PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    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
    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
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Crossdressing Fleshlight Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Crossdressing Rent Boy
    Vintage Crossdressing Movies
    Crossdressing Cock Panties
    Nylon Crossdressing Handjobs
    Fleshlight and Dildo
    Crossdressing Skirt Masturbation
    Shemale Fleshlight Cumshot
    Big Cock Fleshlight
    Turned Crossdressing Cuckold
    Crossdressing Nylon Cock
    Crossdressing Bridal Lingerie
    Crossdressing Feeling Girly
    Crossdressing Velma Cosplay
    Shemale Summer Crossdressing
    Crossdressing Bondage Slut
    Crossdressing the Couch
    Crossdressing Husband Videos
    Desi Tamil Crossdressing
    Crossdressing Truck Driver
    Crossdressing Stretching Anal
    Best Videos
    By clicking the content you will also see an ad. AD
    Unpacking and first testing of the masturbator
    11:35
    Unpacking and first testing of the masturbator
    yourprettykate
    13.1K views
    Sissy fucks her tiny clit with plastic pussy until she squirts - elisasecrets69
    06:28
    Sissy fucks her tiny clit with plastic pussy until she squirts - elisasecrets69
    elisasecrets69
    2.4K views
    Tiffany's Big Cock Stretching While Gaming
    01:05
    Tiffany's Big Cock Stretching While Gaming
    Tiffany Ciskiss
    115.6K views
    AB2512 Sexy Christmas Bunny Girl in stockings and high heels
    01:17
    AB2512 Sexy Christmas Bunny Girl in stockings and high heels
    Abby Kitty
    just added
    Sexy legs with silver dress and heels
    08:10
    Sexy legs with silver dress and heels
    Queen Sibel
    197.5K views
    Sexy crossdresser Angel Sapphire fucking her new fleshlight
    10:18
    Sexy crossdresser Angel Sapphire fucking her new fleshlight
    Angel Sapphire
    4.2K views
    Would you like to feel my bulge in my dress
    05:15
    Would you like to feel my bulge in my dress
    Hollycd1
    17.4K views
    Hot Tranny Femboi Masturbate with Fleshlight
    11:41
    Hot Tranny Femboi Masturbate with Fleshlight
    Madam_Denise
    1.2K views
    Sissy dominates her fleshlight
    01:59
    Sissy dominates her fleshlight
    Jane cage
    1.8K views
    Sexy Tasha Crossdresser Fucks Fleshlight
    06:30
    Sexy Tasha Crossdresser Fucks Fleshlight
    20K views
    Sissy wanks and fucks her fleshlight pussy
    04:35
    Sissy wanks and fucks her fleshlight pussy
    Danicd94
    4.8K views
    Mrina riding the Love Glider Fuck Chair while giving a blowjob to Mrs Samantha
    08:50
    Mrina riding the Love Glider Fuck Chair while giving a blowjob to Mrs Samantha
    Marinasubje
    8.6K views
    Little sissy, gets off with Anal Plug & Fleshlight, with a lot of sperm
    01:31
    Little sissy, gets off with Anal Plug & Fleshlight, with a lot of sperm
    Yo_Shindo
    3.7K views
    trans girl fucking Fleshlight
    00:33
    trans girl fucking Fleshlight
    2K views
    Big-Dick Femboy Aroma in Cute  Devil Dress Uses Fleshlight & Dildo to  Cumshot
    02:33
    Big-Dick Femboy Aroma in Cute Devil Dress Uses Fleshlight & Dildo to Cumshot
    aromagif
    just added
    fleshlight compilation 8 free clips
    02:37
    fleshlight compilation 8 free clips
    Alice Redfox
    359.2K views
    Goth femboy nun compilation - Sloppy blowjob and huge ass
    02:53
    Goth femboy nun compilation - Sloppy blowjob and huge ass
    NuniCult
    227.3K views
    Shemale Hard and wanting an ass to cum in
    08:53
    Shemale Hard and wanting an ass to cum in
    Tastytrap19
    28.6K views
    Tgirl Rides Big Dildo and Fucks Fleshlight and Blows a Big Load in Your Face
    05:02
    Tgirl Rides Big Dildo and Fucks Fleshlight and Blows a Big Load in Your Face
    Sarina Havok
    41.7K views
    Rearcock fleshlight fucking with fisheye lens
    01:46
    Rearcock fleshlight fucking with fisheye lens
    484.8K views
    horny sporty shemale with big cock dominant cum in your face and fucks her fleshlight hard
    03:11
    horny sporty shemale with big cock dominant cum in your face and fucks her fleshlight hard
    Nadja Cox
    243.3K views
    Femboy Cum Compilation (2022) Portrait 38min+
    39:03
    Femboy Cum Compilation (2022) Portrait 38min+
    Jaybaesun
    43.1K views
    Ropes Like Wonder Woman: 2 Cumshots
    08:12
    Ropes Like Wonder Woman: 2 Cumshots
    AJ180
    295.1K views
    Rivers of Cum
    06:43
    Rivers of Cum
    WetZemu
    133.8K views
    Mistress Shemale want you to be her cum dumpster
    10:30
    Mistress Shemale want you to be her cum dumpster
    Tastytrap19
    14.5K views
    Hot Blonde Milking Cute Trans Girl with Fleshlight
    01:05
    Hot Blonde Milking Cute Trans Girl with Fleshlight
    AcrylicCloud
    92.2K views
    Trans Stepsister Has a Huge Cock! Jessica Bloom Edging And Cumming Close Up Roleplay
    07:23
    Trans Stepsister Has a Huge Cock! Jessica Bloom Edging And Cumming Close Up Roleplay
    Jessica Bloom
    7.7K views
    Vanniall Onahole Review and Fuck - Giant Torso Fleshlight with Big Tits and Dick - Jerk off Fun!
