TRANNY • SISSY RIDING 827 videos

Popular Latest Top rated

01:52 94%

Tgirl sits and rides on massive dildo - Hankey's Toys XXXCALIBUR

2 years ago

xHamster

huge dildo, dildo, crossdresser, riding, toys, sissy, femboy
18:35 50%

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

1 year ago

xHamster

mature, blowjob, maid, uniform, crossdresser, riding, dress
05:25 57%

Sissy slut riding in dildo and cum in the floor

1 year ago

xHamster

mature, BBW, dildo, lingerie, solo, crossdresser, riding
09:39 62%

Addicted To Riding BIG BLACK COCK

1 year ago

xHamster

feet, black, anal, fetish, dildo, crossdresser, riding
03:47 76%

Cute chubby sissy rides dildo and eats her own cum

6 years ago

xHamster

teen (18+), chubby, dildo, solo, riding, cute
18:15 75%

Young Femboy with Bubble Butt Rides on a Dildo and Cums Close-up

1 year ago

xHamster

dildo, riding, close up, toys, sissy, femboy
13:25 60%

Shemale office lady Tingxuan rides dildo and gets creampied

1 year ago

xHamster

amateur, beauty, asian, dildo, ladyboy, vintage, ass
05:07

Mature She Male Rides

1 year ago

xHamster

skinny, mature anal, mature, solo
08:07 68%

Deep Anal Riding & More 0w0

1 year ago

xHamster

handjob, cute, dildo, solo, sissy, femboy
04:25

BBC Sissy Rides Dildo and Cums

5 years ago

HClips

ebony, sissy
19:00 60%

Sissy Johanne loves riding her daddys cock

1 year ago

xHamster

small cock, creampie, crossdresser, sissy, norwegian, dogging
02:25 65%

Sissy french maid riding dildo

2 years ago

xHamster

mature, french, maid, masturbation, dildo, solo
03:23 79%

LET ME RIDE YOUR HARD COCK TIL MAKE YOU CUM!!

2 years ago

xHamster

teen (18+), creampie, teen anal (18+), riding, sissy, colombian, femboy
03:42 57%

Pantyluvn sissy riding her dildo fully dressed

4 years ago

xHamster

fat, chubby, BBW, dress, solo
06:03 86%

Dripping precum riding dildo pantyluvn sissy

4 years ago

xHamster

fat, mature anal, chubby, BBW, riding, mature
07:32 50%

Misr4 - sissygasm anal masturbation

2 years ago

xHamster

pissing, pantyhose, prostate, orgasm, hands free
01:43

Horny Gurl Rides the Late Bus

2 years ago

xHamster

crossdresser, british, bus
01:28

Sissy taking a big thick dildo

4 years ago

xHamster

teen anal (18+), dildo
10:43 57%

New BBC daddy uses white femboi asspussy and fucks me missionary - Candy_Ass_Sissy

1 year ago

xHamster

amateur, stockings, interracial, riding, BBC, sissy, missionary
06:10 75%

Inserting 85mm Square Candy Bottle. #5

2 years ago

xHamster

huge dildo, insertion, bottle, crossdresser, asian
02:45

Young Bimbo Sissy Flops her Dick while Riding a 10-inch BBC

2 years ago

xHamster

riding
05:59

Anal masturbation 11.2022 - Inserting Red Huge Dildo 1 -

1 year ago

xHamster

masturbation, sissy, dildo, monster, big cock, small cock
15:41

Sissy Sofie Rides Huge Dildo In Pink Heels And High Socks

2 years ago

xHamster

huge dildo, dildo, crossdresser, heels, socks
03:09 89%

AB085 Lustful Abby Kitty be Master's sissy slave -chastity (Chinese and English subtitles)

