PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels

    Pegging My Boyfriend Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Pegging
    Boyfriend
    Sissy Pegging
    Femdom Pegging
    Sissy Boyfriend
    Pegging Crossdresser
    Trans Pegging
    Chastity Pegging
    Wife Pegging
    Pegging Femboy
    Breeding Boyfriend
    Pegging Compilation
    Crossdresser Boyfriend
    My Wife
    Shemale Boyfriend
    Pegging Cum
    Pegging Threesome
    Fucks Boyfriend
    Mistress Pegging
    Pegging Orgasm
    HD
    Full HD
    4K
    VR
    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
    • Seeing my boyfriend fuck her is so hot
      13:45
      Seeing my boyfriend fuck her is so hot
      Shemales Fuck Couples
      4.3K 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
    • Seeing my boyfriend fuck her tranny ass is so hot
      14:18
      Seeing my boyfriend fuck her tranny ass is so hot
      Shemales Fuck Couples
      3.5K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.2M views
    • Sissy gets pegged
      04:31
      Sissy gets pegged
      195.7K views
    • Pegging my bitch boy
      01:00
      Pegging my bitch boy
      1.7K views
    • Femdom pegging
      05:27
      Femdom pegging
      49.7K views
    • Teaser of Mistress Ruby Pegging My Tight Little Ass
      00:30
      Teaser of Mistress Ruby Pegging My Tight Little Ass
      Jimmyandthejanksters
      2.9K views
    • Curvy tattooed wife pegging trans schoolgirl slut
      11:26
      Curvy tattooed wife pegging trans schoolgirl slut
      320.6K views
    • College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to
      00:53
      College Pegging Part 2 - Miss Mk's Office - the Girls Get Dragged Into the Heads Office to Explain What They Have Been up to
      Jasmine_dlight
      126.9K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.3M views
    • Dress Up Sissy Costume Tasks
      10:49
      Dress Up Sissy Costume Tasks
      Natalie Napoli
      22.4K 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
    • Lelu Love-Worship My Feet Take Pegging And CEI
      05:01
      Lelu Love-Worship My Feet Take Pegging And CEI
      Lelu Love
      208K 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
    • Jasmine_dlight & Miss Lolalu - Sensual and Intense Pegging - Loving BBW Takes Her Time Taking My Gaping Shemale Ass
      14:17
      Jasmine_dlight & Miss Lolalu - Sensual and Intense Pegging - Loving BBW Takes Her Time Taking My Gaping Shemale Ass
      Jasmine_dlight
      22K views
    • Hostel Surprise
      37:09
      Hostel Surprise
      3.1M views
    • How do you like my new Sissy? Meet Blaire_18 taking a strapon in her ass. Pegging doggy style.
      05:06
      How do you like my new Sissy? Meet Blaire_18 taking a strapon in her ass. Pegging doggy style.
      Dominatrix Nika
      25.5K 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
      394.9K views
    • Mistress Lilith Destroys my Ass
      02:43
      Mistress Lilith Destroys my Ass
      Loren Aprile
      78.2K views
    • huge pegging bisexual tranny and cuckold comp i made
      01:08:50
      huge pegging bisexual tranny and cuckold comp i made
      484.8K views
    • Sissy Bitch Fucked by My Strap-on #FemdomRAW
      00:45
      Sissy Bitch Fucked by My Strap-on #FemdomRAW
      Brat Perversions
      25.2K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      1.9M 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
      1.9K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.5M views
    • My Sissy Cums Again From the Huge BBC Oh, This Feels Amazing! I Hope You Can Do This Yourself?
      01:26
      My Sissy Cums Again From the Huge BBC Oh, This Feels Amazing! I Hope You Can Do This Yourself?
      FrinaXXX
      1.5K views
    • Mistress Eudora's Anal Slut
      05:28
      Mistress Eudora's Anal Slut
      Loren Aprile
      145.2K views
    • Putting my sissy ass in a test with huge 15 inch King Cock dildo in fucking machine
