Training (7,744)

Exposed Sissy Challenge

Exposed Sissy Challenge

Clips4sale 3 years ago

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

NEW CONTENT! Sissy Shopping With Ruby Onyx And Hot Wife Alice

Clips4sale 5 months ago

Sissy maid for hire - Your first day

Sissy maid for hire - Your first day

Clips4sale 1 year ago

Advanced Anal Stretching with Jasmine-Dlight: Part 4 - Miss Hannah Blake Joins The Training

Advanced Anal Stretching with Jasmine-Dlight: Part 4 - Miss Hannah Blake Joins The Training

Clips4sale 8 months ago

Gay boyfriend bimbofication

Gay boyfriend bimbofication

Clips4sale 3 years ago

Penny Barber and Lucy Hart Use the Gym Slut

63% 0:11 / 26:29

Penny Barber and Lucy Hart Use the Gym Slut

Clips4sale 2 years ago

Private Swap! (WMV)

Premium HD 10:25

Private Swap! (WMV)

Clips4sale 3 years ago

Sissy Whore Training Day 1

HD 0:20 / 10:45

Sissy Whore Training Day 1

Clips4sale 3 years ago

Wear Sexy Bimbo Clothes

Wear Sexy Bimbo Clothes

Clips4sale 2 years ago

4K - Girl Cock Worshipping + Secretary Dress Tearing {TEARING FEST}

66% 4K 0:11 / 23:50

4K - Girl Cock Worshipping + Secretary Dress Tearing {TEARING FEST}

Clips4sale 1 year ago

How to become a slutty Sissy Bitch *4K*

How to become a slutty Sissy Bitch *4K*

Clips4sale 1 year ago

Aroma of Mutation: Futa Incubation Experiment

65% 0:30 / 39:25

Aroma of Mutation: Futa Incubation Experiment

Clips4sale 1 year ago

Shemale Champagne Strapon in Bath

Shemale Champagne Strapon in Bath

Clips4sale 3 years ago

Premature Ejaculator Training

41% 0:17 / 9:50

Premature Ejaculator Training

Clips4sale 3 years ago

Latex sissy tease - Ass fucked in chastity

Latex sissy tease - Ass fucked in chastity

Clips4sale 1 year ago

AB031 Young sissy in bondage and being trained to a slave -BDSM 将女M圈养训练成为女狗奴-假屌抽插、捆绑、鞭打、颜面骑乘

AB031 Young sissy in bondage and being trained to a slave -BDSM 将女M圈养训练成为女狗奴-假屌抽插、捆绑、鞭打、颜面骑乘

aShemaleTube 5 years ago

Bewitched Into My Bitch Megapack (Mind Fuck, Mesmerize, JOI, Captivate)

HD 0:24 / 24:52

Bewitched Into My Bitch Megapack (Mind Fuck, Mesmerize, JOI, Captivate)

Clips4sale 5 months ago

P2 FRENCH MAID IN HER FIRST DAY WORKING DEEPTHROAT HER MISTRESS BIG COCK AT THE DANGEON

HD 0:21 / 10:12

P2 FRENCH MAID IN HER FIRST DAY WORKING DEEPTHROAT HER MISTRESS BIG COCK AT THE DANGEON

Clips4sale 11 months ago

Hellish Aroma Trapdoor Part 4

Hellish Aroma Trapdoor Part 4

Clips4sale 6 months ago

the penalty for theft

55% 0:30 / 24:05

the penalty for theft

Clips4sale 11 months ago

Big enema for vinyl maid (wmv)

Big enema for vinyl maid (wmv)

Clips4sale 4 years ago

turned into a good pet

turned into a good pet

Clips4sale 2 years ago

Vicious Cycle

4K 0:25 / 11:53

Clips4sale 4 years ago

Squirt Like A Sissy - Vibrator Masturbation Instructions - Slut Training in Chastity & Panties - Crossdresser Feminization Sissification Small Penis Encouragement - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

HD 0:25 / 14:25

Squirt Like A Sissy - Vibrator Masturbation Instructions - Slut Training in Chastity & Panties - Crossdresser Feminization Sissification Small Penis Encouragement - Femdom POV Clip by Leda von Thrill - HD Video MP4 1920 x 1080p

