PornPorn Transgender • US
  • Videos
  • photos
  • Users
    Forgot password
    google
    Sign in with Google
    Sign in with Twitter
    Sign up for free
    Videos
    • Best Videos
    • Moments
    • 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 2024
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Free VPN
    Free VPN
    AI Friend
    AI Friend
    Subscriptions
    • Upload
    ☀️ HEAT ALERT: 50% OFF 🏝️ Grab amazing 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
    • Sissy
    • Shemale Fucks Girl
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Ladyboy
    • Bareback
    • Cum In Mouth
    • Big Black Cock
    • Mature
    • Big Ass
    • Creampie
    • Cumshot
    • Teen
    • Domination
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Boy Losing Virginity Porn Videos

    Free Porn Videos
    Paid Videos
    Photos

    Did you mean boy looking virginity?

    Best Videos
    By clicking the content you will also see an ad.
    More Trans Chat with xHamsterLive trans now!
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    1.8M views
    Sissy College Twink Alexis Loses her Virginity
    01:29
    Sissy College Twink Alexis Loses her Virginity
    458.1K views
    First timer can't take it at first try, then he takes it all
    02:20
    First timer can't take it at first try, then he takes it all
    1.6M views
    Cis Guy Loses His Trans Woman Virginity
    13:02
    Cis Guy Loses His Trans Woman Virginity
    Transfixed
    272.5K views
    Tricking my neighbor and fucking his ass
    03:49
    Tricking my neighbor and fucking his ass
    Elizabeth Stewart
    481.1K views
    Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock
    08:12
    Cailey Loses Her Virginity to Sarina in the Most Passionate Way Ending with Cum on Her Perfect Girl Cock
    hothotfilms
    1K views
    Girl forgot to tell her Tinder date that she’s Trans
    07:22
    Girl forgot to tell her Tinder date that she’s Trans
    JsseMontz
    336.6K views
    Its time to lose your virginity to a shemale
    14:55
    Its time to lose your virginity to a shemale
    Tranny Newbies
    33.5K views
    My first time with a real transsexual...
    08:12
    My first time with a real transsexual...
    She-Male X
    536.5K views
    Losing My Anal Virginity to Rita - The Thickening
    08:52
    Losing My Anal Virginity to Rita - The Thickening
    Asura
    8K views
    Strong in her ass without condom
    08:12
    Strong in her ass without condom
    She-Male X
    2.4M views
    Little young sissy loses her anal virginity with a big dildo and gets a creampie. Sexy fat girly ass tranny.
    07:28
    Little young sissy loses her anal virginity with a big dildo and gets a creampie. Sexy fat girly ass tranny.
    fermerino
    6.6K views
    You will never forget your first time with shemale babe Mel
    12:07
    You will never forget your first time with shemale babe Mel
    Tranny Newbies
    967.5K views
    I want to help you lose your tranny virginity
    14:46
    I want to help you lose your tranny virginity
    Tranny Newbies
    8.2K views
    THIS GUY IS VERY GOOD AT MAKING ME FINISH BECAUSE HE KNOWS HOW TO GIVE ME PLEASURE
    11:05
    THIS GUY IS VERY GOOD AT MAKING ME FINISH BECAUSE HE KNOWS HOW TO GIVE ME PLEASURE
    NATALIASTARXXX
    420.4K views
    Lose your virginity to Latina shemale Morena
    15:40
    Lose your virginity to Latina shemale Morena
    Tranny Newbies
    39.7K views
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    10:54
    He Tears His Cute Trans Roommate's Pantyhose To Bang Her
    Devils tgirls
    3.6M views
    I am so excited to lose my shemale virginity
    14:40
    I am so excited to lose my shemale virginity
    Tranny Newbies
    8.4K views
    Hostel Surprise
    37:09
    Hostel Surprise
    2.5M views
    BBC loses his virginity to a freaky futanari
    05:17
    BBC loses his virginity to a freaky futanari
    Enter Tranz
    7.2K views
    My very first time
    08:08
    My very first time
    Jolie and Friends
