Sissy Solo (27,870)

The best and newest sissy solo videos

47-Year-Old Widow Sissy Seeks New Adventures on the FREELOVE Sex Dating Site

47-Year-Old Widow Sissy Seeks New Adventures on the FREELOVE Sex Dating Site

XHamster 1 year ago

Jhanne Cherry Private Show

60% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 10 months ago

MILF Rosie doms sissy cuckold clit tramp the taboo femdom stepmom

MILF Rosie doms sissy cuckold clit tramp the taboo femdom stepmom

AveXXX 1 week ago

21 SEXTREME - Busty Mature Maid in Stockings Ride Big Dick

21 SEXTREME - Busty Mature Maid in Stockings Ride Big Dick

Some.Porn 7 months ago

Emmalee Jones Plays with Herself with Fuzzy Socks on

Emmalee Jones Plays with Herself with Fuzzy Socks on

Flirt4Free 1 year ago

BDSM sissy gets pegged by mistress in 3some

BDSM sissy gets pegged by mistress in 3some

Some.Porn 2 years ago

Mature MILF Try On Haul From Demure to Red Hot Dresses

Mature MILF Try On Haul From Demure to Red Hot Dresses

XHamster 1 year ago

Abril Newton Private Show

62% HD 2:00 / 5:08

Abril Newton Private Show

Flirt4Free 10 months ago

Emmalee Jones Gets Naught

55% 4K 2:00 / 4:26

Emmalee Jones Gets Naught

Flirt4Free 9 months ago

Dirty Talk Slave Do What I Told You Now Be Polite Nice Sissy Sexy Accent Come Lick My Pussy And Feet

Dirty Talk Slave Do What I Told You Now Be Polite Nice Sissy Sexy Accent Come Lick My Pussy And Feet

InPorn 4 years ago

Misty Sissy

Some.Porn 10 months ago

Gender Bending Feminization Sissification

Gender Bending Feminization Sissification

Pornzona 2 months ago

Latex, boots, glasses, and creampie

Latex, boots, glasses, and creampie

Some.Porn 1 year ago

3 old and young lesbians playing with each other's pussies!

68% HD 1:10 / 29:56

3 old and young lesbians playing with each other's pussies!

Mature.nl 8 years ago

Jhanne Cherry Private Show

48% HD 2:00 / 40:31

Jhanne Cherry Private Show

Camster 10 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 10 months ago

Jhanne Cherry Private Show

55% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Size Queen Sissy Boy Training with CEI

HD 0:39 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 weeks ago

Jhanne Cherry Private Show

53% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 11 months ago

47-year-old widow Sissy is exploring new adventures on the FREELOVE adult dating site.

47-year-old widow Sissy is exploring new adventures on the FREELOVE adult dating site.

XHamster 1 year ago

Miss Alika White - Why I Think Sissies Are So Pathetic

Miss Alika White - Why I Think Sissies Are So Pathetic

YepTube 4 days ago

Sissy Swimsuit Slut Bend Over and Gets Fucked

59% HD 0:39 / 6:18

Sissy Swimsuit Slut Bend Over and Gets Fucked

FapHouse 10 months ago

My Pee Slave 4xpee

59% HD 1:01 / 16:25

My Pee Slave 4xpee

FapHouse 7 months ago

Bi Domination: Not Entirely Straight

58% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 3 months ago

Jhanne Cherry Private Show

50% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Size Queen Sissy Boy Training with CEI

69% HD 1:01 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 weeks ago

Jhanne Cherry Private Show

51% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 10 months ago

... - Part 3

58% 4K 2:00 / 4:53

Camster 1 month ago

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

Femdom POV: Sissification, Dirty Talk, Sph, CEI, JOI. Arya Grander and Mistress Priest

XHamster 1 year ago

Sissy, a 47-year-old widow, is ready to explore new adventures on FREELOVE, the adult dating platform.

Sissy, a 47-year-old widow, is ready to explore new adventures on FREELOVE, the adult dating platform.

