SHEMALE • SISSY 11,080 videos

Popular Latest Top rated

«‹11 12 13 14 15 ›

15:16 84%

SISSY SLUT SCHOOL VOL. 3 - MAKE IT EVEN BETTER FT. MERYL

5 years ago

AShemaleTube

mature, cartoon, cum in mouth, domination, futanari, slut, sissy
39:31 86%

Lily ForcedFemme Transformation MtoF At The Sissy Institute

5 years ago

TrannyGem

sissy, shemale
27:19

Pnp sissy

5 years ago

ShemaleZ

solo, sissy
21:54 81%

Sissy Foot Wank

5 years ago

KeekAss

feet, small cock, voyeur, fetish, footjob, BDSM, crossdresser
23:28 59%

Latex catsuit sissy with two hot latex mistresses in bondage

6 years ago

ShemaleZ

femdom, latex, fetish, bondage, BDSM, group
30:33 73%

Sissy College

6 years ago

KeekAss

POV, MILF, crossdresser, compilation, handjob compilation, ass, college
29:38

Obedient Sissy Human Ashtray villein Masturbating whilst Smoking With Daddy

6 years ago

ShemaleZ

smoking, sissy, BDSM
40:15 75%

MY SATIN SISSY SLUT

6 years ago

TXXX

stockings, satin, slut, sissy
16:03 80%

Sissy in hard action with Mistress

6 years ago

HClips

femdom, BDSM, sissy
15:39 75%

Euro sissy forces young man to fuck her ass

6 years ago

ShemaleZ

sissy
15:55

1 Toy Not Enough For Ugly Satanic Poppers And Meth Sissy Whore

6 years ago

ShemaleZ

ugly, whore
28:56

Sissy Female Slut Trainer 1

7 years ago

xHamster

slut, sissy, shemale fucks guy
21:15 76%

Small tits shemale trap sissy whore ass

8 years ago

TXXX

whore, sissy
28:52 60%

Sissy popper dreams

8 years ago

TXXX

sissy, solo
15:46

A seductive girl teases her ass with a powerful vibe and squirts while the crossdresser enjoys himself

2 months ago

XXXVogue

pissing, squirt, tease, dildo, ass, seduced
25:30 33%

Shecock Frotaholic Part 3

3 months ago

AShemaleTube

shemale, asian, crossdresser, compilation, cumshot compilation, frottage, femboy
15:24 60%

FEMBOY FEMBOY FEMBOY!

5 months ago

ShemaleMovie

big cock, sissy, shemale, femboy, big ass, hardcore
15:36

Long Legs and Hot Sex

8 months ago

$$ FapHouse

cumshot, POV, shemale, sissy, anal, bareback
16:02 58%

SHE-CREATURE JIZZ COMPILATION STAMINA COMPETE - Can you make it to the end ?

8 months ago

TrannyGem

train, orgasm, compilation, cumshot, ass, cumshot compilation, orgasm compilation
24:50 65%

Trixy Is Caught, tethered and banged in Full movie

8 months ago

VideoSection

beauty, bondage, lingerie, BDSM, crossdresser, caught, full movie
28:05

Femboy tears up themself with faux-cock and jizzes twice

9 months ago

ShemaleMovie

big tits, dildo, toys, small tits, sissy, femboy
26:28 67%

Ms Minxy’s Eternal Bareback Submission

11 months ago

$$ FapHouse

sissy, british, shemale, bareback, domination, couple
33:07 90%

Blondie gets creampie

1 year ago

AShemaleTube

shemale, sissy, creampie, small tits
55:19 55%

Aivadumon.t anal dildo show

1 year ago

AShemaleTube

ebony, small cock, anal, big ass, dildo, femboy
53:46 78%

Princess butt slut orgasms

1 year ago

AShemaleTube

orgasm, ass, webcam, slut, sissy, femboy
37:09 80%

Muscle babe Lushina rides dildo & cums

1 year ago

AShemaleTube

muscle, big tits, dildo, latina, ass to mouth, cumshot, riding
26:31 91%

Railing my heart out on devil dinky

1 year ago

TrannyGem

femdom, small cock, big tits, dildo, 18, ass, small tits
20:14

Lostwind Comp3

1 year ago

AShemaleTube

solo, uniform, compilation, chinese, cumshot compilation, sissy, femboy
30:33

Super Transe

1 year ago

SunPorno

cougar, orgy, ebony, sissy, erotic, blowjob
51:27 42%

Crossdresser gets machine fucked with XXL Monster Dildos #4

1 year ago

xHamster

german, dildo, crossdresser, monster, machine, sissy
24:17 85%

Daddy fucks me again!

