Sissy Slave Videos (1,806)

Sissy training task September 25

Sissy training task September 25

Clips4sale 1 year ago

Sissy Training: Suck Cock For Me

Sissy Training: Suck Cock For Me

Clips4sale 10 months ago

CUCKOLD LOVES BIG BLACK COCK, CUCKOLD BBC EROTIC MIND FUCK - Cuckold Mesmerize [Cuckold Training] [BBC] [Superior Men] [Cuckold Sub Slave] [Cuckold Submissive]

CUCKOLD LOVES BIG BLACK COCK, CUCKOLD BBC EROTIC MIND FUCK - Cuckold Mesmerize [Cuckold Training] [BBC] [Superior Men] [Cuckold Sub Slave] [Cuckold Submissive]

Clips4sale 2 years ago

000062 Mistress Vida whips her sissy

000062 Mistress Vida whips her sissy

Clips4sale 1 year ago

HIGH HEELS VIBRATOR BONDAGE TRAINING 2- SHAKING & TREMBLING RUBBERSLAVE MILKED WITH NO SAFEWORD Remastered 720p

Premium HD 41:51

HIGH HEELS VIBRATOR BONDAGE TRAINING 2- SHAKING & TREMBLING RUBBERSLAVE MILKED WITH NO SAFEWORD Remastered 720p

Clips4sale 8 months ago

Beta Bitch Training -Lesson 4

Beta Bitch Training -Lesson 4

Clips4sale 1 year ago

Glamour Girls Cuckolding 228 FULL-MOVIE wmv

63% 4K 0:30 / 1:09:52

Glamour Girls Cuckolding 228 FULL-MOVIE wmv

Clips4sale 1 year ago

6 Sissy Tasks - Femdom Sissy Slut Training Beginner Level, Part 2. Blonde Latex Goddess Mistress Emily Marilyn

6 Sissy Tasks - Femdom Sissy Slut Training Beginner Level, Part 2. Blonde Latex Goddess Mistress Emily Marilyn

Clips4sale 8 months ago

Sissy Task 5 a Color is Everything what's your favorite time to show your feminine personality off to Goddess VivienVee Feminine Sissification Training and Transformation

Sissy Task 5 a Color is Everything what's your favorite time to show your feminine personality off to Goddess VivienVee Feminine Sissification Training and Transformation

Clips4sale 3 years ago

Sub Torment 4

Clips4sale 2 years ago

Man Catcher - transformation of her prisoner *wmv*

4K 0:26 / 11:11

Man Catcher - transformation of her prisoner *wmv*

Clips4sale 9 months ago

SISSY MANNEQUIN TASK

SISSY MANNEQUIN TASK

Clips4sale 9 months ago

SHEMALE SANTA XMAS AND HER YOUNG SLAVE FROM HER NAUGHTYS LIST 5MINS

SHEMALE SANTA XMAS AND HER YOUNG SLAVE FROM HER NAUGHTYS LIST 5MINS

Clips4sale 8 months ago

Branded Cuck

Clips4sale 5 months ago

Asian Mistress Jane with a feet worshipping contest for 2 sissy slaves

Asian Mistress Jane with a feet worshipping contest for 2 sissy slaves

Clips4sale 1 month ago

ALONE & CUMMING ALL OVER YOUR LATEX- SOLO PART OF LATEX LAYERED CUMDOLL ON EDGE hD 261

Premium HD 36:03

ALONE & CUMMING ALL OVER YOUR LATEX- SOLO PART OF LATEX LAYERED CUMDOLL ON EDGE hD 261

Clips4sale 8 months ago

Chastity Slave Pegged Helpless: Swing to BDSM Cross

Chastity Slave Pegged Helpless: Swing to BDSM Cross

Clips4sale 6 months ago

Sissy Slave's Nylons, Piss, and Cum: A Humiliating Solo Session

Sissy Slave's Nylons, Piss, and Cum: A Humiliating Solo Session

Clips4sale 11 months ago

No Bull For You - FemDom Goddess Mistress BadBitch holds auditions with humiliation, feminization, and role play

No Bull For You - FemDom Goddess Mistress BadBitch holds auditions with humiliation, feminization, and role play

Clips4sale 8 months ago

Slow Hand Milk - MP4 - Full HD

HD 0:09 / 20:40

Slow Hand Milk - MP4 - Full HD

Clips4sale 7 months 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 7 months ago

