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    Displaying results for 'crossdress' - View all videos for 'crossdress'
     Gallery Name 
     Images 
     Quality   Added 
      Crossdressing Captions 012  
     50 
    High Quality
     01:07:20 
    Free porn pics of Crossdressing Captions 012 1 of  picsFree porn pics of Crossdressing Captions 012 2 of  picsFree porn pics of Crossdressing Captions 012 3 of  picsFree porn pics of Crossdressing Captions 012 4 of  pics
    ImagefapAccoun
    ImagefapAccount001's profile
    <1,052 fans>
      Crossdressing/Sissy Captions 3  
     16 
    High Definition
     2024-05-19 
    Free porn pics of Crossdressing/Sissy Captions 3 1 of  picsFree porn pics of Crossdressing/Sissy Captions 3 2 of  picsFree porn pics of Crossdressing/Sissy Captions 3 3 of  picsFree porn pics of Crossdressing/Sissy Captions 3 4 of  pics
    Please vote and leave me comments! I want to hear your fantasies, your dirty thoughts, your feedback on my captions: anything and everything you feel inspired to leave. I read and appreciate everything!
    layla_sparks
    layla_sparks's profile
    <40 fans>
      SPH Gallery and Two Feminization Pictures (Feminization, ABDL)  
     15 
    High Definition
     2024-05-11 
    Free porn pics of SPH Gallery and Two Feminization Pictures (Feminization, ABDL) 1 of  picsFree porn pics of SPH Gallery and Two Feminization Pictures (Feminization, ABDL) 2 of  pics
    Six images (well, technically five images) focused on small penis humiliation with some touches of ABDL and feminization. The last two images are purely focused crossdressing and femdom. Hope you like them!
    Sissy_V
    Sissy_V's profile
    <1,454 fans>
      Crossdressing/Sissy Captions 2  
     16 
    High Definition
     2024-05-10 
    Free porn pics of  Crossdressing/Sissy Captions 2 1 of  picsFree porn pics of  Crossdressing/Sissy Captions 2 2 of  picsFree porn pics of  Crossdressing/Sissy Captions 2 3 of  picsFree porn pics of  Crossdressing/Sissy Captions 2 4 of  pics
    Please vote and leave me comments! I want to hear your fantasies, your dirty thoughts, your feedback on my captions: anything and everything you feel inspired to leave. I read and appreciate everything!
    layla_sparks
    layla_sparks's profile
    <40 fans>
      sissy diaper captions (part 7)  
     12 
    High Quality
     2024-03-14 
    Free porn pics of sissy diaper captions (part 7) 1 of  picsFree porn pics of sissy diaper captions (part 7) 2 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      Crossdressing Captions 011  
     50 
    High Quality
     2024-02-25 
    Free porn pics of Crossdressing Captions 011 1 of  picsFree porn pics of Crossdressing Captions 011 2 of  picsFree porn pics of Crossdressing Captions 011 3 of  picsFree porn pics of Crossdressing Captions 011 4 of  pics
    ImagefapAccoun
    ImagefapAccount001's profile
    <1,052 fans>
      FEMDOM CAPTIONS 18: COERCED CROSSDRESSING  
     10 
    High Quality
     2024-02-03 
    Free porn pics of FEMDOM CAPTIONS 18: COERCED CROSSDRESSING 1 of  picsFree porn pics of FEMDOM CAPTIONS 18: COERCED CROSSDRESSING 2 of  pics
    wh-what's better than a dommy mommy gf, hm~? why, a dommy mommy gf who is absolutely hellbent on turning you into her subby little sissy slut princess, of course~!!
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,319 fans>
      sissy diaper captions (nude filter 1-6)  
     25 
    High Quality
     2024-01-28 
    Free porn pics of sissy diaper captions (nude filter 1-6) 1 of  picsFree porn pics of sissy diaper captions (nude filter 1-6) 2 of  picsFree porn pics of sissy diaper captions (nude filter 1-6) 3 of  picsFree porn pics of sissy diaper captions (nude filter 1-6) 4 of  pics
    No "new" content here: Just a collection of all my forced crossdresss and/or transgender, age regression captions(so far) that include female nudity. (both fully or half-naked, but mostly topless and diapered) Enjoy.
