Longest Videos Tagged with sissy

AllHD
PARATHD-4035 Yankee sissy made to come hard by sexual massage (6) Sakura Misaki
720p HD
4 016 views
115:33

PARATHD-4035 Yankee sissy made to come hard by sexual massage (6) Sakura Misaki

  • 1 year ago
  • 0%
Blonde Femboy Teases in Pink Skirt
1080p HD
469 views
92:40

Blonde Femboy Teases in Pink Skirt

  • 2 weeks ago
  • 100%
Mature Italian slut Sissy Neri takes many cocks today
1080p HD
10 728 views
50:00

Mature Italian slut Sissy Neri takes many cocks today

  • 5 years ago
  • 95%
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
7 121 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!

  • 2 years ago
  • 100%
OnlyTaboo - BBW Sandy Orhidea Sissy Wild Anal Mature Party Orgy
1080p HD
13 452 views
48:49

OnlyTaboo - BBW Sandy Orhidea Sissy Wild Anal Mature Party Orgy

  • 1 year ago
  • 84%
Mature Sissy Cuckold Porno Casting
1080p HD
1 624 views
42:15

Mature Sissy Cuckold Porno Casting

  • 4 weeks ago
  • 100%
Sissy Gold - XXXX - My first and only DP
720p HD
14 246 views
40:19

Sissy Gold - XXXX - My first and only DP

  • 6 years ago
  • 86%
AliceInBondageLand - Tabitha Sissy StrapOn Fucking Alic
1080p HD
4 360 views
36:45

AliceInBondageLand - Tabitha Sissy StrapOn Fucking Alic

  • 6 years ago
  • 100%
CumeatingCuckolds - The Sissy Tax 720p
720p HD
12 317 views
36:20

CumeatingCuckolds - The Sissy Tax 720p

  • 5 years ago
  • 95%
Sissy Neri Omar Galanti - Sissy Neri And Stud Have Hardcore Sex
1080p HD
5 216 views
34:58

Sissy Neri Omar Galanti - Sissy Neri And Stud Have Hardcore Sex

  • 8 months ago
  • 100%
{{{Prado Hardcore Cuckold}}}
720p HD
14 452 views
33:01

{{{Prado Hardcore Cuckold}}}

  • 4 years ago
  • 86%
MagmaFilm - Sissy boyfriend
1080p HD
4 521 views
31:27

MagmaFilm - Sissy boyfriend

  • 4 years ago
  • 66%
CumeatingCuckolds - Shae Celestine Sissy Boy Pegging
1080p HD
27 393 views
30:39

CumeatingCuckolds - Shae Celestine Sissy Boy Pegging

  • 6 years ago
  • 90%
Newcummer Kaden gets sodomized
1080p HD
4 089 views
30:19

Newcummer Kaden gets sodomized

  • 7 months ago
  • 75%
(( Tera_Dice_Cuckolds ))
720p HD
13 132 views
30:17

(( Tera_Dice_Cuckolds ))

  • 4 years ago
  • 90%
Bobbi Starr Moms Cuckold
720p HD
18 619 views
30:03

Bobbi Starr Moms Cuckold

  • 6 years ago
  • 85%
Sissy Neri - The bored wife
720p HD
6 231 views
29:56

Sissy Neri - The bored wife

  • 4 years ago
  • 100%
Sissy Neri - The bored wife - Interracial - DP - Ass Do
1080p HD
6 192 views
29:56

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

  • 3 years ago
  • 88%
Little Red Speculum
4K
4 111 views
29:26

Little Red Speculum

  • 3 years ago
  • 92%
Amanda Becker & Joanna Queen - Mature CD Girlfriends End Up With The Same Guy in HD
1080p HD
7 667 views
29:17

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

  • 3 years ago
  • 82%
FOXY ALEX VS NATE ROSS
1080p HD
35 029 views
29:01

FOXY ALEX VS NATE ROSS

  • 1 year ago
  • 100%
AliceInBondageLand - Public Butt Plug Sissy Walk Part 1
1080p HD
5 105 views
28:12

AliceInBondageLand - Public Butt Plug Sissy Walk Part 1

  • 6 years ago
  • 100%
( [Clean Out My Pussy Cuckold - Anya Olsen] )
1080p HD
33 239 views
28:11

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

  • 5 years ago
  • 88%
Cumeatingcuckolds - Maya Morgen
1080p HD
28 303 views
27:47

