Anal Training Videos (90,406)

Public GOING KNUCKLE DEEP sissy ARSE

Public GOING KNUCKLE DEEP sissy ARSE

TrannyGem 3 years ago

Sandy Lee Private Show

Sandy Lee Private Show

Camster 10 years ago

fat lucky guy fucks a latin shemale LIMA PERU VENEZUELA AMBAR

fat lucky guy fucks a latin shemale LIMA PERU VENEZUELA AMBAR

XNXXGold 5 years ago

trans teen cums in hotel room and gets cumshot on her ass

4K 0:14 / 16:46

trans teen cums in hotel room and gets cumshot on her ass

Clips4sale 11 months ago

Adeline Smith Party on Jul 10, 2024

HD 2:00 / 15:49

Adeline Smith Party on Jul 10, 2024

Flirt4Free 2 years ago

Alejandra Fox Private Show

HD 2:00 / 23:06

Alejandra Fox Private Show

Flirt4Free 8 years ago

Futanari Pegging BJ Food Humiliation HD

51% HD 0:20 / 18:34

Futanari Pegging BJ Food Humiliation HD

Clips4sale 3 years ago

Luke Hardy & Cristian Ford Private Show

65% 4K 2:00 / 9:29

Luke Hardy & Cristian Ford Private Show

Flirt4Free 4 months ago

Sophia Loreen Private Show

61% HD 2:00 / 13:06

Sophia Loreen Private Show

Camster 1 month ago

Chastity Sissy Floozy Training - Jessica Bloom Giant Anal Climax

Chastity Sissy Floozy Training - Jessica Bloom Giant Anal Climax

ShemaleSin 2 years ago

Giant Anal Cone Dildo Sitting and Bouncing Till the Base & Gaping Asshole

67% HD 0:39 / 11:57

Giant Anal Cone Dildo Sitting and Bouncing Till the Base & Gaping Asshole

FapHouse 1 month ago

Etéreo SissyClown Fingering Moments

Etéreo SissyClown Fingering Moments

ShemaleSin 4 years ago

Shemale Larissa TS Trains Her Butt on Dildos In advance of Taking Knob

Shemale Larissa TS Trains Her Butt on Dildos In advance of Taking Knob

ShemaleSin 3 weeks ago

LEGAL lad attempt his assfuck to sqiurt and groaning for the very first time

LEGAL lad attempt his assfuck to sqiurt and groaning for the very first time

WebcamBros 9 months ago

Indian Gay Crossdresser Bottom Gaurisisy Feeling Horny and Pressing and Playing with Her Big Boobs in Golden Lehanga

Indian Gay Crossdresser Bottom Gaurisisy Feeling Horny and Pressing and Playing with Her Big Boobs in Golden Lehanga

FapHouse 11 months ago

Trans Girl *** Orgasm

55% HD 1:01 / 19:44

Trans Girl *** Orgasm

FapHouse 1 year ago

AB084 The training path to becoming a geisha - squirting tickle cumshot

AB084 The training path to becoming a geisha - squirting tickle cumshot

XHamster 2 years ago

Having a Hard Time - Shemale Jane & Teacher Anna Fun in Toilet While Others Fuck

Having a Hard Time - Shemale Jane & Teacher Anna Fun in Toilet While Others Fuck

XHamster 1 month ago

Francis Malice Cheerleader 1h Anal Casting Part 1

Francis Malice Cheerleader 1h Anal Casting Part 1

XHamster 2 years ago

Savanna Miller Private Show

Savanna Miller Private Show

Flirt4Free 2 years ago

Nelly Gale Private Show

Nelly Gale Private Show

Camster 1 year ago

Milas Carteros Private Show

Milas Carteros Private Show

Camster 3 weeks ago

'Jessica Bloom's Mind-Blowing Compilation of Self-Sucking and Sissygasm'

'Jessica Bloom's Mind-Blowing Compilation of Self-Sucking and Sissygasm'

Jizzberry 3 years ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Camster 1 month ago

Master & Ithan Private Show

Master & Ithan Private Show

Flirt4Free 11 months ago

Luna Florez Private Show

4K 2:00 / 12:25

Luna Florez Private Show

Camster 4 months ago

New big fake tits for slutty Crossdresser

New big fake tits for slutty Crossdresser

XHamster 2 years ago

Petite Trans Kawaii Fiona Fucks a Submissive Trans Puppy-girl

Petite Trans Kawaii Fiona Fucks a Submissive Trans Puppy-girl

XHamster 2 years ago

Sissy Maid Cleaning for 2 Warm Dominatrixes

Sissy Maid Cleaning for 2 Warm Dominatrixes

TrannyGem 6 years ago

Sophia Loreen Private Show

HD 2:00 / 31:44

Sophia Loreen Private Show

Flirt4Free 5 years ago

Viky & Master Private Show

Viky & Master Private Show

Camster 8 months ago

Lady Lads gone nasty for jizz and meatpipe

Lady Lads gone nasty for jizz and meatpipe

Transvids.tv 1 year ago

Having Hard Time Jane & Marianne Rough Machinery & Doggy (part 2)

