Insertion Videos - Trans (15,674)

Doggy style sissy training in a red dress and white pumps

Doggy style sissy training in a red dress and white pumps

xHamster 1 year ago

Ginger Trans Erica Cherry Inserts Her Huge Cherry Inside Andrea Grey!

Premium HD 21:50

Ginger Trans Erica Cherry Inserts Her Huge Cherry Inside Andrea Grey!

XVideosRed 9 months ago

Mini-Skirt Puppy Pt. two

Mini-Skirt Puppy Pt. two

GayCK 5 years ago

Extreme Anal Insertion Two Foot Long XXL Anal Slink

Extreme Anal Insertion Two Foot Long XXL Anal Slink

xHamster 3 years ago

Penetration von Pissloch

Penetration von Pissloch

xHamster 2 months ago

UNBELIEVABLE SANDWICH S précis Dee Williams MASSIVE StrapOn STUFFS Izzy Wildes FIVEHOLE ONE! Guaranteed to LEAVE YOU BREATHLESS!

UNBELIEVABLE SANDWICH S précis Dee Williams MASSIVE StrapOn STUFFS Izzy Wildes FIVEHOLE ONE! Guaranteed to LEAVE YOU BREATHLESS!

CrazyPorn 5 months ago

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

Transsexual training - bukkake gokkun! Shemale anal fuck orgy

xHamster 8 months ago

Isabella's Extreme Gaping Pressure's

Isabella's Extreme Gaping Pressure's

xHamster 3 months ago

i heard you like girls with a little bit extra

i heard you like girls with a little bit extra

Hupoz 9 months ago

Guy been fucked bareback after the ladyboy massage

Guy been fucked bareback after the ladyboy massage

Pervclips 1 year ago

PostOp Ladyboy Nid Inserts Huge Dildo Into Pussy

PostOp Ladyboy Nid Inserts Huge Dildo Into Pussy

Tranny.one 6 years ago

Ladyboy Alice Fucked Bareback And Gives A Blowjob

Ladyboy Alice Fucked Bareback And Gives A Blowjob

Sheshaft 3 years ago

TS Shiri have anal sex with hung Jonah with a massive cock

TS Shiri have anal sex with hung Jonah with a massive cock

Sheshaft 6 years ago

nasty erected huge cock shemale inserts huge dildos anal to another shemale

nasty erected huge cock shemale inserts huge dildos anal to another shemale

Tranny.one 3 years ago

"Anal Exploration - First Time Anal Sex For Curious Blonde Babe"

"Anal Exploration - First Time Anal Sex For Curious Blonde Babe"

4KPorn 1 month ago

Fisting sex party and inserting objects

Fisting sex party and inserting objects

4KPorn 1 year ago

Lets get my inner hole stretched ft David Anderson

Lets get my inner hole stretched ft David Anderson

xHamster 2 years ago

UNBELIEVABLE CUNT! Flat Chested Blonde Tranny SPREADS HER CHEEKS WIDE For a neverending CREAM Piercing Orgasm in HOT SOLO ACTION!

UNBELIEVABLE CUNT! Flat Chested Blonde Tranny SPREADS HER CHEEKS WIDE For a neverending CREAM Piercing Orgasm in HOT SOLO ACTION!

CrazyPorn 4 months ago

MONSTER DILDO TWINK BELLY BULGE RAM DEEP ANAL, PRINCE ALBERT, MUSCLE FLEX, RED HEAD BOTTOM SLUT, THIGH HIGH SOCKS FETISH, CUM

MONSTER DILDO TWINK BELLY BULGE RAM DEEP ANAL, PRINCE ALBERT, MUSCLE FLEX, RED HEAD BOTTOM SLUT, THIGH HIGH SOCKS FETISH, CUM

xHamster 8 months ago

Pee Bathroom Video Indian Man

Pee Bathroom Video Indian Man

xHamster 10 months ago

Lingerie and party on the balcony

Lingerie and party on the balcony

xHamster 2 years ago

Mischievous Ass Fucking Gang Orgy With Trans and Cis Honies

Mischievous Ass Fucking Gang Orgy With Trans and Cis Honies

TrannyGem 2 years 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 5 months ago

Hot dripping rosebud sissy ass fucked good with hankeys rentman. Would you use my ass? Please

Hot dripping rosebud sissy ass fucked good with hankeys rentman. Would you use my ass? Please

xHamster 5 months ago

The woods at Trinity Way ft David Anderson

The woods at Trinity Way ft David Anderson

xHamster 10 months ago

Two Trannies Having some Metal Rod Insertion Fun

Two Trannies Having some Metal Rod Insertion Fun

aShemaleTube 5 years ago

What a big to fill (psykoanal)

