Insertion Videos - Trans (17,021)

F005h - Femboy Gets Cum on and Peed on

77% 1:01 / 5:52

F005h - Femboy Gets Cum on and Peed on

FapHouse 1 year ago

Lengthy anal sex toy all in booty

Lengthy anal sex toy all in booty

ShemaleSin 2 months ago

Anal Insertion

xHamster 1 month ago

”Two Shemales Having some Metal Rod Insertion Fun”

”Two Shemales Having some Metal Rod Insertion Fun”

TransHero 3 years ago

Trans man riding for the first time on a huge penis until orgasm

Trans man riding for the first time on a huge penis until orgasm

xHamster 2 weeks ago

Essex Gal Lisa Pegging my Guy Plaything with Fat Faux-Cocks

Essex Gal Lisa Pegging my Guy Plaything with Fat Faux-Cocks

TrannyGem 1 year ago

Beauty in lingerie TS solo play with dildo

Beauty in lingerie TS solo play with dildo

Some.Porn 4 months ago

Blonde transgender Lianna Lawson cums after urethra insertion

Blonde transgender Lianna Lawson cums after urethra insertion

4Wank 1 year ago

The Butt Completely Swallows a 42 Cm Toy

The Butt Completely Swallows a 42 Cm Toy

xHamster 1 month ago

INCREDIBLE ANAL INSERTION (psykoanal)

INCREDIBLE ANAL INSERTION (psykoanal)

xHamster 1 year ago

Sounding Her Hard-On Till She Can't Take Any More

Sounding Her Hard-On Till She Can't Take Any More

TrannyGem 11 months ago

Set of Pool Balls Inserted & Pulled Out by Valentinarosa89 Stretch

73% HD 1:01 / 9:03

Set of Pool Balls Inserted & Pulled Out by Valentinarosa89 Stretch

FapHouse 1 year ago

TranssexualNetwork.com - Pretty trans lady's cock tease and moaning pleasure

TranssexualNetwork.com - Pretty trans lady's cock tease and moaning pleasure

UrGayPorn 4 months ago

”GROOBYGIRLS: Jenissen Jenny Likes It Big”

”GROOBYGIRLS: Jenissen Jenny Likes It Big”

ThePornstar 1 year ago

Taking A 35mm Vibing Sound All The Way Wrecks Her

Taking A 35mm Vibing Sound All The Way Wrecks Her

TrannyGem 1 year ago

Reina Hanno Flavors Her Cock with Candy

56% HD 1:01 / 26:25

Reina Hanno Flavors Her Cock with Candy

FapHouse 1 month ago

Anal plaisir travestis (psykoanal)

Anal plaisir travestis (psykoanal)

xHamster 1 year ago

Advanced Anal Stretching with Jasmine-dlight: Part 1 - the Initial Exploration

69% HD 1:01 / 9:58

Advanced Anal Stretching with Jasmine-dlight: Part 1 - the Initial Exploration

FapHouse 3 months ago

Trans stepsister Daniella Chanel got stuck and fucked by stepbrother

Trans stepsister Daniella Chanel got stuck and fucked by stepbrother

AnySex 2 years ago

The Male Servant Inserted the Anus and Sprayed Water to Lay Eggs

62% 1:01 / 6:43

The Male Servant Inserted the Anus and Sprayed Water to Lay Eggs

FapHouse 4 months ago

Penetration of Piss Hole

57% 0:39 / 8:09

Penetration of Piss Hole

FapHouse 5 months ago

Castrated Shelady Takes Biggest Dragon Fake Penis And Acquires Fisted 2 - Crystal Thayer

Castrated Shelady Takes Biggest Dragon Fake Penis And Acquires Fisted 2 - Crystal Thayer

PornUse 2 months ago

Big assed ts model Casey Kisses banged in the couch

Big assed ts model Casey Kisses banged in the couch

Sheshaft 4 years ago

Naughty t-girl fuck her anal with huge dildo

Naughty t-girl fuck her anal with huge dildo

Eporner 3 months ago

Inserted a big rod in the ass and enjoyed

58% 0:39 / 4:56

Inserted a big rod in the ass and enjoyed

FapHouse 1 year ago

Sissy SlutBoyTO in sexy fishnets gets destroyed by Mr Hankeys Ogre mounted on a heavy duty fuck machine

Sissy SlutBoyTO in sexy fishnets gets destroyed by Mr Hankeys Ogre mounted on a heavy duty fuck machine

xHamster 6 months ago

The woods at Trinity Way ft David Anderson

The woods at Trinity Way ft David Anderson

xHamster 1 year ago

”Tiny Oriental ladyboy teen Lee P-O-V blowjob & incredible ass pumping fucking”

”Tiny Oriental ladyboy teen Lee P-O-V blowjob & incredible ass pumping fucking”

TransHero 3 years ago

Flat-chested tranHousewife Natalie Mars inserts huge s squirts on deepthroating shemale tits

Flat-chested tranHousewife Natalie Mars inserts huge s squirts on deepthroating shemale tits

aShemaleTube 10 months ago

Captivating moment from "Deep anal fisting my boy toy with MILF Lisa and TGirl Charlotte"

Captivating moment from "Deep anal fisting my boy toy with MILF Lisa and TGirl Charlotte"

xHamster 3 months ago

Opening up the Largest Bad Dragon Toy Yet!!!

