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    apilgrimsquare's profile

    apilgrimsquare Profile
    apilgrimsquare
    Profile views: 25643
    Fanbase: 509

    About Me
    I like to write little stories about taboos, innuendo, soft coercion and shifting power dynamics. Everything is fictional and for fantasy purposes only. I am generally more focused on writing long-form fiction these days, and you can find my work at Literotica (same username/link in profile). In the meantime, I'm more likely to post AI art than captions/stories here, these days.

    Happy to take requests on topics/galleries you'd like me to write about! I love reading your comments and getting your messages, and nothing delights me more than a woman asking me to write a story about her gallery.

    And if you are the owner of certain images I've used and would like them removed, please message me and I will accommodate.

    Interests
    AI art , captions , cuckquean , erotic stories , fantasy , roleplay , stories , straight girls playing , taboo , vintage

    Signed up: 2 years and 7 months ago
    Images viewed: 0
    Images uploaded: 2675

    Gender: Male
    Sexual orientation: Straight

    Birth: 01/04/1985

    Location: United States

    Last Online: 1 hour ago

    Connect with apilgrimsquare
    Status updates
    apilgrimsquare's profile
    Nov 2, 2026
    Just posting to grace your newsfeeds with an update. Hello! How are you?
    dizzyspell888's profile
    dizzyspell888 3 Nov, 2026
    I'm well, amigo. I hope you are the same.

     
    apilgrimsquare's profile
    Jun 24, 2026
    Uploaded some new GIFs to Random AI GIFs, including some requests I got. Taking requests for more GIFs as well as captions/stories.
     


    Comments (3) (See All Comments)
    ChavBratz
    ChavBratz's profile
    Comments: 221
    Commented on Nov 6, 2026
    "Photos my daughter sends me when I tell her its officially over and we cant keep sneaking around behind Mommys back like this"
     
    ChavBratz
    ChavBratz's profile
    Comments: 221
    Commented on Nov 6, 2026
    "How could I possibly be angry with either of you, I love you both so much. Tell me, how did our little girls pussy taste?"
     
    ChavBratz
    ChavBratz's profile
    Comments: 221
    Commented on Nov 6, 2026
    "Such a tender moment between Mother and Daughter"
     
    ChavBratz
    ChavBratz's profile
    Comments: 221
    Commented on Nov 6, 2026
    "There was a secret tradition in this wealthy Californian suburb. On the year of their 19th birthday, the local girls would attend a special prom like event. They would be presented to the room by their parents before a long evening of dancing and celebrations. Then the main event of the evening, and the only long standing rule which dated back generations. Each couple could leave with a different Daughter for the evening. And what they did with them after that, was up to them"
     
    ChavBratz
    ChavBratz's profile
    Comments: 221
    Commented on Nov 6, 2026
    "My obsession with my best friends daughter might be getting a little out of hand"
     
    ChavBratz
    ChavBratz's profile
    Comments: 221
    Commented on Nov 6, 2026
    "I couldnt believe what I was seeing when I looked outside to see what my daughter and her friends were up to. Were they doing this on purpose or something??"
     
    ChavBratz
    ChavBratz's profile
    Comments: 221
    Commented on Nov 6, 2026
    "Julie told her daughter in law to wait patiently in the hotel room while she slips into something she had bought especially. They had told the boys in the family they were going wedding dress shopping this weekend and were going to make a girls only pamper weekend out of it. That wasn’t a lie, they just happened to have left out the bit about them planning this secret getaway for months so they could fuck each others brains out all weekend"
    apilgrimsquare | Nov 6, 2026
    gives me an idea for a story!

     
    LexiRaine
    LexiRaine's profile
    Comments: 295
    Commented on Oct 13, 2026
    "Great work. Love it."
     
    CumShotsFan
    CumShotsFan's profile
    Comments: 3,931
    Commented on Oct 12, 2026
    "what are you looking at?"
     
    Ghoul_618
    Ghoul_618's profile
    Comments: 556
    Commented on Oct 10, 2026
    "That redhead at 4 min is amazing. Almost convincingly real."
     
    Galleries (84) (See All Galleries)

      Random AI (Nov 2026) 
     100 
     
     2026-11-06 11:06:34 
                  
      Random AI (Oct 2026) 
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      MilkSpa (AI) 
     23 
     
     2026-09-03 10:37:54 
                  
      Multiple Blowjobs 
     40 
     
     2026-08-30 12:44:31 
                  
      Vintage Nude Beach (AI) 
     28 
     
     2026-07-21 10:38:08 
                  

    Videos (1) (See All Videos)

    Misc AI Clips - Ju...
    08:55 22 Jul, 2026

    Favorites (599) (See All favorites)

      Emo whore wants to be a famous webslut. Download and repost 
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     2026-11-08 13:41:34 
                  
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      beauty contest 
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     2019-08-29 12:35:20 
                  
      Naked in the kitchen 
     102 
     
     2026-10-18 16:30:53 
                  


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