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Crossdressing: 12026 Videos, grouped by Date

Super cute and pretty teenager ladyboy very sissy with a mushroom head cock wank and cum
17:13

Super cute and pretty teenager ladyboy very sissy with a mushroom head cock wank and cum

Trans, sissy, playthings
17:13

Trans, sissy, playthings

Sissy Swap Tales Super Sissy 2
12:51

Sissy Swap Tales Super Sissy 2

3 Crossdressers and a Mistress
31:11

3 Crossdressers and a Mistress

The Vs crossdresser#1
17:12

The Vs crossdresser#1

paristhedoll suck black dick
25:20

paristhedoll suck black dick

mona egyptian crossdresser slut 2018
23:42

mona egyptian crossdresser slut 2018

Horny boy breeding sissy's hole
10:34

Horny boy breeding sissy's hole

2 Mistress Fuck a Sissy
22:23

2 Mistress Fuck a Sissy

A Sissy life
11:17

A Sissy life

Sexy BBC fucks my sissy pussy deep 2
00:38

Sexy BBC fucks my sissy pussy deep 2

BBW Sissy - Sucking my dildo
02:29

BBW Sissy - Sucking my dildo

Sissys Cock And Cum Addiction
34:13

Sissys Cock And Cum Addiction

sissy y su novia
02:57

sissy y su novia

Sissy Love 4
11:17

Sissy Love 4

Red Hair White Lace Big Dildo (Crossdresser with Toy)
18:30

Red Hair White Lace Big Dildo (Crossdresser with Toy)

Sissy crossdresser Annette takes on two cocks 2of3
09:53

Sissy crossdresser Annette takes on two cocks 2of3

crossdresser fetish (11)
22:56

crossdresser fetish (11)

Sissy with 2 men
04:22

Sissy with 2 men

crossdresser fuck party (13)
16:00

crossdresser fuck party (13)

Sissy masturbating and fingering
07:08

Sissy masturbating and fingering

Asiusia Polish crossdresser fucked
13:23

Asiusia Polish crossdresser fucked

We wont judge you for being such a sissy boy
08:37

We wont judge you for being such a sissy boy

Sissy
13:22

Sissy

Brihanna & Carolain two hot TGirls
11:44

Brihanna & Carolain two hot TGirls

Hot crossdresser doesnt get to say no to take black cock
11:33

Hot crossdresser doesnt get to say no to take black cock

Cute Asian Crossdresser Triss Goth 2
20:37

Cute Asian Crossdresser Triss Goth 2

Man become a princess
14:44

Man become a princess

Hottest ts princess on earth
01:34:11

Hottest ts princess on earth

Tranny Goth Sucks on a Big Hard Cock
11:07

Tranny Goth Sucks on a Big Hard Cock

Isabella Transex
12:15

Isabella Transex

Monster Cock Jerking
11:17

Monster Cock Jerking

Cross fucked
10:19

Cross fucked

i love crossdressers vol 4
03:00

i love crossdressers vol 4

I love crossdressing while I have phone sex
15:00

I love crossdressing while I have phone sex

Hot Drag Sissies
18:36

Hot Drag Sissies

Anal orgasm with toy
08:07

Anal orgasm with toy

Crossdresser Cuts
03:21

Crossdresser Cuts

Best JOI Edit
24:54

Best JOI Edit

Tranny Inserts Multiple Hige Toys in Her Ass
10:36

Tranny Inserts Multiple Hige Toys in Her Ass

Boys can be hot girls
17:59

Boys can be hot girls

Layla Stretch
13:00

Layla Stretch

I am Sissy Bitch
05:09

I am Sissy Bitch

Rachel Samantha Love BBC
11:10

Rachel Samantha Love BBC

Teen Amateur Traps and Hot Crossdressers!
03:03

Teen Amateur Traps and Hot Crossdressers!

Slim man is fucked by crossdresser
08:17

Slim man is fucked by crossdresser

Outdoorsex with a Stranger
04:50

Outdoorsex with a Stranger

Courtney Act Make a Drag Queen
08:25

Courtney Act Make a Drag Queen

Giving head in a stranger's car
09:08

Giving head in a stranger's car

Cum on basket
03:59

Cum on basket

Sissy gets Strapon punishment
08:23

Sissy gets Strapon punishment

me pleasing Master
03:54

me pleasing Master

electra blue nasty sucking cock
02:36

electra blue nasty sucking cock

annalicious88 smoking and exposing like sissy whore
06:44

annalicious88 smoking and exposing like sissy whore

huge dildo ridding & jerking off
02:33

huge dildo ridding & jerking off

Distraction while riding a dildo,
00:30

Distraction while riding a dildo,

Horny teen sissy CD dressed as a gurl
06:07

Horny teen sissy CD dressed as a gurl

Anal practice
04:39

Anal practice

Hooker Mariko anal fuck with fanboy.
09:55

Hooker Mariko anal fuck with fanboy.

ass - fucking
12:33

ass - fucking

Femenizacion Hipnotica 2: Repeticion
02:08

Femenizacion Hipnotica 2: Repeticion

crossdresser jerking and cum licking
05:32

crossdresser jerking and cum licking

yoga sheer see thru
02:42

yoga sheer see thru

Sissified boy fucked by his gf (LOVELY!)
08:30

Sissified boy fucked by his gf (LOVELY!)

