TRANNY • SISSY 21,049 videos

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«‹3 4 5 6 7 ›

1:12:04

Sideview from one live session with 12 and 14 inch dildo

5 months ago

xHamster

shemale, machine, amateur, sissy
05:05

CD Sissy Sucks Really Thick Bwc to Creamy Finish Fiona Fortune Blowjob

5 months ago

xHamster

shemale, sissy
21:12

Sissy Maid Gets Fucked by Her Doll and Her Machine

5 months ago

xHamster

machine, maid, sissy
06:02 67%

My relative's rich cock

5 months ago

xHamster

mature, outdoor, japanese, crossdresser, mexican, sissy, femboy
09:28

4K blond crossdresser hellpunk_meow Masturbating in high boots 250114

5 months ago

xHamster

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10:36 86%

Fucking of a Lifetime - Variety Itsol

5 months ago

xHamster

creampie, interracial, domination, BBC, sissy, gape, hardcore
06:34

Chupa penis of the first rico

5 months ago

xHamster

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05:41

Sissy enjoys busting her ovaries

5 months ago

xHamster

sissy, solo, big cock, beauty
10:27

Tattoo Blowjob 1 - G030.2

5 months ago

xHamster

sissy, POV, homemade, couple
16:20 69%

Cute femboy Liza fucks her ass close-up and cums

5 months ago

xHamster

amateur, cute, anal, dildo, solo, crossdresser, 18
08:40 86%

Pov Angel Trans Goddess Kallie Grace Flirts, Seduces Big Cock Teasing With Her Sissy Ass With Goddess Angel And Andre Stone

5 months ago

HClips

amateur, small cock, POV, tease, big tits, 18, blonde
07:12 86%

By car

5 months ago

xHamster

vibrator, sissy, italian, car, handjob, public
09:41 60%

Fiona Fortune - Sissy Cd Humiliatiating Blowjob With Cum Facial And Swallow

5 months ago

HClips

shemale, sissy, swallow, amateur, 18, facial
07:44

Cute Femboy Gapes And Winks Bussy In Cat Cosplay /catboy/sissy/trap/hentai

5 months ago

HClips

solo, sissy, gape
05:14

Sissy outdoors walk with an anal fox tail and then fucked by her girlfriend with a strap-on

5 months ago

xHamster

strapon, sissy, femboy, shemale, public
05:07

I did my anal cleaning and now I can get fucked

5 months ago

xHamster

smoking, fetish, fisting, spanking, 18, sissy, escort
11:12 82%

Young Sissy Really Likes Sucking Dick!

5 months ago

xHamster

sissy, amateur, shemale, teen (18+)
05:16 68%

Pink Sissy Barbie Femboy

5 months ago

xHamster

pantyhose, stockings, small cock, dance, asian, lingerie, solo
15:26

Sissy Candy Tries to Hide Her Dildos!

5 months ago

xHamster

homemade, bondage, maid, dildo, uniform, crossdresser, sissy
17:44 56%

Sissy Maid Sucks Cock And Gets Pegged

5 months ago

HClips

amateur, shemale, fetish, big tits, maid, lingerie, shemale and girl
08:12

Guy Fucks Tits in All Positions

5 months ago

xHamster

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07:15

Andre Stone In Kallie Grace Is A Beautiful Transgender Sissy Sucking And Riding Big Dick Intimate Kiss

5 months ago

HClips

sissy, kissing, POV, beauty, riding, amateur
08:56

Clear high heels and latex leggings - public crossdressing

5 months ago

xHamster

sissy, latex, polish, heels, public
05:07 57%

Public Crossdressing... Sissy in very short dresses outside

5 months ago

xHamster

amateur, beauty, pantyhose, public, german, outdoor, crossdresser
09:23 54%

Huge Boobs And Anal Toys In Sissy Training Huge Dildo!

