Punishment (1,754)

Spanking the sissy - WMV

Spanking the sissy - WMV

Clips4sale 8 months ago

WITH SUBTITLES: Sexual Punishment From Futa Principal - Ft Imilia Audley

WITH SUBTITLES: Sexual Punishment From Futa Principal - Ft Imilia Audley

Clips4sale 7 months ago

Bullwhipped For Smoking (720p)

57% HD 0:30 / 7:51

Bullwhipped For Smoking (720p)

Clips4sale 7 months ago

Shemale Yanka Ass Licking Humiliation I

Shemale Yanka Ass Licking Humiliation I

Clips4sale 7 months ago

Kinky Sub Girl Cunt Busted By Mistress Sabrina Valentine (STANDARD WMV)

Kinky Sub Girl Cunt Busted By Mistress Sabrina Valentine (STANDARD WMV)

Clips4sale 9 months ago

Shemale Yanka And Kimberlly Dirty Stinky Farting Punishment II

Shemale Yanka And Kimberlly Dirty Stinky Farting Punishment II

Clips4sale 5 months ago

Naughty bride gets spanked

Naughty bride gets spanked

LoyalFans 2 months ago

Futa Professor Fucks You Again For Extra Credit!

4K 0:28 / 19:25

Futa Professor Fucks You Again For Extra Credit!

Clips4sale 3 months ago

Outlaw in: Bound Shoeplay 1080p

Outlaw in: Bound Shoeplay 1080p

Clips4sale 1 year 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]

60% 0:30 / 17:11

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]

Clips4sale 1 year ago

Sniffing Shemale Yanka Rotten Farts III

Sniffing Shemale Yanka Rotten Farts III

Clips4sale 6 months ago

futa sheriff gives criminal rough punishment pegging - full video on Veggiebabyy Manyvids

futa sheriff gives criminal rough punishment pegging - full video on Veggiebabyy Manyvids

xHamster 5 months ago

Road To Reimpregnation Sex Doll Cervix Fucking (ES1084)

Road To Reimpregnation Sex Doll Cervix Fucking (ES1084)

Clips4sale 4 months ago

Rugby Coach Humiliated

Rugby Coach Humiliated

Clips4sale 3 years ago

cruelly punishing with tickles part 1

cruelly punishing with tickles part 1

Clips4sale 3 years ago

hot girl spanking the ass clip 02 of 03

hot girl spanking the ass clip 02 of 03

Clips4sale 3 years ago

One Night in Paris (part 1 of 2)

HD 1:01 / 11:07

One Night in Paris (part 1 of 2)

FapHouse 1 month ago

Shemale Lanah Frias Dirty Farting Punishment V

Shemale Lanah Frias Dirty Farting Punishment V

Clips4sale 5 months ago

rough punishment pegging and breeding for panty sniffing step-bro

HD 0:10 / 10:20

rough punishment pegging and breeding for panty sniffing step-bro

LoyalFans 2 months ago

Shemale Lanah Frias Dirty Farting Punishment - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

HD 0:30 / 34:06

Shemale Lanah Frias Dirty Farting Punishment - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

Clips4sale 5 months ago

FemDom TransGirl Slut Training

FemDom TransGirl Slut Training

Clips4sale 1 year ago

BAD DAY FOR CLEANING SISSY (wmv) PART 1

BAD DAY FOR CLEANING SISSY (wmv) PART 1

Clips4sale 1 year ago

Putting you Back In Your Place, Bitch

Putting you Back In Your Place, Bitch

Clips4sale 1 year ago

The Sixth Former's Bargain - WMV Version

65% 1:00 / 11:26

The Sixth Former's Bargain - WMV Version

Clips4sale 2 years ago

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 6

CANDY THIEF PUNISHMENT BY PEGGING AND GELDING - PART 6

LoyalFans 2 years ago

Wheel of Fortune (WMV)

Wheel of Fortune (WMV)

