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
      42,215 galleries
    Amateur porn
      4,589,720 galleries
    Anal porn
      386,010 galleries
    Animated GIFS porn
      325,298 galleries
    Anime / Cartoon porn
      365,675 galleries
    Arabian porn
      56,408 galleries
    Asian porn
      416,951 galleries
    Asses porn
      688,470 galleries
    BBW porn
      410,854 galleries
    Big cocks porn
      302,462 galleries
    Big Tits porn
      1,187,429 galleries
    Bizarre porn
      118,375 galleries
    Black / Ebony porn
      228,971 galleries
    Blondes porn
      451,118 galleries
    Bondage / S&M porn
      421,229 galleries
    Bukkake porn
      41,355 galleries
    Captions porn
      404,221 galleries
    CD / TV porn
      326,877 galleries
    Celebrities porn
      401,531 galleries
    CFNM porn
      30,951 galleries
    Computer Generated porn
      64,508 galleries
    Creampie porn
      50,816 galleries
    Crossdressing porn
      245,963 galleries
    Cumshot porn
      301,172 galleries
    Double Penetration
      54,823 galleries
    Downblouse porn
      43,047 galleries
    Facial porn
      141,175 galleries
    Fakes porn
      246,097 galleries
    Feet porn
      285,598 galleries
    Fetish porn
      925,524 galleries
    Filthy Porn porn
      61,063 galleries
    Flashing porn
      214,440 galleries
    Funny/Oops porn
      75,984 galleries
    Gang Bang porn
      66,798 galleries
    Gaping / Stretching porn
      82,618 galleries
    Gay porn
      250,894 galleries
    Gothic porn
      34,437 galleries
    Granny porn
      132,992 galleries
    Hairy porn
      238,915 galleries
    Handjob porn
      39,240 galleries
    Hardcore porn
      641,423 galleries
    Homemade porn
      718,656 galleries
    Insertion porn
      76,105 galleries
    Interracial porn
      250,692 galleries
    Lactating porn
      10,827 galleries
    Latina/Latino porn
      160,123 galleries
    Lesbian porn
      208,170 galleries
    Masturbation porn
      264,122 galleries
    Mature porn
      1,106,890 galleries
    Miscellaneous porn
      498,850 galleries
    Old Men porn
      34,708 galleries
    Oral porn
      229,755 galleries
    Orgy / Groupsex porn
      61,734 galleries
    Outdoors porn
      268,680 galleries
    Panties porn
      205,491 galleries
    Pornstars porn
      386,806 galleries
    Pregnant porn
      57,617 galleries
    Redhead porn
      120,232 galleries
    Screencaps
      46,264 galleries
    Shemale porn
      184,376 galleries
    Softcore porn
      718,594 galleries
    Squirting porn
      14,804 galleries
    Swingers porn
      70,054 galleries
    Teen porn
      1,634,616 galleries
    Uniforms porn
      61,491 galleries
    Upskirt porn
      119,853 galleries
    Vintage porn
      135,370 galleries
    Voyeur porn
      467,132 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 'pretty' - View all videos for 'pretty'
     Gallery Name 
     Images 
     Quality   Added 
      Sissy 22  
     18 
    High Quality
     2024-05-24 
    Free porn pics of Sissy 22 1 of  picsFree porn pics of Sissy 22 2 of  picsFree porn pics of Sissy 22 3 of  picsFree porn pics of Sissy 22 4 of  pics
    Yet more pretty boys turned into pretty girls
    viktrig
    viktrig's profile
    <291 fans>
      CD-Sissy maids 1  
     100 
    High Quality
     2024-02-16 
    Free porn pics of CD-Sissy maids 1 1 of  picsFree porn pics of CD-Sissy maids 1 2 of  picsFree porn pics of CD-Sissy maids 1 3 of  picsFree porn pics of CD-Sissy maids 1 4 of  pics
