Punish Videos (1,732)

from cheater to sissy: punishment pegging from futa mommy

55% HD 0:10 / 13:09

from cheater to sissy: punishment pegging from futa mommy

LoyalFans 2 years ago

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

HD 0:10 / 29:52

futa nurse pegging part 4: double Dommed, punished, facialed w/ Kendall Morr

LoyalFans 9 months ago

Sissy Chastity Slave Teased and Denied

63% HD 0:10 / 12:26

Sissy Chastity Slave Teased and Denied

LoyalFans 2 years ago

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

71% HD 0:10 / 26:24

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

LoyalFans 1 year ago

Topping Emma Rose

44% HD 0:10 / 20:34

Topping Emma Rose

LoyalFans 3 months ago

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

71% 0:30 / 26:23

Damazonia & Rachel Rampage train their sluts to be Orgy party favors

Clips4sale 1 year ago

The Reluctant Foot Slave (4k)

63% 4K 0:30 / 20:50

The Reluctant Foot Slave (4k)

Clips4sale 11 months ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

71% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 11 months ago

Goddess Adda and Faith - Fucked by Adda after watching porn on mobile

66% HD 0:10 / 8:40

Goddess Adda and Faith - Fucked by Adda after watching porn on mobile

LoyalFans 2 years ago

Your Pink Punishment Walk Home

Your Pink Punishment Walk Home

LoyalFans 2 years ago

BACHELORETTE PARTY

HD 1:25 / 19:38

BACHELORETTE PARTY

DarkCruising 1 year ago

you were meant to be a girl: loving feminization and pov bj - SD wmv

you were meant to be a girl: loving feminization and pov bj - SD wmv

Clips4sale 10 months ago

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

65% HD 0:10 / 13:27

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation | MahoganyQen

LoyalFans 4 months ago

4K - Lusty Shower Vol 23 - Tokyo Bathroom Challenge EP1

4K 0:11 / 33:28

4K - Lusty Shower Vol 23 - Tokyo Bathroom Challenge EP1

Clips4sale 2 months ago

BACHELORETTE PARTY

HD 1:25 / 19:38

BACHELORETTE PARTY

BoLatino 1 year ago

Punishment or Reward?

Punishment or Reward?

Clips4sale 3 years ago

Useless and Impaled

59% 0:21 / 1:11:14

Useless and Impaled

Clips4sale 1 year ago

futa step-mommy pegs you - punished for stealing panties - HD - wmv

HD 0:30 / 15:15

futa step-mommy pegs you - punished for stealing panties - HD - wmv

Clips4sale 3 years ago

Perv gets Seduced into Poolside Fisting and Pegging by Mistress Max

HD 0:11 / 12:01

Perv gets Seduced into Poolside Fisting and Pegging by Mistress Max

Clips4sale 2 years ago

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

64% HD 0:10 / 21:43

Sissy Club Slut Part 1/2: Huge Dildo Deep Throat Training & Femdom Pegging with Mistress Stellina Obscura

LoyalFans 10 months ago

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

49% 4K 0:49 / 21:02

Tiny Bimbo Transformation: Giantess Ravens Futa Pocket Pet

Clips4sale 1 year ago

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 4K

4K 0:10 / 19:56

Futa Step-Sis’s Belly Perv Punishment Feat Aria Nicole 4K

LoyalFans 5 months ago

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation || MahoganyQen

SEXY TRANS GIRL PUNISHMENT: Spanking, Whipping & Humiliation || MahoganyQen

Clips4sale 1 month ago

The Naughty Step-Daugther

The Naughty Step-Daugther

Clips4sale 2 years ago

Sissy Maid Training Stage 1 (WMV)

Sissy Maid Training Stage 1 (WMV)

