SHEMALE • SISSY 58,059 videos

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05:41

Boy Tranforming into a Sissy Using her Cock as a Sword

10 months ago

xHamster

ladyboy, sissy
03:31 88%

Chinese femboy Man Gravy Qiao fresh xxx assfucking test

3 years ago

TrannyGem

teen anal (18+), BDSM, chinese, femboy, sissy
01:34

Sissy Wendy accepts pizza delivery

3 years ago

xHamster

mature, british, JOI, sissy
06:22

Sissy Manhandled Stiff in Public Shower

5 years ago

KeekAss

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04:49

Kitsy Me0w. Uncensored blowjob.

2 years ago

xHamster

maid, sissy
06:25

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8 months ago

AShemaleTube

shemale, crossdresser, femboy, sissy, amateur
01:20

SHEMALE Wonder✨TRANS Woman

1 year ago

AShemaleTube

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02:32

Spidergwen sucking on a BBC dildo

1 year ago

xHamster

german, BBC, sissy, femboy
14:05

Mature Ts Celine In Tarnny Milf Abd Sexy Femdom Dominating A Sissy

3 years ago

TXXX

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17:46 94%

Cute blonde trap plays with uncut cock

4 months ago

AShemaleTube

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16:15 45%

Sissy Trainer 19 Red Light Green Light Joi

5 years ago

ShemaleZ

JOI, sissy
10:51

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1 year ago

ShemaleTaxi

goth, sissy, femboy
05:42 92%

Huge Boner Femboy Cum Shot Compilation - Jaybaesun

9 months ago

TrannyGem

teen (18+), shemale, crossdresser, compilation, cumshot, masturbation, panties
08:50

Goddess Violet presents: The Feminization of M

1 year ago

ShemaleTaxi

sissy
01:02

Crossdresser sissy solo

1 year ago

KeekAss

sissy
10:23

Mex Muscle hunk Breeds Candys Sissy cunt - toys, oral pleasure, Cum

1 year ago

ShemaleMovie

muscle, crossdresser, sissy
09:08

Crossdresser Sissy self Facial Split Screen

4 years ago

BeMyHole

facial, sissy
04:46

Pink Sissy cum shot in boots and lingerie

3 years ago

xHamster

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05:13

Massive, anal cum dump

1 year ago

xHamster

creampie, POV, sissy
08:31

Sissy Femboy Anal Play

2 years ago

ShemaleZ

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09:43

Hot Bimbo Sissy Plays With Her Toys

1 year ago

TXXX

latex, sissy, mature
25:08

Best Sissy Hypno 2018

5 years ago

ShemaleZ

sissy
04:47

Smoking sissy

6 years ago

xHamster

smoking, sissy
05:53

Rus Sissy Trainer - T-Model BIG BLACK COCK Gang Hump

4 years ago

KeekAss

black, interracial, double anal, compilation, gangbang, handjob compilation, cumshot compilation
33:02

Beautiful mexican strokes her huge cock and cum

1 year ago

xHamster

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29:17

Multi orgasmic Lily cums twice

1 month ago

AShemaleTube

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14:18

Sissy used by 2 BBC lovers

5 years ago

ShemaleZ

BBC, sissy, interracial
04:12

Stunning Sissy Hoe Femboy Gives Jerk Off Instructions

1 year ago

KeekAss

homemade, instruction, crossdresser, JOI, sissy, femboy
05:11

Step brother get final outdoor blowjob

3 months ago

xHamster

amateur, sissy, shemale fucks guy, interracial, outdoor, crossdresser
05:24

Chastity Sissy hoe training - Jessica Bloom Huge Anal Orgasm

3 months ago

ShemaleTaxi

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07:23

Loving some tasty vegetables in woods.

6 months ago

xHamster

anal, feet, crossdresser, sissy, big ass, french
09:12

Sissy Pegging Comp With Bailey Wilde

7 months ago

TXXX

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03:06

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7 months ago

AShemaleTube

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12:21

Sissy rails bad dragon fake penis gets creampie and strokes off with closeup cumshot

7 months ago

ShemaleTaxi

sissy, cumshot, creampie, train
07:24

Milky man Twink Vanilla Cakez Rides big black cock Wearing Chains

8 months ago

ShemaleMovie

crossdresser, femboy, BBC, sissy
07:54

Petite sissy seductive play

9 months ago

ShemaleMovie

toys, sissy
12:20

Impatient Sissy fuckslut plays with her fucktoys

1 year ago

ShemaleMovie

german, toys, sissy
29:39

I always want to please my date

6 months ago

AShemaleTube

bareback, sissy
07:46 77%

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3 years ago

AShemaleTube

creampie, slut, sissy
30:07

CD emo outdoor walking at railway station. slut outfit

1 year ago

xHamster

emo, outdoor, dutch, sissy
01:43 92%

Annemieke taking pee next to the road

7 months ago

AShemaleTube

pissing, sissy, shemale
05:07

Flawless sissy tramp game

5 years ago

TrannyGem

game, gangbang, sissy
20:17

Sissy guy gives a hot blowjob to the TS babe before getting a cum facial

3 years ago

TrannyOne

facial, kitchen, sissy
07:14

【FemBoy】ねむかったけど我慢出来なくなってオナニーしちゃいました【女装】Penis Sissy Transgender Crossdress Female Dom t-girl

