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

    Sissy Cum Trainer Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Cum
    Trainer
    Sissy Cum
    Sissy Cum Swallow Trainer
    Sissy Trainer Focus BBC Cum
    Sissy World Cum Piss Trainer
    Cum Trainer for Dumb Sissy Sluts
    Sissy World 3 Cum Piss Trainer
    Sissy Crossdresser
    Sissy Training
    Shemale Cum
    Bbc Sissy
    Sissy Feminization
    Young Sissy
    Ladyboy Cum
    Sissy Husband
    Trans Cum
    Sissy Chastity
    Sissy Compilation
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
      36:39
      EAT SHEMALE CUM HYPNO CEI TRAINER PART 3
      1.7M views
    • Britney Spears Sissy Cum Trainer
      08:04
      Britney Spears Sissy Cum Trainer
      32.1K views
    • Sissy Dreams 3
      26:07
      Sissy Dreams 3
      1.2M views
    • Sissy slut cum trainer
      08:25
      Sissy slut cum trainer
      124K views
    • How to train your sissy ass
      17:41
      How to train your sissy ass
      655.9K views
    • Sissy cum eating trainer RUS sub
      06:11
      Sissy cum eating trainer RUS sub
      225.3K views
    • sissy training
      39:53
      sissy training
      131.9K views
    • Tgirls Closeup Cumshot Compilation for Sissy
      25:07
      Tgirls Closeup Cumshot Compilation for Sissy
      3.4M views
    • Hypnotic sissy cum.
      13:29
      Hypnotic sissy cum.
      187.1K views
    • Bimbo Takes on BBC
      08:34
      Bimbo Takes on BBC
      TSRyley
      128.9K views
    • Sissy Cum Swallow Training 2
      03:52
      Sissy Cum Swallow Training 2
      459.1K views
    • Ryley Rails Dominates You
      06:51
      Ryley Rails Dominates You
      TSRyley
      48.2K views
    • Real sissy hypnotic
      24:43
      Real sissy hypnotic
      224.7K views
    • Admit That You Are a Slut For My Cum
      13:12
      Admit That You Are a Slut For My Cum
      Natalie Napoli
      333.1K views
    • anal orgasm training
      10:17
      anal orgasm training
      154.4K views
    • Kimber's Sissy Trainer
      07:12
      Kimber's Sissy Trainer
      Kimberhaven
      139.1K views
    • EAT SHEMALE CUM CEI TRAINER PART 2
      35:45
      EAT SHEMALE CUM CEI TRAINER PART 2
      515.2K views
    • The real gape trainer with 100mm girth
      08:39
      The real gape trainer with 100mm girth
      Ylvis88
      13.4K views
    • How to Swallow Your Own Cum - Sissy Training Guide
      08:54
      How to Swallow Your Own Cum - Sissy Training Guide
      Jessica Bloom
      123.6K views
    • Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune
      08:12
      Sissy Trainer and Encouragement BBC Anal Interracial Crossdresser Fiona Fortune
      Fiona Fortune
      11.8K views
    • SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      07:22
      SISSY TEST CHECK HOW NAUGHTY SLUT YOU ARE
      706.6K views
    • Relevant Short videos