Lime gets bound and pegged by Kiro

Lime gets bound and pegged by Kiro

Clips4sale 6 months ago

Sissy Mind Reprogramming

Sissy Mind Reprogramming

Clips4sale 4 months ago

Sissy Feminization Training by Two Spanish Mistresses

HD 0:16 / 12:21

Sissy Feminization Training by Two Spanish Mistresses

Clips4sale 3 months ago

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 4k

Premium 4K 24:00

Panty Hood and Panty Gag Instructional - Candle Boxxx BDSM Instruction Sissy Training 4k

Clips4sale 5 months ago

Ruthless mouth fuck

Ruthless mouth fuck

LoyalFans 5 months ago

FULL MOVIE Adventures in Sissy City

FULL MOVIE Adventures in Sissy City

Clips4sale 5 months ago

DAILY SISSY CONDITIONING

HD 0:14 / 16:30

DAILY SISSY CONDITIONING

Clips4sale 5 months ago

Gisy’s dirty mountain night ( SISSY SLUT )

Premium HD 42:43

Gisy’s dirty mountain night ( SISSY SLUT )

Clips4sale 2 months ago

SUBMISSIVE ASIAN LADYBOY HARD ANAL CASTING & SLAVE TRAINING

Premium HD 35:32

SUBMISSIVE ASIAN LADYBOY HARD ANAL CASTING & SLAVE TRAINING

Clips4sale 2 months ago

Sissy Maid Service Training Made To Crossdress Men Following Orders Sissification of my House Slave

Sissy Maid Service Training Made To Crossdress Men Following Orders Sissification of my House Slave

LoyalFans 3 months ago

Sissy Training Part 2: Oral Skills

Sissy Training Part 2: Oral Skills

Clips4sale 4 years ago

Step-Aunt Turns You into a Sissy Model

Step-Aunt Turns You into a Sissy Model

Clips4sale 3 years ago

Leather Mistress DominaFire Pegging her Sissy Slut

65% HD 0:15 / 21:00

Leather Mistress DominaFire Pegging her Sissy Slut

Clips4sale 2 years ago

VALIDATE YOUR NEW FEMININE IDENTITY - GENDER TRANSFORMATION

VALIDATE YOUR NEW FEMININE IDENTITY - GENDER TRANSFORMATION

Clips4sale 9 months ago

000007 Mistress Vida caning – Lara Cross

000007 Mistress Vida caning – Lara Cross

Clips4sale 5 months ago

Pegging Sissy Slave With Gloved Handjob - Sorceress Morgana Soles Black Nitrile Gloves HJ And Strapon Fucking Sissy Slut WMV

HD 0:22 / 10:00

Pegging Sissy Slave With Gloved Handjob - Sorceress Morgana Soles Black Nitrile Gloves HJ And Strapon Fucking Sissy Slut WMV

Clips4sale 7 months ago

EXTREME DEEPTHROAT HARDCORE PUSHING LIMITS RIMMING DEEPTHROAT P5

65% 0:20 / 10:15

EXTREME DEEPTHROAT HARDCORE PUSHING LIMITS RIMMING DEEPTHROAT P5

Clips4sale 3 years ago

FOOT DEVOTION IN BONDAGE

FOOT DEVOTION IN BONDAGE

Clips4sale 3 years ago

Mrs Nara Sissification Training - Complete: A one-way trip from Boy to Slut (1080 EN-sub)

HD 0:47 / 50:04

Mrs Nara Sissification Training - Complete: A one-way trip from Boy to Slut (1080 EN-sub)

Clips4sale 2 years ago

Alpha couple Nara and Hex welcome their new TS Maid - Complete (720 EN-sub)

HD 0:32 / 32:13

Alpha couple Nara and Hex welcome their new TS Maid - Complete (720 EN-sub)

Clips4sale 2 years ago

Alpha couple Nara and Hex welcome their new TS Maid - Part 1 (1080 EN-sub)

HD 0:30 / 16:07

Alpha couple Nara and Hex welcome their new TS Maid - Part 1 (1080 EN-sub)

Clips4sale 2 years ago

Man Catcher - the punishment collar *MOV*

61% HD 0:22 / 11:30

Man Catcher - the punishment collar *MOV*

Clips4sale 2 years ago

you Can't Put Ketchup There - Candle Boxxx Scolding Girlfriend Gives Imposed Crossdressing Ultimatum Verbal Humiliation MOBILE

you Can't Put Ketchup There - Candle Boxxx Scolding Girlfriend Gives Imposed Crossdressing Ultimatum Verbal Humiliation MOBILE

Clips4sale 2 years ago

Ruined femboy handjob POV!

