SHEMALE • PEGGING 2,222 videos

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03:44

Spider-girl Love Pegging ( Spandex Fuck)

3 years ago

HClips

spandex, pegging, shemale and girl
09:14

Handsome Ladyboy Getting Pegged by her Identically Red-Hot Girfriend

3 years ago

KeekAss

lesbian, pegging
05:15

Peg in Red

7 years ago

xHamster

latex, pegging
02:26

Sissy Breezy Pegged by Domina

2 years ago

TrannyGem

strapon, british, pegging
06:08 87%

Rigid Ass-Fuck Penetrate; Sissy; Female Dominance

3 years ago

TrannyGem

femdom, strapon, train, milk, crossdresser, whore, pegging
09:47

Nasty chick enjoys ass pegging by the massive strap on dildo

5 years ago

BeMyHole

strapon, bisexual, pegging
06:08

Alte Transe bekommt Analspiele und Pegging von Privathure

6 years ago

ShemaleZ

pegging
14:28

SometimesNiki cheerleader gets a pegging

7 months ago

ShemaleTaxi

dildo, crossdresser, strapon, cosplay, pegging
23:58

Be a dame for me - domina pegging crossdresser in virginity

1 year ago

ShemaleTaxi

crossdresser, shemale, femdom, strapon, toys, pegging
08:00

Naughty Mistress And Shemale Share Dudes Pucker

2 years ago

GetTranny

femdom, strapon, pegging
01:02

Lesbian Monster Cock Pegging Featuring Mamie_donuts

3 months ago

TrannyOne

ass, big cock, monster, shemale, lesbian, pegging
15:02 79%

Sissy Husband in Silver Pegged by Best Wife

6 years ago

TXXX

wife, husband, pegging, sissy
06:58

Blonde domme pegging a tranny

1 year ago

ShemaleMovie

amateur, shemale and girl, pegging
13:10

Pegging - La française Elsa Muse encule son-in-law soumis en levrette sur vends-ta-culotte.com

3 years ago

ShemaleTaxi

french, strapon, pegging, sissy
09:44

GIRL FUCK TRANNY GONZO HOME VIDEO

4 months ago

BeMyHole

shemale and girl, pegging, sissy, cumshot, shemale, amateur
05:43

Hard Pegging Sissification Femdom Mistress

3 years ago

ShemaleZ

femdom, pegging
13:05

The enjoying couple changed roles. Pegging

4 years ago

ShemaleTaxi

pegging, femboy
05:22

Sissy CD school doll used and pegged by misstress

3 years ago

ShemaleTaxi

strapon, doll, crossdresser, girlfriend, pegging, sissy, femboy
14:15 83%

Mistress Fucks Pussy Deep Sissy! Pegged Transgirl Bitch Cum

1 year ago

HClips

stockings, sissy, femdom, cumshot, pegging
05:42

Sissy Home Pegging

2 years ago

ShemaleTaxi

pegging
19:56 60%

Pegged and Stroked to Climax

7 years ago

xHamster

mature, mature anal, pegging
08:04 92%

British Sissy Pegged By Blonde Milf

6 years ago

TXXX

latex, MILF, british, pegging, sissy, threesome
48:54 60%

Surprise Pegging and Dong Sucking Trio for Mike with Lisa and shemale Mistresse Jenny

3 years ago

TrannyOne

femdom, shemale, surprise, pegging
02:43 82%

AB023 Beautiful femdom pegging big black dildo

5 years ago

xHamster

feet, beauty, femdom, teen (18+), anal, teen anal (18+), dildo
03:05

Gal Domina with her 2 crossdressers

4 years ago

TrannyGem

femdom, strapon, boots, spanking, pegging
03:25 75%

Purple Cord On Pegging of Peaches

2 weeks ago

TrannyGem

mom, femdom, strapon, lesbian, MILF, BBW, cuckold
15:29 86%

Shemale Suzie XXL and Girl fuck and pegging a black slave in chastity cage

2 years ago

KeekAss

latex, threesome, fetish, blonde, domination, pegging, small tits
02:43 56%

Mistress Lilith Destroys my Ass

2 years ago

xHamster

french, strapon, BDSM, domination, pegging, femboy
11:52

Sissy Kara Pegged By Her Cheating

3 years ago

KeekAss

mature anal, cheating, pegging
05:23

Pegging a transgender

5 years ago

ShemaleMovie

pegging
19:12 60%

Spandex T-Model in Innocence Slapped, Taunted, and Smashed by Female Domination - OnlyFans @Ms_Nacke

