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

    Crying Milf Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos

    Did you mean toying milf?

    Best Videos
    By clicking the content you will also see an ad. AD
    My story as young gurl with my very old lover and friend.
    04:03
    My story as young gurl with my very old lover and friend.
    Jayne Anne 46240
    535.8K views
    I have sex with my ex-boyfriend's transsexual crush
    09:25
    I have sex with my ex-boyfriend's transsexual crush
    NaughtyTrans
    4.2M views
    I fuck my stepmom in the living room of the house and she screams with dolo because I give her pussy
    08:34
    I fuck my stepmom in the living room of the house and she screams with dolo because I give her pussy
    J Joraul
    112.2K views
    TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
    07:05
    TGirl Ria Bentley Gets TAKEN RAW By 9 Full Inches BBC POV
    Ria_Bentley
    320.4K views
    Boy becomes a MAN by banging hot shemale Nicky Bermudez!
    05:32
    Boy becomes a MAN by banging hot shemale Nicky Bermudez!
    elarnaldo
    2.1M views
    Crossdressing superstar visits the site
    06:40
    Crossdressing superstar visits the site
    Pure Ts
    59.8K views
    TRANS ANGELS - Jessy Dubai Swallows Sage Roux's Thick Cock Before Drilling His Hole In Missionary Position
    10:05
    TRANS ANGELS - Jessy Dubai Swallows Sage Roux's Thick Cock Before Drilling His Hole In Missionary Position
    Trans Angels
    3.6M views
    Bimbo Takes on BBC
    08:34
    Bimbo Takes on BBC
    TSRyley
    134.2K views
    Hot TS stepmom fucks stepson
    24:20
    Hot TS stepmom fucks stepson
    1M views
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    09:55
    Submissive Sissy crossdresser fucked by BBC - she is a bitch4
    Rozebella
    693.1K views
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    08:12
    I Fuck a Beautiful 19-year-old Trans Girl with a Big Dick
    barbanegrazponto1onepov
    2.1M views
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    05:59
    I ended up in this sissy hole. I love fucking and sucking a big dick and showing them what a real blowjob part4
    Rozebella
    159.6K views
    Indian Hottest Sex Video With Beauty
    22:31
    Indian Hottest Sex Video With Beauty
    Creative_Pervert
    10.1M views
    Gangbang Heaven
    37:20
    Gangbang Heaven
    4.5M views
    Married Mature Daddy Doggy Fucks Trans Girl Bareback
    07:22
    Married Mature Daddy Doggy Fucks Trans Girl Bareback
    KittyKaash
    309.9K views
    Beauty Tlatin Shemale Get Desroyed by Actorfab
    08:12
    Beauty Tlatin Shemale Get Desroyed by Actorfab
    ActorFab
    123.6K views
    Facefucking My Boy Til I Flood His Throat in My Girlcum
    05:48
    Facefucking My Boy Til I Flood His Throat in My Girlcum
    Elizabeth Stewart
    416.4K views
    Madame and Alex, Two Stunning Trans Vixens,  Take Turns Ravishing One Another’s Eager Holes.
    08:12
    Madame and Alex, Two Stunning Trans Vixens, Take Turns Ravishing One Another’s Eager Holes.
    Trans Roommates
    325K views
    Big titty mommy get fucked by big cock and cuck clean
    12:53
    Big titty mommy get fucked by big cock and cuck clean
    Crystal Phoenix
    169.7K views
    Cheating on Her Boyfriend
    08:12
    Cheating on Her Boyfriend
    Pure Ts
    107.6K views
    Beautiful Trans Girl MASSIVE 9 INCH Lady Cock Cum Hose Huge Cock Queen Manuela Tina Jordan Salazar
    10:42
    Beautiful Trans Girl MASSIVE 9 INCH Lady Cock Cum Hose Huge Cock Queen Manuela Tina Jordan Salazar
    Shyboy25
    473.3K views
    Sucking His BBC
    08:55
    Sucking His BBC
    Tsdanisantos1
    255K views
    Get closer to my tiny limp clitty and my pink wet sissy pussy!
    06:22
    Get closer to my tiny limp clitty and my pink wet sissy pussy!
    Victoria Lecherri
    79.4K views
    I fuck her and she fuck my wife. Full video on my OF page.
    07:05
    I fuck her and she fuck my wife. Full video on my OF page.
