Most Viewed Videos Tagged with sissy

AllHD
LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho
1080p HD
57 210 views
26:40

LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho

  • 5 years ago
  • 93%
Cum Eating Cuckolds - Cum Eater
1080p HD
39 349 views
21:52

Cum Eating Cuckolds - Cum Eater

  • 3 years ago
  • 89%
Avery Cristy - Cum Eating Cuckold
720p HD
35 787 views
31:03

Avery Cristy - Cum Eating Cuckold

  • 4 years ago
  • 95%
Meta Cum Compilation - Sissy Cum Brainwash
1080p HD
24 884 views
10:32

Meta Cum Compilation - Sissy Cum Brainwash

  • 4 years ago
  • 96%
CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up
1080p HD
22 904 views
25:28

CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up

  • 3 years ago
  • 91%
[Cuckold Sessions - Kagney Linn Karter]
720p HD
22 630 views
36:49

[Cuckold Sessions - Kagney Linn Karter]

  • 3 years ago
  • 85%
Cum Eating Cuckolds - Summer Carter
1080p HD
21 740 views
25:52

Cum Eating Cuckolds - Summer Carter

  • 3 years ago
  • 91%
Poppers For Panty Wearing Sissy
1080p HD
18 262 views
17:36

Poppers For Panty Wearing Sissy

  • 2 years ago
  • 57%
( [Clean Out My Pussy Cuckold - Anya Olsen] )
1080p HD
17 333 views
28:11

( [Clean Out My Pussy Cuckold - Anya Olsen] )

  • 3 years ago
  • 88%
Cumeatingcuckolds - Maya Morgen
1080p HD
17 331 views
27:47

Cumeatingcuckolds - Maya Morgen

  • 2 years ago
  • 93%
Cum & Sloppy Cock Sucking Brainwash - Split Screen Compilation
1080p HD
16 988 views
25:03

Cum & Sloppy Cock Sucking Brainwash - Split Screen Compilation

  • 4 years ago
  • 97%
CumeatingCuckolds - Shae Celestine Sissy Boy Pegging
1080p HD
16 386 views
30:39

CumeatingCuckolds - Shae Celestine Sissy Boy Pegging

  • 3 years ago
  • 91%
Cuckold Cleans Up After Condom Breaks
1080p HD
14 544 views
22:50

Cuckold Cleans Up After Condom Breaks

  • 3 years ago
  • 88%
{{{{.$$$.Cuckold.Amateur.Clean.Up.$$$.}}}}
1080p HD
14 287 views
36:11

{{{{.$$$.Cuckold.Amateur.Clean.Up.$$$.}}}}

  • 2 years ago
  • 92%
Sissy Neri - Drunk Of Cream Of Your Cock
1080p HD
14 074 views
26:52

Sissy Neri - Drunk Of Cream Of Your Cock

  • 5 years ago
  • 98%
Bobbi Starr Moms Cuckold
720p HD
12 179 views
30:03

Bobbi Starr Moms Cuckold

  • 4 years ago
  • 82%
Tigger Rosey - White Boi Sissy for BBC Mesmerize
1080p HD
11 051 views
20:23

Tigger Rosey - White Boi Sissy for BBC Mesmerize

  • 3 years ago
  • 80%
Daddy's Sissy Slut Getting Anal Pleasure
720p HD
11 022 views
11:07

Daddy's Sissy Slut Getting Anal Pleasure

  • 5 years ago
  • 95%
Jenna Ivory - Cuckold Humiliation
720p HD
10 826 views
12:58

Jenna Ivory - Cuckold Humiliation

  • 4 years ago
  • 73%
Sissy - My Daughters Suitor
720p HD
10 233 views
19:49

Sissy - My Daughters Suitor

  • 4 years ago
  • 96%
CuM Eating Cuckold Pressley Carter
720p HD
10 062 views
19:37

CuM Eating Cuckold Pressley Carter

  • 3 years ago
  • 77%
Asian sissy slut in nylons gets fucked by big cock
720p HD
10 045 views
7:59

Asian sissy slut in nylons gets fucked by big cock

  • 5 years ago
  • 86%
Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash
1080p HD
9 453 views
20:00

Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash

  • 3 years ago
  • 92%
Sissy - Ball Game for GILFs
1080p HD
8 977 views
20:46

Sissy - Ball Game for GILFs

  • 3 years ago
  • 96%
{{{Prado Hardcore Cuckold}}}
720p HD
8 589 views
33:01

{{{Prado Hardcore Cuckold}}}

  • 2 years ago
  • 87%
Skin Diamond - D0ggy-chow Sissy Humiliation
1080p HD
8 574 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 5 years ago
  • 87%
Sissy Gold - XXXX - My first and only DP
720p HD
8 562 views
40:19

Sissy Gold - XXXX - My first and only DP

  • 4 years ago
  • 84%
Ella Nova Winkie Humiliation during diaper change
1080p HD
8 562 views
15:47

Ella Nova Winkie Humiliation during diaper change

  • 3 years ago
  • 100%
Sissy - My Stepson Is Ravaging My Unshaved Pussy
720p HD
8 143 views
32:59

Sissy - My Stepson Is Ravaging My Unshaved Pussy

  • 3 years ago
  • 93%
Cuckold_Audrey_Olson (720)
720p HD
7 959 views
41:00

Cuckold_Audrey_Olson (720)

  • 3 years ago
  • 76%
JESSICA BANGKOK - CUCKOLD
720p HD
7 738 views
39:14

JESSICA BANGKOK - CUCKOLD

  • 1 year ago
  • 82%
Sissy - New Home New Lover
720p HD
7 715 views
19:46

Sissy - New Home New Lover

  • 4 years ago
  • 96%
(( Tera_Dice_Cuckolds ))
720p HD
7 548 views
30:17

(( Tera_Dice_Cuckolds ))

  • 2 years ago
  • 92%
POV Wife And Friend Cuckold Cum Eating Sissy Husband
720p HD
7 004 views
6:32

POV Wife And Friend Cuckold Cum Eating Sissy Husband

  • 2 years ago
  • 71%
Nikki's romance with mature Sissy
720p HD
6 966 views
6:15

Nikki's romance with mature Sissy

  • 4 years ago
  • 100%
Sexy GILF Sissy got fucked in a yoga session
720p HD
6 947 views
6:15

Sexy GILF Sissy got fucked in a yoga session

  • 4 years ago
  • 100%
Angelina Moon - Fucking Her Boy Toy In Front Of Her Ex [UltraHD 4K 2160p]
2160p
6 741 views
40:55

Angelina Moon - Fucking Her Boy Toy In Front Of Her Ex [UltraHD 4K 2160p]

  • 2 weeks ago
  • 90%
Nikki cums on Sissy's bushy pussy
720p HD
6 684 views
6:15

Nikki cums on Sissy's bushy pussy

  • 4 years ago
  • 100%
Submissive Cuckolds 4k
2160p
6 657 views
26:16

Submissive Cuckolds 4k

  • 1 year ago
  • 86%
Sissy taking care of Nikki Nuttz needs
720p HD
6 598 views
6:15

Sissy taking care of Nikki Nuttz needs

  • 4 years ago
  • 71%
MatureNL - Sissy Neri Is A Hot Italian MILF That Loves
1080p HD
6 550 views
17:04

MatureNL - Sissy Neri Is A Hot Italian MILF That Loves

  • 10 months ago
  • 80%
Sexy MILF takes care of dauthers boyfriend
720p HD
6 535 views
6:15

Sexy MILF takes care of dauthers boyfriend

  • 4 years ago
  • 87%
Mature Italian slut Sissy Neri takes many cocks today
1080p HD
6 331 views
50:00

Mature Italian slut Sissy Neri takes many cocks today

  • 2 years ago
  • 94%
That Cuckold HUsband
720p HD
6 316 views
23:06

That Cuckold HUsband

  • 2 years ago
  • 100%
CumeatingCuckolds - The Sissy Tax 720p
720p HD
6 302 views
36:20

CumeatingCuckolds - The Sissy Tax 720p

  • 3 years ago
  • 91%
Big tit German MILF Texas Patti gets pounded hard
1080p HD
6 292 views
10:22

Big tit German MILF Texas Patti gets pounded hard

  • 4 years ago
  • 100%
{{{1614_New_Boyfriend}}}
720p HD
6 265 views
26:21

{{{1614_New_Boyfriend}}}

  • 2 years ago
  • 71%
Stripper Slut Shemale You Want
1080p HD
6 228 views
5:08

Stripper Slut Shemale You Want

  • 2 years ago
  • 46%
Asian Crossdresser Zia Cristal Gets Bareback
720p HD
6 165 views
6:13

