Pegging Husband Videos - Trans (1,107)

ANAL for you, ANAL for me... SISSY boyfriend pegged and rewarded!

ANAL for you, ANAL for me... SISSY boyfriend pegged and rewarded!

xHamster 1 year ago

Sissy husband dressed up & pegged

Sissy husband dressed up & pegged

xHamster 2 years ago

I fucked my sissy cunt with a strapon KellyAErick

I fucked my sissy cunt with a strapon KellyAErick

Tranny.one 2 years ago

Desperate Sissy Pees Her Pants for Sissygasm and Cum Enema

Desperate Sissy Pees Her Pants for Sissygasm and Cum Enema

xHamster 1 year ago

Anastasia Mistress fucks strapon anal sissy Sasha Earth

Anastasia Mistress fucks strapon anal sissy Sasha Earth

XVideos 3 weeks ago

Inflatable plug for chastity cage sissy

Inflatable plug for chastity cage sissy

xHamster 3 months ago

I pegged and milked my crossdressed hubby

I pegged and milked my crossdressed hubby

Pornzona 1 month ago

Submissive ass preparation

Submissive ass preparation

xHamster 6 months ago

I make my husband

I make my husband

xHamster 10 months ago

Worthless sissy slave gets her tight ass ponded by mistress's BBC

Worthless sissy slave gets her tight ass ponded by mistress's BBC

xHamster 2 months ago

Chastity husband sissy crossdresser shows under the panties his closed dick and crystal anal plug in big ass

Chastity husband sissy crossdresser shows under the panties his closed dick and crystal anal plug in big ass

xHamster 5 months ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 1 of 2 MP4

61% 0:11 / 29:07

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 1 of 2 MP4

Clips4sale 2 years ago

Mistress Scar training Sissy Loren compilation

Mistress Scar training Sissy Loren compilation

xHamster 10 months ago

Sissy husband dressed up and fucked in his worthless ass hole

Sissy husband dressed up and fucked in his worthless ass hole

xHamster 2 years ago

Wedding Night Futa Surprise

HD 0:10 / 17:58

Wedding Night Futa Surprise

LoyalFans 7 months ago

Sissified bitch boi has his balls tied and ass pegged

Sissified bitch boi has his balls tied and ass pegged

xHamster 3 months ago

Sissy bitch boi gets his ass pegged and humiliated 😈

Sissy bitch boi gets his ass pegged and humiliated 😈

xHamster 1 year ago

This Is How My Wife's Lover Will Be Treated #044 Bisexual Fantasy Part 2 pegging

This Is How My Wife's Lover Will Be Treated #044 Bisexual Fantasy Part 2 pegging

xHamster 11 months ago

8 Sissygams for Mistress, 1 Orgasm for Sissy

HD 0:39 / 31:06

8 Sissygams for Mistress, 1 Orgasm for Sissy

FapHouse 1 year ago

Pegging my sissy bitch in doggy smashing her ass

Pegging my sissy bitch in doggy smashing her ass

xHamster 5 months ago

Took my sissy on holiday and pegged her

Took my sissy on holiday and pegged her

xHamster 1 year ago

Stretching My Sissy's Ass with All My Different Toys to Then Finally Destroy Him with My Huge Strapon

Stretching My Sissy's Ass with All My Different Toys to Then Finally Destroy Him with My Huge Strapon

xHamster 4 months ago

An inflatable dildo in my husband's ass

An inflatable dildo in my husband's ass

xHamster 9 months ago

Wife pegging punishment, husband turns bisexual crossdress, asshole penetration strap on

Wife pegging punishment, husband turns bisexual crossdress, asshole penetration strap on

Tranny.one 4 years ago

Pretty sissy ass gets pegged and her clitty and balls pulled

Pretty sissy ass gets pegged and her clitty and balls pulled

xHamster 1 year ago

Sasha Earth gets fucked in the ass with a strapon from Anastasia Mistress

Sasha Earth gets fucked in the ass with a strapon from Anastasia Mistress

XVideos 3 years ago

Futa femdom mistress humiliates cheating hubby

Futa femdom mistress humiliates cheating hubby

MilfXL 3 months ago

Thrilling moment from "Lingerie Femdom Hot Cumshot #022 Woman Penetrates Her Boyfriend Long"

