A sissy maid in bond is locked in chastity and dildoed, with maids' outfits and BDSM toys adding to the humiliation.
Self-bondage with sissy maid straps and ropes
7m:06s 7 months ago
A crossdressing sissy is bound and dominated by a sexy femboy with a huge dildo, stretching their white ass to extreme levels of pleasure.
Pink anal sissy bondage: tiffany ciskiss straps in sexy femboy ass
5m:54s 1 month ago
A seductive shemale crossdresser Tiffany Ciskiss engs in extreme anal play, bond and dildo fun with her sexy femboy ass for a wild and unforgettable experience.
Tiffany ciskiss: pink anal sissy bondage whore straps sexy femboy ass
3m:48s 3 months ago
A hot and sexy shemale crossdresser is bound and put in their place as a sissy slave, in a thrilling bond session.
Sissy slave bound in bondage: a struggle
5m:56s 6 months ago
A sissy crossdresser is bound, gagged and subjected to BDSM and bond in stockings, playing the role of a submissive maid and slave.
Crossdresser bound and gagged in sissy bondage
3m:50s 6 months ago
A beautiful transgender crossdresser in hot latex is subjected to BDSM bond and chastity as they take on the role of a sissy maid in the bathroom.
Bound sissy maid in bathroom
20m:27s 9 months ago
Just me having some self bondage fun. As youll see it didn't go well once I got the blindfold on. Once I had the Blindfold on, I found myself completely at the mercy of my Self Bondage session.
Sissy Maid Self Bondage
12m:52s 6 years ago
A beautiful transgender crossdresser in latex bond and dildos is subjected to BDSM while crossdressing as a sissy maid in a precarious predicament.
Self bondage predicament of a sissy maid
15m:58s 5 days ago
A naughty sissy maid is bound in an armbinder for a thrilling experience of self-bond and submission.
Self-bondage with armbinder as sissy maid
3m:15s 6 months ago
A crossdressing amateur explores the limits of self-bond and chastity, wearing lingerie and using big dildos in an FPS POV for a wild and kinky adventure.
Sissy maid orgasm in chastity during self-bondage
7m:00s 7 months ago
I decided to record my first self bondage session with my new ice lock, unfortunately my phone ran out of memory before the ice melted. Oh well, you still get to see me squirm for 40 minutes ;3
Locked & Plugged Sissy Maid in Self Bondage with Ice Lock
42m:04s 6 years ago
A sultry shemale in latex maid cosplay enjoys solo pleasure with bond and vibrator play, culminating in a satisfyingly naughty plushie hump.
Latex maid cosplay sissy plushie hump vibrator bondage
3m:02s 6 months ago
A massive ebony ladyboy in a crossdresser maid outfit is bound in strappado and humiliated with a larger sextoy, weights and extra straps for extra pleasure.
Redone crossdresser maid strappado with larger sextoy, weights, and more straps
20m:59s 11 months ago
A crossdresser maid is bound in an armbinder and latex underwear, while wearing a new maid dress and ballet boots, in a session of self bond and chastity play.
Crossdresser maid armbinder self bondage in new maid dress and ballet boots
25m:13s right now
Sissy Cd tied up and gagged on the bed BDSM enthusiasts will love the sight of this Sissy Cd tied up and gagged on the bed, ready to be dominated.
Transgender Slave bound and gagged - Bondage
6m:32s 5 years ago
Sissy Lucy and Lisa get kinky with Mistress Jodie May as they indulge in a wild, bareback anal adventure featuring BDSM and crossdressing fun.
Tgirl mistress jodie may straps and anally fucks sissy lucy and lisa
7m:13s 6 months ago
A fine ts in a crossdresser maid costume is bound in an armbinder and chastity harness, with a gag and a huge ebony sextoy locked in her butt.
Bound Crossdresser Maid: Shemale BDSM and Chastity Fun!
13m:48s right now
A sissy slave is humiliated and forced to do her chores in a PVC French maid dress, complete with latex and lingerie, as her pimp watches on.
Sissy maid in pvc french maid dress does chores for pimp
4m:31s 6 months ago
A fine ts CD in underwear and latex is bound in a crossdresser maid chair, self-bondaging with a strapon sextoy for an intense BDSM experience.
Self-bondage in a CD maid chair
16m:17s 11 months ago
A adult sissy in latex and underwear gets bound and put in chastity by a large she-male, then dominated with BDSM before being pleasured with a large sextoy in bed.
Cd maid self-bondage and enormous sextoy in bed
11m:02s right now
Watch a sexy CD maid indulge in some mischievous self-bond, complete with a toilet enema, for a good time. Watch a Sexy CD Maid indulge in some Mischievous Self-Bondage, complete with a Toilet Enema, for a Good Time.
Self bondage enema using a CD maid toilet
17m:34s right now
A mischievous amateurish CD in sexy underwear and crossdresser maid outfit is self-bondaging with a spiked chastity c, ready to explore the thrilling BDSM world.
Self-bondage CD maid with a spiked chastity cage
18m:00s right now
A fine young crossdresser is bound and collared to the bedpost in a strict armbinder, with sultry transvestite boots, pantyhose, and chastity device, as she is subjected to intense BDSM and anal sextoy play from a sultry amateurish transvestite.
Self bondage with a collared crossdresser maid and an armbinder
22m:04s 11 months ago
A crossdresser maid with an armbinder, gas mask, and chastity device engs in self bond in this perverse tran solo scene.
