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


    asdf1385's profile

    Status Updates Galleries Comments
    michelle31siss
    michelle31sissy's profile
    <1,186 fans>
    3 hours ago
    sissy gif captions 
     
      
           

    sissycarla49
    sissycarla49's profile
    <2,437 fans>
    9 hours ago
    SISSY CUCKOLD HISTORY 969.
    I knew from early on that I was pathetic and sexually abnormal even before I knew what the words transvestite, sissy, cuckold and a panorama of other fetish tags that were building in me.
    I think we all know the feelings of self-shame, fear and ultimate thrill of our early days of starting to put on women’s clothes and licking, sucking and sniffing items of worn soiled Lingerie that we got out grubby little mitts on.
    We all know it’s like a very slippery ski slope from putting on our first pair of panties or tights and having the most intense orgasm so far in our pathetic existence as a so called male and all to soon we are using things to penetrate ourselves while we furiously masturbate.
    Some of us lucky budding feminized sissy cuckolds were exposed and caught out early and faced the ultimate humiliations and shame foisted on us from the female that caught us out leading to an early realization of what we were meant to be in life.

    sissycarla49
    sissycarla49's profile
    <2,437 fans>
    1 day ago
    SISSY CUCKOLD HISTORY 968.
    One thing is for certain for everyone who evolves into or yearns to be a feminized sissy cuckold is the fact that any vestige of normal vanilla sexual behavior and what little masculinity it has will vanish.
    The sissy cuckold will find after years of shame, humiliation, nasty put downs, physical punishment, enduring chastity, voyeuristic placement watching real men fuck the ones that sissy cuckold adores and loves its little sissy clit will give up reacting to normal sexual stimulation.
    The sissy cuckold will develop abilities to dribble when flaccid and from anal stimulation and it will need to be faced with sexual scenarios so extreme and perverse to get truly turned on.
    The Cuckoldress wife knows this from the onset of going into the lifestyle that’s why you never hear a Cuckoldress saying that she plays at the game having hubby a sissy half the time and a man and husband the rest of the time, she knows there is no normal with her sissy cuckold husband and she will go all in relying on other men for the real masculinity that excites her.

    LadyCruella
    LadyCruella's profile
    <9,847 fans>
    2 days ago
    Male treat 104 
     
      
           

    violetayazul69
    violetayazul69's profile
    <5,838 fans>
    3 days ago
    MI RICA COLITA  
     
      
           

    LadyCruella
    LadyCruella's profile
    <9,847 fans>
    4 days ago
    In training 104 
     
      
           

    sissycarla49
    sissycarla49's profile
    <2,437 fans>
    5 days ago
    SISSY CUCKOLD HISTORY 967.
    Like many feminized sissy cuckolds over the years, I have visited many ladies of the night and one thing I have found is that far from it being you dominatrix it if your straight on the game prostitute that really knows how to deal with a sissy cuckold.
    This may well be because many ladies of the night are actually married and are cuckoldresses on top of their profession, thus they have all the firsthand skills to handle pathetic creatures like us.
    And what I have found is that if you stick with a chosen lady of the night she will appreciate your devotion and get you to make yourself available for a session straight after she has been with one of her trusted clients who she does bareback with.
    Talking to these ladies as I have done over the years to a woman of them they love having a feminized sissy cuckold customer as it gives them the opportunity to get their own back on masculinity as all ladies of the night have to deal with and cope with some really pig ignorant men that rile them and the sissy cuckold is perfect for her to work out her anger on.

    sissycarla49
    sissycarla49's profile
    <2,437 fans>
    6 days ago
    SISSY CUCKOLD HISTORY 966.
    I suppose like me you know the thrill that was laundry basket diving, all budding feminized sissy cuckolds navigate the path of finding out where they can source female things to put on and investigate as strange and as yet to be understood urges rage through them.
    And what better source of female apparel is there than the laundry basket, not only are the female garments in there but they are also worn and soiled giving them a fragrance that for the budding sissy cuckold is addictive.
    The stiffness and aroma of the foot of hosiery makes the budding sissy giddy so not only does the sissy put them on but it will also sniff them drawing in the intoxicating female scent.
    Then there are the panties or knickers whatever you like to call them, and these items can go from merely sweaty and urine smelling to full on spunk and cunt batter soaked and shitty.
    It matters not for the budding sissy cuckold in fact the worse the state of the panties the better and we all know and have been there dressed in the filched tights keeling with a painfully erect hurting little sissy clit out mouths sucking on the soiled gussets, lapping away the messes that the woman has deposited on the material from her sex holes.
    Shamefully all this is made even more taboo and powerful when you consider whose lingerie we are lapping at and sniffing yet another powerful reinforcement of the shame and humiliation that an integral part of being a feminized sissy cuckold.