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper captions (part 6)  
     12 
    High Quality
     2023-12-04 
    Free porn pics of sissy diaper captions (part 6) 1 of  picsFree porn pics of sissy diaper captions (part 6) 2 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      Crossdresser Captions - My Originals 3  
     19 
    High Quality
     2023-11-28 
    Free porn pics of Crossdresser Captions - My Originals 3 1 of  picsFree porn pics of Crossdresser Captions - My Originals 3 2 of  picsFree porn pics of Crossdresser Captions - My Originals 3 3 of  picsFree porn pics of Crossdresser Captions - My Originals 3 4 of  pics
    Bismarck41
    Bismarck41's profile
    <315 fans>
      Crossdresser Captions - My Originals 2  
     25 
    High Quality
     2023-11-25 
    Free porn pics of Crossdresser Captions - My Originals 2 1 of  picsFree porn pics of Crossdresser Captions - My Originals 2 2 of  picsFree porn pics of Crossdresser Captions - My Originals 2 3 of  picsFree porn pics of Crossdresser Captions - My Originals 2 4 of  pics
    Bismarck41
    Bismarck41's profile
    <315 fans>
      sissy humiliation 3  
     3 
    High Definition
     2023-11-20 
    Free porn pics of sissy humiliation 3 1 of  picsFree porn pics of sissy humiliation 3 2 of  picsFree porn pics of sissy humiliation 3 3 of  pics
    sissy, femdom, captions, humiliation, domination, sexy, women, goth, mommy, fetish, forcedsissy, crossdressing, feminization, mistress
    mememe1313
    mememe1313's profile
    <87 fans>
      sissy diaper captions (part 5)  
     18 
    High Quality
     2023-10-19 
    Free porn pics of sissy diaper captions (part 5) 1 of  picsFree porn pics of sissy diaper captions (part 5) 2 of  picsFree porn pics of sissy diaper captions (part 5) 3 of  picsFree porn pics of sissy diaper captions (part 5) 4 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      Baby Audrey (Forced Crossdress, Diaper Comic)  
     60 
    High Definition
     2023-10-08 
    Free porn pics of Baby Audrey (Forced Crossdress, Diaper Comic) 1 of  picsFree porn pics of Baby Audrey (Forced Crossdress, Diaper Comic) 2 of  pics
    Forced crossdress, diaper bondage COMIC, done in 2018 but slightly edited Sept.2023. If you're into crossdress, diaper bondage AND japanese culture/anime, you might love this. Hopefully. Please read images in order to understand.
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy Captions (part 2)  
     30 
    High Quality
     2023-10-06 
    Free porn pics of sissy Captions (part 2) 1 of  picsFree porn pics of sissy Captions (part 2) 2 of  picsFree porn pics of sissy Captions (part 2) 3 of  picsFree porn pics of sissy Captions (part 2) 4 of  pics
    (MORE Forced Crossdress and/or transgender, age regression captions) I'm more into sissy DIAPER captions (Check my other albums) but if diaper fetishes aren't your thing or you're just curious, this collection is for you. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper captions (part 4)  
     30 
    High Quality
     2023-10-06 
    Free porn pics of sissy diaper captions (part 4) 1 of  picsFree porn pics of sissy diaper captions (part 4) 2 of  picsFree porn pics of sissy diaper captions (part 4) 3 of  picsFree porn pics of sissy diaper captions (part 4) 4 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper captions (part 3)  
     17 
    High Quality
     2023-09-26 
    Free porn pics of sissy diaper captions (part 3) 1 of  picsFree porn pics of sissy diaper captions (part 3) 2 of  picsFree porn pics of sissy diaper captions (part 3) 3 of  picsFree porn pics of sissy diaper captions (part 3) 4 of  pics
    (MORE) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper Anime captions (part 2)  
     30 
    High Quality
     2023-09-26 
