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

    Retro Sissy 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 Training by Darth Lana
      02:30
      Sissy Training by Darth Lana
      Verbal domination
      8.9K views
    • DICKS MAKE YOU HORNY – THE SISSY SONG FOR GAY BOIS
      07:41
      DICKS MAKE YOU HORNY – THE SISSY SONG FOR GAY BOIS
      Goddess Lana
      77.1K views
    • Focus on My Ass
      10:38
      Focus on My Ass
      Karma Rainbow Smith D
      7K views
    • CUM BLAST from mushroom curved cock
      02:19
      CUM BLAST from mushroom curved cock
      Curved One
      13.2K views
    • Young adult rides huge cocks to the maximum
      04:18
      Young adult rides huge cocks to the maximum
      switchboy_41
      2.7K views
    • Alxtoyboys Valentine’s Day in a Paris Hotel – my first Penis
      10:04
      Alxtoyboys Valentine’s Day in a Paris Hotel – my first Penis
      Alxtoyboy
      7.9K views
    • nanga hona
      02:24
      nanga hona
      aeklout
      755 views
    • Red Stockings White Heels and a Big Dildo
      06:23
      Red Stockings White Heels and a Big Dildo
      Stephanovitsch
      409 views
    • Gay masturbation video in train
      05:11
      Gay masturbation video in train
      3.4K views
    • Sissy Training Verbal For UNCUT LOVER
      04:13
      Sissy Training Verbal For UNCUT LOVER
      178.8K views
    • REAL SISSY TRAINING BY A REAL BBC MASTER
      01:13
      REAL SISSY TRAINING BY A REAL BBC MASTER
      84.1K views
    • Sissy Training by a Hot Dominatrix
      03:14
      Sissy Training by a Hot Dominatrix
      littlemissbrat
      327.3K views
    • Sissy training for beta wimp fantasy on cock worship
      03:35
      Sissy training for beta wimp fantasy on cock worship
      95.7K views
    • Sex Machine Sissy Training
      05:06
      Sex Machine Sissy Training
      Sissy-Dani-In-Training
      42.5K views
    • Your First Appointment with Dr Vex - Clinical Sissy Training Preview
      01:52
      Your First Appointment with Dr Vex - Clinical Sissy Training Preview
      Doctor-Vex
      5.8K views
    • CD Sissy Training How To Swallow Cum
      09:43
      CD Sissy Training How To Swallow Cum
      338K views
    • SISSY TRAINING - Slut riding Dildo - Cumming and Moaning
      04:00
      SISSY TRAINING - Slut riding Dildo - Cumming and Moaning
      Kinkymah
      57.8K views
    • Sissy training, russian subtitles
      10:22
      Sissy training, russian subtitles
      328.6K views
    • Doggy style sissy training in a red dress and white pumps
      06:41
      Doggy style sissy training in a red dress and white pumps
      SissyQueenMiriam
      26.5K views
    • Sissy training turning him into a cock loving slut
      07:15
      Sissy training turning him into a cock loving slut
      BiHowRu
      17.7K views
    • Sissy training for beta wimp s
      04:14
      Sissy training for beta wimp s
      23.9K views
    • Chastity cage after a week of sissy training, dreaming of a daddy's cock
      02:20
      Chastity cage after a week of sissy training, dreaming of a daddy's cock
      P PerpetualBurn
      18.6K views
    • Sissy Training
      05:39
      Sissy Training
      cdCrystal
      19.8K views
    • Sissy Training - Makeup and FIRST BIG COCK
      17:30
      Sissy Training - Makeup and FIRST BIG COCK
      S1monReilly
      12.5K views
    • Sissy Training to Please
      10:40
      Sissy Training to Please
      SissyKristina
      25K views
    • Sissy Training Her Holes
      06:16
      Sissy Training Her Holes
      cdCrystal
      9.2K views
    • SISSY TRAINING
      06:27
      SISSY TRAINING
      Slutty Femboy
      9.4K views
    • crossdresser  Sissy training webcam show
