First time with the big one p1
08:32
I love jelly dildos, soft but also hard and compact, smooth and sliding. - maddalenamariposa
T Gurl Cums in her dress
21:03
First time outside dressed this year. Got me so horny I had to cum in my dress. See my bra collection at end of video - silkydrawers
Maid Joanna's First Hypno Session Pt2
25:04
As the hypnosis continues Maid Joanna is increasingly unable to resist and becomes more turned on, she practices her oral skills on her plug before inserting it and then uses her fleshlight to climax - Just_Jo2161
Glory hole first time cum in my mouth
07:00
I hosted my first ever gl this guy was happy with my service let me know who wana come next - lovebbc8mo
Your first time with a Brazilian shemale will be amazing
12:06
What is it about trannies and their love of big black cock? This Brazilian shemale is just so hungry for some of that huge ebony dick. - curiousporn
First time cross dressing (and I love it)
01:19
I started officially cross dressing the day this was uploaded. My (step) sister has some cool costumes and panties laying around plus this big dildo so I went for it while she is away, enjoy x - kekesissy
Male's First Time With Transgender
06:15
King Epic has always wondered what it would be like to experience a trans woman, so he finds Korra Del Rio online. - Korra Del Rio - TransBabes
Trans Hottie Kendall Penny Gives the Ultimate Date to Lucky
13:02
Just an hour ago these two had met for the first time through a dating app and had met for lunch. But all Epic could do was imagine fucking this gorgeous trans woman from the moment he met her.. - Kendall Penny - DevilsFilmOfficial
I fucked my first sister-in-law.....
01:53
Olivia Love Laura Ferraz Mia Maffia Abby Kitty - badboyariyan
Janelle Fennec Gets Fucked First Day On The Job
01:23
Janelle Fennec gets fucked first day on the job. Gets a degree in sexual harassment by Jenna Jaden. - Janelle Fennec Jenna Jaden - JennaJaden
CDLalo   My first video ever
03:44
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
TS Rayra Spanick First Time Machine Sex
08:11
Horny shemale babe shows her tits and dick She strokes her dick She runs the fucking machine in her mouth Later she runs the machine and make it fuck her asshole while she strokes her dick - Rayra Spanick - dreamtranny
First Sex Video
02:03
A Sex party with members of the inner circle. It is my first Sex video ever... I hope you enjoy! - Shantah
First Time Tgirl Eva Duarte Is Destined for Stardom!
06:56
Here we have sexy TS Eva Duarte in her first scene at Big Booty Tgirls. This stunning beauty has a pretty face, nice sized cock, and an ass to die for. Watch her suck a big cock and get fucked by stud - trans500
100 WHITE, FIRST HUNDRED
02:15
I CELEBRATE THESE FIRST HUNDRED, I LOVE THE STOCKINGS, THE GAUGE AND A SMALL THONG, PLUS SHORT AND FITTED DRESS - nikidos22
05 -Layla and her first real Master
10:26
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
Maid Joanna's First Hypno Session Pt 1
11:08
Joanna has been instructed to dress up and film herself watching sissy hypnotic training films In pt 1 she gets very turned on and starts to play with herself, but tries to resist effects of the video - Just_Jo2161
First time driving dressed
02:01
This is the first time I drove my car fully dressed. I was so excited...as you can see ;) xx. - nearlyrich
Your first time should be with a Brazilian shemale
12:00
I must admit that I've never been with a tranny before, but after this experience I'm sure you can appreciate that I can't wait to get my hands on a shemale! - curiousporn
Alexandra's first gang bang
13:01
The manager of a salesmen team has decided to give them a reward for their good results. The reward has a name : Alexandra. - Alexandra Bxl - alexandra_bxl
Joseph is becoming a real man
00:59
My first time recording my ass taking a foot of that good black dick - Joeynumbers2986
First BBC fucking me wearing chastity
03:33