    CD-Sissy maids such a pretty and useful-used addition to the home
    tgurlbinder
    tgurlbinder's profile
    <435 fans>
      My Mistress, my Pimp  
     24 
    High Quality
     2023-10-06 
    Free porn pics of My Mistress, my Pimp 1 of  picsFree porn pics of My Mistress, my Pimp 2 of  pics
    Miss Stacey trained me a lot. I thought it was for her own pleasure but it seems she was planning something else... (you can see the original pictures in JoeBacon's gallery "Young Pretty Horny Trannies_Gurls's_Sissies_Traps")
    sissystraight6
    sissystraight691982's profile
    <2,035 fans>
      Effeminate Fags Forced to Fellate One Time Friends  
     24 
    High Definition
     2023-06-02 
    Free porn pics of Effeminate Fags Forced to Fellate One Time Friends 1 of  picsFree porn pics of Effeminate Fags Forced to Fellate One Time Friends 2 of  pics
    Please (pretty please!) check out my sissy humiliation e-books at www.lulu.com/spotlight/candy_runtn
    Candy_Runt
    Candy_Runt's profile
    <3,681 fans>
      MLG / Sissy captions 59 - Stupid Sissy Sluts VI  
     15 
    High Definition
     2023-05-09 
    Free porn pics of  MLG / Sissy captions 59 - Stupid Sissy Sluts VI 1 of  picsFree porn pics of  MLG / Sissy captions 59 - Stupid Sissy Sluts VI 2 of  picsFree porn pics of  MLG / Sissy captions 59 - Stupid Sissy Sluts VI 3 of  picsFree porn pics of  MLG / Sissy captions 59 - Stupid Sissy Sluts VI 4 of  pics
    Bimbos and faggots and whores, oh my. SSS is usually my catch-all for ones that didn't fit the previous three categories so you're getting a mixed bag here. Cap 13 is pretty cursed but I'd be lying if I said I wasn't fully erect writing it. Yay for...
    Orokana_Shojo
    Orokana_Shojo's profile
    <845 fans>
      MLG / Sissy captions 41 - Cursed Gonzo Sissies  
     15 
    High Definition
     2022-12-20 
    Free porn pics of MLG / Sissy captions 41 - Cursed Gonzo Sissies 1 of  picsFree porn pics of MLG / Sissy captions 41 - Cursed Gonzo Sissies 2 of  picsFree porn pics of MLG / Sissy captions 41 - Cursed Gonzo Sissies 3 of  picsFree porn pics of MLG / Sissy captions 41 - Cursed Gonzo Sissies 4 of  pics
    Ok, but what if instead of only writing one cursed caption per gallery I did an entire gallery of cursed caps? Ho-boy. Cap 13 this time is paradoxically the most wholesome (comparatively) and confessional cap 15 is tame but still pretty weird from my...
    Orokana_Shojo
    Orokana_Shojo's profile
    <845 fans>
      PRETTY FEMDOM FINDOM CAPTIONS (ME)  
     8 
    High Definition
     2022-12-12 
    Free porn pics of PRETTY FEMDOM FINDOM CAPTIONS (ME) 1 of  picsFree porn pics of PRETTY FEMDOM FINDOM CAPTIONS (ME) 2 of  picsFree porn pics of PRETTY FEMDOM FINDOM CAPTIONS (ME) 3 of  picsFree porn pics of PRETTY FEMDOM FINDOM CAPTIONS (ME) 4 of  pics
    LoseYourself
    LoseYourself's profile
    <340 fans>
      MLG / Sissy captions 28 - Twisted Incest  
     15 
    High Definition
     2022-08-27 
    Free porn pics of MLG / Sissy captions 28 - Twisted Incest 1 of  picsFree porn pics of MLG / Sissy captions 28 - Twisted Incest 2 of  picsFree porn pics of MLG / Sissy captions 28 - Twisted Incest 3 of  picsFree porn pics of MLG / Sissy captions 28 - Twisted Incest 4 of  pics
    I did warn those of you requesting more incest that I might not be very good with it - I tried my best, but its not my forté. Confessional cap at the end of this gallery is as close as I get to incest. Plus I'm pretty sure caption 13 here is the most...
