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    shysteffie's profile

    shysteffie Profile
    shysteffie
    Profile views: 15617
    Fanbase: 346

    About Me
    I enjoy reading and writing captions. I've been a ghost on this site for years. If you write captions, I've probably read at least one of yours. I hope you'll enjoy mine if I'm allowed to post them.

    Interests
    big cock , Blowjobs , captions , cuckold , dominant women , feminization , Momdom , Oral sex , shemales , sissy

    Signed up: 1 year and 5 months ago
    Images viewed: 0
    Images uploaded: 637

    Gender: Male
    Sexual orientation: Bisexual

    Birth: 15/09/1964

    Location: United States

    Last Online: 4 hours ago

    Connect with shysteffie
    Status updates
    shysteffie's profile
    Sep 2, 2025
    I lost another gallery today and I have no idea why. I checked to see if the images were on the forbidden content list, they were not. As far as I know there was nothing that I mentioned in the caption that goes against site guidelines. Just gone.
    shysteffie's profile
    shysteffie 3 Sep, 2025
    I'm working on another story caption, but I may just abandon it

    LexiRaine's profile
    LexiRaine 3 Sep, 2025
    Sucks, doesn't it. Spend all that time writing the captions and then they disappear.

    thepantyguy's profile
    thepantyguy 3 Sep, 2025
    thats not right

     


    Comments (3) (See All Comments)
    TheRiddleweave
    TheRiddleweaver's profile
    Comments: 42
    Commented on Sep 27, 2025
    "Awesome caption, I love it!"
    shysteffie | Sep 27, 2025
    Thanks so much! This one just kind of flowed from my brain without much effort. I ready need to do some housekeeping, my head is simply filled with too much clutter.

     
    dereush
    dereush's profile
    Comments: 603
    Commented on Sep 16, 2025
    "all of this is built on plainly wrong assumptions on gender roles and stereotypes, based on a vastly outdated paradigms but... there's this undeniably sexy layer to it, with all that cock sucking and cum swallowing that I got to admit it made my clitty hard and a pearl of my juice show up on its tip."
    shysteffie | Sep 16, 2025
    I agree 100 percent. The sissies in many of my stories are way over the top. Pure fantasy based on the supposed 1950s ideal woman/wife. I would never suggest that anyone should actually live this way. I consider the scenarios to be both humorous and titillating. I'm happy to have gotten a little stir out of you.

    dereush | Sep 17, 2025
    ^^ please keep it up, I'm a big fan of your captions! I'm sure many will immediatly connect with this one precisely for what it is. I see what your concept was and I find it artistically valid, ingenious, brave even, and I could indeed enjoy it! ^^ Feel free to conceive your works as you wish. While it's true and we both agreed I didn't mean it as criticism to your work, at all ^^ It's on the viewer's discretion to consume it as fun and fantasy, not exactly the real thing.

     
    samhill99
    samhill99's profile
    Comments: 1,177
    Commented on Sep 14, 2025
    "His older sister had started to break and Feminize him months before. Slowly and steadily. And now she prepared him for his first date. He would never be the same again."
     
    samhill99
    samhill99's profile
    Comments: 1,177
    Commented on Sep 14, 2025
    "Poor Sissy. Dreading what will happen next to him. And now its totally out of his control"
     
    ArchieSlocum
    ArchieSlocum's profile
    Comments: 8,761
    Commented on Sep 13, 2025
    "We have ordered a new feature. It is a dildo attached to the pedals. As you ride the bike you will be fucked in your lovely sissy pussy. Of course, some of us will want to borrow your trike for riding to each others houses. We expect to see you in your bikini washing this bike weekly. Keep it lubricated and well polished and you will be rewarded"
     
    ArchieSlocum
    ArchieSlocum's profile
    Comments: 8,761
    Commented on Sep 13, 2025
    "The bulge in your lacy pink bikini will be obvious, especially when you come out of the water. A few guys of various ages will want to join you in the changing room. Some of them will want to shower, but others will simply cum and go. If you find one or two you like, you can go with them to their room. But first you must bring them to me so we can be introduced. I might want to contact them once we get home next week. Have fun, cum often, and do not be afraid to show off your ass."
     
    ArchieSlocum
    ArchieSlocum's profile
    Comments: 8,761
    Commented on Sep 13, 2025
    "Your cousin needs a prom date, and we know what you both did last summer. I will buy your dress and wig and do your makeup before you go. It will be just like any other prom night, and you will meet his close school friends. They know about you and even their dates are eager to meet you. The after-prom party will be in your uncles back yard. He and your aunt will be there watching and taking pics for us to see. Do not worry about getting naked. You will be well shaved and looking sexy. We will come get you Sunday evening and expect you will be exhausted. All of us will take Monday off so you can tell us EVERYthing that happened, in explicit detail."
     
    ArchieSlocum
    ArchieSlocum's profile
    Comments: 8,761
    Commented on Sep 13, 2025
    "Your stories are exquisitely erotic and well written. Each of the has make my erection quake in ways no other story has been able. I hope you expand your repertoire to multi-generational play. I have learned that interests like this are often passed genetically. Photos of great granddad in a dress with his sisters would ignite some passions. So would sharing the trousseau or wedding dresses from earlier generations. It would make things even better if the maternal ancestor, by blood or partnership or marriage, shared in the dress up carnal games. Perhaps your grandmother and grandfather met as they both worked in an elegant, private bordello. Their diaries and photos might awaken untapped passion"
    shysteffie | Sep 16, 2025
    I write my captions mainly to indulge my fantasies and to immerse myself in a world of my own making. I appreciate your thoughts but the themes suggested don't really match my proclivities. You seem to be an expressive writer. Maybe you should try your hand at creating captions. I'd be interested to see what you come up with.

     
    ArchieSlocum
    ArchieSlocum's profile
    Comments: 8,761
    Commented on Sep 13, 2025
    "Does Larry and Gary’s father know about this arrangement? Does he dress up like an older slut and invite friends to cum frolic with you three? Are any mothers or wives included, guiding fashion choices and sexual expression? Older fairy faggots have plenty more to offer."
     
    ArchieSlocum
    ArchieSlocum's profile
    Comments: 8,761
    Commented on Sep 13, 2025
    "Are there stories about the sissies that graduated from her program? I am interested to know how they are enjoying their adult life in lingerie and dresses. Who are they taking to bed and do they recruit new students for her program?"
    shysteffie | Sep 13, 2025
    I am sorry but confidentiality laws prevent us from divulging the status of our former patients. I will say that we do get the occasional Christmas card or wedding announcement form girls we have helped over the years.

     
    Galleries (48) (See All Galleries)

      Animated Sissy GIF Captions 25 
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     2025-09-27 04:25:17 
                  
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      Captioned sissy/shemale art 
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     2025-08-24 22:40:29 
                  
      Animated Sissy GIF Captions 24 (Sissy Brides II) 
     14 
     
     2025-08-17 04:49:43 
                  

    Favorites (182) (See All favorites)

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     2012-03-04 20:41:53 
                  

    Clubs (5) (See All clubs)


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