Training (7,743)

GAY SISSY WHEN WIFE IS AWAY

60% 0:11 / 9:26

GAY SISSY WHEN WIFE IS AWAY

Clips4sale 3 years ago

Pretty Sissy Anal Milking

60% HD 0:11 / 14:10

Pretty Sissy Anal Milking

Clips4sale 4 years ago

PANTYHOSE WEARING SISSY SLUT TRANCE

63% 4K 0:25 / 20:47

PANTYHOSE WEARING SISSY SLUT TRANCE

Clips4sale 3 years ago

The Landscaper Gets A Show

55% 0:11 / 9:24

The Landscaper Gets A Show

Clips4sale 2 years ago

Pretty Sissy Dressing in Pink and Pearls - Feminization Task

Pretty Sissy Dressing in Pink and Pearls - Feminization Task

Clips4sale 1 year ago

Trans-Dimensional Super Girl Is At It Again PT1 - Lil Mizz Unique, Autumn Bodell And Sinn Sage 4k

4K 0:12 / 14:51

Trans-Dimensional Super Girl Is At It Again PT1 - Lil Mizz Unique, Autumn Bodell And Sinn Sage 4k

Clips4sale 3 months ago

THE RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE

59% 4K 0:58 / 40:01

THE RED ROOM 1: MY PERFECT RUBBER BONDAGE SLAVE

Clips4sale 6 months ago

Baxxx Fucks Lucy Hart in the Gym

63% 0:11 / 11:05

Baxxx Fucks Lucy Hart in the Gym

Clips4sale 2 years ago

Made to Cross Dress by Step-Aunt

HD 0:10 / 10:20

Made to Cross Dress by Step-Aunt

LoyalFans 2 years ago

Sissy boi dressed up, pegged & fed his own cum by sexy mistress

Sissy boi dressed up, pegged & fed his own cum by sexy mistress

xHamster 2 years ago

MILF1866 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P2

63% HD 0:23 / 17:21

MILF1866 - Pegging the Bully: Rachel Steele & London River’s Femdom Justice P2

Clips4sale 1 year ago

Sissy husband's tight ass gets pegged

Sissy husband's tight ass gets pegged

xHamster 2 years ago

You Suck For Mistress Jasmin 4k

4K 0:30 / 10:00

You Suck For Mistress Jasmin 4k

Clips4sale 1 year ago

FULL CREAM COMPILATION NEO 2

67% 4K 0:59 / 32:01

FULL CREAM COMPILATION NEO 2

Clips4sale 2 years ago

BDSM Helloween Nasty Orgy - Part 2 - FEMDOM - SPH - Tranny - Big Butt - Humiliation

65% 4K 0:59 / 20:09

BDSM Helloween Nasty Orgy - Part 2 - FEMDOM - SPH - Tranny - Big Butt - Humiliation

Clips4sale 5 months ago

Cupcake Journey

43% HD 0:42 / 8:56

Cupcake Journey

Clips4sale 2 years ago

Spidergwen sucking on a BBC dildo

Spidergwen sucking on a BBC dildo

xHamster 2 years ago

Sissy Slut Fucked And Drained Stage 1 (MP4)

65% 0:12 / 17:37

Sissy Slut Fucked And Drained Stage 1 (MP4)

Clips4sale 3 months ago

My Cock is your Future!

58% HD 0:10 / 6:03

My Cock is your Future!

LoyalFans 1 year ago

p1 FETISHTRANSEXUAL PVC LATEX CATSUIT BENCH STRAIGHT JACKET EXTREME FUCK AND DEEPTHROAT

68% HD 0:21 / 10:04

p1 FETISHTRANSEXUAL PVC LATEX CATSUIT BENCH STRAIGHT JACKET EXTREME FUCK AND DEEPTHROAT

Clips4sale 1 year ago

Beatfuck The Pooch

60% HD 0:11 / 31:07

Beatfuck The Pooch

Clips4sale 2 years ago

PANTIES MAKE YOU LEAK

55% 0:09 / 9:58

PANTIES MAKE YOU LEAK

Clips4sale 2 years ago

You Cannot Live Without Gay Porn – Aroma Goon Slave Training

HD 0:30 / 47:54

You Cannot Live Without Gay Porn – Aroma Goon Slave Training

Clips4sale 1 month ago

Closet Gay Dominated by Digital Dicks WMV

Closet Gay Dominated by Digital Dicks WMV

Clips4sale 2 years ago

LATEXSLAVE FIRST HOGTIE + ANAL TRAINING (With Moanspeak Gag so he has no safeword) 720p