Clips4sale 8 months ago

Prepare for Your Bimbo Slut Transformation

Prepare for Your Bimbo Slut Transformation

Clips4sale 2 years ago

PUPPY PET RUINED ORGASM - PET PLAY II [Puppy] [Pup Play] [Human Pup Fantasy] Mind Melt

PUPPY PET RUINED ORGASM - PET PLAY II [Puppy] [Pup Play] [Human Pup Fantasy] Mind Melt

Clips4sale 1 year ago

SISSYBOY TIED UP ALONE AT HOME

SISSYBOY TIED UP ALONE AT HOME

Clips4sale 1 month ago

Sissy September

55% 0:14 / 24:05

Sissy September

Clips4sale 8 months ago

Alexa AI v2

4K 0:12 / 22:23

Clips4sale 9 months ago

Part 2 - Ava's Wet Dream Cum True [4K] (Lesbian, Strap On) | Lady Vi, Goddess Lilith and Ava Venom

62% 4K 0:29 / 24:28

Part 2 - Ava's Wet Dream Cum True [4K] (Lesbian, Strap On) | Lady Vi, Goddess Lilith and Ava Venom

Clips4sale 1 year ago

Change your gender, take those pills! - ASMR,TRANSFORMATION,TRANSGENDER

Change your gender, take those pills! - ASMR,TRANSFORMATION,TRANSGENDER

Clips4sale 3 years ago

Bulma's BIG secret-Futanari

Bulma's BIG secret-Futanari

Clips4sale 4 years ago

Sissy Mind Melt

Sissy Mind Melt

Clips4sale 3 months ago

Dressing Sissies For Real Men To Mock (HD MP4)

66% 4K 0:31 / 15:17

Dressing Sissies For Real Men To Mock (HD MP4)

Clips4sale 6 months ago

Sissy Training Challenge 2: Mastering Makeup and Clothing

Premium HD 10:26

Sissy Training Challenge 2: Mastering Makeup and Clothing

Clips4sale 1 year ago

Cucked And Clowned

HD 0:17 / 13:09

Cucked And Clowned

Clips4sale 2 years ago

HD Ziva Fey - Obedient Overalls Mesmerization FULL LENGTH

HD 0:30 / 1:08:38

HD Ziva Fey - Obedient Overalls Mesmerization FULL LENGTH

Clips4sale 5 months ago

Hellish Aroma Trapdoor Part 2

Hellish Aroma Trapdoor Part 2

Clips4sale 6 months ago

Wrapped

68% 0:30 / 20:34

Clips4sale 1 year ago

FUCKED BY SHEMALES

52% HD 0:20 / 15:13

FUCKED BY SHEMALES

Clips4sale 8 months ago

SISSIFICATION IN PINK COAT FAKEBOOBS BLONDE HAIR FISHNETS STOCKINGS

HD 0:21 / 10:01

SISSIFICATION IN PINK COAT FAKEBOOBS BLONDE HAIR FISHNETS STOCKINGS

Clips4sale 1 month ago

Feminizer 1 mov

50% 0:06 / 2:03

Feminizer 1 mov

Clips4sale 2 years ago

4K - Ichigo Femboy Pervert Panties Sucking + Cum Swallowing Play ~Ichigo x Strawberry Festival~

4K 0:18 / 18:09

4K - Ichigo Femboy Pervert Panties Sucking + Cum Swallowing Play ~Ichigo x Strawberry Festival~

Clips4sale 1 month ago

reward pegging for latex futa mommy&#039_s trained chastity submissive - full video on Veggiebabyy Manyvids

reward pegging for latex futa mommy&#039_s trained chastity submissive - full video on Veggiebabyy Manyvids

XVideos 6 months ago

(Brown Bottle)Encouraged Aroma | Sissy training | Be sexy like me!Cum like a pussy!

HD 0:20 / 13:38

(Brown Bottle)Encouraged Aroma | Sissy training | Be sexy like me!Cum like a pussy!

Clips4sale 4 years ago

So... You Want My Dick?

So... You Want My Dick?