Asian Crossdresser Zia Cristal Gets Bareback

  • 4 years ago
  • 50%
Erica Cherry Taking Big Dick While Stroking Hers
720p HD
6 156 views
6:16

Erica Cherry Taking Big Dick While Stroking Hers

  • 4 years ago
  • 100%
Mature Woman Gets Shoved with Long Shaft
1080p HD
6 068 views
6:15

Mature Woman Gets Shoved with Long Shaft

  • 3 years ago
  • 100%
MatureNL - Sissy Neri Itallian MILF VS Gigantic Cock Goes Anal
1080p HD
6 012 views
26:54

MatureNL - Sissy Neri Itallian MILF VS Gigantic Cock Goes Anal

  • 1 month ago
  • 71%
Crossdresser Brenda Bae Hot Sex
720p HD
5 934 views
6:13

Crossdresser Brenda Bae Hot Sex

  • 4 years ago
  • 66%
Erica Cherry - Relaxation Break
720p HD
5 684 views
7:21

Erica Cherry - Relaxation Break

  • 5 years ago
  • 94%
Sissy Slut Prepares for BBC
1080p HD
5 463 views
14:42

Sissy Slut Prepares for BBC

  • 4 years ago
  • 66%
Skin Diamond - D0ggy-chow Sissy Humiliation
1080p HD
5 462 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 5 years ago
  • 83%
Sissy prostitute acquires Used
1080p HD
5 430 views
10:21

Sissy prostitute acquires Used

  • 4 years ago
  • 100%
Sissy - Inner Harmony
1080p HD
5 425 views
18:34

Sissy - Inner Harmony

  • 3 years ago
  • 89%
Anikka Albrite - Worship The Booty Queen
720p HD
5 394 views
11:15

Anikka Albrite - Worship The Booty Queen

  • 4 years ago
  • 95%
Mugur's man meat pleasure mature Sissy
720p HD
5 331 views
6:15

Mugur's man meat pleasure mature Sissy

  • 4 years ago
  • 100%
Tgirl Aubrey Kate barebacking sissy man
720p HD
5 237 views
6:25

Tgirl Aubrey Kate barebacking sissy man

  • 4 years ago
  • 100%
Mature Sissy looking to balance her Chakra
1080p HD
5 207 views
6:15

Mature Sissy looking to balance her Chakra

  • 3 years ago
  • 91%
Lovely mature Sissy loves young dicks
720p HD
5 192 views
6:15

Lovely mature Sissy loves young dicks

  • 4 years ago
  • 100%
Mariah Horny Amateur Crossdresser Loves Hard Cock
720p HD
5 186 views
6:22

Mariah Horny Amateur Crossdresser Loves Hard Cock

  • 4 years ago
  • 100%
CumEatingCuckolds - Zoe Parker
720p HD
5 112 views
39:51

CumEatingCuckolds - Zoe Parker

  • 4 years ago
  • 93%
Kagney Linn Karter - Caged and Cuckolded
720p HD
5 004 views
6:18

Kagney Linn Karter - Caged and Cuckolded

  • 4 years ago
  • 100%
Sissy Moore - Filthy Shower Fuck in 4K
2160p
4 964 views
27:17

Sissy Moore - Filthy Shower Fuck in 4K

  • 1 year ago
  • 85%
Kylie Kottonmouth Sissy Crossdressing Babe
720p HD
4 847 views
6:02

Kylie Kottonmouth Sissy Crossdressing Babe

  • 3 years ago
  • 100%
Sissy Babe Dresses Up For Dick
720p HD
4 755 views
6:10

Sissy Babe Dresses Up For Dick

  • 4 years ago
  • 75%
Suck Sissy - The English Mansion
1440pVR
4 718 views
8:38

Suck Sissy - The English Mansion

  • 3 years ago
  • 80%
³£³£²³£³²ZENKAMIstress²³£¢£²¢³£¢
1080p HD
4 561 views
44:53

³£³£²³£³²ZENKAMIstress²³£¢£²¢³£¢

  • 1 year ago
  • 94%
Sissy's mature twat got a young cock
720p HD
4 549 views
6:15

Sissy's mature twat got a young cock

  • 4 years ago
  • 0%
MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac
720p HD
4 492 views
10:22

MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac

  • 4 years ago
  • 100%
MILF Sissy starts sucking Toby's dick
720p HD
4 480 views
6:15