What a big to fill (psykoanal)

xHamster 11 months ago

Without waiting for her friend the young trans began to caress her penis and fuck herself in anal

Without waiting for her friend the young trans began to caress her penis and fuck herself in anal

4KPorn 2 years ago

homosexual Pole Dancer Turns A Male group On

homosexual Pole Dancer Turns A Male group On

GayVids 2 years ago

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

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

xHamster 2 months ago

My First Meeting with Karl

My First Meeting with Karl

FapHouse 1 month ago

Amateur tranny toys insertions

Amateur tranny toys insertions

VivaTube 5 years ago

Bottle deep anal insert

Bottle deep anal insert

xHamster 2 years ago

Ladyboy Emmy Inserts Anal Beads And Gives Blowjob

Ladyboy Emmy Inserts Anal Beads And Gives Blowjob

Sheshaft 5 years ago

Smashing my fuck-hole and opening up my rose!

Smashing my fuck-hole and opening up my rose!

TransTube.tv 1 year ago

Handjob and anal insertions for a thai t-girl

70% HD 1:01 / 13:50

Handjob and anal insertions for a thai t-girl

FapHouse 4 years ago

Clarygirly bottle anal insertion and ankle socks in my ass

Clarygirly bottle anal insertion and ankle socks in my ass

xHamster 4 years ago

ANAL COMPILATION VOL. 3

ANAL COMPILATION VOL. 3

xHamster 1 year ago

SEXY TRAVESTIE ANAL (psykoanal)

SEXY TRAVESTIE ANAL (psykoanal)

xHamster 1 year ago

Huge anal dildo disappear in asshole

Huge anal dildo disappear in asshole

xHamster 2 years 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

SlutBoyTO in a Pikachu Onesie gets destroyed by Mr Hankey's 4XL Seahorse mounted on a heavy duty fuck machine

SlutBoyTO in a Pikachu Onesie gets destroyed by Mr Hankey's 4XL Seahorse mounted on a heavy duty fuck machine

xHamster 2 weeks ago

Fucking Humongous Sex Toy Nuts Deep inside her Butt

Fucking Humongous Sex Toy Nuts Deep inside her Butt

CrazyPorn 4 years ago

Xxxl Anal Dildo Slaming A Sexy Sissy Ass Extrem Anal Insertion

Xxxl Anal Dildo Slaming A Sexy Sissy Ass Extrem Anal Insertion

xHamster 2 years ago

Trans Girl Gives Furjob, Handjob and Blowjob

46% HD 0:39 / 15:50

Trans Girl Gives Furjob, Handjob and Blowjob

FapHouse 5 months ago

KC getting filled with milk to ride a huge dildo

KC getting filled with milk to ride a huge dildo

xHamster 1 year ago

Double anal👌 insertion with my new babe Monika Fox - intense anal👌 action

Double anal👌 insertion with my new babe Monika Fox - intense anal👌 action

BigAssz 1 year ago

dildo fuck and self fisting

dildo fuck and self fisting

AnalVids 2 years ago

Huge Dicked Ladyboy Jasmine Fucks Bareback A Guy

Huge Dicked Ladyboy Jasmine Fucks Bareback A Guy

Sheshaft 4 years ago

I and filled a used condom with my naughty piss

I and filled a used condom with my naughty piss

xHamster 10 months ago

jiken_adaruto bideo_okusan_(Junna Kinoshita)

jiken_adaruto bideo_okusan_(Junna Kinoshita)

Tranny.one 3 years ago

Futa teen Creampies chesty milf and gets her Ass prolapsed and Urethra toyed Ep2

Futa teen Creampies chesty milf and gets her Ass prolapsed and Urethra toyed Ep2

Sheshaft 3 months 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 1 year ago

Lingerie shemale Natalie Mars urethra insertion masturbation

Lingerie shemale Natalie Mars urethra insertion masturbation

Love4Porn 2 years ago

Blonde tbabe Lianna Lawson cums after urethra insertion

Blonde tbabe Lianna Lawson cums after urethra insertion

Fapnado 1 year ago

Perfect Ten Lovense Tgirl Self Sucking on Webcam 3

Perfect Ten Lovense Tgirl Self Sucking on Webcam 3

ALOTPorn 2 years ago

Anal Domination - Dominatrix Anal Sex with Big Dick Tranny

Anal Domination - Dominatrix Anal Sex with Big Dick Tranny

4KPorn 3 weeks ago

Ass gaping and rosebud with high heels

Ass gaping and rosebud with high heels

xHamster 4 months ago

HA55Super short dress exposed outdoors, dildo inserted into anal on the road!

