Strapon Sissy (32,117)

Rosie and Robin Oral Fun Pt 2

59% HD 0:39 / 9:32

Rosie and Robin Oral Fun Pt 2

FapHouse 5 months ago

Woman Gives Ass Blowjob to Husband, Shares Dildo, Hot Sex and Ends up Bonding with Big Dildo

60% HD 1:01 / 44:46

Woman Gives Ass Blowjob to Husband, Shares Dildo, Hot Sex and Ends up Bonding with Big Dildo

FapHouse 4 months ago

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

61% HD 0:39 / 5:10

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

FapHouse 7 months ago

Sissy Gangbang Fantasy Story - Clara Dee Story

60% HD 1:01 / 23:24

Sissy Gangbang Fantasy Story - Clara Dee Story

FapHouse 2 months ago

Mistress's Command: Edge & Slap Control Game (Male Submission) Clip 2

Mistress's Command: Edge & Slap Control Game (Male Submission) Clip 2

xHamster 2 months ago

Petite Ma'am fucking her pink sissy maid in chastity

Petite Ma'am fucking her pink sissy maid in chastity

xHamster 2 years ago

Sissy Maid Neighbourly Play - part 1
Spanking, cock sucking and butt plug

39% HD 0:10 / 19:21

Sissy Maid Neighbourly Play - part 1 Spanking, cock sucking and butt plug

LoyalFans 6 months ago

Jhanne Cherry Private Show

67% 4K 2:00 / 7:28

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Teaching This Bitch To Suck Cock

Teaching This Bitch To Suck Cock

LoyalFans 2 weeks ago

The Sissygasm

47% 1:01 / 12:01

FapHouse 8 months ago

Abril Newton Private Show

57% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 6 months ago

Strapon Pegging Compilation

Strapon Pegging Compilation

xHamster 2 weeks ago

Femdoms Ashlynn Taylor and GInary

Femdoms Ashlynn Taylor and GInary

AdultPrime 3 weeks ago

Ava Maddison Private Show

64% 4K 2:00 / 6:12

Ava Maddison Private Show

Flirt4Free 1 week ago

Viky & Mateo Private Show

62% HD 2:00 / 4:35

Viky & Mateo Private Show

Flirt4Free 1 month ago

Jhanne Cherry Private Show

50% 4K 2:00 / 23:18

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Epic Pegging Compilation

67% HD 0:10 / 31:37

Epic Pegging Compilation

LoyalFans 1 year ago

Abril Newton Private Show

HD 2:00 / 31:44

Abril Newton Private Show

Flirt4Free 5 months ago

Dominafire pov pegging her chastity sissy

Dominafire pov pegging her chastity sissy

xHamster 2 years ago

Best Femdom Pegging Compilation by Dominafire

Best Femdom Pegging Compilation by Dominafire

xHamster 1 year ago

Ass and Pussy Licking Pegging Rimming Blowjob #494

52% HD 1:01 / 20:02

Ass and Pussy Licking Pegging Rimming Blowjob #494

FapHouse 1 year ago

Femdom - Thick Ass Pawg Wife With Big Tits Fucks Her Husband With Strapon

Femdom - Thick Ass Pawg Wife With Big Tits Fucks Her Husband With Strapon

xHamster 5 months ago

Pt2 Plug Comes Out Huge Cock Goes in

81% HD 1:01 / 13:11

Pt2 Plug Comes Out Huge Cock Goes in

FapHouse 1 year ago

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

51% HD 1:01 / 13:10

Real Life Couple! Shared Sissy - Pegging the Sissy Hubby

FapHouse 3 months ago

Julie and Liza's Latex Doll

68% HD 0:10 / 19:56

Julie and Liza's Latex Doll

LoyalFans 2 weeks ago

Sissy Training Part 2 - Oral

58% 4K 1:01 / 38:08

Sissy Training Part 2 - Oral

FapHouse 4 weeks ago

Horny Strapon Fuck in the Forest

49% HD 0:39 / 3:38

Horny Strapon Fuck in the Forest

FapHouse 3 weeks ago

Elizabeth Whiler Private Show

51% HD 2:00 / 13:22

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Come on, Honey. I'll Fuck Your Ass. Stepmom Testing Stepsons Anal Hole.

62% 0:39 / 8:35

Come on, Honey. I'll Fuck Your Ass. Stepmom Testing Stepsons Anal Hole.

