Longest Videos Tagged with sissy

Bangin' It Out
2 549 views
110:42

Bangin' It Out

  • 2 months ago
  • 100%
Blonde Femboy Teases in Pink Skirt
1 616 views
92:40

Blonde Femboy Teases in Pink Skirt

  • 4 months ago
  • 50%
Dominatrix Smothers Her Sissy Subs
6 069 views
52:51

Dominatrix Smothers Her Sissy Subs

  • 6 years ago
  • 75%
Mature Italian slut Sissy Neri takes many cocks today
11 329 views
50:00

Mature Italian slut Sissy Neri takes many cocks today

  • 5 years ago
  • 95%
BNWO comp 2
15 582 views
47:22

BNWO comp 2

  • 1 year ago
  • 76%
Mature Sissy Cuckold Porno Casting
3 159 views
42:15

Mature Sissy Cuckold Porno Casting

  • 5 months ago
  • 100%
Sissy Gold - XXXX - My first and only DP
15 023 views
40:19

Sissy Gold - XXXX - My first and only DP

  • 6 years ago
  • 87%
AliceInBondageLand - Tabitha Sissy StrapOn Fucking Alic
4 598 views
36:45

AliceInBondageLand - Tabitha Sissy StrapOn Fucking Alic

  • 6 years ago
  • 100%
CumeatingCuckolds - The Sissy Tax 720p
13 004 views
36:20

CumeatingCuckolds - The Sissy Tax 720p

  • 6 years ago
  • 95%
Daisy Stone - Is It Cheating in SD
36 303 views
34:34

Daisy Stone - Is It Cheating in SD

  • 6 years ago
  • 88%
{{{Prado Hardcore Cuckold}}}
15 274 views
33:01

{{{Prado Hardcore Cuckold}}}

  • 5 years ago
  • 86%
MagmaFilm - Sissy boyfriend
4 859 views
31:27

MagmaFilm - Sissy boyfriend

  • 4 years ago
  • 66%
CumeatingCuckolds - Shae Celestine Sissy Boy Pegging
29 231 views
30:39

CumeatingCuckolds - Shae Celestine Sissy Boy Pegging

  • 6 years ago
  • 91%
Newcummer Kaden gets sodomized
4 757 views
30:19

Newcummer Kaden gets sodomized

  • 11 months ago
  • 60%
((   Tera_Dice_Cuckolds ))
14 089 views
30:17

(( Tera_Dice_Cuckolds ))

  • 5 years ago
  • 90%
Bobbi Starr Moms Cuckold
19 963 views
30:03

Bobbi Starr Moms Cuckold

  • 6 years ago
  • 85%
Sissy Neri - The bored wife
6 686 views
29:56

Sissy Neri - The bored wife

  • 5 years ago
  • 100%
Sissy Neri - The bored wife - Interracial - DP - Ass Do
6 695 views
29:56

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

  • 3 years ago
  • 88%
VIPissy - Gitti And Sissy
1 679 views
29:42

VIPissy - Gitti And Sissy

  • 1 month ago
  • 100%
VIPissy - Gitti And Sissy 2
976 views
29:42

VIPissy - Gitti And Sissy 2

  • 1 month ago
  • 100%
Little Red Speculum
4 369 views
29:26

Little Red Speculum

  • 4 years ago
  • 92%
FOXY ALEX VS NATE ROSS
42 963 views
29:01

FOXY ALEX VS NATE ROSS

  • 1 year ago
  • 100%
AliceInBondageLand - Public Butt Plug Sissy Walk Part 1
5 623 views
28:12

AliceInBondageLand - Public Butt Plug Sissy Walk Part 1

  • 6 years ago
  • 100%
( [Clean Out My Pussy Cuckold - Anya Olsen] )
35 747 views
28:11

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

  • 5 years ago
  • 88%
Grayson Enjoys Riding Studly Bryce's Saddle Horn
8 479 views
27:26

Grayson Enjoys Riding Studly Bryce's Saddle Horn

  • 1 year ago
  • 100%
Milf Ass
4 575 views
26:52

Milf Ass

  • 8 years ago
  • 100%
Sissy Neri - Drunk Of Cream Of Your Cock
16 889 views
26:52

Sissy Neri - Drunk Of Cream Of Your Cock

  • 8 years ago
  • 98%
LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho
65 798 views
26:40

LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho

  • 7 years ago
  • 93%
Doja Brat Sissy Princess Arrives To Please Him
14 427 views
26:28

Doja Brat Sissy Princess Arrives To Please Him

  • 3 years ago
  • 88%
{{{1614_New_Boyfriend}}}
9 339 views
26:21

{{{1614_New_Boyfriend}}}

  • 5 years ago
  • 71%
Submissive Cuckolds 4k
19 677 views
26:16

Submissive Cuckolds 4k

  • 3 years ago
  • 90%
Chloe Cherry - Cum Eating Cuckolds
18 480 views
26:11

Chloe Cherry - Cum Eating Cuckolds

  • 6 years ago
  • 77%
Gorgeous latina femboy big dick cumshots
237 views
26:08

Gorgeous latina femboy big dick cumshots

  • 2 days ago
  • 0%
AliceInBondageLand - Sissy StrapOn Xmas Present Part 1
4 063 views
25:55

AliceInBondageLand - Sissy StrapOn Xmas Present Part 1

  • 6 years ago
  • 80%
CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up
45 405 views
25:28

CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up

  • 6 years ago
  • 92%
maxcuckold.com Cuckold Busty Blonde
13 349 views
25:08

maxcuckold.com Cuckold Busty Blonde

  • 8 years ago
  • 53%
Sissy Wants Bro's Cock
2 174 views
24:57

Sissy Wants Bro's Cock

  • 4 months ago
  • 100%
Mature Sissy maid fantasy
9 560 views
24:57

Mature Sissy maid fantasy

  • 6 months ago
  • 100%
Sissy - Maid Seduced By Teen Boy
9 240 views
24:57

Sissy - Maid Seduced By Teen Boy

  • 5 months ago
  • 95%
Grinding That Fist - s01 - Angel Piaff - Sissy A.
5 840 views
24:55

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

  • 6 years ago
  • 100%
AliceInBondageLand - Golden Gate Bridge Sissy 2
6 420 views
24:45

AliceInBondageLand - Golden Gate Bridge Sissy 2

  • 6 years ago
  • 100%
OnlyFans - Faye Lockwood - Spider Boy XXX Sissy Sucking
2 997 views
24:24

OnlyFans - Faye Lockwood - Spider Boy XXX Sissy Sucking

  • 12 months ago
  • 100%
NTB_IR_Blsy
2 767 views
24:22

NTB_IR_Blsy

  • 3 weeks ago
  • 66%
Crazy Pregnant - Sissy Boobs
1 301 views
23:10

Crazy Pregnant - Sissy Boobs

  • 4 months ago
  • 100%
That Cuckold HUsband
16 343 views
23:06

That Cuckold HUsband

  • 5 years ago
  • 100%
Cuckold Cleans Up After Condom Breaks
29 845 views
22:50

Cuckold Cleans Up After Condom Breaks

  • 6 years ago
  • 90%
DommeMommy Turns You Into Sissified Bi Cuck PART 2
11 122 views
22:41

DommeMommy Turns You Into Sissified Bi Cuck PART 2

  • 4 years ago
  • 86%
Mischa Brooks - Cum Eating Cuckolds
15 978 views
22:22

Mischa Brooks - Cum Eating Cuckolds

  • 6 years ago
  • 82%
Cum Eating Cuckolds - Cum Eater
66 711 views
21:52

Cum Eating Cuckolds - Cum Eater

  • 5 years ago
  • 90%
Teen Sissy Solo for Xmas
3 619 views
21:21

Teen Sissy Solo for Xmas

  • 6 years ago
  • 62%
AliceInBondageLand - Sissy StrapOn Xmas Present Part 2
6 109 views
20:56

AliceInBondageLand - Sissy StrapOn Xmas Present Part 2

  • 6 years ago
  • 100%
Mature Sissy Squirting during rough sex
3 971 views
20:54

Mature Sissy Squirting during rough sex

  • 5 months ago
  • 100%
Sissy - Ball Game for GILFs
17 506 views
20:46

Sissy - Ball Game for GILFs

  • 5 years ago
  • 97%
Sissy – Ball Game for GILFs
6 200 views
20:46

Sissy – Ball Game for GILFs

  • 5 years ago
  • 85%
Sucking Cock Sissy
5 989 views
20:32

Sucking Cock Sissy

  • 3 years ago
  • 66%
££££.[[Nikky_Thorne]].%%%%
4 234 views
20:01

££££.[[Nikky_Thorne]].%%%%

  • 4 years ago
  • 77%
Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash
18 577 views
20:00

Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash

  • 6 years ago
  • 95%
Sissy - My Daughters Suitor
16 654 views
19:49

Sissy - My Daughters Suitor

  • 6 years ago
  • 97%
Sissy - New Home New Lover
12 343 views
19:46

Sissy - New Home New Lover

  • 6 years ago
  • 97%
Hung Latina Tranny Juicy Big Cock Cumshots
350 views
19:36

Hung Latina Tranny Juicy Big Cock Cumshots

  • 2 days ago
  • 100%
Creamy Anal Adventure Ft Sissy Kenzie Star
2 600 views
19:30

Creamy Anal Adventure Ft Sissy Kenzie Star

  • 4 months ago
  • 100%
Your Sissy Fate Is Sealed
6 166 views
19:08

Your Sissy Fate Is Sealed

  • 5 years ago
  • 100%
Sissy Gold - Amateur couple tries new toys
7 162 views
19:07

Sissy Gold - Amateur couple tries new toys

  • 6 years ago
  • 100%
Pale British sissy Luna z gets fucked by bbc
4 601 views
18:51

Pale British sissy Luna z gets fucked by bbc

  • 2 months ago
  • 100%
Sissy - Inner Harmony
10 380 views
18:34

Sissy - Inner Harmony

  • 6 years ago
  • 92%
Prostate Milking a Sissy Cow 2
2 499 views
17:56

Prostate Milking a Sissy Cow 2

  • 2 weeks ago
  • 66%
ªªª{{{{JOI&CEI}}}}²³²££
2 698 views
17:51

ªªª{{{{JOI&CEI}}}}²³²££

  • 3 years ago
  • 100%
Poppers For Panty Wearing Sissy
22 886 views
17:36

Poppers For Panty Wearing Sissy

  • 5 years ago
  • 61%
TheEnglishMansion - Tethered Sissy Maid
5 767 views
17:29

TheEnglishMansion - Tethered Sissy Maid

  • 5 years ago
  • 100%
Sissy Kenzie Star vs Brutal Fuck Machine
2 167 views
17:22

Sissy Kenzie Star vs Brutal Fuck Machine

  • 3 months ago
  • 100%
Aliza Breeze - Black Beauty Is a Submissive Sissy in HD
5 212 views
16:22

Aliza Breeze - Black Beauty Is a Submissive Sissy in HD

  • 3 years ago
  • 100%
Prostate Milking a Sissy Cow 1
1 358 views
16:20

Prostate Milking a Sissy Cow 1

  • 2 weeks ago
  • 66%
Hot Psycho JOI For You Sissy
6 795 views
16:13

Hot Psycho JOI For You Sissy

  • 6 years ago
  • 100%
Ella Nova Winkie Humiliation during diaper change
18 308 views
15:47

Ella Nova Winkie Humiliation during diaper change

  • 6 years ago
  • 90%
Sissy big balls and cock teasing
5 135 views
15:34

Sissy big balls and cock teasing

  • 6 years ago
  • 87%
lingerie outfits in sauna
140 views
15:24

lingerie outfits in sauna

  • 3 weeks ago
  • 0%
Denise Masino As Dominatrix Sissy Training
5 470 views
15:13

Denise Masino As Dominatrix Sissy Training

  • 11 months ago
  • 100%
GS - Tobias (g501)
6 769 views
14:59

GS - Tobias (g501)

  • 9 years ago
  • 100%
Sissy Slut Prepares for BBC
9 570 views
14:42

Sissy Slut Prepares for BBC

  • 6 years ago
  • 74%
Deep Throat sissy
1 343 views
14:26

Deep Throat sissy

  • 2 weeks ago
  • 100%
Skin Diamond - D0ggy-chow Sissy Humiliation
10 336 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 8 years ago
  • 88%
Skin Diamond - D0ggy-chow Sissy Humiliation
7 545 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 8 years ago
  • 83%
GS - Desmond (g564)
4 878 views
13:39

GS - Desmond (g564)

  • 9 years ago
  • 80%
GS - Tommy (g521)
5 642 views
13:17

GS - Tommy (g521)

