PornPorn Transgender • US
  • Videos
  • Short videos
  • photos
  • Users
    Forgot password
    Sign in with Google
    Sign in with X
    Sign up for free
    Videos
    • Best Videos
    • Short Videos
    • Watch History
    • American
    • Amateur
    • Shemale Fucks Guy
    • Shemale Fucks Girl
    • Big Cock
    • All categories
    Live Sex
    Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • All categories
    Pornstars
    • Pornstars
    • By Countries
    • xHamster Creators
    Creators
    • Top Creators
    • Top Creator Videos
    • Awards 2025
    • All xHamster Creators
    • By Countries
    • Become a Creator
    Channels
    Photos
    • Ladyboy
    • Tranny
    • Big Cock
    • Thai
    • Blowjob
    • All categories
    Faphouse
    Premium Videos
    Dating
    Subscriptions
    • Upload
    Search in orientations
    Minimum quality
    720p+
    1080p+
    2160p+
    • Relevance
    • Date
    • Views
    • Rating
    • Duration
    Filter by Categories
    • Shemale Fucks Guy
    • Big Cock
    • Black
    • Shemale Fucks Shemale
    • Amateur
    • Sissy
    • Shemale Fucks Girl
    • Ladyboy
    • Guy Fucks Shemale
    • Compilation
    • Blowjob
    • Big Black Cock
    • Cum In Mouth
    • Big Ass
    • Creampie
    • Bareback
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Milking Sissy Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Sissy
    Milking
    Milking Sissy Crossdresser
    Sissy Pantyhose Milking
    Sissy Milking Femdom Mistress
    Mistress Milks Bound Sissy
    Sissy Milked in Panties
    Sissy Crossdresser
    Sissy Training
    Sissy Feminization
    Sissy BBC
    Sissy Chastity
    Sissy Husband
    Sissy Compilation
    Sissy Fucked
    Sissy Blowjob
    Amateur Sissy
    Sissy Gangbang
    Sissy Slave
    Sissy Cuckold
    Best Videos
    By clicking the content you will also see an ad. AD
    CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
    01:17:55
    CUM TWICE - The best compilaion - 3 SEASON - KinkyHome TV
    KinkyHome
    1.5M views
    Milking Sissy
    00:14
    Milking Sissy
    3.3K views
    Trans Lesbian Breast Milk Swallow Jessica Bloom And JenbyDoll
    07:20
    Trans Lesbian Breast Milk Swallow Jessica Bloom And JenbyDoll
    linktree
    214.3K 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
    linktree
    79.4K views
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    01:13
    Hot Sissygasm Cumpilation - 13 Cumshots in a Row! - full video on LayneLovee Manyvids
    Layne Love
    182.5K 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
    FapHouse
    276.5K views
    3 anal orgasm and hot creampie for skinny trans whore
    16:52
    3 anal orgasm and hot creampie for skinny trans whore
    ActorFab
    2M views
    Milking Melody and Feeding Her Cum
    14:40
    Milking Melody and Feeding Her Cum
    Melodyfluffington
    266.5K views
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    02:55
    The Shortest Time! I've Ever Lasted Rubbing My Prostate with a Dildo in My Bare Feet
    FapHouse
    325.6K views
    AB094 Lustful teacher extreme trained -Milking 65cm dildo  (Chinese and English subtitles)
    03:52
    AB094 Lustful teacher extreme trained -Milking 65cm dildo (Chinese and English subtitles)
    Abby Kitty
    393.2K views
    Hands Free Sissy Orgasms Vol 5
    14:52
    Hands Free Sissy Orgasms Vol 5
    422.4K views
    Cuming Cuming
    01:47
    Cuming Cuming
    FapHouse
    57.3K views
    Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying
    02:19
    Trans Girl Lactating Her Milky Tits While in Chastity + Anal Toying
    Princesszoey
    98.4K views
    Shemale Punishes Her Puffy Nipples Until Lactation
    05:40
    Shemale Punishes Her Puffy Nipples Until Lactation
    fermerino
    230.9K views
    handz free shemale cumming while getting fucked
    13:40
    handz free shemale cumming while getting fucked
    2.4M views
    Self Sucking While Fisted by GF - Jessica Bloom
    07:20
    Self Sucking While Fisted by GF - Jessica Bloom
    linktree
    321.3K views
    Sissy Cumshot and Hands Free Orgasm Clip Show
    38:02
    Sissy Cumshot and Hands Free Orgasm Clip Show
    1.3M views
    Slutty sissy cds milking handsfree
    01:04:55
    Slutty sissy cds milking handsfree
    132.5K 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
    70.2K views
    Rubberdoll Milking
    06:41
    Rubberdoll Milking
    Maphia
    66.3K views
    Milking the cum from my clitty and adding a lttile piss!
