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
    -50%
    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
    50% OFF Tokens for XXXmas Warm up your nights on xHamsterLive with someone special!
    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
    • Homemade
    • Mature
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Straight Guy First Time Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    First
    Guy
    Time
    Guy First Time
    Guys First
    Crossdresser First Time
    Young First Time
    First Time Shemale
    Fucks Guy
    Fuck Guy
    First Time Virgin
    Straight Guy
    First Time Anal
    First Date
    Homemade First Time
    Creampie Guy
    First BBC
    Adult Time
    Delivery Guy
    First Time Trans
    Best Videos
    By clicking the content you will also see an ad. AD
    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
    593.7K views
    TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING
    22:37
    TRANNY SHEMALE FUCKS STRAIGHT GUY - FIRST TIME TRANSSEXUAL FUCKING
    Radical Shemale
    143.9K views
    surprise she has dick
    07:34
    surprise she has dick
    247.9K views
    Alexia St James Straight Guy Glory Whore Ep 9 Dominant Daddy
    05:49
    Alexia St James Straight Guy Glory Whore Ep 9 Dominant Daddy
    Alexia St James
    72.9K views
    Another straight boy turned by Elizabeth Stewart
    04:05
    Another straight boy turned by Elizabeth Stewart
    Elizabeth Stewart
    2.9M views
    Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
    07:41
    Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star
    Gray Perrier
    141.7K 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
    267.8K views
    Trans sucking the cock of the first-time heterosexual in secret
    06:34
    Trans sucking the cock of the first-time heterosexual in secret
    Allison-Nopor
    18.2K views
    Hostel Surprise
    37:09
    Hostel Surprise
    3M views
    Straight for the first time
    01:52
    Straight for the first time
    Asiat_94
    16.9K 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
    366.9K views
    First time  ever taking a 14 inch
    03:10
    First time ever taking a 14 inch
    bott17
    804 views
    Guy loses bet turns into sissy CD giving blowjob
    04:52
    Guy loses bet turns into sissy CD giving blowjob
    1.2M views
    Tranny Jerks Straight Mans Cock for the first time - Cumshot
    00:39
    Tranny Jerks Straight Mans Cock for the first time - Cumshot
    4.2K views
    Guy gets fooled into sex with a shemale
    06:15
    Guy gets fooled into sex with a shemale
    Love4TS
    2.6M views
    POV Night Sister Trans Femboy Blowjob Sexy Eyes Tongue Feet Ass Cum on Tits
    16:56
    POV Night Sister Trans Femboy Blowjob Sexy Eyes Tongue Feet Ass Cum on Tits
    NightSisterLil1
    51.6K views
    Surprise! She has a cock!
    00:49
    Surprise! She has a cock!
    288K views
    married straight wanted more
    09:46
    married straight wanted more
    182.1K views
    Tricking my neighbor and fucking his ass
    03:49
    Tricking my neighbor and fucking his ass
    Elizabeth Stewart
    583.1K views
    Sexy bitch
    04:54
    Sexy bitch
    Karma Rainbow Smith D
    161.4K views