Clips4sale 2 years ago

Double Dommed in the Dungeon, a Trans Femdom BDSM Threesome

62% HD 0:10 / 27:36

Double Dommed in the Dungeon, a Trans Femdom BDSM Threesome

LoyalFans 10 months ago

Runaway Punished with spitroast + left leaking tgirls cum

65% HD 0:10 / 13:00

Runaway Punished with spitroast + left leaking tgirls cum

LoyalFans 1 year ago

Ts Dani Marks traps Hex to a sling and fuck him upside down (1080p ENG-sub) Trans Woman - Anal Fucking - Trans Dominatrix - Trans Blowjob - Face Fucking

66% HD 0:34 / 23:18

Ts Dani Marks traps Hex to a sling and fuck him upside down (1080p ENG-sub) Trans Woman - Anal Fucking - Trans Dominatrix - Trans Blowjob - Face Fucking

Clips4sale 8 months ago

Triple Domme CBT: Pulled, Punched & Punished

61% HD 0:10 / 14:14

Triple Domme CBT: Pulled, Punched & Punished

LoyalFans 4 months ago

Ballbusting Triangle: Goddess Lilith, Ava Venom, double ballbusting

63% HD 0:10 / 7:11

Ballbusting Triangle: Goddess Lilith, Ava Venom, double ballbusting

LoyalFans 1 year ago

Mistress and Her maid

63% HD 0:10 / 6:52

Mistress and Her maid

LoyalFans 1 year ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

66% HD 0:10 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

LoyalFans 5 months ago

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

60% HD 0:10 / 14:58

Interracial Tease & Ballbusting For Trans Woman | MahoganyQen

LoyalFans 5 months ago

Cute Trans Gooner Punished by Sexy Cis Librarian

70% HD 0:10 / 10:16

Cute Trans Gooner Punished by Sexy Cis Librarian

LoyalFans 1 month ago

Pegging My Stepson

53% HD 0:10 / 6:32

Pegging My Stepson

LoyalFans 1 year ago

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

57% HD 0:10 / 16:19

Breaking Ts Jasmine Lotus: Chasity Slut Punished & Covered in Cum

LoyalFans 6 months ago

Step Mommy's Punishment

HD 0:10 / 25:16

Step Mommy's Punishment

LoyalFans 1 month ago

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

57% HD 0:10 / 8:04

**** Duo Domme Ballbusting: Unbreakable Sissy Takes Our Hardest Kicks!

LoyalFans 6 months ago

4 cocks pegging gangbang to punish naughty students

64% HD 0:10 / 13:00

4 cocks pegging gangbang to punish naughty students

LoyalFans 1 year ago

Goth Femdom Uses Dildo on Trans Girl In Latex To Make Her Cum

HD 0:10 / 16:50

Goth Femdom Uses Dildo on Trans Girl In Latex To Make Her Cum

LoyalFans 1 month ago

Pet femboy puppy gets punished! POV

61% HD 0:10 / 12:11

Pet femboy puppy gets punished! POV

LoyalFans 2 years ago

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

57% HD 0:10 / 23:49

Step-mom @msjasmine699 catches and punishes trans step-daughter Kassandra 🎀🥵

LoyalFans 1 month ago

The Ultimate Prostate Exam

45% HD 0:10 / 11:47

The Ultimate Prostate Exam

LoyalFans 2 years ago

Step-Mommy's Pegging Punishment

HD 0:10 / 19:49

Step-Mommy's Pegging Punishment

LoyalFans 3 days ago

Tranny Doll

Premium 55% HD 2:01:00

AEBN 2 years ago

Exploring Your Giantess!

Exploring Your Giantess!

LoyalFans 1 year ago

Naughty Stepson Punished

57% HD 0:10 / 10:03

Naughty Stepson Punished

LoyalFans 1 year ago

TS Slave Maid Spanking Punishment | MahoganyQen

68% HD 0:10 / 10:48

TS Slave Maid Spanking Punishment | MahoganyQen

LoyalFans 11 months ago

Little brat Emmy Angels is cheeky to Domme Peggy DeVille, who happens to be holding all the impact toys.... so her butt, clitty and tits are punished.

