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Shemale First Sex Videos

My first Video as Crossdresser
02:33

My first Video as Crossdresser
5 years ago / 1 clicks
First time
00:10

First time
6 years ago / 2 clicks
My First Sissy Video
04:52

My First Sissy Video

2 years ago / 0 clicks
first vid of Destiny
18:10

first vid of Destiny
5 years ago / 1 clicks
First Shemale Date Ends Up Deep Anal Sex
06:15

First Shemale Date Ends Up Deep Anal Sex
4 years ago / 1 clicks
First time adventure
06:40

First time adventure
6 years ago / 0 clicks
First time posting
00:16

First time posting
6 years ago / 1 clicks
My First dildo
00:12

My First dildo

3 years ago / 1 clicks
CD first time getting cum in my butt
00:19

CD first time getting cum in my butt
7 years ago / 0 clicks
My first Blow
00:48

My first Blow
7 years ago / 0 clicks
Getting his first footjob pt 1
04:33

Getting his first footjob pt 1
7 years ago / 5 clicks
Is this your first time in a shemale gangbang
14:32

Is this your first time in a shemale gangbang
8 years ago / 8 clicks
my first hardore video
00:38

my first hardore video

9 years ago / 1 clicks
My sissy Tgirl gets that first nut!!
00:54

My sissy Tgirl gets that first nut!!
9 years ago / 0 clicks
My First Cheer Uniform (Sexy Version)
01:30

My First Cheer Uniform (Sexy Version)
7 years ago / 0 clicks
Trans Masc tries vibrating toy for the first time and gets overwhelmed embarassingly quick 🥰🥺
04:42

Trans Masc tries vibrating toy for the first time and gets overwhelmed embarassingly quick 🥰🥺
2 years ago / 0 clicks
Pure Pleasure with Anime MRLSEXDOLL - 3 Day Trial: Kate's First Double Penetration!
15:15

Pure Pleasure with Anime MRLSEXDOLL - 3 Day Trial: Kate's First Double Penetration!
4 months ago / 0 clicks
Spectacular busty shemale Jessica Kate teases a young dude at his first casting
04:02

Spectacular busty shemale Jessica Kate teases a young dude at his first casting
6 months ago / 0 clicks
Trans Boy Pees With His Packer for the First Time (and makes a mess)
00:38

Trans Boy Pees With His Packer for the First Time (and makes a mess)
7 months ago / 0 clicks
First he plays with my Ass a bit and then he sticks it in
00:20

First he plays with my Ass a bit and then he sticks it in
11 months ago / 0 clicks
solo chubby ftm first time squirting - multiple squirts and wet boypussy
10:27

solo chubby ftm first time squirting - multiple squirts and wet boypussy
12 months ago / 0 clicks
I sucked my Gamer Boyfriends Feet for the first time & enjoyed it Feet Worship ChloéMcCrystal
01:33

I sucked my Gamer Boyfriends Feet for the first time & enjoyed it Feet Worship ChloéMcCrystal
2 years ago / 0 clicks
Our first threesome! (2 trans girls 1 female
00:02

Our first threesome! (2 trans girls 1 female
2 years ago / 1 clicks
Your Comic Book FTM boyfriend lets you take him from behind for the first time in lingerie
03:27

Your Comic Book FTM boyfriend lets you take him from behind for the first time in lingerie
2 years ago / 0 clicks
pretty Pinay tranny tries out using a breast vibrator pump machine for the first time
13:42

pretty Pinay tranny tries out using a breast vibrator pump machine for the first time
2 years ago / 0 clicks
Cute trans teen makes herself cum for her first video
01:30

Cute trans teen makes herself cum for her first video
3 years ago / 0 clicks
Trans slut shows off cock and ass pussy for first time
03:37

Trans slut shows off cock and ass pussy for first time

3 years ago / 0 clicks
DL GUY FIRST TIME (SNAP @THEBAGISCALLIN)
01:21

DL GUY FIRST TIME (SNAP @THEBAGISCALLIN)
4 years ago / 3 clicks
FTM Trans Guy Reviews Sex Toys From Spencer's - These RUINED my orgasm! First negative Review!
27:25

FTM Trans Guy Reviews Sex Toys From Spencer's - These RUINED my orgasm! First negative Review!

4 years ago / 7 clicks
My First Twerk Virgin Booty
14:14

My First Twerk Virgin Booty
2 months ago / 0 clicks
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