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

    Sissy Milked Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Milking
    Milking Sissy Crossdresser
    Sissy Pantyhose Milking
    Sissy cock milked
    Mistress Milking the Sissy
    Mistress Milks Bound Sissy
    Sissy Milked in Panties
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Amateur Sissy
    Sissy Blowjob
    Sissy Cuckold
    Sissy Gangbang
    HD
    Full HD
    4K
    VR
    Best Videos
    By clicking the content you will also see an ad. AD
    • Shemale Anatomy
      03:06
      Shemale Anatomy
      2.9M views
    • On My Knees and They Fill My Mouth with Lots of Milk
      14:18
      On My Knees and They Fill My Mouth with Lots of Milk
      Valera Toro
      551.9K views
    • Sissy cums too early and gets punished with rough fucking
      02:35
      Sissy cums too early and gets punished with rough fucking
      2.2M views
    • The Cock Barbie Had No Mercy on Deco Tlover's Ass and Left It All Open and Shorted Milk
      07:04
      The Cock Barbie Had No Mercy on Deco Tlover's Ass and Left It All Open and Shorted Milk
      D DecoTlover
      58.4K views
    • 3 anal orgasm and hot creampie for skinny trans whore
      16:52
      3 anal orgasm and hot creampie for skinny trans whore
      ActorFab
      2.3M views
    • I fuck a white man in the garage until my ass is full of milk
      09:49
      I fuck a white man in the garage until my ass is full of milk
      Valera Toro
      35.2K views
    • I turned my straight roommate into my wife
      06:06
      I turned my straight roommate into my wife
      CutePinkUnicorn
      2.3M views
    • Stepmommy CEI Swallow Your Cum For Mommies Milk - Jessica Bloom
      05:29
      Stepmommy CEI Swallow Your Cum For Mommies Milk - Jessica Bloom
      Jessica Bloom
      82.5K views
    • Sissy cum dump compilation
      28:49
      Sissy cum dump compilation
      2.8M views
    • The BBC Came Inside Me and Made Me Drink All the Milk
      10:59
      The BBC Came Inside Me and Made Me Drink All the Milk
      Nicolly Summers
      25.6K views
    • Trust The Fucking Process
      52:41
      Trust The Fucking Process
      1M views
    • Neighbor Fills Me with Milk
      15:38
      Neighbor Fills Me with Milk
      Valera Toro
      100.6K views
    • Sissy identity
      08:50
      Sissy identity
      618.1K views
    • Colombian Woman Fills the Boy's Face and Mouth with Milk
      14:34
      Colombian Woman Fills the Boy's Face and Mouth with Milk
      Valera Toro
      293.8K views
    • Sissy CD sucks and is fucked
      08:25
      Sissy CD sucks and is fucked
      1.5M views
    • Squeeze Milk
      05:06
      Squeeze Milk
      XiangYan
      252.7K views
    • Breeding a Sissy Slut
      02:27
      Breeding a Sissy Slut
      1.2M views
    • Milky TGirl in Chastity has Handsfree Sissygasm + Shows her Lactating Tits
      01:38
      Milky TGirl in Chastity has Handsfree Sissygasm + Shows her Lactating Tits
      Princesszoey
      107.2K views
    • I'll fill your asshole with cum to overflowing
      06:01
      I'll fill your asshole with cum to overflowing
      MrNastyXavier
      2.2M views
    • Sissy 6
      19:29
      Sissy 6
      1.4M views
    • Daddy Milks Trans Girl Prostate
      05:06
      Daddy Milks Trans Girl Prostate
      Gray Perrier
      413.6K views
    • Relevant Short videos