      41:36
      crossdresser Sissy training webcam show
      Riapantyhose
      3.8K views
    • sissy training
      24:39
      sissy training
      7K views
    • Sissy training asspussy with fuck machine for rough breeding, while her sissy clit is caged tight.
      10:01
      Sissy training asspussy with fuck machine for rough breeding, while her sissy clit is caged tight.
      Whitesissy860
      3.9K views
    • Some sissy training!
      17:47
      Some sissy training!
      Sissy Dae
      876 views
    • Destroy My Asshole Huge Inflatable Anal Dildo Sissy Training - Full Video on LayneLovee Manyvids
      01:07
      Destroy My Asshole Huge Inflatable Anal Dildo Sissy Training - Full Video on LayneLovee Manyvids
      Layne Love
      5.9K views
    • Sissy training asspussy with realistic black cock dildo using machine PT1
      06:21
      Sissy training asspussy with realistic black cock dildo using machine PT1
      Whitesissy860
      3.7K views
    • Sissy Training - Dildo fuck part 2!
      01:56
      Sissy Training - Dildo fuck part 2!
      FatSissySlut93
      3.1K views
    • Cumming By Anal Masturbation - Femboy Sissy Training by Hannah
      07:22
      Cumming By Anal Masturbation - Femboy Sissy Training by Hannah
      Asura
      7.1K views
    • Sissy Training
      12:32
      Sissy Training
      51.8K views
    • Sissy Training Showing in Thong and Seamless Pantyhose
      02:30
      Sissy Training Showing in Thong and Seamless Pantyhose
      GreatLateDate
      3.2K views
    • Sissy training
      05:15
      Sissy training
      1.8K views
    • Sissy Training 4 - Chastity Cum with a Massive Dildo Inside Me Full Video on LayneLovee Manyvids
      01:11
      Sissy Training 4 - Chastity Cum with a Massive Dildo Inside Me Full Video on LayneLovee Manyvids
      Layne Love
      14.7K views
    • Schoolgirl Yelena Sissy Training
      03:44
      Schoolgirl Yelena Sissy Training
      4.6K views
    • Sissy training
      00:18
      Sissy training
      Sissy boi
      2K views
    • Sissy training
      02:27
      Sissy training
      2.2K views
    • Sissy Training - Wrecking My Pussy and Loving It
      11:16
      Sissy Training - Wrecking My Pussy and Loving It
      BubbleButt45
      611 views
    • Sissy training
      02:24
      Sissy training
      36.7K views
    • Locked sissy training
      00:27
      Locked sissy training
      8.8K views
    • Sissy training to deepthroat on a dildo
      01:14
      Sissy training to deepthroat on a dildo
      4.7K views
    • Sissy training headphone
      06:10
      Sissy training headphone
      4.1K views
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 41
    9. ...
    10. 80
    80

    Categories

    American
    4K Porn
    HD Videos
    VR Porn
    Big Cock
    Bareback
    Crossdresser
    Daddy
    Black
    Amateur
    Blowjob
    Old & Young
    Straight Guy
    Twink
    Femboy
    Homemade
    BBC
    Grandpa
    Mexican
    Interracial
    Cum Swallowing
    Compilation
    Masturbation
    Bear
    DILF
    Latino
    Creampie
    Mature
    Gangbang
    Glory Hole
    Cum In Mouth
    Group Sex
    First time
    Anal
    Vintage
    Chubby
    Asian
    Sissy
    Rough Sex
    Muscular
    Cumshot
    Teen
    Massage
    Old
    Threesome
    Big Ass
    BDSM
    Indian
    Handjob
    Young
    Hairy
    Small Cock
    Public
    Fat
    Ass Licking
    Couple
    Cartoon
    Solo
    Nigerian
    Japanese
    Domination
    African
    Hunk
    Locker Room
    Arab
    Outdoor
    Chinese
    College
    Nude
    Cum Tribute
    Middle-Aged
    Skinny
    Dildo
    Fisting
    Military
    German
    Man
    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