    Relevant Short videos

    First Time Straight Guy Blowjob With Trans girl in a Hotel
    First Time Straight Guy Blowjob With Trans girl in a Hotel
    6.8K views
    Memorable moment from "Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star"
    Memorable moment from "Trans Starlette Throat and Ass Fucked for the first time by a real Porn Star"
    Gray Perrier
    363 views
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL | Clip 1
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL | Clip 1
    TinaQueen_noa
    just added
    TS Isabelly Santana fucks straight guy
    TS Isabelly Santana fucks straight guy
    Love Her Dick
    567 views
    Dick time
    Dick time
    Fatfuvk Big Boy
    1.9K views
    My First Time Fucking a Woman!!
    My First Time Fucking a Woman!!
    ASC_Media
    1.4K views
    I'll fill your asshole with cum to overflowing
    06:01
    I'll fill your asshole with cum to overflowing
    MrNastyXavier
    1.7M views
    Amateur Trans teen pornstar Jesse Montez gives sloppy blowjob to obnoxious straight white boy
    01:36
    Amateur Trans teen pornstar Jesse Montez gives sloppy blowjob to obnoxious straight white boy
    JsseMontz
    51.4K views
    My first sex with a Ladyboy
    20:22
    My first sex with a Ladyboy
    1.1M views
    Alexia St James Memorial Day Fuck 2014 Straight Married Dick
    07:46
    Alexia St James Memorial Day Fuck 2014 Straight Married Dick
    Alexia St James
    30.6K 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
    999.5K views
    Alexia St James Horny Straight Cable Guy Nails Me In My Ass
    02:20
    Alexia St James Horny Straight Cable Guy Nails Me In My Ass
    Alexia St James
    42K views
    I PICKED UP A STRAIGHT GUY FROM THE HOTEL and I gave him the best blowjob ever
    01:28
    I PICKED UP A STRAIGHT GUY FROM THE HOTEL and I gave him the best blowjob ever
    TS Kylie Star
    110.5K views
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL
    08:50
    STRAIGHT FRIEND MASTURBATES WITH MY VEINDO MY BOYFRIEND MASTURBATING ON VIDEO CALL
    TinaQueen_noa
    4K views
    Another straight guy getting tricked by this hot tgirl
    26:17
    Another straight guy getting tricked by this hot tgirl
    1.1M views
    Trans Janette Jones Creampied by straight friend
    06:47
    Trans Janette Jones Creampied by straight friend
    39.7K views
    Hot T GIRL with college boy.
    29:02
    Hot T GIRL with college boy.
    2.8M views
    Shemale sloppytoppy seduce straight friend
    05:11
    Shemale sloppytoppy seduce straight friend
    Buddy rider
    6.9K views
    Don't do this to me! I do not like it!
    03:01
    Don't do this to me! I do not like it!
    718.3K views
    Alexia St James Horny Store Clerk Doggy Style Straight Cock
    02:26
    Alexia St James Horny Store Clerk Doggy Style Straight Cock
    Alexia St James
    16.7K views
    Elizabeth Stewart fucks a guy's ass bareback in the sauna
    03:03
    Elizabeth Stewart fucks a guy's ass bareback in the sauna
    Elizabeth Stewart
    462.6K views
    Heterflexible straight discrete I adore
    04:02
    Heterflexible straight discrete I adore
    Karma Rainbow Smith D
    14.6K views
    boy first time with trans
    10:18
    boy first time with trans
    426.2K views
    Bald androgyny is fun
    00:32
    Bald androgyny is fun
    Karma Rainbow Smith D
    10.6K views
    Dads Bestmate Bangs Femboy
    05:11
    Dads Bestmate Bangs Femboy
    mothplayboy
    651.1K views
    Where are the equally sexy men?
    03:05
    Where are the equally sexy men?
    Karma Rainbow Smith D
    20.3K views
    19 year old trans fucked hard by stranger in hotel room
    05:38
    19 year old trans fucked hard by stranger in hotel room
    Crystal Phoenix
    115.4K views
    For straight men only - YIKES
    00:52
    For straight men only - YIKES
    Karma Rainbow Smith D
    30.7K views
    The trans that every hetero dreams of!
    23:07
    The trans that every hetero dreams of!
    Quente Club
    824K views
    You like
    00:27
    You like
    Karma Rainbow Smith D
    9.7K views
    Lovely young girl is a shemale with big cock
    08:11
    Lovely young girl is a shemale with big cock
    10.2M views
    First timer tops feel best to bttm for
    00:24
    First timer tops feel best to bttm for
    Karma Rainbow Smith D
    4.9K 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
    2M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Straight Guy First Time

    • Shemale With Straight Guy
    • Bi Curious Husband First Time
    • Ts Seducing Shy Men
    • Surprise I Have a Dick
    • Giving Him an Experience
    • Real Amateur Homemade
    • Tranny Surprises Her Date
    • Trans Fucks Boyfriend
    • Do You Like Boys
    • Please Don T Fuck Me
    • Gorgeous Transgender Sucking Cock
    • Cute Trap
    • Married Man Seduced by Man
    • He Can't Take It
    • Cum Too Soon Too Fast
    • Couple Making Love
    • Not Gay
    • Grindr Hookup
    • Feminine Guys
    • Unexpected Blowjob

    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 - 2025, 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