Most Viewed Videos Tagged with sissy

AllHD
LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho
1080p HD
63 849 views
26:40

LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho

  • 7 years ago
  • 93%
Cum Eating Cuckolds - Cum Eater
1080p HD
58 759 views
21:52

Cum Eating Cuckolds - Cum Eater

  • 5 years ago
  • 89%
CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up
1080p HD
41 017 views
25:28

CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up

  • 5 years ago
  • 92%
Daisy Stone - Is It Cheating in SD
480p
33 520 views
34:34

Daisy Stone - Is It Cheating in SD

  • 5 years ago
  • 87%
Meta Cum Compilation - Sissy Cum Brainwash
1080p HD
32 605 views
10:32

Meta Cum Compilation - Sissy Cum Brainwash

  • 6 years ago
  • 97%
( [Clean Out My Pussy Cuckold - Anya Olsen] )
1080p HD
31 855 views
28:11

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

  • 5 years ago
  • 88%
FOXY ALEX VS NATE ROSS
1080p HD
30 491 views
29:01

FOXY ALEX VS NATE ROSS

  • 11 months ago
  • 100%
Cumeatingcuckolds - Maya Morgen
1080p HD
27 527 views
27:47

Cumeatingcuckolds - Maya Morgen

  • 4 years ago
  • 95%
Cuckold Cleans Up After Condom Breaks
1080p HD
26 864 views
22:50

Cuckold Cleans Up After Condom Breaks

  • 5 years ago
  • 89%
CumeatingCuckolds - Shae Celestine Sissy Boy Pegging
1080p HD
26 526 views
30:39

CumeatingCuckolds - Shae Celestine Sissy Boy Pegging

  • 5 years ago
  • 90%
Cum & Sloppy Cock Sucking Brainwash - Split Screen Compilation
1080p HD
25 500 views
25:03

Cum & Sloppy Cock Sucking Brainwash - Split Screen Compilation

  • 5 years ago
  • 98%
Sissy caption story - I should go
1080p HD
25 106 views
6:41

Sissy caption story - I should go

  • 2 years ago
  • 100%
cuckold humiliation
480p
24 798 views
7:52

cuckold humiliation

  • 6 years ago
  • 94%
Poppers For Panty Wearing Sissy
1080p HD
21 738 views
17:36

Poppers For Panty Wearing Sissy

  • 4 years ago
  • 61%
Jenna Ivory - Cuckold Humiliation
720p HD
18 560 views
12:58

Jenna Ivory - Cuckold Humiliation

  • 6 years ago
  • 78%
Bobbi Starr Moms Cuckold
720p HD
18 027 views
30:03

Bobbi Starr Moms Cuckold

  • 5 years ago
  • 85%
Submissive Cuckolds 4k
4K
17 911 views
26:16

Submissive Cuckolds 4k

  • 3 years ago
  • 90%
Chloe Cherry - Cum Eating Cuckolds
480p
17 235 views
26:11

Chloe Cherry - Cum Eating Cuckolds

  • 6 years ago
  • 77%
Sissy Neri - Drunk Of Cream Of Your Cock
1080p HD
16 322 views
26:52

Sissy Neri - Drunk Of Cream Of Your Cock

  • 7 years ago
  • 98%
Ella Nova Winkie Humiliation during diaper change
1080p HD
16 216 views
15:47

Ella Nova Winkie Humiliation during diaper change

  • 5 years ago
  • 90%
POV Wife And Friend Cuckold Cum Eating Sissy Husband
720p HD
16 043 views
6:32

POV Wife And Friend Cuckold Cum Eating Sissy Husband

  • 4 years ago
  • 81%
Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash
1080p HD
15 808 views
20:00

Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash

  • 5 years ago
  • 94%
Sissy - My Daughters Suitor
720p HD
15 569 views
19:49

Sissy - My Daughters Suitor

  • 6 years ago
  • 97%
Sissy - Ball Game for GILFs
1080p HD
15 365 views
20:46

Sissy - Ball Game for GILFs

  • 5 years ago
  • 97%
I dont care anymore sissy caption story
480p
15 327 views
12:54

I dont care anymore sissy caption story

  • 2 years ago
  • 100%
Mischa Brooks - Cum Eating Cuckolds
480p
14 965 views
22:22

