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Search results - First Crossdresser

Total found: 1015 videos

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

5:05

6 months ago xHamster

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

First time sex videos, Girlfriend first time sex video, Desi Girlfriend first time sex video

5:26

5 months ago xHamster

First time sex videos, Girlfriend first time sex video, Desi Girlfriend first time sex video

First time Hung Latino fucks his first CD Hole

11:06

4 years ago xHamster

First time Hung Latino fucks his first CD Hole

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)

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

5:15

8 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

7 months ago 4Gay

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

My first time as a sissy was better than I ever imagined

15:06

9 years ago xHamster

My first time as a sissy was better than I ever imagined

It time for my first crossdressing adventure

12:48

8 years ago xHamster

It time for my first crossdressing adventure

I want you to watch my first sissy crossdresser adventure

14:17

7 years ago xHamster

I want you to watch my first sissy crossdresser adventure

My first time as a crossdressing sissy was liberating

14:01

7 years ago xHamster

My first time as a crossdressing sissy was liberating

My first time crossdressing was so hot

14:09

7 years ago xHamster

My first time crossdressing was so hot

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

7 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

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

6 years ago xHamster

Cross dress first time fuck big dildo in bathroom

Sally's first compilation

2:23

6 years ago xHamster

Sally's first compilation

Bianca-the-Bitsch first cock part 2

0:51

6 years ago xHamster

Bianca-the-Bitsch first cock part 2

Master GHZ - sissy Lana First Video

0:36

6 years ago xHamster

Master GHZ - sissy Lana First Video

Bianca-the-Bitch first cock part 3

0:40

6 years ago xHamster

Bianca-the-Bitch first cock part 3

First Creampie #2

2:16

6 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

0:42

5 years ago xHamster

First time

1:36

5 years ago xHamster

First video

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 Anal on Cam

0:17

5 years ago xHamster

My First Anal on Cam

My first Spanking on Cam

0:27

5 years ago xHamster

My first Spanking on Cam

White fag gets his first BBC to worship!

10:18

5 years ago xHamster

White fag gets his first BBC to worship!

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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