Sissy Solo (27,865)

The best and newest sissy solo videos

Jhanne Cherry Private Show

61% HD 2:00 / 5:01

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Reven Mayers Private Show

Reven Mayers Private Show

Flirt4Free 1 week ago

Jhanne Cherry Private Show

4K 2:00 / 13:34

Jhanne Cherry Private Show

Camster 1 year ago

21 SEXTREME - Busty Mature Maid in Stockings Ride Big Dick

21 SEXTREME - Busty Mature Maid in Stockings Ride Big Dick

Some.Porn 9 months ago

Pussy Eating Sissy (with CEI)

Pussy Eating Sissy (with CEI)

XHamster 1 year ago

Latex, boots, glasses, and creampie

Latex, boots, glasses, and creampie

Some.Porn 1 year ago

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

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

Some.Porn 1 year ago

Your New Life as My Free Use Sissy

Your New Life as My Free Use Sissy

XHamster 3 months ago

Jhanne Cherry Private Show

48% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Feminization training slut neighbor girl under MILF Femdommy

Feminization training slut neighbor girl under MILF Femdommy

AveXXX 1 month ago

Manu Eyngri Private Show

Manu Eyngri Private Show

Flirt4Free 1 week ago

Coralyn Jewel Private Show

57% HD 2:00 / 10:00

Coralyn Jewel Private Show

Flirt4Free 3 years ago

Manu Eyngri Private Show

Manu Eyngri Private Show

Camster 1 week ago

Emmalee Jones Private Show

4K 2:00 / 11:31

Emmalee Jones Private Show

Camster 8 months ago

Play with My Sensual Body and Make My Squirt So Hard(fire)

Play with My Sensual Body and Make My Squirt So Hard(fire)

Flirt4Free 4 years 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

Size Queen Sissy Boy Training with CEI

55% HD 0:39 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 months ago

Femdom POV Sissy Training Pleasure Him

48% HD 0:39 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 5 months ago

Jhanne Cherry Private Show

60% 4K 2:00 / 9:09

Jhanne Cherry Private Show

Flirt4Free 1 year ago

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

70% 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

53% HD 2:00 / 8:06

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Barbie Lu's Body Show

Barbie Lu's Body Show

Some.Porn 1 year 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

Emily & Stesha Private Show

49% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 8 months ago

Step-mommy's Forever 2

64% 1:01 / 34:34

Step-mommy's Forever 2

FapHouse 3 weeks ago

Sissy Swimsuit Slut Bend Over and Gets Fucked

54% HD 0:39 / 6:18

Sissy Swimsuit Slut Bend Over and Gets Fucked

FapHouse 1 year ago

Jhanne Cherry Private Show

54% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Jhanne Cherry Private Show

50% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Bi Domination: Not Entirely Straight

52% HD 1:01 / 21:14

Bi Domination: Not Entirely Straight

FapHouse 4 months ago

Jhanne Cherry Private Show

54% HD 2:00 / 4:58

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Step-mommy's Forever 2

49% 0:39 / 34:34

Step-mommy's Forever 2

FapHouse 3 weeks ago

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

56% HD 0:07 / 0:40

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

FapHouse 9 months ago

Emily & Stesha Private Show

55% 4K 2:00 / 29:40

Emily & Stesha Private Show

Camster 8 months ago

Betty Watkins Private Show

62% 4K 2:00 / 14:26

Betty Watkins Private Show

Flirt4Free 8 months ago

Ava Maddison Private Show

59% 4K 2:00 / 29:24

Ava Maddison Private Show

Flirt4Free 6 months ago

Fullback Satin Panty Jerker (2016)

Fullback Satin Panty Jerker (2016)

XHamster 3 weeks ago

Emily & Stesha Private Show

58% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 8 months ago

Jhanne Cherry Private Show

57% HD 2:00 / 8:56

Jhanne Cherry Private Show

Flirt4Free 1 year 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 2 years ago

Femdom POV Sissy Training Pleasure Him

46% HD 1:01 / 22:52

Femdom POV Sissy Training Pleasure Him

FapHouse 5 months ago

Anal demand

Some.Porn 2 years 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

My Pee Slave 4xpee

58% HD 1:01 / 16:25

My Pee Slave 4xpee

FapHouse 9 months ago

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

Officer Pink Foxx Sissy Arrest

65% HD 0:39 / 14:43

Officer Pink Foxx Sissy Arrest

FapHouse 1 week ago

Jhanne Cherry Private Show

61% HD 2:00 / 19:58

Jhanne Cherry Private Show

Camster 11 months ago

Camilla Polls Private Show

54% 4K 2:00 / 11:32

Camilla Polls Private Show

Flirt4Free 2 months ago

Emmalee Jones Pov Hand Job Joi

Emmalee Jones Pov Hand Job Joi

Camster 1 year ago

Kate Rhoades Private Show

54% 4K 2:00 / 10:43

Kate Rhoades Private Show

Flirt4Free 10 months ago

Sissy Neri is a squirter mature from Italy

Sissy Neri is a squirter mature from Italy

Fapnado 2 years ago

Stepmommy Uses Her Strap-on

52% HD 0:39 / 13:42

Stepmommy Uses Her Strap-on

FapHouse 1 month ago

Jhanne Cherry Private Show

55% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 11 months ago

Jhanne Cherry Private Show

66% HD 2:00 / 10:57

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Jhanne Cherry Private Show

62% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 1 year 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