4K 0:47 / 35:40

LATEXSLAVE FIRST HOGTIE + ANAL TRAINING (With Moanspeak Gag so he has no safeword) 720p

Clips4sale 8 months ago

POV Kinky Pegging Threesome WMV - MILF Lacey Royce Set Up A Threesome With Another Girl For You But Its Not Exactly What You're Hoping For - Bisexual Cum Eating Instructions Strap-on Fantasy

HD 0:28 / 16:56

POV Kinky Pegging Threesome WMV - MILF Lacey Royce Set Up A Threesome With Another Girl For You But Its Not Exactly What You're Hoping For - Bisexual Cum Eating Instructions Strap-on Fantasy

Clips4sale 6 months ago

CALL ME STEP-DADDY - PART 3

CALL ME STEP-DADDY - PART 3

Clips4sale 1 year ago

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Chastity release milking - tease and denial

Clips4sale 2 years ago

Be My full time Sissy Complete (Parts 1-5)

Be My full time Sissy Complete (Parts 1-5)

Clips4sale 3 months ago

Months In Chastity

Months In Chastity

Clips4sale 7 months ago

Cuck CD Sissy Husband gets fucked by wife's Huge BBC Bull Lover

Cuck CD Sissy Husband gets fucked by wife's Huge BBC Bull Lover

Clips4sale 8 months ago

STEP-MOTHER'S SISSY

STEP-MOTHER'S SISSY

Clips4sale 9 months ago

Hellish Aroma Trapdoor Part 5

64% 0:42 / 7:52

Hellish Aroma Trapdoor Part 5

Clips4sale 6 months ago

GAY TEST. exe Final Stroke Protocol

GAY TEST. exe Final Stroke Protocol

Clips4sale 4 months ago

Full Doll Transformation (1080p)

HD 0:43 / 18:19

Full Doll Transformation (1080p)

Clips4sale 1 year ago

My First Time As Bambi Mesmerized Sissy

69% 4K 0:26 / 9:12

My First Time As Bambi Mesmerized Sissy

Clips4sale 2 years ago

Valentines Day Sissy Cuckold

HD 0:30 / 1:16:35

Valentines Day Sissy Cuckold

Clips4sale 1 month ago

Girlfriend turns you into a Bimbo Sissy - Encouraged Feminisation

Girlfriend turns you into a Bimbo Sissy - Encouraged Feminisation

Clips4sale 2 years ago

Sissy Cock Sock: GAY Training Mind Fuck

42% HD 0:25 / 9:16

Sissy Cock Sock: GAY Training Mind Fuck

Clips4sale 1 year ago

Goddess Cat Makes You Suck a Shemale Cock (720p)

HD 0:19 / 12:15

Goddess Cat Makes You Suck a Shemale Cock (720p)

Clips4sale 2 weeks ago

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55% 0:30 / 4:59

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Clips4sale 5 months ago

Sissy Domination Training Hour Long

HD 0:28 / 1:01:59

Sissy Domination Training Hour Long

Clips4sale 2 years ago

Sissy Cartoon Screen Saver

57% HD 0:26 / 5:48

Sissy Cartoon Screen Saver

Clips4sale 4 years ago

You Suck For Mistress Jasmin (HD WMV)

HD 0:28 / 11:00

You Suck For Mistress Jasmin (HD WMV)

Clips4sale 1 year ago

Sissy wants to get caught

54% HD 0:11 / 10:49

Sissy wants to get caught

Clips4sale 4 years ago

Greedy Whore Gets Face Fucked (720p)

Greedy Whore Gets Face Fucked (720p)

Clips4sale 1 month ago

AB094 Lustful teacher extreme trained -Milking 65cm dildo 淫欲教师的残酷调教榨精-后庭极限开发 65公分假阳具

AB094 Lustful teacher extreme trained -Milking 65cm dildo 淫欲教师的残酷调教榨精-后庭极限开发 65公分假阳具

aShemaleTube 2 years ago

Gay porn addiction programming WMV

47% 0:11 / 6:07

Gay porn addiction programming WMV

Clips4sale 2 years ago

Sissy Bitch Feminization and Transformation with Dark Fairy

65% 0:11 / 6:51

Sissy Bitch Feminization and Transformation with Dark Fairy

Clips4sale 2 years ago

Transforming you into my girlfriend - Miss Honour May - MP4 4K Ultra HD

54% 4K 0:16 / 13:24

Transforming you into my girlfriend - Miss Honour May - MP4 4K Ultra HD

Clips4sale 1 year ago

Suck your New StepDaddy a Prisoner in StepDaddys House Story

55% HD 0:28 / 16:24

Suck your New StepDaddy a Prisoner in StepDaddys House Story

Clips4sale 1 year ago

AB073 Abby training slave and cumshot -BDSM 艾爷拘束射精调教狗奴摄影师(拘束架肛勾JJ训练器强制高潮)

