Search results - Crossdresser First

Total found: 371 videos (page 2)

The nerdy lad felt shocked at first but he accepted the BJ

6:59

1 months ago GayPornHD

The nerdy lad felt shocked at first but he accepted the BJ

Crossdressers First Time 2

8:54

2 years ago Gay Ck

Crossdressers First Time 2

My first fucking video 6

10:14

2 years ago Gay Ck

My first fucking video 6

Horny lads share the couch for their first casting perversions

7:47

9 months ago GayPornHD

Horny lads share the couch for their first casting perversions

Jacen Zhu and Vincent O'Reilly share their first gay BDSM tryout

4:05

1 years ago AnyGay

Jacen Zhu and Vincent O'Reilly share their first gay BDSM tryout

Robin Quinn femboy first time with fleshlight 6

2:15

2 years ago Gay Ck

Robin Quinn femboy first time with fleshlight 6

Young Bbw crossdresser first Black Cock # 2 video 5

2:52

3 years ago Gay Ck

Young Bbw crossdresser first Black Cock # 2 video 5

CD sucks her first cock 7

8:26

3 years ago Gay Ck

CD sucks her first cock 7

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8:51

3 years ago Gay Ck

Crossdressers first time

Robin Quinn femboy first time with fleshlight 3

2:15

3 years ago Gay Ck

Robin Quinn femboy first time with fleshlight 3

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2:45

3 years ago Gay Ck

Young Bbw crossdresser first Black Cock # 2 video 10

Sergio very first time romp

8:21

2 years ago Gay Ck

Sergio very first time romp

Sissy Crossdresser double orgasm first solo dildo ride 10

2:18

2 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride 10

First-Timer TV Eve deep-throats a 8 inch

11:03

4 years ago Gay Ck

First-Timer TV Eve deep-throats a 8 inch

First-Timer lad strokes in his rump cutoffs

7:47

2 years ago Gay Ck

First-Timer lad strokes in his rump cutoffs

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10:15

3 years ago Gay Ck

My first fucking video 3

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2:40

3 years ago Gay Ck

Vintage first time anal 7

Crossdresser Amber Sucks her first BBC. part 1 5

9:45

3 years ago Gay Ck

Crossdresser Amber Sucks her first BBC. part 1 5

Sissy Crossdresser double orgasm first solo dildo ride 11

2:20

3 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride 11

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2:52

3 years ago Gay Ck

Young Bbw crossdresser first Black Cock # 2 video 6

Superior and abnormal first-timer Prince Zed tantalizes obese Matt

5:00

2 years ago Gay Ck

Superior and abnormal first-timer Prince Zed tantalizes obese Matt

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8:10

3 years ago Gay Ck

First-Ever Time with Assfuck Beads

Heather's first BBC 6

10:26

3 years ago Gay Ck

Heather's first BBC 6

CD sucks her first cock 9

8:25

3 years ago Gay Ck

CD sucks her first cock 9

Femboy student rails a fuck stick for the very first time

4:14

3 years ago Gay Ck

Femboy student rails a fuck stick for the very first time

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5:43

3 years ago Gay Ck

First-Ever time fake penis in my cherry anal invasion

Robin Quinn femboy first time with fleshlight 5

2:13

3 years ago Gay Ck

Robin Quinn femboy first time with fleshlight 5

Heather's first BBC 8

10:30

3 years ago Gay Ck

Heather's first BBC 8

CD sucks her first cock 4

8:25

3 years ago Gay Ck

CD sucks her first cock 4

Sissy Crossdresser double orgasm first solo dildo ride 9

2:20

3 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride 9

Japanese CD gets handjob (Unexperienced Hookup, First-Timer Hook-Up)

6:44

2 years ago Gay Ck

Japanese CD gets handjob (Unexperienced Hookup, First-Timer Hook-Up)

Robin Quinn femboy first time with fleshlight 7

2:13

2 years ago Gay Ck

Robin Quinn femboy first time with fleshlight 7

Sissy Crossdresser double orgasm first solo dildo ride 12

2:23

2 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride 12

First time fucking a white sissy 2

8:37

2 years ago Gay Ck

First time fucking a white sissy 2

Danish crossdresser's first time blowjob, finished with anal

8:39

2 years ago Gay Ck

Danish crossdresser's first time blowjob, finished with anal

My first fucking video 7

10:17

2 years ago Gay Ck

My first fucking video 7

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8:39

2 years ago Gay Ck

Danish crossdresser's first time blowjob, finished with anal 2

4:56

2 years ago Gay Ck

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Crossdresser Amber Sucks her first BBC. part 1 9