Mischa Brooks - Cum Eating Cuckolds

  • 6 years ago
  • 82%
Stacy’s girl - A sissy caption story
480p
14 956 views
11:01

Stacy’s girl - A sissy caption story

  • 11 months ago
  • 88%
That Cuckold HUsband
720p HD
14 072 views
23:06

That Cuckold HUsband

  • 4 years ago
  • 100%
{{{Prado Hardcore Cuckold}}}
720p HD
14 002 views
33:01

{{{Prado Hardcore Cuckold}}}

  • 4 years ago
  • 86%
Sissy Gold - XXXX - My first and only DP
720p HD
13 844 views
40:19

Sissy Gold - XXXX - My first and only DP

  • 5 years ago
  • 86%
Office sissy caption story
1080p HD
13 829 views
18:24

Office sissy caption story

  • 2 years ago
  • 100%
Asian sissy slut in nylons gets fucked by big cock
720p HD
13 522 views
7:59

Asian sissy slut in nylons gets fucked by big cock

  • 7 years ago
  • 80%
Doja Brat Sissy Princess Arrives To Please Him
480p
13 473 views
26:28

Doja Brat Sissy Princess Arrives To Please Him

  • 3 years ago
  • 88%
maxcuckold.com Cuckold Busty Blonde
480p
12 887 views
25:08

maxcuckold.com Cuckold Busty Blonde

  • 8 years ago
  • 53%
Watch your mistress get bbc anal fucked
1080p HD
12 689 views
6:20

Watch your mistress get bbc anal fucked

  • 1 year ago
  • 72%
(( Tera_Dice_Cuckolds ))
720p HD
12 617 views
30:17

(( Tera_Dice_Cuckolds ))

  • 4 years ago
  • 90%
Daddy's Sissy Slut Getting Anal Pleasure
720p HD
12 306 views
11:07

Daddy's Sissy Slut Getting Anal Pleasure

  • 7 years ago
  • 95%
OnlyTaboo - BBW Sandy Orhidea Sissy Wild Anal Mature Party Orgy
1080p HD
12 156 views
48:49

OnlyTaboo - BBW Sandy Orhidea Sissy Wild Anal Mature Party Orgy

  • 11 months ago
  • 84%
CumeatingCuckolds - The Sissy Tax 720p
720p HD
11 935 views
36:20

CumeatingCuckolds - The Sissy Tax 720p

  • 5 years ago
  • 95%
Sissy - New Home New Lover
720p HD
11 498 views
19:46

Sissy - New Home New Lover

  • 5 years ago
  • 97%
BNWO comp 2
480p
11 367 views
47:22

BNWO comp 2

  • 1 year ago
  • 72%
Sissy Watches Hypno While Fucking Her Ass
720p HD
10 851 views
8:14

Sissy Watches Hypno While Fucking Her Ass

  • 4 years ago
  • 94%
Cuckold hubby watch wife get bbc fucked
720p HD
10 646 views
6:20

Cuckold hubby watch wife get bbc fucked

  • 2 years ago
  • 57%
Beg Your Mistress To Let You Cum Pathetic Loser JOI
480p
10 532 views
7:32

Beg Your Mistress To Let You Cum Pathetic Loser JOI

  • 5 years ago
  • 92%
Mature Italian slut Sissy Neri takes many cocks today
1080p HD
10 444 views
50:00

Mature Italian slut Sissy Neri takes many cocks today

  • 4 years ago
  • 95%
POV Teen Mistress Sissy Training JOI
480p
10 218 views
11:50

POV Teen Mistress Sissy Training JOI

  • 3 years ago
  • 85%
Nikki's romance with mature Sissy
720p HD
10 048 views
6:15

Nikki's romance with mature Sissy

  • 6 years ago
  • 100%
Skin Diamond - D0ggy-chow Sissy Humiliation
1080p HD
9 918 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 7 years ago
  • 88%
Sissy taking care of Nikki Nuttz needs
720p HD
9 907 views
6:15

Sissy taking care of Nikki Nuttz needs

  • 6 years ago
  • 77%
Anikka Albrite - Worship The Booty Queen
720p HD
9 853 views
11:15

Anikka Albrite - Worship The Booty Queen

  • 6 years ago
  • 96%
Big tit German MILF Texas Patti gets pounded hard
1080p HD
9 835 views
10:22

