Training Videos - Trans (123,876)

sissies don't breed: beg futa step-mommy to castrate you - SD wmv

sissies don't breed: beg futa step-mommy to castrate you - SD wmv

Clips4sale 8 months ago

Female domination Domme ravages hoe sissy donk, dual spunk ass fucking ejaculation

Female domination Domme ravages hoe sissy donk, dual spunk ass fucking ejaculation

TransTube.tv 1 year ago

HER SHADE ON YOUR LIPS

54% 0:25 / 6:39

HER SHADE ON YOUR LIPS

Clips4sale 2 months ago

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)

Large Ebony Weenie Feminization Coach for Constrained Sissy Lads (BBC) (Captions)

ShemaleSin 4 years ago

Sissy Punishment: Ride That Dildo & Lick My Pussy

Premium HD 22:52

Sissy Punishment: Ride That Dildo & Lick My Pussy

Clips4sale 1 week ago

Belt Cock and handballing-four jizzing in 1 orgy UTTER movie

Belt Cock and handballing-four jizzing in 1 orgy UTTER movie

TrannyGem 4 years ago

English Trans Slut With a Cute Cock and a Dirty Mouth Relieved From Chastity

English Trans Slut With a Cute Cock and a Dirty Mouth Relieved From Chastity

XHamster 4 years ago

Having Hard Time Part 4 Shemale Jane Fucks Marianne Front Boyfriend Peter

HD 1:01 / 14:19

Having Hard Time Part 4 Shemale Jane Fucks Marianne Front Boyfriend Peter

FapHouse 4 months ago

Amber Burnt Private Show

HD 2:00 / 22:05

Amber Burnt Private Show

Camster 2 years ago

Slave Pillory 2.0: Outing of my Sissy Bimbo Slut

Slave Pillory 2.0: Outing of my Sissy Bimbo Slut

XHamster 2 years ago

21yo Femboy Viii penalized

21yo Femboy Viii penalized

Transvids.tv 1 year ago

Luke Hardy & Cristian Ford Private Show

63% 4K 2:00 / 7:47

Luke Hardy & Cristian Ford Private Show

Flirt4Free 1 year ago

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 20

Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 20

XHamster 6 months ago

wife's imposed fem: hormones, ball removal, permanent makeup - full video on Veggiebabyy Manyvids

wife's imposed fem: hormones, ball removal, permanent makeup - full video on Veggiebabyy Manyvids

XHamster 2 years ago

Pamela Visconty Private Show

HD 2:00 / 15:35

Pamela Visconty Private Show

Flirt4Free 1 week ago

Honeypot boy maid tries to keep composure while getting machine torn up

Honeypot boy maid tries to keep composure while getting machine torn up

TransTube.tv 2 years ago

Transgender Babe Commands Submissive Lover With Lifelike Doll

Transgender Babe Commands Submissive Lover With Lifelike Doll

Fucker 7 months ago

Chrismas Pegging for Lazy Elf Loren Aprile

HD 1:01 / 23:16

Chrismas Pegging for Lazy Elf Loren Aprile

FapHouse 1 day ago

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune

XHamster 10 months ago

Sexy Group of Latino Hunks

HD 2:00 / 13:15

Sexy Group of Latino Hunks

Flirt4Free 8 years ago

Paulo & Richar & Jose Private Show

66% HD 2:00 / 9:24

Paulo & Richar & Jose Private Show

Flirt4Free 3 months ago

Sissy Kate learns how to use the anal fucking machine with Lisa Clip 1

Sissy Kate learns how to use the anal fucking machine with Lisa Clip 1

XHamster 1 year ago

Alice Rein Private Show

63% HD 2:00 / 9:59

Alice Rein Private Show

Flirt4Free 11 months ago

Anny Harley Private Show

HD 2:00 / 13:53

Anny Harley Private Show

Flirt4Free 3 years ago

Humiliating my sissy's tiny clit cock whilst smashing her ass, what a lucky bitch

Humiliating my sissy's tiny clit cock whilst smashing her ass, what a lucky bitch

XHamster 9 months ago

Sara & Elver Private Show

62% HD 2:00 / 14:48

Sara & Elver Private Show

Flirt4Free 10 months ago

Maxi Pad Slave Humiliation: Dildo Ass Plug, Pad Gag & Vibrator Tease Through Panties

66% HD 0:30 / 22:31

Maxi Pad Slave Humiliation: Dildo Ass Plug, Pad Gag & Vibrator Tease Through Panties

Clips4sale 8 months ago

Sissy Instructing: Blow, anal invasion & Sissygasm while locked in Virginity

Sissy Instructing: Blow, anal invasion & Sissygasm while locked in Virginity

TrannyGem 1 year ago

Trans Sitter Gets trained a lesson by SUPER HOT cougar

Trans Sitter Gets trained a lesson by SUPER HOT cougar

TransTube.tv 1 year ago

Sissy Trainer #2 Helping You Choose Lingerie, Thongs, and Stockings for Crossdressing! (english)