9:46

2 years ago Gay Ck

Crossdresser Amber Sucks her first BBC. part 1 9

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8:54

2 years ago Gay Ck

Crossdressers first time 4

Sissy Crossdresser double orgasm first solo dildo ride 13

2:20

2 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride 13

Luna takes her first cock 4

3:39

2 years ago Gay Ck

Luna takes her first cock 4

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3:42

2 years ago Gay Ck

Luna takes her first cock 5

Crossdressers First Time 3

8:51

2 years ago Gay Ck

Crossdressers First Time 3

Sissy Breanne's first blowjob and BBC 6

4:20

2 years ago Gay Ck

Sissy Breanne's first blowjob and BBC 6

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10:15

2 years ago Gay Ck

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Sissy Breanne's first blowjob and BBC 7

4:20

2 years ago Gay Ck

Sissy Breanne's first blowjob and BBC 7

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10:14

2 years ago Gay Ck

My first fucking video 9

Danish crossdresser's first time blowjob, finished with anal 3

8:41

2 years ago Gay Ck

Danish crossdresser's first time blowjob, finished with anal 3

CD sucks her first cock 10

8:25

2 years ago Gay Ck

CD sucks her first cock 10

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5:55

2 years ago Gay Ck

My first time at my new glory hole 6

Crossdressers First Time 4

8:51

2 years ago Gay Ck

Crossdressers First Time 4

First group of the year. Getting my ass worked over. 5

7:11

2 years ago Gay Ck

First group of the year. Getting my ass worked over. 5

Shy French sissy first time to suck

5:55

2 years ago Gay Ck

Shy French sissy first time to suck

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8:31

2 years ago Gay Ck

First time fucking a white sissy

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8:32

2 years ago Gay Ck

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Sissy Breanne's first blowjob and BBC 5

