41.1K Results

First Time Sissy Porn Videos

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12:20
Sissy Training After First Time Feminization
Bailey Wilde

107.8K views
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05:29
Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson

442K views
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03:01
FEMOUT XXX: Lemmi's First Time!
Femout

173.7K views
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13:47
Josie Blade^’s first time solo in the mini pool
Josie Blade

38.3K views
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00:14
Sissy feels cum inside her for the first time
Sissy Joyce

1.7M views
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05:07
Sissy Takes Cocks in Both Holes for the First Time and Licks Cum off the Floor
Elise Woods

38.2K views
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02:28
Sissy Lexie Adams Crossdresser First Time with Sex Machine
Lexie Adams

66.5K views
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04:25
Sissy Crossdresser Fucks Dildo Doggystyle (first time)

124.4K views
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05:33
My first time fucking trans man
Nathalia Fontes

97.1K views
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08:19
First Time Taste Drink My Own Cum. Handjob And Double Cum
MaureenNadh

31.7K views
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04:51
Guy First Time Dressed as Woman and Strapon Fuck
Bailey Wilde

15.5K views
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19:58
MY FIRST TIME FUCK BEAUTIFUL SHEMALE ON UPSTAIRS
Altmodelbox

9.7K views
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04:14
OliAge gives a blowjob to his Sissy Davine for the first time.
Davine

12.1K views
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14:03
Blonde Sissy Riding Her Dildo In Her Latex Suit For The First Time
LoLiLights

4K views
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05:46
sissy boy riding black thunder for the first time sisygasm x

170.2K views
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05:37
Beautiful 18 year old teen virgin girl riding on a cock for the first time
Xblue-18

36.1K views
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01:18
Sissy Sucking Cock First Time on Video

36.9K views
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01:15
Trans Fuck Girl in the Ass First Time
Lola Spais

5.9K views
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29:58
Trans Girl plays with an 18 cm Dildo for the first time, Moans from pain but ends up liking it Succubo16
LaRicura16

3.7K views
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01:25
sissy first-time anal orgasm
Pinkyfoot

22.7K views
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10:15
Beautiful trans girl takes a huge cock for the first time
Dessietsa

11.6K views
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11:26
Jesscia Bloom Double Anal With Dildos First Time
Jessica Bloom

10.8K views
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03:42
Crossdresser Daisy's first time out in the open .
Daisywam

4.8K views
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01:42
Ana Keel Strokes Her Horny Little Cock And Dreams of Cumming for the first time in 7 days
Ana Keel

14K views
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10:05
Ineta Koxx My first time being filled by something so long

4.7K views
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02:36
SLUTTY TRANNY JSSEMONTZ puts on LINGERIE and sucks a huge bbc for her first time
JsseMontz

54.9K views
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01:28
First Time Fisting in Tight White Ass of Teen Tranny
Lola Spais

1.9K views
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01:53
First Time Frat Boy College Student Fucks Trans Woman in Chastity
Jake Grand

18.1K views
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08:02
Fucking my 18 year old girlfriend for the first time
Dessietsa

11.5K views
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06:07
first time taking a BBC
iacute

6.8K views
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01:27
Sissy get fucked fir the first time

35.8K views
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03:17
Guy Feminized and Fucked for First Time
Bailey Wilde

10.7K views
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01:25
First Time Shaggy Fucks a Trans Woman
Jake Grand

7.7K views
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05:23
Wearing Garter for the first time
Your Toy

2.2K views
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08:14
(Part 2) First Time Tasting My Own Cum And Drinking Piss, Cum On Food Fetish, Asian Transgender Trap Shemale
MaureenNadh

31.1K views
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06:04
Asian Satanic Sissy - First Time BBC Fuck and Cum On Face

42.7K views
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10:37
Sissy Femboy CD Sucks Cock Fucked Facial First Time On Video

5.6K views
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12:00
Sissy FIRST TIME ANAL fingering and cumshot on black socks
Sorona

10.8K views
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05:37
Trying my first time doing anal with my dildo and lot of creampies
Ren Midorikawa

3.4K views
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01:56
My first time i wearing high heels )
Alexa Cosmic

2.7K views
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01:10
I Receive New Boots and Walk in Them for the First Time
MicziCD

1.4K views
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01:53
First Time with new Machine
Nina_Cherry

1.6K views
Not available in United States

01:28
Sissy Lisa tries her Hismith for the first time

32.8K views
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02:18
Tamara for the first time outdoors
DeutscherSissy

6.6K views
Not available in United States

06:00
Shemale rides a 3 inch wide dildo for the first time until she cums
Jennyohlala

2.6K views
Not available in United States

00:57
First time hands free
Twinkie Star

6.7K views
Not available in United States

02:01
Sissy first time anal
T Thick Shady

7.4K views