    michelle31siss
    michelle31sissy's profile
    <1,186 fans>
    4 Mar, 2026
    sissy gifs 
     
      
           

    sissycarla49
    sissycarla49's profile
    <2,437 fans>
    4 Mar, 2026
    SISSY CUCKOLD HISTORY 965.
    It comes to something when as a feminized sissy cuckold want to be or a dumped and divorced sissy cuckold you out of sheer desperation visit a prostitute to try to have sex.
    More than likely you have spun the good lady a tale that you’re just a common garden variety of transvestite but then when you finally get to her place the disaster starts.
    Do not for one moment think that this experienced lady will not peg you for who you really are straight away and no matter what she calls herself a hooker, prostitute, escort etc. she is still a woman so will not take kindly to you not being truthful with her about what you are.
    Maybe she’ll come right out with it and say she knows you’re a feminized sissy cuckold and worthless lumps of shit like yourself specially ones that have lied to her have to pay double and that’s just for licking her pussy and anus with absolutely no intercourse.
    Or she might just play along with your deception making sure she uses key words and phrases on you to ensure like all women can when they want to that either you suffer catastrophic premature ejaculation before you even get into her usually while she fiddles round trying to put an extra large condom on your tiny penis or her words effect you so much that you are unable to erect at all under her withering nasty comments and rejection to you of sex because you’re a feminized sissy cuckold.
    For the sissy cuckold there are few things more humiliating and shameful than being rejected by a woman that will have sex for money, even worse is that meekly you’ll pay double of any figure she asks to lick her cock used cunt and anus or even be used as a toilet by her.

    sissycarla49
    sissycarla49's profile
    <2,437 fans>
    3 Mar, 2026
    SISSY CUCKOLD HISTORY 964.
    Mind mulling over Wendy the third woman used me as a sissy after Pam and Fran had got their claws into me.
    Wendy a friend of my Mothers was a Nurse she had never married and now with hindsight I wonder if she was leaning towards being a lesbian or was one her manner was always authoritarian and she spoke to me especially in a clipped manner, not nasty but with a tone that told me I was not thought of as an equal but just a silly young man.
    Wendy also had the dirtiest laugh I have ever heard on a woman and she loved naughty ribald jokes, of course because Pam and Fran could not keep their mouths shut about my sissy dressing up and the things I had willingly done for them my Mother being part of what they called their coven knew straight away the kinky urges I had developed on top of what she already knew about me dressing up and having a dire foot fetish.
    Hence it was Mother who gossiped to Wendy and sent me to see her dressed as Wendy said being a nurse she might be able to help me if we had a chat? It was never made clear to me what help a chat with Wendy was going to resolve as apart from her telling me to kneel and kiss and worship her nylon clad feet and suck her toes I was never asked to speak and that first time she masturbated me to ejaculation I had her dirty knickers in my mouth and could only squeal when I shot all over her legs something that earned me a spanking after Wendy had me lick my mess up.
    It was only on my second visit to see Wendy that she put me to her sweaty smell pussy after she had finished a long shift at work, and I found out that for all her haughtiness she orgasmed like a slut.

    michelle31siss
    michelle31sissy's profile
    <1,186 fans>
    3 Mar, 2026
    sissy captions 
     
      
           

    LadyCruella
    LadyCruella's profile
    <9,847 fans>
    3 Mar, 2026
    Forced orgasm 104 
     
      
           

    crazytolya
    crazytolya's profile
    <7,136 fans>
    2 Mar, 2026
    XXL 
     
      
           

    crazytolya
    crazytolya's profile
    <7,136 fans>
    2 Mar, 2026
    Almost girl 
     
      
           

    sissycarla49
    sissycarla49's profile
    <2,437 fans>
    2 Mar, 2026
    SISSY CUCKOLD HISTORY 963.
    Further to yesterday’s thoughts I want to refer to something that all feminized sissy cuckolds have to do on a daily basis unless otherwise ordered not to and that is keeping the sissy pussy clean and ready to be fucked.
    I work on an enema every three days and on top of that I wash myself out every morning and again if I am going somewhere.
    This at least hopefully ensures a clean hole for anyone pounding it.
    Of course, there is times your cuckoldress may well want you not to clean your sissy pussy and this goes back to yesterday’s thoughts on sex with another feminized sissy cuckold.
    Tania my last ex wife and cuckoldress on three occasions stopped my cleaning for a few days and the morning of the sissy meet she had me take laxative, the result was horrendous as during the act with the other sissy cuckold I could not help it and shit myself all over the girls meager penis that was trying its hardest to fuck me.

    LadyCruella
    LadyCruella's profile
    <9,847 fans>
    1 Mar, 2026
    Faces 104