Love wearing my chastity cage when I serve my man. This was my first BBC! - tenderfuck
Masked sissy whore in lingerie & heels
01:43
First time dressed like a whore after almost 3 months of quarantine! Never felt so good! Wanna cum for me on skype? Msg me. - SophieLover21
I will make sure your first time with a shemale is amazing
14:40
He was turned on from the get go and more than prepared to do what needed to be done in order to make this transsexual explode with pleasure. - curiousporn
Amanda Coxlut first BBC video
13:59
Definitely not my first BBC but this is my first video I made. Deep throated his this cock and fucked me until he busts on my face. - Amanda Coxlut - AmandaCoxlut
First time fucked by a dildo
05:09
My first time with a dildo, caged, enjoying it! - italian_bottom
I don't know what to wear
01:57
I don't know what to wear xhamsterFor the first time for a walk - MRW975
Trans Landlord Finds New Roomie Sleeping Naked
06:14
Waiting for the right moment, Dante finally gets Natalie alone. As they chat, the subject soon turns to sex and Dante decides to just go for it. - Natalie Mars - TransBabes
Kayla fucks herself for daddy
03:38
Kayla fucks herself on video for the first time for daddy - KaylaCD15
Taking my first 7 inch + toy
06:09
This is an old video of mine. Recorded 2 years ago. Hope you like it. - UnpassingTrans
This is my first time fucking a shemale babe
16:16
I've never had sex with a transsexual before, although I've always liked the idea of it happening. I'm a big fan of anal sex, so it only made sense that sooner or later I would end up with a transsexu - curiousporn
First test of my fuck-machine
00:56
IT CAME! just a quick test vid, others will follow. - AnalSissySlut222
My first pantyhose tease
00:51
Hi everyone! I'm new to Xhamster, this is the first in my set of pantyhose fetish content, please leave your feedback and support, pantyhose in this video are leggs silken mist jet black size b. - evilflow60
First Time CD ecperience
02:28
Hi Guys, this is my first time i show me in high heels.Please give me a feedback.Love u guys - swowpycologne
Tgirl cums like a devil (slomo first)
02:43
Published by: Striker. Subscribe our channel for more outstanding videos. - The_Uploaders
Fucking a tranny babe like her is my greatest fantasy
12:32
You got talking to a tranny Abigail on Craigslist a few weeks back and now you're finally ready to have sex with a shemale for the very first time! - curiousporn
Alexandra's first bukkake - part 1
15:28
This one's been filmed back in April 2017. This clip starts with an interview in which Alexandra explains why she's so much into receiving facial cumshots. Then she starts sucking cocks until they cum - Alexandra Bxl - alexandra_bxl
My first steam with Eva Lynx. Part 2. Trailer
03:00
Record of my first steam with Eva Lynx. Part 2. Trailer - Clara Blitz - ClaraBlitz
sissy tits and nipple play
01:55
sissy playing with boobies and erect nipples - Sissy_sarah69 - sissy_sarah69
Cumming without hands
01:12
I just tried to cum without hands in first time. I was loving that.... - Alexxxiana
Giant Anal Plug
01:45
Christy gets her big plug in for the first time. - Christy Connor - ChristyConnor
Red's Pussy Play 1
00:23
interracial tranny plays in boy pussy for the first time - Redreesie
Juniper's first video
00:28
After a year of hypnosis, Juniper finally locked herself up and bought a dildo - SissyJuniper90
RebeccaCD - First time a real cock in the ass
05:21
sorry for the quality. Video is quite dark but its 100% real. First time that I was fucked in the ass with a real warm-blooded cock. It was great but could have lasted a lil longer. - corsetcutie69
First ever upload trans cutie tease smoking fetish
09:48
Ive never uploaded any video, but I decided to test the waters with a smoking fetish vid. If the response is positive, I'll likely make the next vid a bit raunchier. - Zoe Marlow - zoehollandmendo
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