1 year ago

TrannyGem

handjob, japanese, bukkake, sissy
06:36

Sissy training

1 year ago

xHamster

pissing, smoking, dildo, BDSM, sissy
10:31

Bitchy Femboy ravaged butt with a plaything - Liana Mischievous

3 years ago

TrannyGem

sissy, femboy
24:48

Ass-fuck challenge for Sissy

3 years ago

ShemaleTaxi

sissy
05:37

Anilingus To My Sissy Femboy In Stockings

1 year ago

Upornia

sissy, femboy
06:37

Evening ruffle jumpsuit on tranny sissy boy ready for night

2 years ago

xHamster

gangbang, sissy
16:28

Wank off as the Shemale Tells the erotic story of Jordan being a homo Sissy fag

6 months ago

ShemaleMovie

toilet, black, caught, girlfriend, gangbang, erotic, club
05:57

Bony crossdressing sissy jism drizzle

2 years ago

ShemaleTaxi

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04:44

Cucumber in my sissy beaver perceives so supreme

2 years ago

KeekAss

mature anal, sissy, mature, crossdresser
11:05 80%

Tgirl Rode by Her GIRLFRIEND

3 months ago

TrannyGem

amateur, cute, femdom, shemale, lesbian, anal, fetish
08:00

Kelly Lovely & Mya Nine – Sissy Maids Have One Last Chore To Do

2 years ago

GetTranny

maid, crossdresser, sissy
05:58

Sissy Classic 2

5 years ago

xHamster

classic, sissy
06:37

Sissy Dildotraining

5 years ago

xHamster

sissy
01:55

Daddy cums inside my sissy hole

5 years ago

xHamster

creampie, sissy
10:52 86%

Shez And Mr E Dungeon Sissy Part 2 Feat Ts Celine

2 years ago

ShemaleZ

BBW, sissy
16:20

Stunning sissy

4 years ago

BeMyHole

sissy, shemale fucks guy
07:30 84%

Self throating While Fisted by girlfriend - Jessica Bloom

1 year ago

ShemaleTaxi

homemade, fisting, dildo, british, selfsuck, cum in mouth, sissy
1:56:02 93%

Naomi rides dildo, squirts & cums back 4 more

3 months ago

AShemaleTube

ebony, anal, squirt, dildo, latina, cumshot, riding
11:01

Cute Sissy In Chastity

3 years ago

HClips

teen (18+), sissy, chastity
07:15

Altbonny eating cum

8 months ago

AShemaleTube

sissy, solo
30:31

Sissy first experience

10 months ago

AShemaleTube

amateur, pantyhose, shemale, sissy, femboy
06:22

Ginormous donk shemale smashes girl

2 years ago

ShemaleMovie

british, shemale and girl, sissy, femboy, teen (18+)
07:16

Sissy bitch toying and cumming handsfree in the forest

7 years ago

xHamster

outdoor, sissy, hands free
15:27

Make Your Sissy Fantasies Come True

1 year ago

ShemaleZ

sissy
08:12

Petite tranny godess fuck nd used dildo on sub

1 month ago

AShemaleTube

small cock, anal, fetish, asian, dildo, ladyboy, toys
10:42

Sasha Star In Sissy Caught Looking At Porn

10 months ago

ShemaleZ

toys, sissy, caught
05:30

Redhead shemale jacks off

1 year ago

xHamster

solo, sissy
03:01

Very big massive plug sextoy in my sissy ass

2 years ago

xHamster

german, sissy
03:33

NAUGHTY SISSY CROSSDRESSER FUCKING EACH OTHERS GIRLS WI

4 years ago

AShemaleTube

sissy
05:42

Sissy Femboy Trap Rides Dildo and Cums

4 years ago

BeMyHole

dildo, sissy, femboy
01:25

Crossdresser wears very short Skirt in Public

2 years ago

xHamster

public, german, ladyboy, crossdresser, sissy, skirt
43:44

Tgirl gapes hole with big dildo

4 months ago

AShemaleTube

amateur, homemade, big ass, big tits, dildo, ass, toys
01:52

Sissy in the McDonald's parking lot just before the reconfin

4 years ago

xHamster

sissy
12:18

Sissy Cock Worship - no Music just Femdom

4 years ago

BeMyHole

femdom, sissy
05:29

Jizz flows Compilation trio

1 month ago

ShemaleMovie

stockings, huge dildo, anal, dildo, ladyboy, compilation, cumshot
04:10

Curvy shemale fucks her sissy bf

4 months ago

AShemaleTube

anal, shemale fucks guy, amateur, sissy, chubby
08:47

We wont judge you for being such a sissy boy

8 months ago

ShemaleMovie

shemale, sissy
05:07

My Stepmom is cleaning the kitchen and her skirt is too short again

11 months ago

xHamster

mature, voyeur, POV, MILF, stepmom, kitchen, sissy
08:00

Skiny Sissy Geil

1 year ago

GetTranny

skinny, sissy
09:32 86%

BIG ASS obese Sissy TWERKS, Rides HARD, FLAILS weenie WILDLY & finishes off (Pretty Feet)

