first fuck of the year
00:34
plan in posting every fuck i have this year.... hoping for a good year - polywoggle
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
My First Trans Woman Korra Del Rio
06:16
Korra and Dante met online on one of those dating apps. Korra Del Rio is a trans woman and Dante expressed how he has always wanted to experience having sex with a trans woman. - Korra Del Rio - TransBabes
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
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
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
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
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
First a toy, then a dick finds a home in TS ass
06:04
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
HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
01:12
If your plan is to come to Pattaya special for the ladyboys, then i advice you NOT to rent a hotel room but an apartment. Hotels are very difficult if you want to take a ladyboy to your room. - Plakrapong
Premiere marche dans la rue - first walk in the street
00:27
Premiere fois que je marche dans la rue - My first time walking in the street - Jessika57
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
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
finally my first sissygasm
04:19
i was fucking my pussy and I felt a warmth creep through me and next thing i knew i came and im soooooo happy and horny againn - Jewelthesissysub - jewelthesissysub
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
A Guide To Sissification - Beginner - First Steps
31:53
I have finally finished the second video of my guide to sissification. This part turned out to be very different, I think. I hope all of you will still enjoy it. - useme42
It Won't Fit on the First Try
00:27
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
Shemale Christy Connor Swallows Her First Load
10:46
Christy sucks for her first load in the mouth. Afterward she was quoted saying, "He got his moneys worth." Dirty slut she is. - Christy Connor - ChristyConnor
White police officer pounds his first Asian femboy bareback
03:39
When the wife is away, curious guys go out to play. Enjoy this video of me and a handsome, very talented police officer! He's super sweet and a nice guy overall. There's a part two, so stay tuned. :-) - lily_daddys_girl
First BBC fucking me wearing chastity
03:33
Love wearing my chastity cage when I serve my man. This was my first BBC! - tenderfuck
Sexy Sadie's first table dance
02:09
Inventing somebody new, somebody hot, who wants to have more fun. - cybersexisnice2
03 -Layla and her first real Master
04:44
With my legs tied up, Master first plays with my little weenie. Then he sticks his lovely dick in me, and pisses my trans pussy full. It's burning inside me. Then he fucks me wonderfully hard. - LaylaDK
Lilly's First pron video that I want to make
00:54
Nail salon and hair salon then we go to a bar and then I get really kinky - lillianplast1
Cds First time with a new fuck machine.
00:46
First time with my new toy, really need a camara mount for better angles.. dildo is 9"x 2" - Eastcoastthang
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
Jemima's first ever sissygasm is accidental
03:03
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 anal experience
10:10
First anal expérience for a slut by her dominant shemale Mistress - Ass training to learn how to be fucked by pervy men. The mistress whip her slut and open her ass with fingers and dildo. - alexvicious
SO-SENSUELLA, my first anal Fist.
05:22
I was close to succeeding this first attempt at anal fist. SO-SENSUELLA KISSES - SO-SENSUELLA
Massage and milking
04:00
Regular begged to come over to be milked x made him get baby oil and introduced a toy to his ass for the first time. He gave me a massive load over my face but that’s not in the vid. Need a cameraman - Twoforjules
Sex with a naughty tranny like her is a dream come true
12:41
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
2017 Smaller Ass my first Asian Man
00:38
Digged out this 3 years ago video was nice to experience with this Hot Asian guy - Jia_Shemale
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
Kinky iris with new spike clamps, very painfull first time
06:52
this is very painfull, new clamps with longer spikes inside, do not slip in your nipples 10/31/32 - irisnippletorture
My very first time
00:26
My first time fucking my asspussy!! Wass feeling how my dildo was opening hes way true - catitalatina22
01 -Layla and her first real Master
02:04
This is the first little sex video that My Master and I recorded in my home, about 10 years ago. He was my first serious Master and he was ready for it all. BDSM, urine sex, hard anal sex, and fisting - LaylaDK
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
Commemorating the night I had my first facial
00:59
Compilation of several Snapchat clips and photos, put to music. I love how the video ends right as the song says "god damn girl, you's a ho"... so appropriate, hahahaha! - VanessaEleanora
I don't know what to wear
01:57
I don't know what to wear xhamsterFor the first time for a walk - MRW975
First time for a faggot slut
05:15
21 years old faggot slut sucking a shemale cock for the first time ejaculate without touching he small cock - alexvicious
The beautiful, the magnificent,Suzanna Holmes
09:24
The first time God actually got things right, a beautiful woman that's not likely to saddle you with fatherhood lol - Suzanna Holmes - MarianneCDUK
Horny TS slut sucks and fucks for the first time on camera
06:15
Hot brunette TS gives a blowjob and fucks a guy on a video like a slut for the first time. - johnny194
Sissy Lisa tries her Hismith for the first time
01:28
I apologize for the hair, and the sound (I forgot to tighten a bolt), but enjoy my humiliating vocalizations, and a bit of sissy cum! - SissyLisaLusty
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