Big tit German MILF Texas Patti gets pounded hard

  • 6 years ago
  • 100%
Sissy cuck lick the cum off of gfs pussy
1080p HD
9 663 views
6:20

Sissy cuck lick the cum off of gfs pussy

  • 1 year ago
  • 75%
Erica Cherry Taking Big Dick While Stroking Hers
720p HD
9 596 views
6:16

Erica Cherry Taking Big Dick While Stroking Hers

  • 6 years ago
  • 100%
Sissy - Inner Harmony
1080p HD
9 532 views
18:34

Sissy - Inner Harmony

  • 5 years ago
  • 92%
Like being my fucking degradation bitch?
1080p HD
9 181 views
6:20

Like being my fucking degradation bitch?

  • 2 years ago
  • 20%
Sexy GILF Sissy got fucked in a yoga session
720p HD
9 152 views
6:15

Sexy GILF Sissy got fucked in a yoga session

  • 6 years ago
  • 100%
Suck Sissy - The English Mansion
1440pVR
8 851 views
8:38

Suck Sissy - The English Mansion

  • 5 years ago
  • 83%
Sissy Slut Prepares for BBC
1080p HD
8 676 views
14:42

Sissy Slut Prepares for BBC

  • 5 years ago
  • 74%
I spank my sissy bf n make him a cuckold
1080p HD
8 676 views
6:20

I spank my sissy bf n make him a cuckold

  • 1 year ago
  • 100%
{{{1614_New_Boyfriend}}}
720p HD
8 674 views
26:21

{{{1614_New_Boyfriend}}}

  • 4 years ago
  • 71%
DommeMommy Turns You Into Sissified Bi Cuck PART 2
720p HD
8 611 views
22:41

DommeMommy Turns You Into Sissified Bi Cuck PART 2

  • 4 years ago
  • 84%
Kylie Kottonmouth Sissy Crossdressing Babe
720p HD
8 477 views
6:02

Kylie Kottonmouth Sissy Crossdressing Babe

  • 5 years ago
  • 100%
Mature Sissy looking to balance her Chakra
1080p HD
8 398 views
6:15

Mature Sissy looking to balance her Chakra

  • 5 years ago
  • 92%
Asian Crossdresser Zia Cristal Gets Bareback
720p HD
8 340 views
6:13

Asian Crossdresser Zia Cristal Gets Bareback

  • 6 years ago
  • 50%
Thai MILF cant get enough cocks to suck
4K
8 258 views
7:00

Thai MILF cant get enough cocks to suck

  • 1 year ago
  • 2%
Lick this mans cum off my pussy, cuckold
1080p HD
8 248 views
6:15

Lick this mans cum off my pussy, cuckold

  • 11 months ago
  • 100%
Crossdresser Brenda Bae Hot Sex
720p HD
8 225 views
6:13

Crossdresser Brenda Bae Hot Sex

  • 6 years ago
  • 75%
Cuckold sissy watches mistress fuck bbcs
720p HD
8 198 views
6:20

Cuckold sissy watches mistress fuck bbcs

  • 2 years ago
  • 50%
Nikki cums on Sissy's bushy pussy
720p HD
8 066 views
6:15

Nikki cums on Sissy's bushy pussy

  • 6 years ago
  • 100%
Sexy MILF takes care of dauthers boyfriend
720p HD
8 019 views
6:15

Sexy MILF takes care of dauthers boyfriend

  • 6 years ago
  • 87%
Sissy prostitute acquires Used
1080p HD
7 966 views
10:21

Sissy prostitute acquires Used

  • 6 years ago
  • 100%
Mature Woman Gets Shoved with Long Shaft
1080p HD
7 935 views
6:15

Mature Woman Gets Shoved with Long Shaft

  • 5 years ago
  • 100%
Mugur's man meat pleasure mature Sissy
720p HD
7 838 views
6:15

Mugur's man meat pleasure mature Sissy

  • 6 years ago
  • 100%
Mariah Horny Amateur Crossdresser Loves Hard Cock
720p HD
7 638 views
6:22

Mariah Horny Amateur Crossdresser Loves Hard Cock

  • 6 years ago
  • 100%
Kagney Linn Karter - Caged and Cuckolded
720p HD
7 594 views
6:18