57% HD 0:10 / 19:36

Little brat Emmy Angels is cheeky to Domme Peggy DeVille, who happens to be holding all the impact toys.... so her butt, clitty and tits are punished.

LoyalFans 4 months ago

Goddess Adda and Faith - ass fucking as punishment for porn

54% HD 0:10 / 8:33

Goddess Adda and Faith - ass fucking as punishment for porn

LoyalFans 2 years ago

Hogtied and Ruined

61% HD 0:10 / 5:49

Hogtied and Ruined

LoyalFans 1 year ago

lusty lesbian lie part 2

55% HD 0:10 / 11:29

lusty lesbian lie part 2

LoyalFans 4 years ago

Czech Easter Tradition Gone Kinky: Sissy Caning + Very Hot Spitting Punishment

Czech Easter Tradition Gone Kinky: Sissy Caning + Very Hot Spitting Punishment

LoyalFans 1 week ago

Bellas Balls of Justice 2 - The New Goon World Order

55% HD 0:10 / 43:41

Bellas Balls of Justice 2 - The New Goon World Order

LoyalFans 6 months ago

TGirls Porn 44

Premium HD 2:32:00

AEBN 2 weeks ago

Euro Shemale 14

Premium HD 2:57:00

Euro Shemale 14

AEBN 8 years ago

Tranny Addiction 4

Premium 52% HD 2:02:00

Tranny Addiction 4

AEBN 7 years ago

Trans-Tastic Four

Premium 63% HD 1:34:00

Trans-Tastic Four

AEBN 9 years ago

Fifty Shades Of A Tranny

Premium 65% HD 1:32:00

Fifty Shades Of A Tranny

AEBN 10 years ago

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

71% 0:11 / 42:29

Devastatingly Gorgeous Secretary Punishes Sexist Boss Pig!

C4S 2 years ago

Shocking confession to the wedding priest!

63% HD 0:10 / 9:23

Shocking confession to the wedding priest!

LoyalFans 2 years ago

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

63% HD 0:10 / 4:01

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

LoyalFans 4 years ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova | MahoganyQen

66% 4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova | MahoganyQen

Clips4sale 2 months ago

Your Cheating Cock Will Get You Fisted: Mandy Mitchell Doms a Couple

63% 0:11 / 59:55

Your Cheating Cock Will Get You Fisted: Mandy Mitchell Doms a Couple

C4S 2 years ago

Punished tiny dick by a Futanari Goddess - CBT, FUTA

Punished tiny dick by a Futanari Goddess - CBT, FUTA

LoyalFans 10 months ago

You Won't Cum if You're Not GAY

4K 0:30 / 15:16

You Won't Cum if You're Not GAY

Clips4sale 2 months ago

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

60% HD 0:51 / 26:15

Femdom Pool Party Fuck Fest - Mistress Kendra, Mistress Susi, Ts Slayer, pegging, orgy, ts girls

Clips4sale 2 years ago

New Dom in Sexy Latex Whips Out Her Cock and Fucks a Bound Slave Boy

48% 0:11 / 33:15

New Dom in Sexy Latex Whips Out Her Cock and Fucks a Bound Slave Boy

C4S 2 years ago

Punishing The Sissy Maid

68% HD 0:28 / 29:34

Punishing The Sissy Maid

Clips4sale 2 years ago

Bought into Slavery by Your Mistress

73% HD 0:29 / 25:29

Bought into Slavery by Your Mistress

Clips4sale 1 year ago

Shemale Jessica Bittencourt Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

HD 0:30 / 34:02

Shemale Jessica Bittencourt Delicious Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 34 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

Shemale Arya Santana First Hot Ass On Top I

Shemale Arya Santana First Hot Ass On Top I

Clips4sale 4 months ago

Futaslaves Fucked Side By Side

54% 0:19 / 31:42

Futaslaves Fucked Side By Side

Clips4sale 1 year ago

Shemale Lanah Frias Dirty Farting Punishment III

Shemale Lanah Frias Dirty Farting Punishment III

Clips4sale 2 months ago

The Contract Fucker Part 2 (WMV HD)

The Contract Fucker Part 2 (WMV HD)

Clips4sale 9 months ago

Seduced on The Dance Floor The Return of a Ts Godess

72% 0:11 / 44:17

Seduced on The Dance Floor The Return of a Ts Godess

C4S 2 years ago

Shemale July Souza First Face Fuck I

Shemale July Souza First Face Fuck I

Clips4sale 1 year ago

Shemale Jhoany Wilker First Horny Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 33 MINUTES FOR US$ 15,99!