Clips4sale 4 months ago

P2 MAMMAS BOY GETTING DEEP BAREBACK IN PVC BOOTS AND CATSUIT

HD 0:20 / 10:26

P2 MAMMAS BOY GETTING DEEP BAREBACK IN PVC BOOTS AND CATSUIT

Clips4sale 1 year ago

Sissy in Stiletto Mules Chairtied

Sissy in Stiletto Mules Chairtied

Clips4sale 9 months ago

Venus In Fur Part 1

Premium 64% 11:07

Venus In Fur Part 1

APClips 1 year ago

Mistress Lilli's Cigar Domination: From Flogger to Strawberries - SFL365

Mistress Lilli's Cigar Domination: From Flogger to Strawberries - SFL365

Clips4sale 1 month ago

Step-Bro Caught Crossdressing and Feminized

57% 4K 0:29 / 14:03

Step-Bro Caught Crossdressing and Feminized

Clips4sale 3 years ago

After jogging tranny girl has sweaty socks and feet for the slaves mouth!

Premium HD 14:45

After jogging tranny girl has sweaty socks and feet for the slaves mouth!

Clips4sale 2 years ago

Evelyn Milano - Girls Trip Transformation

Evelyn Milano - Girls Trip Transformation

Clips4sale 3 years ago

Hyperventilation aroma Futa worship - JOI

66% 0:13 / 9:59

Hyperventilation aroma Futa worship - JOI

Clips4sale 2 years ago

Finish Quick, Sissy

HD 0:11 / 10:06

Finish Quick, Sissy

Clips4sale 3 years ago

BBC Trigger JOI

66% HD 0:30 / 31:25

BBC Trigger JOI

Clips4sale 2 months ago

Training my cock sluts - Master Bex - MP4 HD

61% HD 0:21 / 11:27

Training my cock sluts - Master Bex - MP4 HD

Clips4sale 1 year ago

Sissy CEI Suck your Panties Clean SLUT

52% HD 0:28 / 8:48

Sissy CEI Suck your Panties Clean SLUT

Clips4sale 2 years ago

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

HD 0:59 / 32:38

Compilation of sissy cuckold training - Real session with two partners - BBC - Trans woman - Sissy Chastity

Clips4sale 2 months ago

Cumming with a vibe closeup in my fullups

55% HD 0:29 / 9:10

Cumming with a vibe closeup in my fullups

Clips4sale 1 year ago

Sissy Hubby in Chastity Trained to Suck Cock by Nikki Whiplash WL1759

68% 0:10 / 17:46

Sissy Hubby in Chastity Trained to Suck Cock by Nikki Whiplash WL1759

Clips4sale 1 year ago

Threesome with Skyler and Jae Lynn (SD 1080 WMV)

HD 0:27 / 20:03

Threesome with Skyler and Jae Lynn (SD 1080 WMV)

Clips4sale 4 years ago

My futa dick is bigger than yours !- SPH

63% HD 0:13 / 10:48

My futa dick is bigger than yours !- SPH

Clips4sale 4 years ago

Sissy Trainer is a Freak

Sissy Trainer is a Freak

Clips4sale 2 years ago

THE 10 LAYERS OF PANTYHOSE OVER THE HEAD BONDAGE CHALLENGE

61% 0:16 / 20:05

THE 10 LAYERS OF PANTYHOSE OVER THE HEAD BONDAGE CHALLENGE

Clips4sale 1 year ago

Body Swap in Latex Sex Club & Fucked

61% HD 0:23 / 10:09

Body Swap in Latex Sex Club & Fucked

Clips4sale 1 year ago

Let’s do workout together! I'll train my ass, you train your cock! JOI by Tranny girl GERMAN

Let’s do workout together! I'll train my ass, you train your cock! JOI by Tranny girl GERMAN

Clips4sale 2 months ago

Three Goddesses Strapons for the naked Slave 4K

Three Goddesses Strapons for the naked Slave 4K

Clips4sale 3 years ago

Sissy Reality Show!

Sissy Reality Show!

