VR Only
Thumbnails
Appearance
Language:   English
Translate video titles
Join -50%
Live Sex Chat
VR Only
Thumbnails
Appearance
Language:   English
Translate video titles
Videos
VR Porn
Categories
Pornstars
Channels
Creators
Feed
Become a creator
Videos
VR Porn
Categories
Pornstars
Channels
Creators
Feed
Join -50%
Videos
VR Porn
Categories
Pornstars
Channels
Creators
Feed
Straight
Gay
Trans

Crossdresser and Trans Woman Using Fucking Machine - Compilation 3

20:07
Sissy Bailey Wilde
Sissy Bailey Wilde
Get full video
Save
Published: 16.05.2025 More info Hide

Crossdresser and Trans Woman Using Fucking Machine - Compilation 3

Sissy Bailey Wilde Sissy Bailey Wilde Kelsey Masters Kelsey Masters Amateur Big Ass Big Cock Blowjob Lingerie Shemale Fucks Shemale Domination American High Heels Transgender Sissy Shemales Sissy Crossdresser Beautiful Transgender Femboy Fucked Shemale Tranny Cute Shemale Big Ass Shemale Huge Shemale Trans Beauty Femboy Anal Fucking a Shemale Big Cock Trannies Sissy Lingerie Dominant Shemale Shemale Love Amateur Femboy Big Ass Shemale Fuck Sissy Fuck Amateur Bareback Shemale Femboy Amateur Shemale Crossdresser Femboy Shemale Fucks Sissy Beautiful Sissy Fucked Shemale Femboy Trap Sissy Transgender Big Ass Big Ass Femboy Fucked Trap Hardcore Sissy Fuck Cum Sissy Fucked Big Cock Trap Domination
Sissy Bailey Wilde

More videos from Sissy Bailey Wilde

261 faphouse vids
Sissy Bailey Wilde: Hottie Crossdressers Fucking Around Compilation
HD 20:08
Hottie Crossdressers Fucking Around Compilation
Sissy Bailey Wilde: Trans Kelsey Masters Fucked by Fuck Machine While Femboy Jerks...
4K 07:27
Trans Kelsey Masters Fucked by Fuck Machine While Femboy Jerks off
Sissy Bailey Wilde: Crossdresser and Trans Woman Using Fucking Machine - Compilation 7
HD 20:09
Crossdresser and Trans Woman Using Fucking Machine - Compilation 7
Sissy Bailey Wilde: Femboys and the Fucking Machine - Compilation 9
HD 29:49
Femboys and the Fucking Machine - Compilation 9
Sissy Bailey Wilde: Crossdressers and the Fucking Machine - Compilation 2
HD 20:07
Crossdressers and the Fucking Machine - Compilation 2
Sissy Bailey Wilde: Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 11
HD 20:08
Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 11
Show all videos