Kagney Linn Karter - Caged and Cuckolded

  • 6 years ago
  • 100%
Stripper Slut Shemale You Want
1080p HD
7 527 views
5:08

Stripper Slut Shemale You Want

  • 4 years ago
  • 46%
Mature Crossdresser Jeanne Takes Some Serious Raw Cock
720p HD
7 306 views
5:53

Mature Crossdresser Jeanne Takes Some Serious Raw Cock

  • 4 years ago
  • 100%
Grayson Enjoys Riding Studly Bryce's Saddle Horn
1080p HD
7 301 views
27:26

Grayson Enjoys Riding Studly Bryce's Saddle Horn

  • 1 year ago
  • 100%
Amanda Becker & Joanna Queen - Mature CD Girlfriends End Up With The Same Guy in HD
1080p HD
7 201 views
29:17

Amanda Becker & Joanna Queen - Mature CD Girlfriends End Up With The Same Guy in HD

  • 3 years ago
  • 82%
Telling Cuck About Her Need For Big Cocks
480p
7 184 views
12:26

Telling Cuck About Her Need For Big Cocks

  • 5 years ago
  • 100%
Sloppy Blowjob by Horny Sissy on Huge BBC Dildo
720p HD
7 030 views
3:51

Sloppy Blowjob by Horny Sissy on Huge BBC Dildo

  • 3 years ago
  • 91%
Audrey Maffia Crossdressing Mexican Latin Ass
720p HD
7 017 views
6:12

Audrey Maffia Crossdressing Mexican Latin Ass

  • 6 years ago
  • 100%
Sissy Crossdressing Babe Vickie Wonder Hardcore Sex
720p HD
6 968 views
6:11

Sissy Crossdressing Babe Vickie Wonder Hardcore Sex

  • 6 years ago
  • 83%
Skin Diamond - D0ggy-chow Sissy Humiliation
1080p HD
6 948 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 7 years ago
  • 83%
Young stud Nikki bangs and cums mature woman Sissy
720p HD
6 903 views
6:15

Young stud Nikki bangs and cums mature woman Sissy

  • 5 years ago
  • 77%
Amateur sissy was awesome when she took off her clothes! She has big labia and her big clitoris is entangled with a meat pole. She has a natural F cup and an oversized clitoris. I ejaculated inside of her without thinking!
1080p HD
6 869 views
49:29

Amateur sissy was awesome when she took off her clothes! She has big labia and her big clitoris is entangled with a meat pole. She has a natural F cup and an oversized clitoris. I ejaculated inside of her without thinking!

  • 1 year ago
  • 100%
Sissy Girl Riley Cross Barebacks Big cock Dude
720p HD
6 864 views
6:15

Sissy Girl Riley Cross Barebacks Big cock Dude

  • 6 years ago
  • 100%
Young stud looking for a hot mature maid
720p HD
6 826 views
6:15

Young stud looking for a hot mature maid

  • 5 years ago
  • 100%
POV Femdom Dominatrix Provides Sissy With Instructions
1080p HD
6 808 views
6:11

POV Femdom Dominatrix Provides Sissy With Instructions

  • 4 years ago
  • 100%
Catie Peppers Crossdressing Sex Date Barebacking
720p HD
6 808 views
5:18

Catie Peppers Crossdressing Sex Date Barebacking

  • 6 years ago
  • 100%
Lovely mature Sissy loves young dicks
720p HD
6 802 views
6:15

Lovely mature Sissy loves young dicks

  • 6 years ago
  • 100%
Stacie Delight Horny Ass Crossdresser
720p HD
6 768 views
6:11

Stacie Delight Horny Ass Crossdresser

  • 6 years ago
  • 100%
Sissy Babe Dresses Up For Dick
720p HD
6 662 views
6:10

Sissy Babe Dresses Up For Dick

  • 6 years ago
  • 83%
Erica Cherry - Relaxation Break
720p HD
6 637 views
7:21

Erica Cherry - Relaxation Break

  • 7 years ago
  • 95%
Sissy Gold - Amateur couple tries new toys
1440p
6 623 views
19:07

Sissy Gold - Amateur couple tries new toys

  • 5 years ago
  • 100%
Zia Cristal Asian Crossdresser Happy Ending Massage
720p HD
6 572 views
6:12