HD 0:26 / 32:55

Shemale Jhoany Wilker First Horny Face Fuck - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 33 MINUTES FOR US$ 15,99!

Clips4sale 2 months ago

Trans slave Luzi punished and fucked

HD 0:10 / 14:09

Trans slave Luzi punished and fucked

LoyalFans 2 years ago

Tranpires, Scene 2: The Rockstar FULL SCENE

62% 4K 0:30 / 29:58

Tranpires, Scene 2: The Rockstar FULL SCENE

Clips4sale 4 years ago

Office Thieves

56% 0:11 / 40:38

Clips4sale 2 years ago

NOW SUPPORT MY GIANT ASS FARTING INSIDE YOUR NOSE - BY MEGAN BIG BUTT - CLIP 1 IN FULL HD

Premium HD 5:00

NOW SUPPORT MY GIANT ASS FARTING INSIDE YOUR NOSE - BY MEGAN BIG BUTT - CLIP 1 IN FULL HD

Clips4sale 3 years ago

BNWO Sissy Breeding Stables

42% HD 0:29 / 10:41

BNWO Sissy Breeding Stables

Clips4sale 6 months ago

SHEMALE DOMINATION - 33 - YASMIN DE CASTRO & RICK BITCH - FULL VERSION - WMV

67% 0:30 / 21:45

SHEMALE DOMINATION - 33 - YASMIN DE CASTRO & RICK BITCH - FULL VERSION - WMV

Clips4sale 2 years ago

Man Catcher - shackled sissy maid training *wmv*

4K 0:25 / 10:26

Man Catcher - shackled sissy maid training *wmv*

Clips4sale 2 months ago

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 WMV

60% HD 0:29 / 25:39

Punishing the Cupcake Thief - A trans anal scene featuring: strap-on, BBW with trans, pegging, lesbian domination, and feederism - 1080 WMV

Clips4sale 2 years ago

Tied, flogged and punished by Mistress Vanessa MP4 (480p) starring Vanessa_Fetish

63% HD 0:11 / 12:37

Tied, flogged and punished by Mistress Vanessa MP4 (480p) starring Vanessa_Fetish

Clips4sale 3 years ago

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

64% HD 0:30 / 31:40

Trans Maid Kaela Luna Wants To Be Used By Her New Boss

Clips4sale 7 months ago

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

4K 0:20 / 14:58

Interracial Tease & Ballbusting For Trans Woman Julia Masakova MOV | MahoganyQen

Clips4sale 2 months ago

Riley Wears Cummy Pee Stained Panties

55% 0:11 / 18:05

Riley Wears Cummy Pee Stained Panties

Clips4sale 3 years ago

Giant Futa Humiliation

HD 0:10 / 18:25

Giant Futa Humiliation

LoyalFans 1 year ago

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

68% HD 0:30 / 58:54

Anal Piggy Punishment: Big Boob Mistress, Pegging with Chastity, Extreme Humiliation, and Deep Fisting FULL-LENGTH (1080p)

Clips4sale 2 years 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 11 months ago

