trans Inserts Extreme Dildo

FapHouse 6 months ago

Clip: Gaped Slut Hardcore

Clip: Gaped Slut Hardcore

PornUse 2 months ago

Amateur Tranny Spreading Her Ass Cheeks

Amateur Tranny Spreading Her Ass Cheeks

PornUse 2 months ago

Movie: Wrapped Up Cock Gape

Movie: Wrapped Up Cock Gape

PornUse 2 months ago

Butt Cheeks In Tiny Latina Tgirl Spreading

Butt Cheeks In Tiny Latina Tgirl Spreading

PornUse 2 months ago

TS Babe Rayce Limas Rides Giant Anal-Dildo - Adult Toy Review & Masturbation Show

TS Babe Rayce Limas Rides Giant Anal-Dildo - Adult Toy Review & Masturbation Show

Hoes.tube 1 month ago

Bareback with a Ladyboy Teen Who is Hungry for It

Bareback with a Ladyboy Teen Who is Hungry for It

Jizzberry 1 year ago

Petite Trans Slut Gets Ass Gaped With Thaysa Carvalho

Petite Trans Slut Gets Ass Gaped With Thaysa Carvalho

PornUse 1 month ago

Trannies Kasey Kei and Leilani Li stretch each others gaping hole

Trannies Kasey Kei and Leilani Li stretch each others gaping hole

KeekAss 1 month ago

Trans Andrea Zhay squeals as Ramon Nomar stretches her gaping holes

Trans Andrea Zhay squeals as Ramon Nomar stretches her gaping holes

VikiPorn 4 weeks ago

I play with my toys

I play with my toys

xHamster 1 month ago

Gabrielly Ferraz In Trans Teen 18+ Enjoys An Ass Gaping Bareback 12 Min

Gabrielly Ferraz In Trans Teen 18+ Enjoys An Ass Gaping Bareback 12 Min

PornUse 2 weeks ago

Samantha Squirt And Samantha Garmendia In Squirt Queen Gets Fucked By 2 Monster Cocks And A Beautiful Shemale Intense Dp

Samantha Squirt And Samantha Garmendia In Squirt Queen Gets Fucked By 2 Monster Cocks And A Beautiful Shemale Intense Dp

PornUse 5 months ago

Vs 1, Balls Deep Anal, Dap, Gapes, Pee Drink, Creampie Swallow Btg031 With Jolee Love And Ts Kimberlee

Vs 1, Balls Deep Anal, Dap, Gapes, Pee Drink, Creampie Swallow Btg031 With Jolee Love And Ts Kimberlee

PornUse 5 months ago

Trans Andylyn Payne DAPs, Gapes, Fists and Swallows Piss in Stockings

Trans Andylyn Payne DAPs, Gapes, Fists and Swallows Piss in Stockings

XXXShake 4 years ago

Sofiblack Enjoy Fucling Her Ass and Have an Anal Orgasme

HD 0:39 / 17:42

Sofiblack Enjoy Fucling Her Ass and Have an Anal Orgasme

FapHouse 1 month 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 1 month ago

Big tits Asian transgender spreads her gaping butthole

Big tits Asian transgender spreads her gaping butthole

TitsTVX 5 years ago

Busted 4on1, Bwc, Atm, Balls Deep Anal, Dap, Rough Sex, Gapes, Cum In Mouth, Swallow Btg078 With Ella Hollywood

Busted 4on1, Bwc, Atm, Balls Deep Anal, Dap, Rough Sex, Gapes, Cum In Mouth, Swallow Btg078 With Ella Hollywood

PornUse 6 months ago

Sissy in Tartan Mini Skirt Solo Masturbation Anal Bead Play Until Cum

Sissy in Tartan Mini Skirt Solo Masturbation Anal Bead Play Until Cum

xHamster 3 weeks ago

Cream-Filled Ladyboy Mayny Gets Roughly Fucked

Cream-Filled Ladyboy Mayny Gets Roughly Fucked

Jizzberry 1 year ago

Sexy Ladyboy in Sunflower Nightie Gets Reinserted

Sexy Ladyboy in Sunflower Nightie Gets Reinserted

XXXShake 2 years ago

Two Cocks Ass Gape And Creampie Hot Tranny - Louyse Rhios

Two Cocks Ass Gape And Creampie Hot Tranny - Louyse Rhios

PornUse 1 month ago

Crossdresser in hot stockings rides dick plugs until the anal cunt remains open

Crossdresser in hot stockings rides dick plugs until the anal cunt remains open

xHamster 1 year ago

GroobyVR: Penny Peacock in Sex Talk

GroobyVR: Penny Peacock in Sex Talk

Fapnado 1 year ago

SIssy slut Mercury Montana Wet AF toying gaping hole in chastity -Anal workout vol 3 - MercurySissy