    Orokana_Shojo
    Orokana_Shojo's profile
    <845 fans>
      MLG / Sissy captions 19 - Adult Baby Cucks  
     15 
    High Definition
     2022-08-15 
    Free porn pics of MLG / Sissy captions 19 - Adult Baby Cucks 1 of  picsFree porn pics of MLG / Sissy captions 19 - Adult Baby Cucks 2 of  picsFree porn pics of MLG / Sissy captions 19 - Adult Baby Cucks 3 of  picsFree porn pics of MLG / Sissy captions 19 - Adult Baby Cucks 4 of  pics
    Nothing but pink baby cuck caps, so to hew close to the theme I wore an outfit from Leanne's Pretty Dresses whilst writing them. That final caption feels like my most humiliating confession so far.
    Orokana_Shojo
    Orokana_Shojo's profile
    <845 fans>
      Tranny Story 4  
     10 
    High Definition
     2022-07-24 
    Free porn pics of Tranny Story 4 1 of  picsFree porn pics of Tranny Story 4 2 of  picsFree porn pics of Tranny Story 4 3 of  picsFree porn pics of Tranny Story 4 4 of  pics
    Another quick story about a pretty crossdresser getting fulfilled.
    HeatherHaney
    HeatherHaney's profile
    <218 fans>
      Jolene's TG Re-Caps: "BDSM And Other Things #9"  
     50 
    High Quality
     2022-04-15 
    Free porn pics of Jolene's TG Re-Caps:  "BDSM And Other Things #9" 1 of  picsFree porn pics of Jolene's TG Re-Caps:  "BDSM And Other Things #9" 2 of  picsFree porn pics of Jolene's TG Re-Caps:  "BDSM And Other Things #9" 3 of  picsFree porn pics of Jolene's TG Re-Caps:  "BDSM And Other Things #9" 4 of  pics
    Okay, so now you're female--what next? The world is open to you as a new person, offering sensations who could never have experienced as a male. Were you attracted to the lifestyle or was the lifestyle attracted to YOU? Or maybe the cartel slave...
    Jolenedreams
    Jolenedreams's profile
    <1,160 fans>
      Sissy Baby Denver Shoemaker playing for mommy tici hastings  
     10 
    High Quality
     2022-01-04 
    Free porn pics of Sissy Baby Denver Shoemaker playing for mommy tici hastings 1 of  picsFree porn pics of Sissy Baby Denver Shoemaker playing for mommy tici hastings 2 of  picsFree porn pics of Sissy Baby Denver Shoemaker playing for mommy tici hastings 3 of  picsFree porn pics of Sissy Baby Denver Shoemaker playing for mommy tici hastings 4 of  pics
    Feminized fairy denver shoemaker loves being a good abdl girl for her moms tiny tici hastings, so no need for time wasting. Instead I love playing pretty, dressing girly and masturbating.
    GoddessJennife
    GoddessJennifer's profile
    <257 fans>
      Trans fantasy captions_  
     7 
    High Quality
     2021-12-23 
    Free porn pics of Trans fantasy captions_ 1 of  picsFree porn pics of Trans fantasy captions_ 2 of  picsFree porn pics of Trans fantasy captions_ 3 of  picsFree porn pics of Trans fantasy captions_ 4 of  pics
    Pretty chicks, with tasty dicks!
    King_Caption
    King_Caption's profile
    <1,807 fans>
      Diary of Auntie's Chastised Sissy Fuck Hole  
     7 
    High Definition
     2021-09-16 
    Free porn pics of Diary of Auntie's Chastised Sissy Fuck Hole 1 of  picsFree porn pics of Diary of Auntie's Chastised Sissy Fuck Hole 2 of  picsFree porn pics of Diary of Auntie's Chastised Sissy Fuck Hole 3 of  picsFree porn pics of Diary of Auntie's Chastised Sissy Fuck Hole 4 of  pics
    I was an innocent virgin until my Aunt Marci took me under her wing. She dressed me in pretty clothes and taught me to crave cock. Now, my favorite part of every day is the hours I get to spend in the gloryhole.