4:19

2 years ago Gay Ck

Sissy Breanne's first blowjob and BBC 5

Sissy Crossdresser double orgasm first solo dildo ride 14

2:23

2 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride 14

CD Fucks First Timer 9

8:23

2 years ago Gay Ck

CD Fucks First Timer 9

Heather's first BBC 10

10:27

2 years ago Gay Ck

Heather's first BBC 10

Youthful Plus-Size crossdresser first-ever Ebony Beefstick two flick

2:52

4 years ago Gay Ck

Youthful Plus-Size crossdresser first-ever Ebony Beefstick two flick

Sissy Breannes first-ever oral and BIG BLACK COCK

4:25

4 years ago Gay Ck

Sissy Breannes first-ever oral and BIG BLACK COCK

Sissy Crossdresser double orgasm first solo dildo ride

2:20

3 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride

Young Bbw crossdresser first Black Cock # 2 video 2

2:49

3 years ago Gay Ck

Young Bbw crossdresser first Black Cock # 2 video 2

First-Timer Bodybuilder vs Faggyboi Jail Sissy

3:52

2 years ago Gay Ck

First-Timer Bodybuilder vs Faggyboi Jail Sissy

Vintage first time anal 4

2:41

2 years ago Gay Ck

Vintage first time anal 4

CD sucks her first cock 3

8:26

2 years ago Gay Ck

CD sucks her first cock 3

First-timer, backside, plumper

6:58

2 years ago Gay Bingo

First-timer, backside, plumper

Robin Quinn femboy first time with fleshlight 9

2:16

2 years ago Gay Ck

Robin Quinn femboy first time with fleshlight 9

4:57

2 years ago Gay Ck

First Video 6

My first fucking video 10

10:17

2 years ago Gay Ck

My first fucking video 10

Sissy Crossdresser double orgasm first solo dildo ride 15

2:20

2 years ago Gay Ck

Sissy Crossdresser double orgasm first solo dildo ride 15

Danish crossdresser's first time blowjob, finished with anal 4

8:39

1 year ago Gay Ck

Danish crossdresser's first time blowjob, finished with anal 4

Vintage first time anal 11

2:42

1 year ago Gay Ck

Vintage first time anal 11

CD Fucks First Timer 10

8:24

1 year ago Gay Ck

CD Fucks First Timer 10

Crossdressers First Time 5

8:51

1 year ago Gay Ck

Crossdressers First Time 5

Sissy Breanne's first blowjob and BBC 8

4:19

1 year ago Gay Ck

Sissy Breanne's first blowjob and BBC 8

CD Fucks First Timer 11

8:23

1 year ago Gay Ck

CD Fucks First Timer 11

crossdressers first time 5

8:51

1 year ago Gay Ck

Crossdressers first time 5

Danish crossdresser's first time blowjob, finished with anal 5

8:45

1 year ago Gay Ck

Danish crossdresser's first time blowjob, finished with anal 5

Crossdresser Amber Sucks her first BBC. part 1 10

9:46

1 year ago Gay Ck

Crossdresser Amber Sucks her first BBC. part 1 10

Luna takes her first cock 6

3:42

1 year ago Gay Ck

Luna takes her first cock 6

CD Fucks First Timer 12

8:24

1 year ago Gay Ck

CD Fucks First Timer 12

Danish crossdresser's first time blowjob, finished with anal 6

8:40

1 year ago Gay Ck

Danish crossdresser's first time blowjob, finished with anal 6

Crossdresser Amber Sucks her first BBC. part 1 2

9:16

1 year ago Gay Ck

Crossdresser Amber Sucks her first BBC. part 1 2

Freaky CD Jim's First Interracial Bareback

7:18

1 year ago Gay Ck

Freaky CD Jim's First Interracial Bareback

CD Fucks First Timer 3

8:24

1 year ago Gay Ck

CD Fucks First Timer 3

Sissy's First BBC Blowjob Experience

4:19

1 year ago Gay Ck

Sissy's First BBC Blowjob Experience

First-Time Bareback Amateur Crossdresser

8:52

1 year ago Gay Ck

First-Time Bareback Amateur Crossdresser

My First Glory Hole Experience as a Crossdresser

5:56

1 year ago Gay Ck

My First Glory Hole Experience as a Crossdresser

Young Crossdresser's First Black Cock Experience

2:49

1 year ago Gay Ck

Young Crossdresser's First Black Cock Experience

Sissy's First Anal Experience

3:37

1 year ago Gay Ck

Sissy's First Anal Experience

Freaky CD Jim's First Interracial Bareback 2

7:18

1 year ago Gay Ck

Freaky CD Jim's First Interracial Bareback 2

First Interracial Bareback with a Sissy Crossdresser

8:37

1 year ago Gay Ck

First Interracial Bareback with a Sissy Crossdresser

Crossdresser's First Time Exploration

8:52

1 year ago Gay Ck

Crossdresser's First Time Exploration

Young Crossdresser's First Black Cock Experience 2

2:49

1 year ago Gay Ck

Young Crossdresser's First Black Cock Experience 2

First-Timer Crossdresser on public porno cinema

3:11

1 year ago Gay Ck

First-Timer Crossdresser on public porno cinema

Vintage first time anal 8

2:43

1 year ago Gay Ck

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CD Fucks First Timer 5

8:22

1 year ago Gay Ck

CD Fucks First Timer 5

Sissy Breanne's first blowjob and BBC 4

4:19

1 year ago Gay Ck

Sissy Breanne's first blowjob and BBC 4

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10:30

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Heather's first BBC 7

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10:28

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First Time with Pad in Panties - Vintage Amateur Crossdresser Fun! 2

8:15

1 year ago Gay Ck

First Time with Pad in Panties - Vintage Amateur Crossdresser Fun! 2

First Time with Pad in Panties - Vintage Amateur Crossdresser Fun!

8:11

1 year ago Gay Ck

First Time with Pad in Panties - Vintage Amateur Crossdresser Fun!

Crossdresser Sophie's First Amateur Video

4:06

1 year ago Gay Ck

Crossdresser Sophie's First Amateur Video

2:29

1 year ago 4Gay

First-Timer CD

First-Timer Lean Crossdresser Deep Throats Beefstick And Gets Plowed

7:39

1 year ago 4Gay

First-Timer Lean Crossdresser Deep Throats Beefstick And Gets Plowed

Crossdressers First-Ever Time44

8:54

2 years ago 4Gay

Crossdressers First-Ever Time44

First-ever Time Stepbrother huge monster man meat in my Rump

7:08

1 year ago 4Gay

First-ever Time Stepbrother huge monster man meat in my Rump

Crossdressers First-Ever Time

8:52

2 years ago 4Gay

Crossdressers First-Ever Time

Amateur couple enjoys first time with a lucky guy & his big cock

2:47

2 years ago 4Gay

Amateur couple enjoys first time with a lucky guy & his big cock

Sissy Tramp Performs Web Webcam Flash for the First-Ever Time - NylonLingerie Studio

17:25

1 year ago 4Gay

Sissy Tramp Performs Web Webcam Flash for the First-Ever Time - NylonLingerie Studio

My first-ever time romping with a black fellow

8:35

1 year ago 4Gay

My first-ever time romping with a black fellow

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7:24

1 year ago 4Gay

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Very First of all, I love you and I love you and I am a guy and a female.

10:34

1 year ago 4Gay

Very First of all, I love you and I love you and I am a guy and a female.

Crossdresser S Amber And Kitt Share Their First-Ever Prick

4:38

2 years ago 4Gay

Crossdresser S Amber And Kitt Share Their First-Ever Prick

Sissy Breanne S Very First Blow-Job And BIG BLACK COCK

4:21

1 year ago 4Gay

Sissy Breanne S Very First Blow-Job And BIG BLACK COCK

Japanese Tugs Meatpipe for the First Time and Gets Wild

5:42

2 years ago 4Gay

Japanese Tugs Meatpipe for the First Time and Gets Wild

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4:16

2 years ago 4Gay

My first-ever numerous internal cumshot in gloryhole

Sissi First-Timer four

6:14

2 years ago 4Gay

Sissi First-Timer four