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    Longsigh's profile

    Longsigh Profile
    Longsigh
    Profile views: 40402
    Fanbase: 428

    About Me
    I enjoy AI art of MILFs, humiliation and sexy/dominant women. If you enjoy my galleries please leave a comment and a like. I'm open to suggestions if there is a particular scene or scenario you would like to see. Most of my work will be non nude. Any depictions of AI people are generated of fictional people who are well over the age of 18. Similarities to real people is coincidental if it happens.

    I will not make characters that resemble yourself or other real people.

    Interests
    Not yet filled in

    Signed up: 4 years and 9 months ago
    Images viewed: 0
    Images uploaded: 8927

    Gender: Male
    Birth: 14/04/1980

    Location: Canada

    Last Online: 6 hours ago

    Connect with Longsigh
    Status updates


    Comments (1) (See All Comments)
    dumbdawn
    dumbdawn's profile
    Comments: 6,107
    Commented on Aug 31, 2026
    "When my mom saw something she liked, she took it. This was my fourth boyfriend she took for herself. I had no say in it, I had to kneel there and film her and my boyfriend."
    Longsigh | Sep 1, 2026
    "Susan, what's clipped onto your boot?" asked the boyfriend. Susan unclipped her riding crop with a devious smile as she preened her hands gently across the crop and flexed it slowly. She turned and towered over Emma and said, "This is my riding crop, would you like a demonstration?" Emma began to tremble and replied with a shakey voice, "Please don't keep my boyfriend waiting for you Master. I very much want to see you enjoy..." !CRACK! went the riding crop as Susan calmly replied, "I did not permit you to speak did I Emma?" CRACK! Susan looked at the boyfriend and said, "you may stroke yourself while you watch, I will be back with you in a few minutes."

     
    dumbdawn
    dumbdawn's profile
    Comments: 6,107
    Commented on Aug 30, 2026
    "I had to kneel down and kiss each foot in turn, to demonstrate my utter sub-servitude to them in front of all the executives."
     
    dumbdawn
    dumbdawn's profile
    Comments: 6,107
    Commented on Aug 30, 2026
    "The CEO demanded that I be her footstool."
    Longsigh | Aug 31, 2026
    I refused and told her I was quitting. That's when the humiliation really began...

    dumbdawn | Aug 31, 2026
    She triumphantly showed me my employment contract. Clause 158.b subsection 29. If the employee wishes to terminate before the end of the contract, they have to pay a termination fee of $10 million

     
    dumbdawn
    dumbdawn's profile
    Comments: 6,107
    Commented on Aug 30, 2026
    "she would ride on my back, whipping my ass to go faster crawling around, while her mother was fondling my boyfriend"
     
    dumbdawn
    dumbdawn's profile
    Comments: 6,107
    Commented on Aug 30, 2026
    "she would take great pleasure in digging her heel into my back, using all of her weight pressing down on the heel. Just to make me cry"
    Longsigh | Aug 31, 2026
    Every time, I would collapse to the hard patio floor. My hair would pull hard and she would bring me back up to my knees, just to slowly get pushed back to the hard ground again by her spiked heel. After half an hour, I was utterly exhausted and couldn't move. As I looked up, she was walking confidently towards my boyfriend whose hard cock was eagerly awaiting her attention.

    dumbdawn | Aug 31, 2026
    I had to stay on the patio, on my knees watching her toy with my boyfriends manhood

     
    john_willig
    john_willig's profile
    Comments: 413
    Commented on Aug 30, 2026
    "I hope mother is putting my wife in her place and teach her how to dress properly. As my wife, she has to look like a bimbo slut, not shabby like this."
     
    Dagonthule
    Dagonthule's profile
    Comments: 439
    Commented on Aug 29, 2026
    "Do you know why I brought you in to the wet room? It's because I'm going to urinate on you, so you understand who is in charge"
     
    Floor73
    Floor73's profile
    Comments: 74
    Commented on Aug 27, 2026
    "In my office, the hierarchy is crystal clear. Your tears mean absolutely nothing to me as long as you provide comfortable support for my leather boots. You are here to serve me, and today your role is to be my personal furniture. The rest of the team knows exactly who dictates the terms around here and they love watching it happen. Get used to your place on the floor."
    Longsigh | Aug 28, 2026
    The 73rd FLOOR!

     
    Longsigh
    Longsigh's profile
    Comments: 147
    Commented on Aug 24, 2026
    "Susan was not only a great CEO, she was a true leader. With an effortless twist of the heel and a sharp pull of the hair, she did a masterful job of keeping her obedient footstool, Emma, in place. After 30 minutes, Emma was about to collapse to the floor when Susan said to her, 'If you lie down on the job, you're going to have to really kiss your new boss' ass for a long time to make up for your laziness." With a smirk, Susan stretched both of her strong legs out and rested them across Emma's trembling back."
     
    Longsigh
    Longsigh's profile
    Comments: 147
    Commented on Aug 22, 2026
    "Start kissing Emma or we are going to do this the hard way."
     
    Galleries (290) (See All Galleries)

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      Sex Prep - 59 - Mother-in-Law's Patio 
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      Down to Business - 36 - Office Chair 
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     2026-08-27 05:15:15 
                  
      Down to Business - 35 - Office Merger 
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     2026-08-24 06:22:35 
                  

    Favorites (4) (See All favorites)

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     2021-11-15 06:53:32 
                  


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