Compilation Sissy Videos (1,088)

Fucking Petite Trans - Compilation 17

63% HD 0:10 / 20:04

Fucking Petite Trans - Compilation 17

LoyalFans 2 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 1

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 1

Clips4sale 4 months ago

Hot Crossdressing Goddess Gets Blowjob from Trans Kelsey Masters Compilation 1

Hot Crossdressing Goddess Gets Blowjob from Trans Kelsey Masters Compilation 1

Clips4sale 4 months ago

Fucking Big Ass Sissy in Chastity - Compilation 2

HD 0:10 / 20:07

Fucking Big Ass Sissy in Chastity - Compilation 2

LoyalFans 2 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 17

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 17

Clips4sale 4 months ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 8

HD 0:10 / 20:18

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 8

LoyalFans 1 month ago

Femboys and The Fucking Machine - Compilation 2

HD 0:10 / 20:02

Femboys and The Fucking Machine - Compilation 2

LoyalFans 1 month ago

Sexy Femboys Fucking Around Compilation

HD 0:10 / 29:44

Sexy Femboys Fucking Around Compilation

LoyalFans 1 month ago

Femboys and The Fucking Machine - Compilation 8

HD 0:10 / 20:11

Femboys and The Fucking Machine - Compilation 8

LoyalFans 1 month ago

Hot Blonde Crossdresser Sucking BIG BBC *EXCLUSIVE*

Hot Blonde Crossdresser Sucking BIG BBC *EXCLUSIVE*

LoyalFans 1 month ago

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 1

HD 0:10 / 20:02

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 1

LoyalFans 1 month ago

Mistress Pegging Crossdresser Bailey Wilde - Compilation 1

63% HD 0:10 / 20:00

Mistress Pegging Crossdresser Bailey Wilde - Compilation 1

LoyalFans 1 month ago

Sissy Bailey Wilde Fucking Redhead TS Kelsey Masters Raw - Compilation 1

63% HD 0:10 / 20:01

Sissy Bailey Wilde Fucking Redhead TS Kelsey Masters Raw - Compilation 1

LoyalFans 1 month ago

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 3

HD 0:10 / 20:08

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 3

LoyalFans 1 month ago

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 1

HD 0:10 / 20:01

Petite Trans Woman Deepthroating TS Bailey Wilde's Cock - Compilation 1

LoyalFans 1 month ago

Very Hot Sissy Fucked - Compilation 3

HD 0:10 / 20:00

Very Hot Sissy Fucked - Compilation 3

LoyalFans 1 month ago

Sissy Daisy Sucking and Getting Fucked - Compilation 2

HD 0:10 / 29:54

Sissy Daisy Sucking and Getting Fucked - Compilation 2

LoyalFans 1 month ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 11

HD 0:10 / 20:10

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 11

LoyalFans 1 month ago

Goth Femboy Fucked Compilation

Premium HD 20:01

Goth Femboy Fucked Compilation

Clips4sale 3 months ago

Goth Sissy Jade Madison Sucking Dick Compilation 3

Premium HD 20:03

Goth Sissy Jade Madison Sucking Dick Compilation 3

Clips4sale 3 months ago

Trans Swallows and Jerking Off Compilation

Premium HD 20:15

Trans Swallows and Jerking Off Compilation

Clips4sale 3 months ago

Hottie Trans Woman Sucking Huge Cock Compilation

Premium 4K 16:36

Hottie Trans Woman Sucking Huge Cock Compilation

Clips4sale 3 months ago

Trans Chloe T Star Anal Blowjob Compilation

Premium 4K 33:15

Trans Chloe T Star Anal Blowjob Compilation

Clips4sale 3 months ago

VERY HOT Goth Sissy Jade Madison Fucked Doggystyle

VERY HOT Goth Sissy Jade Madison Fucked Doggystyle

LoyalFans 2 months ago

Fucking Petite Trans - Compilation 3

HD 0:10 / 20:05

Fucking Petite Trans - Compilation 3

LoyalFans 2 months ago