2 years ago

xHamster

pantyhose, teen (18+), asian, dildo, dirty talk, riding, vintage
08:17 86%

She is a tgirl very sissy wearing pink and riding a cock

5 years ago

xHamster

couple, teen anal (18+), riding, sissy, teen (18+)
07:15

Multiple Caged Orgasms - Sissy Jessica Bloom Rides Fat QUtoy Dildo

1 year ago

xHamster

fat, orgasm, dildo, cumshot, riding, sissy
05:32 71%

SISSY CUMS WHILE RIDING, GETS FACIAL

6 years ago

xHamster

facial, riding, cum while fucked
19:49

Dahlia Bloom In Horny Sissy Rides Huge Toy And Strokes Her Cock

3 years ago

Upornia

solo, riding, blonde, sissy
12:55 60%

Sissy in Lingerie and Chastity Rides Her Doll

1 year ago

xHamster

amateur, sissy, crossdresser, chastity, lingerie
23:10 84%

Sissy Elise Riding Her Dildos

3 years ago

ShemaleZ

huge dildo, dildo, riding, toys, webcam, brunette
10:03 54%

Sissy slut Bess rides around town in nothing but her lingerie

3 years ago

xHamster

public, asian, outdoor, lingerie, slut, sissy
04:41 82%

Amputee sissy Laura riding dildo and cuming hard

2 years ago

xHamster

BBW, cumshot
01:42 71%

Horny sissy loves eat hard dick till moan of pleasure

3 years ago

xHamster

teen anal (18+), dildo, twins, colombian
05:48 80%

Sissy femboy riding and cumming

3 years ago

xHamster

handjob, dildo, jerking, femboy
05:05 65%

Japanese cumshot riding BBC dildo

2 years ago

xHamster

japanese, dildo, BBC, sissy, asian, big cock
07:47

Big booty Showing you my hole and riding my dildo

2 years ago

xHamster

dildo
37:09

Crossdresser kellycd2022 masturbating outdoors car ride down the lanes, shemale tranny sissy pantyhose heels

3 years ago

xHamster

pissing, pantyhose, car, crossdresser, heels, sissy
06:05 80%

Riding a black dildo in my sexy black sandals

11 months ago

xHamster

black, dildo, piercing, riding, heels, toys, penis
43:59 82%

Big Tits Asian American sissy tanny trap used as a cum dump fuck toy throat fuck riding cowgirl doggie bareback creampie

1 year ago

xHamster

amateur, homemade, creampie, POV, couple, redhead, dogging
10:04

Caged sissy rides pink dildo with anal orgasms

1 year ago

xHamster

stockings, prostate, dildo, crossdresser, anal orgasm, chastity
10:54

Femboy with a Bubble Butt Rides a Dildo

1 year ago

xHamster

femboy, crossdresser, sissy, solo, dildo, amateur
05:24 60%

Sissy Dagmar321 rides huge dildo

3 years ago

xHamster

german, huge dildo, MILF
09:39

Glam clothed skank Rides Sissys schlong

6 years ago

ShemaleZ

clothed
05:16 75%

Enema play in the bathroom(2)

1 year ago

xHamster

small cock, japanese, dildo, riding, bathroom, asshole, gape
04:07

Bitch Slut sissy

2 years ago

xHamster

mature, masturbation, vintage, slut
18:24

Sissy Aelys Dildo Deep Riding Until Cum

2 years ago

ShemaleZ

dildo, riding, sissy
06:00

Sissy Alexy rides big dildo.

1 year ago

xHamster

finnish, crossdresser, femboy, sissy, dildo
05:36

11inch anal dildo riding with heels and fishnets on crossdressing

2 years ago

xHamster

orgasm, anal orgasm
02:17 83%

Crossdresser riding dildo in sexy pink heels

2 years ago

xHamster

turkish, fetish, riding, heels
05:21

Double Shot Pink Sissy

1 year ago

xHamster

double anal, sissy, crossdresser, amateur, riding, german
03:04

Zoe Starr - Sissy Rides Dildo & Cums Hands Free

6 years ago

ShemaleZ

hands free, sissy, crossdresser
09:15 80%

Sissy Riding Dildo Part 2

3 years ago

ShemaleZ

dildo, sissy
01:57

SIMATRAV' SISSY RIDE BBC .4

5 years ago

xHamster

french
08:19

Latin Sissy Riding Cock Jerks And Cums At The End

5 years ago

ShemaleZ

sissy, amateur
15:05

Sissy cums while riding dildo

6 years ago

ShemaleZ

dildo, riding
15:37 53%

Daddy cums in sissy Johanne's mouth

1 year ago

xHamster

mature, norwegian, riding, cum in mouth, bareback, sissy, cum in ass
13:08 50%

Mtf Asian American Redhead Shemale Transsexual Female Sissy Trap Impregnablelexa And Her Dominant Wolfdaddy901 Compilation Of Riding Dick Cowgirl Raw Bareback Doggy Style And Breed Creampie 13 Min

