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
    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

    Wake Him Up Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    3M views
    Waking him up with some sex
    08:12
    Waking him up with some sex
    Pure Ts
    6.1K views
    Bitch boy can't take her monster cock but she doesn't stop
    01:51
    Bitch boy can't take her monster cock but she doesn't stop
    948.2K views
    Horny Tranny Yasmine de Castro Wakes Him Up to Fuck His Ass
    12:05
    Horny Tranny Yasmine de Castro Wakes Him Up to Fuck His Ass
    Dream Tranny
    19.5K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Horny Tranny Yasmine De Castro Wakes Him up to Fuck Her Ass
    10:10
    Horny Tranny Yasmine De Castro Wakes Him up to Fuck Her Ass
    Dream Tranny
    7.6K views
    your first time: she will slowly stretch you and then fuck u
    02:20
    your first time: she will slowly stretch you and then fuck u
    714.7K views
    Big Tits Asian Wakes Up With Huge Cock And Fucks Her Partner
    17:08
    Big Tits Asian Wakes Up With Huge Cock And Fucks Her Partner
    HENTAIED
    1.8M views
    Guy Surprised That She Has a Dick
    26:24
    Guy Surprised That She Has a Dick
    3.6M views
    My doll wants me to fuck her when she wakes up and cum on her
    16:25
    My doll wants me to fuck her when she wakes up and cum on her
    slurpium
    6.2K views
    My first time with a real transsexual...
    08:12
    My first time with a real transsexual...
    She-Male X
    665.5K views
    After waking up her boyfriend the trans beauty dances in front of him and then gives him her ass
    08:12
    After waking up her boyfriend the trans beauty dances in front of him and then gives him her ass
    Trans Addiction
    1.3K views
    She's so thick, he can't take it
    01:34
    She's so thick, he can't take it
    329.2K views
    GROOBYVR: Wake Up And Smell The Emma Rose!
    00:30
    GROOBYVR: Wake Up And Smell The Emma Rose!
    Grooby VR
    19.2K views
    He Doesn't want to get Fucked Bareback by Her...
    01:14
    He Doesn't want to get Fucked Bareback by Her...
    871.9K views
    Shemale Casey Kisses wakes lover up to drill him
    04:24
    Shemale Casey Kisses wakes lover up to drill him
    28.1K views
    Tricking my neighbor and fucking his ass
    03:49
    Tricking my neighbor and fucking his ass
    Elizabeth Stewart
    594.6K views
    When male company spends the night.  wake him with head
    01:38
    When male company spends the night. wake him with head
    Ts Eve
    67.8K 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
    1.8M views
    Sissy crossdresser husband wakes in middle of night needing fucked
    14:50
    Sissy crossdresser husband wakes in middle of night needing fucked
    J Jasmine Sub
    3.2K views
    First time with a tranny
    18:17
    First time with a tranny
    637.1K views
    Trans Joey Michaels and DILF Dillon Stone wakes up together
    11:24
    Trans Joey Michaels and DILF Dillon Stone wakes up together
    amateursdoit
    553.5K 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
    2.2M views
    Trans boy Alexander wakes up horny
    03:38
    Trans boy Alexander wakes up horny
    Alexander2042
    770K views
    She fucks him so hard he can't take it, very dominant shemal
    04:08
    She fucks him so hard he can't take it, very dominant shemal
    304.7K views
    Gloria Voguel, Melissa Pozzi: We'll wake you up
    54:39
    Gloria Voguel, Melissa Pozzi: We'll wake you up
    Pinko TGirls
    534.6K views
    Trap takes BWC for the first time from daddy
    00:54
    Trap takes BWC for the first time from daddy
    3M views
    Waking up to a fantastic BJ
    06:53
    Waking up to a fantastic BJ
    Pure Ts
    45.1K 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
    628.4K views
    Waking up with a Hard Ladyboy Cock Sapphire Is Ready for a Hot Hard Anal Fuck
    07:42
    Waking up with a Hard Ladyboy Cock Sapphire Is Ready for a Hot Hard Anal Fuck
    Afrika Kampos
    363.9K views
    Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    3.6M views
    Waking up Stepsis with a Warm, Creamy Surprise
    12:12
    Waking up Stepsis with a Warm, Creamy Surprise
    Bellaroar
    227.1K views
    Aylla Gattina Makes a Boy's Voice Tune to Moan on Her Big Dick
    06:14
    Aylla Gattina Makes a Boy's Voice Tune to Moan on Her Big Dick
    Aylla
    263.7K views
    waking up her man so she can get laid
    08:12
    waking up her man so she can get laid
    Pure Ts
    49.8K views
    She had him screaming!
    04:55
    She had him screaming!
    611.8K views
    Trans Nurse Wakes You Up With Thobbing Cock And Sweet Cum
    07:43
    Trans Nurse Wakes You Up With Thobbing Cock And Sweet Cum
    Jessica Bloom
    66K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    301.5K views
    What the Boyfriend Sees When He Wakes up
    02:50
    What the Boyfriend Sees When He Wakes up
    WetZemu
    50.8K views
    When you Don't Want Anymore But Master Still Gives You
    02:20
    When you Don't Want Anymore But Master Still Gives You
    973.3K views
    She Wake Up And Jerk Herself Off
    02:26
    She Wake Up And Jerk Herself Off
    151.6K views
    BRUTAL Tgirl TOP Gives Guy Extreme Painal
    02:24
    BRUTAL Tgirl TOP Gives Guy Extreme Painal
    993.5K views
    Waking up with a hard cock means that the very first thing she can do is masturbate and play with the camera guy
    05:25
    Waking up with a hard cock means that the very first thing she can do is masturbate and play with the camera guy
    Sapphire Young
    227.5K views
    Man get fucked then his wife calls him
    02:39
    Man get fucked then his wife calls him
    XXL4XXL
    674.3K views
    GenderX - TS Hotty Wakes Up & Catches Friend Jerking Off
    12:51
    GenderX - TS Hotty Wakes Up & Catches Friend Jerking Off
    GenderX
    471.4K views
    Sensual massage turns wild
    18:57
    Sensual massage turns wild
    BB Trannies
    692.6K views
    ust waking up with my pussy wanting to enjoy it... I couldn't resist and started playing
    06:15
    ust waking up with my pussy wanting to enjoy it... I couldn't resist and started playing
    GiGiMoon81
    74.7K views
    Turning a straight man into a passive little whore by passionately fucking him with my big cock
    06:15
    Turning a straight man into a passive little whore by passionately fucking him with my big cock
    DotadaSP
    1.4M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    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