PornPorn Transgender • US
  • Videos
  • Photos
  • Short videos
  • Users
    • Live Sex
    • Premium Premium Videos
    • Pornstars
    • Channels
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!

    Sissy Instructions Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy Daddy
    Sissy Pegging
    Sissy Femboy
    Black Sissy
    Russian Sissy
    Sissy Maker
    Sissy Dildo
    Mature Sissy
    Sissy Brainwash
    Mommy Sissy
    Sissy Deepthroat
    Sissy Gloryhole
    Sissy Pmv
    Sissy Breeding
    Latex Sissy
    Sissy Threesome
    Chubby Sissy
    Sissy Joyce
    Sissy Test
    Sissy Lingerie
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      05:29
      Sissy Trainer Rus - Virgin Shemale. First Time Sex Lesson
      654.6K views
    • JOI Hentai MILF Femboy Cumming on His Cock
      02:54
      JOI Hentai MILF Femboy Cumming on His Cock
      NumbCroft
      5.7K views
    • Become the Whore - Sissy Slut
      07:00
      Become the Whore - Sissy Slut
      196.1K views
    • Chastity Sissy Anal Training Jessica Bloom Anal Instructions
      08:23
      Chastity Sissy Anal Training Jessica Bloom Anal Instructions
      Jessica Bloom
      42.6K views
    • Sissy Training
      12:08
      Sissy Training
      75.7K views
    • Cute tgirl jerks her huge cock in new underwear
      08:01
      Cute tgirl jerks her huge cock in new underwear
      KittyKaash
      19.8K views
    • POV housemate finds your panties and feminizes you JOI dominant trans girl
      11:53
      POV housemate finds your panties and feminizes you JOI dominant trans girl
      Holly unt
      164.9K views
    • Panam and Caitlyn Swapping and Fucking Hot - Joi Trans, HentaiJoi Guided Handjob
      05:25
      Panam and Caitlyn Swapping and Fucking Hot - Joi Trans, HentaiJoi Guided Handjob
      NumbCroft
      19.4K views
    • Sissies Guide for Loving Anal
      05:04
      Sissies Guide for Loving Anal
      184.9K views
    • Sissy Holy - Chastity Masturbation Instructions - how I play with myself
      07:52
      Sissy Holy - Chastity Masturbation Instructions - how I play with myself
      Holy
      41.1K views
    • Persuaded into a Shemale Relationship - Part 2
      09:57
      Persuaded into a Shemale Relationship - Part 2
      1.3M views
    • Come on, stroke for me and cum on my face! Tranny JOI ENGLISH
      01:16
      Come on, stroke for me and cum on my face! Tranny JOI ENGLISH
      Allmylinks
      2.9K views
    • SISSYSTUDENT: BECOMING A SISSY
      11:05
      SISSYSTUDENT: BECOMING A SISSY
      322.7K views
    • Actually, Let's Go With My Idea!
      11:01
      Actually, Let's Go With My Idea!
      Natalie Napoli
      5.6K views
    • How to Train Your Sissy Boyfriend
      08:12
      How to Train Your Sissy Boyfriend
      Brat Perversions
      111.7K views
    • JOI: Sissy Nurse in Chastity Teaches You How to Become a Good Sissy
      11:43
      JOI: Sissy Nurse in Chastity Teaches You How to Become a Good Sissy
      Vane03_siss
      3.9K views
    • Sissy Feminization
      07:42
      Sissy Feminization
      425.6K views
    • We will dress you up before you suck your first cock
      07:42
      We will dress you up before you suck your first cock
      Sissy Instruction
      33.9K views
    • Kimber Havens Guide to Becoming a Real Sissy
      07:42
      Kimber Havens Guide to Becoming a Real Sissy
      TS-Perversions
      344.5K views
    • Jerk off for your tranny latex mistress! Stop & Go Jerk Off Instruction with Pre Cum Licking!
      01:17
      Jerk off for your tranny latex mistress! Stop & Go Jerk Off Instruction with Pre Cum Licking!
      TV_Helena
      58.1K views
    • That how it started
      00:58
      That how it started
      727.5K views
    • Telling You How To Suck Big Dick Like a Slut Trans JoI - Jessica Bloom
      08:51
      Telling You How To Suck Big Dick Like a Slut Trans JoI - Jessica Bloom
      Jessica Bloom
      19.7K views
    • The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      07:20
      The Secret to Achieving Female Squirting Orgasm. Sissification for Crossdressers (part 4)
      Sonechka25
      36.1K views
    • Vicki's JOI nasty slut challenge!
      09:24
      Vicki's JOI nasty slut challenge!
      Victoria Lecherri
      19.9K views
    • Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      29:33
      Trans Ria Bentley Enjoys Huge BBC Spitroast Anal Creampie
      Ria_Bentley
      2.5M views
    • JOI instruction dominant shemale countdown while you smell her nylon feet and lick her high heels
      03:58
      JOI instruction dominant shemale countdown while you smell her nylon feet and lick her high heels
      Nadja Cox
      29.2K views
    • TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
      09:06
      TRAIN YOUR SISSY PUSSY, BE A BUTTSLUT
      556.5K views
    • Cumslut Training Jessica Bloom Self Suck & Cumplay CEI Cum Eating Instructions
      05:21
      Cumslut Training Jessica Bloom Self Suck & Cumplay CEI Cum Eating Instructions
      Jessica Bloom
      175.4K views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      332K views
    • Your tiny dick is a joke! Cum in your socks, you loser! SPH JOI by Tranny GERMAN DEUTSCH
      01:17
      Your tiny dick is a joke! Cum in your socks, you loser! SPH JOI by Tranny GERMAN DEUTSCH
      TV_Helena
      6.9K views
    • Sissy Brainwashing Training
      13:46
      Sissy Brainwashing Training
      368.8K views
    • Roomate finds out you’re obsessed with girl cock?! JOI for the cock obsessed.
      11:54
      Roomate finds out you’re obsessed with girl cock?! JOI for the cock obsessed.
      Tessa Rivers
      6.8K views
    • You're Straight Right- - Sissy Hypno Training
      03:07
      You're Straight Right- - Sissy Hypno Training
      923.6K views
    • JOI Cum Countdown with me
      05:52
      JOI Cum Countdown with me
      Jenna Jerkin
      17.2K views
    • Sissy Caption - It's not gay if you dress up like a girl
      01:00
      Sissy Caption - It's not gay if you dress up like a girl
      649.7K views
    • Please come jerk off with me - Veronica Sanders
      07:05
      Please come jerk off with me - Veronica Sanders
      Veronica Sanders
      7.6K views
    • Anal training for experienced anal sluts
      27:27
      Anal training for experienced anal sluts
      231.2K views
    • Tranny femdom cam session with loser! 10 ruined orgasm til full load! GERMAN DEUTSCH
      01:18
      Tranny femdom cam session with loser! 10 ruined orgasm til full load! GERMAN DEUTSCH
      TV_Helena
      4.3K views
    • Lovely young girl is a shemale with big cock
      08:11
      Lovely young girl is a shemale with big cock
      10.6M views
    • Sissy Cum Eating Instruction (cei)
      01:07
      Sissy Cum Eating Instruction (cei)
      Apple00001
      3K views
    • Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
      06:31
      Your First Time Getting Fucked by a Trans Girl: First Date GFE POV Femdom
      Melissa Masters
      577.3K views
    • You are going to be my sissy anal sex slave
      13:21
      You are going to be my sissy anal sex slave
      Sissy Instruction
      48.1K views
    • Sissy #1: Accepting Your Destiny
      11:37
      Sissy #1: Accepting Your Destiny
      495.4K views
    • Jerk Off Instruction and dirty Talk with cute Sissy Slut Chantal Sweet. Make  me pregnant! - subtitled
      04:51
      Jerk Off Instruction and dirty Talk with cute Sissy Slut Chantal Sweet. Make me pregnant! - subtitled
      Sissy Slut Chantal Sweet
      101.9K views
    • anal orgasm training
      10:17
      anal orgasm training
      154.4K views
    • Sissy in miniskirt and chastity with big dildo outdoor
      02:35
      Sissy in miniskirt and chastity with big dildo outdoor
      dutchsissywhore
      5.8K views
    • Sissy Hypno Trip # 11
      12:52
      Sissy Hypno Trip # 11
      363.1K views
    Previous page
    Next page
    1. 1
    2. 2
    3. 3
    4. 4
    5. 5
    6. 6
    7. ...
    8. 42
    9. ...
    10. 80
    80

    Searches Related to Sissy Instructions

    • Extreme Pegging
    • Jerk off Instruction
    • Degraded Sissies
    • Film Sex XXX
    • Whore Training
    • Mind Control
    • Ball Busting
    • Role Reversal
    • Homemade Anal Painful
    • Mistress Home Slave
    • Whored Out
    • Self Bondage Gone Wrong
    • Panty Tease
    • Tranny Submissive Servant Girl
    • Sissyslut
    • Brainwash
    • Free Use
    • Tutorial
    • Sissy-Virgin
    • Clean up
    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