HD 0:10 / 19:58

Ruined femboy handjob POV!

LoyalFans 3 years ago

Cruel Sissification

HD 0:10 / 13:18

Cruel Sissification

LoyalFans 3 years ago

Sissy Maid Dress Up Training: Sissy Training with Ivy Chaos

Sissy Maid Dress Up Training: Sissy Training with Ivy Chaos

Clips4sale 1 year ago

Clean up slave 50

Clean up slave 50

Clips4sale 1 year ago

Dominant Licking 141 w-m-v

Dominant Licking 141 w-m-v

Clips4sale 1 year ago

FISTING TRAINING PVC THIGH HIGH BOOTS RUBBER GLOVES BLACK CATSUIT SHEMALE DOMINATION P2

FISTING TRAINING PVC THIGH HIGH BOOTS RUBBER GLOVES BLACK CATSUIT SHEMALE DOMINATION P2

Clips4sale 1 year ago

CD Mistress Thigh High Boots, Nylon and Sexy Foot Worship

62% HD 0:30 / 16:28

CD Mistress Thigh High Boots, Nylon and Sexy Foot Worship

Clips4sale 1 year ago

Sissification training lesson 1 - Mobile

Sissification training lesson 1 - Mobile

Clips4sale 1 year ago

Orientation for Step-Daddy’s New Prisoner

51% HD 0:30 / 13:55

Orientation for Step-Daddy’s New Prisoner

Clips4sale 1 year ago

Empty Sissy Head

HD 0:27 / 11:07

Empty Sissy Head

Clips4sale 1 year ago

Viper Fierce Insane 70 Cumshot Complication

46% HD 0:30 / 13:08

Viper Fierce Insane 70 Cumshot Complication

Clips4sale 1 year ago

Tranny Femdom! Potency test for small dick loser! He has to cum twice in a row!

61% HD 0:30 / 9:24

Tranny Femdom! Potency test for small dick loser! He has to cum twice in a row!

Clips4sale 1 year ago

Sissy Pride : Bitch in Heat, Pride in Knees -SISSIFICATION, TASK

53% 0:16 / 10:20

Sissy Pride : Bitch in Heat, Pride in Knees -SISSIFICATION, TASK

Clips4sale 1 year ago

Sissy BrainFuck Compilation FULL MOVIE

63% HD 0:30 / 1:13:15

Sissy BrainFuck Compilation FULL MOVIE

Clips4sale 1 year ago

Make Me Bi For The Cuckold Cunt (Quicktime)

Make Me Bi For The Cuckold Cunt (Quicktime)

Clips4sale 4 years ago

P1 SPANISH MASKED MAN IN BLACK FULL MASK SUCKING FETISHTRANSEXUAL SHEMALE COCK WEARING A FAKE HUGE BOOBS

P1 SPANISH MASKED MAN IN BLACK FULL MASK SUCKING FETISHTRANSEXUAL SHEMALE COCK WEARING A FAKE HUGE BOOBS

Clips4sale 3 years ago

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

Premium HD 11:00

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

Clips4sale 4 years ago

POV Sissy Slumber Party Makeover!

HD 0:25 / 13:52

POV Sissy Slumber Party Makeover!

Clips4sale 4 years ago

Sissy Slut training has begun

Sissy Slut training has begun

Clips4sale 3 years ago

Let see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Let see if you can pleasure my crossdresser friend - Miss Honour May - MP4 SD

Clips4sale 3 years ago

futa femdom cocksucking sissy slut JOI - SD

futa femdom cocksucking sissy slut JOI - SD

Clips4sale 3 years ago

Your First Anal Dildo Sissy Task

Your First Anal Dildo Sissy Task

Clips4sale 3 years ago

slave cleaning for Goddess2

slave cleaning for Goddess2

Clips4sale 3 years ago

EP3 THE PLEASURE IS ALL MINE SISSIFICATION SUCKIN RIMMING FUCKING AND CUMSHOT P1

EP3 THE PLEASURE IS ALL MINE SISSIFICATION SUCKIN RIMMING FUCKING AND CUMSHOT P1

Clips4sale 4 years ago

NO MERCY DEEPTHROAT SHEMALE FETISHTRANSEXUAL HARDCORE ON SUB SLAVE COCKSUCKER P2

NO MERCY DEEPTHROAT SHEMALE FETISHTRANSEXUAL HARDCORE ON SUB SLAVE COCKSUCKER P2

Clips4sale 3 years ago

Be My Sissy Slave

Be My Sissy Slave

Clips4sale 3 years ago

Chastity threesome! Two trannies have fun with a chaste guy!

