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My first Fist

Tomriader

First anal (solo)

First anal (solo)

sucksboy

12 inch double ended dildo first time use

12 inch double ended dildo first time use

First time using this toy and going deep in my virgin hole ? - Bunny600f

Jemima's first ever sissygasm is accidental

Jemima's first ever sissygasm is accidental

Jemima's very first ever sissygasm - I was fucking myself with a DIY dildo and accidentally came handsfree onto a tissue on the floor! ..and now I want lots more!! - jemimaheart

first video teasing

first video teasing

teasing tranny anal rose bud - dimitrishem

Cds First time with a new fuck machine.

Cds First time with a new fuck machine.

First time with my new toy, really need a camara mount for better angles.. dildo is 9"x 2" - Eastcoastthang

My first anal video

My first anal video

Mmmmmm - Ron_1978

I was so proud when it first popped in!

I was so proud when it first popped in!

My goal for that day was to hopefully work myself up to Rambone but deep down I thought there's no way, my ass talks a big game lol but after a few hours and a lot of silicone lube, voila! lol - CleoAmor

My very first time

My very first time

My first time fucking my asspussy!! Wass feeling how my dildo was opening hes way true - catitalatina22

It Won't Fit on the First Try

It Won't Fit on the First Try

I don't know if I told y'all or not, but it do take a couple 2, 3 times for Big Blue The Plug to fit comfortably. Other than that my ass will not let him in. Now that's tight opposed to most. - DevineCaramel

First a toy, then a dick finds a home in TS ass

First a toy, then a dick finds a home in TS ass

Lustful TS vixen Micky flips her hair and shoves a yellow ball into her puckering asshole. Adventurous stud Gabriel D'Alessandro gives Micky a yummy rim job and then pulls the ball out. - TransBabes

First video

Sissykelsey1

12 Inch Dildo - Red Latex Boots & Bodystocking CD

12 Inch Dildo - Red Latex Boots & Bodystocking CD

First time with new toy - Vtecdick - vtecdick

Fist-Dildo Anal

Fist-Dildo Anal

Fist Dildo im Arsch ... - SissyBiBi

First time taking big black dildo

First time taking big black dildo

Taking 8 inches hard for the first time - 304cdslut

First Time Sex Maschine 01 SandraCrossdy

First Time Sex Maschine 01 SandraCrossdy

First Time Sex Maschine 01 SandraCrossdy - SandraCrossDy - SandraCrossDy

My first video

With a mini dildo.. - cpaomx

Sissies First Inflatable Butt Plug

Sissies First Inflatable Butt Plug

SissyVicky_PM

My first home video

My first home video

maxxxles

First time with the big one p1

First time with the big one p1

I love jelly dildos, soft but also hard and compact, smooth and sliding. - maddalenamariposa

First time with Bill

First time with Bill

fucking and being fucked by my guy doll! - nylonguy_cd

Sissy Samantha first kornfield 2020

Sissy Samantha first kornfield 2020

Sissy_-_Samantha

CDLalo My first video ever

CDLalo My first video ever

Be gentle in the comments guys,i know i am not that good looking but i want to make a lot more videos with a lot of more and different content, other people too. :) - CDlalo

05 -Layla and her first real Master

05 -Layla and her first real Master

Layla is hard slave tied on her couch, with Masters free access to her trans pussy. Master fucks Layla with a big dildo, and also sticks his hand in her greasy sluty hole - LaylaDK

I came twice for the first time Cosplay

I came twice for the first time Cosplay

my hero academia - Twinkie Star - tommytay95

First time fucked by a dildo

First time fucked by a dildo

My first time with a dildo, caged, enjoying it! - italian_bottom

Kayla fucks herself for daddy

Kayla fucks herself for daddy

Kayla fucks herself on video for the first time for daddy - KaylaCD15

Taking my first 7 inch + toy

Taking my first 7 inch + toy

This is an old video of mine. Recorded 2 years ago. Hope you like it. - UnpassingTrans

Juniper's First Dildo

Juniper's First Dildo

SissyJuniper90

First test of my fuck-machine

First test of my fuck-machine

IT CAME! just a quick test vid, others will follow. - AnalSissySlut222

first anal dildo sissy

first anal dildo sissy

SissySarah13

Cumming without hands

Cumming without hands

I just tried to cum without hands in first time. I was loving that.... - Alexxxiana

Giant Anal Plug

Giant Anal Plug

Christy gets her big plug in for the first time. - Christy Connor - ChristyConnor

Me n my toy

conor138

My first vid

Anal n dildo - Emzchick1896

Suprise ass

Ass toys skrit - Kasiatr

First time anal dildo riding

First time anal dildo riding

secretc

First big black dildo barely fits in me

First big black dildo barely fits in me

First time I've had anything bigger than 6 inches - 304cdslut

First time with the big one p2

First time with the big one p2

Training for a crossdresser ass pussy. I'd love to take it all inside my butt hole, but I have to train a lot to get it properly. Here you can see how I practice for my and your enjoyment ... - maddalenamariposa

First time in catsuit

First time in catsuit

Tv-julie

First Video

Denise - Denisetrans

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