    Free porn pics of sissy diaper Anime captions (part 2) 1 of  picsFree porn pics of sissy diaper Anime captions (part 2) 2 of  picsFree porn pics of sissy diaper Anime captions (part 2) 3 of  picsFree porn pics of sissy diaper Anime captions (part 2) 4 of  pics
    (MORE) Forced Anime Crossdress and/or transgender, age regression captions, with diaper bondage
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy Captions  
     68 
    High Quality
     2023-09-25 
    Free porn pics of sissy Captions 1 of  picsFree porn pics of sissy Captions 2 of  picsFree porn pics of sissy Captions 3 of  picsFree porn pics of sissy Captions 4 of  pics
    (Reuploaded) Forced Crossdress and/or transgender, age regression captions. I'm more into sissy DIAPER captions (Check my other albums) but if diaper fetishes aren't your thing or you're just curious, this collection is for you. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper Anime Captions Part 1  
     12 
    High Quality
     2023-09-23 
    Free porn pics of sissy diaper Anime Captions Part 1 1 of  picsFree porn pics of sissy diaper Anime Captions Part 1 2 of  picsFree porn pics of sissy diaper Anime Captions Part 1 3 of  picsFree porn pics of sissy diaper Anime Captions Part 1 4 of  pics
    (Reuploaded) Forced Crossdress and/or transgender, age regression captions, with diaper bondage
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      sissy diaper Captions parts 1, 2  
     107 
    High Quality
     2023-09-23 
    Free porn pics of sissy diaper Captions parts 1, 2 1 of  picsFree porn pics of sissy diaper Captions parts 1, 2 2 of  picsFree porn pics of sissy diaper Captions parts 1, 2 3 of  picsFree porn pics of sissy diaper Captions parts 1, 2 4 of  pics
    (Reuploaded) Forced Crossdress and/or transgender, age regression captions, with diaper bondage. Enjoy ;)
    diaperedsteph
    diaperedsteph's profile
    <124 fans>
      AOC Matriarchy femdom Caps 2  
     2 
    High Definition
     2023-03-02 
    Free porn pics of AOC Matriarchy femdom Caps 2 1 of  pics
    Submission at the feet of a powerful woman is what this sissy desires. This gallery is apolitical, and is intended for use by simpering cucks and crossdressers of any political persuasion.
    femkat
    femkat's profile
    <687 fans>
      Crossdressing 1  
     11 
    High Quality
     2022-06-25 
    Free porn pics of Crossdressing 1 1 of  picsFree porn pics of Crossdressing 1 2 of  picsFree porn pics of Crossdressing 1 3 of  picsFree porn pics of Crossdressing 1 4 of  pics
    Chastesissyboi
    Chastesissyboi's profile
    <1,483 fans>
      Mistress-HotWife vs. Sissy-Cuckold  
     5 
    High Definition
     2021-12-29 
    Free porn pics of Mistress-HotWife vs. Sissy-Cuckold 1 of  picsFree porn pics of Mistress-HotWife vs. Sissy-Cuckold 2 of  picsFree porn pics of Mistress-HotWife vs. Sissy-Cuckold 3 of  picsFree porn pics of Mistress-HotWife vs. Sissy-Cuckold 4 of  pics
    Who do you think is the biggest slut and the happiest girl in our marriage? The desperate, embarrassed and unsatisfied Mistress-HotWife... or the crossdressing, faggoty loser of a husband? Enjoy my beautiful Mistress-HotWife's imagefap debut as she...
    Sissychelsea
    Sissychelsea's profile
    <2,528 fans>
      FEMDOM CAPTIONS 09: TOTALLY "CRUSHED"  
     10 
    High Quality
     2021-11-13 
    Free porn pics of FEMDOM CAPTIONS 09: TOTALLY "CRUSHED" 1 of  picsFree porn pics of FEMDOM CAPTIONS 09: TOTALLY "CRUSHED" 2 of  picsFree porn pics of FEMDOM CAPTIONS 09: TOTALLY "CRUSHED" 3 of  picsFree porn pics of FEMDOM CAPTIONS 09: TOTALLY "CRUSHED" 4 of  pics
    Asking a pretty girl out can be really daunting, especially if it's someone you've been crushing on for a while. But as scary as the prospect is, at least she won't take your moment of vulnerability as an opportunity to bully you into crossdressing,...
    FEMINYZE-CAPTI
    FEMINYZE-CAPTIONS's profile
    <4,319 fans>


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