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


    CheshireCatCD's profile

    CheshireCatCD Profile
    CheshireCatCD
    Profile views: 14522
    Fanbase: 493

    About Me
    50yo CD, been dressing for 10+years. i like caged sissy, anal and oral content. Anything else erotic that catches my fancy too. If i fan your profile its because you got some good stuff on it. Luv vintage and big tit content too! Am a sucker for side boob.

    Enjoy anal, luv sucking cock and stretching my hole with big toys.

    Please enjoy my content, always like to know guys are jerking it to my pics.

    xoxox

    Interests
    anal , big cocks , cartoons , cd/tv , chastity cage , comics , crossdressing , cum shots , dap , dp , fap roulette , femboys , retro porn , sissy , vintage

    Signed up: 9 months and 12 days ago
    Images viewed: 0
    Images uploaded: 893

    Gender: TS/TV
    Sexual orientation: Bisexual

    Birth: 23/03/1976

    Location: United States

    Last Online: 5 hours ago

    Connect with CheshireCatCD
    Status updates
    CheshireCatCD's profile
    Nov 18, 2025
    Anyone else luv getting fucked in the ass?
    CheshireCatCD's profile
    CheshireCatCD 17 Jun, 2026
    Thank you!

    sashaslut11's profile
    sashaslut11 17 Jun, 2026
    very hot sexy body!

    CheshireCatCD's profile
    CheshireCatCD 11 Jun, 2026
    Hey!

    Ssbbwguy's profile
    Ssbbwguy 11 Jun, 2026
    Hello sexy!

    jaapdegroot49's profile
    jaapdegroot49 11 May, 2026
    Yes please.

    monikachubby's profile
    monikachubby 15 Apr, 2026
    luv sooooo much

    nadia_chubby's profile
    nadia_chubby 11 Dec, 2025
    mmmm lovely xxxxxxxxx

    nadianadi's profile
    nadianadi 5 Dec, 2025
    lovely xxxxxxxxxxxx

    BurtPlumb's profile
    BurtPlumb 25 Nov, 2025
    Well YES and we could take turns!

    vicky_vicks's profile
    vicky_vicks 21 Nov, 2025
    I love getting my fat sissy ass fucked by a nice hard ock

     
    CheshireCatCD's profile
    Oct 31, 2025
    Fap Roulette-Sometimes weird, sometimes dumb, and sometimes fun. Interesting concept.
    nadia_chubby_cd_french's profile
    nadia_chubby_cd_french 11 Nov, 2025
    soooooooo lovely sexy cute xxxxxxxx

     


    Relations (See All Relations)

    giafer

    Gender: Male
    Orientation: Straight

    daveforc

    Gender: Male
    Orientation: Bisexual

    Frangster

    Gender: Male
    Orientation: Bisexual

    saricder

    Gender: TS/TV

    WavyD

    Gender: Male


    Comments (9) (See All Comments)
    CAZ-UB
    CAZ-UB's profile
    Comments: 2,010
    Commented on Jul 2, 2026
    "Okay, I'll lick you."
     
    CAZ-UB
    CAZ-UB's profile
    Comments: 2,010
    Commented on Jul 2, 2026
    "I'm in love right now."
     
    CAZ-UB
    CAZ-UB's profile
    Comments: 2,010
    Commented on Jul 2, 2026
    "You're giving me a hard-on right now."
     
    bothdamasboth
    bothdamasboth's profile
    Comments: 620
    Commented on Jul 2, 2026
    "I am gonna pee inside that nice hole"
     
    bothdamasboth
    bothdamasboth's profile
    Comments: 620
    Commented on Jul 2, 2026
    "Now relax cause I am gonna add my thick vieny 23 cm cock beside those two dildos and I am pretty sure you can handle all ... relax cause it will be a very long rough night without any rest nor any mercy in which I am gonna keep fucking your anus deeply and roughly making sure you had multi anal orgasms before filling your pussy with loads and loads of cum then forcing you to swallow my cock and give you a throat fuck .. and keep doing this till I make sure I fully feminized you into my own sex slave the way you were created to be"
     
    Filu
    Filu's profile
    Comments: 17,016
    Commented on Jul 2, 2026
    "So sweet clity"
     
    Filu
    Filu's profile
    Comments: 17,016
    Commented on Jul 2, 2026
    "Beautiful boobs"
     
    joggy01
    joggy01's profile
    Comments: 2,213
    Commented on Jul 1, 2026
    "very hot"
     
    dallastx52m
    dallastx52m's profile
    Comments: 98,301
    Commented on Jul 1, 2026
    "I would enjoy pounding you in front of a mirror to see your expressions as i pound you balls deep!"
    CheshireCatCD | Jul 1, 2026
    luv to feel your release in my hot clasping cunt hole

    dallastx52m | Jul 1, 2026
    You know i have been wanting to do that so much since watching you on cam on Squirt Personals before i joined Imagefsp!

     
    wurster
    wurster's profile
    Comments: 1,692
    Commented on Jul 1, 2026
    "Love your ass, looks so sexy ))"
    CheshireCatCD | Jul 1, 2026
    Awww thank you babe!

     
    Galleries (54) (See All Galleries)

      Anal CD 9 
     20 
     
     2026-07-02 15:11:36 
                  
      Crossdresser 34 
     20 
     
     2026-07-01 13:29:32 
                  
      Crossdresser 33 
     18 
     
     2026-07-01 02:19:57 
                  
      Anal CD 8 
     19 
     
     2026-06-27 15:28:10 
                  
      Crossdresser 32 
     19 
     
     2026-06-26 14:11:10 
                  

    Favorites (2664) (See All favorites)

      Prisca 
     15 
     
     2026-07-02 19:43:19 
                  
      Chubby or fat crossdressers 26 
     96 
     
     2017-01-08 00:28:10 
                  
      CD & Trannies - World of Fatties 001 
     24 
     
     2014-09-04 17:10:07 
                  
      Color Climax Magazine n33 
     18 
     
     2026-07-02 19:22:24 
                  
      Color Climax Magazine n32 
     31 
     
     2026-07-02 19:19:33 
                  

    Clubs (33) (See All clubs)


    Edit comment:



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



    Served by site-56b75b7b57-m8qdc
    Generated 03:43:11