1 year ago

ShemaleTaxi

feet, dildo, british, riding, ass, toys, sissy
09:04

Tara Emory - sissy pmv

1 year ago

JizzBunker

compilation, babe, sissy
36:35

Student sissy rail dildos and gape her destoyed a-hole

2 years ago

ShemaleTaxi

student, dildo, taxi, sissy, gape
15:24

Sissy finds out he likes pantyhose

4 years ago

xHamster

pantyhose, sissy
07:31

Tranny Plays with her Sissy Stiffy for her Aficionados (crossplay)

4 years ago

TrannyGem

orgasm, futanari, sissy, cosplay, femboy
09:44

X Cup Female Mask Sissy Strippers #3

1 year ago

xHamster

latex, whore, sissy
05:04

Horny Sissy Cat Girl Edges By The Fire *trailer* Kelli Frost Edging

2 years ago

Upornia

sissy
04:05

Sissy pleasure

1 year ago

xHamster

sissy
07:53

My fattest buttplug yet

6 months ago

AShemaleTube

homemade, pantyhose, black, small cock, shemale, lingerie, solo
02:36

Showing you my big sissy ass and dripping precum, I was so horny...

1 year ago

xHamster

sissy
16:20

Pegging a sissy TGirl and some cbt for great measure

1 year ago

ShemaleMovie

BDSM, british, pegging, sissy
15:18

Black TS fucks hot latina t-girl

7 months ago

TrannyOne

black, sissy, shemale and girl, shemale, latina, homemade
06:17

Sissy transformation for outdoor cumshot

2 years ago

xHamster

public, outdoor, sissy
11:15

Molten SISSY DILDOING AND jizzing

1 year ago

ShemaleTaxi

feet, dildo, sissy
09:28

Caboose Female Tiffany Ciskiss As Raven Romping Sissy Culo On Xxxl Goblin Fuck Stick Grey Flesh Version Pt three

1 year ago

KeekAss

sissy, homemade
05:00

Chinese sissy fucked in a toilet

6 months ago

AShemaleTube

amateur, sissy, homemade, chinese, asian, crossdresser
04:44

Slutty night training

1 year ago

xHamster

crossdresser, sissy
05:44

Mistress Woman Fucks Shemale Sissy Bitch - Teaser Video

1 year ago

GetTranny

femdom, sissy, teen (18+)
05:16

Snuck off at pool party to tease, blow And penetrate *Trans*

5 years ago

HDSex

public, party, tease, pool, sissy
02:12

Sexy nip CD sissy Training Achieve Sexual Orgasm haruka

3 years ago

AShemaleTube

orgasm, sissy, crossdresser
03:42

Stephanie Luvsit the crossdressing slut

1 year ago

xHamster

sissy
02:01

Sissy CD Eva Lace sundress with tights attempt on drag

2 years ago

KeekAss

sissy
10:36

Man Made into Woman, handcuffed, and predominated by roomie

1 year ago

ShemaleTaxi

bondage, BDSM, sissy
1:00:14

Sueca gorda se corre duro

11 months ago

AShemaleTube

mature, homemade, big tits, crossdresser, sissy
16:46

Sissy double teamed

5 years ago

TXXX

sissy, double penetration
05:45

Fun bouncing on dildo In cage then unlocked to cum

2 years ago

xHamster

british, sissy
02:05

Sissy tease

1 year ago

xHamster

sissy
01:11

Tranny, Sissy or crossdresser what am I

3 years ago

xHamster

mature anal, crossdresser, sissy, mature
16:12

The Greatest Ass-Fuck and Internal Ejaculation Compilation by TRANSSEXUAL Trans Sissy Emma Ink

1 year ago

KeekAss

small tits, sissy, crossdresser
1:47:24

Cute trap rides big toys

5 months ago

AShemaleTube

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02:38

A mans POINT OF VIEW when a sissy inhales him and gets leaned over by him

2 years ago

KeekAss

sissy, interracial
15:18

Training My Sissy whore gasping Her On 9 Inch Dick & Chockin

4 years ago

ShemaleMovie

train, whore, sissy
15:08

Sissy Gagging and Fisting

3 weeks ago

AShemaleTube

homemade, small cock, gagging, fisting, lingerie, blonde, small tits
12:29

Dominatrix Trains two Sissy Slaves

4 years ago

ShemaleZ

train, sissy
19:16

TS Jem and sissy CD KIM Suck Each Other Off And Give Each Other Facials

5 years ago

ShemaleZ

ebony, facial, sissy
16:09

I found a guy to pound your sissy ass

8 years ago

xHamster

instruction, sissy
14:09

Goth Princess Whore Tiffany Minx - Sissy Training Long Voice Over

10 months ago

AShemaleTube

mature, shemale, crossdresser, goth, sissy, whore
10:34

Sissy slut shoots cum into her own mouth

1 year ago

xHamster

sissy

Popular Latest Top rated

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