    Luca Ferrero Official
    1.7M views
    Girls Trip Turns Into Transgender Surprise - Shelena Grows Futa Cock from Shemale Ghost Agatha Vega
    07:06
    Girls Trip Turns Into Transgender Surprise - Shelena Grows Futa Cock from Shemale Ghost Agatha Vega
    Futanari XXX
    1.3M views
    Me and My friend finding out my Stepson got Big Dick
    10:17
    Me and My friend finding out my Stepson got Big Dick
    shootingstar4u
    1M views
    Filthy shemale granny and her loverboy
    16:25
    Filthy shemale granny and her loverboy
    602.7K views
    Daddy Milks Trans Girl Prostate
    05:06
    Daddy Milks Trans Girl Prostate
    Gray Perrier
    332K views
    Trans tops submissive
    19:46
    Trans tops submissive
    1.1M views
    Futa Babe Uses Busty MILF Roughly With Toys & Big Cock Action
    10:22
    Futa Babe Uses Busty MILF Roughly With Toys & Big Cock Action
    F FHDAnimation
    200.1K views
    Stepson lets his TS stepmom fuck his ass
    10:06
    Stepson lets his TS stepmom fuck his ass
    1.6M views
    Surgically Transitioned Tania Naked Features on Naked Attraction Spain, Filming Adult Content for Pepeporn
    11:12
    Surgically Transitioned Tania Naked Features on Naked Attraction Spain, Filming Adult Content for Pepeporn
    Trans FAKings
    613.8K views
    Brazilian with huge penis fucks and pisses on her guy in heaven and gets fucked wildly in turn
    07:23
    Brazilian with huge penis fucks and pisses on her guy in heaven and gets fucked wildly in turn
    DotadaSP
    1.6M views
    She Takes a Shower with a Cis Woman
    05:39
    She Takes a Shower with a Cis Woman
    Emmy Angeles
    440K views
    Nudist Beach Stripchat Sex Show Gigindave Shemale Girlfriend Public Encounter Mobile 4K 20250519 P1
    41:41
    Nudist Beach Stripchat Sex Show Gigindave Shemale Girlfriend Public Encounter Mobile 4K 20250519 P1
    Gigi and David
    371.5K views
    Ghloryholle dirty whore
    19:08
    Ghloryholle dirty whore
    1.6M views
    Hot trans cd in cute white dress teasing huge tits and ass
    05:27
    Hot trans cd in cute white dress teasing huge tits and ass
    CuteCynthia
    276.7K views
    Leticia Cums in the Ass of a Guy Hooked up on the Beach
    11:12
    Leticia Cums in the Ass of a Guy Hooked up on the Beach
    Pinko TGirls
    579.1K views
    Ts Step Mom Fucks Both Step Sons
    37:58
    Ts Step Mom Fucks Both Step Sons
    1.5M views
    The Bordello Calarel  Shemale Slave Have a Big Cock Big Cock Porn
    09:59
    The Bordello Calarel Shemale Slave Have a Big Cock Big Cock Porn
    PissOnAsshole
    196.9K views
    Daddy's Good Girl!
    08:12
    Daddy's Good Girl!
    Pure Ts
    934.6K views
    Madam joins her trans girl in fucking a client
    08:12
    Madam joins her trans girl in fucking a client
    Pure Ts
    484.7K views
    Amazing Hot Sex with Shemale Friend! Indian Reality Sex
    32:04
    Amazing Hot Sex with Shemale Friend! Indian Reality Sex
    indianXworld
    6.6M views
    Imagine You Are Fucking a Boy!
    06:15
    Imagine You Are Fucking a Boy!
    KinkyHome
    77.7K views
    Granny shemale fuck mature one
    11:30
    Granny shemale fuck mature one
    561.3K views
    Sexy Red Bone Tranny Fuck Guy In His Tight Ass
    07:29
    Sexy Red Bone Tranny Fuck Guy In His Tight Ass
    simon pole
    51.9K views
    Erotic Crossdresser
    19:05
    Erotic Crossdresser
    655.3K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Crying Milf

    • Too Big
    • Fucked and Cumming
    • Sissy Maid
    • Pounded by BBC
    • Shemale Cum While Fucked
    • Crossdressing Homemade
    • Homemade Crossdresser Fucked
    • Latex Sissy
    • Shemale Mommy
    • Big Cock
    • Sissy Crossdresser Fucked
    • Tall Shemale
    • Young Sissy
    • Brutal Shemale
    • Trans Femdom
    • Sissy Bitch
    • Cumming While Creampied
    • Sissy Husband Fucked
    • Ass Pounded
    • Sissy Femboy

    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