Longest Videos Tagged with sissy

Mature Italian slut Sissy Neri takes many cocks today
6 322 views
50:00

Mature Italian slut Sissy Neri takes many cocks today

  • 2 years ago
  • 94%
³£³£²³£³²ZENKAMIstress²³£¢£²¢³£¢
4 550 views
44:53

³£³£²³£³²ZENKAMIstress²³£¢£²¢³£¢

  • 1 year ago
  • 94%
Cuckold_Audrey_Olson (720)
7 956 views
41:00

Cuckold_Audrey_Olson (720)

  • 3 years ago
  • 76%
Sissy Gold - XXXX - My first and only DP
8 552 views
40:19

Sissy Gold - XXXX - My first and only DP

  • 4 years ago
  • 84%
CumEatingCuckolds - Zoe Parker
5 109 views
39:51

CumEatingCuckolds - Zoe Parker

  • 4 years ago
  • 93%
JESSICA BANGKOK - CUCKOLD
7 728 views
39:14

JESSICA BANGKOK - CUCKOLD

  • 1 year ago
  • 82%
[Cuckold Sessions - Kagney Linn Karter]
22 614 views
36:49

[Cuckold Sessions - Kagney Linn Karter]

  • 3 years ago
  • 85%
AliceInBondageLand - Tabitha Sissy StrapOn Fucking Alic
2 217 views
36:45

AliceInBondageLand - Tabitha Sissy StrapOn Fucking Alic

  • 4 years ago
  • 100%
CumeatingCuckolds - The Sissy Tax 720p
6 292 views
36:20

CumeatingCuckolds - The Sissy Tax 720p

  • 3 years ago
  • 91%
{{{{.$$$.Cuckold.Amateur.Clean.Up.$$$.}}}}
14 276 views
36:11

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

  • 2 years ago
  • 92%
{{{Prado Hardcore Cuckold}}}
8 580 views
33:01

{{{Prado Hardcore Cuckold}}}

  • 2 years ago
  • 87%
Sissy - My Stepson Is Ravaging My Unshaved Pussy
8 125 views
32:59

Sissy - My Stepson Is Ravaging My Unshaved Pussy

  • 3 years ago
  • 93%
MagmaFilm - Sissy boyfriend
2 176 views
31:27

MagmaFilm - Sissy boyfriend

  • 2 years ago
  • 50%
Avery Cristy - Cum Eating Cuckold
35 755 views
31:03

Avery Cristy - Cum Eating Cuckold

  • 4 years ago
  • 95%
CumeatingCuckolds - Shae Celestine Sissy Boy Pegging
16 358 views
30:39

CumeatingCuckolds - Shae Celestine Sissy Boy Pegging

  • 3 years ago
  • 91%
((   Tera_Dice_Cuckolds ))
7 544 views
30:17

(( Tera_Dice_Cuckolds ))

  • 2 years ago
  • 92%
Bobbi Starr Moms Cuckold
12 174 views
30:03

Bobbi Starr Moms Cuckold

  • 3 years ago
  • 82%
Sissy Neri - The bored wife
3 211 views
29:56

Sissy Neri - The bored wife

  • 2 years ago
  • 100%
Sissy Neri - The bored wife - Interracial - DP - Ass Do
2 258 views
29:56

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

  • 11 months ago
  • 83%
Little Red Speculum
2 156 views
29:26

Little Red Speculum

  • 1 year ago
  • 90%
AliceInBondageLand - Public Butt Plug Sissy Walk Part 1
2 518 views
28:12

AliceInBondageLand - Public Butt Plug Sissy Walk Part 1

  • 4 years ago
  • 100%
( [Clean Out My Pussy Cuckold - Anya Olsen] )
17 294 views
28:11

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

  • 3 years ago
  • 88%
Cumeatingcuckolds - Maya Morgen
17 302 views
27:47

Cumeatingcuckolds - Maya Morgen

  • 2 years ago
  • 93%
Sissy Moore - Filthy Shower Fuck in 4K
4 947 views
27:17

Sissy Moore - Filthy Shower Fuck in 4K

  • 1 year ago
  • 85%
Jenna Jaden - Big Booty Sissy Maid Is Always Ready
4 022 views
27:04

Jenna Jaden - Big Booty Sissy Maid Is Always Ready

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

Milf Ass

  • 6 years ago
  • 100%
Sissy Neri - Drunk Of Cream Of Your Cock
14 061 views
26:52

Sissy Neri - Drunk Of Cream Of Your Cock

  • 5 years ago
  • 98%
LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho
57 197 views
26:40

LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho

  • 5 years ago
  • 93%
{{{1614_New_Boyfriend}}}
6 260 views
26:21

{{{1614_New_Boyfriend}}}

  • 2 years ago
  • 71%
Submissive Cuckolds 4k
6 642 views
26:16

Submissive Cuckolds 4k

  • 1 year ago
  • 86%
AliceInBondageLand - Sissy StrapOn Xmas Present Part 1
1 785 views
25:55

AliceInBondageLand - Sissy StrapOn Xmas Present Part 1

  • 4 years ago
  • 100%
Cum Eating Cuckolds - Summer Carter
21 710 views
25:52

Cum Eating Cuckolds - Summer Carter

  • 3 years ago
  • 91%
CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up
22 868 views
25:28

CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up

  • 3 years ago
  • 91%
Grinding That Fist - s01 - Angel Piaff - Sissy A.
3 251 views
24:55

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

  • 4 years ago
  • 100%
AliceInBondageLand - Golden Gate Bridge Sissy 2
2 079 views
24:45

AliceInBondageLand - Golden Gate Bridge Sissy 2

  • 4 years ago
  • 100%
That Cuckold HUsband
6 299 views
23:06

That Cuckold HUsband

  • 2 years ago
  • 100%
Cuckold Cleans Up After Condom Breaks
14 525 views
22:50

Cuckold Cleans Up After Condom Breaks

  • 3 years ago
  • 88%
DommeMommy Turns You Into Sissified Bi Cuck PART 2
3 495 views
22:41

DommeMommy Turns You Into Sissified Bi Cuck PART 2

  • 2 years ago
  • 90%
Cum Eating Cuckolds - Cum Eater
39 317 views
21:52

Cum Eating Cuckolds - Cum Eater

  • 3 years ago
  • 89%
AliceInBondageLand - Sissy StrapOn Xmas Present Part 2
3 030 views
20:56

AliceInBondageLand - Sissy StrapOn Xmas Present Part 2

  • 4 years ago
  • 100%
Sissy - Ball Game for GILFs
8 960 views
20:46

Sissy - Ball Game for GILFs

  • 3 years ago
  • 96%
Sucking Cock Sissy
2 010 views
20:32

Sucking Cock Sissy

  • 12 months ago
  • 53%
Tigger Rosey - White Boi Sissy for BBC Mesmerize
11 024 views
20:23

Tigger Rosey - White Boi Sissy for BBC Mesmerize

  • 3 years ago
  • 80%
££££.[[Nikky_Thorne]].%%%%
3 165 views
20:01

££££.[[Nikky_Thorne]].%%%%

  • 1 year ago
  • 71%
Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash
9 450 views
20:00

Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash

  • 3 years ago
  • 92%
Sissy - My Daughters Suitor
10 221 views
19:49

Sissy - My Daughters Suitor

  • 4 years ago
  • 96%
Sissy - New Home New Lover
7 707 views
19:46

Sissy - New Home New Lover

  • 4 years ago
  • 96%
CuM Eating Cuckold Pressley Carter
10 055 views
19:37

CuM Eating Cuckold Pressley Carter

  • 3 years ago
  • 77%
Your Sissy Fate Is Sealed
2 124 views
19:08

Your Sissy Fate Is Sealed

  • 2 years ago
  • 100%
Sissy Gold - Amateur couple tries new toys
4 374 views
19:07

Sissy Gold - Amateur couple tries new toys

  • 3 years ago
  • 100%
Sissy - Inner Harmony
5 414 views
18:34

Sissy - Inner Harmony

  • 3 years ago
  • 89%
Office sissy caption story
1 231 views
18:24

Office sissy caption story

  • 2 months ago
  • 100%
ªªª{{{{JOI&CEI}}}}²³²££
948 views
17:51

ªªª{{{{JOI&CEI}}}}²³²££

  • 1 year ago
  • 100%
Poppers For Panty Wearing Sissy
18 255 views
17:36

Poppers For Panty Wearing Sissy

  • 2 years ago
  • 57%
TheEnglishMansion - Tethered Sissy Maid
2 068 views
17:29

TheEnglishMansion - Tethered Sissy Maid

  • 2 years ago
  • 100%
MatureNL - Sissy Neri Is A Hot Italian MILF That Loves
6 510 views
17:04

MatureNL - Sissy Neri Is A Hot Italian MILF That Loves

  • 10 months ago
  • 80%
Aliza Breeze - Black Beauty Is a Submissive Sissy in HD
1 068 views
16:22

Aliza Breeze - Black Beauty Is a Submissive Sissy in HD

  • 9 months ago
  • 100%
Hot Psycho JOI For You Sissy
3 415 views
16:13

Hot Psycho JOI For You Sissy

  • 3 years ago
  • 100%
Ella Nova Winkie Humiliation during diaper change
8 535 views
15:47