3 years ago

TrannyGem

femdom, latex, BDSM, spanking, spandex, domination, pegging
07:44 52%

Hj with guts rubdown make me jizm

1 year ago

TrannyGem

handjob, prostate, massage, pegging, sissy, femboy
12:25

Tina Kay - Pegs Sissy

3 years ago

ShemaleZ

pegging, sissy
10:06 67%

Our first-ever first-timer pegging movie

4 months ago

ShemaleTaxi

shemale, strapon, crossdresser, pegging, sissy, femboy
08:07

Female domination Pegging - Returning with a much fatter cock

6 months ago

ShemaleMovie

feet, orgasm, pegging
06:18 71%

Latex Fun

1 year ago

GetTranny

stockings, femdom, latex, strapon, fetish, bondage, big tits
04:44

Lina Paige - Ab064 Christmas -my Busty Shemale Robot Wearing Pegging Sex Cumshot (chinese And Engli

2 years ago

ShemaleZ

chinese, pegging
10:13

Transgender Princess bang-out with dominatrix, Pegged Sissy forearm free-for-all jizm tranny jizz

1 year ago

TrannyGem

femdom, orgasm, ladyboy, pegging, anal orgasm, hands free, hardcore
20:27 71%

Lexi Sindel Tara Emory - Pegged and shipped

6 years ago

ShemaleZ

uniform, pegging
02:17

Shemale Pegged

7 years ago

xHamster

strapon, pegging
09:22

Hot chick pegging a feminine hot sissy

2 years ago

TrannyGem

pegging, sissy
1:08:50 50%

Huge pegging bisexual tranny and cuckold comp i made

9 years ago

xHamster

bisexual, cuckold, pegging
05:10

Girl fucking a teen shemale

3 years ago

TrannyGem

teen (18+), pegging
13:44 80%

Mistress pegging

6 years ago

ShemaleZ

femdom, fetish, pegging
12:09 80%

Wilmaann One More View Pegging

5 years ago

ShemaleZ

pegging
04:22

Femboy Pegged by SkyEmilia – Femdom Handjob & Stockings

8 months ago

AnySex

femboy, femdom, pegging
03:05

Pegging Strapon Fuck

3 months ago

HClips

pegging, public, outdoor, amateur, strapon, teen (18+)
06:07

Pegging My Trans Sibling and Offers to Help Her Practice

1 month ago

KeekAss

blowjob, pegging
10:44 70%

Trans Trick-or-Treater Pegged two

4 years ago

KeekAss

lesbian, pegging
05:19

Teen shemales passion for anal pegging

1 year ago

XXXVogue

pegging, teen anal (18+), teen (18+)
10:44

Hardcore pegging with Asian trans beauties Hunter Bradley and Brisen Lestrange, featuring Zach Elliott and Rosa Rosebud

2 months ago

XXXVogue

compilation, threesome, pissing, italian, asian, pegging
04:34 80%

Giant Bad Dragon Chance For Sissy Anal Slut Hardcore Pegging With Strapon By Femdom Mistress Mercer

3 years ago

HClips

femdom, strapon, pegging, slut, fetish
02:34

Girlfriend Pegging crossdresser

4 years ago

AShemaleTube

girlfriend, pegging
05:44 82%

Taking My Chaste Sissy Bimbo Dolls Pegging Virginity With My Strapon In Bondage By Mistress Mercer

2 years ago

ShemaleZ

amateur, femdom, strapon, doll, fisting, bondage, BDSM
13:05

Trans Getting Pegged By Girlfriend - Femdom With Strap On Owning Her Bitches Ass

11 months ago

HClips

femdom, strapon, shemale and girl, shemale, girlfriend, pegging
17:20 67%

Mistress predominant & Pegging Sissy gimp with enjoy - Chinese Femdom

2 years ago

ShemaleMovie

femdom, chinese, pegging, sissy, toys
03:18

Sexy tranny pegged hard by a busty mistress with a dildo

2 years ago

TrannyGem

femdom, pegging, hardcore
17:41

Jumpy GIRLFRIEND Wants to Peg You [ASMR RP] [F4M] [Pegging]

1 year ago

KeekAss

shemale, pegging, girlfriend
06:10 67%

Lesbian tgirl pegged by lady babe cumdrops

5 years ago

ShemaleMovie

kissing, strapon, lesbian, glasses, pegging
06:37

TEASER Pegging my Sissy Trans Bitch

5 years ago

TrannyGem

pegging, sissy
07:44

Redhead mistress pegging a shemale like a doggy

2 years ago

TrannyGem

femdom, dogging, pegging, redhead
10:16

Heavy dame pegging her sissy man. (part two)