SIssy slut Mercury Montana Wet AF toying gaping hole in chastity -Anal workout vol 3 - MercurySissy

RedTube Unknown

Video: Glowing Gape Bareback Facial

Video: Glowing Gape Bareback Facial

PornUse 2 months ago

Busty Latina Tgirl Spreading Asshole Before Sex

Busty Latina Tgirl Spreading Asshole Before Sex

PornUse 2 months ago

Trans Andrea Zhay squeals as Ramon Nomar stretches her gaping holes

Trans Andrea Zhay squeals as Ramon Nomar stretches her gaping holes

TrannyPlay Unknown

Kamila Camargo - Sexy Tgirl Stretches Out A Guys Butthole 12 Min

Kamila Camargo - Sexy Tgirl Stretches Out A Guys Butthole 12 Min

PornUse 3 weeks ago

Kim Gives A Hot Rimjob Blowjob And Has Her Gaping Ass Filled With Bareback Cock

Kim Gives A Hot Rimjob Blowjob And Has Her Gaping Ass Filled With Bareback Cock

PornUse 3 days ago

Mays Gaping Kathoey Ass Makes The Perfect Cum Target

Mays Gaping Kathoey Ass Makes The Perfect Cum Target

PornUse 2 days ago

Femboy Fucks Ass with Dildo in Chastity Cage

Femboy Fucks Ass with Dildo in Chastity Cage

xHamster 1 year ago

Kyrha: Self Facial Cumshot & Creampie

Kyrha: Self Facial Cumshot & Creampie

Some.Porn 8 months ago

Long Anal Fuck Session with the Fuck Machine for Latex Sissy Slut

HD 1:01 / 10:23

Long Anal Fuck Session with the Fuck Machine for Latex Sissy Slut

FapHouse 10 months ago

Self breeding gape hole

Self breeding gape hole

aShemaleTube 10 months ago

Isabella monster dildos weekly stretch

65% HD 1:01 / 9:18

Isabella monster dildos weekly stretch

FapHouse 2 years ago

CD Dildos Black Lingerie Rosebud 2

46% HD 0:39 / 4:22

CD Dildos Black Lingerie Rosebud 2

FapHouse 10 months ago

Deborah Tavares In Trans Babe Has Her Tight Butthole Stretched 15 Min

Deborah Tavares In Trans Babe Has Her Tight Butthole Stretched 15 Min

PornUse 2 weeks ago

Cristina Cuellar Cocking Ms.cuellar

Cristina Cuellar Cocking Ms.cuellar

Xshemale 3 months ago

Femboy in a Pink Skirt Rides Big Thick Dildo for You

HD 0:39 / 13:20

Femboy in a Pink Skirt Rides Big Thick Dildo for You

FapHouse 2 months ago

trans porn anal hands free orgasm gaping holes and tons of cum

trans porn anal hands free orgasm gaping holes and tons of cum

Dafreeporn 8 months ago

[s01e04] - the Slutty Adventures of Neetrasurik

[s01e04] - the Slutty Adventures of Neetrasurik

FapHouse 6 months ago

The Scarlet Rider

HD 0:39 / 22:48

The Scarlet Rider

FapHouse 5 months ago

Isabela Fontana Loves Glass Dildo In Her Butthole

Isabela Fontana Loves Glass Dildo In Her Butthole

PornUse 2 months ago

Horny session with the fucking machine and long dildos for deep fun.

Horny session with the fucking machine and long dildos for deep fun.

xHamster 4 months ago

Robyn Thicc Vs the Giant Dildo

Robyn Thicc Vs the Giant Dildo

xHamster 3 months ago

Ladyboy Rides White Dick Like a Pro!

Ladyboy Rides White Dick Like a Pro!

