Punishment Videos (1,727)

Trans Entities

HD 0:30 / 1:02:00

AEBN 17 years ago

TS Seduction 3: Threesomes Edition

HD 0:30 / 2:11:00

TS Seduction 3: Threesomes Edition

AEBN 7 years ago

The Titanic Transsexual Cock 4

HD 0:30 / 59:00

The Titanic Transsexual Cock 4

AEBN 11 years ago

A good slave to lick our feet - clip 02 of 03

A good slave to lick our feet - clip 02 of 03

Clips4sale 1 year ago

A good slave to lick our feet - clip 01 of 03

A good slave to lick our feet - clip 01 of 03

Clips4sale 1 year ago

MAKE ME A SISSY

MAKE ME A SISSY

LoyalFans 9 months ago

Trans Action

HD 0:30 / 2:45:00

AEBN 4 years ago

Birthday Bi Party - Part Two - 1 - HD

Birthday Bi Party - Part Two - 1 - HD

Clips4sale 2 years ago

A good slave to lick our feet - clip 03 of 03

A good slave to lick our feet - clip 03 of 03

Clips4sale 1 year ago

Birthday Bi Party - Part Two - 2 - HD

Birthday Bi Party - Part Two - 2 - HD

Clips4sale 2 years ago

A good slave to lick our feet - FULL

A good slave to lick our feet - FULL

Clips4sale 1 year ago

FLOGGING THE BASTARD - Double Domme Flogging and Paddling Slave

66% 0:56 / 13:48

FLOGGING THE BASTARD - Double Domme Flogging and Paddling Slave

Clips4sale 9 months ago

Hole 4 Hire: Jobless Schlub At The Mercy Of Hiring Goddess TS Foxxxy

HD 0:30 / 40:00

Hole 4 Hire: Jobless Schlub At The Mercy Of Hiring Goddess TS Foxxxy

AEBN 5 years ago

Trans Sugar Babies 2

HD 0:30 / 2:34:00

Trans Sugar Babies 2

AEBN 1 year ago

Birthday Bi Party - Part Two - 2 - MP4

Birthday Bi Party - Part Two - 2 - MP4

Clips4sale 2 years ago

SISSY PET PUNISHED WITH BONDAGE RESTRAINTS + BALLS DRAINED [Sissy Punishment] [Pet Play] [Sissy Pet] [Bondage] [Sissy Bondage] [Sissy Bounded] [Ball Gagged] [Gagged] [Bondage Play] [CBT] [Boundage Restraint]

SISSY PET PUNISHED WITH BONDAGE RESTRAINTS + BALLS DRAINED [Sissy Punishment] [Pet Play] [Sissy Pet] [Bondage] [Sissy Bondage] [Sissy Bounded] [Ball Gagged] [Gagged] [Bondage Play] [CBT] [Boundage Restraint]

Sexy Slim Sissy Gets Her Hole Punished By A Hard Black Cokc

Sexy Slim Sissy Gets Her Hole Punished By A Hard Black Cokc

Clips4sale 1 year ago

Birthday Bi Party - Part Two - 2 - WMV (HD)

67% HD 0:18 / 4:01

Birthday Bi Party - Part Two - 2 - WMV (HD)

Clips4sale 2 years ago

Birthday Bi Party - Part Two - 1 - WMV (HD)

Birthday Bi Party - Part Two - 1 - WMV (HD)

Clips4sale 2 years ago

🎄 JOI FOR BAD BOYS - were you naughty this year? 😏

65% HD 0:10 / 4:01

🎄 JOI FOR BAD BOYS - were you naughty this year? 😏

LoyalFans 3 years ago

Birthday Bi Party - Part Two - 2 - MP4 (HD)

Birthday Bi Party - Part Two - 2 - MP4 (HD)

Clips4sale 2 years ago

Birthday Bi Party - Part Two - 1 - MP4 (HD)

Birthday Bi Party - Part Two - 1 - MP4 (HD)