    39:39
    Vanniall Onahole Review and Fuck - Giant Torso Fleshlight with Big Tits and Dick - Jerk off Fun!
    Vanniall
    70.6K views
    joi horny shemale with huge cock fuck fleshlight and cumshot in your face
    03:03
    joi horny shemale with huge cock fuck fleshlight and cumshot in your face
    Nadja Cox
    510.4K views
    All The Way Through My Pocket Pussy With My Huge Cock - Vanniall
    01:58
    All The Way Through My Pocket Pussy With My Huge Cock - Vanniall
    Vanniall
    307.1K views
    Busty shemale fleshlighting her shecock
    06:48
    Busty shemale fleshlighting her shecock
    162.9K views
    misstresserotica - 8-14-2021 (has faked cumshots before)
    06:00
    misstresserotica - 8-14-2021 (has faked cumshots before)
    229.4K views
    Amy's Big Wish - Candy Cane - Hentai Futanari Dickgirl Futa Milf
    03:32
    Amy's Big Wish - Candy Cane - Hentai Futanari Dickgirl Futa Milf
    AgentRedGirl
    268.6K views
    accidental handsfree cumshot
    01:20
    accidental handsfree cumshot
    Tslov8318
    122K views
    THICC & HUNG Ebony Tranny with Fleshlight
    00:40
    THICC & HUNG Ebony Tranny with Fleshlight
    175.3K views
    pink dominant lady stand over u fuck her fleshlight hard and cum all over u
    02:02
    pink dominant lady stand over u fuck her fleshlight hard and cum all over u
    Nadja Cox
    314K views
    THICC Sexy Tranny Kali Fucks Fleshlight
    04:45
    THICC Sexy Tranny Kali Fucks Fleshlight
    173K views
    I Need to Breed Your Hole - Dirty Talk & Rp
    08:12
    I Need to Breed Your Hole - Dirty Talk & Rp
    WetZemu
    18K views
    Tranny big cock needs gym partner
    01:35
    Tranny big cock needs gym partner
    Tastytrap19
    26.7K views
    Punishment Anal for My Cheating BF
    08:12
    Punishment Anal for My Cheating BF
    WetZemu
    46.3K views
    Shemale talking dirty while fucking fleshlight with throbbing cock
    05:38
    Shemale talking dirty while fucking fleshlight with throbbing cock
    Tastytrap19
    74.6K views
    Busty BBC cums hard with Fleshlight
    00:50
    Busty BBC cums hard with Fleshlight
    88.9K views
    Playing with Fleshlight  - G042.1
    05:18
    Playing with Fleshlight - G042.1
    Lola Femme
    7.1K views
    Tranny Fleshlight Cum
    10:12
    Tranny Fleshlight Cum
    111.2K views
    Ivy Kitsune fucks Kate hard with fleshlight
    01:56
    Ivy Kitsune fucks Kate hard with fleshlight
    AcrylicCloud
    160K views
    Fleshlight session
    04:30
    Fleshlight session
    131.9K views
    Femboy cdnaturally fucks fleshlight slow and cums
    04:53
    Femboy cdnaturally fucks fleshlight slow and cums
    206.9K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Crossdressing Fleshlight

    • Tgirl XXX Gorgeous Dahlia Silva Tops
    • Silky Sindy
    • Bondage Edging Cumcontrol
    • Maximum Perversum Extrem Pervers
    • Crosstrans Lover
    • Sissychristine
    • Crossdressed Flight Attendant
    • Transsexual Nude
    • Sweet Sissy87
    • Cuck Humiliation
    • Permanent Sissification
    • Feminine Boys
    • Fem Katey
    • Mature Vintage Bullet Bra and Panties
    • Sensual Pegging
    • Cd-Slut-Leana
    • Sissy-Dani-In-Training
    • Girly Erectus Sm 113
    • Amateur Transexual
    • Cuckold Slave
    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