HA55Super short dress exposed outdoors, dildo inserted into anal on the road!

xHamster 1 year ago

Long legged ladyboy inserts cucumber in tight butt & cums

Long legged ladyboy inserts cucumber in tight butt & cums

ThePornstar 6 months ago

Set of Pool Balls Inserted & Pulled Out by Valentinarosa89 Stretch

70% HD 1:01 / 9:03

Set of Pool Balls Inserted & Pulled Out by Valentinarosa89 Stretch

FapHouse 9 months ago

did you order a trans fuck doll livestreams recording

did you order a trans fuck doll livestreams recording

Whqydz 10 months ago

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

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

TrannyGem 7 months ago

Ryu Nymph Stretches her Arse with a Monster can

Ryu Nymph Stretches her Arse with a Monster can

TrannyGem 3 years ago

Anal Playtime with Hottie Transgender Model - Isabella Santos

Anal Playtime with Hottie Transgender Model - Isabella Santos

Hoes.tube 1 month ago

Sissygasm on huge deep toy in chastity

Sissygasm on huge deep toy in chastity

xHamster 1 year ago

Jasmine_dlight First Footing - Extreme Anal Insertions Foot Entirely up My Butt, Deep Insertion Anal Training Butt Slut

Jasmine_dlight First Footing - Extreme Anal Insertions Foot Entirely up My Butt, Deep Insertion Anal Training Butt Slut

xHamster 5 months ago

Trans urethra solo session

Trans urethra solo session

Some.Porn 4 months ago

Babes Gone Wild! - Sex Machine Orgasm Party with Hot Babes

Babes Gone Wild! - Sex Machine Orgasm Party with Hot Babes

Hoes.tube 2 weeks ago

Larissa1sexdoll. Into the black hole. Mega gape. Double ass piercing.

Larissa1sexdoll. Into the black hole. Mega gape. Double ass piercing.

xHamster 2 years ago

Unboxed and Inside Me - First time with Big Daddy (L) - 13 inch dildo from Hankey's Toys

Unboxed and Inside Me - First time with Big Daddy (L) - 13 inch dildo from Hankey's Toys

xHamster 2 years ago

Anal training for Sissy Blaire_18. Dominatrix Nika inserts anal beads into her Sissy's little ass.

Anal training for Sissy Blaire_18. Dominatrix Nika inserts anal beads into her Sissy's little ass.

xHamster 4 months ago

Ladyboy Jacky with Long Dildo and Stroking Guy

Ladyboy Jacky with Long Dildo and Stroking Guy

Analdin 4 months ago

T-Girls On Film 9

T-Girls On Film 9

Tranny.one 3 years ago

Meddle and Livi Ditch Their Boyfriends for Each Other

Meddle and Livi Ditch Their Boyfriends for Each Other

xHamster 4 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

Trans angel - anal insertion of a giant horse dildo in sexy tranny ass

Trans angel - anal insertion of a giant horse dildo in sexy tranny ass

XXXShemalePorn 1 year ago

sumptuous edging / fattest sound I've ever taken

sumptuous edging / fattest sound I've ever taken

TrannyGem 11 months ago

Kinky tranny Lianna Lawson dildlo play and big dick stroking

Kinky tranny Lianna Lawson dildlo play and big dick stroking

4KPorn 1 year ago

Blonde transgender Lianna Lawson cums after urethra insertion

Blonde transgender Lianna Lawson cums after urethra insertion

4Wank 1 year ago

前立腺を電気責めしながら乳首オナニー。激しいドライオーガズムを迎えてイク。

前立腺を電気責めしながら乳首オナニー。激しいドライオーガズムを迎えてイク。

TrannyGem 1 week ago

Two Shemales Having some Metal Rod Insertion Fun

Two Shemales Having some Metal Rod Insertion Fun

ThePornstar 9 months ago

I have him in my ass and I cum...