6 years ago

KeekAss

teen anal (18+), pegging
02:16

Intense pegging at the hotel for Loren Aprile

3 years ago

xHamster

femdom, strapon, pegging, hotel
06:09 77%

Sneaky Sluts Make A Peg Sandwich - Eva Maxim, Chloe Temple

1 year ago

TrannyOne

pegging, big cock, slut
05:18 79%

OUTDDOR SISSY POKE by DOMINA

3 years ago

TrannyGem

femdom, public, train, outdoor, pegging, femboy
07:47 40%

Femboy Pegged By Kawaii Ftm Top

3 years ago

ShemaleZ

pegging, FTM
02:23

Anal Slut Loren Aprile Roughly Assfucked by Mistress Revenge

3 years ago

xHamster

femdom, strapon, domination, pegging, asshole, slut
08:27

Pegging My Sissy Boi

2 years ago

TXXX

pegging, sissy
01:57

Femdom Strapon Mistress Pegging Crossdressing Bitch Mol

4 years ago

AShemaleTube

femdom, strapon, pegging, crossdresser
06:26 64%

Russian Crossdresser Pegging By Girl - Teaser Video

2 years ago

GetTranny

strapon, russian, pegging, crossdresser
02:28

Assfucking shagging this Sissy with a BIGG fake penis

2 years ago

TrannyGem

dildo, pegging
05:59

Horny shemale pounded hardcore by her friend with a strap on

9 years ago

BravoTube

femdom, strapon, couple, fetish, pegging
04:59

My Fresh Sissy Tgirl Assfuck Tart First-Ever Time being Feminized and Boinked by Domina Mercer

9 months ago

TrannyGem

femdom, train, reality, skinny, pegging, slut, sissy
15:28

Brunette gets Pegged by Wife for the first Time

5 years ago

TrannyGem

wife, clit, shemale and girl, big clit, erotic, pegging, first time
06:00 40%

Femdom Double Anal Pegging for Chastity Sissy Lucy

3 years ago

xHamster

femdom, strapon, double anal, pegging, chastity
15:31 83%

Girl pegging her sissy

7 years ago

xHamster

teen (18+), couple, teen anal (18+), pegging
06:34

Dominating My Trans Spanking & Strap-on Pegging -preview Nikki Lilith With Sydney Screams And Jordan Pryce