Related videos

JessicaXD: Jessica Doll Just Can't Help It Sometimes
HD 10:16
Jessica Doll Just Can't Help It SometimesJessicaXD
Royats: Two TS Having Fun 25 Promo
HD 02:33
Two TS Having Fun 25 PromoRoyats
JessicaXD: Dressed up in a tight leather mini skirt and slipping...
HD 02:33
Fanclub
Dressed up in a tight leather mini skirt and slipping into my thigh high leather boots Let me know if you have a boot fetishJessicaXD
My hottest videos: Trans Girl with Huge Cock Gets a Blowjob From a...
4K 11:33
Trans Girl with Huge Cock Gets a Blowjob From a Sexy FemboyMy hottest videos
Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3
HD 20:06
Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 3Sissy Bailey Wilde
Sissy Bailey Wilde: Femboy Bailey Willde Sucking Sissy Jasmyne Jaye - Compilation 7
HD 20:05
Femboy Bailey Willde Sucking Sissy Jasmyne Jaye - Compilation 7Sissy Bailey Wilde
Sissy Bailey Wilde: Crossdresser and Trans Woman in Red Sexy Outfits Fuck and...
HD 12:14
Crossdresser and Trans Woman in Red Sexy Outfits Fuck and SuckSissy Bailey Wilde
Sissy Bailey Wilde: Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 2
HD 20:06
Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 2Sissy Bailey Wilde
Sissy Bailey Wilde: Gothic Crossdressing Mistress Dominates Petite Trans Woman BDSM
4K 19:46
Gothic Crossdressing Mistress Dominates Petite Trans Woman BDSMSissy Bailey Wilde
Royats: Two TS Having Fun 21
HD 20:51
Two TS Having Fun 21Royats
Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 6
HD 20:06
Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 6Sissy Bailey Wilde
Sexy ass CDzinhafx: I'm Wearing Sexy Mini Skirt
HD 02:12
I'm Wearing Sexy Mini SkirtSexy ass CDzinhafx
Sissy Bailey Wilde: Dominatrix Makes Man Dress as Hot Maid and Fucks Her
4K 10:33
Dominatrix Makes Man Dress as Hot Maid and Fucks HerSissy Bailey Wilde
Sissy Bailey Wilde: Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 1
HD 20:05
Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 1Sissy Bailey Wilde
P1nkPlastic: Cruel Deepthroat Dildo Training - Part 2
HD 08:16
Cruel Deepthroat Dildo Training - Part 2P1nkPlastic
Sissy Candy: Satin Sissy Maid Plugs Herself and Sucks Her Doll
4K 13:00
Satin Sissy Maid Plugs Herself and Sucks Her DollSissy Candy
JessicaXD: Nylon Whore Fuckmachine Training
HD 04:42
Nylon Whore Fuckmachine TrainingJessicaXD
Sissy Bailey Wilde: Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 3
HD 20:05
Femboy Jade Madison Fucking Crossdresser Bailey Wilde Compilation 3Sissy Bailey Wilde
Sissy Bailey Wilde: Friend Dominates and Transformed Male into Woman
4K 06:33
Friend Dominates and Transformed Male into WomanSissy Bailey Wilde
Sissy Cummy Lingerie: Nylon Sissy Slut Michelle Wakeup Training for the Show at...
HD 42:40
Nylon Sissy Slut Michelle Wakeup Training for the Show at Beijing HotelSissy Cummy Lingerie
Sissy Bailey Wilde: Femboy Bailey Willde Sucking Sissy Jasmyne Jaye - Compilation 1
HD 20:05
Femboy Bailey Willde Sucking Sissy Jasmyne Jaye - Compilation 1Sissy Bailey Wilde
Ponny Letany: Dancing and Showing up My Sexy Sissy-bimbo's Legs
HD 01:59
Dancing and Showing up My Sexy Sissy-bimbo's LegsPonny Letany
Sissy Slut Chantal Sweet: Wiggle Wiggle Sissy Milf
HD 01:34
Fanclub
Wiggle Wiggle Sissy MilfSissy Slut Chantal Sweet
Sissy Bailey Wilde: Goth Crossdressing Dominatrix Dominates Petite Trans Woman
4K 19:45
Goth Crossdressing Dominatrix Dominates Petite Trans WomanSissy Bailey Wilde
Greek cross lovers: In the Hotel I Fucked so Hard That I Had...
HD 26:25
In the Hotel I Fucked so Hard That I Had an Orgasm and I Was Screaming Like CrazyGreek cross lovers
Sissy Bailey Wilde: Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 8
HD 20:09
Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 8Sissy Bailey Wilde
EROS ORISHA: Sexy Ebony TS Eros Orisha in Samus Cosplay
HD 02:51
Sexy Ebony TS Eros Orisha in Samus CosplayEROS ORISHA
Aline Costa: Opening My Big Ass to Feel the Vibrations
HD 06:19
Opening My Big Ass to Feel the VibrationsAline Costa
Sissy Bailey Wilde: Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 2
HD 20:07
Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 2Sissy Bailey Wilde
Sissy Bailey Wilde: Dominatrix Dresses up Goth Sissy to Fuck Her
4K 06:53
Dominatrix Dresses up Goth Sissy to Fuck HerSissy Bailey Wilde
cd_aysemmm: My Dick Is Too Small How Can I Make It...
HD 05:08
My Dick Is Too Small How Can I Make It Bigger?cd_aysemmm
Studio54: Trans talking and strokes himself NO AUDIO
01:10
Trans talking and strokes himself NO AUDIOStudio54
Royats: Nylon smoking spit dildo Cum, Pee in Pantyhose
HD 38:14
Nylon smoking spit dildo Cum, Pee in PantyhoseRoyats