Sissy CD PMV

55% 0:19 / 4:33

Clips4sale 3 years ago

Super Sexy Petite Trans Fucked - Compilation 2

HD 0:10 / 20:00

Super Sexy Petite Trans Fucked - Compilation 2

LoyalFans 2 months ago

Tatted Trans Chloe T Star Fucked and Sucked - Compilation 4

HD 0:10 / 20:02

Tatted Trans Chloe T Star Fucked and Sucked - Compilation 4

LoyalFans 2 months ago

Super Sexy Petite Trans Fucked - Compilation 7

HD 0:10 / 20:00

Super Sexy Petite Trans Fucked - Compilation 7

LoyalFans 2 months ago

POUND TOWN - TS Becki Bottomz & Jake Grand

HD 0:10 / 28:04

POUND TOWN - TS Becki Bottomz & Jake Grand

LoyalFans 2 months ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 4

HD 0:10 / 20:00

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 4

LoyalFans 1 month ago

Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 4

HD 0:10 / 20:00

Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 4

LoyalFans 1 month ago

REALLY HOT Trans Woman Riding Strap On *EXCLUSIVE*

REALLY HOT Trans Woman Riding Strap On *EXCLUSIVE*

LoyalFans 1 month ago

Crossdressing, Fucking, Masturbation and Fucking Machine Compilation

HD 0:10 / 20:03

Crossdressing, Fucking, Masturbation and Fucking Machine Compilation

LoyalFans 1 month ago

Petite Trans Woman Sucking TS Bailey Wilde's Dick - Compilation 4

HD 0:10 / 20:15

Petite Trans Woman Sucking TS Bailey Wilde's Dick - Compilation 4

LoyalFans 1 month ago

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 4

HD 0:10 / 20:03

Petite Trans Woman and Crossdresser Bailey Wilde Fucking - Compilation 4

LoyalFans 1 month ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 10

HD 0:10 / 20:19

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 10

LoyalFans 1 month ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 1

HD 0:10 / 20:05

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 1

LoyalFans 1 month ago

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 13

HD 0:10 / 20:00

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 13

LoyalFans 1 month ago

Crossdressers Masturbation and Fucking Machine - Compilation 1

HD 0:10 / 20:01

Crossdressers Masturbation and Fucking Machine - Compilation 1

LoyalFans 1 month ago

Sissy Bailey Wilde and Petite Trans Woman - Compilation 3

HD 0:10 / 20:00

Sissy Bailey Wilde and Petite Trans Woman - Compilation 3

LoyalFans 1 month ago

Goth Sissy Jade Madison Sucking Dick Compilation 1

Premium HD 20:04

Goth Sissy Jade Madison Sucking Dick Compilation 1

Clips4sale 3 months ago

Pink Haired Trans Woman Fucked and Blowjob Compilation

Premium HD 1:53:00

Pink Haired Trans Woman Fucked and Blowjob Compilation

Clips4sale 3 months ago

Very Sexy Goth Femboy Jade Madison Anal Compilation 1

Premium 4K 20:02

Very Sexy Goth Femboy Jade Madison Anal Compilation 1

Clips4sale 3 months ago

Gorgeous Goth Femboy Jade Madison Anal Compilation

Premium 4K 30:47

Gorgeous Goth Femboy Jade Madison Anal Compilation

Clips4sale 3 months ago

Hot Femboy Fucked Mega Compilation

Premium 4K 1:00:01

Hot Femboy Fucked Mega Compilation

Clips4sale 3 months ago

Sissy Pegged by Dominatrix

HD 0:10 / 20:10

Sissy Pegged by Dominatrix

LoyalFans 1 month ago

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 3

HD 0:10 / 20:00

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 3

LoyalFans 1 month ago

Femboy Femdom BDSM Petite Trans Woman - Compilation 1

HD 0:10 / 20:02

Femboy Femdom BDSM Petite Trans Woman - Compilation 1

LoyalFans 1 month ago

Hot Crossdresser Gets Fucked RAW

Hot Crossdresser Gets Fucked RAW

LoyalFans 1 month ago

