Share this picture
HTML
Forum
IM
Recommend this picture to your friends:
ImageFap usernames, separated by a comma:



Your name or username:
Your e-mail:
  • Enter Code:
  • Sending your request...

    T'nAflix network :
    ImageFap.com
    I Love DATA
    You are not signed in
    Home| Categories| Galleries| Videos| Random | Blogs| Members| Clubs| Forum| Upload | Live Sex



    Narrow selection
    Our niches
    AI Generated porn
      115,547 galleries
    Amateur porn
      5,084,134 galleries
    Anal porn
      427,854 galleries
    Animated GIFS porn
      381,697 galleries
    Anime / Cartoon porn
      399,519 galleries
    Arabian porn
      61,106 galleries
    Asian porn
      457,668 galleries
    Asses porn
      763,232 galleries
    BBW porn
      455,976 galleries
    Big cocks porn
      343,182 galleries
    Big Tits porn
      1,312,234 galleries
    Bizarre porn
      130,257 galleries
    Black / Ebony porn
      247,527 galleries
    Blondes porn
      495,521 galleries
    Bondage / S&M porn
      457,449 galleries
    Bukkake porn
      44,998 galleries
    Captions porn
      451,028 galleries
    CD / TV porn
      365,143 galleries
    Celebrities porn
      441,297 galleries
    CFNM porn
      33,443 galleries
    Computer Generated porn
      73,232 galleries
    Creampie porn
      56,372 galleries
    Crossdressing porn
      277,975 galleries
    Cumshot porn
      327,760 galleries
    Double Penetration
      58,476 galleries
    Downblouse porn
      45,985 galleries
    Facial porn
      155,289 galleries
    Fakes porn
      270,783 galleries
    Feet porn
      315,170 galleries
    Fetish porn
      1,012,114 galleries
    Filthy Porn porn
      69,801 galleries
    Flashing porn
      241,500 galleries
    Funny/Oops porn
      81,101 galleries
    Gang Bang porn
      72,801 galleries
    Gaping / Stretching porn
      90,833 galleries
    Gay porn
      281,501 galleries
    Gothic porn
      36,985 galleries
    Granny porn
      155,566 galleries
    Hairy porn
      261,948 galleries
    Handjob porn
      44,197 galleries
    Hardcore porn
      706,109 galleries
    Homemade porn
      807,598 galleries
    Insertion porn
      83,581 galleries
    Interracial porn
      277,804 galleries
    Lactating porn
      11,724 galleries
    Latina/Latino porn
      180,236 galleries
    Lesbian porn
      220,463 galleries
    Masturbation porn
      287,978 galleries
    Mature porn
      1,240,377 galleries
    Miscellaneous porn
      554,136 galleries
    Old Men porn
      41,332 galleries
    Oral porn
      249,509 galleries
    Orgy / Groupsex porn
      66,671 galleries
    Outdoors porn
      297,985 galleries
    Panties porn
      226,060 galleries
    Pornstars porn
      425,003 galleries
    Pregnant porn
      63,079 galleries
    Redhead porn
      132,410 galleries
    Screencaps
      49,648 galleries
    Shemale porn
      207,800 galleries
    Softcore porn
      795,094 galleries
    Squirting porn
      16,383 galleries
    Swingers porn
      76,852 galleries
    Teen porn
      1,739,129 galleries
    Uniforms porn
      68,183 galleries
    Upskirt porn
      128,661 galleries
    Vintage porn
      153,118 galleries
    Voyeur porn
      507,175 galleries

    More Free Sites
    Porn Tube Search
    When it comes to porn video searches WankSpider is simply the best. Indexing all the big players out there, updated daily with new porn videos.

    Free Streaming Porno
    ImageFap's very own streaming video site: MovieFap. We recently launched this streaming porn video site and are still working on completing integrations with ImageFap. But check it out! We got many enthousiastic members uploading their porn video collections.

    Streaming Porn
    TNAFlix is one of the bigger porn tube sites out there. Featuring thousands of high quality user uploaded porn videos. With their no buffering, no bullshit attitude they are sure not to disappoint.

    Porn videos
    EMPFlix, the partner site of empornium.us is one of the highest quality HD streaming sites out there. Allowing only the best of the best to be uploaded they have a unique collection of streaming porn videos. Go check it out.

    Make new friends
    For those needing a time-out from porn there is the relatively new social networking site YoPlaza. Browse through thousands of people from around the world looking for that one special person or maybe just to make new online friends.