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aShemaleTube 3 years ago

Bound And Teased Nylon Sissy Doll (MP4)

55% 0:13 / 9:54

Bound And Teased Nylon Sissy Doll (MP4)

Clips4sale 1 year ago

Affirmations for Your Slut-Programmed Sissy Brain

Affirmations for Your Slut-Programmed Sissy Brain

Clips4sale 2 months ago

Sissy trans get boink my a turkish stud

Sissy trans get boink my a turkish stud

TransTube.tv 9 months ago

4K - Back in black lingerie

68% 4K 0:19 / 23:45

4K - Back in black lingerie

Clips4sale 2 years ago

Autogynephilia

55% HD 0:20 / 10:35

Clips4sale 1 year ago

.Ramadan Revelation.

.Ramadan Revelation.

Clips4sale 2 weeks ago

CALAVERRECTION: I’m Hard. He’s Hard. You’re Just Begging.

CALAVERRECTION: I’m Hard. He’s Hard. You’re Just Begging.

Clips4sale 3 months ago

BBW Goddess & Alpha Make You Wear Pink Panties

56% 0:10 / 5:41

BBW Goddess & Alpha Make You Wear Pink Panties

Clips4sale 5 months ago

Chastity Sissy Marissa Nicole Wins a Free Bondage Lesson!

Chastity Sissy Marissa Nicole Wins a Free Bondage Lesson!

Clips4sale 5 months ago

The new gardener is being trained 4K

4K 0:11 / 22:53

The new gardener is being trained 4K

Clips4sale 3 years ago

YOUR PATHETIC COCK SHRINKS INTO GRANNY PANTIES - CLP

57% 0:30 / 19:23

YOUR PATHETIC COCK SHRINKS INTO GRANNY PANTIES - CLP

Clips4sale 4 months ago

Bound Sissy Enjoys Her Cum

69% HD 0:14 / 15:12

Bound Sissy Enjoys Her Cum

Clips4sale 4 years ago

Vibrator Ruining in Nylon Catsuit

68% HD 0:10 / 14:52

Vibrator Ruining in Nylon Catsuit

Clips4sale 4 years ago

Sissy training with my dude, making him suck my hard cutie knob like this guy means it

Sissy training with my dude, making him suck my hard cutie knob like this guy means it

ShemaleSin 4 years ago

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 HD

Premium HD 11:00

Lets see if you can pleasure my crossdresser friend - Miss Honour May - MP4 HD

Clips4sale 4 years ago

Female Masked Sissy Doll Makeup Routine and Sexy Chat

55% 4K 0:28 / 21:41

Female Masked Sissy Doll Makeup Routine and Sexy Chat

Clips4sale 2 years ago

BNWO Sissy Girlfriend Amnesia

57% 4K 0:28 / 10:26

BNWO Sissy Girlfriend Amnesia

Clips4sale 9 months ago

YOU ARE HORNY FOR SHEMALES

Premium HD 7:00

YOU ARE HORNY FOR SHEMALES

Clips4sale 10 months ago

Double Dom Spit Roasted by TS Giselle Driller and FemDom Veronica Vixen

Double Dom Spit Roasted by TS Giselle Driller and FemDom Veronica Vixen

Clips4sale 1 year ago

Futa Girl Fucks Your Face

Futa Girl Fucks Your Face

Clips4sale 4 months ago

The Training of Sissy Candy Episode 1 CD Submissive Blowjob Anal

The Training of Sissy Candy Episode 1 CD Submissive Blowjob Anal

aShemaleTube 1 year ago

Crossdressing Sissy Humiliation with Katie Katt - WMV (SD)

Crossdressing Sissy Humiliation with Katie Katt - WMV (SD)

