Sissy Solo (12,682)

The best and newest sissy solo videos

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 11 months ago

”Sissy Neri is a squirter mature from Italy”

”Sissy Neri is a squirter mature from Italy”

Rainblow 3 days ago

Mature MILF Try On Haul From Demure to Red Hot Dresses

Mature MILF Try On Haul From Demure to Red Hot Dresses

xHamster 8 months ago

20 Mins Sissy Get Ready Make up with Me

20 Mins Sissy Get Ready Make up with Me

xHamster 1 month ago

Day 5 of 7: CBT Day

Day 5 of 7: CBT Day

xHamster 2 months ago

The beginning of control begins, the control I have over you, over your seed, over the COMING

The beginning of control begins, the control I have over you, over your seed, over the COMING

xHamster 1 month ago

Jhanne Cherry Private Show

53% HD 2:00 / 6:41

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Baby Girl - Be My Smoking Sissy Boy!

Baby Girl - Be My Smoking Sissy Boy!

VivaTube 1 month ago

Cucumber Plays with Big Boobs

Cucumber Plays with Big Boobs

xHamster 6 months ago

Jhanne Cherry Private Show

44% HD 2:00 / 22:11

Jhanne Cherry Private Show

Flirt4Free 6 months ago

Helena Red Private Show

68% HD 2:00 / 10:43

Helena Red Private Show

Flirt4Free 3 years ago

Dominatrix Mistress April - Rose Garden Part one

Dominatrix Mistress April - Rose Garden Part one

xHamster 4 years ago

Abril Newton Private Show

63% HD 2:00 / 1:41:59

Abril Newton Private Show

Flirt4Free 6 months ago

Emily & Stesha Private Show

61% 4K 2:00 / 5:57

Emily & Stesha Private Show

Flirt4Free 1 month ago

Sofi Saenz Private Show

66% HD 2:00 / 8:23

Sofi Saenz Private Show

Flirt4Free 5 months ago

white sweet married couple latin queenshot fucking live ( & (18 25) (1819) 3d 3some 4k 69 a adorable africa african africans af

white sweet married couple latin queenshot fucking live ( & (18 25) (1819) 3d 3some 4k 69 a adorable africa african africans af

PornOne 5 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 7 months ago

Sissy Training Part 2 - Oral

58% 4K 1:01 / 38:08

Sissy Training Part 2 - Oral

FapHouse 4 weeks ago

Sissy Gangbang Fantasy Story - Clara Dee Story

Sissy Gangbang Fantasy Story - Clara Dee Story

xHamster 1 month ago

Jhanne Cherry Private Show

50% 4K 2:00 / 23:18

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Miss Alika White Sissy Cuck Trigger Implantation

Miss Alika White Sissy Cuck Trigger Implantation

VipTube 1 month ago

Made to Be a Slut and Feminized by the Birthday Girl

58% HD 1:01 / 11:17

Made to Be a Slut and Feminized by the Birthday Girl

FapHouse 4 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 7 months ago

Jhanne Cherry Private Show

48% HD 2:00 / 27:22

Jhanne Cherry Private Show

Flirt4Free 5 months 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

Emily & Stesha Private Show

53% 4K 2:00 / 12:53

Emily & Stesha Private Show

Flirt4Free 3 weeks ago

How, Dancing and Having Fun, You Can Hang Panties on Your

53% HD 0:39 / 9:39

How, Dancing and Having Fun, You Can Hang Panties on Your

FapHouse 5 months ago

Rainwear Humiliation - Shiny, Stupid, and Mine

Rainwear Humiliation - Shiny, Stupid, and Mine

xHamster 3 months ago

Jhanne Cherry Private Show

68% 4K 2:00 / 14:24

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Penny Barber - Sissy ABDL Princess Tea Party

Penny Barber - Sissy ABDL Princess Tea Party

Nuvid 2 years ago

Ava Maddison Private Show

66% 4K 2:00 / 8:28

Ava Maddison Private Show

Flirt4Free 1 week 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

Amber Fletcher Private Show - Part 3

65% HD 2:00 / 21:25

Amber Fletcher Private Show - Part 3

Flirt4Free 1 year ago

Jhanne Cherry Private Show

56% 4K 2:00 / 6:21

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Miss Alika White Sissy Cuck Trigger Implantation

Miss Alika White Sissy Cuck Trigger Implantation

WinPorn 2 months ago

Jhanne Cherry Private Show

58% 4K 2:00 / 6:40

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Therapy

60% HD 0:39 / 4:47

FapHouse 4 months ago

Bimbo Sissy Wank

71% HD 0:39 / 5:25

Bimbo Sissy Wank

FapHouse 5 months ago

In Sisssy clothes this is how you will soon look

In Sisssy clothes this is how you will soon look

xHamster 1 week ago

The Sissygasm

47% 1:01 / 12:01

FapHouse 8 months ago

Dip your tongue into my cumming vagina

Dip your tongue into my cumming vagina

xHamster 1 year ago

Rainwear Humiliation - Shiny, Stupid, and Mine

Rainwear Humiliation - Shiny, Stupid, and Mine

xHamster 2 months ago

Miss Alika White Size Queen Sissy Training

Miss Alika White Size Queen Sissy Training

YepTube 1 month 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 3 weeks ago

Best Of: Cory Chase

Best Of: Cory Chase

Some.Porn 5 months ago

Jhanne Cherry Private Show

56% HD 2:00 / 40:31

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Abril Newton Private Show

59% 4K 2:00 / 11:48

Abril Newton Private Show

Flirt4Free 7 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

Wear These for Step-mommy!

