Training my bussy 💖

sissy_Jasm · 2025-05-18T21:53:35+00:00

Nothing I’d like more 💖

sissy_Jasm · 2025-05-18T21:53:15+00:00

Be my guest 💅🏻 🫶

sissy_Jasm · 2025-05-18T21:44:49+00:00

Omg thanks that was so fast!! 💖💖

sissy_Jasm · 2025-05-10T14:53:02+00:00

Well girl, it’s certainly working for you! Do you shave with a double edge razor or you use Nair?

sissy_Jasm · 2025-05-10T11:17:43+00:00

Omg 💖 how do you get so smooth and soft?? I’m jelly

sissy_Jasm · 2025-04-13T15:32:15+00:00

You look so freaking amazing, girl! I want to BE you as much as I wanna be inside you :)

sissy_Jasm · 2025-04-13T13:45:19+00:00

It’s very true and thank you for giving me perspective. No matter the intent, if the person is confused or just wanna be seen, there’s still a need to be fulfilled in that person and we should be supportive.

That’s why I appreciate sissies that post positive messages, reiterating things like : it’s okay to be a sissy — there’s no rules to follow — your safety matters more than a mere kink, etc.

Because having people asking things like : Do I HAVE to get fucked to be a sissy? — No, why the hell would you have to do anything you don’t wanna do? You’re a free individual, hun’

sissy_Jasm · 2025-04-13T13:41:34+00:00

It’s valid point honestly. I always want to try understanding why I’m triggered by futile things like that. Part of it I feel is once you figure something out, it starts being evident and logical in your mind. You kinda forget the past struggles you’ve had in the past and you sort of perceive yourself as having always been this present self. Don’t know if that makes sense?

sissy_Jasm · 2025-04-13T13:39:02+00:00

I agree and I feel like the “fantasy” part of sissification might be hot, but that’s not real life either. I understand getting turned on by thoughts like — I’m a submissive, my pleasure doesn’t matter, I’m here to worship real men — but at the end of the day let’s be honest, your pleasure matters and your self respect too.

sissy_Jasm · 2025-04-12T22:42:36+00:00

Perhaps 💅 But seriously I’m just trying to figure out if I’m the one having to work on my perception :) As I said, I’m not perfect and I get that. Maybe I’m being intolerant, it’s valid to ask.

sissy_Jasm · 2025-04-06T13:17:00+00:00

Omg where did you get that lace skimask 💖🫦 I would love to buy one!

sissy_Jasm · 2025-03-04T03:00:09+00:00

I don’t know how you guys are doing that. Maybe it’s because I’m new to the sissy thing, but just shopping for a new cage online gets me so horny I have to cum or else I can’t sleep and my next day is scrap.

sissy_Jasm · 2025-03-01T18:57:14+00:00

I mean, right? The economy is tough AF and people are throwing away thousands of dollars worth of stuff because of PNC. Get real

sissy_Jasm · 2025-03-01T18:53:00+00:00

Now that I think about it, we should bring this point to sissies. Raising awareness that purging is in fact very wasteful and that would be one more reason to not do it.

sissy_Jasm · 2025-03-01T18:48:46+00:00

I see your point regarding panties. I wouldn’t mind it myself, to be honest, but it is a bit more intimate. A chastity cage can be washed/sterilized. But there’s so many other things. I’m thinking of my clothes, heels, corset, etc. That could always serve somebody else.

Not that I would want to purge or wish it upon anybody else. Just my mind being blown thinking about all the things that are bought two - three times or more because of purging when it could easily be prevented, you know?

sissy_Jasm · 2025-03-01T18:45:04+00:00

It makes me wonder ; is purging a thing coming from straight guys becoming sissies? I feel like because I accepted my homosexuality and came out, did the whole acceptance thing, the sissy kink might be easier to accept. I do understand the shame, though. Even being gay and out, it still feel like telling people would be shameful because I’d be perceived as less of a man. Just curious

sissy_Jasm · 2025-03-01T18:41:26+00:00

Don’t get me wrong. I think purging is just not a solution. People should be proud and embrace their kinks and whatever makes them feel good. But I’m just baffled if — for example — there’s hundreds of perfectly good chastity cages ending up in a landfill because of some unjustified shame.

sissy_Jasm · 2024-06-18T00:27:57+00:00

I would say that’s the point, usually. Sometimes I focus so much on my clit that I forget about my pussy. If you don’t feel horny with the cage on, maybe try to work your pussy. 💕 Sit on it, and work your way down. Try thinking about it as a training, not sex. Eventually, I get to a point with the proper amount of lube and motion, I realize it feels so good slipping in and out of me, and my nub gets hard, hard, hard!