  • 9 years ago
  • 80%
German Domina Lady Julina Transenschwuchtel Sissy Schwa
4 610 views
13:10

German Domina Lady Julina Transenschwuchtel Sissy Schwa

  • 7 years ago
  • 80%
Jenna Ivory - Cuckold Humiliation
20 922 views
12:58

Jenna Ivory - Cuckold Humiliation

  • 6 years ago
  • 80%
I dont care anymore sissy caption story
19 700 views
12:54

I dont care anymore sissy caption story

  • 2 years ago
  • 100%
Blowjob and handjob with cumshot in naughty nylon lingerie
1 960 views
12:48

Blowjob and handjob with cumshot in naughty nylon lingerie

  • 5 months ago
  • 100%
Telling Cuck About Her Need For Big Cocks
7 724 views
12:26

Telling Cuck About Her Need For Big Cocks

  • 6 years ago
  • 100%
White boys become sissy cuckolds
5 898 views
12:17

White boys become sissy cuckolds

  • 5 years ago
  • 58%
Goddess Rose Thorne - Dolling Up My Sissy
2 488 views
12:11

Goddess Rose Thorne - Dolling Up My Sissy

  • 6 months ago
  • 50%
Jacky Pride - Super Cute Sailor Sissy
4 395 views
12:02

Jacky Pride - Super Cute Sailor Sissy

  • 3 years ago
  • 100%
021.Ivory_Cum_Licker (1080)
3 027 views
12:02

021.Ivory_Cum_Licker (1080)

  • 5 years ago
  • 100%
Sissy Tranny Begs For Love Juice On Hose
3 592 views
12:01

Sissy Tranny Begs For Love Juice On Hose

  • 5 years ago
  • 100%
Femdom Cum Kiss
1 939 views
11:53

Femdom Cum Kiss

  • 3 months ago
  • 0%
POV Teen Mistress Sissy Training JOI
12 240 views
11:50

POV Teen Mistress Sissy Training JOI

  • 4 years ago
  • 87%
THEcherrygirl - Sissy transformation
1 266 views
11:49

THEcherrygirl - Sissy transformation

  • 6 months ago
  • 100%
Tatita Hilton - Fucking My Sissy Girl 08
4 653 views
11:39

Tatita Hilton - Fucking My Sissy Girl 08

  • 5 years ago
  • 100%
GS - Gilbert (g539)
6 454 views
11:35

GS - Gilbert (g539)

  • 9 years ago
  • 83%
Sissy wants a cock down her throat
1 168 views
11:34

Sissy wants a cock down her throat

  • 2 weeks ago
  • 0%
FayValentine369 - Sissy HandJob
2 707 views
11:33

FayValentine369 - Sissy HandJob

  • 5 years ago
  • 100%
KendraJames - Sissy Suckfest
4 946 views
11:29

KendraJames - Sissy Suckfest

  • 6 years ago
  • 100%
Sissy Slut Training
7 101 views
11:21

Sissy Slut Training

  • 5 years ago
  • 100%
HotMomDomme - Bar Pickup Feminized and Fucked
2 729 views
11:20

HotMomDomme - Bar Pickup Feminized and Fucked

  • 6 months ago
  • 100%
Anikka Albrite - Worship The Booty Queen
11 268 views
11:15

Anikka Albrite - Worship The Booty Queen

  • 6 years ago
  • 96%
Daddy's Sissy Slut Getting Anal Pleasure
12 624 views
11:07

Daddy's Sissy Slut Getting Anal Pleasure

  • 7 years ago
  • 95%
TGirl Janie Blade Instructs You On Proper Sissy Etiquette
3 015 views
11:07

TGirl Janie Blade Instructs You On Proper Sissy Etiquette

  • 5 years ago
  • 100%
Cock and anus massage and cumshot in sexy nylon stockings
2 041 views
10:58

Cock and anus massage and cumshot in sexy nylon stockings

  • 5 months ago
  • 100%
KinkDevice - Jens Pink Sissy Peg Alt View
2 205 views
10:56

KinkDevice - Jens Pink Sissy Peg Alt View

  • 5 years ago
  • 100%
KinkDevice - Jens Pink Sissy Peg
2 614 views
10:33

KinkDevice - Jens Pink Sissy Peg

  • 5 years ago
  • 100%