FapHouse 1 week ago

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

xHamster 3 weeks ago

Viky & Mateo Private Show

67% HD 2:00 / 32:44

Viky & Mateo Private Show

Flirt4Free 1 month ago

My Caged Sissy Get Assfucked

69% HD 1:01 / 10:31

My Caged Sissy Get Assfucked

FapHouse 2 years ago

Domme Drills Her Boytoy. Deep Pegging & Full Submission

60% 1:01 / 18:36

Domme Drills Her Boytoy. Deep Pegging & Full Submission

FapHouse 3 months ago

Me and @worshiplanawild made my sub feel like a little sissy object

65% HD 0:10 / 19:19

Me and @worshiplanawild made my sub feel like a little sissy object

LoyalFans 3 weeks ago

Sissy CumShots Compilation

Sissy CumShots Compilation

SortPorn 4 years ago

*** Orgasm: Latex-gloved Inanna Justice Fucks Her Pet Until They Cum

57% HD 1:01 / 8:47

*** Orgasm: Latex-gloved Inanna Justice Fucks Her Pet Until They Cum

FapHouse 4 days ago

Made over and fucked like a dirty whore

58% HD 1:01 / 13:47

Made over and fucked like a dirty whore

FapHouse 2 years ago

PEGGING SISSY EXTREME CBT FEMDOM CRUEL BALLBUSTING DOMINATRIX MISTRESS FACESITTING

PEGGING SISSY EXTREME CBT FEMDOM CRUEL BALLBUSTING DOMINATRIX MISTRESS FACESITTING

Eporner 2 years ago

Fucking the Sissy We Found in Bed

62% HD 1:01 / 7:21

Fucking the Sissy We Found in Bed

FapHouse 1 year ago

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

48% HD 1:01 / 12:49

Asian MILF Mistress Inserts Huge Dildo Into Slave Ass

FapHouse 2 months ago

Femdom Strap-on and Fisting for My New Slut

68% 0:39 / 33:16

Femdom Strap-on and Fisting for My New Slut

FapHouse 1 year ago

Jhanne Cherry Private Show

48% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 5 months ago

TAKE IT ALL! -hd

62% HD 0:10 / 8:12

TAKE IT ALL! -hd

LoyalFans 5 months ago

Sweet & Daaniel Private Show

57% HD 2:00 / 12:04

Sweet & Daaniel Private Show

Flirt4Free 1 month ago

Borrow My Sissy Boyfriend

58% 1:01 / 25:50

Borrow My Sissy Boyfriend

FapHouse 1 month ago

I Fuck Her Ass Like a Bitch and Make Her Cum on Her Face

58% HD 1:01 / 9:40

I Fuck Her Ass Like a Bitch and Make Her Cum on Her Face

FapHouse 8 months ago

Sissy compilation volume 2

51% HD 1:01 / 13:42

Sissy compilation volume 2

FapHouse 3 years ago

Sissy Mesmerize Sessions

61% HD 0:10 / 16:20

Sissy Mesmerize Sessions

LoyalFans 3 years ago

BBC Rubber Slut

HD 0:10 / 14:43

BBC Rubber Slut

LoyalFans 2 weeks ago

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging

xHamster 1 year ago

Miss Ruby Pvc Domme Throatfucks Sissy Maid with Huge Black Strap-on, Sph, Face Slapping with Dildo

69% 0:07 / 0:39

Miss Ruby Pvc Domme Throatfucks Sissy Maid with Huge Black Strap-on, Sph, Face Slapping with Dildo

FapHouse 5 months ago

Sissy Boyfriend Found Out and Pegged

50% HD 0:10 / 18:38

Sissy Boyfriend Found Out and Pegged

LoyalFans 3 years ago

Brittney & Elvis Private Show

53% HD 2:00 / 6:22

Brittney & Elvis Private Show

Flirt4Free 2 years ago

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging

53% HD 1:01 / 22:02

Your Lesbian Wife Turns You Into a Woman - Clara Dee POV Virtual Sex Sissy Pegging

FapHouse 1 year ago

Viky & Mateo Private Show

69% HD 2:00 / 19:22

Viky & Mateo Private Show

Flirt4Free 1 month ago

My bisexual boyfriend come 2 the next level

HD 1:01 / 26:46

My bisexual boyfriend come 2 the next level

FapHouse 5 years ago

Sissy Sex Slave

49% HD 0:30 / 1:21:00

Sissy Sex Slave

AEBN 16 years ago

Horny Strapon Fuck in the Forest

70% HD 0:39 / 3:38

Horny Strapon Fuck in the Forest

FapHouse 3 weeks ago

Come on, Honey. I'll Fuck Your Ass. Stepmom Testing Stepsons Anal Hole.

62% 0:39 / 8:35

Come on, Honey. I'll Fuck Your Ass. Stepmom Testing Stepsons Anal Hole.