Cumeatingcuckolds - Maya Morgen

  • 4 years ago
  • 95%
Grayson Enjoys Riding Studly Bryce's Saddle Horn
1080p HD
7 717 views
27:26

Grayson Enjoys Riding Studly Bryce's Saddle Horn

  • 1 year ago
  • 100%
Summer - Discovering The Perfect Asian Sissy (20.09.2024)_1080p
1080p HD
6 368 views
27:15

Summer - Discovering The Perfect Asian Sissy (20.09.2024)_1080p

  • 1 year ago
  • 83%
Milf Ass
720p HD
4 521 views
26:52

Milf Ass

  • 8 years ago
  • 100%
Sissy Neri - Drunk Of Cream Of Your Cock
1080p HD
16 489 views
26:52

Sissy Neri - Drunk Of Cream Of Your Cock

  • 7 years ago
  • 98%
LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho
1080p HD
64 712 views
26:40

LustyGrandmas - Sissy Neri - Naughty Sissy Titty Cumsho

  • 7 years ago
  • 93%
{{{1614_New_Boyfriend}}}
720p HD
8 912 views
26:21

{{{1614_New_Boyfriend}}}

  • 4 years ago
  • 71%
Submissive Cuckolds 4k
4K
18 617 views
26:16

Submissive Cuckolds 4k

  • 3 years ago
  • 90%
AliceInBondageLand - Sissy StrapOn Xmas Present Part 1
1080p HD
3 662 views
25:55

AliceInBondageLand - Sissy StrapOn Xmas Present Part 1

  • 6 years ago
  • 80%
CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up
1080p HD
42 458 views
25:28

CumeatingCuckolds - Gia Vendetti Sissy Cuck Clean Up

  • 6 years ago
  • 92%
Cum & Sloppy Cock Sucking Brainwash - Split Screen Compilation
1080p HD
26 453 views
25:03

Cum & Sloppy Cock Sucking Brainwash - Split Screen Compilation

  • 6 years ago
  • 98%
Sissy - Maid Seduced By Teen Boy
4K
7 208 views
24:57

Sissy - Maid Seduced By Teen Boy

  • 1 month ago
  • 93%
Mature Sissy maid fantasy
1080p HD
6 606 views
24:57

Mature Sissy maid fantasy

  • 2 months ago
  • 100%
Grinding That Fist - s01 - Angel Piaff - Sissy A.
720p HD
5 395 views
24:55

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

  • 6 years ago
  • 100%
AliceInBondageLand - Golden Gate Bridge Sissy 2
1080p HD
5 838 views
24:45

AliceInBondageLand - Golden Gate Bridge Sissy 2

  • 6 years ago
  • 100%
OnlyFans - Faye Lockwood - Spider Boy XXX Sissy Sucking
1080p HD
2 401 views
24:24

OnlyFans - Faye Lockwood - Spider Boy XXX Sissy Sucking

  • 8 months ago
  • 100%
Crazy Pregnant - Sissy Boobs
1080p HD
571 views
23:10

Crazy Pregnant - Sissy Boobs

  • 6 days ago
  • 100%
That Cuckold HUsband
720p HD
14 827 views
23:06

That Cuckold HUsband

  • 4 years ago
  • 100%
Cuckold Cleans Up After Condom Breaks
1080p HD
27 874 views
22:50

Cuckold Cleans Up After Condom Breaks

  • 5 years ago
  • 90%
DommeMommy Turns You Into Sissified Bi Cuck PART 2
720p HD
9 378 views
22:41

DommeMommy Turns You Into Sissified Bi Cuck PART 2

  • 4 years ago
  • 85%
Cum Eating Cuckolds - Cum Eater
1080p HD
61 526 views
21:52

Cum Eating Cuckolds - Cum Eater

  • 5 years ago
  • 90%
AliceInBondageLand - Sissy StrapOn Xmas Present Part 2
1080p HD
5 627 views
20:56

AliceInBondageLand - Sissy StrapOn Xmas Present Part 2

  • 6 years ago
  • 100%
Mature Sissy Squirting during rough sex
1080p HD
2 815 views
20:54

