Full-Length Sissy Training Porn Videos

All VR Short videos
Clear filters
MILF Sissy
Sissy Femdom
Sissy Story
Sissy Spanking
Sissy Anal
Granny Sissy
BBC Training
Black Sissy
Ponygirl Training
Sissy Couples
Sissy Cartoon
Sissy Gangbang
Sissy Handjob
Sissy POV
Sissy Panties
Arab Sissy
Indian Training
Sissy BDSM
08:35
Naked stepmom giving stepson a handjob until he cums all over her boobs
GreatLateDate
11:53
Milking the first drops from my SISSY's PROSTATE
Fetish Explorers
10:21
Cum eating cock tease warm up
Squealnut
13:36
Sissy Slut Training Part 6
LadyFyre.com
09:57
The Sissy Therapie at Lou Nesbit, Lia Louise
Lia Louise
08:15
The ancients knew a lot about sex. 12 days of abstinence. How good that we tried this technique!
fansly
05:14
Eating his own cream pie
Squealnut
09:21
Deepthroat training from October 3rd, 2023 for my husband as training to be a good sissy.
Drift3-4
10:41
Ich ficke deinen Sissy Arsch!
Lia Louise
08:26
F.A.G.S. Verbal Humiliation Faggot Femdom
Many Vids
06:45
Put these stockings and mini skirt on if you want me to make you cum
GreatLateDate
05:44
I'm your pimp and here's your first job by Lou Nesbit, Lia Louise
Lia Louise
11:35
Roommate transformed you in a sissy and fucked your virgin ass with a strap on (FEMINIZATION ROLEPLAY - AI GENERATED)
Melissa Wet Tales
07:37
Your Sissy dream come True - Female POV blowjob - Roleplay
CoupleHart
08:05
PEGGING training and hot PROSTATE ORGASM for hot SISSY boyfriend
Fetish Explorers
06:21
Tied Up Sissy Gets Wanked Off
Mistress Alexxis
10:05
Fuck him hard in the ass while Madam is watching
FapHouse
05:10
Guided Sissy JOI – Cock Sucking, Spit & CEI
AnittaLua
11:38
Tantaly : You Will Never Penetrate Me Again: Humiliating Ejaculation on a Doll and Eternal Chastity - Mistress Julia
DeesseJulia
20:05
Non stop PEGGING gives me 7x ANAL ORGASM, I rewarded with 1 for her SISSY dick
FapHouse
15:22
Genitalia haircut & edging for chastity slave
Riders on the Floor
09:07
Caged Sissy Begs for Release – Magic Wand Tease Until She Cums Hard
Lucy Dee
06:56
Biggest dick in smallest hole - Cream filler
Anal Imperia
07:29
FemDom Turns Out Sissy at Work
Jessica Dynamic
20:55
Sissi Training - You will be transformed into a feminine slave by me and finally feminized
FapHouse
05:21
Learning To Please Alpha Cock - Bi Encouragement - Make Me Bi
Aurora Luxe
23:09
sissy training, I transform my husband into a real sissy. I fuck him and make him suck like a slut!
Altesse-tania
07:57
Apocalust - Ep 35 - Just Friends Playing Together By RedLady2K
MissKitty2k
08:28
November 2025 Video Trailers - Katy Churchill farting, pissing, balloons, simp, smoking, facesitting
Katy Churchill
08:55
She spread Her Pussy wide to be pleased by Her Sissy in swimsuit and tights
GreatLateDate
20:15
My Femboy Roommate - 18 Year Old Femboy Wakes Me up with a Sloppy Blowjob
FapHouse
07:59
CHASTITY slave CUMS while PEGGING after training with some XXL toys
Fetish Explorers
08:31
Sissy Secretary: Submissive Male Feminized into Bimbo for Job Interview, Learns how to Pee Like a Girl, Bonus Pegging & Fisting
Stellina Obscura
43:57
The installation of the rubber doll - Sissy Training
Rubber Empire
10:04
Mistress gives HJ and BJ after She makes Her Sissy put on Her Shiny Pantyhose
GreatLateDate
09:18
Mistress Wearing Latex Gloves Milks Sissy
Mistress Alexxis
08:25
Swallow the Magic Pill to Become a Real Woman
Rebecca Diamante
17:42
Sissy Wife's First Anal JOI - Clara Dee JOI
FapHouse
06:03
Dominatrix Nika teaches her feminized slave Blaire_18 to suck a dildo well and deeply.
Dominatrix Nika
07:14
Close-Up: Goddess Amy slow down time sucking an alpha cock
CoupleHart
06:50
you are my sissy whore and will pimp you out !!!
Onlyfans
07:54
Dominatrix helps slave to get face fucked pt1 HD
Beth Kinky
11:34
Sissy Wife Licks Bull's Creampie Out Of My Panties
FapHouse
14:32
StepMom gives a rough cock milking for her step son
KinkyHome
05:07
Checking Locked Dick and Strapon
FapHouse
10:07
Homemade sissy training strapon madam reads the newspaper
r0xy

Categories Related to Sissy Training

Searches Related to Sissy Training

xHamster is adults only website!

The content available on xHamster may contain pornographic materials.

xHamster is strictly limited to those over 18 or of legal age in your jurisdiction, whichever is greater.

One of our core goals is to help parents restrict access to xHamster for minors, so we have ensured that xHamster is, and remains, fully compliant with the RTA (Restricted to Adults) code. This means that all access to the site can be blocked by simple parental control tools. It is important that responsible parents and guardians take the necessary steps to prevent minors from accessing unsuitable content online, especially age-restricted content.

Anyone with a minor in their household or under their supervision should implement basic parental control protections, including computer hardware and device settings, software installation, or ISP filtering services, to block your minors from accessing inappropriate content.

To enter xHamster you must be 18 or older
how to protect your minors
RTA Restricted To AdultsRTA Restricted To Adults