Sissy Trainer #2 Helping You Choose Lingerie, Thongs, and Stockings for Crossdressing! (english)

XHamster 6 days ago

Feminization Sissification Sissy threesome training blowjob

Feminization Sissification Sissy threesome training blowjob

Lesbian8 1 year ago

Jasmine_dlight & Pixie Vanora - Gaped Ass Used as a Toilet Woman Pee's in Ass, Then a Prolapse

Jasmine_dlight & Pixie Vanora - Gaped Ass Used as a Toilet Woman Pee's in Ass, Then a Prolapse

XHamster 1 day ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 3 years ago

Maddie Paige & Joshua Brooks Private Show

HD 2:00 / 34:46

Maddie Paige & Joshua Brooks Private Show

Camster 3 years ago

Pt.3 Deepthroat Toy - Training Slut

Pt.3 Deepthroat Toy - Training Slut

XHamster 11 months ago

Black and Wihte - Tiny Sissy Snow Bunny and Her BBC Dildo

Black and Wihte - Tiny Sissy Snow Bunny and Her BBC Dildo

XHamster 4 months ago

The Secretary Gets Her Mouth Filled with Sperm. Big in Deep Throat and Fisting in the Final. Vanessabitchx

The Secretary Gets Her Mouth Filled with Sperm. Big in Deep Throat and Fisting in the Final. Vanessabitchx

XHamster 10 months ago

Woman Encourages Guy Transformation Makeover into Woman

Woman Encourages Guy Transformation Makeover into Woman

XHamster 1 year ago

Chained to Faux penis for Sissy Deepthroat Training

Chained to Faux penis for Sissy Deepthroat Training

WebcamBros 8 months ago

TRANS FUCKED GIRLFRIEND IN THE ASS!

TRANS FUCKED GIRLFRIEND IN THE ASS!

XNXXGold 2 years ago

Electric current, Iramask and vibes in the park during the day

Electric current, Iramask and vibes in the park during the day

TrannyGem 4 years ago

Ehla Mcadam Private Show

4K 2:00 / 16:20

Ehla Mcadam Private Show

Flirt4Free 6 months ago

Ruined Orgasm JOI for Loked up Sissies

HD 0:39 / 11:26

Ruined Orgasm JOI for Loked up Sissies

FapHouse 2 months ago

Variety Itsol And Dragon Mistress In Variety Starts Her Bad Dragon Training With Mistress Miguire

Variety Itsol And Dragon Mistress In Variety Starts Her Bad Dragon Training With Mistress Miguire

AbTranny 4 months ago

Misty Teases Nancy with Intense Foot Worship and Control (HD 1080p MP4)

HD 0:15 / 14:21

Misty Teases Nancy with Intense Foot Worship and Control (HD 1080p MP4)

Clips4sale 1 year ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 4 years ago

Luna Florez Private Show

Luna Florez Private Show

Flirt4Free 3 years ago

Sissy Porked to Assfucking Climax HANDSFREE EJACULATION

Sissy Porked to Assfucking Climax HANDSFREE EJACULATION

TrannyGem 3 years ago

2 black african hotel maid sucking white dicks as a special service in interracial orgy sex group

2 black african hotel maid sucking white dicks as a special service in interracial orgy sex group

XHamster 3 years ago

Sissygasm Explosion After Dildo and Latex Fist

Sissygasm Explosion After Dildo and Latex Fist

XHamster 1 year ago

Remembering the End of Lock Down: Anal, Hardcore, Foot Worship

Remembering the End of Lock Down: Anal, Hardcore, Foot Worship

XHamster 3 weeks ago

Mama Studio introduces "Training my step nephew to lick a trans for the first-ever time" - Free-for-all

Mama Studio introduces "Training my step nephew to lick a trans for the first-ever time" - Free-for-all

TrannyGem 5 months ago

Sissy Maddy is a very naughty gurl who loves big toys in her ass Clip 2

Sissy Maddy is a very naughty gurl who loves big toys in her ass Clip 2

XHamster 3 weeks ago

Desire Sweet Private Show

HD 2:00 / 29:04

Desire Sweet Private Show

Flirt4Free 8 months ago

Shore Leave Gets Spicy

Shore Leave Gets Spicy

Clips4sale 10 months ago

The Talk: Gentle Positive Sissy Encouragement

The Talk: Gentle Positive Sissy Encouragement

XHamster 2 weeks ago

Desire Sweet Private Show

4K 2:00 / 15:42

Desire Sweet Private Show

Camster 1 year ago

Sexy femboy self facial squirting climax wench

Sexy femboy self facial squirting climax wench

ShemaleSin 1 year ago

Anal screwing for femboy in nylons and heels. Full clip on my Onlyfans (link in bio)