FapHouse 1 week ago

Ava Maddison Private Show

66% 4K 2:00 / 8:28

Ava Maddison Private Show

Flirt4Free 1 week ago

Femdom Caning Session

57% HD 1:01 / 37:49

Femdom Caning Session

FapHouse 7 months ago

Jhanne Cherry Private Show

68% 4K 2:00 / 14:24

Jhanne Cherry Private Show

Flirt4Free 7 months ago

my step brother becomes my step sister- sissy. sissy cums in a chastity cage. syssification.

my step brother becomes my step sister- sissy. sissy cums in a chastity cage. syssification.

PornBox 2 years ago

Angelica Swiss Party on Jan 21, 2026 - Part 2

64% 4K 2:00 / 4:00:00+

Angelica Swiss Party on Jan 21, 2026 - Part 2

Flirt4Free 1 month ago

Viky & Mateo Private Show

59% HD 2:00 / 4:46

Viky & Mateo Private Show

Flirt4Free 1 month ago

PEGGING SISSY EXTREME CBT FEMDOM CRUEL BALLBUSTING DOMINATRIX MISTRESS FACESITTING

PEGGING SISSY EXTREME CBT FEMDOM CRUEL BALLBUSTING DOMINATRIX MISTRESS FACESITTING

Eporner 2 years ago

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

62% HD 1:01 / 5:10

Her Mission Is to Take Him Deep with Her Siswet From Mrhankeystoys

FapHouse 7 months ago

Viky & Mateo Private Show

60% HD 2:00 / 11:13

Viky & Mateo Private Show

Flirt4Free 1 month ago

Emily & Stesha Private Show

53% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 3 weeks ago

Jhanne Cherry Private Show

53% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Femdom Pegging Gangbang

65% HD 0:39 / 12:36

Femdom Pegging Gangbang

FapHouse 1 week ago

Viky & Mateo Private Show

56% HD 2:00 / 4:48

Viky & Mateo Private Show

Flirt4Free 1 month ago

Transformation complete, time to train the sissy slut hole

52% HD 0:10 / 15:18

Transformation complete, time to train the sissy slut hole

LoyalFans 5 months ago

Abril Newton Private Show

59% 4K 2:00 / 11:48

Abril Newton Private Show

Flirt4Free 7 months ago

Sissy-schlampe Wird Bestraft!

Sissy-schlampe Wird Bestraft!

FapHouse 5 months ago

Feminization and strap-on pegging with Lady Annabelle | Evilwoman, Lady Annabelle

HD 0:10 / 14:40

Feminization and strap-on pegging with Lady Annabelle | Evilwoman, Lady Annabelle

LoyalFans 4 weeks ago

Sissy Gets Pegged by Femdom

66% HD 1:01 / 10:31

Sissy Gets Pegged by Femdom

FapHouse 6 months ago

Now Do You Understand What I Feel During Anal?!

65% HD 0:39 / 5:53

Now Do You Understand What I Feel During Anal?!

FapHouse 2 weeks ago

Elizabeth Whiler Private Show

54% HD 2:00 / 6:03

Elizabeth Whiler Private Show

Flirt4Free 3 years ago

Freaky Franken - Award Winner Super-Sissy-Slave 2022 - GERMAN

54% HD 0:10 / 39:23

Freaky Franken - Award Winner Super-Sissy-Slave 2022 - GERMAN

LoyalFans 1 year ago

Evil Fur Santa ‘25; Earn My Dick Slutty Reindeer 😈

60% HD 0:10 / 16:40

Evil Fur Santa ‘25; Earn My Dick Slutty Reindeer 😈

LoyalFans 1 month ago

Lady José’s Sissy Evening Check: Failure And Punishment

HD 0:10 / 19:08

Lady José’s Sissy Evening Check: Failure And Punishment

LoyalFans 2 weeks ago

Shiny and Strapped to Show Our Sissy Slut the Ropes

66% HD 0:10 / 26:34

Shiny and Strapped to Show Our Sissy Slut the Ropes

LoyalFans 1 month ago

Mel spit roasted by Shane and Sissi!

73% 1:01 / 5:56

Mel spit roasted by Shane and Sissi!

FapHouse 2 years ago

Jhanne Cherry Private Show

58% 4K 2:00 / 6:40

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Katharine Cane Party on Feb 15, 2026 - Part 2

4K 2:00 / 14:42

Katharine Cane Party on Feb 15, 2026 - Part 2

Flirt4Free 1 week ago

Humiliating and Pegging My Sissy Bitch with BBC Dildo

55% HD 1:01 / 6:32

Humiliating and Pegging My Sissy Bitch with BBC Dildo

FapHouse 4 weeks ago

She Fucks Her Producer for Lying

61% HD 1:01 / 6:57

She Fucks Her Producer for Lying

FapHouse 1 year ago

Molly and Alex at Home

53% 0:12 / 28:04

Molly and Alex at Home

AdultPrime 6 years ago

Be My Pegging Bitch

56% HD 1:01 / 15:56

Be My Pegging Bitch

FapHouse 4 months ago

Giant Creampie Eating Gulp Compilation Large Cum Eating Cuckolds Bitch Wife Screwing And Sucking Bbc Coarse Sex chastity ding-dong