Clips4sale 2 years ago

Dees Dilemma Part 3

Dees Dilemma Part 3

Clips4sale 1 year ago

Teenage Transsexual Nurses 4

HD 0:30 / 1:53:00

Teenage Transsexual Nurses 4

AEBN 13 years ago

LadyBoy Stunners 2

HD 0:30 / 2:49:00

LadyBoy Stunners 2

AEBN 12 years ago

Stepmom Makes you Her Sissy Bitch

51% 0:19 / 12:20

Stepmom Makes you Her Sissy Bitch

Clips4sale 6 months ago

Hands trampling

Hands trampling

Clips4sale 4 years ago

Hands trampling (wmv)

Hands trampling (wmv)

Clips4sale 4 years ago

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - wmv

56% 0:13 / 11:44

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - wmv

Clips4sale 2 years ago

Italian Transsexual Job 5

HD 0:30 / 2:39:00

Italian Transsexual Job 5

AEBN 16 years ago

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - HD

HD 0:13 / 11:44

Mistress Yuna And Lady Lexi - Our Kinky Sissy Maids - HD

Clips4sale 2 years ago

Spanking Research Experiment with Nika Venom and Kat Soles

Spanking Research Experiment with Nika Venom and Kat Soles

Clips4sale 4 years ago

A Session With Mistress Ariana (WMV)

61% 0:30 / 43:43

A Session With Mistress Ariana (WMV)