Chastity threesome! Two trannies have fun with a chaste guy!

Clips4sale 3 years ago

Foot Worship 354

Foot Worship 354

Clips4sale 3 years ago

Inara à Doutrinadora - Eating the Male's Ass While the Wife Stands at My Friend's Feet

57% 0:29 / 21:03

Inara à Doutrinadora - Eating the Male's Ass While the Wife Stands at My Friend's Feet

Clips4sale 3 years ago

Giantess Sissy Slut Humiliation! wmv

Giantess Sissy Slut Humiliation! wmv

Clips4sale 3 years ago

Be My Sissy Slave

65% HD 0:23 / 11:27

Be My Sissy Slave

Clips4sale 3 years ago

Mechanic Shops New Sissy

Mechanic Shops New Sissy

Clips4sale 3 years ago

Beta to Sissy Custom Clip

63% 0:09 / 10:00

Beta to Sissy Custom Clip

Clips4sale 2 years ago

Glamour Girls Humiliaion 249

Glamour Girls Humiliaion 249

Clips4sale 2 years ago

Hooked on My Feet

Hooked on My Feet

Clips4sale 3 years ago

Trans Bambi and Brittany Andrews on Bitch Boy 3

61% HD 0:10 / 19:13

Trans Bambi and Brittany Andrews on Bitch Boy 3

LoyalFans 3 years ago

How To Stroke For My Profit

How To Stroke For My Profit

Clips4sale 2 years ago

Step-MILF Makes You into Her Sissy Bitch

46% 0:10 / 11:28

Step-MILF Makes You into Her Sissy Bitch

Clips4sale 2 years ago

POV 3some Crossdresser Sub Camila POV blowjob 69 while Dadddy got fucked P4

HD 0:21 / 10:09

POV 3some Crossdresser Sub Camila POV blowjob 69 while Dadddy got fucked P4

Clips4sale 2 years ago

My New Sissy Anal Slut

HD 0:10 / 25:13

My New Sissy Anal Slut

LoyalFans 3 years ago

Ass Worship Cock Worship Sissy Training

HD 0:10 / 10:25

Ass Worship Cock Worship Sissy Training

LoyalFans 3 years ago

Sissy Games : When my Cuckold Husband Meets my Lovers - Maitresse Julia

HD 0:10 / 28:04

Sissy Games : When my Cuckold Husband Meets my Lovers - Maitresse Julia

LoyalFans 3 years ago

Scarlett Kage catches Joey jerking off in her panties: FULL video! sissification, caught jerking off, stepmom fantasy, role play, cross dressing, spanking, anal play, pegging, jerking, dirty talk MP4SD

Scarlett Kage catches Joey jerking off in her panties: FULL video! sissification, caught jerking off, stepmom fantasy, role play, cross dressing, spanking, anal play, pegging, jerking, dirty talk MP4SD

Clips4sale 3 years ago

Man Catcher Part 6

4K 0:40 / 11:04

Man Catcher Part 6

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 2 years ago

Domination night and Cigarettes - SFL271

Domination night and Cigarettes - SFL271

Clips4sale 2 years ago

Sissy Training POV

HD 0:11 / 17:11

Sissy Training POV

Clips4sale 2 years ago

P3 DEEP ASSHOLE TONGUE UP RIMMING AND WANKING TOGETHER WITH CUMSHOT

4K 0:20 / 10:19

P3 DEEP ASSHOLE TONGUE UP RIMMING AND WANKING TOGETHER WITH CUMSHOT

Clips4sale 3 years ago

Alpha couple releases slave couple from chastity and play with their pleasure (720 EN-sub)

4K 0:38 / 20:40

Alpha couple releases slave couple from chastity and play with their pleasure (720 EN-sub)

Clips4sale 3 years ago

Introduction to Sissy Academy (MOV)

63% 0:09 / 5:18

Introduction to Sissy Academy (MOV)