I have him in my ass and I cum...

xHamster 4 months ago

Blonde tranny fingers her pussy till sissygasm

Blonde tranny fingers her pussy till sissygasm

Eporner 2 years ago

Sissy going all in with XL Bad Dragon dildo - Deep insertion

Sissy going all in with XL Bad Dragon dildo - Deep insertion

Tranny.one 3 years ago

Cute T-babe Hanna Rios is with stud Alex Victor

Cute T-babe Hanna Rios is with stud Alex Victor

Sheshaft 6 years ago

Anal masturbation 02.2023 - Inserting plastic Candy Bottle 2 -

Anal masturbation 02.2023 - Inserting plastic Candy Bottle 2 -

xHamster 11 months ago

Slut in black lingerie, try to end your ass

Slut in black lingerie, try to end your ass

xHamster 3 months ago

The Future Belongs To The Machines #2

The Future Belongs To The Machines #2

BoyFriendTV 2 years ago

Crossdresser in Black Lingerie Rides Huge Dildos

Crossdresser in Black Lingerie Rides Huge Dildos

xHamster 8 months ago

Cock Pee Hole Fuck Fun watch my ass

Cock Pee Hole Fuck Fun watch my ass

xHamster 1 year ago

Once You Try Them There Is No Turning Back *** Floozyjezebelle

Once You Try Them There Is No Turning Back *** Floozyjezebelle

Eporner 1 month ago

Camera Inside Pussy: Powerfull Cum in Pussy! Best Internal Asmr in 4K More Sperm

Camera Inside Pussy: Powerfull Cum in Pussy! Best Internal Asmr in 4K More Sperm

xHamster 1 week ago

HA47Locked in cage inserted a plug by mistress with sex machine

HA47Locked in cage inserted a plug by mistress with sex machine

xHamster 1 year ago

Ass Destruction

Ass Destruction

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 8 months ago

Deep insertions for a small titted shemale chick

Deep insertions for a small titted shemale chick

aShemaleTube 11 years ago

Shemale Inserts Her Fat Cock In Guy Ass

Shemale Inserts Her Fat Cock In Guy Ass

aShemaleTube 3 weeks ago

Ftm Femboy Dildo (some Sound)

Ftm Femboy Dildo (some Sound)

xHamster 10 months ago

Ladyboy Nan Raunchy Bareback Cum Feeding

Ladyboy Nan Raunchy Bareback Cum Feeding

TransVibe 11 months ago

Stretching Her Ass With a Gigantic Dildo

Stretching Her Ass With a Gigantic Dildo

FapCat 3 years ago

A ladyboy who inserts a puzy into the urethra, masturbates and ejaculates

A ladyboy who inserts a puzy into the urethra, masturbates and ejaculates

xHamster 1 year ago

TS Gaby Angel Anal Fisted And Fucked Bareback

TS Gaby Angel Anal Fisted And Fucked Bareback

FetishShrine 2 years ago

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

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

xHamster 4 months ago

Compilation of failed insertion attempts

Compilation of failed insertion attempts

Love4Porn 3 years ago

Lounging Back Letting Her Lil Wand Bring Her To Climax 4K

Lounging Back Letting Her Lil Wand Bring Her To Climax 4K

TrannyGem 10 months ago

TRAV ASSFUCKING EXTRAORDINARY (psykoanal)

TRAV ASSFUCKING EXTRAORDINARY (psykoanal)

MenGem 1 year ago

My Fucker ripped my Pantyhose

My Fucker ripped my Pantyhose

xHamster 1 year ago

ryu Nymph sticks dragon ballsack, horse fuck stick and monster can

ryu Nymph sticks dragon ballsack, horse fuck stick and monster can

TransTube.tv 7 months ago

Ryu Girl Lights up her Bum with the Sinnovator

Ryu Girl Lights up her Bum with the Sinnovator

TrannyGem 3 years ago

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

Hands Free Cum with huge Mr Hankeys Cody Cachet dildo

xHamster 4 months ago

Krystallcox with Sounding Rods Urethral Play

Krystallcox with Sounding Rods Urethral Play

xHamster 10 months ago

Ms Isabella's Playroom (pt3)

Ms Isabella's Playroom (pt3)

xHamster 8 months ago

Rubber Doll Clinic

Rubber Doll Clinic

xHamster 14 years ago

Erica Lee In Shemale Inserting A Banana

Erica Lee In Shemale Inserting A Banana

PornUse 3 weeks ago

Caged and riding my massive corn cob!

Caged and riding my massive corn cob!

ShemaleSin 1 year ago

Pregnant Sissy (Pt 3)

Pregnant Sissy (Pt 3)

Tranny.one 1 year ago

Gardencorset 001

Gardencorset 001

Tranny.one 3 years ago

Poked with machine pool ball sack nuts and more!

Poked with machine pool ball sack nuts and more!

TransTube.tv 6 months ago

Lovely Young Twink Doctor Fist And Attractive Boyz In Crossdresser Clothes

Lovely Young Twink Doctor Fist And Attractive Boyz In Crossdresser Clothes

PornUse 2 weeks ago

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