Ella Nova Winkie Humiliation during diaper change

  • 3 years ago
  • 100%
Sissy Slut Prepares for BBC
5 443 views
14:42

Sissy Slut Prepares for BBC

  • 4 years ago
  • 66%
Skin Diamond - D0ggy-chow Sissy Humiliation
8 566 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 5 years ago
  • 87%
Skin Diamond - D0ggy-chow Sissy Humiliation
5 452 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 5 years ago
  • 83%
German Domina Lady Julina Transenschwuchtel Sissy Schwa
3 390 views
13:10

German Domina Lady Julina Transenschwuchtel Sissy Schwa

  • 5 years ago
  • 66%
Jenna Ivory - Cuckold Humiliation
10 816 views
12:58

Jenna Ivory - Cuckold Humiliation

  • 4 years ago
  • 73%
Eva De Vil - Sissy Maid Wanted
2 613 views
12:40

Eva De Vil - Sissy Maid Wanted

  • 2 years ago
  • 100%
Juicy Sissy With Nylons Is Moaning Loudly On Hard Bang
1 048 views
12:37

Juicy Sissy With Nylons Is Moaning Loudly On Hard Bang

  • 3 years ago
  • 100%
White boys become sissy cuckolds
2 485 views
12:17

White boys become sissy cuckolds

  • 3 years ago
  • 44%
021.Ivory_Cum_Licker (1080)
1 897 views
12:02

021.Ivory_Cum_Licker (1080)

  • 2 years ago
  • 100%
Jacky Pride - Super Cute Sailor Sissy
799 views
12:02

Jacky Pride - Super Cute Sailor Sissy

  • 10 months ago
  • 100%
Sissy Tranny Begs For Love Juice On Hose
1 513 views
12:01

Sissy Tranny Begs For Love Juice On Hose

  • 3 years ago
  • 100%
Tatita Hilton - Fucking My Sissy Girl 08
1 738 views
11:39

Tatita Hilton - Fucking My Sissy Girl 08

  • 2 years ago
  • 100%
FayValentine369 - Sissy HandJob
1 095 views
11:33

FayValentine369 - Sissy HandJob

  • 3 years ago
  • 100%
KendraJames - Sissy Suckfest
2 787 views
11:29

KendraJames - Sissy Suckfest

  • 4 years ago
  • 100%
Sissy Slut Training
2 143 views
11:21

Sissy Slut Training

  • 3 years ago
  • 100%
Anikka Albrite - Worship The Booty Queen
5 381 views
11:15

Anikka Albrite - Worship The Booty Queen

  • 4 years ago
  • 95%
Daddy's Sissy Slut Getting Anal Pleasure
11 021 views
11:07

Daddy's Sissy Slut Getting Anal Pleasure

  • 5 years ago
  • 95%
TGirl Janie Blade Instructs You On Proper Sissy Etiquette
1 290 views
11:07

TGirl Janie Blade Instructs You On Proper Sissy Etiquette

  • 3 years ago
  • 100%
KinkDevice - Jens Pink Sissy Peg Alt View
803 views
10:56

KinkDevice - Jens Pink Sissy Peg Alt View

  • 3 years ago
  • 0%
KinkDevice - Jens Pink Sissy Peg
959 views
10:33

KinkDevice - Jens Pink Sissy Peg

  • 3 years ago
  • 100%
Meta Cum Compilation - Sissy Cum Brainwash
24 854 views
10:32

Meta Cum Compilation - Sissy Cum Brainwash

  • 4 years ago
  • 96%
Sissy Slut Fucks Her Hole With Fat Dildo
1 503 views
10:30

Sissy Slut Fucks Her Hole With Fat Dildo

  • 2 years ago
  • 100%
Sissy Fuck Meat Has Fun With Her Machine
1 963 views
10:29

Sissy Fuck Meat Has Fun With Her Machine

  • 2 years ago
  • 100%
MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac
4 487 views
10:22

MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac

  • 4 years ago
  • 100%
Big tit German MILF Texas Patti gets pounded hard
6 286 views
10:22

Big tit German MILF Texas Patti gets pounded hard

  • 4 years ago
  • 100%
Sissy prostitute acquires Used
5 414 views
10:21

Sissy prostitute acquires Used

  • 4 years ago
  • 100%
Little Sissy Pirate Wench
2 443 views
10:17

Little Sissy Pirate Wench

  • 4 years ago
  • 66%
@@@.Arab_Mistress.@@'
4 363 views
10:15

@@@.Arab_Mistress.@@'