Clips4sale 2 years ago

PUNISH ME WITH COCK

PUNISH ME WITH COCK

Clips4sale 1 year ago

Shemale Izabelly Santana First Facesitting I

Shemale Izabelly Santana First Facesitting I

Clips4sale 1 year ago

Punishment Day In Atlanta (1080p)

49% HD 0:30 / 7:51

Punishment Day In Atlanta (1080p)

Clips4sale 1 year ago

jasmine_dlight, Valentina Rosa, Red69Rose - Empress concubine, Defilement of a Princess - outdoors in the garden

HD 0:10 / 13:41

jasmine_dlight, Valentina Rosa, Red69Rose - Empress concubine, Defilement of a Princess - outdoors in the garden

LoyalFans 1 year ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 5 OF 5 - WMV

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 5 OF 5 - WMV

Clips4sale 1 year ago

Shemale Ana Carolina First Face Fuck II

Shemale Ana Carolina First Face Fuck II

Clips4sale 10 months ago

Kinky Sub Girl Cunt Busted By Mistress Sabrina Valentine (HD1080 MP4)

Kinky Sub Girl Cunt Busted By Mistress Sabrina Valentine (HD1080 MP4)

Clips4sale 9 months ago

One Night in Paris (part 1 of two)

One Night in Paris (part 1 of two)

Amateur8 1 month ago

One Night in Paris (part 2 of 2)

65% HD 0:39 / 6:23

One Night in Paris (part 2 of 2)

FapHouse 1 month ago

One Night in Paris (part 2 of 2)

One Night in Paris (part 2 of 2)

xHamster 1 month ago

Corrective Actions (pt 2)

HD 0:18 / 14:19

Corrective Actions (pt 2)

IWantClips 2 weeks ago

Shemale Lanah Frias Dirty Farting Punishment II

Shemale Lanah Frias Dirty Farting Punishment II

Clips4sale 5 months ago

Shemale Yanka And Kimberlly Dirty Stinky Farting Punishment III

Shemale Yanka And Kimberlly Dirty Stinky Farting Punishment III

Clips4sale 5 months ago

Girlfriend finds out you're a sissy WMV

Girlfriend finds out you're a sissy WMV

Clips4sale 2 months ago

Shemale Lanah Frias Dirty Farting Punishment VI

Shemale Lanah Frias Dirty Farting Punishment VI

Clips4sale 5 months ago

this town ain't big enough for the two of us: futa sheriff gives criminal rough punishment pegging - HD

this town ain't big enough for the two of us: futa sheriff gives criminal rough punishment pegging - HD

Clips4sale 5 months ago

Under Shemale Yanka Big Ass - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

HD 0:24 / 33:54

Under Shemale Yanka Big Ass - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 34 MINUTES FOR US$ 15,99!

Clips4sale 5 months ago

Punishment & Reward CBT JOI

Punishment & Reward CBT JOI

Clips4sale 4 months ago

Alexaskoxxx get her ass punished raw very hard😈😏

Alexaskoxxx get her ass punished raw very hard😈😏

aShemaleTube 4 months ago

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans - 1080p mp4

HD 0:30 / 13:59

Giant FtM Jaq Quicksilver Punishes You for Lying About Your Size - POV Tiny Made to Worship Feet, Ass, and T-cock as Humiliation - jock, body worship, trans - 1080p mp4

Clips4sale 10 months ago

Tranny femdom cam session with loser! 10 ruined orgasm til full load! GERMAN DEUTSCH

65% HD 0:30 / 12:18

Tranny femdom cam session with loser! 10 ruined orgasm til full load! GERMAN DEUTSCH

Clips4sale 9 months ago

Slut Roast

Clips4sale 6 months ago

Maria Jade Fondled, Wedgied & Made To Orgasm By Sabrina Valentine (STANDARD WMV)

Maria Jade Fondled, Wedgied & Made To Orgasm By Sabrina Valentine (STANDARD WMV)

Clips4sale 4 years ago

A shot of spit for YOU

A shot of spit for YOU

Clips4sale 4 years ago

Goddess Misty Rein Smashes My Girlcock and Balls (HD1080 MP4)