XHamster 1 year ago

Sissy, a 47-year-old widow, is willing to explore fresh adventures on FREELOVE, the adult dating platform.

Sissy, a 47-year-old widow, is willing to explore fresh adventures on FREELOVE, the adult dating platform.

SortPorn 1 year ago

The Sissygasm

53% 0:39 / 12:01

FapHouse 1 year ago

Kailani Kai returns... with bigger!

Kailani Kai returns... with bigger!

Some.Porn 1 year ago

HOW, dancing and having fun, you can hang panties on your

HOW, dancing and having fun, you can hang panties on your

XHamster 1 year ago

Emily & Stesha Private Show

56% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 7 months ago

Femdom POV Sissy Training Pleasure Him

46% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

Sissy Gangbang Fantasy Story - Clara Dee Story

Sissy Gangbang Fantasy Story - Clara Dee Story

XHamster 6 months ago

Made to Be a Slut and Feminized by the Birthday Girl

57% HD 1:01 / 11:17

Made to Be a Slut and Feminized by the Birthday Girl

FapHouse 9 months ago

Size Queen Sissy Male Training with CEI

Size Queen Sissy Male Training with CEI

BigTitsLust 1 week ago

Emily & Stesha Private Show

53% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 7 months ago

Femdom POV Sissy Training Pleasure Him

52% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 3 months ago

The Goddess Eris - Admit You Want It Sissy

The Goddess Eris - Admit You Want It Sissy

DrTuber 2 weeks ago

Amber Fletcher Private Show

58% HD 2:00 / 5:11

Amber Fletcher Private Show

Camster 1 year ago

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

HD 0:39 / 23:50

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

FapHouse 2 days ago

Abril Newton Private Show

61% 4K 2:00 / 11:48

Abril Newton Private Show

Camster 1 year ago

Anal demand

Some.Porn 1 year ago

Jhanne Cherry Private Show

60% HD 2:00 / 4:58

Jhanne Cherry Private Show

Flirt4Free 9 months ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 10 months ago

Vicki Vale Private Show

69% 4K 2:00 / 8:46

Vicki Vale Private Show

Camster 1 week ago

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 2 weeks ago

Larkin Love - Dressing My Sissy Sub

Larkin Love - Dressing My Sissy Sub

VivaTube 10 months ago

Domina Elara Become My Sissy Slut

Domina Elara Become My Sissy Slut

VivaTube 7 months ago

Tattooed Temptress Sissy Cum Play CEI

Tattooed Temptress Sissy Cum Play CEI

VivaTube 5 months ago

Stepmommy Uses Her Strap-on

44% HD 1:01 / 13:42

Stepmommy Uses Her Strap-on

FapHouse 1 week ago

Cucking My Sissy Hubby on Our Wedding Night with BBC

Cucking My Sissy Hubby on Our Wedding Night with BBC

XHamster 1 year ago

Horny Latina Wife Watches BBC Porn While Holding Your Chastity Key

56% HD 1:01 / 20:29

Horny Latina Wife Watches BBC Porn While Holding Your Chastity Key

FapHouse 1 year ago

Jhanne Cherry Private Show

60% HD 2:00 / 8:56

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Betty Watkins Private Show

62% 4K 2:00 / 14:26

Betty Watkins Private Show

Flirt4Free 7 months ago

Clara Dee - POV Sissy Pegging - CUSTOM FOR FRED

Clara Dee - POV Sissy Pegging - CUSTOM FOR FRED

Pornzona 1 week ago

Stepmommy Uses Her Strap-on

58% HD 0:39 / 13:42

Stepmommy Uses Her Strap-on

FapHouse 1 week ago

Mistress Julina begins sissy feminization training in glossy latex

Mistress Julina begins sissy feminization training in glossy latex

Yesvids 1 week ago

Porn story about a husband turning into a sissy (2I2) RUS

Porn story about a husband turning into a sissy (2I2) RUS

XHamster 4 months ago

Pegging the Office Sissy - Clara Dee POV

Pegging the Office Sissy - Clara Dee POV

FapHouse 4 months ago

Mandy Lov Private Show

Mandy Lov Private Show

Camster 5 days ago

You're a Cock-Suckin', Ass-Lickin' Fucker!