Clips4sale 2 years ago

Sissy Maid To Cum - 1080HD

Sissy Maid To Cum - 1080HD

Clips4sale 2 years ago

Slut Training PT2 - lets make use the teeth for a reason! - 480P

Slut Training PT2 - lets make use the teeth for a reason! - 480P

Clips4sale 2 years ago

Your Step-Sister Sissy Trains You

61% HD 0:16 / 6:31

Your Step-Sister Sissy Trains You

Clips4sale 4 years ago

Embrace Your Inner Sissy

55% 0:15 / 11:04

Embrace Your Inner Sissy

Clips4sale 2 years ago

Sissy Car Wash Stroker (720 HD)

Sissy Car Wash Stroker (720 HD)

Clips4sale 4 years ago

What He Did To You This Time

What He Did To You This Time

Clips4sale 2 years ago

Alleen is ook maar alleen

Alleen is ook maar alleen

Clips4sale 4 years ago

Hellish Aroma Trapdoor Part 3

Hellish Aroma Trapdoor Part 3

Clips4sale 6 months ago

Bimbo Transforms You with Slutty Feminization POV

66% HD 0:29 / 10:48

Bimbo Transforms You with Slutty Feminization POV

Clips4sale 9 months ago

P8 SERIES HERO ABOVE AND BEYOND CATWOMAN FUCKING HEROINE NO MERCY

P8 SERIES HERO ABOVE AND BEYOND CATWOMAN FUCKING HEROINE NO MERCY

Clips4sale 1 year ago

Remote Controlled Sissy Dolls (MP4)

63% 0:13 / 24:45

Remote Controlled Sissy Dolls (MP4)

Clips4sale 3 years ago

Sissy whore training - Encouraged Bi and CEI

63% 0:30 / 11:32

Sissy whore training - Encouraged Bi and CEI

Clips4sale 1 year ago

Nyxon & Macy Make You The Perfect Evening Date HD 1080p MP4

4K 0:14 / 10:42

Nyxon & Macy Make You The Perfect Evening Date HD 1080p MP4

Clips4sale 2 years ago

Interracial Trans Bimbo Pegging & Face Fucking | MahoganyQen & Julia Masakova

Interracial Trans Bimbo Pegging & Face Fucking | MahoganyQen & Julia Masakova

Clips4sale 3 months ago

4K - Sporty Spicy Girl - Original Character

4K 0:13 / 12:06

4K - Sporty Spicy Girl - Original Character

Clips4sale 3 years ago

Man Catcher Part 4 *MOV*

HD 0:29 / 11:04

Man Catcher Part 4 *MOV*

Clips4sale 2 years ago

Sissy’s First Fisting MOV

41% HD 0:10 / 8:01

Sissy’s First Fisting MOV

Clips4sale 1 year ago

Sissies Punishment by Princess Aurora & Slavena

Sissies Punishment by Princess Aurora & Slavena

Clips4sale 1 year ago

P5 XD IN TROUBLE WITH HER MISTRESS DEEPTHROAT FUCKING FETISHTRANSEXUAL

HD 0:20 / 10:05

P5 XD IN TROUBLE WITH HER MISTRESS DEEPTHROAT FUCKING FETISHTRANSEXUAL

Clips4sale 1 month ago

Evil Lohan first night in Experience Femdom Brazil pt 2 Anal training

4K 0:24 / 10:33

Evil Lohan first night in Experience Femdom Brazil pt 2 Anal training

Clips4sale 2 years ago

PAULAS FEET FOREVER

HD 0:19 / 20:07

PAULAS FEET FOREVER

Clips4sale 4 years ago

P2 FETISHTRANSEXUAL WITH HER NEW TOY BOI FUCKING HIM IN STRAIT JACKET CLOSE UP

HD 0:21 / 10:10

P2 FETISHTRANSEXUAL WITH HER NEW TOY BOI FUCKING HIM IN STRAIT JACKET CLOSE UP

Clips4sale 1 year ago

Chastity training for Sissy Anna

Chastity training for Sissy Anna

Clips4sale 1 year ago

BDSM Helloween Nasty Orgy - Part 1 - FEMDOM - SPH - Tranny - Big Butt - Humiliation

4K 0:59 / 20:10

BDSM Helloween Nasty Orgy - Part 1 - FEMDOM - SPH - Tranny - Big Butt - Humiliation