Mature Sissy Squirting during rough sex

  • 1 month ago
  • 100%
Sissy - Ball Game for GILFs
1080p HD
15 971 views
20:46

Sissy - Ball Game for GILFs

  • 5 years ago
  • 97%
Sucking Cock Sissy
720p HD
5 518 views
20:32

Sucking Cock Sissy

  • 3 years ago
  • 66%
££££.[[Nikky_Thorne]].%%%%
1080p HD
4 135 views
20:01

££££.[[Nikky_Thorne]].%%%%

  • 3 years ago
  • 77%
Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash
1080p HD
16 793 views
20:00

Split-Screen Cum & Sloppy Cock Sucking Sissy Brainwash

  • 5 years ago
  • 95%
Sissy - My Daughters Suitor
720p HD
15 992 views
19:49

Sissy - My Daughters Suitor

  • 6 years ago
  • 97%
Sissy - New Home New Lover
720p HD
11 784 views
19:46

Sissy - New Home New Lover

  • 6 years ago
  • 97%
ThaiSwinger - Dominated by Farang & Sissy Cocks Woods Facial
1080p HD
856 views
19:45

ThaiSwinger - Dominated by Farang & Sissy Cocks Woods Facial

  • 1 month ago
  • 0%
Creamy Anal Adventure Ft Sissy Kenzie Star
1080p HD
1 167 views
19:30

Creamy Anal Adventure Ft Sissy Kenzie Star

  • 3 weeks ago
  • 100%
Your Sissy Fate Is Sealed
720p HD
5 458 views
19:08

Your Sissy Fate Is Sealed

  • 5 years ago
  • 100%
Sissy Gold - Amateur couple tries new toys
1440p
6 822 views
19:07

Sissy Gold - Amateur couple tries new toys

  • 6 years ago
  • 100%
Sissy - Inner Harmony
1080p HD
9 851 views
18:34

Sissy - Inner Harmony

  • 6 years ago
  • 92%
ªªª{{{{JOI&CEI}}}}²³²££
1080p HD
2 504 views
17:51

ªªª{{{{JOI&CEI}}}}²³²££

  • 3 years ago
  • 100%
Poppers For Panty Wearing Sissy
1080p HD
22 026 views
17:36

Poppers For Panty Wearing Sissy

  • 4 years ago
  • 61%
TheEnglishMansion - Tethered Sissy Maid
720p HD
5 265 views
17:29

TheEnglishMansion - Tethered Sissy Maid

  • 5 years ago
  • 100%
Aliza Breeze - Black Beauty Is a Submissive Sissy in HD
1080p HD
4 801 views
16:22

Aliza Breeze - Black Beauty Is a Submissive Sissy in HD

  • 2 years ago
  • 100%
Hot Psycho JOI For You Sissy
1080p HD
6 501 views
16:13

Hot Psycho JOI For You Sissy

  • 5 years ago
  • 100%
Ella Nova Winkie Humiliation during diaper change
1080p HD
16 886 views
15:47

Ella Nova Winkie Humiliation during diaper change

  • 5 years ago
  • 90%
Denise Masino As Dominatrix Sissy Training
720p HD
3 994 views
15:13

Denise Masino As Dominatrix Sissy Training

  • 6 months ago
  • 100%
SavannahxSiren - Girlfriend Encouraged Sissy Feminization - Strap On POV
1080p HD
1 704 views
14:45

SavannahxSiren - Girlfriend Encouraged Sissy Feminization - Strap On POV

  • 2 months ago
  • 100%
Sissy Slut Prepares for BBC
1080p HD
9 026 views
14:42

Sissy Slut Prepares for BBC

  • 6 years ago
  • 74%
Skin Diamond - D0ggy-chow Sissy Humiliation
1080p HD
10 061 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 8 years ago
  • 88%
Skin Diamond - D0ggy-chow Sissy Humiliation
1080p HD
7 083 views
13:50

Skin Diamond - D0ggy-chow Sissy Humiliation

  • 7 years ago
  • 83%
German Domina Lady Julina Transenschwuchtel Sissy Schwa
720p HD
4 477 views
13:10

German Domina Lady Julina Transenschwuchtel Sissy Schwa

  • 7 years ago
  • 80%
Jenna Ivory - Cuckold Humiliation
720p HD
19 395 views
12:58

Jenna Ivory - Cuckold Humiliation

  • 6 years ago
  • 78%
Blowjob and handjob with cumshot in naughty nylon lingerie
1080p HD
698 views
12:48

Blowjob and handjob with cumshot in naughty nylon lingerie

  • 4 weeks ago
  • 100%
White boys become sissy cuckolds
1080p HD
5 487 views
12:17