You're a Cock-Suckin', Ass-Lickin' Fucker!

Some.Porn 11 months ago

Little Sissy

VR 1:12 / 15:04

VRPorn 5 months ago

Sissy

61% HD 0:39 / 24:55

FapHouse 2 months ago

Girl Bullies - Step-Sissy Bullied Into Becoming Neighborhood

Girl Bullies - Step-Sissy Bullied Into Becoming Neighborhood

Nuvid 2 weeks ago

Sissy Neri is a squirter mature from Italy

Sissy Neri is a squirter mature from Italy

Fapnado 2 years ago

French Amateur Stepmom Humiliates Her Small Dick Stepson

65% 1:01 / 5:45

French Amateur Stepmom Humiliates Her Small Dick Stepson

FapHouse 2 years ago

47-Year-Old Widow Sissy Seeks Fresh Adventures on the FREELOVE Sex Dating Web page

47-Year-Old Widow Sissy Seeks Fresh Adventures on the FREELOVE Sex Dating Web page

MatureTubeHere 1 year ago

JOI for Anal CEI Ashley Sinclair

53% HD 1:01 / 7:03

JOI for Anal CEI Ashley Sinclair

FapHouse 3 months ago

Miss Alika White - A-Z Sissy Training

Miss Alika White - A-Z Sissy Training

Nuvid 1 month ago

Dirty Demi - My BFF Is A Sissy Cuck

Dirty Demi - My BFF Is A Sissy Cuck

YepTube 2 weeks ago

Her sissy neighbor gets femmed by MILF Rosie live on camera

Her sissy neighbor gets femmed by MILF Rosie live on camera

AveXXX 1 week ago

Magic Fantasy: I Transform You Into a Real Sissy Slave Girl

61% HD 0:07 / 0:40

Magic Fantasy: I Transform You Into a Real Sissy Slave Girl

FapHouse 8 months ago

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

FapHouse 2 days ago

Porn story Feminization of a Husband - Turning into a Sissy FINAL (2I2) RUS

Porn story Feminization of a Husband - Turning into a Sissy FINAL (2I2) RUS

XHamster 4 months ago

Camilla Polls Private Show

58% 4K 2:00 / 11:32

Camilla Polls Private Show

Camster 1 month ago

Miss Alika White Size Queen Sissy Training

Miss Alika White Size Queen Sissy Training

YepTube 6 months ago

Manu Eyngri Private Show

Manu Eyngri Private Show

Camster 1 week ago

Kate Rhoades Private Show

59% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 8 months ago

Special feminization training with your girlfriend Yae Miko (Femdom JOI)

Special feminization training with your girlfriend Yae Miko (Femdom JOI)

Eporner 1 month ago

Elvira Monster Mash Sissy Training

Elvira Monster Mash Sissy Training

FapHouse 1 year ago

The Mistress T Collection - Turning My Stepson Straight

52% VR 1:30 / 21:12

The Mistress T Collection - Turning My Stepson Straight

VRPorn 10 years ago

Your PET slut for the day POV fuck

Your PET slut for the day POV fuck

XHamster 1 year ago

Charlotte Texas Private Show

HD 2:00 / 13:28

Charlotte Texas Private Show

Flirt4Free 3 years ago

Helena Red Private Show

65% HD 2:00 / 10:43

Helena Red Private Show

Flirt4Free 3 years ago

Wear These for Step-mommy!

Wear These for Step-mommy!