Clips4sale 1 year ago

A FEMME FUCKING

66% 0:30 / 11:52

A FEMME FUCKING

Clips4sale 1 year ago

The Mistress Envy - Bimbo Training for My new sissy slut

The Mistress Envy - Bimbo Training for My new sissy slut

Clips4sale 1 year ago

submitted and shown off

submitted and shown off

Clips4sale 10 months ago

Mistress Lady Renee - Dressed to suck - mp4

57% 0:16 / 11:09

Mistress Lady Renee - Dressed to suck - mp4

Clips4sale 1 year ago

Big Cocked Tinder Date: Anal Fuck POV - Gwen Adora BBW Futanari Anal Training - sd wmv

HD 0:30 / 12:23

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Clips4sale 2 years ago

8K - Ichigo Femboy Pervert Panties Sucking + Cum Swallowing Play ~Ichigo x Strawberry Festival~

4K 0:20 / 36:02

8K - Ichigo Femboy Pervert Panties Sucking + Cum Swallowing Play ~Ichigo x Strawberry Festival~

Clips4sale 1 month ago

Sissy Scrubber (Part 2) @TFrillyknicks

Sissy Scrubber (Part 2) @TFrillyknicks

LoyalFans 5 months ago

First time pegging my sissy husband and jerking off him

First time pegging my sissy husband and jerking off him

xHamster 3 years ago

Broken & Owned: The Day You Became a Worthless Cumdump Forever

HD 0:30 / 40:24

Broken & Owned: The Day You Became a Worthless Cumdump Forever

Clips4sale 3 weeks ago

Thai Temptation 1: Cock And Submission - Truth In Your Mouth

57% 0:30 / 18:46

Thai Temptation 1: Cock And Submission - Truth In Your Mouth

Clips4sale 11 months ago

Freakshow Glory Hole Mouth Pillaging (720p)

67% HD 0:24 / 11:06

Freakshow Glory Hole Mouth Pillaging (720p)

Clips4sale 10 months ago

P4 QUEEN NASTY SUB SLAVE IN STRAIT JACKET BOOTS 10 INCHES HEELS

66% HD 0:21 / 10:11

P4 QUEEN NASTY SUB SLAVE IN STRAIT JACKET BOOTS 10 INCHES HEELS

Clips4sale 5 months ago

Diversity Drive (HD MP4)

4K 0:30 / 15:26

Diversity Drive (HD MP4)

Clips4sale 1 year ago

Humiliation 269

Humiliation 269

Clips4sale 1 month ago

Virgin Becomes My Sissy

Virgin Becomes My Sissy

Clips4sale 2 years ago

Our Perfect Match Nympho Futa + Sissy Slut: FemDomme Taboo Breeding

Our Perfect Match Nympho Futa + Sissy Slut: FemDomme Taboo Breeding

APClips 1 month ago

FUTANARI BDSM BONDAGE Futa girl fucked by a Fucking Machine - Hot BDSM Slave - 3D Hentai - Full HD MP4 1080p

64% HD 0:11 / 10:10

FUTANARI BDSM BONDAGE Futa girl fucked by a Fucking Machine - Hot BDSM Slave - 3D Hentai - Full HD MP4 1080p

Clips4sale 2 years ago

Trapped in Bras and Panties - (POV) Audio

Trapped in Bras and Panties - (POV) Audio

Clips4sale 9 months ago

Sissy Slut Training with Helena Price part 2

HD 0:10 / 29:07

Sissy Slut Training with Helena Price part 2

LoyalFans 2 months ago

Sissy Faggot Trans Boy

54% HD 0:29 / 20:22

Sissy Faggot Trans Boy

Clips4sale 1 year ago

Hand over mouth & Cum play

Hand over mouth & Cum play

Clips4sale 7 months ago

Sissy Shopping Spree Part 4 Cum Countdown

Sissy Shopping Spree Part 4 Cum Countdown

Clips4sale 3 years ago

Sissy Training Sucking Miss Shell's Futa Cock UHD

4K 0:26 / 13:24

Sissy Training Sucking Miss Shell's Futa Cock UHD

Clips4sale 2 years ago

Cock Slut Conditioner

Cock Slut Conditioner

Clips4sale 1 year ago

FEMDOM ANAL VIBE SISSY Training

FEMDOM ANAL VIBE SISSY Training

xHamster 2 years ago

The Male Urge 2_

63% 1:00 / 5:38

The Male Urge 2_

Clips4sale 1 year ago

AB099 Became Femdom's Masturbation Cup -training instructions -成为女王的飞机杯-调教指令言语羞辱-射精