Thrilling moment from "Lingerie Femdom Hot Cumshot #022 Woman Penetrates Her Boyfriend Long"

xHamster 5 months ago

Sissy husband dressed up, bent over and pegged in his worthless ass

Sissy husband dressed up, bent over and pegged in his worthless ass

xHamster 2 years ago

Crossdressing husband gets pegged and gagged

Crossdressing husband gets pegged and gagged

xHamster 1 year ago

Small clit cock caged and boi pussy pegged😈

Small clit cock caged and boi pussy pegged😈

xHamster 1 year ago

Kinky Homewreckers: Dommes spice up Boring couples sex lives with pegging

Kinky Homewreckers: Dommes spice up Boring couples sex lives with pegging

Clips4sale 2 years ago

Ass Fucking Instructing My Sissy Hubby

Ass Fucking Instructing My Sissy Hubby

TrannyGem 6 months ago

Wife turns husband into cuckold during intense pegging session

Wife turns husband into cuckold during intense pegging session

Slutr 1 month ago

Humiliation for Sissy JOI Experience

Humiliation for Sissy JOI Experience

xHamster 3 months ago

Bitch boi husband dresses up as a sissy bitch and pegged in his tight boi pussy

Bitch boi husband dresses up as a sissy bitch and pegged in his tight boi pussy

xHamster 2 years ago

Hard Pegging Male In The Kitchen

Hard Pegging Male In The Kitchen

XVideosRed 1 year ago

SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!

SISSY ANAL challenge trying to take 15 INCHES dildo in the ass!!

xHamster 2 years ago

The maid whore

xHamster 11 months ago

Messy Sissy Cream Enema & Banana Strapon Ride

HD 0:39 / 26:42

Messy Sissy Cream Enema & Banana Strapon Ride

FapHouse 5 months ago

Hitting the P Point Lead to 2 Prostate Orgasms

HD 0:39 / 21:39

Hitting the P Point Lead to 2 Prostate Orgasms

FapHouse 1 year ago

Messy Sissy Cream Enema & Banana Strapon Ride

Messy Sissy Cream Enema & Banana Strapon Ride

xHamster 5 months ago

Key moment from "Sissy in Lingerie Bounces on My Cock and Cums on My Tits"

Key moment from "Sissy in Lingerie Bounces on My Cock and Cums on My Tits"

xHamster 4 months ago

Shut up and take it bitch boi

Shut up and take it bitch boi

DaNude 1 year ago

big beautiful ass with a cute but plug - milf

big beautiful ass with a cute but plug - milf

PornBox 2 years ago

trans girl fucked by fit couple

61% HD 0:10 / 24:26

trans girl fucked by fit couple

AnalVids 2 years ago

Cock Hungry Sissy Gets His Ass Pounded

65% HD 1:01 / 28:29

Cock Hungry Sissy Gets His Ass Pounded

FapHouse 5 months ago

Sasha Earth sissy crossdresser have hard anal sex with strap on by dominatrix girlfriend

Sasha Earth sissy crossdresser have hard anal sex with strap on by dominatrix girlfriend