    Free porn pictures

    results per page  
    Search for:

    Filter by:

    Displaying results for 'sissy' - View all videos for 'sissy'
     Gallery Name 
     Images 
     Quality   Added 
      Sissie-cuck Affirmations 25  
     55 
    High Quality
     2025-06-11 
    Free porn pics of Sissie-cuck Affirmations 25 1 of  picsFree porn pics of Sissie-cuck Affirmations 25 2 of  picsFree porn pics of Sissie-cuck Affirmations 25 3 of  picsFree porn pics of Sissie-cuck Affirmations 25 4 of  pics
    Affirmations for facing the challenges of being a fully devoted sissy-cuckold.
    Aikira
    Aikira's profile
    <1,695 fans>
      Is it a pregnant cunt with mini tits, or a Boigina?  
     20 
    High Definition
     2025-06-11 
    Free porn pics of Is it a pregnant cunt with mini tits, or a Boigina? 1 of  picsFree porn pics of Is it a pregnant cunt with mini tits, or a Boigina? 2 of  picsFree porn pics of Is it a pregnant cunt with mini tits, or a Boigina? 3 of  picsFree porn pics of Is it a pregnant cunt with mini tits, or a Boigina? 4 of  pics
    small dick, sph, tiny dick, cuckold, pigtail, sissy, dickless, inverted Penis, Fagina, gurly, circumcised, Sperm, Sperma, Tits, ass, tiny testicle, Tiny balls, underdeveloped Cock,
    Klitpimmelchen
    Klitpimmelchen's profile
    <186 fans>
      Sissy Paula 6  
     5 
    High Definition
     2025-06-11 
    Free porn pics of Sissy Paula 6 1 of  picsFree porn pics of Sissy Paula 6 2 of  picsFree porn pics of Sissy Paula 6 3 of  picsFree porn pics of Sissy Paula 6 4 of  pics
    subsluthelen
    subsluthelen's profile
    <32 fans>
      Donna exposed  
     10 
    High Quality
     2025-06-11 
    Free porn pics of Donna exposed 1 of  picsFree porn pics of Donna exposed 2 of  picsFree porn pics of Donna exposed 3 of  picsFree porn pics of Donna exposed 4 of  pics
    Donna is married to a loser car salesman named Mark. But he is better known as the cuck/sissy sissybrittni. A loser who can't please a woman like Donna. You know she loves the attention of proper men who can fuck her like the slut that she is.
    mtcpl4sex
    mtcpl4sex's profile
    <2,303 fans>
      sissy task 11/06   
     4 
    High Quality
     2025-06-11 
    Free porn pics of sissy task 11/06  1 of  picsFree porn pics of sissy task 11/06  2 of  picsFree porn pics of sissy task 11/06  3 of  picsFree porn pics of sissy task 11/06  4 of  pics
    weeweeSissy
    weeweeSissy's profile
    <9 fans>
      Incontinent tiny willy sissy  
     27 
    High Quality
     2025-06-11 
    Free porn pics of Incontinent tiny willy sissy 1 of  picsFree porn pics of Incontinent tiny willy sissy 2 of  picsFree porn pics of Incontinent tiny willy sissy 3 of  picsFree porn pics of Incontinent tiny willy sissy 4 of  pics
    weeweeSissy
    weeweeSissy's profile
    <9 fans>
      Bimbo Sissy Captions  
     42 
    High Quality
     2025-06-11 
    Free porn pics of Bimbo Sissy Captions 1 of  picsFree porn pics of Bimbo Sissy Captions 2 of  picsFree porn pics of Bimbo Sissy Captions 3 of  picsFree porn pics of Bimbo Sissy Captions 4 of  pics
    Sissy_Jovanna
    Sissy_Jovanna's profile
    <946 fans>
      Sissy caption.. please caption them  
     19 
    High Definition
     2025-06-11 
    Free porn pics of Sissy caption.. please caption them 1 of  picsFree porn pics of Sissy caption.. please caption them 2 of  picsFree porn pics of Sissy caption.. please caption them 3 of  picsFree porn pics of Sissy caption.. please caption them 4 of  pics
    Anschuba
    Anschuba's profile
    <174 fans>
      Sissy owned by DG  
     4 
    High Quality
     2025-06-11 
    Free porn pics of Sissy owned by DG 1 of  picsFree porn pics of Sissy owned by DG 2 of  picsFree porn pics of Sissy owned by DG 3 of  picsFree porn pics of Sissy owned by DG 4 of  pics
    weeweeSissy
    weeweeSissy's profile