MILF Sissy starts sucking Toby's dick

  • 4 years ago
  • 100%
Audrey Maffia Crossdressing Mexican Latin Ass
720p HD
4 450 views
6:12

Audrey Maffia Crossdressing Mexican Latin Ass

  • 4 years ago
  • 100%
Sissy Girl Riley Cross Barebacks Big cock Dude
720p HD
4 422 views
6:15

Sissy Girl Riley Cross Barebacks Big cock Dude

  • 4 years ago
  • 100%
Megan Sweet Dresses Up As A Girl For Hard Cock
1080p HD
4 421 views
6:01

Megan Sweet Dresses Up As A Girl For Hard Cock

  • 4 years ago
  • 83%
Sissy Gold - Amateur couple tries new toys
1440p
4 376 views
19:07

Sissy Gold - Amateur couple tries new toys

  • 3 years ago
  • 100%
@@@.Arab_Mistress.@@'
720p HD
4 366 views
10:15

@@@.Arab_Mistress.@@'

  • 2 years ago
  • 100%
Stacie Delight Horny Ass Crossdresser
720p HD
4 293 views
6:11

Stacie Delight Horny Ass Crossdresser

  • 4 years ago
  • 100%
Sissy Crossdressing Babe Vickie Wonder Hardcore Sex
720p HD
4 248 views
6:11

Sissy Crossdressing Babe Vickie Wonder Hardcore Sex

  • 4 years ago
  • 75%
Young stud Nikki bangs and cums mature woman Sissy
720p HD
4 235 views
6:15

Young stud Nikki bangs and cums mature woman Sissy

  • 3 years ago
  • 75%
Catie Peppers Crossdressing Sex Date Barebacking
720p HD
4 204 views
5:18

Catie Peppers Crossdressing Sex Date Barebacking

  • 4 years ago
  • 100%
Granny Sissy Neris big titties got jizzed
720p HD
4 179 views
6:15

Granny Sissy Neris big titties got jizzed

  • 3 years ago
  • 90%
Young stud looking for a hot mature maid
720p HD
4 154 views
6:15

Young stud looking for a hot mature maid

  • 3 years ago
  • 100%
Jenna Jaden - Big Booty Sissy Maid Is Always Ready
1080p HD
4 032 views
27:04

Jenna Jaden - Big Booty Sissy Maid Is Always Ready

  • 1 year ago
  • 96%
Milf Ass
720p HD
3 928 views
26:52

Milf Ass

  • 6 years ago
  • 100%
Like being my fucking degradation bitch?
1080p HD
3 799 views
6:20

Like being my fucking degradation bitch?

  • 4 weeks ago
  • 16%
Sissy Watches Hypno While Fucking Her Ass
720p HD
3 625 views
8:14

Sissy Watches Hypno While Fucking Her Ass

  • 2 years ago
  • 100%
Brittany Cemon Sissy Slut For Daddy cock
720p HD
3 594 views
5:50

Brittany Cemon Sissy Slut For Daddy cock

  • 3 years ago
  • 50%
GlamGurl XOXO Horny Amateur Tgirl Takes Big Cock
1080p HD
3 510 views
4:07

GlamGurl XOXO Horny Amateur Tgirl Takes Big Cock

  • 4 years ago
  • 100%
DommeMommy Turns You Into Sissified Bi Cuck PART 2
720p HD
3 509 views
22:41

DommeMommy Turns You Into Sissified Bi Cuck PART 2

  • 2 years ago
  • 90%
Sissy is lucky to suck and fuck a hot young stud
720p HD
3 504 views
6:15

Sissy is lucky to suck and fuck a hot young stud

  • 3 years ago
  • 100%
Zia Cristal Asian Crossdresser Happy Ending Massage
720p HD
3 469 views
6:12

Zia Cristal Asian Crossdresser Happy Ending Massage

  • 3 years ago
  • 0%
Mature Sissy ride and bounce on Toby's long dong
720p HD
3 440 views
6:15

Mature Sissy ride and bounce on Toby's long dong

  • 4 years ago
  • 100%
Hot Psycho JOI For You Sissy
1080p HD
3 430 views
16:13

Hot Psycho JOI For You Sissy

  • 3 years ago
  • 100%
German Domina Lady Julina Transenschwuchtel Sissy Schwa
720p HD
3 395 views
13:10

German Domina Lady Julina Transenschwuchtel Sissy Schwa

  • 5 years ago
  • 66%
Grinding That Fist - s01 - Angel Piaff - Sissy A.
720p HD
3 252 views
24:55

Grinding That Fist - s01 - Angel Piaff - Sissy A.

