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Search results - Crossdresser First

Total found: 910 videos

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First time anal romance for Ryan Jordan and Carter Woods

7:57

6 months ago AnyGay

First time anal romance for Ryan Jordan and Carter Woods

Boy first time masterbation First time sex videos First time masterbate video Desi girlfriend ko choda Indian b

5:05

5 months ago xHamster

Boy first time masterbation First time sex videos First time masterbate video Desi girlfriend ko choda Indian b

First time Hung Latino fucks his first CD Hole

11:06

4 years ago xHamster

First time Hung Latino fucks his first CD Hole

Lovers try anal bondage for the first time on cam

8:10

1 years ago AnyGay

Lovers try anal bondage for the first time on cam

Dick down the ass in surreal doggy style makes hot man come first

8:08

9 months ago AnyGay

Dick down the ass in surreal doggy style makes hot man come first

18-year-old Virgin Twink ejaculates for the first time, First masturbation (xblue18)

3:07

3 years ago xHamster

18-year-old Virgin Twink ejaculates for the first time, First masturbation (xblue18)

Pahlanev Desi Boy breaks the seal for the first time and lets Desi masturbate passionately as she breaks the seal for the first time.

6:37

7 months ago xHamster

Pahlanev Desi Boy breaks the seal for the first time and lets Desi masturbate passionately as she breaks the seal for the first time.

First time i hold Pakistani Driver Big cock he refuse first but them enjoy

5:15

7 months ago xHamster

First time i hold Pakistani Driver Big cock he refuse first but them enjoy

Very first time i hold Pakistani Driver Massive sausage he reject very first but them enjoy

5:15

5 months ago 4Gay

Very first time i hold Pakistani Driver Massive sausage he reject very first but them enjoy

I am crossdressing for the first time and its amazing

14:06

7 years ago xHamster

I am crossdressing for the first time and its amazing

2:07

7 years ago xHamster

First video

First time crossdressing

1:23

7 years ago xHamster

First time crossdressing

This is my first time being photographed while crossdressing

14:57

7 years ago xHamster

This is my first time being photographed while crossdressing

Milking Machine first try in Latex 1-2

4:19

7 years ago xHamster

Milking Machine first try in Latex 1-2

Milking Machine first try in Latex 1-1

4:10

7 years ago xHamster

Milking Machine first try in Latex 1-1

Sissy Crossdressers First Time Anal

3:18

7 years ago xHamster

Sissy Crossdressers First Time Anal

0:44

7 years ago xHamster

My first one

norma first time crossdressing

2:49

7 years ago xHamster

Norma first time crossdressing

Gay Beauty Ass - First Anal Play Part 2

0:31

7 years ago xHamster

Gay Beauty Ass - First Anal Play Part 2

Sissy Suzy's first assignment for Master Karl

13:15

7 years ago xHamster

Sissy Suzy's first assignment for Master Karl

Big Dave's First Video Part 2

5:20

7 years ago xHamster

Big Dave's First Video Part 2

Big Dave's FIrst Video Pt 1

5:11

7 years ago xHamster

Big Dave's FIrst Video Pt 1

Big Dave's First Video Part 3 Edited

6:15

7 years ago xHamster

Big Dave's First Video Part 3 Edited

Crossdressers first Fun on Cam

6:46

7 years ago xHamster

Crossdressers first Fun on Cam

Crossdress Tanya First Time With a Cucumber 8 inches thick

7:30

7 years ago xHamster

Crossdress Tanya First Time With a Cucumber 8 inches thick

BIG BLACK COCK GETTING SOME ORAL SERVICE FROM FIRST TIME CD

9:10

7 years ago xHamster

BIG BLACK COCK GETTING SOME ORAL SERVICE FROM FIRST TIME CD

Your very first sissy adventure starts now

17:03

7 years ago xHamster

Your very first sissy adventure starts now

1:04

7 years ago xHamster

First try

Crossdresser First Fuck Machine Experience

2:23

7 years ago xHamster

Crossdresser First Fuck Machine Experience

My first time as a sissy was so liberating

15:00

7 years ago xHamster

My first time as a sissy was so liberating

His first time with a shemale top

4:20

7 years ago xHamster

His first time with a shemale top

Archive 3: 04-10-16 My First Cumshot

1:18

7 years ago xHamster

Archive 3: 04-10-16 My First Cumshot

Archive 6: 08-01-17 First time I'd worn a dress or heels.