Anal screwing for femboy in nylons and heels. Full clip on my Onlyfans (link in bio)

ShemaleSin 2 years ago

My Sissyboy

Clips4sale 3 years ago

Being a good bambi sissy

Being a good bambi sissy

XHamster 4 months ago

Super-steamy Crossdresser Rectal Railing Instructing Compilation

Super-steamy Crossdresser Rectal Railing Instructing Compilation

Gayhub 1 week ago

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

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

XHamster 1 month ago

Sissy assfuck training, running in rivulets from asshole

Sissy assfuck training, running in rivulets from asshole

WebcamBros 1 month ago

TS Sergeant Jessy Dubai Trains Her New Recruits

TS Sergeant Jessy Dubai Trains Her New Recruits

Eporner 1 year ago

Sexy Video, My Favorite Erotic Outfit

Sexy Video, My Favorite Erotic Outfit

Flirt4Free 3 years ago

Trans Girl Tied and Teased

Trans Girl Tied and Teased

XHamster 2 years ago

GIFTING YOU TO MY BLACK KING - LOCKTOBER : LOCKED UP FOR BBC

66% 4K 0:25 / 10:25

GIFTING YOU TO MY BLACK KING - LOCKTOBER : LOCKED UP FOR BBC

Clips4sale 2 years ago

Crossdresser gets machined and gaped by huge dildo on fuckingmachine, leaking cock.

Crossdresser gets machined and gaped by huge dildo on fuckingmachine, leaking cock.

XHamster 1 year ago

Down with the Thickness

Down with the Thickness

XHamster 1 week ago

Household Sissy Maid Learns Her Place

Household Sissy Maid Learns Her Place

XHamster 1 year ago

Matt & Elvis & Aron Private Show

Matt & Elvis & Aron Private Show

Flirt4Free 3 years ago

Sissycdmish - Another Long Form Webshow

Sissycdmish - Another Long Form Webshow

XHamster 1 month ago

Crossdressed and Fisted

Crossdressed and Fisted

XHamster 6 months ago

secretary caught jerking off

66% HD 0:10 / 39:44

secretary caught jerking off

Clips4sale 3 years ago

JUDE LYNX — OMEGA DELVE MANMEAT NUTTING IN UNDERPANTS

JUDE LYNX — OMEGA DELVE MANMEAT NUTTING IN UNDERPANTS

GayCK 3 years ago

Anal toy milking torture and pleasure training

Anal toy milking torture and pleasure training

XHamster 6 months ago

SISSY CUCKOLD COCK SUCKING TRAINING - Cuckold Training, Erotic Mind Melt

SISSY CUCKOLD COCK SUCKING TRAINING - Cuckold Training, Erotic Mind Melt

Clips4sale 1 year ago

Wanda Snake Private Show

4K 2:00 / 18:57

Wanda Snake Private Show

Flirt4Free 11 months ago

Crossdresser with fake tits gets worried by the sex machine Clip 1

Crossdresser with fake tits gets worried by the sex machine Clip 1

XHamster 1 year ago

TS Ria Bentley Gives Sissification Sissy Slut Hookup Training

TS Ria Bentley Gives Sissification Sissy Slut Hookup Training

XHamster 2 years ago

Hot Latino 4some Every Way Sex (fuck Rim, Blowjob...)

56% HD 2:00 / 18:36

Hot Latino 4some Every Way Sex (fuck Rim, Blowjob...)

Flirt4Free 8 years ago

Alexander & Jhovannel Private Show

HD 2:00 / 17:29

Alexander & Jhovannel Private Show

Flirt4Free 3 years ago

he slowly became a very good girl

he slowly became a very good girl

Clips4sale 2 years ago

BEST ANAL EVER FEMDOM ANAL PEGGING! GIRL FUCK SISSY BIG DILDO

BEST ANAL EVER FEMDOM ANAL PEGGING! GIRL FUCK SISSY BIG DILDO

XVideos 4 years ago

Oriana Ross Private Show

Oriana Ross Private Show

Flirt4Free 2 years ago

Sissy Mara Jade's UTTER Sissygasm Innocence Compilation!

Sissy Mara Jade's UTTER Sissygasm Innocence Compilation!