5 months ago

HClips

sissy, shemale and girl, huge dildo, dildo, big cock
07:42

Travesti le encanta mamar

5 months ago

xHamster

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05:16 80%

Enema play in the bathroom(2)

5 months ago

xHamster

small cock, shemale, japanese, dildo, riding, bathroom, asshole
09:44

Milady Silvia Helena Sexy Sissy Maid

5 months ago

xHamster

uniform, sissy, maid
05:10

Wanking Sissy In Shiny Satin

5 months ago

xHamster

crossdresser, sissy, satin
08:22

Sissy riding BBC dildo in new dress

5 months ago

xHamster

pantyhose, german, fetish, dildo, crossdresser, riding, dress
08:25

The best of Emily Rossi

5 months ago

xHamster

crossdresser, mature, sissy, italian
08:09

Femboy fucking herself

5 months ago

xHamster

crossdresser
23:46 85%

Overbooked hotel

5 months ago

xHamster

amateur, beauty, shemale, blowjob, anal, fetish, big tits
05:25 45%

Crossdressing in public - Sissy in short skirt outside

5 months ago

xHamster

pantyhose, public, german, outdoor, solo, crossdresser, sissy
08:11 70%

Dripping lot of cum bouncing on a big dildo

5 months ago

xHamster

crossdresser, sissy, dildo, solo, shemale, hands free
05:07

HOT SHOTS 2025

5 months ago

xHamster

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05:56

Teen sissy slut secludes herself in nature and fucks her bimbo ass with a huge dilduck

5 months ago

xHamster

cute, small cock, public, outdoor, uniform, natural, blonde
12:42

Sissy goes for an outdoors walk with a thrusting dildo inside her asshole

5 months ago

xHamster

public, anal, outdoor, dildo, crossdresser, mexican, sissy
18:20

Pvc Catsuit Sissy Plays With Her Sex Toy Doll And Her Fucking Machine - Lina Paige

5 months ago

ShemaleZ

solo, amateur, shemale, sissy, machine, latex
05:53

A Dance with Curiosity Unveiling the Unknown

5 months ago

xHamster

mature, pantyhose, german, dance, crossdresser, sissy
42:50 73%

Petra,s 4th training (incl dp)

5 months ago

xHamster

amateur, shemale, train, anal, dildo, ladyboy, double anal
06:09

Z Cup Sissy Bimbo #2 With Huge Boobs

5 months ago

HClips

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08:12

Candy's Back! Part 2 - BBC Lays Bareback Pipe Doggystyle and Makes Me Cream Candy ass sissy

5 months ago

xHamster

BBC, shemale, sissy, dogging
18:35 48%

Sissy Maid Gets Dressed, Cuffed and Locked and Rides Her Doll

5 months ago

xHamster

mature, amateur, blowjob, maid, uniform, crossdresser, riding
05:35

Foot Worship & Trampling Cumshot Sissy Licks Cum of Mistress's Feet

5 months ago

xHamster

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06:35

Effeminate caresses

5 months ago

xHamster

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06:13

CD Sissy blows Huge BBC with Facial Fiona Fortune Blowjob Amateur Crossdresser Monster Cock

5 months ago

xHamster

mature, POV, interracial, crossdresser, monster, facial, BBC
07:07

The only way a sissy is allowed to have sex with a woman

5 months ago

xHamster

shemale, sissy, strapon
15:28

MtF Asian American sissy trap female showing offer her big tits sucking dick and taking bareback anal creampie

5 months ago

xHamster

homemade, beauty, creampie, POV, asian, big tits, bareback
05:05

Teen Crossdresser Amateur masturbation

5 months ago

xHamster

teen (18+), german, crossdresser, masturbation, blonde, sissy
07:14

Trans Girl's Sexy JOI for Daddy Ends with a Hot Finish

5 months ago

xHamster

teen (18+), amateur, sissy, JOI
05:01

Stupid Sissy Chick Sucked Taxi Drivers Fat Cock - Sissy Crossdresser

5 months ago

ShemaleZ

stockings, POV, sissy, crossdresser, taxi, BDSM
11:12

Sexy Crossdresser Ejaculates Like a Dog...

5 months ago

xHamster

japanese, ladyboy, dogging, crossdresser, masturbation, small tits, sissy
05:52

Slutty Veronica Sanders is addicted to Cocks!!!