Zia Cristal Asian Crossdresser Happy Ending Massage

  • 5 years ago
  • 0%
GS - Tobias (g501)
480p
6 442 views
14:59

GS - Tobias (g501)

  • 8 years ago
  • 100%
Hot Psycho JOI For You Sissy
1080p HD
6 327 views
16:13

Hot Psycho JOI For You Sissy

  • 5 years ago
  • 100%
Megan Sweet Dresses Up As A Girl For Hard Cock
1080p HD
6 262 views
6:01

Megan Sweet Dresses Up As A Girl For Hard Cock

  • 6 years ago
  • 85%
MILF Sissy starts sucking Toby's dick
720p HD
6 258 views
6:15

MILF Sissy starts sucking Toby's dick

  • 6 years ago
  • 100%
Ageplay Familyplay And Sissy Training
1080p HD
6 220 views
6:35

Ageplay Familyplay And Sissy Training

  • 4 years ago
  • 75%
Latina mistress makes cuck clean up cum
1080p HD
6 213 views
6:20

Latina mistress makes cuck clean up cum

  • 8 months ago
  • 100%
GS - Gilbert (g539)
480p
6 171 views
11:35

GS - Gilbert (g539)

  • 8 years ago
  • 83%
Brittany Cemon Sissy Slut For Daddy cock
720p HD
6 155 views
5:50

Brittany Cemon Sissy Slut For Daddy cock

  • 5 years ago
  • 60%
Sissy Slut Fucks Herself In Cute Onesie
720p HD
6 139 views
8:31

Sissy Slut Fucks Herself In Cute Onesie

  • 4 years ago
  • 100%
MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac
720p HD
6 077 views
10:22

MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac

  • 6 years ago
  • 100%
Sissy Neri - The bored wife
720p HD
6 031 views
29:56

Sissy Neri - The bored wife

  • 4 years ago
  • 100%
Sissy's mature twat got a young cock
720p HD
5 938 views
6:15

Sissy's mature twat got a young cock

  • 6 years ago
  • 0%
Sissy Neri - The bored wife - Interracial - DP - Ass Do
1080p HD
5 912 views
29:56

Sissy Neri - The bored wife - Interracial - DP - Ass Do

  • 2 years ago
  • 88%
Summer - Discovering The Perfect Asian Sissy (20.09.2024)_1080p
1080p HD
5 900 views
27:15

Summer - Discovering The Perfect Asian Sissy (20.09.2024)_1080p

  • 1 year ago
  • 80%
Virtual Femdom Mistress Foot Worship Session
720p HD
5 846 views
8:30

Virtual Femdom Mistress Foot Worship Session

  • 4 years ago
  • 100%
Sissy – Ball Game for GILFs
480p
5 771 views
20:46

Sissy – Ball Game for GILFs

  • 5 years ago
  • 85%
Is my ex really fucking her bf ifo me?
1080p HD
5 629 views
6:20

Is my ex really fucking her bf ifo me?

  • 1 year ago
  • 45%
GlamGurl XOXO Horny Amateur Tgirl Takes Big Cock
1080p HD
5 582 views
4:07

GlamGurl XOXO Horny Amateur Tgirl Takes Big Cock

  • 6 years ago
  • 100%
AliceInBondageLand - Golden Gate Bridge Sissy 2
1080p HD
5 569 views
24:45

AliceInBondageLand - Golden Gate Bridge Sissy 2

  • 6 years ago
  • 100%
Sissy Slut Training
1080p HD
5 562 views
11:21

Sissy Slut Training

  • 5 years ago
  • 100%
Audrey Maffia Hot Crossdressing Sex
720p HD
5 527 views
6:15

Audrey Maffia Hot Crossdressing Sex

  • 5 years ago
  • 100%
POV Virtual Femdom Dominatrix Cum Eating Instructions
720p HD
5 513 views
6:58

POV Virtual Femdom Dominatrix Cum Eating Instructions

  • 4 years ago
  • 75%
Sissy is lucky to suck and fuck a hot young stud
720p HD
5 502 views
6:15

Sissy is lucky to suck and fuck a hot young stud

  • 5 years ago
  • 50%
Cate McQueen - Strap on instructions in 4K
4KVR
5 483 views
9:35

Cate McQueen - Strap on instructions in 4K

  • 3 years ago
  • 60%