Wear These for Step-mommy!

xHamster 1 year ago

Jhanne Cherry Private Show

49% 4K 2:00 / 22:26

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Emily & Stesha Private Show

54% 4K 2:00 / 5:53

Emily & Stesha Private Show

Flirt4Free 1 month ago

Camilla Polls Private Show

57% 4K 2:00 / 6:05

Camilla Polls Private Show

Flirt4Free 7 months 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

Abril Newton Private Show

55% 4K 2:00 / 6:08

Abril Newton Private Show

Flirt4Free 5 months ago

BBC Worship Pantyhose Fetish

55% 4K 1:01 / 24:01

BBC Worship Pantyhose Fetish

FapHouse 2 months ago

My Pee Slave 4xpee

HD 1:01 / 16:25

My Pee Slave 4xpee

FapHouse 2 months ago

Abril Newton Private Show

57% HD 2:00 / 19:22

Abril Newton Private Show

Flirt4Free 6 months ago

Ava Maddison Private Show

55% 4K 2:00 / 6:07

Ava Maddison Private Show

Flirt4Free 4 days ago

Emily & Stesha Private Show

47% 4K 2:00 / 4:08

Emily & Stesha Private Show

Flirt4Free 3 weeks 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

You Will Be Wearing a Headscarf Today Sissy Kelly

You Will Be Wearing a Headscarf Today Sissy Kelly

xHamster 1 year ago

Jhanne Cherry Private Show

Jhanne Cherry Private Show

Flirt4Free 5 months ago

Emmalee Jones Gives Head

56% 4K 2:00 / 4:36

Emmalee Jones Gives Head

Flirt4Free 5 months ago

Larkin Love - Dressing My Sissy Sub

Larkin Love - Dressing My Sissy Sub

VivaTube 5 months ago

Swallow Your Cum, Sperm Slut!

Swallow Your Cum, Sperm Slut!

xHamster 2 months ago

Domina Elara Become My Sissy Slut

Domina Elara Become My Sissy Slut

VivaTube 2 months ago

Emily & Stesha Private Show

49% 4K 2:00 / 7:00

Emily & Stesha Private Show

Flirt4Free 3 weeks ago

German Sissy Becomes Whore Fatma a True Transformation

64% HD 0:07 / 0:40

German Sissy Becomes Whore Fatma a True Transformation

FapHouse 3 months ago

Jhanne Cherry Private Show

50% 4K 2:00 / 5:28

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Lingerie Lover - Sissy Pegging POV

59% HD 1:01 / 15:30

Lingerie Lover - Sissy Pegging POV

FapHouse 11 months ago

Jhanne Cherry Private Show

58% 4K 2:00 / 21:44

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Lingerie Try on, Sissification, Underwear Drawer

HD 1:01 / 10:29

Lingerie Try on, Sissification, Underwear Drawer

FapHouse 3 months ago

Sofi Saenz Private Show

Sofi Saenz Private Show

Flirt4Free 6 months ago

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

63% HD 0:07 / 0:40

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

FapHouse 3 months ago

Emmalee Jones Private Show

4K 2:00 / 12:09

Emmalee Jones Private Show

Flirt4Free 1 day ago

Ava Maddison Private Show

64% 4K 2:00 / 6:12

Ava Maddison Private Show

Flirt4Free 1 week ago

Emily & Stesha Private Show

50% 4K 2:00 / 29:40

Emily & Stesha Private Show

Flirt4Free 1 month 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

Your PET slut for the day POV fuck

Your PET slut for the day POV fuck

xHamster 1 year 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

Emily & Stesha Private Show

63% 4K 2:00 / 4:11

Emily & Stesha Private Show

Flirt4Free 2 months ago

Findom Trap

xHamster 1 week ago

Emily & Stesha Private Show

63% 4K 2:00 / 8:48

Emily & Stesha Private Show

Flirt4Free 1 month ago

BBC Owned My Womb

HD 0:10 / 14:56

BBC Owned My Womb

LoyalFans 3 weeks ago

Have You Been Practising to Take My Strapon Cock

66% HD 0:39 / 3:33

Have You Been Practising to Take My Strapon Cock

FapHouse 1 year ago

Isadora Dunkan Private Show

61% 4K 2:00 / 4:42

Isadora Dunkan Private Show

Flirt4Free 2 days ago

Abril Newton Private Show

63% HD 2:00 / 6:51

Abril Newton Private Show

Flirt4Free 6 months ago

French Amateur Stepmom Humiliates Her Small Dick Stepson

62% 1:01 / 5:45

French Amateur Stepmom Humiliates Her Small Dick Stepson

FapHouse 2 years ago

Jhanne Cherry Private Show

65% 4K 2:00 / 4:59

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Do You Like Double Penetration?

