PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    ICE MELTING SALE — 50% OFF 🧊🔥 Limited-time deal

    MILF Date Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Date
    Milf
    Shemale Date
    Sissy Date
    Trans Date
    Ts Date
    Crossdresser Date
    Tranny Date
    Ladyboy Date
    First Date
    Cd Date
    Pov Date
    Romantic Date
    Hotel Date
    Date Night
    Surprise Date
    Grindr Date
    Milf Sex
    Milf Shemale
    Fuck MILF
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Masturbating after date with trans woman
      10:06
      Masturbating after date with trans woman
      linktree
      1.2K views
    • Futa Dating Simulator 4 Monica Is a Fat Slut Who Want to Get Fucked
      28:02
      Futa Dating Simulator 4 Monica Is a Fat Slut Who Want to Get Fucked
      FapHouse
      1.2K views
    • Dating turns into anal sex with shemale for lucky guy
      05:00
      Dating turns into anal sex with shemale for lucky guy
      Trans 500
      242.3K views
    • Ebony trans girflriend begs for facial cumshot during date
      06:15
      Ebony trans girflriend begs for facial cumshot during date
      GenderX
      54.7K views
    • xsannetjuhx dildo boi pussy before date
      00:45
      xsannetjuhx dildo boi pussy before date
      Sanne
      8.5K views
    • Virtual date with Kitsy. Transgender date(non sexual,no sex)
      04:36
      Virtual date with Kitsy. Transgender date(non sexual,no sex)
      Kitsy Meow
      13.1K views
    • SweetCakeTS - Crystal Vias Getting Ready for the First Date
      01:48
      SweetCakeTS - Crystal Vias Getting Ready for the First Date
      SweetcakesTee
      19.4K views
    • A Date with Domino TransAngels
      00:47
      A Date with Domino TransAngels
      Trans Angels
      8.6K views
    • Would you date a pretty gamer trans girl like me?
      02:08
      Would you date a pretty gamer trans girl like me?
      Paris Angella
      3.1K views
    • Futa Dating Simulator 1 Meeting Mary and Got Fucked.
      34:48
      Futa Dating Simulator 1 Meeting Mary and Got Fucked.
      FapHouse
      1.8K views
    • Tracyluv In Date a Sissy
      28:28
      Tracyluv In Date a Sissy
      22.4K views
    • brazilian Tgirl Deborah Mastronelly dates her bf an
      04:45
      brazilian Tgirl Deborah Mastronelly dates her bf an
      6.5K views
    • sexy sissy lovedoll in hot lingerie and big dildo anal
      01:35
      sexy sissy lovedoll in hot lingerie and big dildo anal
      FapHouse
      1.5K views
    • amature Crossdresser waiting on her date
      00:38
      amature Crossdresser waiting on her date
      10.1K views
    • Fisting & Fucking Date
      26:52
      Fisting & Fucking Date
      73K views
    • Hot date with Xhamster tgirl Kim Latino
      01:28
      Hot date with Xhamster tgirl Kim Latino
      34.3K views
    • Tegan and Skylars Date Night Preview
      01:43
      Tegan and Skylars Date Night Preview
      Skylar Adams xxx
      26.8K views
    • Tinder Date Gone Wrong
      00:26
      Tinder Date Gone Wrong
      Shinys Bound SluTS
      23.1K views
    • Kathoey Dating...CC
      02:45
      Kathoey Dating...CC
      9.7K views
    • My Thai Date has a cock under her Skirt
      18:16
      My Thai Date has a cock under her Skirt
      FapHouse
      4.7K views
    • Tinder Date Fucks Blonde Skinny Shemale with Thick Cock in Tight Asshole
      08:12
      Tinder Date Fucks Blonde Skinny Shemale with Thick Cock in Tight Asshole
      FapHouse
      1K views
    • Blonde Skinny Ladyboy Fucked Anally Outdoors on First Date
      08:12
      Blonde Skinny Ladyboy Fucked Anally Outdoors on First Date
      FapHouse
      1.3K views
    • Dating fantasy gameplay part 8
      06:10
      Dating fantasy gameplay part 8
      Amaran
      3K views
    • Futa Dating Simulator 7 Nora Is Playing Hard to Get.
      28:38
      Futa Dating Simulator 7 Nora Is Playing Hard to Get.
      FapHouse
      1.4K views
    • Skinny Latin Tranny Fucked Anally by Guys on a Date
      19:14