XXXShake 1 year ago

Thrilling moment from "Long machine for worn out crossdresser anal"

Thrilling moment from "Long machine for worn out crossdresser anal"

xHamster 1 month ago

S01e05 the Slutty Adventures of Neetrasurik

S01e05 the Slutty Adventures of Neetrasurik

FapHouse 6 months ago

Jasmine_dlight & Ava Black - Pool Balls Part 2 - the Deep Extraction Outdoor Bizarre Insertions

Jasmine_dlight & Ava Black - Pool Balls Part 2 - the Deep Extraction Outdoor Bizarre Insertions

xHamster 2 months ago

Video: Golden Hair Gape Creampie

Video: Golden Hair Gape Creampie

PornUse 2 months ago

Femboy selffuck with gaping hole

Femboy selffuck with gaping hole

xHamster 2 months ago

Shiri Allwood And Silvia Dellai In Vs 1 Wet , Balls Deep Anal, Gapes, Buttrose, Pee Drink, Squirt Drink, Creampie Swallow Btg068

Shiri Allwood And Silvia Dellai In Vs 1 Wet , Balls Deep Anal, Gapes, Buttrose, Pee Drink, Squirt Drink, Creampie Swallow Btg068

PornUse 5 months ago

Autumn Rain's submissive gaping hole offer to Jason Grayson

Autumn Rain's submissive gaping hole offer to Jason Grayson

aShemaleTube 2 months ago

Sissy femboy strapon riding, Domme fingers his gaping hole

Sissy femboy strapon riding, Domme fingers his gaping hole

RedTube Unknown

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 1 month ago

Bigbooty Ir Latin Ts Bareback Nailed In Big Gaping Asshole

Bigbooty Ir Latin Ts Bareback Nailed In Big Gaping Asshole

PornUse 2 months ago

Vibrating Ball Ft David Anderson

Vibrating Ball Ft David Anderson

FapHouse 5 months ago

Deep Digging With A Big Dick In The Big Ass Of Mayara

Deep Digging With A Big Dick In The Big Ass Of Mayara

PornUse 4 months ago

Horse cocks made my ass a gaping hole. Full video Fansly Balls_Deep

Horse cocks made my ass a gaping hole. Full video Fansly Balls_Deep

YouPorn Unknown

A Monster Cock Tranny On All Fours Spreading Her Ass

A Monster Cock Tranny On All Fours Spreading Her Ass

PornUse 5 months ago

Blonde Brazilian T-Girl Sheylla Wandergirlt Having Sensual Gender-Bending Encounter

Blonde Brazilian T-Girl Sheylla Wandergirlt Having Sensual Gender-Bending Encounter

Fapnado 1 year ago

Trans Blonde Slut Wrecks Gaping Hole With 9inch Dildo While Her Boyfriend Is Away

Trans Blonde Slut Wrecks Gaping Hole With 9inch Dildo While Her Boyfriend Is Away

getTranny 1 year ago

Ladyboy Nin Blue Dress Femboy Gape

Ladyboy Nin Blue Dress Femboy Gape

TransVibe 1 year ago

Kong on the Fuck Machine

HD 0:39 / 12:08

Kong on the Fuck Machine

FapHouse 1 year ago

Indulge in Yuri's Ladyboy Fantasy for an Unforgettable Ride

HD 1:00 / 46:40

Indulge in Yuri's Ladyboy Fantasy for an Unforgettable Ride

JavHD 6 years ago

Crossdresser Anal Training

Crossdresser Anal Training

FapHouse 1 year ago

Tgirl Gapes Hole with giant dildo

Tgirl Gapes Hole with giant dildo

aShemaleTube 1 year ago

Horny brunette gets penetrated in all of her gaping holes

Horny brunette gets penetrated in all of her gaping holes

Tranny.one 2 years ago

BIG GAPING HOLE

BIG GAPING HOLE

xHamster 2 years ago

Chubby Sissy CD Stretching Hole With 12 Inch BBC Dildo

Chubby Sissy CD Stretching Hole With 12 Inch BBC Dildo

xHamster 2 years ago

Yasmin Fonthys - Whip Cream Gaping Hole and Pissing

Yasmin Fonthys - Whip Cream Gaping Hole and Pissing

4KPorn 2 years ago

Kyrha - Self Facial Cumshot Creampie

Kyrha - Self Facial Cumshot Creampie

4KPorn 2 years ago

7 8 9 10 11

2,220 results found

Related categories

Anal Orgasm Compilation Orgasm Compilation Compilation Orgasm Female Orgasm Compilation Sperm Compilation Extreme Orgasm Intro Compilation Creampie Cum Drinking Shaking Orgasm Prolapse Cum Inside Anal Intense Orgasm Screaming Orgasm Compilation Anal Cum Eating Squirting Compilation Cum Covered Prostate Orgasm Anal Creampie Compilation

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.