• 101 Posts
  • 242 Comments
Joined 2 years ago
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Cake day: July 18th, 2023

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  • chloespankedtoMassive CockComing to bed?
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    10 days ago

    This is an incredibly hot pose 🔥 Your navel provides a good reference point. With that cock reaching an inch over your navel as you lie on you back - that thing is massive 🤤. You definitely haven’t got me horny and thinking about sucking that massive cock of yours



  • chloespankedtoSissyMay Discussion Megathread 💕💕
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    11 days ago

    Problems or concerns: I’ve had a hard time getting nose jewelry I like in my nose. After much trial and error, I think I’ve landed on short and longer-term solutions. The longer-term solution requires buying some tools (threadless taper, hemostat(s)) so that I can change my jewelry at home. Right now I have some ugly thing in my nose that’s keeping the fistula open.

    Brag: I bought a short sleeve button-up shirt made of linen yesterday. It will be cool for summer. It’s not that baggy but it conceals a bralette. This was a win because I want shirts that I can secretly wear bralettes under but I don’t want to feel bulky or too hot during the summer.

    I recommend chastity cages for interested sissies who’ve never tried them. You might associate the cage with prevention of sexual activity for days or weeks. However, chastity cages can be a hot precursor to masturbation or sex - feeling like you don’t have a penis and doing some anal masturbation maybe. They can also be used to leverage some domming from your partner; e.g., she decides when it’s time to unlock you for sex.

    My path to sissyhood consisted of noting some feminine and/or submissive and sexy things that I really liked. It would be fair to say that I had whaletail (i.e., when a thong rides up), nail polish, and spanking fetishes. In fact, there was a forum dedicated to women whaletails back in the day. Eventually I realized that these things that I found hot on women I also found hot doing myself. So I started wearing thongs and painting my nails.

    I had a pretty powerful insight when I realized that I’d rather paint my fingernails than shave my face/beard prior to a hookup - if it were and A vs B choice. And I think this is because I can see my painted fingernails whereas other people see my face. It also revealed to me a basic desire to feel feminine, at least in my own head.

    For me, I think the sissy fetish can be a good way of learning about one’s feminine urges. But the community can be kind of unthinking and engagement in it can be self-limiting. I see myself having both transfeminine gender and sissy kink needs. I try to express much of my feminine urges through transfeminine gender expression (e.g., earrings, long hair, painted fingernails), because I think it’s psychologically healthier for me if/when I can reveal this part of myself to others and feel validated for who I am. If I’m compulsively watching porn and anal masturbating, meanwhile I haven’t washed my hair or left the house in a few days, that’s sign to me that my sissy kinks are doing too much of the heavy lifting. I then try to course correct by putting a little more energy into transfeminine gender expression.




  • I [M/ enby] love your posts here - thank you. I too get really horny thinking about being cucked and adjacent topics. I’ve never explored cuckolding IRL, but I’d love to.

    My cuckolding fantasies involve a Bull with a thick cock, who can fuck like a pro and makes my hotwife come from penetration alone.

    Ideally I am close to 24/7 caged and have a PIV-free relationship that is cunnilingus and female pleasure-focused. The idea of having never penetrated my GF/hotwife - except maybe with a strap-on - but seeing/knowing other guys often do is such a turn-on for me.

    What cuckolding ideas do you like?




  • chloespankedtoSissyWhat are some beauty tips for sissies?
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    1 month ago

    Figure out what works for you re: hair removal. When I do it, I use different types of clippers/razors for different areas as per my sensitivity. I typically like sissy stuff that is longer lasting. Paint your toes. It’s easy to hide and it can last a month. Get your ears pierced. Grow your hair out. Like the other commenter said, maybe be more specific 😘












  • chloespankedtoSissyWhat do you like in a cage?
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    6 months ago

    I’ve got a Cherry Keeper that I like but isn’t perfect for me. One thing I like about it is that it has a pretty big and easy urethral opening to line up and pee through. I like clean peeing. I like being able to use a urinal. It also has a “headlock” which is an ‘anti pull-out’ feature. It wouldn’t actually prevent me from pulling out but it helps keep the cage close to my body, which I like - I don’t like it hanging down or being pushed away due to boner.

    The coarseness of the plastic ring (I bought the cheaper plastic and haven’t sanded it down with anything other than repeated use) is probably the thing I like least. It rubs. It requires more lubing and readjusting than I’d prefer. I can’t wear it long-term outside the house bc of the need to re-lube and readjust. Kink3d cages look like softer plastic. I’d like to try them and some relatively lightweight metal.

    The shape and size of the ring and cage could perhaps be more optimal. I’m a grower, versus a shower, and I tend to pick smaller versus bigger cages. (As I write this I’m getting turned on by the thought of my dick looking really small in a larger clear plastic cage.) The smaller cages look cuter and fit better under clothes, but I might need something a little larger for longer-term wear.

    Finally, my most engineering comment. Keep it simple. Avoid unnecessary ridges where skin will migrate into and cause edema (swelling) and discomfort. The first cage I bought (Mancage, I think it was called) had ridges on the ring itself, which led to the issues I just described. What a design designed by someone who’s never worn a cage :P

    Hope that helps :)


  • chloespankedtoSissyPink or Black
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    6 months ago

    Think about where you plan to wear it, in case that’s relevant. I’d be more likely to wear a black skirt over a pink skirt outdoors, but I could only see myself wearing a skirt at home for now, and I’d enjoy wearing a pink one more. Enjoy!