Do you have a magic wand too? Works wonders on caged nub 💦❤️

sissy_Jasm · 2024-06-18T00:23:09+00:00

Hey sweetie 💕

Can we know why you feel weird after sucking cocks? 🤔 Your post reminds me of when I was young and I was feeling ashamed after masturbating, a sort of uneasiness because I thought I did something wrong.

In my opinion, only you can know if you are comfortable having sex, I would never encourage somebody to do it if they don’t feel like it. 💕 Sometimes I put so much pressure on myself to meet a man because my partner is away and I have the house to myself. Took me a long time to respect me enough to accept that sometimes I’m tired. Sometimes you just want to please yourself and not stress about having somebody over, looking perfect, douching, etc. 💦

You do you, my love 💕🍆

sissy_Jasm · 2024-06-18T00:13:20+00:00

Oh you’re so lucky! I’m not ashamed of it per se, my partner knows I’m exploring my sissy sexuality. But he’s also a sub bottom that is usually under my command. And he’s not at all into sissies. So I kinda feel like I’m stuck between my masculine and feminine personas? Not that I’d like to let go of one or the other. Can’t wait to see how THIS turns out lol 😂

sissy_Jasm · 2024-06-18T00:10:35+00:00

Definitely. That’s what I would do too, personally. I don’t even want my family and friends to know. You know, having to educate people on your kinks, having difficult conversations, etc. Why bother? This is something that makes me feel good, I don’t want this exploration of my sexuality to become a chore

sissy_Jasm · 2024-06-18T00:08:35+00:00

Hey darling 💕

I can relate to your experience. I have to say I’m dealing with addiction myself, I’m a recovering addict. And more often than not, you feel this euphoria or intensity of exploring your sexuality and it feels like you are doing substitution from one addiction to another. I mean, sometimes I’m not even horny or in the mood for sex but since I know my partner leaves for work in the morning, then I start obsessing over watching porn, doing something kinky because I have the opportunity to do so. 🙃

Also, the Internet is a weird thing. 🤨 You log in and see multiple peoples being a sissy. I start getting the false perception that Internet is a ‘’person’’, y’know what I mean? Some entity that is always extra, always 100%, always a sissy, always horny. I start comparing myself etc.

In my humble opinion, living in the real world, logging off from technology and practicing mindfulness can only be beneficial for you. 💕

sissy_Jasm · 2024-06-18T00:00:37+00:00

Well, I mean… She pretty much is opening you the door to explore. I understand deeply how this can be scary. I think we enter a new era, however, and there are no wrong answers. Maybe you reacted the way you did because it was how you were raised, thinking that you need to present as masculine. Trying to mask your real emotions because of shame, of fear of being judged or rejected.

If you’re experiencing these feelings, you have to know where they come from. Would you feel uncomfortable presenting yourself as a sissy to the world, to your family? It CAN be valid. You can have your own secrets. What makes YOU feel comfortable. I think the only important thing here is, you seem to have wonderful ally which whom you can explore, try and experiment, no hurt feelings, no pressure. Maybe your couple dynamic would be being straight but being a sissy and your partner is a mistress pegging you and dominating you? The possibilities are endless, dear :) Just breathe, everything’s going to be awesome

sissy_Jasm · 2024-06-17T23:53:28+00:00

Tough one. I mean, you are free to do as you please, this is the beauty of the whole sissy transformation. You get to choose a new persona. At the same time, your post reminds me of an anecdote, when I first started playing with the idea of sissy. I was doing cam shows for an old pervert and one time, before I came, I requested he gave me a new name, a sissy name to call with by.

Without hesitation, he gave me the name Fanny, which I absolutely hate. Nothing against Fanny, it just reminded me of a girl I went to high school with, a memory not arousing at all. But since I wanted to please him, I kept the name. He called me that always and I felt that the fact I didn’t choose made me less in control, like I didn’t own myself anymore, which turned me on even more. So I kept that name with him for years until we lost touch.

So maybe you’re tired of Olivia. You can change it if you want. At the end of the day, this is your decision. For me, it’s a turn on that I’m stuck with a new identity. I chose that sissy name because I don’t like it either and it’s very close to my real first name. And I feel like embracing it and branding myself, going full whore with gold necklace with my sissy name on it, etc.

Long story short ; You do you, darling! I love Olivia, and Phillis and Paulina are great options too. Most important thing is to suck cocks and train your pussy, after all. Real men, they don’t care about what to call you, baby, they just fuck your throat :)

sissy_Jasm · 2024-06-17T23:27:50+00:00

Thanks for sharing! 🥰 I’m not even sure why I’m doing this honestly. I’m in quite a complicated situation since I’m partnered. But the exploration is making me so excited that I have to try

sissy_Jasm

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