1 year ago

HClips

creampie, lingerie, redhead, dogging, creampie compilation, compilation, riding
07:39

Anal Fingering, Spanking, And Monster Cock Riding For Sissy

1 year ago

HClips

solo, amateur, monster, sissy, ass, spanking
05:45

Big Bubble Butt Girl Rides Huge Dildo Part 2

1 year ago

xHamster

black, sissy
18:09

Sissy Milf Rileydix double orgasm riding BBC

1 year ago

xHamster

mature, stockings, fat, mature anal, MILF, orgasm
09:17

Sissy flapping clitty riding dildo

3 years ago

xHamster

riding
14:10

Mature Crossdressing Sissy Slut Dildo Training

2 years ago

xHamster

stockings, crossdresser, british, sissy
01:29

Horny Trav is riding her BBC Dildo

2 years ago

xHamster

german, dildo, crossdresser, masturbation, BBC, sissy
02:21 79%

Trans girl rides huge Goliath from Hankey's Toys

2 years ago

xHamster

huge dildo, riding, dildo
02:01 29%

Naked trans dildo ride

2 years ago

xHamster

crossdresser, femboy
05:54 60%

Multiorgasm sissy riding dildo

1 year ago

xHamster

chastity, sissy, crossdresser
05:08

I ruined my own orgasm while riding a big buttplug

3 years ago

xHamster

mature anal, orgasm, crossdresser, masturbation
05:48

26cm (10 inch) big strapon deep in femboy ass

1 year ago

xHamster

dildo, femboy, sissy, strapon, pegging, hardcore
08:22

Sissy riding BBC dildo in new dress

1 year ago

xHamster

pantyhose, german, fetish, dildo, crossdresser, riding, dress
04:28 82%

Sissy Trap Fingers Herself Then Rides A Dildo Til She Squirts Cum Everywhere

3 years ago

ShemaleZ

squirt, solo, toys, sissy
05:56

Cosplay sissy rides dildo and cums

6 years ago

TXXX

dildo, cosplay, sissy
04:39

Indian Sissy riding her dildo with mouth gag on leaking bondage with rope

2 years ago

xHamster

indian, bondage, gagging
01:03

Sissy Riding a Dildo Anal Trainig Self fuck Crossdresser Amateur

2 years ago

xHamster

mature anal
04:19 85%

Pink shemale sissy ride huge bbc dildo on mirror sissygasm

5 years ago

xHamster

huge dildo, dildo, riding, BBC
07:05

Bubble butt sissy rides big black dildo

2 years ago

xHamster

german, big ass, crossdresser, BBC
07:15

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

1 year ago

HClips

sissy, kissing, POV, beauty, riding, amateur
07:00

Sexy Game - A Slutty Crossdresser And A Beautiful Milf Fuck Each Other While Riding Two Dildos - Sissy Crossdresser

3 months ago

HClips

beauty, stockings, MILF, dildo, crossdresser, game, riding
05:29

Riding Big Cock Compilation

11 months ago

xHamster

sissy, compilation, slut
10:16

Andre Stone - Sissy Kallie Grace Rides Big Cock After She Sucks And Gags On His Dick

1 year ago

HClips

gagging, small cock, big cock, amateur, stockings, POV
07:34

Sissy riding fucking machine and sniffing poppers

6 years ago

ShemaleZ

machine
07:14

Wild ride on a huge dildo.

2 years ago

xHamster

pantyhose, huge dildo
26:26

Asian Sissy Kiki Cumshot No Hands All Over Sexy Clothing Riding Fat Long Black Dildo

1 year ago

ShemaleZ

black, solo, asian, dildo, hands free, clothed
10:07

Sissy Cums Riding Monster Cock

1 year ago

xHamster

big cock, russian, monster
02:13 60%

Trans witch summons something she doesn't mind riding

2 years ago

xHamster

sissy, chastity, FTM, dutch
10:44

Trans latina Riding huge dildo

1 year ago

xHamster

amateur, creampie, crossdresser, webcam, sissy
04:41

Finally Soaking Sissy Training In Chastity Riding Dildo

2 years ago

ShemaleZ

chastity, vintage
09:51

Sissy Life - Training My Ass Part 2/2 (riding A Dildo And Cum From Anal)