Clips4sale 1 year ago

AKEMY FARTING IN THE BITCH'S FACE WITHOUT MERCY - BY AKEMY CRUEL - FULL VERSION IN FULL HD

HD 0:59 / 23:52

AKEMY FARTING IN THE BITCH'S FACE WITHOUT MERCY - BY AKEMY CRUEL - FULL VERSION IN FULL HD

Clips4sale 3 years ago

Leela's Thanksgiving Day Dinner

Leela's Thanksgiving Day Dinner

C4S 2 years ago

Caught In My Closet: Sissification, Dress Up Play & GFE Femdom

Caught In My Closet: Sissification, Dress Up Play & GFE Femdom

Clips4sale 3 years ago

Bondage Fucking Blowjob TS Slave Monique get punished by dominant bi couple WMV

Bondage Fucking Blowjob TS Slave Monique get punished by dominant bi couple WMV

Clips4sale 2 months ago

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance

HD 0:10 / 13:21

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance

LoyalFans 3 months ago

Italy's Finest Shemales: The Lost Footage

HD 0:30 / 2:29:00

Italy's Finest Shemales: The Lost Footage

AEBN 11 years ago

SHEMALE DOMINATION - 09 - FULL VERSION - MP4

HD 0:11 / 22:32

SHEMALE DOMINATION - 09 - FULL VERSION - MP4

Clips4sale 3 years ago

SHEMALE DOMINATION - 09 - FULL VERSION - WMV

HD 0:11 / 22:34

SHEMALE DOMINATION - 09 - FULL VERSION - WMV

Clips4sale 3 years ago

SHEMALE DOMINATION - 09 - CLIP 2 OF 4 - WMV

SHEMALE DOMINATION - 09 - CLIP 2 OF 4 - WMV

Clips4sale 3 years ago

SHEMALE DOMINATION - 09 - CLIP 4 OF 4 - WMV

SHEMALE DOMINATION - 09 - CLIP 4 OF 4 - WMV

Clips4sale 3 years ago

SHEMALE DOMINATION - 09 - CLIP 1 OF 4 - MP4

SHEMALE DOMINATION - 09 - CLIP 1 OF 4 - MP4

Clips4sale 3 years ago

SHEMALE DOMINATION - 09 - CLIP 1 OF 4 - WMV

SHEMALE DOMINATION - 09 - CLIP 1 OF 4 - WMV

Clips4sale 3 years ago

SHEMALE DOMINATION - 09 - CLIP 2 OF 4 - MP4

SHEMALE DOMINATION - 09 - CLIP 2 OF 4 - MP4

Clips4sale 3 years ago

Spanked and Throated *4K*

Spanked and Throated *4K*

Clips4sale 2 years ago

SHEMALE DOMINATION - 09 - CLIP 3 OF 4 - WMV

SHEMALE DOMINATION - 09 - CLIP 3 OF 4 - WMV

Clips4sale 3 years ago

SHEMALE DOMINATION - 09 - CLIP 3 OF 4 - MP4

SHEMALE DOMINATION - 09 - CLIP 3 OF 4 - MP4

Clips4sale 3 years ago

Pink Sissy Piggy Training

Pink Sissy Piggy Training

LoyalFans 2 years ago

Spanked and Throated *MobileHD*

Spanked and Throated *MobileHD*

Clips4sale 2 years ago

Crossdresser Spanking - Spanking - Graceful Control Audios

Crossdresser Spanking - Spanking - Graceful Control Audios

Clips4sale 1 month ago

Spanked and Throated *FullHD*

Spanked and Throated *FullHD*

Clips4sale 2 years ago

Paddled and Pegged by Mistress Zoe Red

HD 0:10 / 11:14

Paddled and Pegged by Mistress Zoe Red

LoyalFans 2 years ago

Trans International LA

HD 0:30 / 2:26:00

Trans International LA

AEBN 4 years ago

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother

Clips4sale 11 months ago

TS-Kristy Punished and Helpless in Pillory as Dominatrix Delivers Relentless Whipping for Disobedience

TS-Kristy Punished and Helpless in Pillory as Dominatrix Delivers Relentless Whipping for Disobedience

Clips4sale 1 year ago

Ruined femboy handjob POV!

HD 0:29 / 19:58

Ruined femboy handjob POV!

Clips4sale 2 years ago

Caught With Step-Mommy's Dirty Panties: Made To Confess, Wear and Jerk Off In Her Underwear

56% HD 0:30 / 7:25

Caught With Step-Mommy's Dirty Panties: Made To Confess, Wear and Jerk Off In Her Underwear

Clips4sale 9 months ago

Ruined femboy handjob POV!

HD 0:10 / 19:58

Ruined femboy handjob POV!

LoyalFans 2 years ago

Caught With Step-Mommy's Dirty Panties: Made To Confess, Wear and Jerk Off In Her Underwear

Caught With Step-Mommy's Dirty Panties: Made To Confess, Wear and Jerk Off In Her Underwear

Clips4sale 9 months ago

Feminization Time Options With Miss Tabitha

HD 0:07 / 11:12

Feminization Time Options With Miss Tabitha

Clips4sale 2 years ago

Trans International LA

HD 0:30 / 2:26:00

Trans International LA

AEBN 4 years ago

Trans-Tastic Four

HD 0:30 / 1:34:00

Trans-Tastic Four

AEBN 9 years ago

Sasha Tengus French class

Sasha Tengus French class

Clips4sale 10 months ago

I WANT TO BE A SISSY

I WANT TO BE A SISSY

Clips4sale 10 months ago

SABRINA GREEN FARTING NATHALY'S NOSE AND MASTERING HER WITH HEAVY FACE SITTING - FULL VERSION IN FULL HD

HD 0:11 / 26:49

SABRINA GREEN FARTING NATHALY'S NOSE AND MASTERING HER WITH HEAVY FACE SITTING - FULL VERSION IN FULL HD

Clips4sale 3 years ago

Tania and her submissive play a little

53% 0:11 / 2:25

Tania and her submissive play a little

Clips4sale 2 years ago

SLUT DOLL TIED UP AND VERBALLY HUMILIATED

SLUT DOLL TIED UP AND VERBALLY HUMILIATED

Clips4sale 2 years ago

Dirty Slut Needs a Lesson featuring XXX Hardcore, Spanking, Bound Orgasms, Blowjobs, Trans Lesbian with Sophie Ladder and Lita Lecherous - WMV HD

63% HD 0:39 / 25:09

Dirty Slut Needs a Lesson featuring XXX Hardcore, Spanking, Bound Orgasms, Blowjobs, Trans Lesbian with Sophie Ladder and Lita Lecherous - WMV HD

Clips4sale 1 year ago

Sissy Maid Motivation

Premium HD 9:33

Sissy Maid Motivation

Clips4sale 3 years ago

Tania training slave part 2

65% 4K 0:10 / 11:26

Tania training slave part 2

Clips4sale 1 year ago

High Heels Training - In Bondage

High Heels Training - In Bondage

Clips4sale 1 year ago

Fat Cock Fills T-Gurl Whore!