    <9 fans>
      My life as a castrated sissy whore(2): Ready!  
     28 
    High Quality
     2025-06-11 
    Free porn pics of My life as a castrated sissy whore(2): Ready! 1 of  picsFree porn pics of My life as a castrated sissy whore(2): Ready! 2 of  picsFree porn pics of My life as a castrated sissy whore(2): Ready! 3 of  picsFree porn pics of My life as a castrated sissy whore(2): Ready! 4 of  pics
    The third part of my story, which began with "Do you want to meet a ruthless Mistress" and then continued with "My life as a castrated sissy whore: Training." Here I show you how constant training achieves what at first glance seems impossible. So my...
    sissystraight6
    sissystraight691982's profile
    <2,540 fans>
      Sissy Slut Sarah Simone ~ Exposure   
     20 
    High Quality
     2025-06-11 
    Free porn pics of Sissy Slut Sarah Simone ~ Exposure  1 of  picsFree porn pics of Sissy Slut Sarah Simone ~ Exposure  2 of  picsFree porn pics of Sissy Slut Sarah Simone ~ Exposure  3 of  picsFree porn pics of Sissy Slut Sarah Simone ~ Exposure  4 of  pics
    Exposing Sissy Slut Sarah Simone. Real name obtained by The Sissy Hunter.
    GoodGirlBambi
    GoodGirlBambi's profile
    <610 fans>
      AI collection 282 mature granny  
     24 
    Medium Quality
     2025-06-11 
    Free porn pics of AI collection 282 mature granny 1 of  picsFree porn pics of AI collection 282 mature granny 2 of  picsFree porn pics of AI collection 282 mature granny 3 of  picsFree porn pics of AI collection 282 mature granny 4 of  pics
    AI Granny Mature Latex Lack sissy leather Lehrerin Mistress Domina Domainatrix Schüler Erziehung Whip High Heels Gummi Nylons corset nurse teacher suspenders Strapse Busen BBW BigTits Showtime Minirock Strümpfe boots Stiefel Hüfthalter Peitsche whip...
    Sonnenkoenig
    Sonnenkoenig's profile
    <182 fans>
      More Pics of My FatAss of course!  
     8 
    Medium Quality
     2025-06-11 
    Free porn pics of More Pics of My FatAss of course! 1 of  picsFree porn pics of More Pics of My FatAss of course! 2 of  picsFree porn pics of More Pics of My FatAss of course! 3 of  picsFree porn pics of More Pics of My FatAss of course! 4 of  pics
    sissy
    Anraya22
    Anraya22's profile
    <21 fans>
      dirty panties babecock  
     12 
    High Definition
     2025-06-10 
    Free porn pics of dirty panties babecock 1 of  picsFree porn pics of dirty panties babecock 2 of  picsFree porn pics of dirty panties babecock 3 of  picsFree porn pics of dirty panties babecock 4 of  pics
    dirty panties mom sister girlfriend bully sissy dad son cock worship discharge sniff stink
    111-111-1111
    111-111-1111's profile
    <6 fans>
      Yummy Bras 36  
     50 
    High Quality
     2025-06-10 
    Free porn pics of Yummy Bras 36 1 of  picsFree porn pics of Yummy Bras 36 2 of  picsFree porn pics of Yummy Bras 36 3 of  picsFree porn pics of Yummy Bras 36 4 of  pics
    Yummy bra images, with gentle sissy-cuck messaging. Nothing persuades a submissive guy to embrace femininity and chastity like an alpha female wearing a beautiful bra.
    Aikira
    Aikira's profile
    <1,695 fans>
      Bi Sissy Blowjob Captions 006  
     100 
    High Quality
     2025-06-10 
    Free porn pics of Bi Sissy Blowjob Captions 006 1 of  picsFree porn pics of Bi Sissy Blowjob Captions 006 2 of  picsFree porn pics of Bi Sissy Blowjob Captions 006 3 of  picsFree porn pics of Bi Sissy Blowjob Captions 006 4 of  pics
    AveragelyDisti
    AveragelyDistinct's profile
    <711 fans>
      Bi Sissy Blowjob Captions 005  
     100 
    High Quality
     2025-06-10 
    Free porn pics of Bi Sissy Blowjob Captions 005 1 of  picsFree porn pics of Bi Sissy Blowjob Captions 005 2 of  picsFree porn pics of Bi Sissy Blowjob Captions 005 3 of  picsFree porn pics of Bi Sissy Blowjob Captions 005 4 of  pics