Clips4sale 3 years ago

Femboy Metal Handcuffs Bondage Struggle

65% HD 0:15 / 8:02

Femboy Metal Handcuffs Bondage Struggle

Clips4sale 3 years ago

Very Special Gay Sissy Tasks for Pride

Premium 4K 10:49

Very Special Gay Sissy Tasks for Pride

Clips4sale 2 years ago

Man Catcher - shackled sissy maid training *MOV*

65% 4K 0:25 / 10:26

Man Catcher - shackled sissy maid training *MOV*

Clips4sale 2 years ago

My Smell Makes You my Slave

56% HD 0:30 / 29:46

My Smell Makes You my Slave

Clips4sale 1 year ago

p1 SLAVE STRAIT JACKET DEEP THROAT PVC VINNIL CATSUIT MISTRESSTEASING WHIP AND DEEPTHROAT IN PVC CATSUIT

70% HD 0:21 / 10:14

p1 SLAVE STRAIT JACKET DEEP THROAT PVC VINNIL CATSUIT MISTRESSTEASING WHIP AND DEEPTHROAT IN PVC CATSUIT

Clips4sale 1 year ago

Sissy gets mounted and Fuked by dominatrix by big cock

58% 0:29 / 6:24

Sissy gets mounted and Fuked by dominatrix by big cock

Clips4sale 1 year ago

Crossdressing Slave Orally and Anally Submitted - Part 1

HD 0:30 / 10:46

Crossdressing Slave Orally and Anally Submitted - Part 1

Clips4sale 1 year ago

A Cabin Witch Diaper Spell

65% HD 0:30 / 9:36

A Cabin Witch Diaper Spell

Clips4sale 1 year ago

Alpha couple Nara and Hex welcome their new TS Maid - Complete (720 EN-sub)

HD 0:30 / 32:13

Alpha couple Nara and Hex welcome their new TS Maid - Complete (720 EN-sub)

Clips4sale 1 year ago

Exquisite submissive draped in a sleek leopard-print catsuit, finished with glossy designer boots, the best of Deepthroat rimming

63% HD 0:21 / 10:10

Exquisite submissive draped in a sleek leopard-print catsuit, finished with glossy designer boots, the best of Deepthroat rimming

Clips4sale 1 year ago

Cum-Thirsty Throat!

42% 0:30 / 16:49

Cum-Thirsty Throat!

Clips4sale 1 year ago

PANSY MAN - Jamie Daniels, POV, Humiliation

4K 0:30 / 11:16

PANSY MAN - Jamie Daniels, POV, Humiliation

Clips4sale 1 year ago

Sissy training task March 25

Sissy training task March 25

Clips4sale 1 year ago

Sissy Slut Bitch Cleaning Goddess Kitchen

HD 0:21 / 11:34

Sissy Slut Bitch Cleaning Goddess Kitchen

Clips4sale 4 years ago

Pleasure withdrawal addiction symptoms of crossdresser (540P)

48% 0:11 / 50:29

Pleasure withdrawal addiction symptoms of crossdresser (540P)

Clips4sale 4 years ago

ADVENTURES OF SISSY DEVIOUS MAID TRAINING EPISODE 1 P3

HD 0:16 / 10:12

ADVENTURES OF SISSY DEVIOUS MAID TRAINING EPISODE 1 P3

Clips4sale 4 years ago

EPISODE 4 ADVENTURES OF SISSY DEVIOUS MAID TRAINING P2

HD 0:11 / 10:05

EPISODE 4 ADVENTURES OF SISSY DEVIOUS MAID TRAINING P2

Clips4sale 4 years ago

Mistress Lady Renee - Show Me what you got sissy - mp4

Mistress Lady Renee - Show Me what you got sissy - mp4

Clips4sale 4 years ago

AUNT CATHY (wmv) PART 2

AUNT CATHY (wmv) PART 2

Clips4sale 1 year ago

ALEX CROSSDRESSER SISSIFICATION TRAINING WEEKLY ROUTINE PHOTOSHOOT

HD 0:20 / 10:13

ALEX CROSSDRESSER SISSIFICATION TRAINING WEEKLY ROUTINE PHOTOSHOOT

Clips4sale 1 year ago

Cock Craving Sissy

Cock Craving Sissy

LoyalFans 1 year ago

sissification tasks with MistressVictoria (SISSY TRAINING)

sissification tasks with MistressVictoria (SISSY TRAINING)

LoyalFans 1 year ago

Kinky Mistress POV instructions

HD 0:10 / 16:43

Kinky Mistress POV instructions

Clips4sale 1 year ago

Kneel and Obey: Feminized for the Alpha 10 min

57% HD 0:30 / 10:40

Kneel and Obey: Feminized for the Alpha 10 min

Clips4sale 1 year ago

Sissy Femboy in Chastity Gets New Cock

65% 0:29 / 7:46

Sissy Femboy in Chastity Gets New Cock

Clips4sale 3 years ago

Making Yard Man into a Sissy Slave Part 1

Making Yard Man into a Sissy Slave Part 1

Clips4sale 3 years ago

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