HD 0:11 / 13:06

Goddess Misty Rein Smashes My Girlcock and Balls (HD1080 MP4)

Clips4sale 4 years ago

Anastasia Rose Spanked, Flogged and Cropped (STANDARD WMV)

58% 0:11 / 12:36

Anastasia Rose Spanked, Flogged and Cropped (STANDARD WMV)

Clips4sale 3 years 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 1 year ago

Cock slapping Explosion

72% 0:28 / 29:26

Cock slapping Explosion

Clips4sale 1 year ago

BAD DAY FOR CLEANING SISSY (mp4) PART 2

BAD DAY FOR CLEANING SISSY (mp4) PART 2

Clips4sale 1 year ago

Sissy latex punished with pain

Sissy latex punished with pain

Clips4sale 2 years ago

Uninvited Slumber Party Guest 2 Written by Kylie Gable Narrated by Shayla Aspasia

HD 0:30 / 40:17

Uninvited Slumber Party Guest 2 Written by Kylie Gable Narrated by Shayla Aspasia

Clips4sale 1 year ago

Crossdresser Spanking - Spanking - Graceful Control Audios

Crossdresser Spanking - Spanking - Graceful Control Audios

Clips4sale 8 months 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

Clips4sale 2 years ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 1 OF 5 - MP4

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 1 OF 5 - MP4

Clips4sale 1 year ago

Mistress is Stretching Your Sissy Fuck Hole

Mistress is Stretching Your Sissy Fuck Hole

Clips4sale 3 years ago

Sequel: Futanari Step-sister Punishes You For Spying - Ft Imilia Audley

Sequel: Futanari Step-sister Punishes You For Spying - Ft Imilia Audley

Clips4sale 4 months ago

One Night in Paris (part 1 of two)

One Night in Paris (part 1 of two)

BigTitsLust 1 month ago

from cheater to sissy: punishment pegging from futa step-mommy - HD - wmv

HD 0:28 / 13:08

from cheater to sissy: punishment pegging from futa step-mommy - HD - wmv

Clips4sale 3 years ago

PUNISHING MY DIRTY SLAVE WITH MY POWERFUL FARTS - BY ISABELITA - FULL VERSION IN FULL HD

HD 1:00 / 26:53

PUNISHING MY DIRTY SLAVE WITH MY POWERFUL FARTS - BY ISABELITA - FULL VERSION IN FULL HD

Clips4sale 3 years ago

Fucking Machine

67% HD 0:11 / 14:09

Fucking Machine

Clips4sale 3 years ago

SHEMALE DOMINATION - 15 - CLIP 1 OF 4 - WMV

SHEMALE DOMINATION - 15 - CLIP 1 OF 4 - WMV

Clips4sale 3 years ago

A Present for Jessica: Tied up Man Meat

54% 0:11 / 36:35

A Present for Jessica: Tied up Man Meat

C4S 3 years ago

futa step-sis makes you her slave - punishment painal, slapping, spitting - HD

HD 0:30 / 21:02

futa step-sis makes you her slave - punishment painal, slapping, spitting - HD

Clips4sale 3 years ago

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - FULL VERSION IN FULL HD

65% HD 0:59 / 21:43

THE CRUEL MILF PUNISHING THE NERD SLAVE WITH POWERFUL FARTS - BY MELISSA RAMOS - FULL VERSION IN FULL HD

Clips4sale 3 years ago

futa domme gf pegs you for being a brat - SD - wmv

futa domme gf pegs you for being a brat - SD - wmv

Clips4sale 3 years ago

Cabaret: TS Danni Daniels Owns Christian

69% 0:11 / 38:21

Cabaret: TS Danni Daniels Owns Christian

C4S 3 years ago

Maria Jade Fondled, Wedgied & Made To Orgasm By Sabrina Valentine (HD1080 MP4)

HD 0:11 / 12:46

Maria Jade Fondled, Wedgied & Made To Orgasm By Sabrina Valentine (HD1080 MP4)

Clips4sale 4 years ago

Vibrator Ruining in Nylon Catsuit

68% HD 0:10 / 14:52

Vibrator Ruining in Nylon Catsuit

Clips4sale 4 years ago

SHEMALE DOMINATION - 09 - CLIP 2 OF 4 - WMV

SHEMALE DOMINATION - 09 - CLIP 2 OF 4 - WMV

Clips4sale 3 years ago

YOU ARE THE PERFECT MAID FOR MY PARTY!

