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    Longsigh's profile

    Longsigh Profile
    Longsigh
    Profile views: 5417
    Fanbase: 105

    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.

    Interests
    Not yet filled in

    Signed up: 3 years and 11 months ago
    Images viewed: 0
    Images uploaded: 1456

    Gender: Male
    Birth: 14/04/1980

    Location: Canada

    Last Online: 31 minutes ago

    Connect with Longsigh
    Status updates
    Longsigh's profile
    Oct 2, 2025
    Just posted a user suggested gallery. Thanks for the ideas!
     
    Longsigh's profile
    Sep 18, 2025
    I tested a new AI program with my latest gallery. I'm not sure this will be a permanent switch for me but it does allow nudity. Let me know if you have a preference.
     


    Comments (0) (See All Comments)
    Longsigh
    Longsigh's profile
    Comments: 139
    Commented on Oct 9, 2025
    "Enough is enough...why don't you lick my pussy for awhile..."
     
    Longsigh
    Longsigh's profile
    Comments: 139
    Commented on Oct 9, 2025
    "Cheers! Now do you want to toy with her husband first or can I? How about you go first and I will make sure our little foot stool stays to watch the show, then we can switch."
     
    Longsigh
    Longsigh's profile
    Comments: 139
    Commented on Oct 9, 2025
    "OMG her moans sound just like the moans her husband makes when we edge him for an hour!"
     
    Longsigh
    Longsigh's profile
    Comments: 139
    Commented on Oct 9, 2025
    "Stop whining, I'm only using one leg. Let's make things more interesting, Martha, why don't you put your feet up with me? Give your heels a nice twist to make sure they get comfortable."
     
    Couple_real_mi
    Couple_real_milf_8784's profile
    Comments: 72
    Commented on Oct 7, 2025
    "This gallery... WOWWWWW all the leather outfits, just perfect!!!"
    Longsigh | Oct 9, 2025
    I have a few galleries like this one. This outfit style is definitely my all time favorite!

    Couple_real_milf_8784 | Oct 9, 2025
    I LOVE your galleries!

     
    Couple_real_mi
    Couple_real_milf_8784's profile
    Comments: 72
    Commented on Oct 7, 2025
    "I want her in my ski chalet!!"
     
    naylonsever
    naylonsever's profile
    Comments: 1,216
    Commented on Oct 7, 2025
    "don't get used to this, my dear. I only removed my skirt as a special favor because you signed without any hassle. And this particularly slutty shade of red lipstick doesn't suit my sophisticated style at all, but since thats the only thing you wanted added on the contract, I can't really deny it. It doesn't look to bad either."
     
    naylonsever
    naylonsever's profile
    Comments: 1,216
    Commented on Oct 7, 2025
    "I'm sure with you good looks and you moms wealth you thought you could have your way with just about any girl, son. But I know better than to let loose my spoiled brat out in the world. You belong to me and me alone and its going to be mommy's gloved hands and high heeled boots and if you are a really good boy, her rouged lips for you! Boy: That's all I ever wanted mom! Assistant, second from right: Wish my son grows up to be such an obedient young man."
    Longsigh | Oct 7, 2025
    To which the mother replied, "at my company I believe in mentorship. Why don't you job shadow me and my son for the next few days and I can show you how it's done. Come kneel next to me and use your phone to record my lessons."

    naylonsever | Oct 7, 2025
    her son should be able to handle the extra teasing at this stage

     
    naylonsever
    naylonsever's profile
    Comments: 1,216
    Commented on Oct 7, 2025
    "oh my dear boy, if you think you can have a shot with my staff currently watching us, I'm sorry to disappoint. They know better than to ever disobey me!"
    Longsigh | Oct 7, 2025
    The mother said, "Emily, I want you to come sit on my sons lap while I finish putting on my makeup." The assistant walked over, lifted her skirt exposing her bare ass, and she slowly lowered herself onto the son's lap. The entire time the son kept his eyes fixed on his mother and he dared not move his hands from behind his head. He knew not to disobey his mother. "I've taught you well my son, Emily, you may get back in line with the others, thank you." The mother slowly knelt between her son's legs...

    naylonsever | Oct 7, 2025
    happy mom happy son

     
    naylonsever
    naylonsever's profile
    Comments: 1,216
    Commented on Oct 7, 2025
    "after acquiring a huge business empire, and raising a nice well behaved son all on her own, this is the least Mommy deserves."
     
    Galleries (56) (See All Galleries)

      Sex Prep 16 - Business Trip 
     5 
     
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      Sex Prep - 15 
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     2025-10-07 04:38:44 
                  
      MILFs Love Boy Toys - 11 
     20 
     
     2025-10-06 05:17:41 
                  
      Open Marriage - 04 
     27 
     
     2025-10-04 05:19:34 
                  
      MILFs Love Boy Toys - 10 
     40 
     
     2025-10-02 05:17:46 
                  

    Favorites (5) (See All favorites)

      Business class 03 
     30 
     
     2025-09-06 08:08:21 
                  
      Business class 01 (restored) 
     22 
     
     2025-08-26 17:49:13 
                  
      Business class 02 (restored) 
     28 
     
     2025-08-26 18:36:01 
                  
      Havana 
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     2022-11-01 06:10:32 
                  
      cfnm 
     220 
     
     2021-11-15 06:53:32 
                  


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