XHamster 1 year ago

... - Part 3

56% 4K 2:00 / 4:53

Flirt4Free 1 month ago

Manu Eyngri Private Show

4K 2:00 / 28:43

Manu Eyngri Private Show

Camster 1 week ago

Kate Rhoades Private Show

56% 4K 2:00 / 11:18

Kate Rhoades Private Show

Flirt4Free 8 months ago

Kate Rhoades Private Show

61% 4K 2:00 / 7:04

Kate Rhoades Private Show

Camster 8 months ago

Ellie Idol wears tight latex and embraces sissy humiliation in solo webcam show

Ellie Idol wears tight latex and embraces sissy humiliation in solo webcam show

Yesvids 1 month ago

Mistress T - You Are A Sissy Cocksucker

Mistress T - You Are A Sissy Cocksucker

VipTube 2 years ago

Emily & Stesha Private Show

72% 4K 2:00 / 8:54

Emily & Stesha Private Show

Flirt4Free 4 months ago

A Sissy Care Day - Task, Chastity, Butt Plug, Dildo

HD 1:01 / 10:37

A Sissy Care Day - Task, Chastity, Butt Plug, Dildo

FapHouse 1 year ago

Satin Scarf Lover and Cumming on a Shiny Satin Scarf, Lady Victoria Valente

HD 0:39 / 10:35

Satin Scarf Lover and Cumming on a Shiny Satin Scarf, Lady Victoria Valente

FapHouse 3 months ago

Slutty Step-stepbrother Takes My Bfs Huge Load

Slutty Step-stepbrother Takes My Bfs Huge Load

FapHouse 1 week ago

Sissy Neri is a hot Italian MILF that loves to play with her pussy until she squirts

64% 4K 0:44 / 17:03

Sissy Neri is a hot Italian MILF that loves to play with her pussy until she squirts

Mature.nl 3 years ago

Moan for me my sissy bitch - sissification with collar, anal plugs and rubber pussy

Moan for me my sissy bitch - sissification with collar, anal plugs and rubber pussy

Pornfact 1 month ago

Abril Newton Private Show

55% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 11 months ago

Little Sissy

Premium VR 15:04

SexLikeReal 7 months ago

Feminization training sissy slut neighbor girl under MILF Femdommy Rosie

Feminization training sissy slut neighbor girl under MILF Femdommy Rosie

AveXXX 1 week ago

Dip your tongue into my cumming vagina

Dip your tongue into my cumming vagina

XHamster 1 year ago

Mistress Lucy XX – Sissy Customer Services Humiliation

Mistress Lucy XX – Sissy Customer Services Humiliation

Nuvid 2 years ago

Femdom Mistress with big titts sissy slave BBC Strapon fuck fetish

Femdom Mistress with big titts sissy slave BBC Strapon fuck fetish

Pornfact 21 hours ago

Emily & Stesha Private Show

Emily & Stesha Private Show

Camster 7 months ago

Sissy Feminization, Taping and Tucking Instruction.

Sissy Feminization, Taping and Tucking Instruction.

VivaTube 3 years ago

Emmalee Jones Party on Apr 13, 2026 - Part 3

66% 4K 2:00 / 34:14

Emmalee Jones Party on Apr 13, 2026 - Part 3

Flirt4Free 3 months ago

Miss Alika White Sissy Cuck Trigger Implantation

Miss Alika White Sissy Cuck Trigger Implantation

VipTube 6 months ago

Your Sissy Dream

Your Sissy Dream

FapHouse 7 months ago

Penny Barber - Sissy ABDL Princess Tea Party

Penny Barber - Sissy ABDL Princess Tea Party

Nuvid 2 years ago

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

68% HD 2:00 / 4:53

Striptease, full nude, masturbation, tit play and ending with a deep blowjob - Part 2

Flirt4Free 1 year ago

Bye Bye Pussy

Pornzona 4 weeks ago

Emily & Stesha Private Show

53% 4K 2:00 / 9:06

Emily & Stesha Private Show

Flirt4Free 3 months ago

Charlotte Flexes Naked

69% HD 2:00 / 3:51

Charlotte Flexes Naked

Flirt4Free 9 years ago

Reven Mayers Private Show

Reven Mayers Private Show

Camster 1 day ago

Isadora Dunkan Private Show

Isadora Dunkan Private Show

Camster 6 days ago

Camilla Polls Private Show

64% 4K 2:00 / 11:32

Camilla Polls Private Show

Flirt4Free 1 month ago

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27,870 results found

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