      05:21
      Putting my sissy ass in a test with huge 15 inch King Cock dildo in fucking machine
      Ylvis88
      29.2K views
    • Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      15:07
      Trans Hotties Smash Sexy Hunk Soldier - GenderXFilms
      GenderX
      2.7M views
    • Story of Kt - part 1 meeting my mistress April
      15:26
      Story of Kt - part 1 meeting my mistress April
      Loyalfans
      16K views
    • Guy gets fooled into sex with a shemale
      06:15
      Guy gets fooled into sex with a shemale
      Love4TS
      2.6M views
    • Gothic Femboy, My GF Pegging Me
      01:28
      Gothic Femboy, My GF Pegging Me
      23K views
    • Pegging Faggot Ass
      01:30
      Pegging Faggot Ass
      SexyFunCoupleNearU
      224.2K views
    • Cumming handsfree from pegging
      05:07
      Cumming handsfree from pegging
      Zoeycdgirl
      18.4K views
    • Black tgirl with giant tool fucking a white ass fat faggot
      11:38
      Black tgirl with giant tool fucking a white ass fat faggot
      Latina Tranny
      1.6M views
    • Sexy Sissy Gets Anal Training by Her MILF Mistress and Fucked with Huge Dildo and Cweet Cumshot
      11:12
      Sexy Sissy Gets Anal Training by Her MILF Mistress and Fucked with Huge Dildo and Cweet Cumshot
      Margo-apollo
      6.2K views
    • Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
      15:09
      Hard Rock Bottoms 16 (Trans, Pegging, Gay, Bi compilation)
      903.9K views
    • Jasmine Dlight & Valentina Rosa - the Three Handed Massage
      00:31
      Jasmine Dlight & Valentina Rosa - the Three Handed Massage
      Jasmine_dlight
      5.4K views
    • He Screams For Shemeat Compilation 2020 (TS TOPS)
      15:53
      He Screams For Shemeat Compilation 2020 (TS TOPS)
      2.9M views
    • Getting my fuzzy ginger hole pounded good by Trip Richards
      02:22
      Getting my fuzzy ginger hole pounded good by Trip Richards
      Logan Stanley
      8.5K views
    • Mistress Revenge Destroying my Ass in her hotel room
      01:51
      Mistress Revenge Destroying my Ass in her hotel room
      Loren Aprile
      230.3K views
    • Sexy TGirl Gigi gets a good pegging with my strap on
      08:09
      Sexy TGirl Gigi gets a good pegging with my strap on
      Lisa Essex
      20.7K views
    • Bubble butt slut strapon powerfucking TS! - v2
      06:37
      Bubble butt slut strapon powerfucking TS! - v2
      153K views
    • Fat Crossdresser Getting Dressed To Go Peg My Sissy Slut
      09:19
      Fat Crossdresser Getting Dressed To Go Peg My Sissy Slut
      SuperSizeCD
      6.6K views
    • Pegging Hardcore with Mistress Revenge
      05:36
      Pegging Hardcore with Mistress Revenge
      Loren Aprile
      17.5K views
    • Pegging My Sissy Gurlfriend
      00:40
      Pegging My Sissy Gurlfriend
      Fetish Explorers
      3K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Searches Related to Pegging My Boyfriend

    • Very Hard Homemade Strapon Pegging
    • Husband Pegged in Front of Wife
    • Joi Teasing Cum Together With Me
    • My Teacher Fucks My Ass After School
    • Nasty Punishment for Sissy Boy
    • Amateur Big Cock Trap Masturbating
    • Younger Schoolgirl Getting Fucked
    • Japanese Sex Robot
    • Futanari Male Sleepy Gym
    • Turning Him Into a Complete Bitch
    • Femboy Ind
    • Step Brother and Step Sister Fuck
    • Wife Helps Husband
    • Fucking Straight Guy Tied up
    • Blond Tranny Hammering Her Gay BF
    • Wam Sploshing Fetish
    • Teen 18 Dildo
    • Vacuum Bag Bondage
    • Tiny Ladyboy Anal
    • 2 Minute Stress Reliever
    Monetize your content
    Become a creator

    xHamster

    • About us
    • 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

    Earn money with us

    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    © 2026 xHamster - Free porn videos.
    Desktop 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