Clips4sale 6 months ago

Funeral for the Straight Boy

63% 0:30 / 30:12

Funeral for the Straight Boy

Clips4sale 3 months ago

Protect The Virgin Sissy Part 3 StrapOn Spitroast

Protect The Virgin Sissy Part 3 StrapOn Spitroast

Clips4sale 3 years ago

Girlfriend turns you into a Bimbo Sissy - Encouraged Feminisation

Girlfriend turns you into a Bimbo Sissy - Encouraged Feminisation

Clips4sale 2 years ago

You must become a woman to live a better life ! - TRANS

You must become a woman to live a better life ! - TRANS

Clips4sale 7 months ago

Sissy's Surprise Double Feature: An Audio Fantasy of Submission

44% 0:30 / 17:07

Sissy's Surprise Double Feature: An Audio Fantasy of Submission

Clips4sale 1 year ago

ADULT DIAPER IN SEGUFIX BONDAGE - Bondage Play, Straitjacket Bondage, ABDL Mesmerize

ADULT DIAPER IN SEGUFIX BONDAGE - Bondage Play, Straitjacket Bondage, ABDL Mesmerize

Clips4sale 1 year ago

Sissy inflatable plug training

4K 0:11 / 12:29

Sissy inflatable plug training

Clips4sale 1 year ago

YOU BELONG IN PANTIES

60% 0:07 / 9:32

YOU BELONG IN PANTIES

Clips4sale 2 years ago

Take your hormones every day sweetheart - Encouraging Trans asmr

56% 0:21 / 9:24

Take your hormones every day sweetheart - Encouraging Trans asmr

Clips4sale 2 years ago

Diapers and Sissy Pregnancy from Big Black Cock

53% 4K 0:28 / 18:08

Diapers and Sissy Pregnancy from Big Black Cock

Clips4sale 1 year ago

New Instructions for Your Sissification 2022

HD 0:11 / 12:16

New Instructions for Your Sissification 2022

Clips4sale 4 years ago

Obedient Amy

57% 0:30 / 6:40

Clips4sale 1 year ago

Two hot leggings asses! Fucking instead of a workout! Lesbian Tranny Girl Sex!

HD 0:29 / 11:38

Two hot leggings asses! Fucking instead of a workout! Lesbian Tranny Girl Sex!

Clips4sale 1 year ago

Wedgie Workout Class

HD 0:14 / 14:47

Wedgie Workout Class

Clips4sale 3 years ago

Your just a fucking loser sissy

63% HD 0:30 / 13:02

Your just a fucking loser sissy

Clips4sale 3 years ago

Tranny Cock Surprise (MP4)

68% HD 0:28 / 15:38

Tranny Cock Surprise (MP4)

Clips4sale 4 years ago

Feminizing Her Rival Part 4

Feminizing Her Rival Part 4

Clips4sale 1 year ago

Pimped in the gay club

57% HD 0:15 / 13:42

Pimped in the gay club

Clips4sale 3 years ago

Loser slave loses bet against 7 Dommes and is gangbanged (720 EN-sub)

56% HD 0:31 / 23:10

Loser slave loses bet against 7 Dommes and is gangbanged (720 EN-sub)

Clips4sale 1 year ago

Nara and Hex dominate TS Bruna`s lusty desires - Part 1 (720 EN-sub)

HD 0:11 / 15:07

Nara and Hex dominate TS Bruna`s lusty desires - Part 1 (720 EN-sub)

Clips4sale 3 years ago

Sub Torment 4

Clips4sale 2 years 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 3 weeks ago

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 1 of 2 MP4

61% 0:11 / 29:07

Helena Price Presents - Training Her Tranny Ass With My BBC!!! Part 1 of 2 MP4

Clips4sale 2 years ago

Kendra James: Naughty Puppy Gets Fucked wmv

HD 0:11 / 16:33

Kendra James: Naughty Puppy Gets Fucked wmv

Clips4sale 4 years ago

OWNING A FEMBOY

OWNING A FEMBOY

Clips4sale 2 years ago

Cow Girl for Sissy

HD 0:26 / 15:34

Cow Girl for Sissy

Clips4sale 4 years ago

he used to be the boss but not anymore

79% 0:11 / 28:48

he used to be the boss but not anymore

Clips4sale 2 years ago

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