5:00

7 years ago xHamster

Archive 6: 08-01-17 First time I'd worn a dress or heels.

Thongs turn me on! (First Vid EVER!)

2:10

7 years ago xHamster

Thongs turn me on! (First Vid EVER!)

sucking my first cock

8:57

7 years ago xHamster

Sucking my first cock

CD Fucks First Timer

8:16

7 years ago xHamster

CD Fucks First Timer

This is my first time as a crossdressing sissy

15:02

7 years ago xHamster

This is my first time as a crossdressing sissy

1:05

7 years ago xHamster

My first dress

This is my first time crossdressing for real

13:56

7 years ago xHamster

This is my first time crossdressing for real

My first prostate milking

11:48

7 years ago xHamster

My first prostate milking

First time becoming Lisa Lust

0:30

7 years ago xHamster

First time becoming Lisa Lust

First time sucking a t girls cock

1:03

7 years ago xHamster

First time sucking a t girls cock

my first erection in chastity

0:52

7 years ago xHamster

My first erection in chastity

My first sissy adventure was better than I ever imagined

13:47

7 years ago xHamster

My first sissy adventure was better than I ever imagined

0:52

7 years ago xHamster

My first vid

I am crossdressing for the first time and its amazing

13:03

7 years ago xHamster

I am crossdressing for the first time and its amazing

Self fed cum first time eating

0:53

7 years ago xHamster

Self fed cum first time eating

my first video strapon

0:59

7 years ago xHamster

My first video strapon

TastyKakesXxx First Take

4:00

6 years ago xHamster

TastyKakesXxx First Take

Big dildo fits first time in the Crossdressers ass

2:58

6 years ago xHamster

Big dildo fits first time in the Crossdressers ass

Boyfriend Anish First Fuck

0:31

6 years ago xHamster

Boyfriend Anish First Fuck

Boyfriend Shati First Fuck 2of2

0:29

6 years ago xHamster

Boyfriend Shati First Fuck 2of2

My first twerk...

0:33

6 years ago xHamster

My first twerk...

Anal plug lilys first time on tape

4:30

6 years ago xHamster

Anal plug lilys first time on tape

My first video.. Cocumber in my ass. ilk videom. Salatalik

0:45

6 years ago xHamster

My first video.. Cocumber in my ass. ilk videom. Salatalik

Riding for the first time

2:36

6 years ago xHamster

Riding for the first time

Blonde Crossdresser First BBC Blowjob

4:12

6 years ago xHamster

Blonde Crossdresser First BBC Blowjob

My First Sex Machine

4:21

6 years ago xHamster

My First Sex Machine

Who wanna be my first

3:45

6 years ago xHamster

Who wanna be my first

Sissy Breanne's first blowjob and BBC

4:12

6 years ago xHamster

Sissy Breanne's first blowjob and BBC

My first time at my new glory hole

5:48

6 years ago xHamster

My first time at my new glory hole

Joanne's first stroke of the crop

0:46

6 years ago xHamster

Joanne's first stroke of the crop

First time fucking a white sissy

8:24

6 years ago xHamster

First time fucking a white sissy

First video, riding my new toy

2:55

6 years ago xHamster

First video, riding my new toy

Playing with first dildo

0:14

6 years ago xHamster

Playing with first dildo

My first Sissygasm (Riding huge dildo)

2:51

6 years ago xHamster

My first Sissygasm (Riding huge dildo)

CD Susy first time ride dick and cum

3:22

6 years ago xHamster

CD Susy first time ride dick and cum

The first of 3 enema videos.

2:16

6 years ago xHamster

The first of 3 enema videos.

Fucking my ass for the first time

2:51

6 years ago xHamster

Fucking my ass for the first time

Bianca the Bitch, first Video

5:46

6 years ago xHamster

Bianca the Bitch, first Video

Bianca-the-Bitch, first try of a Video

5:36

6 years ago xHamster

Bianca-the-Bitch, first try of a Video

How I Spend First of May

7:16

6 years ago xHamster

How I Spend First of May

Mallory first time real play sissy trans anal ass toys trans

0:49

6 years ago xHamster

Mallory first time real play sissy trans anal ass toys trans

My first hands free Sissy orgasam

0:36

6 years ago xHamster

My first hands free Sissy orgasam

0:33

6 years ago xHamster

First trial

My first HEELS! Shorter edit. Stockings, heels and corset

15:21

6 years ago xHamster

My first HEELS! Shorter edit. Stockings, heels and corset

First time for a crossdresser

2:05

6 years ago xHamster

First time for a crossdresser

First time for a crossdresser,

1:17

6 years ago xHamster

First time for a crossdresser,

First video summer time!