  • 2 years ago
  • 100%
LuxuryLovers - Perfect Cumshot Compilation - Doggystyle
370 views
10:10

LuxuryLovers - Perfect Cumshot Compilation - Doggystyle

  • 3 months ago
  • 0%
Fingers In My Pussy and Squirt
1 289 views
10:08

Fingers In My Pussy and Squirt

  • 2 years ago
  • 0%
TGirl TrapaZoey - Sissy Bimbo Stroking
618 views
9:53

TGirl TrapaZoey - Sissy Bimbo Stroking

  • 3 years ago
  • 100%
Sissy In valuable Classic costume
2 436 views
9:51

Sissy In valuable Classic costume

  • 4 years ago
  • 100%
Cate McQueen - Strap on instructions in 4K
2 625 views
9:35

Cate McQueen - Strap on instructions in 4K

  • 1 year ago
  • 75%
AliceInBondageLand - Public Butt Plug Sissy Walk Part 2
1 705 views
8:51

AliceInBondageLand - Public Butt Plug Sissy Walk Part 2

  • 4 years ago
  • 100%
Sissy Training With Dominatrix
1 939 views
8:40

Sissy Training With Dominatrix

  • 2 years ago
  • 100%
Suck Sissy - The English Mansion
4 701 views
8:38

Suck Sissy - The English Mansion

  • 3 years ago
  • 80%
Sissy Slut Fucks Herself In Cute Onesie
2 206 views
8:31

Sissy Slut Fucks Herself In Cute Onesie

  • 2 years ago
  • 100%
Virtual Femdom Mistress Foot Worship Session
2 411 views
8:30

Virtual Femdom Mistress Foot Worship Session

  • 2 years ago
  • 100%
Sissy Watches Hypno While Fucking Her Ass
3 603 views
8:14

Sissy Watches Hypno While Fucking Her Ass

  • 2 years ago
  • 100%
Asian sissy slut in nylons gets fucked by big cock
10 036 views
7:59

Asian sissy slut in nylons gets fucked by big cock

  • 5 years ago
  • 86%
TGirl Sony4Mony - Sissy cums with orgasm contractions
1 077 views
7:50

TGirl Sony4Mony - Sissy cums with orgasm contractions

  • 3 years ago
  • 100%
Erica Cherry - Relaxation Break
5 682 views
7:21

Erica Cherry - Relaxation Break

  • 5 years ago
  • 94%
POV Virtual Femdom Dominatrix Cum Eating Instructions
3 011 views
6:58

POV Virtual Femdom Dominatrix Cum Eating Instructions

  • 2 years ago
  • 71%
Sissy caption story - I should go
1 179 views
6:41

Sissy caption story - I should go

  • 2 months ago
  • 100%
Ageplay Familyplay And Sissy Training
2 623 views
6:35

Ageplay Familyplay And Sissy Training

  • 2 years ago
  • 100%
POV Wife And Friend Cuckold Cum Eating Sissy Husband
6 993 views
6:32

POV Wife And Friend Cuckold Cum Eating Sissy Husband

  • 2 years ago
  • 71%
Tgirl Aubrey Kate barebacking sissy man
5 234 views
6:25

Tgirl Aubrey Kate barebacking sissy man

  • 4 years ago
  • 100%
Amateur Ladyboy Sandie Jerks Off Above Guys Face
321 views
6:25

Amateur Ladyboy Sandie Jerks Off Above Guys Face

  • 10 months ago
  • 0%
Amateur Ladyboy Shy Jerks Off On Porn And Gets Sucked
320 views
6:23

Amateur Ladyboy Shy Jerks Off On Porn And Gets Sucked

  • 11 months ago
  • 0%
Mariah Horny Amateur Crossdresser Loves Hard Cock
5 178 views
6:22

Mariah Horny Amateur Crossdresser Loves Hard Cock

  • 4 years ago
  • 100%
Small tit trans Annabelle Lane anal ride
536 views
6:20

Small tit trans Annabelle Lane anal ride

  • 1 year ago
  • 100%
Mistress Sissy Training Humiliation JOI
979 views
6:20

Mistress Sissy Training Humiliation JOI

  • 1 year ago
  • 100%
Cuckold hubby watch wife get bbc fucked
3 093 views
6:20

Cuckold hubby watch wife get bbc fucked

  • 5 months ago
  • 50%
Cuckold sissy watches mistress fuck bbcs
1 795 views
6:20

Cuckold sissy watches mistress fuck bbcs

  • 5 months ago
  • 45%
Like being my fucking degradation bitch?
3 735 views
6:20

Like being my fucking degradation bitch?

  • 4 weeks ago
  • 16%