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

    Sissy Plug Training Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • sissy Deep Meditation
      01:23:26
      sissy Deep Meditation
      103.2K views
    • Anal Stretch and Gape Webcam Session with Multiple Hot Toys!
      01:02
      Anal Stretch and Gape Webcam Session with Multiple Hot Toys!
      FapHouse
      1.1K views
    • mistress cages sissy
      12:29
      mistress cages sissy
      953.7K views
    • Anal slut prolapse on inflatable butt plug
      02:55
      Anal slut prolapse on inflatable butt plug
      BimboButt30
      just added
    • Become Sissy Slut
      10:39
      Become Sissy Slut
      409.5K views
    • Staying Plugged for a Long Time After Ruining My Pussy for 10 Hours
      01:59
      Staying Plugged for a Long Time After Ruining My Pussy for 10 Hours
      FapHouse
      just added
    • Feminize Yourself
      16:07
      Feminize Yourself
      451.3K views
    • Compile VANesSaBITCHxx  photos SEXxLive 2023
      32:17
      Compile VANesSaBITCHxx photos SEXxLive 2023
      Allmylinks
      18.1K views
    • Do Not Be Afraid Sissy
      06:12
      Do Not Be Afraid Sissy
      624.6K views
    • Pussless Lotus 100 Butt Plug - Toptoys - Gape Training
      01:28
      Pussless Lotus 100 Butt Plug - Toptoys - Gape Training
      FapHouse
      269 views
    • Sissy Whiteboy Training
      01:23:19
      Sissy Whiteboy Training
      205.9K views
    • Deep Anal Training and Extreme Dilation
      09:02
      Deep Anal Training and Extreme Dilation
      Pamela Rico
      9.7K views
    • Becoming a Sissy
      07:40
      Becoming a Sissy
      504.5K views
    • Intense Sissygasm in Chastity while Plugged and Cum Recycling
      02:09
      Intense Sissygasm in Chastity while Plugged and Cum Recycling
      NAT0NYA
      10.9K views
    • SISSY maker
      06:48
      SISSY maker
      970.3K views
    • Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep2: Larg Size Anal Plug
      10:49
      Sis-k on Pink Chinese Dress Try on Three Size of Anal Plug Ep2: Larg Size Anal Plug
      SissyKanisa
      4.6K views
    • Strapon Sissies
      29:36
      Strapon Sissies
      187.2K views
    • Jasmyne Jaye's Sissy Training Compilation Part 2 of 3
      07:37
      Jasmyne Jaye's Sissy Training Compilation Part 2 of 3
      Jasmyne Jaye
      1.4K views
    • sissy chastity poppertrainer featuring sissy joyce
      03:14
      sissy chastity poppertrainer featuring sissy joyce
      131.2K views
    • Sissy Tries Butt Plug and Chastity For The First Time - Sissy Housewife
      18:40
      Sissy Tries Butt Plug and Chastity For The First Time - Sissy Housewife
      SissyHousewife
      5.8K views
    • You are a woman -sissy trainer
      04:12
      You are a woman -sissy trainer
      361.7K views
    • Relevant Short videos

      Unforgettable moment from "Big Butt Plug Training"
      Unforgettable moment from "Big Butt Plug Training"
      SlutDebraTG
      374 views
      Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You
      Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You
      FapHouse
      13.4K views
      Sissy Sanne gets another task from daddy
      Sissy Sanne gets another task from daddy
      Sanne
      5.3K views
      Kelli takes a nasty jewel plug ass to mouth!
      Kelli takes a nasty jewel plug ass to mouth!