    1M views
    Are you ready to lose your shemale virginity
    13:47
    Are you ready to lose your shemale virginity
    Shemales Fuck Couples
    2.4K views
    The trans that every hetero dreams of!
    23:07
    The trans that every hetero dreams of!
    Quente Club
    596.4K views
    You are lucky to lose your shemale virginity to me
    14:45
    You are lucky to lose your shemale virginity to me
    Tranny Newbies
    1.7K views
    Guy Surprised That She Has a Dick
    26:24
    Guy Surprised That She Has a Dick
    3.5M views
    Horny jock loses his trans virginity
    05:47
    Horny jock loses his trans virginity
    Enter Tranz
    12K views
    uncut cock T-girl fucking a nasty faggot sub bareback
    16:22
    uncut cock T-girl fucking a nasty faggot sub bareback
    Latina Tranny
    2.8M views
    Tonight you lose your shemale virginity
    16:53
    Tonight you lose your shemale virginity
    Tranny Newbies
    7.3K views
    73 Straight boy curious fucked and fucking trans latina big cock trans
    43:43
    73 Straight boy curious fucked and fucking trans latina big cock trans
    Сrunch boy
    1.4M views
    Its time to lose your shemale virginity with a hot tranny sl
    13:54
    Its time to lose your shemale virginity with a hot tranny sl
    Shemales Fuck Couples
    10.1K views
    She can't stop pounding that almost virgin ass
    06:15
    She can't stop pounding that almost virgin ass
    1.2M views
    Get ready to lose your shemale virginity
    12:46
    Get ready to lose your shemale virginity
    Tranny Newbies
    201.9K views
    Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    3M views
    You are lucky to lose your shemale virginity to Hilda
    12:08
    You are lucky to lose your shemale virginity to Hilda
    Shemales Fuck Couples
    24.1K views
    Tgirls Bruna Ferrari and Yasmin Dornelles Use This Guy for Pleasure
    10:05
    Tgirls Bruna Ferrari and Yasmin Dornelles Use This Guy for Pleasure
    Dream Tranny
    132.3K views
    Losing your virginity to a big cocked shemale
    12:46
    Losing your virginity to a big cocked shemale
    Tranny Newbies
    102.4K views
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    08:16
    Taking a straight guy home to turn him into my faggot - Elizabeth Stewart
    Elizabeth Stewart
    145.3K views
    Are you ready to lose your tranny virginity
    13:48
    Are you ready to lose your tranny virginity
    Shemales Fuck Couples
    9.2K views
    Elizabeth Stewart breeds her boy
    11:19
    Elizabeth Stewart breeds her boy
    Elizabeth Stewart
    327.6K views
    First time dressed losing my anal virginity
    00:11
    First time dressed losing my anal virginity
    121.2K views
    Making My Boyfriend Suck Me To Prove He'll Miss Me
    05:38
    Making My Boyfriend Suck Me To Prove He'll Miss Me
    MsEllaVatrap
    196K views
    Taking Frat Boy Virginity
    08:12
    Taking Frat Boy Virginity
    kink
    41.4K views
    Indian Best Threesome Sex! Fuck Both of us
    22:48
    Indian Best Threesome Sex! Fuck Both of us
    indianXworld
    17.7M views
    Analing The Virgin Teen Boy's Virgin Ass
    07:52
    Analing The Virgin Teen Boy's Virgin Ass
    Asura
    16.4K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    235K views
    Delicious teen pussy of my 18 year old half sister
    03:20
    Delicious teen pussy of my 18 year old half sister
    Xblue-18
    59.8K views
    SLUTDEE4BBC takes young lads virginity!!!
    01:21
    SLUTDEE4BBC takes young lads virginity!!!
    SlutDee4BBC
    36K views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next
    Chat with xHamsterLive trans now! More Trans

    xHamster

    • xHamster Shop
    • Press
    • Blog
    • Creator's Blog
    • Advertising
    • xHamster NFT
    • xHamster Awards 2024

    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 - 2025, xHamster.com
    Mobile Version
    18 U.S.C. 2257 Record-Keeping Requirements Compliance Statement
    RTA Restricted To AdultsRTA Restricted To Adults