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    Debman's profile

    Debman Profile
    Debman
    Profile views: 46929
    Fanbase: 1375

    About Me
    Hi
    I live in Worthing, West Sussex and I like to crossdress and would love to meet others that like to do the same. I have not been dressing up that long but it just feels so right and so good.

    Interests
    Bi , Chastity , Crossdressing , MMF , Sissy , TV

    Signed up: 7 years and 1 month ago
    Images viewed: 14702
    Images uploaded: 2982

    Gender: TS/TV
    Birth: 26/05/1962

    Location: United Kingdom

    Last Online: 8 hours ago

    Connect with Debman
    Status updates
    Debman's profile
    Jan 15, 2019
    Got dressed up and went for a walk outdoors with my wife, it was dark but we did walk along the shops and bus stop with people around, Loved it and want to do it again soon.
    JamesVI's profile
    JamesVI 22 Jan, 2026
    Thrilling!

    littlesissytimmy's profile
    littlesissytimmy 2 Jan, 2026
    Love to see you out dressed

    littlesissytimmy's profile
    littlesissytimmy 18 Aug, 2025
    Hi I am also in Worthing. I would love to know when you next go for a walk

    niftychunk's profile
    niftychunk 24 Jul, 2025
    Which one of you got more attention?

    Solo_Man's profile
    Solo_Man 7 Apr, 2025
    Love to wear a short dress and no
    panties and walk around holding
    your hand and kissing you in
    public... wait till my erection pulls
    my dress up...

    Kisses

    johanna-Mary-Clayton's profile
    johanna-Mary-Clayton 7 Jan, 2025
    Oh you added gallery to favourites.

    johanna-Mary-Clayton's profile
    johanna-Mary-Clayton 13 Dec, 2024
    Nice that you can do that with wife

    THEFORBIDDENMAN's profile
    THEFORBIDDENMAN 10 Dec, 2024
    I HOPE YOUR STILL EXPLORING YOUR OUT-SIDE SISSY LIFESTYLE

    erosbi60's profile
    erosbi60 29 Nov, 2024
    wish i was there for you to invite me over to share my cock

    walkingwetdream's profile
    walkingwetdream 30 Aug, 2024
    love your comments thanks!

     
    Debman's profile
    Jan 3, 2019
    I would love to dress up and meet with another sissy and make out with them while my wife watched me suck on their cock.
    JamesVI's profile
    JamesVI 22 Jan, 2026
    Nylon

    Silksissy's profile
    Silksissy 2 Jun, 2025
    I am definitely up for that!

    Solo_Man's profile
    Solo_Man 7 Apr, 2025
    *Hand Raised! Pick Me, Pick Me!!

    Except your wife has to watch me
    suck your sissy dick too...

    Love to put on a show...

    erosbi60's profile
    erosbi60 29 Nov, 2024
    love to have your wife fuck my ass with a starpon as you suck my cock

    Lananew's profile
    Lananew 5 Mar, 2023
    That's a beautiful desire, I'm so with you on that one!

    welshlad4u's profile
    welshlad4u 18 Feb, 2022
    Its a lovely feeling

    electronus's profile
    electronus 10 Mar, 2020
    Write a comment...

    electronus's profile
    electronus 10 Mar, 2020
    Sounds delicious

    manofewords's profile
    manofewords 27 Jan, 2020
    I'd love to be that guy!

     


    Comments (12) (See All Comments)
    sissycindy1
    sissycindy1's profile
    Comments: 33,536
    Commented on Feb 2, 2026
    "Yes mother, I am fucking your sissy sons pussy right now and he is almost ready to make cummies. I will hold the phone near him so you can hear him squeal we he does spurties."
     
    formervicegirl
    formervicegirl's profile
    Comments: 252
    Commented on Jan 28, 2026
    "Mmmm a two-hander"
    Debman | Jan 28, 2026
    I would love to be one of her sissies and to be told to kneel and suck off her other sissy while she watches and give me instructions.

    formervicegirl | Jan 29, 2026
    Good girl, you have exactly the right idea- Mistress is in charge of what you do, your clitty belongs to her, you must wank it off when told and stop when told, you must suck clitties in public, drink cum in public and drip cum from your own hole in public

    Debman | Jan 29, 2026
    Oh yes that is what I need and want, I need a Mistress, to dominate me. Keep me dressed as her sissy, take me dogging to find men that want to have sex with me and tell me to suck men off out in the open where I can be seen, then to be fucked, sometimes at the same time as Mistress pleases. Told to wank my pathetic cock while being fucked and sucking cock but also told not to cum until authorised. Then when done, having to walk home with spunk running down my stocking legs and an erection under my short skirt as I had not been allowed to cum.

    formervicegirl | Jan 29, 2026
    I know a quiet road where men park to get their cocks sucked by sissy girls- I blindfold my sissies and bend them over a car bonnet, where they are roughly fucked by strangers until they have sore pussies and mixed cum running down their legs. Some men require sissies to suck them clean afterwards- they pay me for this but then I let them piss into the little slut's mouth for free- bet you like the sound of that

    Debman | Jan 29, 2026
    No

     
    formervicegirl
    formervicegirl's profile
    Comments: 252
    Commented on Jan 28, 2026
    "Nothing better than a couple of fingers up your boi pussy while Mistress is wanking you off"
    Debman | Jan 28, 2026
    My wife finger fucks my boy pussy, but she has me wank myself off and tell me when I allowed to cum, sometimes she know I am close to cumming and finger fucks my hole faster and tells me to wank faster and reminds me I am not allowed to cum until she says so.

     
    formervicegirl
    formervicegirl's profile
    Comments: 252
    Commented on Jan 28, 2026
    "I could watch sissies wanking all day"
     
    dallastx52m
    dallastx52m's profile
    Comments: 96,394
    Commented on Jan 27, 2026
    "I would lick sissy cum bums all day long if it was possible!"
     