      Kelli UK
      4.1K views
      Sasha Earth have anal sex at home with dildo toys
      Sasha Earth have anal sex at home with dildo toys
      Sasha Earth
      6.5K views
      Black Vs Violet Anal Plug Vibes
      Black Vs Violet Anal Plug Vibes
      FapHouse
      2.6K views
    • Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina
      00:50
      Prisoner Kanisa Get Punishment From Officer Wei and Officer Reina
      SissyKanisa
      3.7K views
    • sissies need chastity
      04:49
      sissies need chastity
      174.5K views
    • The Only Way A Sissy Should Cum
      05:18
      The Only Way A Sissy Should Cum
      SissyStacey14
      4.1K views
    • sissy Cock Worship
      04:53
      sissy Cock Worship
      572.9K views
    • Locked Latex Sissy inflates plug to massage prostate
      01:03
      Locked Latex Sissy inflates plug to massage prostate
      Sissy Sidney
      12.4K views
    • Sissy Dildo Trainer (advanced)
      17:02
      Sissy Dildo Trainer (advanced)
      220.8K views
    • PROMO Anal Gapefart Session! I Wrecked My Noisy Gaping Hole with a Huge Dildo and Buttplug
      01:14
      PROMO Anal Gapefart Session! I Wrecked My Noisy Gaping Hole with a Huge Dildo and Buttplug
      FapHouse
      4.2K views
    • I can teach you everything you need to become a sissy
      16:00
      I can teach you everything you need to become a sissy
      Sissy Instruction
      63.1K views
    • Sissykanisa Crossdresser Play with Inflatable Anal Plug and Pinky Cock Cage
      32:48
      Sissykanisa Crossdresser Play with Inflatable Anal Plug and Pinky Cock Cage
      FapHouse
      7.8K views
    • Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
      05:11
      Sissy Cuckold Fed Creampie And Cum Foot Worship - Jessica Bloom ft Polieana
      Jessica Bloom
      283.3K views
    • Riding a Bad Dragon Dildo Untill I Anal Gape My Slutty Asshole
      01:31
      Riding a Bad Dragon Dildo Untill I Anal Gape My Slutty Asshole
      FapHouse
      2.8K views
    • sissy training video
      11:54
      sissy training video
      177.2K views
    • Sissy outdoors slutwalk chastity,plugged,
      01:49
      Sissy outdoors slutwalk chastity,plugged,
      Maria Stephanie
      4.3K views
    • sissy chastity slut poppertrainer
      06:56
      sissy chastity slut poppertrainer
      106.1K views
    • Chipiebitch Come on, Get on 4 Legs and Push-ups, Little Slut
      25:01
      Chipiebitch Come on, Get on 4 Legs and Push-ups, Little Slut
      Allmylinks
      5K views
    • Sissy identity
      08:50
      Sissy identity
      586.7K views
    • Sissy gape training
      01:16
      Sissy gape training
      Elise Woods
      4.2K views
    • Poppers Anal trainning Sissy Slut
      04:18
      Poppers Anal trainning Sissy Slut
      Lola Spais
      345.5K views
    • Sissy Sky in lingerie and chastity daof anal training with multiple dildos and cum once hands free and again right after
      14:35
      Sissy Sky in lingerie and chastity daof anal training with multiple dildos and cum once hands free and again right after
      Secret Sissy Sky
      5.7K views
    • Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
      08:11
      Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
      Jessica Bloom
      118K views
    • BNWO: Cute Sissy's 100 Ball busting HITS while Stuffed with Two Dildos in Her Ass
      05:23
      BNWO: Cute Sissy's 100 Ball busting HITS while Stuffed with Two Dildos in Her Ass
      NAT0NYA
      5.9K views
    • family fun 1.mp4
      13:05
      family fun 1.mp4
      1.8M views
    • Masked Muscle Sissy Riding Juicy Wrecked Ass on a BBC Anal Dildo
      03:11
      Masked Muscle Sissy Riding Juicy Wrecked Ass on a BBC Anal Dildo
      G8pess
      949 views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.2M views
    • Sissy Slut Helene huge plug locked in her gaping Ass Cunt
      28:22
      Sissy Slut Helene huge plug locked in her gaping Ass Cunt
      51.6K views
    • sissy dildo trainer - emma
      13:39
      sissy dildo trainer - emma
      114K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Shemale Fucks Guy
    Black
    Big Cock
    Shemale Fucks Shemale
    Amateur
    Shemale Fucks Girl
    Sissy
    Ladyboy
    Guy Fucks Shemale
    Compilation
    Blowjob
    Big Black Cock
    Cum In Mouth
    Big Ass
    Creampie
    Bareback
    Cumshot
    Mature
    Homemade
    Teen
    Masturbation
    Domination
    Anal
    Transgender
    Brazilian
    Asian
    Solo
    BBW
    Mexican
    Cartoon
    Interracial
    Big Tits
    Vintage
    Japanese
    Young
    Small Cock
    Thai
    Gangbang
    Trans Woman
    Lingerie
    Threesome
    Petite
    BDSM
    Colombian
    Public
    Couple
    Rough Sex
    MILF
    POV
    Anal Masturbation
    Cuckold
    Dildo
    Small Tits
    Stockings
    Babysitter
    Trans Man
    Handjob
    Outdoor
    Indian
    Hentai
    Chinese
    FTM
    Group Sex
    Fetish
    Massage
    Bondage
    Pissing
    British
    Double Penetration
    Behind The Scenes
    Role Play
    German
    Anal Toy
    SFW
    All categories
    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