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
    -60%
    Dating
    Subscriptions
    • Upload
    +14 MONTHS FREE 😱🎉🔥 Faphouse Holiday Sale
    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
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Milf Trying Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Green Satin Dress, Tits, no bra and cum
    12:37
    Green Satin Dress, Tits, no bra and cum
    Sarahsatinslut
    21.4K views
    Asian chick want to try a shemale cock in her pussy
    19:30
    Asian chick want to try a shemale cock in her pussy
    Shemales Tales
    360.4K views
    Gfe Locker Room Fantasy
    08:41
    Gfe Locker Room Fantasy
    WetZemu
    46.5K views
    Big Ass Ebony Hottie Railed On All Fours At Fake Outdoor Casting
    10:59
    Big Ass Ebony Hottie Railed On All Fours At Fake Outdoor Casting
    ILuvDicksNDenim
    91K views
    MY WIFE CUCKOLDED ME AND I DECIDE TO TRY SHEMALE ASSHOLE
    21:45
    MY WIFE CUCKOLDED ME AND I DECIDE TO TRY SHEMALE ASSHOLE
    Altmodelbox
    132.8K views
    Stupid sissy girl chantelleslut37 trys to wank her ccck
    05:24
    Stupid sissy girl chantelleslut37 trys to wank her ccck
    77.2K views
    Sissy Lucy gets Pegged in Chastity whilst trying to wash up
    02:06
    Sissy Lucy gets Pegged in Chastity whilst trying to wash up
    Spike Essex
    81K views
    Clothing haul try on turns into big cock bareback anal spitroast for sexy MILF Lisa
    11:43
    Clothing haul try on turns into big cock bareback anal spitroast for sexy MILF Lisa
    Spike Essex
    97K views
    Pale White Blonde Sissy Desperately Trying to Seduce Men
    06:28
    Pale White Blonde Sissy Desperately Trying to Seduce Men
    Ana Keel
    41.5K views
    This pantyhose is a must TRY! SO HORNY!
    05:15
    This pantyhose is a must TRY! SO HORNY!
    phmbsheath
    51K views
    Sweaty, Horny & Distracted During Leg Day 4K
    08:50
    Sweaty, Horny & Distracted During Leg Day 4K
    WetZemu
    27.9K views
    Futanari Cums in Cheating Wife, trying to impregnate Her, Wife Begs Big Futa Cock to Breed Her - MILF Breeder
    10:12
    Futanari Cums in Cheating Wife, trying to impregnate Her, Wife Begs Big Futa Cock to Breed Her - MILF Breeder
    NaughtyGameplays
    41.8K views
    Transgender stepson enter MILF Stepmom's Room and try to tie her hand but she gets hot and tied stepson's hand & fucked him
    06:22
    Transgender stepson enter MILF Stepmom's Room and try to tie her hand but she gets hot and tied stepson's hand & fucked him
    Aria Mia
    112.8K views
    Sissy Kanisa in Sexy Purple Nightwear Ep1
    05:29
    Sissy Kanisa in Sexy Purple Nightwear Ep1
    SissyKanisa
    1K views
    Day 10 locktober Trying anal mastruation
    07:14
    Day 10 locktober Trying anal mastruation
    MillaTG
    7.4K views
    TS Lilly Sophie Shows Her Big Tits and Hard Girlsdick and Try to Ride Her Pink Dildo
    11:29
    TS Lilly Sophie Shows Her Big Tits and Hard Girlsdick and Try to Ride Her Pink Dildo
    TSLillySophie
    8K views
    Sissy Slut Michelle Morning Wake-up in Bangkok Hotel and Web Show
    11:12
    Sissy Slut Michelle Morning Wake-up in Bangkok Hotel and Web Show
    Michael Ernandes
    1.4K views
    Trying my knickers on
    10:23
    Trying my knickers on
    C Chrissy Chris
    44.5K views
    Trying out the Doc Johnson large ShellShock.
    06:28
    Trying out the Doc Johnson large ShellShock.
    Tasty Tanya
    25.5K views
    Trans Angels - Kimberlee Busty, Dark-haired MILF Is Trying to Focus on Building Her Empire
    08:12
    Trans Angels - Kimberlee Busty, Dark-haired MILF Is Trying to Focus on Building Her Empire
    Trans Angels
    255.8K views

