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
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    First Time Cum Inside Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Cum
    First
    Inside
    Time
    First Time Cum
    First Time
    Cum Inside
    Shemale Cum
    Trans Cum
    Ladyboy Cum
    Cum Compilation
    Crossdresser First Time
    Sissy Cum
    Cum Kiss
    Tranny Cum
    Young First Time
    Femboy Cum
    First Time Shemale
    Cum Swallow
    Cum Eating
    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
    Sissy feels cum inside her for the first time
    00:14
    Sissy feels cum inside her for the first time
    Sissy Joyce
    2.3M 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
    609K views
    AUDIO ONLY - JOI your first time fucking a shemale accidentally cum inside her
    02:30
    AUDIO ONLY - JOI your first time fucking a shemale accidentally cum inside her
    Campsissyboi
    5.2K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.8M views
    First time masturbation with condom and cum inside
    06:51
    First time masturbation with condom and cum inside
    pinky_cd_19
    674 views
    Fucking of a Lifetime - Variety Itsol
    10:36
    Fucking of a Lifetime - Variety Itsol
    Rodrigo Amor
    3.3M views
    Angel Begged Emily Hard To Cum Inside Her Pussy Desperately
    08:28
    Angel Begged Emily Hard To Cum Inside Her Pussy Desperately
    Asura
    3.6K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    1.8M views
    Feeling A Cock Inside Me  For The First Time in My Life
    10:52
    Feeling A Cock Inside Me For The First Time in My Life
    Asura
    17.1K views
    Sissy cums too early and gets punished with rough fucking
    02:35
    Sissy cums too early and gets punished with rough fucking
    2.1M views
    He came inside me for the first time
    05:07
    He came inside me for the first time
    cd_aysemmm
    2.2K 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
    382.7K views
    First Time - Plumber fucked me
    05:09
    First Time - Plumber fucked me
    cd_aysemmm
    4.5K views
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    08:12
    Sexy Trans Girl Tricks Straight Boy and Fucks His Holes
    Elizabeth Stewart
    280.7K views
    Karla loves to feel a delicious cock inside her tight ass
    09:59
    Karla loves to feel a delicious cock inside her tight ass
    PalmasRecordsMen
    84.3K 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
    Hot and deep inside my ass!!!
    08:12
    Hot and deep inside my ass!!!
    She-Male X
    2.7K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    717.7K views
    Big toy inside me!!!
    00:29
    Big toy inside me!!!
    12.6K views
    surprise she has dick
    07:34
    surprise she has dick
    251.5K views
    First Time trying Split Screen with the Endoscope in my Dick - Full Video on manyvids and Fansly
    01:18
    First Time trying Split Screen with the Endoscope in my Dick - Full Video on manyvids and Fansly
    Lina Free
    21.7K views
    Losing my virginity to a TS
    03:53
    Losing my virginity to a TS
    3.6M views
    Olivia Tries Anal Plug Inside My Ass Hole for The First TIme to Become A Beautiful Sissy
    05:23
    Olivia Tries Anal Plug Inside My Ass Hole for The First TIme to Become A Beautiful Sissy
    Asura
    3.3K 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
    557K views
    Sissy feels a vibration inside her for the first time
    04:43
    Sissy feels a vibration inside her for the first time
    Snoop Cat
    3.5K views
    He filled my ass with it, his drips a lot
    07:53
    He filled my ass with it, his drips a lot
    Piou_Sissy
    207.4K views
    TrannyPros Emo Lesbian Couple Want Casey's Cock Inside!
    10:01
    TrannyPros Emo Lesbian Couple Want Casey's Cock Inside!
    Devils tgirls
    77K views
    Creampie for your Queen
    01:28
    Creampie for your Queen
    1.5M views
    The opening of my hole and the pleasure as I go inside
    05:26
    The opening of my hole and the pleasure as I go inside
    Yolanthe
    3.1K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3.1M views
    Mommy Holy - JOI CEI - First Time Cum Eating
    11:15
    Mommy Holy - JOI CEI - First Time Cum Eating
    Holy
    138.7K 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
    Glory hole first time cum in my mouth
    07:00
    Glory hole first time cum in my mouth
    92.3K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.4M views
    Mommy Holy - JOI CEI - your first time cum eating - Red Light Green Light
    11:55
    Mommy Holy - JOI CEI - your first time cum eating - Red Light Green Light
    Holy
    15K views
    Sissy cum dump compilation
    28:49
    Sissy cum dump compilation
    2.6M views
    Sissy Johanne gets fucked 2 times
    19:17
    Sissy Johanne gets fucked 2 times
    Johanne95
    84.7K views
    Tranny takes condom off
    01:55
    Tranny takes condom off
    339.9K views
    It’s not just pegging baby, it’s me staking my claim inside your body, one thrust at a time
    04:32
    It’s not just pegging baby, it’s me staking my claim inside your body, one thrust at a time
    PixieglitchTS
    1.6K views
    HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
    01:12
    HIS FIRST TIME FUCKED BY A LADYBOY AND HE CUM
    1M views
    Indian Shemale -Slowly Slowly Inside Dick Shemale A Beautiful Boys Hotels Room Fucking In Afternoon Time - Desi Movie
    11:45
    Indian Shemale -Slowly Slowly Inside Dick Shemale A Beautiful Boys Hotels Room Fucking In Afternoon Time - Desi Movie
    Permi_pooja
    190.3K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Transgender Jill Valentine Fucking a Tight Ass Hole and Cums Multiple Times Inside
    01:36
    Transgender Jill Valentine Fucking a Tight Ass Hole and Cums Multiple Times Inside
    GoodNewsMedia
    1.1K views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    I am Elena Andreou, a horny Greek girl and very much a slut. I want to have a cock inside me all the time. I am a very crazy cro
    11:44
    I am Elena Andreou, a horny Greek girl and very much a slut. I want to have a cock inside me all the time. I am a very crazy cro
    Greek cross lovers
    3.6K views
    Riding POV before he cums inside me
    04:33
    Riding POV before he cums inside me
    Littlemapleberry
    1M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to First Time Cum Inside

    • Monster Cock Shemale Makes Guy Scream
    • Cute Femboy Cums While Riding Dick
    • Virgin Tight Pussy First Time Sex
    • Cum Inside Guys Ass
    • Ladyboys Shemales Cumming With Help
    • Sissy Boy Getting Fucked Hard
    • Homemade Anal Painful
    • Surprise I Have a Penis
    • Real Caught on Camera
    • He Can't Take It
    • Innocent Teen
    • Huge Cumshot Straight to the Mouth
    • No Condom and Creampied
    • Unexpected Blowjob
    • Best Trap
    • Please Stop
    • Me Cuming in My Own Face
    • Cruel Domination
    • Secret Sissyboy
    • Extreme Pain

    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