Opening up the Largest Bad Dragon Toy Yet!!!

Gayhub 11 months ago

Today's live session, me getting railed by viewers on xhamsterlive

Today's live session, me getting railed by viewers on xhamsterlive

xHamster 8 months ago

Ash Steele - Measuring bad dragon playthings the joy way

Ash Steele - Measuring bad dragon playthings the joy way

Gayhub 11 months ago

Femboy sozan fuck her ass with huge cucamber

Femboy sozan fuck her ass with huge cucamber

xHamster 3 months ago

Unexpected power pee while I was playing with semen on my ass

Unexpected power pee while I was playing with semen on my ass

xHamster 2 years ago

onlyfans - transgirl rachael belle locked-up adventures

onlyfans - transgirl rachael belle locked-up adventures

TransDoe 1 year ago

HA36Miko inserts dildo into her anal, squirt and ejaculate outdoors!

HA36Miko inserts dildo into her anal, squirt and ejaculate outdoors!

xHamster 1 year ago

Tasty Trio

Some.Porn 1 year ago

Ukrainian Beauty Trans Queen Vladislava Passionately Dominates Over Tight Ass Of Lucky Gay

Ukrainian Beauty Trans Queen Vladislava Passionately Dominates Over Tight Ass Of Lucky Gay

Eporner 2 months ago

arsch dehnen mit spielzeug

arsch dehnen mit spielzeug

Tranny.one 5 years ago

TranssexualNetwork.com - Lianna Lawson pounding leaves kinky tgirl drenched in cum

TranssexualNetwork.com - Lianna Lawson pounding leaves kinky tgirl drenched in cum

Yeswegays 3 months ago

huge stepped anal plug

huge stepped anal plug

xHamster 3 months ago

Big Anal Ball Stretches My Hole

Big Anal Ball Stretches My Hole

FapHouse 1 month ago

Pink Passion Featuring Large Anal Toys

70% HD 0:39 / 52:39

Pink Passion Featuring Large Anal Toys

FapHouse 1 year ago

TranssexualNetwork.com - Autumn Rain's deep anal penetration with Erica Cherry

TranssexualNetwork.com - Autumn Rain's deep anal penetration with Erica Cherry

Pervclips 4 months ago

Trans Girl Gives Furjob, Handjob and Blowjob

57% HD 1:01 / 15:50

Trans Girl Gives Furjob, Handjob and Blowjob

FapHouse 10 months ago

Horny Bhabhi Sucked Her Devar's Dick and Then Inserted Her Dick in Her Pussy, Hindi Story of Great Fucking

64% HD 0:39 / 6:45

Horny Bhabhi Sucked Her Devar's Dick and Then Inserted Her Dick in Her Pussy, Hindi Story of Great Fucking

FapHouse 3 months ago

Abby Rode Takes A Load - Abby rode

Abby Rode Takes A Load - Abby rode

XHand 4 years ago

Victoria Vail

Some.Porn 3 months ago

Together in a Life of Chastity

Together in a Life of Chastity

FapHouse 1 year ago

Reina Hanno Flavors Her Cock with Candy

Reina Hanno Flavors Her Cock with Candy

xHamster 1 month ago

TranssexualNetwork.com - Tranny with small tits inserts pole in dick and jerks off

TranssexualNetwork.com - Tranny with small tits inserts pole in dick and jerks off

UrGayPorn 5 months ago

Lets get my inner hole stretched ft David Anderson

Lets get my inner hole stretched ft David Anderson

xHamster 2 years ago

Home Pegging Cumming Sluts

63% 0:39 / 11:50

Home Pegging Cumming Sluts

FapHouse 2 weeks ago

Bratty Learns Manners

Bratty Learns Manners

Some.Porn 3 months ago

Water Enema And Bareback Anal With Ladyboy One

Water Enema And Bareback Anal With Ladyboy One

Sheshaft 6 years ago

My Grandma's Friend

My Grandma's Friend

Some.Porn 2 months ago

Transsexual Babe Enjoying Rough Anal Sex

Transsexual Babe Enjoying Rough Anal Sex

Eporner 2 years ago

Fishnet Femboy bounces his Fat Ass on Big Dildos

Fishnet Femboy bounces his Fat Ass on Big Dildos

xHamster 2 months ago

Seducing wrestle licks BFF pussy in 69 position

Seducing wrestle licks BFF pussy in 69 position

Some.Porn 1 year ago

Sexy shemale anal vegatable insert

Sexy shemale anal vegatable insert

Fapnado 3 years ago

Cute shemale caresses her dick before impaling her ass on a dildo.