HD 1:01 / 19:36

Having Hard Time Jane & Marianne Rough Machinery & Doggy (part 2)

FapHouse 5 months ago

Femboy ravages her caboose rock-rigid and completes off

Femboy ravages her caboose rock-rigid and completes off

Transvids.tv 1 year ago

blonde femboy fuck machine sissy training!

blonde femboy fuck machine sissy training!

XHamster 2 years ago

Training my cool trans ass for real knob during the time that my caged, pathetic girldick drips precum

Training my cool trans ass for real knob during the time that my caged, pathetic girldick drips precum

ShemaleSin 1 year ago

Please Fuck My Face Deep Throat Training

Please Fuck My Face Deep Throat Training

XHamster 2 weeks ago

Sissy buttfuck teaching medium fake penis 7 inch

Sissy buttfuck teaching medium fake penis 7 inch

TrannyGem 4 years ago

Flexing My Biceps Really Hard, Showing My Sweaty Armpits

Flexing My Biceps Really Hard, Showing My Sweaty Armpits

Flirt4Free 2 years ago

Big Ass Redhead Transsexual Huge Anal Gape Creampie with Inflatable Butt Plug and BBC Monster Dildo

Big Ass Redhead Transsexual Huge Anal Gape Creampie with Inflatable Butt Plug and BBC Monster Dildo

XHamster 5 months ago

Rubber Doll Drone Training For Master

Rubber Doll Drone Training For Master

XHamster 1 year ago

Blake & Derek & Ethan Private Show

Blake & Derek & Ethan Private Show

Flirt4Free 3 years ago

Frederick & Aleex & Daaniel Private Show

58% HD 2:00 / 4:03

Frederick & Aleex & Daaniel Private Show

Flirt4Free 11 months ago

Extreme Games in Hot Clothes!

Extreme Games in Hot Clothes!

XHamster 2 months ago

Crossdresser butt plug anal training

Crossdresser butt plug anal training

Eporner 6 years ago

Indian Pillow-biter - The sir who trains truck and the college girl who learns camper, both of them quench the hunger of their bum in a closed

Indian Pillow-biter - The sir who trains truck and the college girl who learns camper, both of them quench the hunger of their bum in a closed

4Gay 3 months ago

Tatiana & Lord Private Show

Tatiana & Lord Private Show

Flirt4Free 3 weeks ago

Opening Pinky Hole, Riding and Fucking

60% HD 2:00 / 9:20

Opening Pinky Hole, Riding and Fucking

Flirt4Free 4 months ago

Having a Hard Time - Dominant Shemale Jane Fucks Principal Veronica in Office - Part 3

Having a Hard Time - Dominant Shemale Jane Fucks Principal Veronica in Office - Part 3

XHamster 2 weeks ago

Anal invasion Sissy Sleepover With Trans Ria Bentley & Lola Crystals

Anal invasion Sissy Sleepover With Trans Ria Bentley & Lola Crystals

TransTube.tv 1 year ago

Femboy anal training

Femboy anal training

XHamster 4 years ago

Deep-Throating out his blossom with vacuum

Deep-Throating out his blossom with vacuum

GayCK 3 years ago

My Path to Life as A Sissy Hoe

My Path to Life as A Sissy Hoe

TrannyGem 6 years ago

Mrhankeys CLIP-CLOP 4XL first time

Mrhankeys CLIP-CLOP 4XL first time

XHamster 3 years ago

Blonde Bimbo Gets Deep Anal Training from Tall Redhead Futanari in Standing Fuck Lift

Blonde Bimbo Gets Deep Anal Training from Tall Redhead Futanari in Standing Fuck Lift