4K 0:25 / 10:23

YOU ARE THE PERFECT MAID FOR MY PARTY!

Clips4sale 3 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

Nothing But a Hole to Me : Yasmin Lee Domination

59% 0:11 / 32:22

Nothing But a Hole to Me : Yasmin Lee Domination

C4S 3 years ago

Sissy Bitch Feet Licker Carine

Sissy Bitch Feet Licker Carine

Clips4sale 3 years ago

Janets Spanking and Sucking

Premium 4K 12:25

Janets Spanking and Sucking

Clips4sale 2 years ago

Scarlett Kage catches Joey jerking off in her panties: part 1 of 3 - sissification, caught jerking off, stepmom fantasy, role play, cross dressing, spanking MP4

Scarlett Kage catches Joey jerking off in her panties: part 1 of 3 - sissification, caught jerking off, stepmom fantasy, role play, cross dressing, spanking MP4

Clips4sale 2 years ago

A Visit to the Woodshed - WMV Version

A Visit to the Woodshed - WMV Version

Clips4sale 2 years ago

NAUGHTY SANTA PUNISHING SISSY FAGGOT DRESSING UP UP AS A SLUT WHORE BLOW JOB RIMMING P1

HD 0:22 / 10:15

NAUGHTY SANTA PUNISHING SISSY FAGGOT DRESSING UP UP AS A SLUT WHORE BLOW JOB RIMMING P1

Clips4sale 2 years ago

Sissy Punishment

HD 0:19 / 11:40

Sissy Punishment

Clips4sale 2 years ago

Teacher and Students

HD 0:10 / 12:39

Teacher and Students

LoyalFans 2 years ago

Bad Maid Paddled and Fucked by Bratty Trans Girl For Not Working

HD 0:30 / 25:23

Bad Maid Paddled and Fucked by Bratty Trans Girl For Not Working

Clips4sale 2 years ago

Birch for bitch - rods hard ass spanking

Birch for bitch - rods hard ass spanking

Clips4sale 2 years ago

Shemale Bianca Rosa Cruel Fullweight - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

63% HD 0:30 / 34:14

Shemale Bianca Rosa Cruel Fullweight - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

Yasmin Cums to Collect!

53% 0:11 / 39:05

Yasmin Cums to Collect!

C4S 2 years ago

Shemale Pietra Candy Smelly Farts On Sub X Face III

Shemale Pietra Candy Smelly Farts On Sub X Face III

Clips4sale 2 years ago

pegging the panty thief: wear my panties while I fuck you in them - full video on Veggiebabyy Manyvids

pegging the panty thief: wear my panties while I fuck you in them - full video on Veggiebabyy Manyvids

xHamster 2 years ago

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 4 OF 5 - MP4

SHEMALE DOMINATION - 74 - ISABELLA FONTANELI & FABI - CLIP 4 OF 5 - MP4

Clips4sale 1 year ago

HONOR AMONG QUEENS (MP4 FORMAT)

HONOR AMONG QUEENS (MP4 FORMAT)

Clips4sale 11 months ago

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance WITH TRANS WOMAN, FUCKING, FEMDOM, PUSSY EATING, CREAMPIE CLEAN-UP and FOOT WORSHIP

Mistress Kora Bell Punishes Trans Toy: Creampie Clean-up & Foot Worship After Defiance WITH TRANS WOMAN, FUCKING, FEMDOM, PUSSY EATING, CREAMPIE CLEAN-UP and FOOT WORSHIP

Clips4sale 9 months ago

punishment facefucking from angry futa mommy - full video on Veggiebabyy Manyvids

punishment facefucking from angry futa mommy - full video on Veggiebabyy Manyvids