Hot Blonde Trans Beauty Fucked Missionary by BBC *EXCLUSIVE*

Hot Blonde Trans Beauty Fucked Missionary by BBC *EXCLUSIVE*

LoyalFans 1 month ago

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 4

HD 0:10 / 20:01

Mistress Strapon Fucking Sissy Bailey Wilde - Compilation 4

LoyalFans 1 month ago

Femboys and The Fucking Machine - Compilation 1

HD 0:10 / 20:01

Femboys and The Fucking Machine - Compilation 1

LoyalFans 1 month ago

Very Sexy Goth Femboy Jade Madison Anal Compilation 2

Premium 4K 20:00

Very Sexy Goth Femboy Jade Madison Anal Compilation 2

Clips4sale 3 months ago

Sissy BDSM Dominating Petite Trans Woman - Compilation 6

HD 0:10 / 24:04

Sissy BDSM Dominating Petite Trans Woman - Compilation 6

LoyalFans 1 month ago

Crossdresser and Trans Woman Using Fucking Machine - Compilation 8

HD 0:10 / 26:06

Crossdresser and Trans Woman Using Fucking Machine - Compilation 8

LoyalFans 1 month ago

Hot Crossdresser Fucking Huge Ass Femboy Compilation

HD 0:10 / 34:14

Hot Crossdresser Fucking Huge Ass Femboy Compilation

LoyalFans 1 month ago

Crossdresser Bailey Wilde BDSM Compilation 2

Crossdresser Bailey Wilde BDSM Compilation 2

Clips4sale 4 months ago

HOTTEST Crossdresser Fucked Mega Compilation

Premium 1:59:54

HOTTEST Crossdresser Fucked Mega Compilation

Clips4sale 5 months ago

Crossdresser BDSM Dominating Petite Trans Teen Compilation 3

Crossdresser BDSM Dominating Petite Trans Teen Compilation 3

Clips4sale 4 months ago

Sissyboy Comp

Clips4sale 3 years ago

Solo Male Mindfucking

Solo Male Mindfucking

Clips4sale 3 years ago

Top 10 Sissy Ideas 2023 (Pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

58% HD 0:29 / 21:54

Top 10 Sissy Ideas 2023 (Pegging, Butt Plugs, Piss, Chastity, Diapers, Enema)

Clips4sale 1 year ago

Lady Alice compilation 07 (demonstration 3) mesmerize

Lady Alice compilation 07 (demonstration 3) mesmerize

Clips4sale 2 years ago

Beam Fem PMV

Clips4sale 2 years ago

Crossdresser and Anal Masturbation PMV

Crossdresser and Anal Masturbation PMV

Clips4sale 3 years ago

Captioned Mindfuck CD PMV

Captioned Mindfuck CD PMV

Clips4sale 3 years ago

Sissy Solo VFX PMV

Sissy Solo VFX PMV

Clips4sale 3 years ago

Fire Booty PMV

Clips4sale 3 years ago

CD Pop PMV

Clips4sale 3 years ago

Femboy Solo Anal CD PMV

Femboy Solo Anal CD PMV

Clips4sale 3 years ago

Ryley Rails Cum Compilation Vol 8

65% HD 0:29 / 16:04

Ryley Rails Cum Compilation Vol 8

Clips4sale 4 years ago

Crossdresser Compilation

Crossdresser Compilation

Clips4sale 3 years ago

Sissy Anal Masturbation PMV

Sissy Anal Masturbation PMV

Clips4sale 3 years ago

Sissy Solo Male CD Encouragement

Sissy Solo Male CD Encouragement

Clips4sale 3 years ago

Bi Sissy Compilation

Bi Sissy Compilation

Clips4sale 1 year ago

Mind Melting CD PMV

Mind Melting CD PMV

Clips4sale 2 years ago

Huge BBC Anal Dildo Compilation - My Favorite Toy to Ride SD wmv

Huge BBC Anal Dildo Compilation - My Favorite Toy to Ride SD wmv

Clips4sale 2 years ago

Layered Sissy PMV

Layered Sissy PMV

Clips4sale 3 years ago

Lady Alice compilation 10 Lady Alice's Secret (mesmerize version)

4K 0:11 / 11:27

Lady Alice compilation 10 Lady Alice's Secret (mesmerize version)

Clips4sale 2 years ago

Natalie Fucking Machine Compilation

61% 4K 0:27 / 1:06:10

Natalie Fucking Machine Compilation

Clips4sale 2 years ago

Lady Alice compilation 06 (part 1) Beauty and Sexuality (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Lady Alice compilation 06 (part 1) Beauty and Sexuality (mesmerize version) View originals by subscription 4K UHD 60 FPS HDR

