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


    Debman's profile

    Debman Profile
    Debman
    Profile views: 54456
    Fanbase: 1524

    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 6 months ago
    Images viewed: 14702
    Images uploaded: 2982

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

    Location: United Kingdom

    Last Online: 1 hour 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.
    Daddies_Boy's profile
    Daddies_Boy 28 Apr, 2026
    Is SO Fun to risk exposure, love to have other people see me,

    biloser's profile
    biloser 7 Apr, 2026
    sounds sexy

    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

     
    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 (17) (See All Comments)
    jakeysnakey
    jakeysnakey's profile
    Comments: 1,881
    Commented on Jun 23, 2026
    "Post a reply to Debman: I want her to fuck my mouth so I can swallow her love-cream."
     
    jakeysnakey
    jakeysnakey's profile
    Comments: 1,881
    Commented on Jun 22, 2026
    "OMG she's totally stunning. 100% perfect"
    Debman | Jun 22, 2026
    Well why don't you jump in her car and tell her where you would like her to put her, err lets say stiff one.

     
    jakeysnakey
    jakeysnakey's profile
    Comments: 1,881
    Commented on Jun 22, 2026
    "Mmmm gorgeous. Love to suck her off"
    Debman | Jun 22, 2026
    Well she can't go home with that thing poking out under her skirt now can she, so you had better get sucking on it.

     
    candypanty
    candypanty's profile
    Comments: 724
    Commented on Jun 21, 2026
    "Gorgeous! - would love to have sissy sex with him. Another superb galley"
    Debman | Jun 21, 2026
    I am sure she would be dressed just like that if you arranged to go round and see her, maybe a nice pair of stockings as well.

     
    candypanty
    candypanty's profile
    Comments: 724
    Commented on Jun 21, 2026
    "Wow that's arousing! Love his choker and love the thought of doing the ironing dressed like that. Great gallery!"
    Debman | Jun 21, 2026
    What would you do if you caught your new lodger in the kitchen doing the ironing dressed like this when you got home?

     
    luv2watchall
    luv2watchall's profile
    Comments: 2,902
    Commented on Jun 18, 2026
    "I'd love to play with her."
     
    Hodengeil
    Hodengeil's profile
    Comments: 691
    Commented on Jun 18, 2026
    "Jaaaaaa, komm, spritz ab"
     
    erosbi60
    erosbi60's profile
    Comments: 95,966
    Commented on Jun 18, 2026
    "Oh yes gather your precum then lube your ass pussy for my big cock as your wife watches you fuck my cock"
     
    candypanty
    candypanty's profile
    Comments: 724
    Commented on Jun 18, 2026
    "Great photo - gorgeous mature woman ready for some raunchy fun. Lube up and sit on that lovely shiny black cock! Hopefully she'll let you spunk in her face afterwards?"
     
    candypanty
    candypanty's profile
    Comments: 724
    Commented on Jun 18, 2026
    "Wow, that looks like fun! I once paid for an ass fucking with a strap-on from a whore in London - great experience but you have to train your ass to take something like this!
    Great gallery and brings back many memories"
     
    Galleries (51) (See All Galleries)

      Sissy Wanking 
     53 
     
     2023-03-11 07:30:41 
                  
      Sissy wanked by woman 
     20 
     
     2023-03-11 07:16:57 
                  
      Sissy day / night out 2 
     98 
     
     2023-03-10 07:34:42 
                  
      Sissy day / night out 
     120 
     
     2023-03-10 07:19:59 
                  
      Sissy enforced by Mature ladies 
     33 
     
     2023-03-09 16:48:04 
                  

    Favorites (493) (See All favorites)

      Sissy Maids 2 
     100 
     
     2022-07-28 22:47:17 
                  
      Mature Sammy Floral Lingerie 
     15 
     
     2010-11-18 19:40:51 
                  
      Beautiful Crossdressers 369 
     20 
     
     2026-06-20 09:53:05 
                  
      Sissy Maids Volume 2 
     200 
     
     2013-09-05 12:13:38 
                  
      Öffentlich onanieren und den Geilglibber aus den Hoden hole 
     93 
     
     2026-04-15 14:40:58 
                  

    Clubs (0) (See All clubs)



    Edit comment:



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



    Served by site-56b75b7b57-m8qdc
    Generated 17:45:31