Sissy Bailey Wilde: Sexy Brunette Crossdresser Sucks Crossdresser's Cock
4K 13:04
Sexy Brunette Crossdresser Sucks Crossdresser's CockSissy Bailey Wilde
Georgia cross: Bic Cock Mistressxxx
HD 05:38
Bic Cock MistressxxxGeorgia cross
JessicaXD: Latex Sissy Maid, Teasing Her Slutty Little Mouth
HD 00:45
Latex Sissy Maid, Teasing Her Slutty Little MouthJessicaXD
Sissy Bailey Wilde: Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 8
HD 20:06
Gorgeous Femboy Goddess Fucking Trans Kelsey Masters - Compilation 8Sissy Bailey Wilde
JenniferStarTS: The Tranny MILF - Fucking Her Ass Until Cum Like a...
HD 08:54
The Tranny MILF - Fucking Her Ass Until Cum Like a Sissy Bitch, SissygasmJenniferStarTS
Rikki Ocean: Rikki Ocean Eats Her Favorite Game-day Snack - Cum!
HD 13:35
Fanclub
Rikki Ocean Eats Her Favorite Game-day Snack - Cum!Rikki Ocean
Sissy Candy: Black Lingerie Sissy Can't Fit Her BBC Dildo and Needs...
HD 06:29
Black Lingerie Sissy Can't Fit Her BBC Dildo and Needs to Train MoreSissy Candy
Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 4
HD 20:06
Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 4Sissy Bailey Wilde
cd_aysemmm: The Young Pizza Delivery Man Flashing
4K 05:07
The Young Pizza Delivery Man Flashingcd_aysemmm
AJ180: Aj180 Presents: Petite Giclee 23-27
4K 05:00
Aj180 Presents: Petite Giclee 23-27AJ180
Sissy Bailey Wilde: Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3
HD 20:04
Sexy Crossdressing Goddess Fucking Trans Kelsey Masters - Compilation 3Sissy Bailey Wilde
Trixy Sissy Babe: Trixy and Her Mistress Shortly
HD 01:15
Trixy and Her Mistress ShortlyTrixy Sissy Babe
Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 2
HD 20:08
Crossdresser Bailey Willde Sucking Femboy Jasmyne Jaye - Compilation 2Sissy Bailey Wilde
Sissy Bailey Wilde: Sissy Bailey Wilde Fucking Redhead TS Kelsey Masters Raw - Compilation 1
HD 20:05
Sissy Bailey Wilde Fucking Redhead TS Kelsey Masters Raw - Compilation 1Sissy Bailey Wilde
Lizzy Yum: Lizzyyum Sd December 2024 Fantasy Bathing Clit Boobs Pussy Female Edging...
4K 24:15
Lizzyyum Sd December 2024 Fantasy Bathing Clit Boobs Pussy Female Edging Just Dilating #64 View aLizzy Yum
SissyVanessaslut: Sissy training big dildos
HD 08:11
Sissy training big dildosSissyVanessaslut
Royats: Cum and Piss Play in Black
HD 10:06
Cum and Piss Play in BlackRoyats
Transetka22xyz: Transsexual Domination by a Lady Hard Anal
HD 05:08
Transsexual Domination by a Lady Hard AnalTransetka22xyz
Yusti: Do You Like My New Leotard
HD 04:39
Do You Like My New LeotardYusti
Hooded June: Fuck Machine BDSM Latex
HD 06:29
Fuck Machine BDSM LatexHooded June
Faustine: Very Cute Shemale Crossdresser Shows Ass and Cock in Bed
HD 05:28
Very Cute Shemale Crossdresser Shows Ass and Cock in BedFaustine
HollyCox: Lilli and Holly in the dream Cum of the witch
HD 14:18
Fanclub
Lilli and Holly in the dream Cum of the witchHollyCox
Sissy Candy: Sissy Maid Candy Fucks Some of Her Dildos While Locked...
HD 09:33
Sissy Maid Candy Fucks Some of Her Dildos While Locked in ChastitySissy Candy
Sissy Bailey Wilde: Femboy Beauty Fucks Trans Kelsey Masters
HD 05:25
Femboy Beauty Fucks Trans Kelsey MastersSissy Bailey Wilde
Sissy Bailey Wilde: Super Sexy Crossdresser Fucked - Compilation 1
HD 20:06
Super Sexy Crossdresser Fucked - Compilation 1Sissy Bailey Wilde
Sissy Bailey Wilde: Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 5
HD 20:07
Mistress Pixie Strapon Fucking Sissy Bailey Wilde - Compilation 5Sissy Bailey Wilde
Lizzaali: This was my first unmasked clip in my sexy red...
HD 05:32
This was my first unmasked clip in my sexy red see thru dressLizzaali
Sissy Bailey Wilde: Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 5
HD 20:06
Super Sexy Sissy Fucking TS Kelsey Masters - Compilation 5Sissy Bailey Wilde
Jake Grand the man: Goth Sissy Jade Madison Deepthroating Dick - Compilation 1
HD 20:09
Goth Sissy Jade Madison Deepthroating Dick - Compilation 1Jake Grand the man
Sissy Bailey Wilde: Femboys and the Fucking Machine - Compilation 1
HD 20:08
Femboys and the Fucking Machine - Compilation 1Sissy Bailey Wilde
Sadee Rain: This slut loves sissy cum sucking Sadee clit & swallowing her...
HD 09:17
This slut loves sissy cum sucking Sadee clit & swallowing her cumSadee Rain
Greek cross lovers: I'm Wearing a Wide Mini with Hearts, Red Transparent Stockings...
HD 12:42
I'm Wearing a Wide Mini with Hearts, Red Transparent Stockings and My Stiletto Heels and I Feel Very Horny for Cock.Greek cross lovers
Francis Malice: Sissy Francis Malice Real Cunt
HD 06:11
Sissy Francis Malice Real CuntFrancis Malice
sweetfeet29: Waiting in Laundry
HD 11:45