      Skinny Latin Tranny Fucked Anally by Guys on a Date
      FapHouse
      796 views
    • Storyboard - Date With Her Dick
      50:30
      Storyboard - Date With Her Dick
      66.3K views
    • Jen Date Night
      20:44
      Jen Date Night
      34K views
    • Big Tranny fucks guy Dustin on first date
      02:00
      Big Tranny fucks guy Dustin on first date
      Trans 500
      73.1K views
    • first date right in the ass fucked tranny shows lover what a hard cock is
      17:58
      first date right in the ass fucked tranny shows lover what a hard cock is
      onlyvidz
      56.1K views
    • Date night with a trans girl
      01:10
      Date night with a trans girl
      linktree
      9.6K views
    • Good Girls Wear Chastity Cages For Dates
      01:19
      Good Girls Wear Chastity Cages For Dates
      Vocalz_i7
      7.4K views
    • Going on date..., it ends happily...
      02:57
      Going on date..., it ends happily...
      Minttucd
      1.9K views
    • Horny Big Titted Tranny Fucked in Her Tight Asshole on Their First Date
      08:12
      Horny Big Titted Tranny Fucked in Her Tight Asshole on Their First Date
      Shemale TS Collection
      1.1K views
    • Futa Dating Simulator 8 Ruth Is Afraid of Relationships
      25:27
      Futa Dating Simulator 8 Ruth Is Afraid of Relationships
      FapHouse
      1K views
    • Ladyboy Namnueng Dating Game Creampie
      06:12
      Ladyboy Namnueng Dating Game Creampie
      Ladyboys Fucked Bareback
      131.1K views
    • sweet kinky sub lovedoll anal dildo cum
      07:56
      sweet kinky sub lovedoll anal dildo cum
      FapHouse
      3.9K views
    • Sissy Cathy before date
      01:10
      Sissy Cathy before date
      SissyCathy56
      1.2K views
    • Wolfie Style: Episode 1 Preview
      01:42
      Wolfie Style: Episode 1 Preview
      Wolfie
      2.6K views
    • Fantasy Dating:  Futa Fucks Girl In Her Mouth, Rough Deepthroat And Facial Cumshot Part 4
      08:12
      Fantasy Dating: Futa Fucks Girl In Her Mouth, Rough Deepthroat And Facial Cumshot Part 4
      Dirty GamesxXx
      1.6K views
    • COURTNEY & SAM APPLEBY - COUNTRY DATE NIGHT
      12:39
      COURTNEY & SAM APPLEBY - COUNTRY DATE NIGHT
      26.2K views
    • date to church ?
      03:43
      date to church ?
      30.8K views
    • Sexy MtF waiting for Her date to come over and fuck Her Big Ass
      08:36
      Sexy MtF waiting for Her date to come over and fuck Her Big Ass
      GreatLateDate
      4.4K views
    • Futa Dating Simulator 9 All Shirley Can Think About Is Sex.
      29:19
      Futa Dating Simulator 9 All Shirley Can Think About Is Sex.
      FapHouse
      1.3K views
    • Futa Dating Simulator 3 Ruby Is Teasing Him with Her Sexy College Outfit
      29:49
      Futa Dating Simulator 3 Ruby Is Teasing Him with Her Sexy College Outfit
      FapHouse
      998 views
    • Tinder Date Gets a Titjob From a Tranny and Then Gets Anal Sex with Her
      05:44
      Tinder Date Gets a Titjob From a Tranny and Then Gets Anal Sex with Her
      Shemale TS Collection
      765 views
    • Amateur tgirl analfucked doggystyle on a date
      06:06
      Amateur tgirl analfucked doggystyle on a date
      167.8K views
    • has special needs finally finds a date Casey Kisses
      04:24
      has special needs finally finds a date Casey Kisses
      5K views
    Previous page
    Next page
    1
    1. 1
    2. ...
    3. 7
    4. 8
    5. 9
    6. 10
    7. 11
    8. ...
    9. 45
    10. ...
    11. 80
    80

    Searches Related to MILF Date

    • Mother in Law
    • First Time Shemale
    • Lesbian Stepmom
    • Mature Breastfeeding
    • Freeuse Family
    • Fucks Girl
    • Vintage MILF
    • Mature Shemale
    • Beautiful Shemale Fuck Girl
    • Wife Swallows
    • Big Tit Milfs
    • Young Step Sister
    • Wife Ass Fuck
    • Sissy Faggot
    • Sissy Schoolgirl
    • Melinda James
    • Big Tit MILF
    • Straight
    • Ladyboy Fucks Guy
    • Stepmom Susan
    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