JOI for Anal CEI Ashley Sinclair

57% HD 1:01 / 7:03

JOI for Anal CEI Ashley Sinclair

FapHouse 4 months ago

Emmalee Jones Private Show

80% 4K 2:00 / 10:53

Emmalee Jones Private Show

Flirt4Free 9 months ago

Emily & Stesha Private Show

54% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 8 months ago

Emily & Stesha Private Show

57% 4K 2:00 / 29:40

Emily & Stesha Private Show

Flirt4Free 8 months ago

Emily & Stesha Private Show

59% 4K 2:00 / 4:08

Emily & Stesha Private Show

Camster 7 months ago

Sex Doll Has Arrived

HD 0:39 / 32:44

Sex Doll Has Arrived

FapHouse 1 year ago

I Make You Become a Cuntboy - Sph, Chastity, Shrinking, Micropenis

55% HD 1:01 / 9:28

I Make You Become a Cuntboy - Sph, Chastity, Shrinking, Micropenis

FapHouse 5 months ago

Give up Your Life to Serve Me

66% HD 1:01 / 11:39

Give up Your Life to Serve Me

FapHouse 3 weeks 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

Have You Been Practising to Take My Strapon Cock

69% HD 0:39 / 3:33

Have You Been Practising to Take My Strapon Cock

FapHouse 2 years ago

HD Be My Sissy Slut to Sniff My Sweet Feet

65% HD 1:01 / 8:11

HD Be My Sissy Slut to Sniff My Sweet Feet

FapHouse 2 days ago

femdom Bday gift PART 1

femdom Bday gift PART 1

XHamster 4 days ago

Sissy Swimsuit Slut Bend Over and Gets Fucked

44% HD 1:01 / 6:18

Sissy Swimsuit Slut Bend Over and Gets Fucked

FapHouse 1 year ago

Sissy Gangbang Fantasy Story - Clara Dee Story

Sissy Gangbang Fantasy Story - Clara Dee Story

XHamster 7 months ago

Cassie Flexen Private Show

HD 2:00 / 21:56

Cassie Flexen Private Show

Camster 5 months 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

Rainwear Humiliation - Shiny, Stupid, and Mine

57% HD 0:39 / 9:25

Rainwear Humiliation - Shiny, Stupid, and Mine

FapHouse 10 months ago

Sissy Slut Transformation - Sph

HD 1:01 / 18:03

Sissy Slut Transformation - Sph

FapHouse 4 weeks ago

Emily & Stesha Private Show

52% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 7 months ago

Jhanne Cherry Private Show

65% 4K 2:00 / 4:59

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Pussy Eating Sissy (with CEI)

55% HD 1:01 / 10:01

Pussy Eating Sissy (with CEI)

FapHouse 1 year ago

Abril Newton Private Show

53% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 1 year ago

Jhanne Cherry Private Show

48% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Camster 1 year ago

Dressed up in Gloss to Suck My Cock

Dressed up in Gloss to Suck My Cock

XHamster 1 week ago

Dip your tongue into my cumming vagina

Dip your tongue into my cumming vagina

XHamster 1 year ago

Pegging the Office Sissy - Clara Dee POV

63% 1:01 / 11:03

Pegging the Office Sissy - Clara Dee POV

FapHouse 6 months ago

Betty Marie Private Show

59% HD 2:00 / 8:11

Betty Marie Private Show

Camster 2 months ago

Emily & Stesha Private Show

57% 4K 2:00 / 7:33

Emily & Stesha Private Show

Camster 7 months ago

Girl Transformation Complete: Sissy Breeding with Dommy Rose

Girl Transformation Complete: Sissy Breeding with Dommy Rose

FapHouse 5 months ago

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

64% HD 0:39 / 23:50

MILF Domme in Leather Whores Out Her Sissy Boy Role Play

FapHouse 1 month ago

Emily & Stesha Private Show

52% 4K 2:00 / 7:00

Emily & Stesha Private Show

Flirt4Free 7 months ago

Horny Latina Wife Watches BBC Porn While Holding Your Chastity Key

59% HD 1:01 / 20:29

Horny Latina Wife Watches BBC Porn While Holding Your Chastity Key

FapHouse 1 year ago

Emily & Stesha Private Show

50% 4K 2:00 / 1:02:16

Emily & Stesha Private Show

Flirt4Free 4 months ago

Betty Sandra Private Show

55% HD 2:00 / 7:26

Betty Sandra Private Show

Flirt4Free 3 years ago

Dare to Come Closer?