    01:37
    Milking the cum from my clitty and adding a lttile piss!
    619.9K views
    CD Sissy Milking Daddy's Cock
    11:29
    CD Sissy Milking Daddy's Cock
    682.1K 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
    Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You
    08:08
    Adorable Trap, Strips, Plugs Her Fat Ass and Jerks off for You
    FapHouse
    36K views
    shemale cum sissy slut cums Trans cumming
    16:14
    shemale cum sissy slut cums Trans cumming
    SissyGirlTs
    52K views
    Post Orgasm Cum Milking Jessica Bloom Big Trans Dick Milking Machine
    10:24
    Post Orgasm Cum Milking Jessica Bloom Big Trans Dick Milking Machine
    Jessica Bloom
    219K views
    cum handsfree while fucked by bbc
    00:38
    cum handsfree while fucked by bbc
    3.1M views
    MIstress Milks Bound Sissy
    01:33
    MIstress Milks Bound Sissy
    85.5K views
    Beautiful Lactating titties.....!
    02:35
    Beautiful Lactating titties.....!
    301.7K views
    Seductive boss moans and begs you to please make her orgasm while get milked back and forth.
    09:30
    Seductive boss moans and begs you to please make her orgasm while get milked back and forth.
    Harinni
    12.9K views
    slutty sissygasm compilation
    05:18
    slutty sissygasm compilation
    110.8K views
    SISSY MILKS BBC
    05:23
    SISSY MILKS BBC
    Ladyboy Homeless
    46.7K views
    Shemale Anatomy
    03:06
    Shemale Anatomy
    2.8M views
    Cow Slut Gets Milked
    01:05
    Cow Slut Gets Milked
    Roxie Black
    209.1K views
    Squeeze Milk
    05:06
    Squeeze Milk
    XiangYan
    236.5K views
    Foreskin & Corrector Stretching, with Ball Milking
    00:51
    Foreskin & Corrector Stretching, with Ball Milking
    FapHouse
    20.2K views
    why do I suddenly love trannys?
    12:46
    why do I suddenly love trannys?
    1.3M views
    Big Thick Muscle Futa Is Milking a Cute Coe Femboy
    08:50
    Big Thick Muscle Futa Is Milking a Cute Coe Femboy
    Wraith931
    18.7K views
    CD against Wanking Machine
    13:15
    CD against Wanking Machine
    1.2M views
    In Store Sex
    11:51
    In Store Sex
    FapHouse
    8.6K views
    Fggb 41 2b or Not 2b
    09:23
    Fggb 41 2b or Not 2b
    FapHouse
    80.1K views
    Fucking Machine And Cock Milking Machine Drains Transgirl Balls - Jessica Bloom
    08:29
    Fucking Machine And Cock Milking Machine Drains Transgirl Balls - Jessica Bloom
    Jessica Bloom
    46.5K views
    sissy sarah tits milking machine
    03:39
    sissy sarah tits milking machine
    Sissy_sarah69
    66.7K views
    Ass Licking Tongue Fucking Prostate Milking With Cum Facial
    15:29
    Ass Licking Tongue Fucking Prostate Milking With Cum Facial
    166.6K views
    Sweet tranny milk (lactation)
    03:21
    Sweet tranny milk (lactation)
    Ivan And Dirty Priest
    366.1K views
    1:28 minutes non-stop cumming
    01:35
    1:28 minutes non-stop cumming
    Edytrap
    197.2K views
    I turned my straight roommate into my wife
    06:06
    I turned my straight roommate into my wife
    CutePinkUnicorn
    2.2M views
    • Back
    • 1
    • 2
    • 3
    • 4
    • 5
    • 6
    • ...
    • 80
    • Next

    Searches Related to Milking Sissy

    • Extreme Milking
    • Sissy Eating Her Own Cum
    • Cute Femboy Masturbating and Cumming
    • Post Orgasm Torture
    • Dirty Talking Sucking Cock
    • Begging to Be Fucked
    • Fucking While Drinking
    • Sisy Boy
    • Turning Him Into a Complete Bitch
    • Submissive Tgirl
    • Slutty Nasty Crossdressing Gurl
    • Stepsisters First Time
    • Secret Sissyboy
    • Femdom Ballbusting
    • Beautiful Trans Girl XXX
    • Swallow All Your Milk Love
    • Amateur Sissygasm
    • Slut Slave Shemale Anything for Master
    • Extremely Disgusting
    • Multiple Loads Swallowing
    xHamster
    • Press
    • 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
    Start making money with us
    • Camgirls Wanted
    • Creator Contest
    • Сontent Creators Program
    Monetize your content
    Become a creator
    © 2007 - 2026, xHamster.com
    Mobile 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