$4

Waiting in Laundrysweetfeet29
AshleyInHose: Crossdresser in Tights & Heels, Only Thing Missing Is You and...
4K 05:28
Crossdresser in Tights & Heels, Only Thing Missing Is You and Your CockAshleyInHose
Sissy Bailey Wilde: Sexy Brunette Crossdresser Gives Bailey Wilde a Blowjob
4K 05:39
Sexy Brunette Crossdresser Gives Bailey Wilde a BlowjobSissy Bailey Wilde
Sissy Bailey Wilde: Sissy Daisy Blowjob with Bailey Wilde - Compilation 2
HD 20:06
Sissy Daisy Blowjob with Bailey Wilde - Compilation 2Sissy Bailey Wilde
Leather Kirsten: Late Night Naughty Kirsten
HD 04:40
Late Night Naughty KirstenLeather Kirsten
Kittykisses96: Making Myself Cum
HD 14:18
Making Myself CumKittykisses96
Sissy Bailey Wilde: Gorgeous Femboy Goddess Gets Blowjob From Trans Kelsey Masters - Compilation 1
HD 25:05
Gorgeous Femboy Goddess Gets Blowjob From Trans Kelsey Masters - Compilation 1Sissy Bailey Wilde
Molly Era: Slave cum methodology
HD 10:20