Fat Cock Fills T-Gurl Whore!

Clips4sale 2 years ago

Lessons for A Mediocre Maid, Spanking, Wedgie, Swirly and Humiliation

Premium 4K 14:29

Lessons for A Mediocre Maid, Spanking, Wedgie, Swirly and Humiliation

Sissy Michelle Gets Her Bottom and Butthole Spanked [MP4](HD)

Sissy Michelle Gets Her Bottom and Butthole Spanked [MP4](HD)

Clips4sale 4 years ago

Futa Destroys Your Cock & Balls - Ft Imilia Audley

HD 0:25 / 17:37

Futa Destroys Your Cock & Balls - Ft Imilia Audley

Clips4sale 7 months ago

Sissy Maid Gets Some Anal Play

Sissy Maid Gets Some Anal Play

LoyalFans 2 years ago

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother (short)

Crossdressing Stepsons need to be punished in chastity and humiliated by their Step Mother (short)

Clips4sale 10 months ago

KINK BONDAGE TRAINING - BDSM Punishment, Bondage and Restraints, Crossdresser Bondage, Sissy Bondage Erotic Mind Melt

KINK BONDAGE TRAINING - BDSM Punishment, Bondage and Restraints, Crossdresser Bondage, Sissy Bondage Erotic Mind Melt

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 3 IN FULL HD

Premium HD 5:00

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 3 IN FULL HD

Clips4sale 2 years ago

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - FULL VERSION IN FULL HD

HD 0:59 / 25:21

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - FULL VERSION IN FULL HD

Clips4sale 2 years ago

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - FULL VERSION IN FULL HD

HD 0:46 / 26:23

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - FULL VERSION IN FULL HD

Clips4sale 3 years ago

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 5 IN FULL HD

Premium HD 6:23

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 5 IN FULL HD

Clips4sale 3 years ago

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 1 IN FULL HD

Premium HD 5:00

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 1 IN FULL HD

Clips4sale 2 years ago

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 4 IN FULL HD

Premium HD 5:00

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 4 IN FULL HD

Clips4sale 2 years ago

Birthday Bi Party - Part Two (Full Video) - MP4

Birthday Bi Party - Part Two (Full Video) - MP4

Clips4sale 2 years ago

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 1 IN FULL HD

Premium HD 5:00

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 1 IN FULL HD

Clips4sale 3 years ago

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 2 IN FULL HD

Premium HD 5:00

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 2 IN FULL HD

Clips4sale 3 years ago

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 3 IN FULL HD

Premium HD 5:00

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 3 IN FULL HD

Clips4sale 3 years ago

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 2 IN FULL HD

Premium HD 5:00

TWO GIANT ASSS FARTING ON JACK'S UGLY DICK - BY MEGAN BIG BUTT AND BABI VENTURA - CLIP 2 IN FULL HD

Clips4sale 2 years ago

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 4 IN FULL HD

Premium HD 5:00

FEEL MY STINKY FARTS FAT SLAVE - BY TIFANI MEL - CLIP 4 IN FULL HD

Clips4sale 3 years ago

Sissy Porn Mag - Miss Jessica Wood spanks her naughty sissy with her hand and slipper with OTK Spanking

HD 0:20 / 10:06

Sissy Porn Mag - Miss Jessica Wood spanks her naughty sissy with her hand and slipper with OTK Spanking

Clips4sale 10 months ago

POV your trans dom makes you paint her nails

POV your trans dom makes you paint her nails

Clips4sale 6 months ago

Sabrina and Cassandra: Spanked, Cropped and Flogged (HD1080 MP4)

Sabrina and Cassandra: Spanked, Cropped and Flogged (HD1080 MP4)

Clips4sale 1 year ago

futa domme gf pegs you for being a brat

futa domme gf pegs you for being a brat

LoyalFans 9 months ago

Sabrina and Cassandra: Spanked, Cropped and Flogged (STANDARD WMV)