SissyFlix 1 year ago

Sissy husband gets his ass pounded and humiliated

Sissy husband gets his ass pounded and humiliated

xHamster 6 months ago

Pegging my sissy bitch boi - check out my links for full video

Pegging my sissy bitch boi - check out my links for full video

DaNude 1 year ago

Training Hubby to be my Sissy Anal Slave - Stretching his Ass Out Pegging

Training Hubby to be my Sissy Anal Slave - Stretching his Ass Out Pegging

Juicexxx 1 month ago

futanari milf wants to have anal sex with bisexual guys

futanari milf wants to have anal sex with bisexual guys

xHamster 1 year ago

Feminised and pegged by Mistress Kara - check out my links for full video

Feminised and pegged by Mistress Kara - check out my links for full video

Pornzona 1 month ago

sissy nailed in the rump

sissy nailed in the rump

Gayhub 1 month ago

Dom wife pegging sissy husband - check out my links for full video

Dom wife pegging sissy husband - check out my links for full video

Pornzona 4 weeks ago

Sasha Earth Takes it Up the Ass from Strapon-Wielding Russian Dominatrix

Sasha Earth Takes it Up the Ass from Strapon-Wielding Russian Dominatrix

XXXShake 1 year ago

Dom wife pegging secret sissy husband - check out my links for full video

Dom wife pegging secret sissy husband - check out my links for full video

DaNude 1 year ago

Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch

Angry mistress fuck the sissy with the huge dildo and she cums and screams like a bitch

xHamster 9 months ago

Im being ravaged by a domina, and I enjoy it.

Im being ravaged by a domina, and I enjoy it.

Gayhub 4 months ago

Date night ended with pegging in the car - check out my links for full video

Date night ended with pegging in the car - check out my links for full video

Pornzona 3 weeks ago

Big balled sissy gets pegged

Big balled sissy gets pegged

xHamster 2 months ago

Sexy sissy taking my big cock - check out my links for full video

Sexy sissy taking my big cock - check out my links for full video

Pornzona 1 month ago

Dom wife pegging sissy sub husband - check out my links for full video

Dom wife pegging sissy sub husband - check out my links for full video

Pornzona 3 weeks ago

Sissy boy gets his ass smashed by his mistress

Sissy boy gets his ass smashed by his mistress

xHamster 3 months ago

Tiny dicked sissy gets humiliated and pegged in her greedy boipussy

Tiny dicked sissy gets humiliated and pegged in her greedy boipussy

xHamster 6 months ago

Sissy husband dressed up as a worthless slut and fucked in his ass by his mistress

Sissy husband dressed up as a worthless slut and fucked in his ass by his mistress

xHamster 2 years ago

Hard Pegging Male In The Kitchen

Premium HD 6:48

Hard Pegging Male In The Kitchen

Sheer 1 year ago

Asian Mistress Pegging German Sissy Slut.

Asian Mistress Pegging German Sissy Slut.

xHamster 1 year ago

Thrilling moment from "My sissy bitch's greedy boipussy swallows my 12inch BBC her clitcock has never looked so more tiny"

Thrilling moment from "My sissy bitch's greedy boipussy swallows my 12inch BBC her clitcock has never looked so more tiny"

xHamster 7 months ago

Sissy bitch boi dressed in fishnets and pegged with mistress's big strapon

Sissy bitch boi dressed in fishnets and pegged with mistress's big strapon

xHamster 2 years ago

Bondage sissy sluts using furniture and strapon in ass

Bondage sissy sluts using furniture and strapon in ass

xHamster 1 year ago

Pegging my sissy slut whilst spanking his fat ass

Pegging my sissy slut whilst spanking his fat ass

xHamster 1 year ago

Key moment from "Sissy husband gets mistress's biggest cock in her boipussy"

Key moment from "Sissy husband gets mistress's biggest cock in her boipussy"

xHamster 9 months ago

Crossdresser Bailey Wilde and Belyla Bradley Putting on Mascara and Fake Lashes

Crossdresser Bailey Wilde and Belyla Bradley Putting on Mascara and Fake Lashes

xHamster 1 year ago

Emotional moment from "Mistress Jenna's Deep Anal Insertions for Sissy Butt Slut Tiffany"