1 year ago

AShemaleTube

big cock, sissy, bareback, amateur, shemale
48:34 64%

1-hour appointment with follower

1 year ago

AShemaleTube

shemale, amateur, sissy, bareback
21:39 85%

Threesome Fun

1 year ago

AShemaleTube

mature, homemade, stockings, blowjob, threesome, lingerie, crossdresser
23:18 92%

E. Rose pounded again

1 year ago

AShemaleTube

pantyhose, stockings, anal, lingerie, ladyboy, sissy
16:19

Sexy trans in pantyhose

1 year ago

AShemaleTube

pantyhose, sissy, femboy, masturbation, homemade
53:24 67%

Reyna Fucks Again for Her Daddy and She Wants to Fuck Hard

1 year ago

xHamster

asian, sissy, shemale, filipina, webcam, solo
21:40 78%

She-Male Anal Emotions

1 year ago

AShemaleTube

lingerie, crossdresser, big cock, vintage, bareback, sissy, shemale fucks guy
19:55

Emo Crossdressing domme predominates Petite Trans Woman

1 year ago

ShemaleTaxi

shemale, emo, sissy, crossdresser
21:24 50%

First 69 and Cock Flap

2 years ago

AShemaleTube

amateur, homemade, crossdresser, 69, sissy, femboy
35:22

Skyler Storm milking with a fufu tweak, sounding man meat, and vibrating wand in my ass to cum

2 years ago

ShemaleTaxi

cum in ass, femboy
15:25 57%

Lean femboy in restrain bondage gear has numerous climaxes on monstrous black faux-cock

2 years ago

TrannyGem

skinny, dildo
16:05 69%

I Bake A Cake And Let My Boyfriend Eat It Off My Ass For 50K Subscribers!

2 years ago

BeMyHole

amateur, creampie, sissy, boyfriend, domination
16:47 86%

Skitty&Leah in Playing with the other Kitten

2 years ago

xHamster

latex, german, bondage, crossdresser, sissy, fetish
15:53 86%

Liking my Pulverize Machine on my OF.

3 years ago

TrannyGem

orgasm, dildo, machine, anal orgasm, femboy
21:17 82%

Josie Blade Merry Christmas

3 years ago

TrannyGem

interracial, BBC, sissy, frottage, small cock, big cock
28:28 89%

Kris Kat Coming In The Feminization Academy

4 years ago

TrannyGem

sissy, crossdresser, bareback, shemale
27:24 73%

Josie Blades First-Ever porno with her guy

4 years ago

TrannyGem

BBC, frottage
34:53 89%

Masters pride and joy for everyone to see.

4 years ago

xHamster

mature, mature anal, couple, lingerie, BDSM, domination, sissy
26:40 80%

Feminized and fucked

5 years ago

BeMyHole

dogging, crossdresser, heels, shemale fucks guy, domination, sissy
18:17 78%

Broccolibutts Phat Manstick Spurting Money-Shots - A Compilation

6 years ago

TrannyGem

teen (18+), money, crossdresser, compilation, masturbation, cumshot compilation, femboy
29:20 83%

Compil De Travesti

6 years ago

TrannyGem

riding, sissy, compilation
26:51

Full: Big Balls Sissy in Chastity Cage Massive Cumshot and Masturbating Her Small Dick Like a Girl

1 month ago

$$ FapHouse

shemale, chastity, small cock, cumshot, solo
46:22

Sissy Crossdresser Lucy gets a rough pound, pegging and gag spit with Essex dame Lisa

3 months ago

ShemaleTaxi

gagging, crossdresser, shemale and girl, big cock, pegging, sissy
16:20

Trans punk breaths in the sissy transformation gas

3 months ago

HDSex

shemale, anal, sissy, solo, femboy, crossdresser
30:15 30%

Recent Live bang-out Show on Stripchat, Gigi and Dave, Shemale and Man Couple, POV, Behind the Scene, webcam Sex, 2025-05-12 Ep2

3 months ago

ShemaleTaxi

feet, kissing, blowjob, POV, couple, crossdresser, british
19:44

Ladyboy Horny Want Boyfriend plowing Her no condom jizz shot Part 2

4 months ago

ShemaleTaxi

handjob, amateur, beauty, blowjob, creampie, anal, big ass
16:13 63%

T-girl Sissy spunk warm Slut Compilation

5 months ago

ShemaleTaxi

compilation, ass, cumshot compilation, slut, taxi, sissy, missionary
15:40

Spanking a Slutty Little Sissy CD and She Likes It!