    Relevant Short videos

    Trying on some boy shorts
    Trying on some boy shorts
    LaurenB87
    6K views
    Asian Sissy Juliasen try the tounge shape sex toy
    Asian Sissy Juliasen try the tounge shape sex toy
    Juliasen
    40.1K views
    I found this lovely backless green dress and just had to try it on and I was so excited I forgot my pantys
    I found this lovely backless green dress and just had to try it on and I was so excited I forgot my pantys
    Lizzaali
    1.5K views
    A quick try of my new bikini bottom for size test
    A quick try of my new bikini bottom for size test
    Lizzaali
    1.3K views
    Gfe Locker Room Fantasy
    Gfe Locker Room Fantasy
    WetZemu
    1.4K views
    Oopsie - T-girls Korra Del Rio and Zariah Aura Try Bareback 3-way with PAWG Leana Lovings at Work!
    Oopsie - T-girls Korra Del Rio and Zariah Aura Try Bareback 3-way with PAWG Leana Lovings at Work!
    GammaEnt
    2.9K views
    Markala Gonna Try Tight Ass Hole Femboy
    06:37
    Markala Gonna Try Tight Ass Hole Femboy
    Asura
    2.2K views
    I Try Anal Sex!!!
    06:19
    I Try Anal Sex!!!
    FrinaXXX
    1K views
    Skirt bulge and new shoes
    05:30
    Skirt bulge and new shoes
    Hollycd1
    4.1K views
    Angeles Cid in Bikini and Boots
    06:33
    Angeles Cid in Bikini and Boots
    Afrika Kampos
    23.9K views
    You look so cute trying to hold eye contact while i tongue your hole,do you deserve more than that?
    04:17
    You look so cute trying to hold eye contact while i tongue your hole,do you deserve more than that?
    PixieglitchTS
    1.2K views
    Soft and smooth nude sissy playing and trying to be quiet!
    05:48
    Soft and smooth nude sissy playing and trying to be quiet!
    Victoria Lecherri
    30.4K views
    Ts Diana Deelight 2023 Goddess of Fire and Water compilation
    19:43
    Ts Diana Deelight 2023 Goddess of Fire and Water compilation
    Diana Deelight
    2.7K views
    Boots and ladyboy cock in a super short skit with her big round tits trying to break free of her tight top that squeezes them
    05:23
    Boots and ladyboy cock in a super short skit with her big round tits trying to break free of her tight top that squeezes them
    Trans World Asia
    20.1K views
    Sissy CD Eva Summer Casual Crop Top with Black Pantyhouse Try On Haul
    05:09
    Sissy CD Eva Summer Casual Crop Top with Black Pantyhouse Try On Haul
    c cdpantyhose
    194.8K views
    Oopsie - T-girls Korra Del Rio and Zariah Aura Try Bareback 3-way with PAWG Leana Lovings at Work!
    08:12
    Oopsie - T-girls Korra Del Rio and Zariah Aura Try Bareback 3-way with PAWG Leana Lovings at Work!
    GammaEnt
    17K views
    Trying my knickers on part 2
    06:33
    Trying my knickers on part 2
    C Chrissy Chris
    29.3K views
    Jenni modeling her stockings
    05:07
    Jenni modeling her stockings
    Jenni Wallace
    4.9K views
    Little cock tucked in pantyhose and g string panties trying on new High heels.
    06:27
    Little cock tucked in pantyhose and g string panties trying on new High heels.
    GreatLateDate
    19.4K views
    Cdmichelle Trying on different Stepdaughter Panties
    08:47
    Cdmichelle Trying on different Stepdaughter Panties
    CdMichelleX
    686 views
    Machine fucks clairesquared brains out multiple squirts, watch me as I try not to cum all over myself
    28:34
    Machine fucks clairesquared brains out multiple squirts, watch me as I try not to cum all over myself
    ClaireSquared
    22.3K views
    Thai ladyboy try to masturbate her limp little penis
    06:45
    Thai ladyboy try to masturbate her limp little penis
    SissySimran
    91.2K views
    Nina Stronghold Busty Latina Trans Trying on Lingerie
    05:29
    Nina Stronghold Busty Latina Trans Trying on Lingerie
    Afrika Kampos
    3.6K views
    I was trying to see if I could use the gym
    01:36
    I was trying to see if I could use the gym
    KNKY Bee
    2.8K views
    Horse cock in big white virgin asshole, first try, lubed and ready, but still virgin pussy is tight but juicy
    06:02
    Horse cock in big white virgin asshole, first try, lubed and ready, but still virgin pussy is tight but juicy
    20.3K views
    I have a new double dong, wanna cum and try an end?
    05:32
    I have a new double dong, wanna cum and try an end?
    Victoria Lecherri
    5.4K views
    Trying on my new sexy satin string bikini panties.
    07:40
    Trying on my new sexy satin string bikini panties.
    13.3K views
    Crossdresser talking to Step Daddy ans a CD trying to really get them to come over and play, make our, Suck cock, lick asshole
    05:15
    Crossdresser talking to Step Daddy ans a CD trying to really get them to come over and play, make our, Suck cock, lick asshole
    MadisonCD2025
    just added
    Crossdresser Michelle Trying on different Bodysuit
    17:23
    Crossdresser Michelle Trying on different Bodysuit
    CdMichelleX
    573 views
    First try with my stepson, he came in my hand
    05:07
    First try with my stepson, he came in my hand
    cd_aysemmm
    4.2K views
    Cdmichelle Trying on Different Outfits Then Starts Riding a Dildo While Jacking off
    08:56
    Cdmichelle Trying on Different Outfits Then Starts Riding a Dildo While Jacking off
    CdMichelleX
    1.1K views
    Cdmichelle Trying on Many Different Outfits Lingerie Dresses Bodysuits
    06:50
    Cdmichelle Trying on Many Different Outfits Lingerie Dresses Bodysuits
    CdMichelleX
    881 views
    Trying on my new second hand clothes
    04:21
    Trying on my new second hand clothes
    Alice Bitchcraft
    11K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Milf Trying

    • Fuck My Ass Please Dirty Talk
    • Cum in Me
    • Made to Suck
    • Seduced by
    • Real R
    • Sexy Femboys and Sissies
    • Mature Sissy Slut Going on a Date
    • Stepmom Used
    • Sneaky Fucking While They Watch TV
    • Here Honey Pack These
    • Cute Trap
    • 100 Cumshots Rapid Fire
    • Secretly Brings Home Slutty Friends
    • Sneak Midnight XXX Video HD
    • Horny Housewife
    • What Are You Doing
    • Ready for Sex
    • Beautiful Chubby Femboy
    • Post Op Trans Onlyfans
    • Seducer Xx

    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