Emotional moment from "Mistress Jenna's Deep Anal Insertions for Sissy Butt Slut Tiffany"

xHamster 5 months ago

Czech MILF dominates a stranger with her strapon KellyAErick

Czech MILF dominates a stranger with her strapon KellyAErick

Tranny.one 2 years ago

Dominant wife uses the harness dildo in her husband's ass

Dominant wife uses the harness dildo in her husband's ass

xHamster 9 months ago

Sissy cross dresser pegging compilation 🍆

Sissy cross dresser pegging compilation 🍆

xHamster 1 year ago

Pegging my sissy husband

Pegging my sissy husband

xHamster 6 months ago

Top 10 Femdom Ideas 2022

Top 10 Femdom Ideas 2022

xHamster 2 years ago

BG POV dom redhead futa cheating on husband to peg coworker

HD 0:10 / 11:34

BG POV dom redhead futa cheating on husband to peg coworker

LoyalFans 1 year ago

Dom wife pegging her slave husband - check out my links for full video

Dom wife pegging her slave husband - check out my links for full video

Pornzona 1 month ago

Bend over and take my strapon sissy boi

Bend over and take my strapon sissy boi

xHamster 1 year ago

Bisex cum eating cuckold crossdresser bi husband anal pegging and cum kiss

Bisex cum eating cuckold crossdresser bi husband anal pegging and cum kiss

AbGay 2 years ago

Powerful moment from "Penis Cage & Pegging for Submissive Husband #871 Fantasy Bisexual Threesome Part 1"

Powerful moment from "Penis Cage & Pegging for Submissive Husband #871 Fantasy Bisexual Threesome Part 1"

xHamster 5 months ago

Dose of perversion Big dildo and cum blowjob fucked rimming pegging sissy good cumshot full video

Dose of perversion Big dildo and cum blowjob fucked rimming pegging sissy good cumshot full video

xHamster 1 year ago

Stretching My Sissy’s Ass with All My Different Toys to Then Finally Destroy Him with My Huge Strapon

HD 1:01 / 25:50

Stretching My Sissy’s Ass with All My Different Toys to Then Finally Destroy Him with My Huge Strapon

FapHouse 4 months ago

Catsuit mistress pegs her sissy bitchboi

Catsuit mistress pegs her sissy bitchboi

xHamster 1 year ago

Sissy Ass Training Woman Penetrates Husband in the Ass Pegging 89

Sissy Ass Training Woman Penetrates Husband in the Ass Pegging 89

xHamster 1 week ago

sissy husband in stockings fucked with big strap-on

HD 0:30 / 12:28

sissy husband in stockings fucked with big strap-on

PornBox 2 years ago

Wife Fucks Husband Like a Submissive Sissy Pegging Rimming #98 Part 1

Wife Fucks Husband Like a Submissive Sissy Pegging Rimming #98 Part 1

xHamster 1 month ago

Mistress pounds her bitch bois pussy whilst humiliating him

Mistress pounds her bitch bois pussy whilst humiliating him

xHamster 1 year ago

Pathetic Bitch Boi Is Sissified, Humiliated & Pegged

HD 0:39 / 31:25

Pathetic Bitch Boi Is Sissified, Humiliated & Pegged

FapHouse 5 months ago

bitch gets sissified and his boi pussy pegged & destroyed

bitch gets sissified and his boi pussy pegged & destroyed

xHamster 1 year ago

Must-share moment from "Best of Harmony Rose vol 1"

Must-share moment from "Best of Harmony Rose vol 1"

