My first footjob
01:13
My attempts to satisfy big cock with my sexy feet - MashaSissyBoi
First Time Sex Maschine 01 SandraCrossdy
00:08
First Time Sex Maschine 01 SandraCrossdy - SandraCrossDy - SandraCrossDy
Kayla fucks herself for daddy
03:38
Kayla fucks herself on video for the first time for daddy - KaylaCD15
First time with the big one p1
08:32
I love jelly dildos, soft but also hard and compact, smooth and sliding. - maddalenamariposa
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 test of my fuck-machine
00:56
IT CAME! just a quick test vid, others will follow. - AnalSissySlut222
Cumming without hands
01:12
I just tried to cum without hands in first time. I was loving that.... - Alexxxiana
I was so proud when it first popped in!
02:43
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
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
First time with the big one p2
06:52
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
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
Sissy TGirl Lucy Pissing In Her Chastity Cage at SheWorld
03:45
Lucy is wearing her Chastity cage for the first time and needs to take a pee whilst visiting SheWorld sex Club. - SpikeEssex
Tgirl Marcela Ragonne Tries a Sex Machine for the First Time
08:03
Sexy tgirl takes off her undies and shoe her tiny tits faceable ass and dick She strokes her dick and suck dildo Then she rides a fucking machine in her ass and continue stroking dick until she cums - Marcela Ragonne - dreamtranny
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
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
Sophie french CD, first exit after confinement
03:38
Travesti français s'exhibe sur le quai de la gare de train - Sophietravfrench
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
Taking my first 7 inch + toy
06:09
This is an old video of mine. Recorded 2 years ago. Hope you like it. - UnpassingTrans
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
Giant Anal Plug
01:45
Christy gets her big plug in for the first time. - Christy Connor - ChristyConnor
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