AB099 Became Femdom's Masturbation Cup -training instructions -成为女王的飞机杯-调教指令言语羞辱-射精

aShemaleTube 2 years ago

My Sissy Best Friend

My Sissy Best Friend

Clips4sale 3 years ago

Your Trans Dominatrix Wants You Forever

4K 0:27 / 44:25

Your Trans Dominatrix Wants You Forever

Clips4sale 2 years ago

POV Pegged By Kendra UHD

4K 0:30 / 10:00

POV Pegged By Kendra UHD

Clips4sale 1 year ago

Faggot Test- Ebony Femdom Goddess Rosie Reed Tranny Faggot Mind Fuck Tease And Humiliation- 1080p HD

HD 0:24 / 14:29

Faggot Test- Ebony Femdom Goddess Rosie Reed Tranny Faggot Mind Fuck Tease And Humiliation- 1080p HD

Clips4sale 4 months ago

Sissy in Burqa: Height Humiliation and Domination - Candid Session with Goddess Marcy

56% HD 0:25 / 10:57

Sissy in Burqa: Height Humiliation and Domination - Candid Session with Goddess Marcy

Clips4sale 1 year ago

P12: Live for the world to see—one stunning trans dom, two restrained, cocked-up subs, throats stuffed, holes filled, dripping with spit and praise until they explode in cum-soaked obedience under her gaze

HD 0:20 / 11:06

P12: Live for the world to see—one stunning trans dom, two restrained, cocked-up subs, throats stuffed, holes filled, dripping with spit and praise until they explode in cum-soaked obedience under her gaze

Clips4sale 11 months ago

Cici Shellz Sissy Humiliation Jerkoff Instruction (STANDARD MP4)

Cici Shellz Sissy Humiliation Jerkoff Instruction (STANDARD MP4)

Clips4sale 8 months ago

Sissy is made to serve cock

55% HD 0:30 / 10:43

Sissy is made to serve cock

Clips4sale 1 year ago

SISSY SLUT CHASTITY TRAINING - Compelled Chastity Mind Fuck [Chastity] [Chastity Device] [Chastity Belt] [Male Chastity] [Chastity Cage]

SISSY SLUT CHASTITY TRAINING - Compelled Chastity Mind Fuck [Chastity] [Chastity Device] [Chastity Belt] [Male Chastity] [Chastity Cage]

Clips4sale 1 year ago

AB138 Bitch Sissy Cumshot and Edging training - 人妖姐姐寸止榨精调教训练-新春特辑

AB138 Bitch Sissy Cumshot and Edging training - 人妖姐姐寸止榨精调教训练-新春特辑

aShemaleTube 1 year ago

Teacher Gets Top

HD 0:30 / 31:17

Teacher Gets Top

Clips4sale 1 year ago

Trained By Trans - 4K UHD

Trained By Trans - 4K UHD

Clips4sale 2 years ago

Sissy Training - Candle Boxxx WMV

Sissy Training - Candle Boxxx WMV

Clips4sale 2 years ago

Her Prisoner - sissy chained and left alone

4K 0:30 / 10:40

Her Prisoner - sissy chained and left alone

Clips4sale 2 years ago

Dress Up Sissy Costume Tasks

HD 0:29 / 10:44

Dress Up Sissy Costume Tasks

Clips4sale 5 months ago

HOMEWRECKED SISSY FAGGOT

HOMEWRECKED SISSY FAGGOT

Clips4sale 2 years ago

ADVANCED SISSY TRAINING BETA Volume 1 - Sissy Programming Mind Fuck, Sissification Training

ADVANCED SISSY TRAINING BETA Volume 1 - Sissy Programming Mind Fuck, Sissification Training

Clips4sale 1 year ago

Trans Twink in Fishnets Sucks and Fucks his Baddragon Rex - Jaq Quicksilver - FtM masturbates while sucking knotted dildo, then knots it and gets creampied - knot, knotting, werewolf, sucking, fantasy, cumlube, big clit - 720p, mp4

HD 0:24 / 12:50

Trans Twink in Fishnets Sucks and Fucks his Baddragon Rex - Jaq Quicksilver - FtM masturbates while sucking knotted dildo, then knots it and gets creampied - knot, knotting, werewolf, sucking, fantasy, cumlube, big clit - 720p, mp4

Clips4sale 1 year ago

Training My Sissy Bitch Gagging Her On 9 Inch Dick & Chockin

Training My Sissy Bitch Gagging Her On 9 Inch Dick & Chockin

xHamster 5 years ago

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