xHamster 10 months ago

Drag Queen and Woman Makeover Transformation - Foundation and Eye Shadow

Drag Queen and Woman Makeover Transformation - Foundation and Eye Shadow

xHamster 1 year ago

Sissified Husband Gets Her Ass Pounded and Fed Her Own Cum

61% HD 1:01 / 17:52

Sissified Husband Gets Her Ass Pounded and Fed Her Own Cum

FapHouse 4 months ago

Submissive slut wife gets her ass fucked in homemade femdom session

Submissive slut wife gets her ass fucked in homemade femdom session

PovRZ 1 year ago

LOVE IS IN THE ASS

57% HD 0:10 / 52:43

LOVE IS IN THE ASS

LoyalFans 2 years ago

Sissy husband fully humiliated - check out my links for full video

Sissy husband fully humiliated - check out my links for full video

Pornzona 1 month ago

Sexy Mistress pegging Sissy cowboy slut

Sexy Mistress pegging Sissy cowboy slut

xHamster 1 year ago

I make my husband

I make my husband

FapNFuck 10 months ago

Amateur Sissy Husband Gets Anal Pegged And Ass Destroyed Hard By Wife

Amateur Sissy Husband Gets Anal Pegged And Ass Destroyed Hard By Wife

AbTranny 4 years ago

Sissy husband gets sailing pegging - check out my links for full video

Sissy husband gets sailing pegging - check out my links for full video

Pornzona 1 month ago

Kinky Homewreckers: Dommes spice up Boring couples sex lives with pegging

59% 0:11 / 16:38

Kinky Homewreckers: Dommes spice up Boring couples sex lives with pegging

C4S 2 years ago

Pegging my hubby in a dress and heels hot wife cuckold films FitNaughtyCouple on ONLYFANS

Pegging my hubby in a dress and heels hot wife cuckold films FitNaughtyCouple on ONLYFANS

Pornzona 1 month ago

Sissy Lesbian Experience

Sissy Lesbian Experience

xHamster 2 months ago

Making a bitch of my husband

Making a bitch of my husband

Pornzona 6 months ago

SUBMISSIVE HUSBAND- Femdom Pegging, Fisting

SUBMISSIVE HUSBAND- Femdom Pegging, Fisting

Pornzona 2 months ago

CUCKIE HUBBY LOSER PT 2 *HD 720*

HD 0:31 / 15:36

CUCKIE HUBBY LOSER PT 2 *HD 720*

Clips4sale 2 years ago

Pulling you by your hair back onto my cock

Pulling you by your hair back onto my cock

DaNude 1 year ago

wife crossdressing husband

wife crossdressing husband

XVideos 3 years ago

Kinkristmas: Nara and TS Aline's Naughty Surprise (1080 EN-sub) Trans Woman - Trans Blowjob - Pegging - Strapon - Anal Humiliation - Double Domination

HD 0:34 / 25:04

Kinkristmas: Nara and TS Aline's Naughty Surprise (1080 EN-sub) Trans Woman - Trans Blowjob - Pegging - Strapon - Anal Humiliation - Double Domination

Clips4sale 1 month ago

Feminised and pegged by Mistress Kara - check out my links for full video

Feminised and pegged by Mistress Kara - check out my links for full video

DaNude 1 year ago

No mercy PEGGING for CHASTITY slave

No mercy PEGGING for CHASTITY slave

xHamster 1 year ago

Pathetic Bitch Boi Is Sissified, Humiliated & Pegged

HD 1:01 / 31:25

Pathetic Bitch Boi Is Sissified, Humiliated & Pegged

FapHouse 5 months ago

Pegging crossdresser bisexual cuckold bi husband with cum swap and cumkiss

Pegging crossdresser bisexual cuckold bi husband with cum swap and cumkiss

Tranny.one 4 years ago

Sissy boi husband spreads his ass cheeks whilst mistress pegs his tight hole

Sissy boi husband spreads his ass cheeks whilst mistress pegs his tight hole

xHamster 2 years ago

Submissive Husband Gets An Ass Blowjob Before Getting Fucked By His Wife PEGGING Full Video

Submissive Husband Gets An Ass Blowjob Before Getting Fucked By His Wife PEGGING Full Video

Pornzona 3 months ago

Amateur girl fucks her boyfriend with her big strapon so that big cocks fit in his ass

Amateur girl fucks her boyfriend with her big strapon so that big cocks fit in his ass

Pornzona 1 month ago

2 3 4 5 6

1,107 results found

Related categories

Pegging Amateur Pegging Boyfriend Pegging Compilation Strap-On Guy Femdom Pegging Pegging Pegging Threesome POV Femdom Strap-On Femdom Slave Wife Femdom Humiliation Cuckold Humiliation Bisexual Husband Mistress Cuckquean Bi Cuckold Cuckold Cleanup Bisexual Cuckold German Femdom Bisexual Encouragement

Narrow your search

wife pegging husband

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.

© 2026 Pornmd.com. All rights reserved.