3:34

6 years ago xHamster

First video summer time!

I got fucked by a first time crossdresser

4:40

6 years ago xHamster

I got fucked by a first time crossdresser

First video riding teaser

0:28

6 years ago xHamster

First video riding teaser

FIRST TIME ON TOP OF HIM FELLING SO GOOD

4:57

6 years ago xHamster

FIRST TIME ON TOP OF HIM FELLING SO GOOD

0:32

6 years ago xHamster

My first Love

Cross dress first time fuck big dildo in bathroom

1:01

5 years ago xHamster

Cross dress first time fuck big dildo in bathroom

Sally's first compilation

2:23

5 years ago xHamster

Sally's first compilation

Bianca-the-Bitsch first cock part 2

0:51

5 years ago xHamster

Bianca-the-Bitsch first cock part 2

Master GHZ - sissy Lana First Video

0:36

5 years ago xHamster

Master GHZ - sissy Lana First Video

Bianca-the-Bitch first cock part 3

0:40

5 years ago xHamster

Bianca-the-Bitch first cock part 3

First Creampie #2

2:16

5 years ago xHamster

First Creampie #2

My first time crossdressing was so hot

13:56

5 years ago xHamster

My first time crossdressing was so hot

0:30

5 years ago xHamster

First try

The very first video I've made

2:46

5 years ago xHamster

The very first video I've made

My first non-solo video in almost 3 years

5:23

5 years ago xHamster

My first non-solo video in almost 3 years

0:35

5 years ago xHamster

First vid

My first fuck video - fuck my ass

4:06

5 years ago xHamster

My first fuck video - fuck my ass

My first fuck video - pretreatment

2:05

5 years ago xHamster

My first fuck video - pretreatment

Giving my first ever Blow Job

4:59

5 years ago xHamster

Giving my first ever Blow Job

First time for toy

1:15

5 years ago xHamster

First time for toy

Closet cd Natcd enjoying dildo for first time

1:28

5 years ago xHamster

Closet cd Natcd enjoying dildo for first time

I embark on my first crossdressing adventure

14:04

5 years ago xHamster

I embark on my first crossdressing adventure

0:34

5 years ago xHamster

My first bbc

My First Video. Mastria Maxia

3:36

5 years ago xHamster

My First Video. Mastria Maxia

First video xxx

0:30

5 years ago xHamster

First video xxx

Croatian Crossdresser first time out and smoking.

6:10

5 years ago xHamster

Croatian Crossdresser first time out and smoking.

First attempt of dp with my toys, such a great success!

0:14

5 years ago xHamster

First attempt of dp with my toys, such a great success!

First time crossdress JK uniform pantyhose cum (reupload)

16:57

5 years ago xHamster

First time crossdress JK uniform pantyhose cum (reupload)

The first time here.

1:23

5 years ago xHamster

The first time here.

First Time Really Taking it Deep from my Dildos

2:05

5 years ago xHamster

First Time Really Taking it Deep from my Dildos

First Time Really Taking it Deep from my Dildos 02

3:00

5 years ago xHamster

First Time Really Taking it Deep from my Dildos 02

1:36

5 years ago xHamster

First video

0:42

5 years ago xHamster

First time

First time in the ass for a slave

4:02

5 years ago xHamster

First time in the ass for a slave

Japanese gay's first time crossdress near the highway

4:24

5 years ago xHamster

Japanese gay's first time crossdress near the highway

WHEN I WAS TRAINING MY SELF FOR MY FIRST BBC

3:30

5 years ago xHamster

WHEN I WAS TRAINING MY SELF FOR MY FIRST BBC

My first Spanking on Cam

0:27

5 years ago xHamster

My first Spanking on Cam

My First Anal on Cam

0:17

5 years ago xHamster

My First Anal on Cam

White fag gets his first BBC to worship!

10:18

5 years ago xHamster

White fag gets his first BBC to worship!

First ever video

0:18

5 years ago xHamster

First ever video

My first creampie

0:54

5 years ago xHamster

My first creampie

first video in lingerie

2:13

5 years ago xHamster

First video in lingerie

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