Sabrina and Cassandra: Spanked, Cropped and Flogged (STANDARD WMV)

Clips4sale 1 year ago

Sabrina and Cassandra: Spanked, Cropped and Flogged (STANDARD MP4)

Sabrina and Cassandra: Spanked, Cropped and Flogged (STANDARD MP4)

Clips4sale 1 year ago

Sabrina and Cassandra: Spanked, Cropped and Flogged (4K MP4)

4K 0:30 / 12:36

Sabrina and Cassandra: Spanked, Cropped and Flogged (4K MP4)

Clips4sale 1 year ago

Sabrina and Cassandra: Spanked, Cropped and Flogged (HD1080 WMV)

Sabrina and Cassandra: Spanked, Cropped and Flogged (HD1080 WMV)

Clips4sale 1 year ago

Spanking of TGirl's ass (wmv)

HD 0:21 / 13:07

Spanking of TGirl's ass (wmv)

Clips4sale 4 years ago

Spanking of TGirl's ass

HD 0:21 / 13:07

Spanking of TGirl's ass

Clips4sale 4 years ago

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - FULL VERSION IN FULL HD

HD 1:00 / 24:11

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - FULL VERSION IN FULL HD

Clips4sale 2 years ago

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - CLIP 1 IN FULL HD

Premium HD 5:00

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - CLIP 1 IN FULL HD

Clips4sale 2 years ago

Lets spank your ass

HD 0:10 / 11:46

Lets spank your ass

Clips4sale 3 years ago

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 1 IN FULL HD

Premium HD 5:00

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 1 IN FULL HD

Clips4sale 2 years ago

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 5 IN FULL HD

Premium HD 5:01

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 5 IN FULL HD

Clips4sale 2 years ago

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 4 IN FULL HD

Premium HD 5:00

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 4 IN FULL HD

Clips4sale 2 years ago

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - FULL VERSION IN FULL HD

HD 1:00 / 21:25

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - FULL VERSION IN FULL HD

Clips4sale 2 years ago

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - CLIP 2 IN FULL HD

Premium HD 5:00

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - CLIP 2 IN FULL HD

Clips4sale 2 years ago

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 2 IN FULL HD

Premium HD 5:00

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 2 IN FULL HD

Clips4sale 2 years ago

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 3 IN FULL HD

Premium HD 5:00

FARTING ON THE IDIOT SLAVE'S RIDICULOUS DICK - BY MEGERA AND ISABELITA - CLIP 3 IN FULL HD

Clips4sale 2 years ago

Latex TGirl slave ass whipping

HD 0:10 / 10:57

Latex TGirl slave ass whipping

LoyalFans 3 years ago

Whore Gets Jailed and Railed

Whore Gets Jailed and Railed

Clips4sale 1 year ago

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - CLIP 3 IN FULL HD

Premium HD 5:00

POWERFULL FARTS IN YOUR UGLY DICK - BY THAY FLORES AND RAVE GIRL - CLIP 3 IN FULL HD

Clips4sale 2 years ago

Sissy slut on a wall-toy and other dildos

Sissy slut on a wall-toy and other dildos

LoyalFans 1 year ago

Jasmine Dlight finds Valentina Roasa's Pussy, breaks it and then gets heavily pegged as a punishment

Jasmine Dlight finds Valentina Roasa's Pussy, breaks it and then gets heavily pegged as a punishment

Clips4sale 9 months ago

EXTREME KINK BONDAGE TRAINING - BDSM Punishment, Bondage and Restraints, Crossdresser Bondage, Sissy Bondage Erotic Mind Fuck

57% 0:30 / 28:02

EXTREME KINK BONDAGE TRAINING - BDSM Punishment, Bondage and Restraints, Crossdresser Bondage, Sissy Bondage Erotic Mind Fuck

No escape from straitjacket

No escape from straitjacket

Clips4sale 4 years ago

Be My black swan (no audio)

Be My black swan (no audio)

Clips4sale 1 month ago

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