TrannyGem 4 years ago

Boys Caught Smoking Get Put over the Knee

66% 4K 2:00 / 6:20

Boys Caught Smoking Get Put over the Knee

Flirt4Free 3 years ago

Sandy Lee Private Show

HD 2:00 / 39:00

Sandy Lee Private Show

Camster 9 years ago

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

Chatty crossdresser tries out new depth - 2023-02-23 - part 2 - uncharted territory

XHamster 3 years ago

Sissy Hole Training

Sissy Hole Training

Xfeed 3 years ago

EXTREME DEEPTHROAT HARDCORE PUSHING LIMITS RIMMING DEEPTHROAT P2

EXTREME DEEPTHROAT HARDCORE PUSHING LIMITS RIMMING DEEPTHROAT P2

Clips4sale 3 years ago

Bimbo FuckDoll Pegged

55% 0:25 / 11:04

Bimbo FuckDoll Pegged

Clips4sale 1 year ago

”Summer Rayne - Summer Training”

”Summer Rayne - Summer Training”

TransHero 5 years ago

”Mia Mizusawa is a true shaft addict squirter”

”Mia Mizusawa is a true shaft addict squirter”

ThePornstar 10 months ago

Training to anal

Training to anal

XHamster 5 months ago

Cam Crest Gets his Cunt Trained by Sindy Memo

Cam Crest Gets his Cunt Trained by Sindy Memo

AShemaleTube 1 year ago

SISSY ass fuck until he CUM in my mouth

SISSY ass fuck until he CUM in my mouth

XHamster 3 years ago

Cute Big Ass Trans Girl in Ripped Leggings Anal Fucked with BBC Dildo and Creampie Dripping from her Gaped Asshole

Cute Big Ass Trans Girl in Ripped Leggings Anal Fucked with BBC Dildo and Creampie Dripping from her Gaped Asshole

XHamster 5 months ago

Natacha whore from Lyon fucked like a bitch

Natacha whore from Lyon fucked like a bitch

XHamster 5 months ago

POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you and making you… Clip 1

POV: Your gothic trans mistress puts you in chastity and makes fun of you, putting handcuffs on you and making you… Clip 1

XHamster 1 year ago

Crhistian & Dereckk & Friends Party on Sep 22, 2019

65% HD 2:00 / 55:18

Crhistian & Dereckk & Friends Party on Sep 22, 2019

Flirt4Free 6 years ago

The fake-jizz-shotguns are not monstrous enough! Emily Adaire's ass-fuck-bootcamp - day 6

The fake-jizz-shotguns are not monstrous enough! Emily Adaire's ass-fuck-bootcamp - day 6

TransTube.tv 2 years ago

Richard Mann's SLUT TRAINING - Rough & Hardcore Compilation

Richard Mann's SLUT TRAINING - Rough & Hardcore Compilation

Some.Porn 1 year ago

Ema Devine Private Show

Ema Devine Private Show

Camster 1 year ago

empty headed sissy wrecks her dirty fuck hole with phat BIG BLACK COCK

empty headed sissy wrecks her dirty fuck hole with phat BIG BLACK COCK

Transvids.tv 1 year ago

Luna takes it deep in both ends

Premium HD 5:04

Luna takes it deep in both ends

Clips4sale 3 months ago

Desire Sweet Private Show

Desire Sweet Private Show

Camster 1 week ago

Bonnie Boombelle Private Show

Bonnie Boombelle Private Show

Camster 2 months ago

Jules Trains Her Sub

61% 0:39 / 25:46

Jules Trains Her Sub

FapHouse 3 years ago

Full Doll Transformation (1080p)

HD 0:43 / 18:19

Full Doll Transformation (1080p)

Clips4sale 1 year ago

Rubidoll Prostitute Loves To Fuck With Her Dildo In Front Of The Webcam

Rubidoll Prostitute Loves To Fuck With Her Dildo In Front Of The Webcam

XHamster 2 weeks ago

BLACKED Hot Blond Ash Hollywood Cheats with Her BBC Tutor

BLACKED Hot Blond Ash Hollywood Cheats with Her BBC Tutor

Dafreeporn 6 years ago

Gender Transformations: Magic Makes You a Free Use Big Tit Bimbo Whore and Me a Big Cock Futa

37% HD 1:01 / 8:08

Gender Transformations: Magic Makes You a Free Use Big Tit Bimbo Whore and Me a Big Cock Futa

FapHouse 5 months ago

I make my sissy floozy choke on my large ding-dong

I make my sissy floozy choke on my large ding-dong

ShemaleSin 2 weeks ago

Indian tamil step daddy alone person sex

Indian tamil step daddy alone person sex

XHamster 1 year ago

An Booty to recall

An Booty to recall

TransTube.tv 1 year ago

Sissy Elvi Lynx Takes Turns Fucking Her Asshole and Her Throat with a Dildo

63% HD 0:39 / 12:55

Sissy Elvi Lynx Takes Turns Fucking Her Asshole and Her Throat with a Dildo

FapHouse 4 days ago

Luccas & Jhordy Private Show

41% HD 2:00 / 18:11

Luccas & Jhordy Private Show

Flirt4Free 1 year ago

ELLIE'S SISSY TRAINING 2 720P

ELLIE'S SISSY TRAINING 2 720P

Clips 1 week ago

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