6 months ago

$$ FapHouse

mature, sissy, domination, spanking
31:11 83%

Sissy Sleepover hentai fantasy

7 months ago

ShemaleTaxi

sissy, shemale, shemale fucks guy, uniform
18:24 60%

Sexy Sissy Fucks Attractive Femboy

7 months ago

HClips

sissy, amateur, shemale, femboy, ass licking
25:54 67%

Sissy CrossDressing slut first big black cock

9 months ago

ShemaleMovie

crossdresser, ass, slut, BBC, sissy, hardcore
23:52 75%

Super-fucking-hot Sissy duo on webcam

9 months ago

ShemaleMovie

couple, sissy, webcam
29:24 40%

Cumming Under The Sunshine Hot Cute Little Ladyboy Cock stellar jacking Crossdresser Sissy Fem

11 months ago

ShemaleMovie

cute, public, dance, massage, ladyboy, compilation, cumshot
56:10 50%

Sissy bi-atch Late Evening Supper

1 year ago

ShemaleTaxi

POV, train, orgasm, crossdresser, close up, kitchen, nylon
2:26:11 80%

Mature Sissies 3

1 year ago

ShemaleZ

shemale, sissy, mature, big cock, blonde
40:57 40%

White Sissy Slut Sucks and Fucks through BBC Music Medley

1 year ago

JizzBunker

ebony, black, slut, BBC, sissy, hardcore
23:52

Hypno sissy

1 year ago

AShemaleTube

compilation, shemale, sissy
15:16 56%

I found my sissy stepbrother dressed in my undies! So I fingerblasted her bussy

1 year ago

TrannyGem

handjob, femdom, fat, facesitting
16:11 86%

Fag Sissies G536

2 years ago

ShemaleMovie

russian, sissy
26:24 90%

Tilly Lynch Reluctantly Turned Into A Submissive Sissy

2 years ago

ShemaleZ

sissy, shemale, stockings
18:24

Sissy female used her bootie first-ever time

2 years ago

TrannyGem

feet, russian, sissy, first time, heels, crossdresser
18:39

Young Femboy Massages Penis And Cums From Caressing The Anus ( Sissy Trap )

2 years ago

ShemaleZ

massage, solo, sissy, femboy
26:00 93%

Hot sissy in red PVC pulverizing a meaty 12” black dildo

2 years ago

ShemaleTaxi

dildo, british, latex, sissy, black, solo
16:22 90%

Liza Shay In Aliza Breeze - Black Beauty Is A Submissive Sissy

2 years ago

ShemaleZ

ebony, beauty, stockings, black, POV, BDSM, sissy
29:29 79%

Sissy Fuckers Comp 02

2 years ago

Upornia

compilation, vintage, sissy, stockings, bareback, lingerie
25:22 73%

EmmaaaTV German Sissy HOT Dress

2 years ago

xHamster

german, crossdresser, dress, webcam, masturbation, sissy
17:09

Mommys feminization of sissy monika

2 years ago

TrannyOne

mom, sissy, mature
22:10 74%

Fabulous sissy Crossdresser

3 years ago

TrannyGem

sissy, femboy, creampie, crossdresser, latina
25:05 67%

Mistress Trains Her Sissy Gurls

3 years ago

TrannyOne

femdom, shemale, train, sissy, BDSM
20:26 76%

Daddy Uses The Holes Of His Sissy With Cassandra Sissy

3 years ago

ShemaleZ

POV, big tits, crossdresser, webcam, sissy
22:55 56%

Sissy 1st Time Having Sex She Premature Cum Everywhere

3 years ago

TXXX

shemale and girl, cumshot, sissy
18:43 92%

Lady Fatale And Slavena Are Pegging Their Sissy Lusinta Castro

3 years ago

Upornia

fetish, BDSM, pegging, sissy, threesome, stockings
15:53 20%

Masturbate off with my sissy Jerk Off Instructions and opened up the spunk all over my taut ladyboy bum fuck hole

4 years ago

TrannyGem

german, instruction, gloves, british, dirty talk, JOI
20:23 80%

Hot Sissy Misses Anal And Fucks Herself In The Ass Until She Cums In Chastity Belt

4 years ago

ShemaleZ

MILF, sissy, chastity, cum in ass
22:37

Adorable trap femboy climaxes forearms free-for-all from petting mighty wand ( sissy instructing )

4 years ago

TrannyGem

prostate, instruction, massage, russian, orgasm, close up, sensual
16:34 90%

Sissy hot

4 years ago

TrannyOne

stockings, crossdresser, sissy
17:09 40%

Sissy nurse Jerk Off Instructions and ASMR - Deep-Throat my meatpipe and make me jizm while listening to my grubby chat voice

4 years ago

TrannyGem

instruction, nurse, deepthroat, JOI, cosplay, cumshot
18:28 83%

Crossdressing sissy plays with BIG BLACK COCK jism then ejaculates herself - part three

