PornPorn Transgender • US
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Shemale Fucks Girl
    • Sissy
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Sissy Ruby Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Ruby Jewel (Ruby)
    Ruby Jewel (Ruby)
    Subscribe
    4.9K
    Natalia Litavor (Ruby)
    Natalia Litavor (Ruby)
    Subscribe
    1.6K
    Best Videos
    By clicking the content you will also see an ad. AD
    I turned my straight roommate intro trans wife
    05:20
    I turned my straight roommate intro trans wife
    CutePinkUnicorn
    493.8K views
    TRANS ANGELS - Jenna Noelle & Natalie Mars Will Do Anything To Win The Role, Even Share Rubi Maxim’s Cock
    10:05
    TRANS ANGELS - Jenna Noelle & Natalie Mars Will Do Anything To Win The Role, Even Share Rubi Maxim’s Cock
    Trans Angels
    101.5K views
    Trans Girl Worships His Trans Cock Before He Wrecks Her Ass
    31:40
    Trans Girl Worships His Trans Cock Before He Wrecks Her Ass
    Gray Perrier
    183.3K views
    TGIRLS.PORN - A Tale of Two Cuties Ruby and Valentine
    03:12
    TGIRLS.PORN - A Tale of Two Cuties Ruby and Valentine
    TGirls Porn
    38K views
    How to train your sissy ass
    17:41
    How to train your sissy ass
    655.9K views
    Rubi Maxim Sees Jayden Marcos Sneaking His Head To Watch Her And Her Friend In The Wash Room - Trans Angels
    10:05
    Rubi Maxim Sees Jayden Marcos Sneaking His Head To Watch Her And Her Friend In The Wash Room - Trans Angels
    Trans Angels
    372.6K views
    Sissy #2: Becoming A Cock Slut
    15:35
    Sissy #2: Becoming A Cock Slut
    864.4K views
    Ruby Wren and Riley Parker, Two Stunning Trans Beauties, Share a Tender Kiss Before Their Passionate Encounter, Leadin
    08:12
    Ruby Wren and Riley Parker, Two Stunning Trans Beauties, Share a Tender Kiss Before Their Passionate Encounter, Leadin
    Trans Roommates
    40.6K views
    I had a big cumshot in unkown hotel
    05:39
    I had a big cumshot in unkown hotel
    Samantha Sissy World
    1.5M views
    Ruby Sucks Pf, Moans in Side, Rides Deep, Begs for Cum, Ending with Two Messy Loads
    08:12
    Ruby Sucks Pf, Moans in Side, Rides Deep, Begs for Cum, Ending with Two Messy Loads
    Trans Roommates
    19.9K views
    Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
    08:25
    Trans Girl Fucked Deep and Hard by Hung Stud Andre on an Intense 8-Minute Raw Ride
    Gray Perrier
    209.4K views
    GROOBYGIRLS - The Fantasy Becomes Real for Ruby Wren
    03:12
    GROOBYGIRLS - The Fantasy Becomes Real for Ruby Wren
    Grooby Girls
    17.2K views
    Feminization Positivity Trainer
    03:20
    Feminization Positivity Trainer
    709.7K views
    Rubi Maxim Madison Morgan Decide To Ruin Their Friendship To Start A Hot Relationship - Trans Angels
    10:00
    Rubi Maxim Madison Morgan Decide To Ruin Their Friendship To Start A Hot Relationship - Trans Angels
    Trans Angels
    615.1K views
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    08:12
    Trans Porn Trans Girl Cumming While Creampied by a Huge Uncut Cock
    nbnabunny
    1.6M views
    GROOBY.CLUB: NEWBIE RUBY!
    03:11
    GROOBY.CLUB: NEWBIE RUBY!
    Grooby Club
    161.9K views
    Your little bitch wants hot cum inside her tight and dirty asshole
    06:50
    Your little bitch wants hot cum inside her tight and dirty asshole
    missangell_
    754K views
    FEMOUT XXX - Redhead Ruby Wren Flaunts Her Flawless Curves
    03:11
    FEMOUT XXX - Redhead Ruby Wren Flaunts Her Flawless Curves
    Femout
    49.8K views
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    01:17
    Tranny girl used rough in public! Clothes ripping! Mouthfuck! Deepthroat! Assfuck! Facial!
    Allmylinks
    100.6K views
    Ruby Navarro fucks a biogirl
    06:11
    Ruby Navarro fucks a biogirl
    TS Factor
    162.2K views
    Sissy #3: Feminize Yourself
    16:07
    Sissy #3: Feminize Yourself
    655.8K views
    ruby andkiwi trans small dick cum
    03:41
    ruby andkiwi trans small dick cum
    107.7K views
    BBC Two Huge Cocks for Tight Little European Trans Ass
    08:12
    BBC Two Huge Cocks for Tight Little European Trans Ass
    Trans and Co
    251.8K views
    TGIRLS PORN - Eve & Ruby Dark, Dirty & Delicious Moves
    03:12
    TGIRLS PORN - Eve & Ruby Dark, Dirty & Delicious Moves
    TGirls Porn
    16.5K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Izzy Wilde Is Too Horny Willing To Get Fucked By Rubi Maxim In The Kitchen Shower Room Or Everywhere - Trans Angels