XVideos 2 years ago

Big Cock stepMommy Turns You Sissy - sd wmv

56% HD 0:30 / 13:00

Big Cock stepMommy Turns You Sissy - sd wmv

Clips4sale 4 years ago

Sneaky sissy swap over - Miss Honour May - MP4 HD

Premium HD 11:07

Sneaky sissy swap over - Miss Honour May - MP4 HD

Clips4sale 4 years ago

Misty Rein Spanked, Fondled, Wedgied and Made To Orgasm By Sabrina Valentine (HD1080 WMV)

HD 0:11 / 11:33

Misty Rein Spanked, Fondled, Wedgied and Made To Orgasm By Sabrina Valentine (HD1080 WMV)

Clips4sale 4 years ago

Slave Girl Maria Jade Spanked, Flogged & Cropped by Sabrina Valentine (STANDARD WMV)

Slave Girl Maria Jade Spanked, Flogged & Cropped by Sabrina Valentine (STANDARD WMV)

Clips4sale 4 years ago

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

I_LOVE_ME 37-22 Anal Dildo Fucking Bondage & ATM

Clips4sale 3 years ago

Kinky Masturbation

Kinky Masturbation

Clips4sale 3 years ago

Tranpires, Scene 2: The Rockstar PART 2

Tranpires, Scene 2: The Rockstar PART 2

Clips4sale 4 years ago

No escape from straitjacket (720p)

No escape from straitjacket (720p)

Clips4sale 4 years ago

Punishment for feet (wmv)

Punishment for feet (wmv)

Clips4sale 4 years ago

Bastinado and tickling (wmv)

Bastinado and tickling (wmv)

Clips4sale 4 years ago

Shemale Simmony Sweaty Ass On Top II

Shemale Simmony Sweaty Ass On Top II

Clips4sale 4 years ago

Lets spank your ass (wmv)

HD 0:10 / 11:46

Lets spank your ass (wmv)

Clips4sale 4 years ago

Futa Story: Not Measuring Up - Ft Siren Stacks

65% HD 0:22 / 10:45

Futa Story: Not Measuring Up - Ft Siren Stacks

Clips4sale 1 year ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 3 OF 5 - MP4

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 3 OF 5 - MP4

Clips4sale 1 year ago

Detention With Miss Aura

58% 0:27 / 22:35

Detention With Miss Aura

Clips4sale 1 year ago

Prissy sissy Barbie Transformation

Prissy sissy Barbie Transformation

Clips4sale 1 year ago

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 3 OF 5 - WMV

SHEMALE DOMINATION - 67 - YANCA COSTA & SAFIRA MEL - CLIP 3 OF 5 - WMV

Clips4sale 1 year 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

TWOFOLD: Pegged By Huge Futa Cocks - Ft Imilia Audley

53% HD 0:29 / 47:06

TWOFOLD: Pegged By Huge Futa Cocks - Ft Imilia Audley

Clips4sale 1 year ago

Punished by Mistress (Pt 2)

Punished by Mistress (Pt 2)

LoyalFans 2 years ago

Good Girl Spanking: Petite Lucy LaRue gets Double Domme Spanks from BBW Miss Devora Moore and Sophie Ladder 1080 Version

HD 0:10 / 11:29

Good Girl Spanking: Petite Lucy LaRue gets Double Domme Spanks from BBW Miss Devora Moore and Sophie Ladder 1080 Version

LoyalFans 2 years ago

Spanked and Fucked by Trans Domme

HD 0:30 / 24:51

Spanked and Fucked by Trans Domme

Clips4sale 2 years ago

Beta to Sissy Custom Clip

HD 0:10 / 10:00

Beta to Sissy Custom Clip

LoyalFans 2 years ago

Venus punished for bad sucking

Venus punished for bad sucking

LoyalFans 2 years ago

Jessica Host one night stand

55% 0:11 / 35:28

Jessica Host one night stand

C4S 2 years ago

5 6 7 8 9

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