Clips4sale 2 years ago

CD Mind Fuck

Clips4sale 3 years ago

Solo Male Anal and CD Mind Fuck PMV

Solo Male Anal and CD Mind Fuck PMV

Clips4sale 2 years ago

Sissy Mind Melt CD PMV

Sissy Mind Melt CD PMV

Clips4sale 2 years ago

Sissy Slut Pegging Compilation Vol 1

HD 1:00 / 18:45

Sissy Slut Pegging Compilation Vol 1

Clips4sale 1 year ago

Sissy Sucks then Gets Fucked *EXCLUSIVE*

Sissy Sucks then Gets Fucked *EXCLUSIVE*

LoyalFans 1 month ago

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 5

HD 0:10 / 20:04

TS Bailey Wilde Fucking Petite Trans Woman - Compilation 5

LoyalFans 1 month ago

Sissy Femdom BDSM Petite Trans Woman - Compilation 1

HD 0:10 / 20:01

Sissy Femdom BDSM Petite Trans Woman - Compilation 1

LoyalFans 1 month ago

Sissy Bailey Wilde and Petite Trans Woman - Compilation 4

HD 0:10 / 36:25

Sissy Bailey Wilde and Petite Trans Woman - Compilation 4

LoyalFans 1 month ago

Hottest Femboy Compilation

HD 0:10 / 54:03

Hottest Femboy Compilation

LoyalFans 1 month ago

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 2

HD 0:10 / 20:00

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 2

LoyalFans 1 month ago

Gorgeous Femboy Goddess Gets Blowjob from Trans Kelsey Masters - Compilation 1

HD 0:10 / 25:01

Gorgeous Femboy Goddess Gets Blowjob from Trans Kelsey Masters - Compilation 1

LoyalFans 1 month ago

Hottest Crossdresser Fucked Compilation

HD 0:10 / 25:51

Hottest Crossdresser Fucked Compilation

LoyalFans 1 month ago

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 3

HD 0:10 / 20:41

Super Sexy Femboy Bailey Willde Fucked Raw - Compilation 3

LoyalFans 1 month ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 8

HD 0:10 / 20:02

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 8

LoyalFans 1 month ago

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 2

HD 0:10 / 20:01

Petite Trans Woman Fucked and Sucking by Bailey Wilde - Compilation 2

LoyalFans 1 month ago

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 7

HD 0:10 / 20:00

Crossdresser Bailey Wilde Fucking Petite Trans Woman - Compilation 7

LoyalFans 1 month ago

Hot Blonde Crossdresser Sucks BBC *EXCLUSIVE*

66% HD 0:10 / 4:02

Hot Blonde Crossdresser Sucks BBC *EXCLUSIVE*

LoyalFans 1 month ago

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 18

HD 0:10 / 20:01

Mistress Pixie Pegging Sissy Bailey Wilde - Compilation 18

LoyalFans 1 month ago

Femboys and The Fucking Machine - Compilation 9

HD 0:10 / 29:44

Femboys and The Fucking Machine - Compilation 9

LoyalFans 1 month ago

Crossdresser Fucking Redhead Tgirl Raw - Compilation 4

HD 0:10 / 27:20

Crossdresser Fucking Redhead Tgirl Raw - Compilation 4

LoyalFans 1 month ago

Sexy Blonde Femboy Sucking BIG BBC *EXCLUSIVE*

Sexy Blonde Femboy Sucking BIG BBC *EXCLUSIVE*

LoyalFans 1 month ago

Sissy Sucking Big Brazilian Cock

HD 0:10 / 21:29

Sissy Sucking Big Brazilian Cock

LoyalFans 1 month ago

Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 2

HD 0:10 / 20:02

Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 2

LoyalFans 1 month ago

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 9

HD 0:10 / 20:00

Very Pretty Crossdresser Fucking and Sucking Redhead Tgirl Raw - Compilation 9

LoyalFans 1 month ago

Super Sexy Trans Latina Sucking Cock Compilation 1

Premium 4K 21:51

Super Sexy Trans Latina Sucking Cock Compilation 1

Clips4sale 3 months ago

Trans Vandella Evangelista Fucking Guy Compilation 1

Premium 4K 20:00

Trans Vandella Evangelista Fucking Guy Compilation 1

Clips4sale 3 months ago

Fucking Goth Femboy Jade Madison Compilation

Premium HD 20:00

Fucking Goth Femboy Jade Madison Compilation

Clips4sale 3 months ago

Crossdressers Fucked by Fucking Machine Compilation 1

Crossdressers Fucked by Fucking Machine Compilation 1

Clips4sale 4 months ago

Tatted Trans Chloe T Star Fucked Hardcore - Compilation 2

HD 0:10 / 20:00

Tatted Trans Chloe T Star Fucked Hardcore - Compilation 2

LoyalFans 2 months ago

Super Sexy Petite Trans Fucked - Compilation 9

HD 0:10 / 24:18

Super Sexy Petite Trans Fucked - Compilation 9

LoyalFans 2 months ago

VERY HOT Goth Sissy Jade Madison Fucked Against Wall

63% HD 0:10 / 4:45

VERY HOT Goth Sissy Jade Madison Fucked Against Wall

LoyalFans 2 months ago

SUPER SEXY Emo Femboy Jade Madison Fucked Doggystyle

SUPER SEXY Emo Femboy Jade Madison Fucked Doggystyle

LoyalFans 2 months ago

Fucking Petite Trans - Compilation 12

HD 0:10 / 20:05

Fucking Petite Trans - Compilation 12

LoyalFans 2 months ago

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye Compilation 1

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye Compilation 1

Clips4sale 4 months ago

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye Compilation 2

Crossdresser Bailey Wilde Sucking and Fucking Sissy Jasmyne Jaye Compilation 2

Clips4sale 4 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 11

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 11

Clips4sale 4 months ago

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 12

Mistress Pixie Pegging Crossdresser Bailey Wilde Compilation 12

Clips4sale 4 months ago

Crossdressers and The Fucking Machine - Compilation 5

HD 0:10 / 20:00

Crossdressers and The Fucking Machine - Compilation 5

LoyalFans 1 month ago

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