    10:00
    Izzy Wilde Is Too Horny Willing To Get Fucked By Rubi Maxim In The Kitchen Shower Room Or Everywhere - Trans Angels
    Trans Angels
    410.4K views
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    44:10
    Duck typing being: Pain Whore Alina got beaten, slapped, whipped, throat fucked, was made act like duck for bdsm, face covered w
    alinanightsky
    231.4K views
    FEMOUT XXX - Ruby Wren Popping The Cock Like A Candy
    03:11
    FEMOUT XXX - Ruby Wren Popping The Cock Like A Candy
    Femout
    32.1K views
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    18:27
    Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
    Vane03_siss
    217.2K views
    FEMOUT XXX - Redhead Ruby Wren Standout On Her Solo Debut
    03:11
    FEMOUT XXX - Redhead Ruby Wren Standout On Her Solo Debut
    Femout
    32.6K views
    Kimber's BBC Sissy Trainer
    19:45
    Kimber's BBC Sissy Trainer
    Kimberhaven
    209.5K views
    TGIRLSHOOKUP - Ava Holt Shapes Ruby Into Her Dirty Slut
    03:12
    TGIRLSHOOKUP - Ava Holt Shapes Ruby Into Her Dirty Slut
    Tgirls Hookup
    5.9K views
    Walking Naked in Heels. Confident Tgirl Tease You
    05:23
    Walking Naked in Heels. Confident Tgirl Tease You
    Medi Voi
    87.8K views
    BOBSTGIRLS - Eve and Ruby Returns For More Pleasure
    03:12
    BOBSTGIRLS - Eve and Ruby Returns For More Pleasure
    Bobs TGirls
    3.2K views
    Femboy Cums From Big Black Cock In Doggy And Gets Creampied
    01:38
    Femboy Cums From Big Black Cock In Doggy And Gets Creampied
    2.5M views
    Leather Clad Trans Girl Ruby VIP Strokes Her Massive Uncut Member
    12:19
    Leather Clad Trans Girl Ruby VIP Strokes Her Massive Uncut Member
    Transsexual Angel
    70.7K views
    Sydney Summers and Princess Emmy Give Up On Men
    13:14
    Sydney Summers and Princess Emmy Give Up On Men
    hothotfilms
    1.4M views
    CANADA TGIRL - Ruby OReilly Strikes a Pose You Can’t Resist
    03:12
    CANADA TGIRL - Ruby OReilly Strikes a Pose You Can’t Resist
    Grooby Club
    8.6K views
    Gangbang and double anal for a slutty trans
    01:00:27
    Gangbang and double anal for a slutty trans
    parisjango
    1.9M views
    Insatiable Redhead Rubi Maxim Lifts Up Her Skirt In Front Of Pierce & Teases Him To Fuck Her - TRANS ANGELS
    10:25
    Insatiable Redhead Rubi Maxim Lifts Up Her Skirt In Front Of Pierce & Teases Him To Fuck Her - TRANS ANGELS
    Trans Angels
    178.4K views
    Tgirls Closeup Cumshot Compilation for Sissy
    25:07
    Tgirls Closeup Cumshot Compilation for Sissy
    3.4M views
    Ruby's Cumshot Compilation Vol.1
    12:56
    Ruby's Cumshot Compilation Vol.1
    rubyfoxxx613
    25.6K views
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    02:55
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    XiangYan
    308.6K views
    Ruby's Cumshot Compilation Vol.2
    13:57
    Ruby's Cumshot Compilation Vol.2
    rubyfoxxx613
    23K views
    Sissy Mind Alteration Video!
    04:45
    Sissy Mind Alteration Video!
    393K views
    Big Dick Tranny Midget Ruby Fucks Dude
    31:03
    Big Dick Tranny Midget Ruby Fucks Dude
    316.5K views
    Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
    11:25
    Sexgodpicasso Fucks Chicago Tranny Ashleycreamssss Missionary
    SexGodPicasso
    236.2K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Sissy Ruby

    • Blonde Teen Pleases TS Step Mom
    • Beccy Shine
    • 100 Cumshots Rapid Fire
    • Ryan Conner Stepmom Creampie
    • Sissyfication Chase Two Part 1 Boots
    • Cds and Sissy Lover
    • Make Out Then Fuck
    • Nasty Girlsvdo CD E
    • Sneak Midnight XXX Video HD
    • Morning Wake up
    • Masturbation Cumshot
    • Hot Boy Boby Play Naked Bed
    • Making Slow Love
    • Secret Handfull
    • Break Virginity
    • Are You Not Done yet
    • Cumdump
    • Short Hair Glasses Blowjob
    • Candy Subslut leaked
    • Fucked Till She Cums

    xHamster

    • Press
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster Awards 2025

    Help

    • FAQ
    • Contact us
    • Content Removal
    • Improve xHamster

    Legal

    • Terms of use
    • Privacy policy
    • Cookies policy
    • DMCA/Copyright
    • Parental Controls
    • EU DSA
    • Trust and Safety

    Start making money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults
    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