4 years ago

TrannyGem

black, spanish, crossdresser, british, babe, BBC, sissy
15:02

Sissy in stocking rails assfucking fake penis & dinky e-stim until pee and jizm

4 years ago

TrannyGem

pissing, huge dildo, electro, penis
25:10 71%

Boys are brothers and dress up like sissy girls and CUM

4 years ago

AShemaleTube

shemale and girl, dress, sissy, amateur
19:27

Sissy Silly Step-Sister Raunchy Drill and Gargle

4 years ago

TrannyGem

train, slut, sissy
31:08 33%

Sissy Meditation Hypno 01

5 years ago

xHamster

JOI
20:00 80%

Sissy Poppers Hypnose Training IV

5 years ago

BeMyHole

train
18:03

SISSY TRANSGENDER BI-CURIOUS DUO sixty-nine CRIMSON LIPPSTICK DEEP THROAT EACH OTHER

5 years ago

TrannyGem

swallow, 69, deepthroat
27:23 60%

She want to share salami with you sissy

5 years ago

TrannyGem

sissy
24:54 86%

Boys are brothers and dress up like sissy girls and CUM

5 years ago

xHamster

ladyboy, dress, shemale and girl, sissy
29:01

Sissy Hypno

5 years ago

xHamster

sissy
15:14 89%

Sissy playing

5 years ago

AShemaleTube

18, crossdresser, sissy, solo
34:10 67%

Femdom sissy fuck

6 years ago

TXXX

femdom, sissy
18:31 67%

FRENCH TRANS black-haired trans and duo 3some sissi a3 2

6 years ago

HDSex

french, sissy
20:41 50%

Black owned white sissy taking daddy creampie compilati

6 years ago

AShemaleTube

creampie compilation, creampie, sissy
18:27 83%

Chubby sissy gives up her bum to any BBC Daddy

6 years ago

HClips

chubby, BBC, sissy
18:54 78%

Sissy anal fisting

6 years ago

ShemaleZ

fisting, crossdresser, sissy
22:19

Sissy Tranvesti gang banged

6 years ago

ShemaleZ

gangbang, sissy, crossdresser
17:52 83%

Heather Mature Sissy Love Fuck

6 years ago

ShemaleZ

18, mature
33:52 83%

Amazing Blonde Sissy Sucking Lucky Guy

6 years ago

AShemaleTube

crossdresser, sissy
1:02:37 29%

Ella Lou BBC Sissy Hypno Trainer 4

6 years ago

ShemaleZ

BBC, sissy, interracial
46:18 75%

Sissy CrossDresser Lucy gets pegged by Lisa with a Strapon

7 years ago

xHamster

strapon, pegging, toys, sissy, shemale fucks guy
1:37:43

2 sissy crossdressers banged in jail

7 years ago

xHamster

crossdresser, gangbang, sissy
19:29 83%

Vintage Sissy Porn

8 years ago

xHamster

vintage, sissy, shemale and girl, blowjob
15:26

I love breaking in sissy bitches like you

9 years ago

xHamster

instruction, masturbation, sissy, lingerie
17:01

Riding and gaping

1 month ago

AShemaleTube

homemade, sissy, riding
15:14

Cyberpunk Crossdresser fucktoys her vulva and slurps cum

1 month ago

ShemaleMovie

anal, crossdresser, sissy
16:30

Bella Bates Working at the Stripclub Goes Down on Client

1 month ago

$$ FapHouse

big cock, sissy, shemale, solo, couple, stockings
44:00

Chrlie ss 3

1 month ago

AShemaleTube

cumshot, solo, sissy, anal, femboy, masturbation
17:30

The Feet Games

2 months ago

$$ FapHouse

couple, behind the scenes, sissy, feet, game
15:10

Maintenance slapping for Kitsy. Oral and lovemaking following the penalty.

2 months ago

TrannyGem

feet, cute, beauty, blowjob, BDSM, crossdresser, spanking
17:53

Femboy cowgirl in super-sexy sundress rails monster dildo balls deep and cum ��

2 months ago

VideoSection

femboy, cumshot, sissy, shemale, dildo
1:14:34 78%

Petras 5th instructing

2 months ago

HDSex

amateur, beauty, creampie, train, anal, instruction, sissy
20:09

Super Sexy Mexican Crossdresser Fucked and Blowjob - Compilation 7

3 months ago

$$ FapHouse

lingerie, crossdresser, sissy, mexican, amateur, big ass

Popular Latest Top rated

«‹11 12 13 14 15 ›

Popular categories

Other free porn sites

All models were 18 years of age or older at the time of depiction. ShemaleMap.com has a zero-tolerance policy against illegal pornography.

Disclaimer: ShemaleMap.com is just a search engine. All links and thumbnails displayed on this website are added automatically. We do not own, produce, host or upload any videos displayed on this website, we only link to them.
To remove physical video file please contact owner of the website where it hosted. To remove the link and thumbnail from this website please use the report button () which is located under each video.

ShemaleMap.com uses the "Restricted To Adults" (RTA) website label to better enable parental filtering.

Copyright © 2022 ShemaleMap.com. All rights reserved. | Abuse