    Niceplainjane
    Niceplainjane's profile
    Comments: 7,112
    Commented on Jan 26, 2026
    "durty girl mmmm x"
    Debman | Jan 26, 2026
    I'm her sissy and she keeps my penis locked up, then once a month she unlocks me and allows me to cum. This month is my Birthday month, so as an extra special treat she is sucking me off, oh god her lips feel wonderful. Once I have cum in her mouth she is going to snowball me and make me swallow my own cum.

     
    littlesissytim
    littlesissytimmy's profile
    Comments: 117
    Commented on Jan 25, 2026
    "Oh darling timmy, Grandma has known for a long time that you touch her silky things when you are here for the school holidays. I want you to spend this summer as my granddaughter and wear the lovely things I have for you. Let's start with this pretty dress and I will do your makeup."
    Debman | Jan 25, 2026
    Oh yes please Granma, it beautiful, I would love to be your granddaughter for the whole of the summer holiday and wear lot's of lovely girly things. Be careful Timmy your little stick has gotten all hard and has started leaking, I'll need to take care of that first before dressing you up.

    littlesissytimmy | Jan 25, 2026
    oohh Grandma your hand on timmy's smooth little clitty feels so nice... Aw darling timmy, you have needed this for a while, that's it, let all your cummies leak onto Grandmas hand and the panties. Now timmy, Grandma is going to put a special cage on your clitty so you know you're Grandmas little sissy girl and I want you to put this pretty pink maids dress on.

    Debman | Jan 25, 2026
    Thank you Granma, I love my little cage it feels like your hand is holding my tiny pee pee all the time and I love my sissy maids dress, can I do your housework for you and after that would I be able to go out into the garden and play in it, or you could take me to the park wearing it?

    littlesissytimmy | Jan 25, 2026
    If you are a good little sissy maid I will let you hang the washing out wearing your maids dress. My neighbour, Mr Hunter, said you looked pretty when he saw you coming home from school yesterday, so I think I might offer your services as a sissy maid to him. He has been lonely and a pretty little sissy maid cleaning for him will cheer him up. Would you like that darling timmy?

    Debman | Jan 26, 2026
    Oh yes Granma, I would love to hang the washing out so Mr Hunter can get a really good look at me in my sissy maids uniform. Would you really offer my sissy maids services to Mr Hunter, It would be nice if you did. I think I would really like to be a sissy maid to a mature man, there is something I like about being a sissy maid for a mature gentleman that makes my sissy clit get hard. Do you think Mr Hunter would want to see my locked up willy, sorry sissy clit? I could show him it to prove what a little sissy boy I am. Umm I wonder how big Mr Hunters willy is, do you think he would want to show a little sissy boy like me his willy?

    littlesissytimmy | Jan 27, 2026
    Oh yes Mr Hunter always has little boys and girls over to visit so I am sure he would love to have a sissy maid to help with the housework. Yes of course he would want to see your little caged clitty, I'm sure he would think it very pretty. Oh timmy darling Mr Hunters willy is big and I know he would love you to see it, I think he would love to do more than show it to a little sissy boy like you.

    Debman | Jan 28, 2026
    Oh Grandma, I would really love to do Mr Hunters housework, may I please. And it would be nice to show him my locked up clit and for him to show me his willy, we could compare sizes and see who's is the biggest. What else would would Mr Hunter want to do with his willy apart from show it to me?

    littlesissytimmy | Jan 29, 2026
    I have spoken to Mr Hunter timmy and he would love you to go there and do his housework. I know he would love to see your pretty caged clitty but I think Mr Hunters willy is much bigger than your little one. I think Mr Hunter would love you to put his big willy into your pretty little mouth and if you are really lucky he will use your boi pussy and make you feel like a real little girl.

    Debman | Jan 29, 2026
    Oh yes I would love that grandma, thank you so much for talking to him. Can I go round now, or should I put on my sissy pink maids uniform first. I can't wait to show him my locked up sissy clit and for him to show me his willy. I do hope it is soft and floppy so he makes me take it in my mouth and suck on it till it's all hard. Do you think I should take some lube with me just encase he wants to enter my boy pussy and make me feel like a proper little sissy girl. Oh grandma, I am so excited, would you like to come and watch?

     
    Debman
    Debman's profile
    Comments: 10,025
    Commented on Jan 24, 2026
    "After my wife walked out on me, leaving all her clothes and me not having a lot of money, I started wearing them. Next thing I know I am wearing them everyday, even going to the shops in them. One thing led to another and I met a man and now we live as man and wife. Yes I do love sucking his cock and if he wants, yes I do take it in the ass."
     
    Debman
    Debman's profile
    Comments: 10,025
    Commented on Jan 24, 2026
    "My wife had brought home a couple of her friends and told me their husbands also wanted to become crossdressing sissies and she wanted me to tell them be benefits of having a crossdressing sissy husband. I told them how I do all the housework, cooking and laundry. My wife also keeps my penis locked in a chastity cage and keeps me pussy free while she is free to have sex with other men and cuckold me. They both smiled and agreed it was a wonderful Idea, then one asked to see my chastity cage."
     
    Debman
    Debman's profile
    Comments: 10,025
    Commented on Jan 24, 2026
    "As soon as I saw him sitting there dressed like that, I knew I had to have his lips around my cock and maybe mine around his cock."
     
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