    AveragelyDisti
    AveragelyDistinct's profile
    <711 fans>
      Sissy Choices  
     37 
    High Definition
     2025-06-10 
    Free porn pics of Sissy Choices 1 of  picsFree porn pics of Sissy Choices 2 of  pics
    Sissy Choices
    Sissy_Scarlett
    Sissy_Scarlett's profile
    <1,431 fans>
      Vintage trans/shemale/sissys/gurls - varying quality  
     116 
    High Definition
     2025-06-10 
    Free porn pics of Vintage trans/shemale/sissys/gurls - varying quality 1 of  picsFree porn pics of Vintage trans/shemale/sissys/gurls - varying quality 2 of  picsFree porn pics of Vintage trans/shemale/sissys/gurls - varying quality 3 of  picsFree porn pics of Vintage trans/shemale/sissys/gurls - varying quality 4 of  pics
    These images are from good quality to bad, some are screen shot bad but I thought that they looked hot. This was a request from Amber in LV.
    chewchilla
    chewchilla's profile
    <1,333 fans>
      I want to be your pregnant sissy faggot bride  
     72 
    High Quality
     2025-06-10 
    Free porn pics of I want to be your pregnant sissy faggot bride 1 of  picsFree porn pics of I want to be your pregnant sissy faggot bride 2 of  picsFree porn pics of I want to be your pregnant sissy faggot bride 3 of  picsFree porn pics of I want to be your pregnant sissy faggot bride 4 of  pics
    I decided to run some of my pics through AI with a prompt "I want to be a pregnant sissy bride standing near my husband"nWould love to read your comments whether you like it or not
    TransOksana
    TransOksana's profile
    <5,149 fans>
      Sissy Cuckolds 41  
     314 
    High Quality
     2025-06-10 
    Free porn pics of Sissy Cuckolds 41 1 of  picsFree porn pics of Sissy Cuckolds 41 2 of  picsFree porn pics of Sissy Cuckolds 41 3 of  picsFree porn pics of Sissy Cuckolds 41 4 of  pics
    Feminized Sissy Cuckolds under the care and control of Cuckoldresses who have their best interests at heart engaging the help form other ladies with vested interests in seeing that any masculinity in the sissy cuckold is totally stamped out!
    sissycarla49
    sissycarla49's profile
    <2,389 fans>
      Daddy Cock, BBC, BWC, LadyCock sissy tiny clitty love 9  
     47 
    High Quality
     2025-06-10 
    Free porn pics of Daddy Cock, BBC, BWC, LadyCock sissy tiny clitty love 9 1 of  picsFree porn pics of Daddy Cock, BBC, BWC, LadyCock sissy tiny clitty love 9 2 of  picsFree porn pics of Daddy Cock, BBC, BWC, LadyCock sissy tiny clitty love 9 3 of  picsFree porn pics of Daddy Cock, BBC, BWC, LadyCock sissy tiny clitty love 9 4 of  pics
    Beta loser loves BBC BWC Daddy Cock and LadyCock. Some captions and collages. I'm continuing my collection, your comments are welcome.
    stantonz
    stantonz's profile
    <4,956 fans>
      Sissy Story Femboy Househusband #3  
     11 
    Low Quality
     2025-06-10 
    Free porn pics of Sissy Story Femboy Househusband #3 1 of  picsFree porn pics of Sissy Story Femboy Househusband #3 2 of  pics
    Realmandingo94
    Realmandingo94's profile
    <508 fans>
      TG/Sissy Captions #10  
     6 
    Medium Quality
     2025-06-10 
    Free porn pics of   TG/Sissy Captions #10 1 of  picsFree porn pics of   TG/Sissy Captions #10 2 of  picsFree porn pics of   TG/Sissy Captions #10 3 of  picsFree porn pics of   TG/Sissy Captions #10 4 of  pics
    Check out more on my DeviantArt~
    Lexi221
    Lexi221's profile
    <145 fans>
      Sissy captions mix june  
     95 
    High Quality
     2025-06-10 
    Free porn pics of Sissy captions mix june 1 of  picsFree porn pics of Sissy captions mix june 2 of  picsFree porn pics of Sissy captions mix june 3 of  picsFree porn pics of Sissy captions mix june 4 of  pics
    ZergColective
    ZergColective's profile
    <797 fans>


    :: prev :: | 1 | ... | 71 | 72 | 73 | 74 | 75 | 76 | 77 | 78 | 79 | 80 | :: next ::