52% HD 2:00 / 12:31

Do You Like Double Penetration?

Flirt4Free 2 years ago

You Will Be Wearing a Headscarf Today Sissy Kelly

You Will Be Wearing a Headscarf Today Sissy Kelly

xHamster 1 year ago

Tattooed Temptress Sissy Cum Play CEI

Tattooed Temptress Sissy Cum Play CEI

VivaTube 3 weeks ago

Abril Newton Private Show

49% HD 2:00 / 22:13

Abril Newton Private Show

Flirt4Free 5 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

Emmalee Jones Party on Jan 13, 2026 - Part 2

65% 4K 2:00 / 43:59

Emmalee Jones Party on Jan 13, 2026 - Part 2

Flirt4Free 1 month ago

Jhanne Cherry Private Show

61% 4K 2:00 / 13:28

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Sissy Swimsuit Slut Bend Over and Gets Fucked

Sissy Swimsuit Slut Bend Over and Gets Fucked

xHamster 5 months ago

Jhanne Cherry Private Show

57% 4K 2:00 / 4:52

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Emily & Stesha Private Show

51% 4K 2:00 / 7:33

Emily & Stesha Private Show

Flirt4Free 3 weeks ago

Camilla Polls Private Show

64% 4K 2:00 / 25:57

Camilla Polls Private Show

Flirt4Free 6 months ago

Kendall Olsen - Boyfriend Turned Sissy Bitch

Kendall Olsen - Boyfriend Turned Sissy Bitch

WinPorn 2 weeks ago

Tiny Prince Turned Sissy Slut: Stepmommy's Humiliating Awakening

Tiny Prince Turned Sissy Slut: Stepmommy's Humiliating Awakening

FapHouse 3 months ago

Emmalee Jones Party on Feb 10, 2026 - Part 2

4K 2:00 / 23:21

Emmalee Jones Party on Feb 10, 2026 - Part 2

Flirt4Free 1 week ago

Jhanne Cherry Private Show

62% HD 2:00 / 9:23

Jhanne Cherry Private Show

Flirt4Free 5 months ago

And Now You're Going to Lick My Soles, Headscarf Slut! Lady Victoria Valente

And Now You're Going to Lick My Soles, Headscarf Slut! Lady Victoria Valente

FapHouse 5 days ago

”Sissy Neri is a squirter mature from Italy”

”Sissy Neri is a squirter mature from Italy”

Trashreality 1 year ago

Jhanne Cherry Private Show

57% HD 2:00 / 5:51

Jhanne Cherry Private Show

Flirt4Free 4 months ago

Kate Rhoades Private Show

61% 4K 2:00 / 4:18

Kate Rhoades Private Show

Flirt4Free 3 months ago

47-year-old widow Sissy is exploring recent adventures on the FREELOVE adult dating web resource.

47-year-old widow Sissy is exploring recent adventures on the FREELOVE adult dating web resource.

MatureTubeHere 11 months ago

Imagine Yourself Fucking Your StepBrother's Wife

Imagine Yourself Fucking Your StepBrother's Wife

xHamster 9 months ago

Pussy Eating Sissy (with CEI)

Pussy Eating Sissy (with CEI)

xHamster 9 months ago

Abril Newton Private Show

59% HD 2:00 / 16:26

Abril Newton Private Show

Flirt4Free 6 months ago

I'm Sending You Out to Work as a Hooker!

57% HD 1:01 / 6:15

I'm Sending You Out to Work as a Hooker!

FapHouse 1 month ago

Emily & Stesha Private Show

67% 4K 2:00 / 4:12

Emily & Stesha Private Show

Flirt4Free 2 months ago

Jhanne Cherry Private Show

64% 4K 2:00 / 7:42

Jhanne Cherry Private Show

Flirt4Free 7 months ago

Camilla Polls Private Show

53% 4K 2:00 / 7:05

Camilla Polls Private Show

Flirt4Free 7 months ago

You Are My Sissy Slut

HD 0:39 / 12:22

You Are My Sissy Slut

FapHouse 17 hours ago

Cristal Colin Party on Jun 21, 2022

63% HD 2:00 / 25:17

Cristal Colin Party on Jun 21, 2022

Flirt4Free 3 years ago

Your Sissy Dream

55% HD 1:01 / 6:10

Your Sissy Dream

FapHouse 2 months ago

Bondage Show

56% HD 2:00 / 36:00

Flirt4Free 1 year ago

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12,682 results found

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