White boys become sissy cuckolds

  • 5 years ago
  • 58%
Goddess Rose Thorne - Dolling Up My Sissy
1080p HD
1 553 views
12:11

Goddess Rose Thorne - Dolling Up My Sissy

  • 2 months ago
  • 50%
Jacky Pride - Super Cute Sailor Sissy
1080p HD
4 099 views
12:02

Jacky Pride - Super Cute Sailor Sissy

  • 2 years ago
  • 100%
021.Ivory_Cum_Licker (1080)
1080p HD
2 827 views
12:02

021.Ivory_Cum_Licker (1080)

  • 4 years ago
  • 100%
Sissy Tranny Begs For Love Juice On Hose
720p HD
3 257 views
12:01

Sissy Tranny Begs For Love Juice On Hose

  • 5 years ago
  • 100%
THEcherrygirl - Sissy transformation
1080p HD
664 views
11:49

THEcherrygirl - Sissy transformation

  • 2 months ago
  • 100%
Tatita Hilton - Fucking My Sissy Girl 08
720p HD
4 348 views
11:39

Tatita Hilton - Fucking My Sissy Girl 08

  • 5 years ago
  • 100%
FayValentine369 - Sissy HandJob
720p HD
2 448 views
11:33

FayValentine369 - Sissy HandJob

  • 5 years ago
  • 100%
KendraJames - Sissy Suckfest
720p HD
4 686 views
11:29

KendraJames - Sissy Suckfest

  • 6 years ago
  • 100%
Sissy Slut Training
1080p HD
6 183 views
11:21

Sissy Slut Training

  • 5 years ago
  • 100%
HotMomDomme - Bar Pickup Feminized and Fucked
1080p HD
1 768 views
11:20

HotMomDomme - Bar Pickup Feminized and Fucked

  • 2 months ago
  • 100%
Anikka Albrite - Worship The Booty Queen
720p HD
10 253 views
11:15

Anikka Albrite - Worship The Booty Queen

  • 6 years ago
  • 96%
Daddy's Sissy Slut Getting Anal Pleasure
720p HD
12 407 views
11:07

Daddy's Sissy Slut Getting Anal Pleasure

  • 7 years ago
  • 95%
TGirl Janie Blade Instructs You On Proper Sissy Etiquette
720p HD
2 750 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
1080p HD
855 views
10:58

Cock and anus massage and cumshot in sexy nylon stockings

  • 4 weeks ago
  • 100%
KinkDevice - Jens Pink Sissy Peg Alt View
1080p HD
1 975 views
10:56

KinkDevice - Jens Pink Sissy Peg Alt View

  • 5 years ago
  • 100%
KinkDevice - Jens Pink Sissy Peg
1080p HD
2 361 views
10:33

KinkDevice - Jens Pink Sissy Peg

  • 5 years ago
  • 100%
Meta Cum Compilation - Sissy Cum Brainwash
1080p HD
33 260 views
10:32

Meta Cum Compilation - Sissy Cum Brainwash

  • 6 years ago
  • 97%
Sissy Slut Fucks Her Hole With Fat Dildo
720p HD
4 305 views
10:30

Sissy Slut Fucks Her Hole With Fat Dildo

  • 5 years ago
  • 100%
Sissy Fuck Meat Has Fun With Her Machine
720p HD
5 210 views
10:29

Sissy Fuck Meat Has Fun With Her Machine

  • 5 years ago
  • 100%
MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac
720p HD
6 215 views
10:22

MyDirtyHobby - PornbabeTyra - Erziehung zur Sissy - Mac

  • 6 years ago
  • 100%
Big tit German MILF Texas Patti gets pounded hard
1080p HD
10 366 views
10:22

Big tit German MILF Texas Patti gets pounded hard

  • 6 years ago
  • 100%
Sissy prostitute acquires Used
1080p HD
8 233 views
10:21

Sissy prostitute acquires Used

  • 7 years ago
  • 100%
Little Sissy Pirate Wench
1080p HD
4 788 views
10:17

Little Sissy Pirate Wench

  • 6 years ago
  • 71%
@@@.Arab_Mistress.@@'
720p HD
5 549 views
10:15

@@@.Arab_Mistress.@@'

  • 4 years ago
  • 100%
LuxuryLovers - Perfect Cumshot Compilation - Doggystyle
1080p HD
2 116 views
10:10