Self-bondage in chastity with CD maid armbinder and gas mask
14m:42s 11 months ago
A young crossdresser maid awaits their mistress in self-bond, wearing beauteous underwear and boots, ready to be dominated and spanked by a fine ts with a massive penis and large presence.
Waiting for mistress in self-bondage crossdresser maid
20m:19s 11 months ago
A lovely transsexual sissy in a crossdresser maid outfit is bound in suspension bond, gagged and blindfolded, and wearing a chastity belt, all while a sultry young CD watches.
Suspension self bondage CD maid gagged, blindfolded, and in chastity
19m:19s right now
A eroused young crossdresser is dildoing themselves while in bond and chastity, with electro pads stimulating the pleasure and pain of self BDSM.
Self-bondage with chastity belt and electro pads for CD maid
17m:28s 11 months ago
A crossdresser maid in underwear is subjected to BDSM bond, whipped and put in chastity, as a great she-male watches and dominates the situation.
Bondage play with crossdresser maid: pain and pleasure
14m:53s 11 months ago
A nasty crossdresser maid wearing sexy underwear, latex and PVC, with a chastity belt and a sextoy, is bound, gagged and teased with a vibrator, while being kept in chastity.
Self-bondage crossdresser maid gagged and chastised with sextoy and vibrator
10m:57s 11 months ago
This hot MILF pornstar is giving an amazing deepthroat blowjob and hardcore fucking, with a big ass fetish and a cumshot finish, in this homemade handjob masturbation video.
Sultry slut get bondage and bound then a. and used at the mercy of a sultry milf
29m:57s 1 year ago
A sissy amateur is bound and exposed as they play with ropes, edging and solo masturbation to bring themselves to an intense climax of multiple cumshots.
Sissy bound and exposed during play
14m:26s 8 months ago
A sissy crossdresser is bound and gagged, enduring intense BDSM and domination while struggling to break free from their feminine restraints.
Crossdresser sissy bound and gagged
5m:19s 7 months ago
A sissy crossdresser is bound, gagged and feminized in a bond BDSM session, wearing lingerie and looking very feminine and ladyboy-like.
Bound and gagged crossdresser sissy
6m:04s 7 months ago
self bondage suspension with some muscle cream and tens unit for added fun.. and chastity and buttplug Self-bondage suspension is a thrilling way to explore your sensuality and add a bit of naughty fun to your bedroom play.
sissy's self bondage suspension
17m:48s 6 years ago
homemade ice lock.. large gag.. blindfold.. Self-bondage with a Homemade Large Lock and Blindfold can be a great way for a Sissy Slut to explore their kinky side.
Sissy Slut Self Bondage
7m:19s 6 years ago
chastity, buttplug, gag and parachute funtime... Self-bondage with a chastity belt, buttplug, gag and parachute is the perfect way to have a funtime for the adventurous sissy.
Sissy Self bondage suspension
28m:32s 6 years ago
A sissy tgirl is bound and put through a BDSM domination experience, complete with high heels, a mini skirt, solo toy play, and feminization.
Sissy t-girl self-bondage
11m:42s 1 year ago
A TV Mistress trains her new sissy maid. The Mistress had taken her new Sissy Maid under her wing, and was determined to teach her the ways of servitude.
The New Sissy Maid
17m:28s 7 years ago
Trying out some self bondage suspension ala crotch rope pushing the buttplug in fiercely.. just a quick video...
Sissy Sluts Self Bondage Suspension
7m:54s 6 years ago
A beautiful transgender crossdresser is bound and gagged in a BDSM session, while their big, feminine cock is used as a sextoy for ultimate pleasure.
Crossdresser sissy bondage with sextoys
4m:47s 8 months ago
A naughty crossdresser is bound and subjected to BDSM and bond, while a vibrator is used to tease and tantalize their feminine body for ultimate pleasure.
Crossdressing sissy vibrator bondage
4m:58s 8 months ago
A sissy amateur crossdresser gets a bond experience of a lifetime from two mature femdoms in this homemade mature shemale video.
Sissy lucy bound, teased, and tickled by femdom milf lisa and mistress jodie may
6m:30s 6 months ago
If you are not comfortable watching a mature submissive Sissy being verbally and facially used, then do not watch this video! If you do - then ENJOY & please leave a comment.
Sissy Maid Service 2
7m:44s 6 years ago
Linda from Grimsby volunteered her domestic skills. She proved to be useless at household chores. However, her other talents were put to full use!!
Sissy Maid Service
4m:23s 6 years ago
Mistresses dress me in a frilly maid uniform with humiliating frilly ankle socks and boss m around Dressed in a frilly Maid Uniform with humiliating frilly ankle socks, I am expected to do the Laundry and other household chores for my Boss, feeling like a Sissy all the while.
sissy maid doing laundry
5m:48s 7 years ago
This sissy porn video features a naughty submissive who loves to explore their femininity and surrender to their partner`s desires. Sissy enjoys being completely submissive to her partner, allowing them to explore her femininity and fulfill their desires.
sissy maid gets tickeled
5m:20s 6 years ago
My Daddy has got me a new Pink Sissy Maid Dress for me to clean his flat! My new Pink Sissy Maid Dress is a perfect outfit to clean my Daddy`s flat.
New Sissy Maid Outfit
7m:19s 7 years ago
A sissy maid in chastity and bond, wearing latex and crossdressing in a sissy maid outfit, is standing in a self-bond position with rigid bars and restraints.