PornPorn Transgender • US
    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
    WINTER MAGIC SALE ❄️☃️ Snowy discounts, hot deals!
    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
    • Cum In Mouth
    • Big Black Cock
    • Big Ass
    • Bareback
    • Creampie
    • Cumshot
    • Mature
    • Homemade
    • Teen
    Duration (min)
    Date
    Production
    FPS
    Exclude categories
    Reset all filters

    Encouraged Porn Videos

    Free Videos
    Short videos
    Premium Videos
    Photos
    Best Videos
    By clicking the content you will also see an ad. AD
    Swallow My Cum
    15:15
    Swallow My Cum
    TSRyley
    254.2K views
    Sissy Cock Suck Encouragement
    08:39
    Sissy Cock Suck Encouragement
    682K views
    Sissy BBC Sucking Encouragement
    11:26
    Sissy BBC Sucking Encouragement
    418.3K views
    Gay Encouragement and Cumdump Fantasies - Worship Holland Of Chicago
    02:41
    Gay Encouragement and Cumdump Fantasies - Worship Holland Of Chicago
    Holland Of Chicago
    214.2K views
    Cum Tasting Encouragement with Zae
    07:35
    Cum Tasting Encouragement with Zae
    WetZemu
    34.2K views
    I Heard You Might be Gay
    12:51
    I Heard You Might be Gay
    Natalie Napoli
    141.8K views
    Mommy Encourages You to Worship Her Cock
    04:27
    Mommy Encourages You to Worship Her Cock
    WetZemu
    57.7K views
    Tranny jerk off encouragement
    04:40
    Tranny jerk off encouragement
    Kymmy Harper
    256.2K views
    Swallow Your Cum Sissy! CEI Encouragement Compilation - Jessica Bloom
    05:58
    Swallow Your Cum Sissy! CEI Encouragement Compilation - Jessica Bloom
    Jessica Bloom
    81.7K 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
    12.9K views
    Sissy Encouragement
    08:39
    Sissy Encouragement
    252.1K views
    Soft Gay Whispers Encouragement by Holland Of Chicago - You Can't Deny Your Love of Cock and Cum From A Trans Domme
    00:59
    Soft Gay Whispers Encouragement by Holland Of Chicago - You Can't Deny Your Love of Cock and Cum From A Trans Domme
    Holland Of Chicago
    59.4K views
    Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
    08:11
    Chastity Sissygasm Compilation Encouragement - Sissy Jessica Bloom
    Jessica Bloom
    117.1K views
    Your Sissy Destiny - Sissification Encouragement Affirmation
    01:47
    Your Sissy Destiny - Sissification Encouragement Affirmation
    Layne Love
    27.6K views
    Sissy Training - Sissygasm Encouragement Jessica Bloom
    05:29
    Sissy Training - Sissygasm Encouragement Jessica Bloom
    Jessica Bloom
    227.2K views
    Hung trans girl giving bisexual encouragement
    01:09
    Hung trans girl giving bisexual encouragement
    TanyaDomm
    13.1K views
    Huge dick trans girl stroking and giving bi encouragement
    01:21
    Huge dick trans girl stroking and giving bi encouragement
    TanyaDomm
    3.7K views
    Big cock trans girl giving bisexual encouragement
    02:59
    Big cock trans girl giving bisexual encouragement
    TanyaDomm
    26.4K views
    Trans Femdom Big Dick Sissy Encouragement - Jessica Bloom
    07:33
    Trans Femdom Big Dick Sissy Encouragement - Jessica Bloom
    Jessica Bloom
    35.3K views
    Sissy Juvia does some encouraging Sissyfication Training JOI
    10:08
    Sissy Juvia does some encouraging Sissyfication Training JOI
    JuviaJolie
    27K views
    Self Sucking With Dirty Talk Suck My Cock With Me Slut
    07:13
    Self Sucking With Dirty Talk Suck My Cock With Me Slut
    Jessica Bloom
    25.3K views
    Encouraged Bi: On Your Knees to Suck Me Off - FTM POV blowjob
    04:42
    Encouraged Bi: On Your Knees to Suck Me Off - FTM POV blowjob
    Jaq Quicksilver
    18.9K views
    Femdom Dildo Encouragement Suck my Dick Sissy POV Rollplay
    10:00
    Femdom Dildo Encouragement Suck my Dick Sissy POV Rollplay
    Jessica Bloom
    22.6K views
    Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock
    10:27
    Stupid Sissy in Halloween Costume and Chastity Cage Surrenders and Jerks Off to Big Black Cock
    fermerino
    6.9K views
    Simulated Handjob JOI
    16:39
    Simulated Handjob JOI
    April Bee
    21.4K views
    Hott Mess
    17:48
    Hott Mess
    Shelly Robertss
    18.4K views
    Cum Encouragement
    03:43
    Cum Encouragement
    502.3K views
    Sissy trainer mantra vol.1 amateur hypno
    10:39
    Sissy trainer mantra vol.1 amateur hypno
    11.8K views
    Bday Surprise - Feminized & Fucked by Your Sissy Roommate FULL VID on LayneLovee Manyvids
    01:14
    Bday Surprise - Feminized & Fucked by Your Sissy Roommate FULL VID on LayneLovee Manyvids
    Layne Love
    6.9K views
    Slutty CD Heather encouraged to Play with her Dildo
    05:35
    Slutty CD Heather encouraged to Play with her Dildo
    19.7K views
    Estim encouragement to beg to suck the cum coated dildo
    05:34
    Estim encouragement to beg to suck the cum coated dildo
    6.8K views
    nylon smoking spit and dildo play
    04:38
    nylon smoking spit and dildo play
    Royats
    12K views
    Beautiful tgirl encourages her man to bang her ass roughly
    06:00
    Beautiful tgirl encourages her man to bang her ass roughly
    Trans 500
    57.3K views
    The Cum Stealing Femboy Witch
    00:32
    The Cum Stealing Femboy Witch
    obeylilith.com
    3.9K views
    You've seen all videos for your query