LuxuryLovers - Perfect Cumshot Compilation - Doggystyle

  • 2 years ago
  • 100%
Prettyinpunk92 - Turning You Into My Sissy Slut Makes Me Smile
1440p
476 views
10:10

Prettyinpunk92 - Turning You Into My Sissy Slut Makes Me Smile

  • 4 weeks ago
  • 0%
Fingers In My Pussy and Squirt
1080p HD
2 969 views
10:08

Fingers In My Pussy and Squirt

  • 4 years ago
  • 100%
TGirl TrapaZoey - Sissy Bimbo Stroking
720p HD
1 571 views
9:53

TGirl TrapaZoey - Sissy Bimbo Stroking

  • 5 years ago
  • 100%
Sissy In valuable Classic costume
720p HD
3 458 views
9:51

Sissy In valuable Classic costume

  • 6 years ago
  • 100%
Freya Reign - Making You Into A Sissy Maid Who Sucks Dick
1080p HD
823 views
9:41

Freya Reign - Making You Into A Sissy Maid Who Sucks Dick

  • 1 month ago
  • 100%
Cate McQueen - Strap on instructions in 4K
4KVR
5 731 views
9:35

Cate McQueen - Strap on instructions in 4K

  • 3 years ago
  • 60%
AliceInBondageLand - Public Butt Plug Sissy Walk Part 2
1080p HD
4 121 views
8:51

AliceInBondageLand - Public Butt Plug Sissy Walk Part 2

  • 6 years ago
  • 100%
Sissy Training With Dominatrix
720p HD
5 488 views
8:40

Sissy Training With Dominatrix

  • 4 years ago
  • 100%
Inflatable butt plug challenge 35 pumps
1080p HD
765 views
8:40

Inflatable butt plug challenge 35 pumps

  • 1 month ago
  • 100%
Suck Sissy - The English Mansion
1440pVR
9 166 views
8:38

Suck Sissy - The English Mansion

  • 5 years ago
  • 83%
Sissy Slut Fucks Herself In Cute Onesie
720p HD
6 650 views
8:31

Sissy Slut Fucks Herself In Cute Onesie

  • 5 years ago
  • 100%
Virtual Femdom Mistress Foot Worship Session
720p HD
6 476 views
8:30

Virtual Femdom Mistress Foot Worship Session

  • 5 years ago
  • 100%
TGirl Sony4Mony - Sissy cums on her mouth and lubricates her ass with cum
720p HD
2 543 views
8:21

TGirl Sony4Mony - Sissy cums on her mouth and lubricates her ass with cum

  • 5 years ago
  • 100%
Sissy Watches Hypno While Fucking Her Ass
720p HD
11 651 views
8:14

Sissy Watches Hypno While Fucking Her Ass

  • 5 years ago
  • 94%
Muscled Sissy in Red Lingerie Gets Fucked by Two Studs Top POV
1440p
1 634 views
8:03

Muscled Sissy in Red Lingerie Gets Fucked by Two Studs Top POV

  • 4 months ago
  • 0%
I am anal fucked by salesman ifo my cuck
1080p HD
3 235 views
8:00

I am anal fucked by salesman ifo my cuck

  • 3 months ago
  • 0%
Busty mistress fucks bbc ifo her cuckie
1080p HD
3 087 views
8:00

Busty mistress fucks bbc ifo her cuckie

  • 4 months ago
  • 100%
I make my sissy cuck watch me get fucked
1080p HD
2 437 views
8:00

I make my sissy cuck watch me get fucked

  • 4 weeks ago
  • 100%
You need to accept youre a cuckold bitch
1080p HD
2 894 views
8:00

You need to accept youre a cuckold bitch

  • 1 month ago
  • 83%
Asian sissy slut in nylons gets fucked by big cock
720p HD
13 796 views
7:59

Asian sissy slut in nylons gets fucked by big cock

  • 7 years ago
  • 80%
TGirl Sony4Mony - Sissy cums with orgasm contractions
720p HD
2 756 views
7:50

TGirl Sony4Mony - Sissy cums with orgasm contractions

  • 5 years ago
  • 100%
Bubble Butt Sissy fucks Big Black Dildo
1080p HD
708 views
7:46

Bubble Butt Sissy fucks Big Black Dildo

  • 2 weeks ago
  • 0%
Erica Cherry - Relaxation Break
720p HD
6 722 views
7:21

Erica Cherry - Relaxation Break

  • 7 years ago
  • 95%