$9.38

Slave cum methodologyMolly Era
Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 5
HD 20:13
Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 5Sissy Bailey Wilde
Sissy Bailey Wilde: Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19
HD 20:06
Mistress Pixie Pegging Crossdresser Bailey Wilde - Compilation 19Sissy Bailey Wilde
Mrs Samantha: Mrs Samantha Dressing up
HD 09:03
Mrs Samantha Dressing upMrs Samantha
Sissy Bailey Wilde: Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 2
HD 20:07
Crossdresser Bailey Willde Sucking and Fucking Sissy Jasmyne Jaye - Compilation 2Sissy Bailey Wilde
Aureliakreit: Transvestite on a Hike Shows off in the Drme
HD 06:49
Transvestite on a Hike Shows off in the DrmeAureliakreit
Shruteerani: Black Lingerie Part 4 - Solo Crossdresser Sissy Big Ass
HD 07:05
Black Lingerie Part 4 - Solo Crossdresser Sissy Big AssShruteerani
Madzmoto: Madzmotosun - 3114466
HD 11:11
Fanclub
Madzmotosun - 3114466Madzmoto
Greek cross lovers: It's Very Difficult to Feel Like a Woman and Be...
HD 07:45
It's Very Difficult to Feel Like a Woman and Be Trapped in a Man's Body. Nevertheless, Opportunities Come and I Prove It to YouGreek cross lovers
Kelly cd: Kelly cd in red dress nude pantyhose and heels
HD 10:26
Kelly cd in red dress nude pantyhose and heelsKelly cd
Sissy Bailey Wilde: Mistress Cassidy Makes Crossdresser Wear Maid Dress
HD 05:03
Mistress Cassidy Makes Crossdresser Wear Maid DressSissy Bailey Wilde
Nylondelux: Ultra shinny leggins pantyhose on the beach
HD 09:15
Fanclub
Ultra shinny leggins pantyhose on the beachNylondelux
Sissy Bailey Wilde: Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 3
HD 20:06
Sissy Daisy Sucking and Getting Fucked by Bailey Wilde - Compilation 3Sissy Bailey Wilde
Jake Grand the man: Sucking and Fucking Trans Kelsey Masters Raw - Compilation 3
HD 20:18
Fanclub
Sucking and Fucking Trans Kelsey Masters Raw - Compilation 3Jake Grand the man
JessicaXD: I bet you would very much like to put your...
HD 01:48
Fanclub
I bet you would very much like to put your hands all over my pins, you would have to beg for me to uncuff you thoughJessicaXD
JessicaXD: Latex Doll - fuck machine & amp, e-stim chastity training
HD 11:58
Fanclub
Latex Doll - fuck machine & amp, e-stim chastity trainingJessicaXD
Barbietransxxxx: Trans stopping her porn services
HD 05:06
Fanclub
Trans stopping her porn servicesBarbietransxxxx
Sissy Bailey Wilde: Sexy Femboys Fucking Around Compilation
HD 29:51
Sexy Femboys Fucking Around CompilationSissy Bailey Wilde
XeniaCosmoCD: Xenia
HD 01:13
XeniaXeniaCosmoCD
Elena andreou the best greek cross slut: I'm Playing with My Dildo and I'm Putting the Strongest...
HD 05:51
I'm Playing with My Dildo and I'm Putting the Strongest Vibrations on My Big Pussy While Wearing a Very Skimpy Mini SkirtElena andreou the best greek cross slut
Jake Grand the man: Fucking Trans Kelsey Masters Raw and Masturbating - Compilation 1
HD 20:59
Fanclub
Fucking Trans Kelsey Masters Raw and Masturbating - Compilation 1Jake Grand the man
JessicaXD: Such a lingerie slut! Slipping into my fully fashioned stockings,...
HD 10:27
Fanclub
Such a lingerie slut! Slipping into my fully fashioned stockings, popping on my white strappy high heels and sliding on my shinyJessicaXD
Sissy Bailey Wilde: Post Op Trans Woman Masturbation - Compilation 1
HD 20:05
Post Op Trans Woman Masturbation - Compilation 1Sissy Bailey Wilde
Kitty_Cross: Hot Cute Ladyboy Caught on Camera in Her Stepsis's Dress...
4K 05:55
Hot Cute Ladyboy Caught on Camera in Her Stepsis's Dress While Recording a Good VideoKitty_Cross
SX Producer: Getting ready for a hot game, with lots of milk
HD 01:10
Fanclub
Getting ready for a hot game, with lots of milkSX Producer
JessicaXD: Fishnet body stocking, satin gloves and underbust corset
4K 05:28
Fanclub
Fishnet body stocking, satin gloves and underbust corsetJessicaXD
JessicaXD: Latex babe
HD 03:13
Fanclub
Latex babeJessicaXD

Related creators

Jake Grand the man
20% OFF

Jake Grand the man

88 videos

Emmy Angeles
35% OFF

Emmy Angeles

23 videos

Emily Adaire
20% OFF

Emily Adaire

212 videos 36 photos

Jessica Bloom
30% OFF

Jessica Bloom

249 videos 66 photos

Sissy Joyce

Sissy Joyce

45 videos 927 photos

Katie Fox
10% OFF

Katie Fox

257 videos 21 photos

Viper Fierce
40% OFF

Viper Fierce

219 videos 11 photos

Strapsex
50% OFF

Strapsex

14 videos

Skinnyminxx_xd
10% OFF

Skinnyminxx_xd

57 videos 3 photos

Crystal Phoenix

Crystal Phoenix

499 videos 395 photos

Lucy Essex CD

Lucy Essex CD

247 videos

KatyKoroleva
20% OFF

KatyKoroleva

75 videos 32 photos

EmmaInkTrans

EmmaInkTrans

382 videos 1.1K photos

Vurikat

Vurikat

79 videos 111 photos

Shemale porn studio
10% OFF

Shemale porn studio

227 videos 585 photos

My hottest videos

My hottest videos

66 videos

Get access to full trans sex videos from the best channels

Get membership -50%
Get membership
Start earning money
Open a studio and earn on selling content

General

  • Join
  • Member Sign In
  • Password Recovery
  • Creator's Blog

    • Information

  • Terms of Use
  • Privacy Policy
  • Cookies Policy
  • Trust and Safety
  • EU DSA
  • DMCA Policy

    • Help & Support

  • Contact Us
  • Billing Support
  • FAQ
  • About Us
  • Report content
  • How to Watch VR Videos

    • Earn with us

  • Open a Studio
  • Creator Sign In
  • Affiliate program
    • 18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    © 2021-2025 faphouse.com
    BYE BYE SUMMER 🏄⛱️

    Final 50% OFF—Don’t Miss Out!
    Declining cookies may limit certain features. To enhance your experience, please accept all cookies.
    Manage cookies
    Accept all cookies