The Sixth Former's Bargain

71% 1:00 / 11:25

The Sixth Former's Bargain

Clips4sale 2 years ago

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

76% HD 0:22 / 15:49

TGirl Ria Bentley Gets Her Ass Punished By Car Repair Guy

Clips4sale 2 years ago

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 6 OF 6 - WMV

61% 0:18 / 7:02

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 6 OF 6 - WMV

Clips4sale 9 months 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

Panty Punishment, Cuck GFE V

63% HD 0:10 / 8:40

Panty Punishment, Cuck GFE V

LoyalFans 1 month ago

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 4 OF 6 - WMV

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 4 OF 6 - WMV

Clips4sale 9 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 1 year ago

Tied-Up Trans Girl Slave smells BBW Domme's Farts

Tied-Up Trans Girl Slave smells BBW Domme's Farts

Clips4sale 7 months ago

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

47% HD 0:30 / 1:04:09

Femdom Anal Annihilation: 60-Minutes of Giant Strap-on Pegging & Deep Fisting Full-Length (1080p)

Clips4sale 2 years ago

Shemale Arya Santana First Hot Ass On Top - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

HD 0:29 / 34:41

Shemale Arya Santana First Hot Ass On Top - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - VERY SPECIAL PRICE: 35 MINUTES FOR US$ 15,99!

Clips4sale 4 months ago

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

66% HD 0:11 / 34:55

Shut Up! Im Going To Sit On Your Face And Cum! - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 35 MINUTES FOR US$ 19,99!

Clips4sale 2 years ago

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 3 OF 6 - WMV

65% 0:18 / 5:07

SHEMALE DOMINATION - 73 - ANNE ANTONELA & RICK BITCH - CLIP 3 OF 6 - WMV

Clips4sale 9 months ago

Crossdressing Cum dump slut need to be punished in chastity and humiliated by their Superior Charlie Monaco

55% 0:11 / 16:33

Crossdressing Cum dump slut need to be punished in chastity and humiliated by their Superior Charlie Monaco

Clips4sale 1 year ago

French Maid Bound to Cum

53% 0:22 / 16:36

French Maid Bound to Cum

Clips4sale 11 months ago

Cruel MiL - Sissification for Church 4K

4K 0:28 / 15:34

Cruel MiL - Sissification for Church 4K

Clips4sale 10 months ago

Caged Sissy Edged and Teased Endlessly

60% HD 0:24 / 29:42

Caged Sissy Edged and Teased Endlessly

Clips4sale 4 years ago

TS Kendall Penny Punishes For Faulty Laundry

Premium 61% HD 50:00

TS Kendall Penny Punishes For Faulty Laundry

AEBN 9 months ago

Pegging gangbang for naughty students

62% 0:21 / 12:59

Pegging gangbang for naughty students

Clips4sale 3 years ago

Teacher's pets get teacher's treats

4K 0:19 / 25:40

Teacher's pets get teacher's treats

Clips4sale 2 years ago

Whips and Feet (4k)

67% 4K 0:30 / 12:26

Whips and Feet (4k)

Clips4sale 1 year ago

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

HD 0:30 / 33:09

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

Clips4sale 5 months ago

Succubus Futa Turns You Into A Fucktoy

52% HD 0:30 / 22:03

Succubus Futa Turns You Into A Fucktoy

Clips4sale 2 years ago

Shemale Giovanna Secret First Facesitting - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 39 MINUTES FOR US$ 19,99!

65% HD 0:30 / 39:27

Shemale Giovanna Secret First Facesitting - FULL VERSION - FULL HD QUALITY (1920 X 1080) MP4 VIDEO FILE - SPECIAL PRICE: 39 MINUTES FOR US$ 19,99!

Clips4sale 1 year ago

Gender Swap, I’ve Got Your Precious Cock

HD 0:29 / 19:32

Gender Swap, I’ve Got Your Precious Cock

Clips4sale 1 year ago

Truant Jenny gets caned

78% 0:30 / 11:34

Truant Jenny gets caned

Clips4sale 8 months ago

Teacher Gets Top

HD 0:30 / 31:17

Teacher Gets Top

Clips4sale 1 year ago

Sissy Maid's caning punishment WL1718

70% 0:10 / 19:38

Sissy Maid's caning punishment WL1718

Clips4sale 1 year ago

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