5 months ago

xHamster

cute, beauty, shemale, POV, interracial, latina, crossdresser
22:35

Imaginary pussy masturbation

5 months ago

xHamster

stockings, fetish, nipples, sperm, small tits, sissy, hands free
08:12

Blonde Cosplayer Sucking and Riding Your Dick

5 months ago

xHamster

small cock, sissy, spanish, skinny, cosplay
08:24

DROOLING GAGGING and SUCKING Trans Eros Orisha Ebony Femboy Big Black Cock

5 months ago

xHamster

handjob, ebony, black, small cock, blowjob, gagging, big cock
05:12

Trainer Jessica Bloom Joi Pmv - Sissy Slut

5 months ago

HClips

toys, JOI, slut
11:03

Crossdresser at the bus station

5 months ago

xHamster

public, french, outdoor, crossdresser, bus, heels, sissy
07:38

Butt Girl Tigra Time Sexy Round Sissy Ass Tiffany Ciskiss

5 months ago

xHamster

huge dildo, sissy, dildo, cosplay, solo
05:11 78%

Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana

5 months ago

xHamster

feet, beauty, creampie, lesbian, BDSM, cuckold, domination
08:07 69%

New year tgirl slut sissy femboy

5 months ago

xHamster

pantyhose, fetish, russian, crossdresser, masturbation, domination, slut
05:55 50%

2 latex outfits in which I piss and go with it

5 months ago

xHamster

pissing, pantyhose, stockings, public, latex, rubber, german
05:56

You Feel a Thick Piece of Real Man's Meat Inside Your Hungry Mouth.... You Feel the Pulsating Rod Almost Exploding and Pumping C

5 months ago

xHamster

blowjob, creampie, couple, swallow, deepthroat, cum in mouth, sissy
08:12

University Experiments

5 months ago

xHamster

public, german, outdoor, crossdresser, masturbation, blonde, sissy
09:40

Gina ́s New Year's Date

5 months ago

xHamster

facial, crossdresser, shemale, sissy, cumshot
11:18

Entrenamiento De Mariquita, Sissy Training, Anal Profundo 12 Min With Hyperversos Cdmx And Braulio Big Cock

5 months ago

ShemaleZ

ass, sissy, threesome, stockings, POV
05:23 71%

Transvestite dances sexy and caresses herself

5 months ago

xHamster

mature, pantyhose, latex, french, mature anal, dance, MILF
06:17

Femboy Rosalina Corset & Love With Sissy Crossdresser And Rosalina Love

5 months ago

HClips

shemale, crossdresser, femboy, solo
06:58

Cute sissy slut Vikki Deep kisses her own cock for you!

5 months ago

xHamster

small tits, solo, selfsuck, small cock
05:03 20%

Nylon Seethrough Pleasure

5 months ago

xHamster

mature, lingerie, crossdresser, heels, nylon, sissy
06:00

Redhead sissy slut beauty you dreamed about

5 months ago

xHamster

pantyhose, stockings, latex, fetish, russian, redhead, crossdresser
14:07 73%

3d Animation Sissy Transformation Where Shemale Milf Persuaded The Guy To Change Into A Girl And Sucks Shes Big Ass 14 Min

5 months ago

ShemaleZ

ladyboy, shemale, sissy, 3D, shemale and girl
05:06

Squeeze Milk

5 months ago

xHamster

prostate, sissy, small cock, shemale fucks guy, asian, crossdresser
07:06

Sucking Ebony Trans Sissy Bbc Spit & Cum Shot Compilation - Eros Orisha

5 months ago

ShemaleZ

ebony, compilation, sissy
05:09

Booted Sissy In Need For Cane & Dicks

5 months ago

xHamster

amateur, crossdresser, boots, german, sissy, outdoor
08:00

Asian Sissy Femboy Fucks Watermelon

5 months ago

xHamster

asian, hairy, japanese, crossdresser, small tits, sissy, femboy
06:25

Shaved Tiny Clit Sissy Squealing in Gorgeous Cumshot - New Panties

5 months ago

xHamster

POV, lingerie, crossdresser, clit, panties, big clit, sissy
10:39

Asian Femboy Maid Is Riding Dildo

5 months ago

xHamster

ladyboy, crossdresser, japanese, femboy, shemale, sissy
14:50

Sexy crossdresser shows off at home

5 months ago

xHamster

amateur, sissy, crossdresser
06:10

Asspussy Gapped

5 months ago

xHamster

BBW, sissy, chubby, mature, stockings
05:06

BBC dildo makes sissy cum hard hands free! sissygasm with toys.