HentaiSmile 10 months ago

Crhistian & Dereckk & Friends Private Show

HD 2:00 / 19:21

Crhistian & Dereckk & Friends Private Show

Flirt4Free 6 years ago

Juanita Swan Private Show

55% HD 2:00 / 6:43

Juanita Swan Private Show

Flirt4Free 3 years ago

Eva Gallagher Private Show

HD 2:00 / 10:58

Eva Gallagher Private Show

Camster 2 years ago

Viky & Master Private Show

66% HD 2:00 / 6:55

Viky & Master Private Show

Flirt4Free 8 months ago

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage

XHamster 10 months ago

Jewel Selfsucker Private Show

Jewel Selfsucker Private Show

Flirt4Free 3 years ago

Paulo & Richar & Jose Private Show

66% HD 2:00 / 9:24

Paulo & Richar & Jose Private Show

Flirt4Free 2 months ago

Luciana Sainz Private Show

Luciana Sainz Private Show

Flirt4Free 5 months ago

Sophia Loreen Party on May 7, 2022

HD 2:00 / 1:12:03

Sophia Loreen Party on May 7, 2022

Camster 4 years ago

2 Stepmommies Training Their Ts Slut - Lucy Hart - Penny Barber - Mira Maven

2 Stepmommies Training Their Ts Slut - Lucy Hart - Penny Barber - Mira Maven

Xshemale 1 year ago

submissive skinny ladyboy anal casting & slave training - xdominant

HD 0:29 / 28:48

submissive skinny ladyboy anal casting & slave training - xdominant

PornBox 1 year ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

XHamster 9 months ago

Horny Latinos

61% 4K 2:00 / 1:30:17

Flirt4Free 4 months ago

Raunchy On The Rails

Premium 58% HD 27:25

Raunchy On The Rails

TransAngels 5 years ago

Alexxa Jonness Private Show

Alexxa Jonness Private Show

Flirt4Free 2 years ago

Luke Hardy & Cristian Ford Private Show

Luke Hardy & Cristian Ford Private Show

Flirt4Free 6 months ago

Aroon & Owen & Hades Private Show

61% HD 2:00 / 4:59

Aroon & Owen & Hades Private Show

Flirt4Free 4 years ago

Brutus K Private Show

HD 2:00 / 15:05

Brutus K Private Show

Flirt4Free 9 years ago

Luna Florez Private Show

HD 2:00 / 10:05

Luna Florez Private Show

Flirt4Free 2 years ago

Anal Bash

XHamster 1 month ago

Juanita Swan Private Show

66% HD 2:00 / 5:31

Juanita Swan Private Show

Flirt4Free 3 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 1 week ago

Glazing Her Lil' Inverted Pearl In Sissy Juices

Glazing Her Lil' Inverted Pearl In Sissy Juices

TrannyGem 2 years ago

Too Tempting to Look Away.

Too Tempting to Look Away.

Flirt4Free 1 month ago

EVER WONDERED WHY FUCKING A TRANS GIRL FEELS DIFFERENT? HERE&#039_S 17MINUTES OF PURE PROOF!

Premium HD 18:05

EVER WONDERED WHY FUCKING A TRANS GIRL FEELS DIFFERENT? HERE&#039_S 17MINUTES OF PURE PROOF!

XNXXGold 1 year ago

Reyna S Private Show

HD 2:00 / 18:05

Reyna S Private Show

Flirt4Free 2 years ago

Nastya Blue Private Show

Nastya Blue Private Show

Flirt4Free 2 years ago

Karly Rios Private Show

HD 2:00 / 32:52

Karly Rios Private Show

Flirt4Free 1 year ago

Felipe Guzman Private Show

HD 2:00 / 18:57

Felipe Guzman Private Show

Flirt4Free 1 year ago

Crhistian & Dereckk & Friends Party on Nov 26, 2018 - Part 4

63% HD 2:00 / 43:24

Crhistian & Dereckk & Friends Party on Nov 26, 2018 - Part 4

Flirt4Free 7 years ago

Real trans in queer affair

Real trans in queer affair

Some.Porn 1 year ago

Silvana Grey Private Show

HD 2:00 / 16:45

Silvana Grey Private Show

Flirt4Free 5 years ago

Brutus K Private Show - Part 2

Brutus K Private Show - Part 2

Flirt4Free 14 years ago

Four Friends with Four Sexy Cocks Orgy Show

HD 2:00 / 39:43

Four Friends with Four Sexy Cocks Orgy Show

Flirt4Free 8 years ago

Ella Mistress Private Show

Ella Mistress Private Show

Flirt4Free 2 years ago

Brandon Charlie Aggressive Dom Session

54% HD 2:00 / 22:40

Brandon Charlie Aggressive Dom Session

Flirt4Free 3 years ago

Luccas & Jhordy Private Show

63% HD 2:00 / 7:43

Luccas & Jhordy Private Show

Flirt4Free 1 year ago

Archie Blossom Private Show

58% HD 2:00 / 26:57

Archie Blossom Private Show

Flirt4Free 6 months ago

Sissification feminization sissy instructing - the birth of fuckbox (english voice)