2 years ago

ShemaleZ

train
03:37

Horny slut ride dildo

2 years ago

xHamster

italian, dildo, chastity
02:07

Riding, Fisting, Selffacial

2 years ago

xHamster

fisting, sissy
01:07

Swedish blonde slut rides dildo and cums

2 years ago

xHamster

clit, swedish, riding, skinny
10:18

Cute sissy slut ass fuck rides dildo toy home

3 years ago

xHamster

cute, homemade, slut, sissy
08:16

Sissy In Pink Riding Huge 12 Inch Circumference Dildo

2 years ago

ShemaleZ

huge dildo, dildo
07:04 67%

Hot Sissy Trap Rides On Her Boyfriends Cock

2 years ago

ShemaleZ

stockings, riding, boyfriend, sissy
08:09

Sissy slut playing

3 years ago

xHamster

dildo, lingerie, slut, sissy
04:29

Bimbo Sissy In Latex Riding A 13-inch Bbc Dildo & Prolapsing Her Anus (three Amigos Hankeys Toys)

2 years ago

ShemaleZ

BBC
01:01 20%

Sissy explodes riding bbc

4 years ago

xHamster

18, riding, BBC, sissy
02:34

Korean sissy dildo riding

3 years ago

xHamster

korean, riding, dildo
11:56

Sissy Milking Jessica Bloom MULTIPLE Orgasms Riding Dildo

4 years ago

xHamster

orgasm, dildo, milk
12:40

Femboy Sissy Gaping Ass And Riding Fuck Machine Hard - Sissy Jazzie

4 years ago

ShemaleZ

machine, gape
08:30

Sissy Slut Anal Dildo Riding High Heels

3 years ago

TXXX

teen anal (18+), riding, heels, slut
16:11

Schoolgirl crossdresser desperately tries to cum having a chastity cage (cum replay in slow-motion)

2 years ago

xHamster

riding, mexican, chastity
06:15

Redhead sissy in chastity riding BBC dildo

6 years ago

ShemaleZ

crossdresser, BBC, sissy, chastity
09:39

Glam clothed skank Rides Sissys schlong

6 years ago

ShemaleZ

riding, clothed
06:00

Anal masturbation 12.2022 - Inserting Red Huge Dildo 2 -

1 year ago

xHamster

small cock, dildo, masturbation
15:49 75%

Sissy CD riding my dildo

6 years ago

ShemaleZ

dildo, riding, masturbation, blonde, toys
02:55

I break a cucumber while fucking my ass

4 years ago

xHamster

riding, mexican
05:31

Big Boobs Bouncing around

2 years ago

xHamster

german
05:14

Sissyboy training

3 years ago

xHamster

public, mature anal, train, riding, bulgarian
07:50 63%

Biggest Cumshot EVER, Bad Dragon Dildo Makes Young Trap Squirt

3 years ago

xHamster

squirt, femboy
01:08

Sexy Hole Gets a Nice Cock

2 years ago

xHamster

train
03:37

Shemale Sissy Ride Huge Bbc Dildo On Mirror Sissygasm - Nadja Cox

3 years ago

Upornia

huge dildo
11:43

Amateur sissy rides big dildo

2 years ago

xHamster

sissy
07:40

Sissy riding a dildo in stockings

3 years ago

xHamster

mature anal, british
09:08

Caged trans sissy rides dildo

3 years ago

xHamster

dildo, british, riding
14:35

Sissy Rides A Dildo On Table - Full Movie

2 years ago

ShemaleZ

riding, full movie, sissy
10:39 80%

Hot Petitte Sissy Trap Riding Her Dildo Toys

9 months ago

HClips

sissy, shemale, amateur, dildo, riding, toys
06:13

Sissy rides as I peg his ass

6 years ago

ShemaleZ

pegging
21:16

Natalie mars sissy rides big dildo

9 years ago

TXXX

dildo, riding
04:59

Hot Blonde Sissy Ladyboy Riding Thick Dickgirl Cock

9 months ago

ShemaleZ

sissy, latex
07:46

Sissy Rides Bbc Hard And Cums A Few Times

3 years ago

Upornia

riding, BBC

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