5 months ago

xHamster

anal, BBC, hands free, riding
05:33

Sissy Taiylor Anal Training Meltdowns

5 months ago

xHamster

dildo, femboy, sissy, crossdresser, shemale
05:44

New Year Blowjob

5 months ago

xHamster

mature, outdoor, japanese, latina, crossdresser, mexican, sissy
06:37

Sissy in chastity and pink fishnets having a 1l beer via anal in the open door

5 months ago

xHamster

amateur, chastity, crossdresser, sissy, public
05:06

Shemale twists her ass in front of the window, seducing random passers-by and walks in the entrance dressed in women's clothes

5 months ago

xHamster

small cock, public, blonde, dress, clothed, seduced, sissy
05:01

Beauty Connie Ts

5 months ago

xHamster

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05:25 54%

Sissy slut riding in dildo and cum in the floor

5 months ago

xHamster

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09:36 67%

Rich blowjob between family

5 months ago

xHamster

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08:12

Masturbate and Cum in Hotel Floor

5 months ago

xHamster

stockings, sissy, public, masturbation
05:19 42%

Crossdresser Traansgender poses in dresses and skirts

5 months ago

xHamster

mature, amateur, beauty, pantyhose, german, lingerie, ladyboy
05:07

Enema play in the bathroom

5 months ago

xHamster

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05:06

Sissy Kelli walks a hotel corridor wearing a penis gag

5 months ago

xHamster

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14:07 56%

Sissy bdsm New Year toy got golden rain suck dick at New Year's Eve Midnight and congratulates everybody

5 months ago

xHamster

BDSM, pissing, sissy
53:01

MtF Asian American sissy trap female compilation of getting fucked raw bareback doggy style and being bred creampie

5 months ago

xHamster

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07:47

Spraying cum from Jenna's gurl cock

5 months ago

xHamster

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16:24

How Does This Sissy Keep Getting So THICC?!

5 months ago

xHamster

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11:50

Femboy slut thrusts cock inside herself until she cums

5 months ago

xHamster

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13:42

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5 months ago

xHamster

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11:30

Asian Femboy Is Showing AnalPlay With Sissy-Juice

5 months ago

xHamster

ladyboy, pissing, asian, squirt
08:36 62%

2 Trans Maids Fuck

5 months ago

xHamster

amateur, shemale, anal, maid, uniform, sissy, cosplay
22:13 53%

Teasing You for the Last Day in the Year.

5 months ago

xHamster

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08:12

Nurse and Her Sissy Patient Collecting Cum for Examination

5 months ago

xHamster

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05:16

Cute Trans Femboy Fuck Her Ass Deep

5 months ago

xHamster

cute, french, big ass, femboy
11:12

Race Queen Puts a Balloon in Her Anus

5 months ago

xHamster

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09:00

Tattooed ass sissy giving herself a 1l beer enema at the open door

5 months ago

xHamster

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05:28

Damn This Toy Was to Big

5 months ago

xHamster

crossdresser, mature, solo, sissy, shemale, dildo
05:08

Plugged & Spanked Sissy Bride - ready for use

5 months ago

xHamster

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08:12

Sissy Daisy Sucking and Getting Fucked - Compilation 1

5 months ago

xHamster

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07:47

Massive 15 inch King Cock dildo on fucking machine

5 months ago

xHamster

dildo, femboy, amateur, sissy, machine
05:14

Sissy in Pink

5 months ago

xHamster

cute, sissy
13:58

Sissy faggot bottom bitch

5 months ago

xHamster

dildo
15:31

Sissy Cindy beta whiteboi

5 months ago

xHamster

crossdresser
20:05

Behind the Scenes of "Sissy Katryn with a mop in the Ass"

5 months ago

xHamster

creampie, fisting, sissy, hardcore, behind the scenes
06:22

Becca toying her ass

5 months ago

xHamster

crossdresser, sissy, danish
09:32 33%

It was her dream to try a trans Doll. MRLSEXDOLL use the code "LUCA" to get %

6 months ago

xHamster

amateur, italian, creampie, doll, threesome, couple, wife
06:53

RIDING DILDO IN PINK LINGERIE AND HIGH HEELS

6 months ago

xHamster

lingerie, solo, sissy, korean, dildo, riding
07:56

Petite Teen femboy masturbating and undressing

6 months ago

xHamster

shemale, german, crossdresser, masturbation, blonde, small tits, sissy
05:48

Sexy sissy fisted while sliding a sounding rod deep in her chastity locked clit until squirting everywhere

6 months ago

xHamster

pissing, mature, squirt, fisting, blonde, toys, small tits
05:32

Two beautiful cumshots, one from anal, the second from a vibrator

6 months ago

xHamster

beauty, anal, russian, vibrator, webcam, sissy, hands free

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