      Bent Over Milking for Cow Slut
      Bent Over Milking for Cow Slut
      Roxie Black
      112.1K views
      Trans Girl in Chastity Lactates Milk From Her Boobs
      Trans Girl in Chastity Lactates Milk From Her Boobs
      Princesszoey
      24.2K views
      Mooooo
      Mooooo
      Roxie Black
      25.3K views
      ate sperm mmm
      ate sperm mmm
      Vlada Almazova
      27.9K views
      Cow Slut Milked in Nipple Cups
      Cow Slut Milked in Nipple Cups
      Roxie Black
      31.6K views
      Cow Slut Gets Her Fat Cock Milked
      Cow Slut Gets Her Fat Cock Milked
      Roxie Black
      16.6K views
    • Fucking of a Lifetime - Variety Itsol
      10:36
      Fucking of a Lifetime - Variety Itsol
      Rodrigo Amor
      3.7M views
    • Trans Lesbian Breast Milk Swallow Jessica Bloom And JenbyDoll
      07:20
      Trans Lesbian Breast Milk Swallow Jessica Bloom And JenbyDoll
      Jessica Bloom
      228.8K views
    • Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      07:14
      Trans Girls Share a Cock and Chastity Cage Huge Load of Cum Jessica Bloom and JenbyDoll
      Jessica Bloom
      166.5K views
    • why do I suddenly love trannys?
      12:46
      why do I suddenly love trannys?
      1.3M views
    • Most cute sissy trans cumshot a bigload
      05:24
      Most cute sissy trans cumshot a bigload
      Samantha Sissy World
      1.1M views
    • Sissys Breast Pumping Session Enlarging my boobs
      09:46
      Sissys Breast Pumping Session Enlarging my boobs
      KiraszaSissy
      15.4K views
    • CD TRAP SISSY EDUCATION TRAINING 101
      01:27:33
      CD TRAP SISSY EDUCATION TRAINING 101
      973K views
    • Sissy Cums Too Early And Gets Punished With Rough Fucking.
      03:20
      Sissy Cums Too Early And Gets Punished With Rough Fucking.
      1M views
    • Sissy Boy Has Prostate Orgasm
      00:46
      Sissy Boy Has Prostate Orgasm
      5.1M views
    • Daddy's Good Girl!
      08:12
      Daddy's Good Girl!
      Pure Ts
      1M 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
      55.5K 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
      97.2K views
    • Anal destruction for stupid maso whore
      35:04
      Anal destruction for stupid maso whore
      ActorFab
      756.5K views
    • Mistress Fucks My Urethra
      06:12
      Mistress Fucks My Urethra
      AdriaTrans
      109.6K views
    • A guide to sissication: Beginner - Am I a sissy?
      23:32
      A guide to sissication: Beginner - Am I a sissy?
      797.1K views
    • Sissy #3: Feminize Yourself
      16:07
      Sissy #3: Feminize Yourself
      687K views
    • Never Expecting to Be a Sexy Girl
      08:12
      Never Expecting to Be a Sexy Girl
      Pure Ts
      528.6K views
    • Emasculate your mind
      13:52
      Emasculate your mind
      509.3K views
    • Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      18:27
      Master trains his sissy in Chastity. He uses her mouth and ass to her liking making her a real whore
      Vane03_siss
      280.4K views
    • Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback
      10:56
      Sissy in flat chastity cage opening her legs and ass for his male to fuck her bareback
      Traviezisha
      141.8K views
    • Feminized Sissy Sluts First Sissygasm With Her Stepmoms Dildo
      00:36
      Feminized Sissy Sluts First Sissygasm With Her Stepmoms Dildo
      ClosetPantyBoy
      497.4K views
    • Femboy Cums From Big Black Cock In Doggy And Gets Creampied
      01:38
      Femboy Cums From Big Black Cock In Doggy And Gets Creampied
      2.6M views
    • My wife told me to play this
      11:13
      My wife told me to play this
      996.9K views
    • Dads Bestmate Bangs Femboy
      05:11
      Dads Bestmate Bangs Femboy
      mothplayboy
      933.1K views
    • Sissy explodes riding bbc
      01:01
      Sissy explodes riding bbc
      1M views
    • Sissy Mind Alteration Video!
      04:45
      Sissy Mind Alteration Video!
      429.3K 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 Milked

    Femboy Milking
    Sissy Milk
    Milked Like a Cow
    Caged Orgasm
    Chastity Cum
    Feminized and Fucked
    Extreme Milking
    Sissygasm Sex
    Young First Time
    Penis Pumping
    Ruined Orgasms
    Pussless
    Trans Lactation
    Sissypink Boy
    Milk Machine
    Self Bondage
    Sissification Process
    Breast Pump
    Begging for Creampie
    2 Sissies Playing
    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