CD With Red Hair And Big Red Lips Sucking And Fucking
08:16

CD With Red Hair And Big Red Lips Sucking And Fucking

TV/TS Brooke Chambers Smoking 1
01:01

TV/TS Brooke Chambers Smoking 1

Crossdress Getting Slammed
05:20

Crossdress Getting Slammed

you have a small penis
04:12

you have a small penis

jewel plug and stocking masturbation cum
05:32

jewel plug and stocking masturbation cum

booty boyshort 2
00:59

booty boyshort 2

lovely PU dress
01:38

lovely PU dress

Ass fucking with huge black dildo!
06:57

Ass fucking with huge black dildo!

Big black dildo masturbation
04:42

Big black dildo masturbation

Sissy Hypno Brainwashing
02:19

Sissy Hypno Brainwashing

crossdresser blowjob bukkake interracial
06:01

crossdresser blowjob bukkake interracial

Skinny Blonde Crossdresser Wanking
04:19

Skinny Blonde Crossdresser Wanking

Multiple cum in stockings fucking dildo no hands
04:23

Multiple cum in stockings fucking dildo no hands

Amateur Cd Heather sucks a big delicious cock from a cute boy.
03:20

Amateur Cd Heather sucks a big delicious cock from a cute boy.

tranny bareback creampie interracial
09:13

tranny bareback creampie interracial

Vintage CD In Stockings Fucking A Guy
15:42

Vintage CD In Stockings Fucking A Guy

Simatra'ss CD Suck and Fuck Doggystyle SexXx
07:01

Simatra'ss CD Suck and Fuck Doggystyle SexXx

Sissy Training Ep.1
06:48

Sissy Training Ep.1

Simatra 'ss Crossdresser Blond Hair Fuck Banged With a fan
03:51

Simatra 'ss Crossdresser Blond Hair Fuck Banged With a fan

CD - Vanessa Eyes Without a Face
07:01

CD - Vanessa Eyes Without a Face

kates first cam
07:21

kates first cam

CD - Vanessa blowing a black cock
06:01

CD - Vanessa blowing a black cock

Daniella Teases in Balcony Window 4
04:20

Daniella Teases in Balcony Window 4

Use 'em, Abuse 'em...Rinse And Repeat!
05:29

Use 'em, Abuse 'em...Rinse And Repeat!

Interracial bbc sissy anal hypno
03:35

Interracial bbc sissy anal hypno

oh yes my sissy bitch!! fuck my pussy and fill me up, huge creampie
10:40

oh yes my sissy bitch!! fuck my pussy and fill me up, huge creampie

KaylaGirl80 - Sexy Crossdresser moves for you xx
01:47

KaylaGirl80 - Sexy Crossdresser moves for you xx

Me giving my sexy crossdresser husband a blowjob and kissing his legs,balls
07:41

Me giving my sexy crossdresser husband a blowjob and kissing his legs,balls

Simatra Fuck Hard On bed Common baby !
09:50

Simatra Fuck Hard On bed Common baby !

BBW Sissy Diane Want's To Smoke Cock
02:10

BBW Sissy Diane Want's To Smoke Cock

Crossdresser horny "want it hard"
01:45

Crossdresser horny "want it hard"

Str8 frat boy feeds black tranny his cum
06:32

Str8 frat boy feeds black tranny his cum

Daddy fucking a crossdresser
15:05

Daddy fucking a crossdresser

sissy cuckold transformation
10:17

sissy cuckold transformation

Femdom Pegging - Sissy boy gets fucked by girlfriend
10:22

Femdom Pegging - Sissy boy gets fucked by girlfriend

fucking her with my new mask
01:32

fucking her with my new mask

Throat Fucked
00:48

Throat Fucked

Hot Milf fucks crosssdresser ass with strapon and wanks her off with nylons
10:24

Hot Milf fucks crosssdresser ass with strapon and wanks her off with nylons

Mature sissy couple loves blowjob, fist and double fist
10:08

Mature sissy couple loves blowjob, fist and double fist

good fuck
04:55

good fuck

Cock hungry crossdresser sluts take turns sucking big black spunking cock
06:01

Cock hungry crossdresser sluts take turns sucking big black spunking cock

MandyTv PVC Smoke Slut
03:46

MandyTv PVC Smoke Slut

Carla gets fucked doggy by Master.
04:56

Carla gets fucked doggy by Master.

Slutty crossdresser fucks her femdoms big strapon then masturbates and cums
07:31

Slutty crossdresser fucks her femdoms big strapon then masturbates and cums

Hot couple is playing with t-girls and crossdressers
05:23

Hot couple is playing with t-girls and crossdressers

Hot kinky wife has sex with cross dressing husband
40:23

Hot kinky wife has sex with cross dressing husband

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties
07:02

Hot Mistress spanks slutty crossdressers ass for wearing her silk panties

Sexy CD Slut Sucking Good and Fucking
06:31

Sexy CD Slut Sucking Good and Fucking

Naughty Ass
04:19

Naughty Ass

Playing with Sue again.
03:02

Playing with Sue again.

Kalina Proud To Be A Kinky Smoking Slut
09:06

Kalina Proud To Be A Kinky Smoking Slut

Sissy Maid Blackmailed
07:35

Sissy Maid Blackmailed

crossdresser 07
31:07

crossdresser 07

Hot Pegging Strapon Fem Sissy Fucked Doggystyle
05:00

Hot Pegging Strapon Fem Sissy Fucked Doggystyle

Smoking hot tgirl slut fucks dildo and masturbates her big cock
09:01

Smoking hot tgirl slut fucks dildo and masturbates her big cock

CD fisting
17:52

CD fisting

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