      Hands free anal cum in chastity cage vladasexytrans
      Hands free anal cum in chastity cage vladasexytrans
      Vladasexytrans
      9.6K views
      Bad Sissy Came Without Permission
      Bad Sissy Came Without Permission
      SubmissiveFetish
      2.8K views
      Stunning moment from "Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky"
      Stunning moment from "Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky"
      Sissy Slut Chantal Sweet
      1.4K views
      Full Nude Watching Sissy Trainer Vid
      Full Nude Watching Sissy Trainer Vid
      Zoeydoll
      950 views
      Sissy Online Training Class- How Sissys Use Their Dicks
      Sissy Online Training Class- How Sissys Use Their Dicks
      Apple00001
      1.8K views
      Epic moment from "Sissy Slut posing in high heels"
      Epic moment from "Sissy Slut posing in high heels"
      Orchidee35
      657 views
    • Petra,s graduation party
      01:14:05
      Petra,s graduation party
      PetraTVsletje
      10.2K views
    • Sissy #2: Becoming A Cock Slut
      15:35
      Sissy #2: Becoming A Cock Slut
      861.5K views
    • Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock
      09:34
      Sissy Hypno Dildo Trainer for Cockcraving anal Sluts - featuring Chantal and the Hankeys Toys Thicky Nicky, Jackpot Monster Cock
      Sissy Slut Chantal Sweet
      103.8K views
    • Sissy  Mind Fuck
      09:35
      Sissy Mind Fuck
      750.7K views
    • Sissy Oksana cums very profusely during anal dildo training
      13:54
      Sissy Oksana cums very profusely during anal dildo training
      Oksana2021
      154.9K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      742.2K views
    • Sissy Femboy Bondage Feminization Training
      07:36
      Sissy Femboy Bondage Feminization Training
      Wraith931
      39.3K views
    • Eat Shemale Cum CEI pt.1
      11:13
      Eat Shemale Cum CEI pt.1
      1.1M views
    • Sissy slut Sasha Q anal orgasm compilation collection
      07:09
      Sissy slut Sasha Q anal orgasm compilation collection
      Sissy_Sasha_Q
      101K views
    • Sissies Guide for Loving Anal
      05:04
      Sissies Guide for Loving Anal
      183.7K views
    • Cock sucking trance
      07:26
      Cock sucking trance
      Z Zachfantisey
      38.1K views
    • Guide To Anal Training
      10:59
      Guide To Anal Training
      247.3K views
    • The best Sissy Trainer (Pop...s)
      12:46
      The best Sissy Trainer (Pop...s)
      225.9K views
    • AMBERSIS SISSY CUM SLUT
      06:20
      AMBERSIS SISSY CUM SLUT
      469.8K views
    • Epic Sissy Slut BBC Threesome With Ria Bentley and Lola Crystals
      07:07
      Epic Sissy Slut BBC Threesome With Ria Bentley and Lola Crystals
      Ria_Bentley
      64.5K views
    • My wife told me to play this
      11:13
      My wife told me to play this
      961.5K views
    • BBC Blowjob
      06:12
      BBC Blowjob
      TSRyley
      2.4K views
    • EAT SHEMALE CUM CEI TRAINER PT2
      35:45
      EAT SHEMALE CUM CEI TRAINER PT2
      834.4K views
    • Tgirl Riley & TgrilTrainerNL date #8 part I
      25:23
      Tgirl Riley & TgrilTrainerNL date #8 part I
      Tgirl Riley
      27.1K views
    • Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      10:16
      Chastity Sissygasm Guide How to Cum From Anal In a Cock Cage
      Jessica Bloom
      68.5K views
    • Dildo Training for Sissies, Femboys, Anal Sluts and Other Cock-hungry Holes - Ride Your Dildo Full of Passion.
      06:11
      Dildo Training for Sissies, Femboys, Anal Sluts and Other Cock-hungry Holes - Ride Your Dildo Full of Passion.
      Sissy Slut Chantal Sweet
      23.4K views
    • Cum Trainer
      04:03
      Cum Trainer
      672.7K views
    • PMV - Wishes (2019 sissy trainer pmv) bbc feet gape ass cum
      06:02
      PMV - Wishes (2019 sissy trainer pmv) bbc feet gape ass cum
      89.8K views
    • TLASS ANAL TOY SISSY POPPERS TRAINER
      10:11
      TLASS ANAL TOY SISSY POPPERS TRAINER
      167.2K views
    • Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
      01:51
      Sonechka tells how she managed to become a sissy whore. You just need to cum in your mouth everyday
      Sonechka25
      128.1K views
    • The Sissy Test
      17:18
      The Sissy Test
      513.2K 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 Sissy Cum Trainer

    • The Ultimate Sissy Trainer
    • Cum Training
    • Shemale Brainwash
    • Turning Cuck Husband Into Faggot
    • Bi Confusion
    • Sissification Process
    • Secret Sissyboy
    • Huge Load Compilation
    • Extreme Sissy BBC Trainer
    • Femboy Trap
    • Ladyboy BDSM
    • Trans Cumpilation
    • How to Suck Dick
    • 2 Sissies 1 Chastity Cage
    • Goon Addiction Brainwashing
    • Feminine Gay Leaked
    • A Sissy's Purpose
    • Hardcore Domination
    • Sperm in My Mouth
    • Sissygasm Training
    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