    hamishfalson2
    hamishfalson2's profile
    <2,383 fans>
      SISSY CAPTIONS 42: SCHOOL BULLY  
     8 
    High Quality
     2021-08-08 
    Free porn pics of SISSY CAPTIONS 42: SCHOOL BULLY 1 of  picsFree porn pics of SISSY CAPTIONS 42: SCHOOL BULLY 2 of  picsFree porn pics of SISSY CAPTIONS 42: SCHOOL BULLY 3 of  picsFree porn pics of SISSY CAPTIONS 42: SCHOOL BULLY 4 of  pics
    Hi! Hope you enjoy these captions. I tried something a little different with a couple of the images in this set: animating the text on still images, to make it look like an ongoing text conversation! It's a bit more work than the usual way, but the...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,351 fans>
      I am a Sissy Cum Whore  
     38 
    Low Quality
     2021-08-01 
    Free porn pics of I am a Sissy Cum Whore 1 of  picsFree porn pics of I am a Sissy Cum Whore 2 of  picsFree porn pics of I am a Sissy Cum Whore 3 of  picsFree porn pics of I am a Sissy Cum Whore 4 of  pics
    I swallow cum, drink cum, lick cum, wear cum and love smelling like cum. I wish I could drink cum all day everyday. I love it so much. Being covered in cum makes me feel so loved and pretty.
    KingCumeater
    KingCumeater's profile
    <2,222 fans>
      A darling feminized sissy cuckold so precious for a Cuckoldress  
     308 
    Medium Quality
     2021-06-11 
    Free porn pics of A darling feminized sissy cuckold so precious for a Cuckoldress 1 of  picsFree porn pics of A darling feminized sissy cuckold so precious for a Cuckoldress 2 of  picsFree porn pics of A darling feminized sissy cuckold so precious for a Cuckoldress 3 of  picsFree porn pics of A darling feminized sissy cuckold so precious for a Cuckoldress 4 of  pics
    The Precious feminized sissy cuckold women from extra extra mature widows, divorcees and married ladies know they are lucky to find and marry a pretty young and very feminine sissy cuckold that they can use and abuse to their hearts content.
    sissycarla49
    sissycarla49's profile
    <2,294 fans>
      Wonderland for a Sweet Sissy Cuckold  
     10 
    High Definition
     2021-05-09 
    Free porn pics of Wonderland for a Sweet Sissy Cuckold 1 of  picsFree porn pics of Wonderland for a Sweet Sissy Cuckold 2 of  picsFree porn pics of Wonderland for a Sweet Sissy Cuckold 3 of  picsFree porn pics of Wonderland for a Sweet Sissy Cuckold 4 of  pics
    Got my sweet, submissive husband a proper dress for her faggoty journey down the rabbit hole! She has become soooooooo PRECIOUS and PRETTY since we started her sissy-journey... I just had to share her! Please enjoy, save, share, expose and comment on...
    Sissychelsea
    Sissychelsea's profile
    <2,533 fans>
      SISSY CAPTIONS 35: SISSY CUCKOLD  
     11 
    High Quality
     2021-04-03 
    Free porn pics of SISSY CAPTIONS 35: SISSY CUCKOLD 1 of  picsFree porn pics of SISSY CAPTIONS 35: SISSY CUCKOLD 2 of  picsFree porn pics of SISSY CAPTIONS 35: SISSY CUCKOLD 3 of  picsFree porn pics of SISSY CAPTIONS 35: SISSY CUCKOLD 4 of  pics
    Who's a good little sissy cuck? Well, if you dress up real pretty, learn how to do your own makeup, speak in a girly falsetto, take your hormones, and agree to buy yourself a pair of bouncing D-cup titties, maybe the answer will be YOU!
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,351 fans>
      The Secrets Sissies keep from their Wives Part 2  
     30 
    Low Quality
     2021-03-25 
    Free porn pics of 	 The Secrets Sissies keep from their Wives Part 2 1 of  picsFree porn pics of 	 The Secrets Sissies keep from their Wives Part 2 2 of  picsFree porn pics of 	 The Secrets Sissies keep from their Wives Part 2 3 of  picsFree porn pics of 	 The Secrets Sissies keep from their Wives Part 2 4 of  pics
    The secrets Sissys keep from their wives, feel free to comment, I know pretty much all of these apply to me.