Giant Creampie Eating Gulp Compilation Large Cum Eating Cuckolds Bitch Wife Screwing And Sucking Bbc Coarse Sex chastity ding-dong

Amateur8 2 years ago

Amber Fletcher Private Show - Part 3

65% HD 2:00 / 21:25

Amber Fletcher Private Show - Part 3

Flirt4Free 1 year ago

Cum Competition

67% HD 0:08 / 0:39

Cum Competition

FapHouse 5 months ago

NEW - Suck My Alien Ladycock, Faggot Drew

70% HD 0:10 / 9:14

NEW - Suck My Alien Ladycock, Faggot Drew

LoyalFans 1 week ago

Femdom Strap-on and Fisting for My New Slut

64% 1:01 / 33:16

Femdom Strap-on and Fisting for My New Slut

FapHouse 1 year ago

The Secret of My Body

58% 2:00 / 5:16

The Secret of My Body

Flirt4Free 4 weeks ago

Sissy boi in pants gets banged up his chunky booty by SEXY mother I'd like to fuck HEADMISTRESS! FitNaughtyCouple on OnlyFans

Sissy boi in pants gets banged up his chunky booty by SEXY mother I'd like to fuck HEADMISTRESS! FitNaughtyCouple on OnlyFans

SortPorn 1 week ago

Abril Newton Private Show

55% 4K 2:00 / 6:08

Abril Newton Private Show

Flirt4Free 5 months ago

Jhanne Cherry Private Show

56% 4K 2:00 / 6:21

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Whore hole - part 4 of 5

Whore hole - part 4 of 5

FapHouse 7 years ago

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

Sissy husbands cock caged and fucked in his ass with mistress's big strapon

xHamster 2 years ago

Feminized and Pegged - Ruby Onyx

62% HD 1:01 / 20:11

Feminized and Pegged - Ruby Onyx

FapHouse 1 week ago

Schwanz Wettbewerb im Pornokino(deutsch) / Cock and Clitty competition in the german Filmclub

54% HD 0:10 / 14:12

Schwanz Wettbewerb im Pornokino(deutsch) / Cock and Clitty competition in the german Filmclub

LoyalFans 2 years ago

Sissy Girl and the Big Black Cock

55% 1:01 / 9:39

Sissy Girl and the Big Black Cock

FapHouse 1 year ago

Bound & Caned by 2 Asian Dommes

56% HD 1:01 / 8:05

Bound & Caned by 2 Asian Dommes

FapHouse 1 month ago

Emily & Stesha Private Show

61% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 1 month ago

Sandra Angell Private Show

63% HD 2:00 / 30:17

Sandra Angell Private Show

Flirt4Free 2 years ago

Nylon male bitch

63% HD 1:01 / 12:31

Nylon male bitch

FapHouse 6 years ago

Latex Fucking with Mistress Susi

66% HD 0:10 / 7:41

Latex Fucking with Mistress Susi

LoyalFans 3 weeks ago

Emily & Stesha Private Show

54% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 1 month ago

The Bimbofication Serum

58% HD 0:10 / 16:32

The Bimbofication Serum

LoyalFans 2 years ago

FemForHer Pegging Legs Spread Compilation Vol. V

FemForHer Pegging Legs Spread Compilation Vol. V

xHamster 4 months ago

Pinned and Pegged

Pinned and Pegged

FapHouse 1 month ago

Fem-boy and the Slave

61% HD 1:01 / 32:41

Fem-boy and the Slave

FapHouse 11 months ago

Double Anal Fisting Compilation Ft Latex Mistress Patricia Maz Morbid

HD 1:01 / 56:19

Double Anal Fisting Compilation Ft Latex Mistress Patricia Maz Morbid

FapHouse 6 days ago

Putting the pretty pink sissy through her paces Part 3

HD 0:10 / 11:39

Putting the pretty pink sissy through her paces Part 3

LoyalFans 1 week ago

Camilla Polls Private Show

57% 4K 2:00 / 6:05

Camilla Polls Private Show

Flirt4Free 7 months ago

Jhanne Cherry Private Show

56% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Sissy Swimsuit Slut Bend Over and Gets Fucked

48% HD 1:01 / 6:18

Sissy Swimsuit Slut Bend Over and Gets Fucked

FapHouse 5 months ago

Viky & Mateo Private Show

60% HD 2:00 / 44:54

Viky & Mateo Private Show

Flirt4Free 1 month ago

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