Sissification feminization sissy instructing - the birth of fuckbox (english voice)

TransTube.tv 1 year ago

Sophia Loreen Party on May 28, 2026 - Part 3

63% HD 2:00 / 49:53

Sophia Loreen Party on May 28, 2026 - Part 3

Flirt4Free 2 months ago

When your sissy is missing parent's rod

When your sissy is missing parent's rod

TrannyGem 2 years ago

Luna Florez Private Show

HD 2:00 / 16:58

Luna Florez Private Show

Flirt4Free 2 years ago

INTOLERABLE EDGING

INTOLERABLE EDGING

WebcamBros 7 months ago

Indian Crossdresser Gaurisissy Feeling Horny in Purple Saree Looking and Fucking Like a Housewife

Indian Crossdresser Gaurisissy Feeling Horny in Purple Saree Looking and Fucking Like a Housewife

XHamster 1 year ago

Adele & Eccatelina Private Show

69% HD 2:00 / 13:33

Adele & Eccatelina Private Show

Flirt4Free 3 years ago

Anal Training By Felicia POV

Anal Training By Felicia POV

IcePorn 2 months ago

Sophia Loreen Private Show

Sophia Loreen Private Show

Flirt4Free 3 weeks ago

Luciana Sainz Private Show

Luciana Sainz Private Show

Flirt4Free 5 months ago

Charlie Cano Private Show

HD 2:00 / 15:05

Charlie Cano Private Show

Flirt4Free 3 years ago

FAG Dirty Talk 22 SHEMALE CUM!

FAG Dirty Talk 22 SHEMALE CUM!

TrannyGem 7 years ago

Big Ass Ebony Hottie Railed On All Fours At Fake Outdoor Casting

Big Ass Ebony Hottie Railed On All Fours At Fake Outdoor Casting

XHamster 1 year ago

Sissy slut rides a 8 inch BBC dildo and inserts a cumsicle in the ass for a creampie

Sissy slut rides a 8 inch BBC dildo and inserts a cumsicle in the ass for a creampie

XHamster 3 years ago

Shaved, Muscle, Jerking Off

Shaved, Muscle, Jerking Off

Flirt4Free 9 years ago

Extended Cut of Bubble but Trans Girl in Dva Cosplay Blacked by BBC Creampie and Cum Farts

Extended Cut of Bubble but Trans Girl in Dva Cosplay Blacked by BBC Creampie and Cum Farts

XHamster 10 months ago

Skinny Ladyboy Anal Casting, Slave Training and Cream Enema

Skinny Ladyboy Anal Casting, Slave Training and Cream Enema

XHamster 1 year ago

Master & Ithan & Aleex Private Show

51% HD 2:00 / 38:32

Master & Ithan & Aleex Private Show

Flirt4Free 1 year ago

Sissy hubby bent over, hair pulled and ass pegged

Sissy hubby bent over, hair pulled and ass pegged

XHamster 1 year ago

Anal Training Huge Xxl Toys Plugs Latex Pant Stockings Gaping Anal Orgasmn Cumshot Chastity Cage

HD 0:39 / 29:49

Anal Training Huge Xxl Toys Plugs Latex Pant Stockings Gaping Anal Orgasmn Cumshot Chastity Cage

FapHouse 2 years ago

Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum

Feminising my sissy boi husband and pegging his tight hole and filling his mouth with cum

XHamster 3 years ago

No risky no bisky for trained cute brown skin femboy

No risky no bisky for trained cute brown skin femboy

XHamster 1 year ago

Fernanda Clar Private Show

Fernanda Clar Private Show

Flirt4Free 2 years ago

TRANS ANGELS - Ella Nova And Tgirl Natalie Mars Open up Together Before A Smoking Steaming Bum sex Exercise

TRANS ANGELS - Ella Nova And Tgirl Natalie Mars Open up Together Before A Smoking Steaming Bum sex Exercise

TrannyGem 2 months ago

becomingfemme - quinn tesla free use pet sissy maid

becomingfemme - quinn tesla free use pet sissy maid

TransDoe 2 years ago

Unexpected Anal Training with PAWG Trans Stepmom(3D Futa Anime)

Unexpected Anal Training with PAWG Trans Stepmom(3D Futa Anime)

Sheshaft 1 month ago

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

Bound Orgasms and Anal in Sundresses and Ropes Ft Aerie Rei

XHamster 3 months ago

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