    MeetMarilyn
    MeetMarilyn's profile
    <3,147 fans>
      10 Stages Of A Sissy  
     10 
    High Definition
     2020-06-17 
    Free porn pics of 10 Stages Of A Sissy 1 of  picsFree porn pics of 10 Stages Of A Sissy 2 of  picsFree porn pics of 10 Stages Of A Sissy 3 of  picsFree porn pics of 10 Stages Of A Sissy 4 of  pics
    pretty sissy, if she was a friend of mine I would try exploring with her if she let me. The storyline is hot. ________________________I REALLY WANT TO MEET PRETTY GIRLS AN SEXY LADIES WHO ARE ACTUALLY INTO THE LIFESTYLE OF SISSIFYING AN FEMINIZING GUYS...
    ShyLonelyVirgi
    ShyLonelyVirgin's profile
    <933 fans>
      CUCK CAPTIONS 06: HER LITTLE SISSY  
     22 
    High Quality
     2020-04-27 
    Free porn pics of CUCK CAPTIONS 06: HER LITTLE SISSY 1 of  picsFree porn pics of CUCK CAPTIONS 06: HER LITTLE SISSY 2 of  picsFree porn pics of CUCK CAPTIONS 06: HER LITTLE SISSY 3 of  picsFree porn pics of CUCK CAPTIONS 06: HER LITTLE SISSY 4 of  pics
    Being a little sissy cuckold at her beck and call is hard, but it's so rewarding: you get to go to sleep rubbing your useless little clit through the thick plastic cage she controls you with, your ruined ass drooling her boyfriend's cum all over your...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,351 fans>
      Newest captions of my precious sissy cuckold loser 3  
     5 
    High Definition
     2020-02-21 
    Free porn pics of Newest captions of my precious sissy cuckold loser 3 1 of  picsFree porn pics of Newest captions of my precious sissy cuckold loser 3 2 of  picsFree porn pics of Newest captions of my precious sissy cuckold loser 3 3 of  picsFree porn pics of Newest captions of my precious sissy cuckold loser 3 4 of  pics
    My pretty, little sissy-husband and I used to have a VERY active Tumblr account before they went all prude on everybody. So unfortunately... We had to basically say goodbye to our 50,000 fans and didn't have anywhere to post our sexy pix, true stories,...
    Sissychelsea
    Sissychelsea's profile
    <2,533 fans>
      Newest captions of my precious sissy cuckold loser 2  
     5 
    High Definition
     2020-02-12 
    Free porn pics of Newest captions of my precious sissy cuckold loser 2 1 of  picsFree porn pics of Newest captions of my precious sissy cuckold loser 2 2 of  picsFree porn pics of Newest captions of my precious sissy cuckold loser 2 3 of  picsFree porn pics of Newest captions of my precious sissy cuckold loser 2 4 of  pics
    My pretty, little sissy-husband and I used to have a VERY active Tumblr account before they went all prude on everybody. So unfortunately... We had to basically say goodbye to our 50,000 fans and didn't have anywhere to post our sexy pix, true stories,...
    Sissychelsea
    Sissychelsea's profile
    <2,533 fans>
      Please caption my faggoty little sissy husband Volume 11  
     64 
    High Definition
     2020-02-07 
    Free porn pics of Please caption my faggoty little sissy husband Volume 11 1 of  picsFree porn pics of Please caption my faggoty little sissy husband Volume 11 2 of  picsFree porn pics of Please caption my faggoty little sissy husband Volume 11 3 of  picsFree porn pics of Please caption my faggoty little sissy husband Volume 11 4 of  pics
    Please help this poor Mistress-HotWife out. See those captions and tribute examples of my sweet cuckold???? I love keeping my sweet, pathetic sissy-husband in pretty panties and lingerie everyday... Keeping her little clitty locked up in chastity......
    Sissychelsea
    Sissychelsea's profile
    <2,533 fans>


    1 | 2 | 3 | :: next ::






    Contact us - FAQ - ASACP - DMCA - Privacy Policy - Terms of Service - 2257



    Served by site-8ff64bd58-lqkvc
    Generated 02:06:26