  • 4 years ago
  • 100%
Sissy Neri - The bored wife
720p HD
3 221 views
29:56

Sissy Neri - The bored wife

  • 2 years ago
  • 100%
Kelsey Keller Horny sissy For Cock
720p HD
3 182 views
6:01

Kelsey Keller Horny sissy For Cock

  • 3 years ago
  • 0%
Cougar Sissy wants more than a visit
720p HD
3 171 views
6:15

Cougar Sissy wants more than a visit

  • 4 years ago
  • 100%
££££.[[Nikky_Thorne]].%%%%
1080p HD
3 166 views
20:01

££££.[[Nikky_Thorne]].%%%%

  • 1 year ago
  • 71%
Cuckold hubby watch wife get bbc fucked
720p HD
3 102 views
6:20

Cuckold hubby watch wife get bbc fucked

  • 5 months ago
  • 53%
Stud fucks the hell out of the horny cougar Sissy
720p HD
3 072 views
6:15

Stud fucks the hell out of the horny cougar Sissy

  • 3 years ago
  • 100%
Mature Crossdresser Jeanne Takes Some Serious Raw Cock
720p HD
3 061 views
5:53

Mature Crossdresser Jeanne Takes Some Serious Raw Cock

  • 2 years ago
  • 100%
AliceInBondageLand - Sissy StrapOn Xmas Present Part 2
1080p HD
3 039 views
20:56

AliceInBondageLand - Sissy StrapOn Xmas Present Part 2

  • 4 years ago
  • 100%
POV Virtual Femdom Dominatrix Cum Eating Instructions
720p HD
3 020 views
6:58

POV Virtual Femdom Dominatrix Cum Eating Instructions

  • 2 years ago
  • 71%
Audrey Maffia Hot Crossdressing Sex
720p HD
3 015 views
6:15

Audrey Maffia Hot Crossdressing Sex

  • 3 years ago
  • 100%
Rob hungrily eat out granny Sissy Neri's cunt
720p HD
3 009 views
6:15

Rob hungrily eat out granny Sissy Neri's cunt

  • 3 years ago
  • 100%
Big And Black
1080p HD
2 898 views
6:10

Big And Black

  • 3 years ago
  • 75%
KendraJames - Sissy Suckfest
720p HD
2 793 views
11:29

KendraJames - Sissy Suckfest

  • 4 years ago
  • 100%
A sticky load of Toby on Sissy's face
720p HD
2 649 views
6:15

A sticky load of Toby on Sissy's face

  • 4 years ago
  • 100%
Ageplay Familyplay And Sissy Training
1080p HD
2 630 views
6:35

Ageplay Familyplay And Sissy Training

  • 2 years ago
  • 100%
Cate McQueen - Strap on instructions in 4K
2160pVR
2 630 views
9:35

Cate McQueen - Strap on instructions in 4K

  • 1 year ago
  • 75%
Eva De Vil - Sissy Maid Wanted
1080p HD
2 620 views
12:40

Eva De Vil - Sissy Maid Wanted

  • 2 years ago
  • 100%
POV Femdom Dominatrix Provides Sissy With Instructions
1080p HD
2 606 views
6:11

POV Femdom Dominatrix Provides Sissy With Instructions

  • 2 years ago
  • 100%
MatureNL.24.03.23.Sissy.Neri.Itallian.MILF.VS.Gigantic.Cock.Goes.Anal.XXX.1080p
1080p HD
2 597 views
26:54

MatureNL.24.03.23.Sissy.Neri.Itallian.MILF.VS.Gigantic.Cock.Goes.Anal.XXX.1080p

  • 1 month ago
  • 54%
AliceInBondageLand - Public Butt Plug Sissy Walk Part 1
1080p HD
2 522 views
28:12

AliceInBondageLand - Public Butt Plug Sissy Walk Part 1

  • 4 years ago
  • 100%
White boys become sissy cuckolds
1080p HD
2 488 views
12:17

White boys become sissy cuckolds

  • 3 years ago
  • 44%
Riley Cross Sissy Cosplay Girl Barebacking
720p HD
2 473 views
6:19

Riley Cross Sissy Cosplay Girl Barebacking

  • 4 years ago
  • 100%