    Trending videos

    Shemale Jessy pounces on the busty slut and drives her cock
    06:15
    Shemale Jessy pounces on the busty slut and drives her cock
    Transsensual
    7.4M views
    family fun 1.mp4
    13:05
    family fun 1.mp4
    1.8M views
    Yellow booty ts dicked down
    22:15
    Yellow booty ts dicked down
    917.4K views
    That Time I Let the Liberian Wap. Again
    08:12
    That Time I Let the Liberian Wap. Again
    lauryn drill
    426.1K views
    Cheating on Her Boyfriend
    08:12
    Cheating on Her Boyfriend
    Pure Ts
    108.8K views
    BBC Two Huge Cocks for Tight Little European Trans Ass
    08:12
    BBC Two Huge Cocks for Tight Little European Trans Ass
    Trans and Co
    261K views
    Spectacular Compilation
    10:16
    Spectacular Compilation
    1.8M views
    Blonde Shemale Fucks Chubby Blonde
    07:07
    Blonde Shemale Fucks Chubby Blonde
    3.4M views
    Dom black top
    00:36
    Dom black top
    3.2M views
    Laura jerking un public til she cums
    34:00
    Laura jerking un public til she cums
    4.3M views
    Shemale Threeway Action
    28:31
    Shemale Threeway Action
    2.4M views
    POV - Trying on my new BIG BLACK TORSO
    07:57
    POV - Trying on my new BIG BLACK TORSO
    MarilyDaniela
    179.7K views
    Trending Free Porn Videos

    Searches Related to Encouraged

    • Beautiful Femboy
    • The Hottest Thing I've Ever Seen
    • Barely Legal Teen 18
    • Girl Surprised
    • Shemale Surprises Guy
    • Suprise I Have a Dick
    • Boy First Time With Trans
    • Unexpected Cock Surprise Trannybizarre
    • Two Trannies Seduce Young Guys
    • Amazing Compilation 12
    • Help Me Suck Him off Sissy
    • 100 Cumshots Rapid Fire
    • Wife Encourages Husband Bi Sex
    • Secret Sissyboy
    • Stepdaughter Sneaking Into Dads Room
    • Very Very Sexy Aunty for Hot Fuck
    • Family Story Full Movie Dirty
    • Tricked Older Straight Man
    • Submissive Crossdresser and Master
    • All My Roommates Love 10 Part 1

    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