Cute shemale caresses her dick before impaling her ass on a dildo.

AnySex 1 year ago

latina ts masturbation with a fleshlight

latina ts masturbation with a fleshlight

FetishShrine 2 years ago

Revealing Her Privates

Revealing Her Privates

Some.Porn 4 months ago

Fisting Hole !!

Fisting Hole !!

xHamster 8 months ago

Insert your own masturbation toy into your tucked

Insert your own masturbation toy into your tucked

xHamster 1 month ago

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

xHamster 9 months ago

Mega large anal dilator XXL anal stretching

Mega large anal dilator XXL anal stretching

xHamster 2 months ago

Teaching Sissy Jaws and Snatch trio

Teaching Sissy Jaws and Snatch trio

4Gay 3 months ago

Full ANAL INVASION Destruction: numerous injections of apples, beer bottle and handballing in a Sumptuous Butt!

Full ANAL INVASION Destruction: numerous injections of apples, beer bottle and handballing in a Sumptuous Butt!

TrannyGem 2 years ago

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

Cum-and-pee Drink For a Sexy Tranny With a Fisted And Zucchini-stretched Anus

AnySex 2 years ago

Attractive shemale mimics a sloppy blowjob and swallows her cum in a dirty solo.

Attractive shemale mimics a sloppy blowjob and swallows her cum in a dirty solo.

XGroovy 4 months ago

TRAV ASSFUCKING EXTRAORDINARY (psykoanal)

TRAV ASSFUCKING EXTRAORDINARY (psykoanal)

MenGem 1 year ago

Huge dildo riding - sissy Kenzie Star

Huge dildo riding - sissy Kenzie Star

aShemaleTube 7 months ago

Hardcore XXL Dildo deep in my Ass

Hardcore XXL Dildo deep in my Ass

xHamster 2 months ago

Doggy style sissy training in a red dress and white pumps

Doggy style sissy training in a red dress and white pumps

xHamster 2 years ago

Nikki Sweet

Some.Porn 2 months ago

Well... You NEVER Let Me Do THAT!?

Well... You NEVER Let Me Do THAT!?

Some.Porn 3 months ago

Amy D - Claire Benz

Amy D - Claire Benz

Some.Porn 3 months ago

Ladyboy Beaux James playfully circles his clit with the dildo before inserting it dee

Ladyboy Beaux James playfully circles his clit with the dildo before inserting it dee

MenGem 1 year ago

Blonde Asian transgender Numing fucks a guys butthole with a smile

Blonde Asian transgender Numing fucks a guys butthole with a smile

Faptor 1 year ago

Huge Plug Stretching!!

Huge Plug Stretching!!

xHamster 4 months ago

Ts Isabella Coupe's Bizarre Screwing, Object Insertions with Gaping Twat

Ts Isabella Coupe's Bizarre Screwing, Object Insertions with Gaping Twat

Amateur8 1 month ago

Krackin

xHamster 2 months ago

Pregnant Sissy (Pt 2)

Pregnant Sissy (Pt 2)

aShemaleTube 2 years ago

Trainer's Order No 14 Anal Sex in the Field

Trainer's Order No 14 Anal Sex in the Field

xHamster 2 weeks ago

🥕 How many Carrots can this Bunny fit in her Ass?

🥕 How many Carrots can this Bunny fit in her Ass?

xHamster 4 months ago

I want everyone to see my embarrassing naked body and embarrassing ejaculation.

I want everyone to see my embarrassing naked body and embarrassing ejaculation.

xHamster 4 months ago

My Fucker ripped my Pantyhose

My Fucker ripped my Pantyhose

xHamster 1 year ago

Maximum Anal Stuffing for my Sissy Boy! Deep Insertion and Pegging Reward!

Maximum Anal Stuffing for my Sissy Boy! Deep Insertion and Pegging Reward!

xHamster 1 year ago

Ginger TS Shiri cums hard from anal play and cock insertions

Ginger TS Shiri cums hard from anal play and cock insertions

Yeswegays 1 year ago

Good Machine Fucking!!

Good Machine Fucking!!

xHamster 6 months ago

Butt Plug Insertion Close up

Butt Plug Insertion Close up

xHamster 1 year ago

Crazy ride on a huge toy. She just does not stop, even after cuming hard she plays with her prolapse.