64% HD 2:00 / 2:20

Dare to Come Closer?

Camster 1 year ago

Wear These for Step-mommy!

Wear These for Step-mommy!

XHamster 1 year ago

Jhanne Cherry Private Show

61% 4K 2:00 / 6:21

Jhanne Cherry Private Show

Flirt4Free 1 year ago

Wear My Hose and Sniff My Pumps

Wear My Hose and Sniff My Pumps

XHamster 2 weeks ago

Have You Been Practising to Take My Strapon Cock

72% HD 0:39 / 3:33

Have You Been Practising to Take My Strapon Cock

FapHouse 2 years ago

Jhanne Cherry Private Show

45% HD 2:00 / 40:31

Jhanne Cherry Private Show

Camster 11 months ago

Amber Fletcher Private Show

56% HD 2:00 / 5:43

Amber Fletcher Private Show

Flirt4Free 2 years ago

Femdom Paige Turnah Is Not Letting You in with Your Small Dick and Must Obey Her and Worship Her to Be Allowed Near Her Big Ass

Femdom Paige Turnah Is Not Letting You in with Your Small Dick and Must Obey Her and Worship Her to Be Allowed Near Her Big Ass

XHamster 2 years ago

Step-stepmommy's -wmv

Step-stepmommy's -wmv

FapHouse 3 weeks ago

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 1 month ago

Your PET slut for the day POV fuck

Your PET slut for the day POV fuck

XHamster 2 years ago

Pussy Eating Sissy (with CEI)

63% HD 0:39 / 10:01

Pussy Eating Sissy (with CEI)

FapHouse 1 year ago

Rebecca Rese Party on Sep 8, 2026 - Part 3

65% 4K 2:00 / 50:18

Rebecca Rese Party on Sep 8, 2026 - Part 3

Flirt4Free 4 days ago

Abril Newton Private Show

59% HD 2:00 / 5:08

Abril Newton Private Show

Flirt4Free 11 months ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Camster 1 year ago

Larkin Love - Dressing My Sissy Sub

Larkin Love - Dressing My Sissy Sub

VivaTube 11 months ago

Your New Life as My Free Use Sissy

45% HD 0:39 / 16:13

Your New Life as My Free Use Sissy

FapHouse 7 months ago

Day 5 of 7: CBT Day

58% HD 1:01 / 14:25

Day 5 of 7: CBT Day

FapHouse 9 months ago

Camilla Polls Private Show

58% 4K 2:00 / 11:32

Camilla Polls Private Show

Camster 2 months ago

Kailani Kai returns... with bigger!

Kailani Kai returns... with bigger!

Some.Porn 1 year ago

Isadora Dunkan Private Show

4K 2:00 / 39:47

Isadora Dunkan Private Show

Flirt4Free 2 weeks ago

Amber Fletcher Private Show

63% HD 2:00 / 5:11

Amber Fletcher Private Show

Camster 2 years ago

Size Queen Sissy Boy Training with CEI

Size Queen Sissy Boy Training with CEI

XHamster 2 months ago

Whored Out Office Sissy - Pegging POV with Elle Eros

66% HD 0:39 / 8:17

Whored Out Office Sissy - Pegging POV with Elle Eros

FapHouse 1 year ago

58-year-old Bobbi Shay gets off and tells how to jack off

58-year-old Bobbi Shay gets off and tells how to jack off

Some.Porn 1 year ago

Kate Rhoades Private Show

55% 4K 2:00 / 8:20

Kate Rhoades Private Show

Flirt4Free 10 months ago

Size Queen Sissy Boy Training with CEI

69% HD 1:01 / 20:55

Size Queen Sissy Boy Training with CEI

FapHouse 2 months ago

Amy Bllossom Private Show

62% HD 2:00 / 17:28

Amy Bllossom Private Show

Flirt4Free 1 year ago

Betty Sandra Private Show

63% 4K 2:00 / 4:50

Betty Sandra Private Show

Flirt4Free 2 years ago

Miss Alika White - Why I Think Sissies Are So Pathetic

Miss Alika White - Why I Think Sissies Are So Pathetic

YepTube 1 month ago

Emily & Stesha Private Show

51% 4K 2:00 / 4:08

Emily & Stesha Private Show

Flirt4Free 7 months ago

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