3 years ago

Upornia

strapon, spanking, shemale and girl, domination, screaming, pegging
11:59

Wondrous british milf Lisa Femdom Pegging Horny TGirl Gigi

5 months ago

ShemaleTaxi

femdom, strapon, MILF, british, toys, pegging, femboy
18:43 92%

Lady Fatale And Slavena Are Pegging Their Sissy Lusinta Castro

3 years ago

Upornia

fetish, BDSM, pegging, sissy, threesome, stockings
07:52

BBW pegging a shemale hard

3 years ago

TrannyGem

BBW, pegging
20:50

Super-sexy domina Pegs Her Sissy cockslut

3 years ago

ShemaleTaxi

femdom, BDSM, crossdresser, pegging, sissy
06:16

Milf pegging a tranny intensely in the ass

3 years ago

TrannyGem

pegging
05:34

Slender TRANSSEXUAL Honey Getting Pegged by her Insatiable Gf

3 years ago

KeekAss

lesbian, girlfriend, pegging
12:34 82%

Dominatrix teaching insane sissy tramp

4 years ago

TrannyGem

femdom, strapon, train, pegging, crossdresser
06:27

Fuck And Pegged Rough By Couple Full Video

2 years ago

Upornia

gangbang, pegging
46:28

Sissy CrossDresser Lucy gets pegged by Lisa with a belt dick

5 years ago

ShemaleMovie

pegging, crossdresser
03:25

Hard Pegging Sissy Fuck

2 years ago

HClips

BDSM, pegging, sissy
10:08 83%

Bellowing for woman meatpipe

3 years ago

TrannyGem

feet, femdom, blowjob, chubby, leather, domination, pegging
10:20 69%

FEMALE DOMINATION & SISSY PEGGING SUPER-FUCKING-HOT SHOTS & CUM SHOTS COMPILATION

2 years ago

KeekAss

lesbian, compilation, cumshot compilation, pegging, sissy
14:41

Dirty-Talking European MILF Nadja Pegging

1 year ago

NuVid

dirty talk, shemale fucks guy, stockings, pegging
11:02

Wilma Ann Pegged part 2

5 years ago

ShemaleMovie

pegging
11:36

Busty Pegging Sexy Ts With Nadia White And Erica Cherry

1 year ago

ShemaleZ

pegging, stockings, big tits
07:00

Blond Domina Pegging A Shemale Babe

3 years ago

HClips

femdom, BDSM, pegging, shemale and girl
05:36

Super-naughty milf Pegging Her she-male Lover

5 years ago

VideoSection

homemade, dogging, pegging
07:18

Hot mistress pegging a shemale slut sensually

2 years ago

TrannyGem

pegging
10:41 82%

Sapphic Stepsisters Love to Pound each other in the Bum

4 years ago

TrannyGem

teen (18+), creampie, strapon, lesbian, prostate, russian, teen anal (18+)
04:24

Trio Pegging

3 years ago

ShemaleZ

pegging
06:58

Blond dominatrix pegging a tranny

4 years ago

ShemaleTaxi

pegging, couple
08:30 80%

Valentines Pegging 101: gotta get all angles

3 years ago

ShemaleTaxi

strapon, bisexual, pegging
55:32

Pegging crossdresser 01

6 years ago

ShemaleZ

shemale, crossdresser, pegging
11:52

Hunter Bradley & Friends 2025 Compilation - SQUIRTING, ANAL, TRANS, FEMDOM, BISEXUAL, PEGGING,

4 months ago

AShemaleTube

femdom, shemale, blowjob, bisexual, anal, squirt, threesome
11:10

Domina Pegging Sissy in Bride Costume - chinese female dom

2 years ago

ShemaleMovie

bride, femdom, chinese, pegging, sissy
03:21

Mistriss Pegging Sissy Ass And She Cum Without Hands

4 years ago

HClips

fetish, pegging, sissy
05:08

TS Chelsea Marie Pegging And Long Term Chastity Release Foot Worship And Extreme Anal Poundi

1 month ago

AShemaleTube

big cock, pegging, shemale fucks guy, chastity, feet, shemale
07:59 60%

Yakira 3

2 months ago

GetTranny

ebony, femdom, latex, shemale, strapon, BDSM, group
06:08 86%

Rigid Pegging Sissification; Female Domination; Domina

3 years ago

TrannyGem

femdom, pegging, crossdresser, sissy
11:38

Female Domination Cord On Pounds Sissy Crossdresser With Ejaculation Denial And Abasement

4 years ago

TrannyGem

femdom, strapon, train, cuckold, heels, pegging
19:15 40%

Peg N Play

6 years ago

ShemaleZ

teen (18+), toys, pegging
08:49

Petite sissy pegged by her gf

1 year ago

AShemaleTube

shemale and girl, sissy, amateur, shemale, pegging, homemade
23:11

Pegged boy oral traded and corded until he ejaculates

10 months ago

ShemaleMovie

shemale, big cock, crossdresser, pegging
05:40

Ladyboy, strapon

5 years ago

VideoSection

femdom, strapon, pegging, ladyboy
06:23

Latex tranny slut pegged

7 years ago

ShemaleZ

pegging
10:34 57%

Beau clothed Like a mega-bitch To Get Pegged

5 months ago

ShemaleMovie

latex, strapon, boots, lingerie, crossdresser, leather, clothed
06:08

Female Dominance Pegging With Enormous Faux-Cock For Hefty Pink Cigar Sissy Lucy

3 years ago

KeekAss

lesbian, mature anal, domination, pegging
05:58 80%

Lucy Essex CD Gets caught dressed like a sissy slut then pegged and fucked hard

4 years ago

AShemaleTube

mature, threesome, crossdresser, caught, group, dress, pegging
11:26 82%

Femboy pegging and dominated by Futas

4 years ago

xHamster

anime, cartoon, futanari, pegging, shemale fucks guy
11:35

Maylla Mandy - Tgirl And Her Friend Gets Pegged By A Dominant Lady

1 year ago

ShemaleZ

brazil, domination, threesome, pegging
25:45 63%

Dual penetration pegging with a feeldoe part two

3 years ago

ShemaleMovie

double anal, cumshot, pegging, double penetration, crossdresser
24:24 89%

Kinky ladyboy Pegging With sperm flow

6 years ago

TXXX

shemale, sperm, pegging
05:35

Amature Crossdresser Extreme Pegging with Huge Dildo an

5 years ago

AShemaleTube

huge dildo, pegging, dildo

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