Crazy ride on a huge toy. She just does not stop, even after cuming hard she plays with her prolapse.

xHamster 1 year ago

TranssexualNetwork.com - Naughty Natalie Mars' homemade solo with inserted toys

TranssexualNetwork.com - Naughty Natalie Mars' homemade solo with inserted toys

KeekAss 1 month ago

onlyfans - bambifyme comfy pumpkin mreasydeck spread and ready to be pleased porn video

onlyfans - bambifyme comfy pumpkin mreasydeck spread and ready to be pleased porn video

TransDoe 8 months ago

Luna Trap in cute swimsuit cums and plays with water

Luna Trap in cute swimsuit cums and plays with water

aShemaleTube 9 years ago

Cumming on Fuck Machine!!

Cumming on Fuck Machine!!

xHamster 3 weeks ago

sissy with lubed up ass

sissy with lubed up ass

xHamster 2 years ago

ryu Damsel playing with long plaything, glass ball-sac and monster can

ryu Damsel playing with long plaything, glass ball-sac and monster can

TransTube.tv 1 year ago

Pink-hair Ledy Pegasis penetrates guy's ass in panties with her HUGE strapon

Pink-hair Ledy Pegasis penetrates guy's ass in panties with her HUGE strapon

XGroovy 1 year ago

Must-share moment from "Cd uretha sound my cock and cum with bead string in nylon pantyhose and leotard."

Must-share moment from "Cd uretha sound my cock and cum with bead string in nylon pantyhose and leotard."

xHamster 2 months ago

HA56Secretly inserted vibrator into the car to masturbate! Cars passing by outside

HA56Secretly inserted vibrator into the car to masturbate! Cars passing by outside

aShemaleTube 1 year ago

SlutBoyTO's 1st Ride on Mr Hankeys Siswet's 🐙 ANAL DESTRUCTION

SlutBoyTO's 1st Ride on Mr Hankeys Siswet's 🐙 ANAL DESTRUCTION

xHamster 7 months ago

Kristall Cox & Dirtygardengirl Anal Fisting, Dildo & Transsexual Prolapse Lick

Kristall Cox & Dirtygardengirl Anal Fisting, Dildo & Transsexual Prolapse Lick

xHamster 2 months ago

Meddle and Livi Ditch Their Boyfriends for Each Other

Meddle and Livi Ditch Their Boyfriends for Each Other

xHamster 9 months ago

A sweet deal

Some.Porn 3 months ago

Caged and riding my massive corn cob!

Caged and riding my massive corn cob!

ShemaleSin 1 year ago

HA21Wear short skirt and stockings, play dildo Insert into anal in public!

HA21Wear short skirt and stockings, play dildo Insert into anal in public!

xHamster 2 years ago

Streaching My Sissy Femboy Gimps piss fuck-hole n lock Her instantly Back Up

Streaching My Sissy Femboy Gimps piss fuck-hole n lock Her instantly Back Up

TrannyGem 1 year ago

SELF suck whilst GETTING inserted!!

SELF suck whilst GETTING inserted!!

Transvids.tv 11 months ago

Krystallcox with Sounding Rods Urethral Play

Krystallcox with Sounding Rods Urethral Play

xHamster 1 year ago

Anal massacre & anal fisting

Anal massacre & anal fisting

xHamster 2 years ago

What a big to fill (psykoanal)

What a big to fill (psykoanal)

xHamster 1 year ago

ryu Girl wedges dragon nut sack, pony fuck stick and monster can

ryu Girl wedges dragon nut sack, pony fuck stick and monster can

TrannyGem 2 years ago

Huge sound insertion and anal bad dragon and wine bottle toys, watch me stretch it for you

Huge sound insertion and anal bad dragon and wine bottle toys, watch me stretch it for you

xHamster 3 months ago

Penetration von Pissloch

Penetration von Pissloch

xHamster 6 months ago

LawsonLianna.com - Naughtiest TS Lianna Lawson inserts toys vigorously into her tight asshole

LawsonLianna.com - Naughtiest TS Lianna Lawson inserts toys vigorously into her tight asshole

Pervclips 9 months ago

So Horny!!

xHamster 1 month ago

Fucking a guy's femboy hole with two hands, it's a shock!

Fucking a guy's femboy hole with two hands, it's a shock!

xHamster 2 years ago

1 2 3 4 5

17,021 results found

Related categories

Nipple Piercing Speculum Face Sitting Dangling Fisting Orgasm Prostate Milking Prostate Anal Fingering Dildo Orgasm Pussy Pump Prostate Orgasm Open Pussy Nipple Orgasm Cervix Premature Ejaculation Piercing Cockring Female Orgasm Compilation Milking Table Creampie Eating

Narrow your search

extreme anal insertion extreme insertion deep insertion urethra insertion cock insertion anal insertion object insertion insertion extreme insertion object bottle insertion peehole insertion insertion compilation bizarre insertion cervix insertion huge insertion heel insertion weird insertion anal insertion extreme deep anal insertion huge anal insertion

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.