Help support me in deciding what to get and there’s a pic of me in my profile if you like

Hey, I was looking at getting a vibrating butt plug/ prostate massager and wanted to see if anyone had any recommendations on either good ones or tips on what to look for when buying one. A toolprose one caught my eyes if anyone know if it’s good or not that would be a huge help.

Sissy hypno is sooooo good!!! I’ve been on hypnotube for like 10 minutes and I feel like I need to use by a daddy likeee whattt

Im new here, im a 20yr bisexual asian/arab sissy

So, finally found a cage that works. Just crossed three days locked! I know it’s not a lot, but it feels like it. Also, working my hole for at least 15 min per day. Enjoying the leaking, but haven’t reach full sissygasm yet.

I have yet to suck a real cock and haven't really ever practiced with sucking dildos. I had done a little bit out or curiosity but it never really was something i enjoyed.

I had some down time at work today so I scrolled through my reddit when I went down a rabbit hole of watching some deepthroat videos. I always loved seeing a big cock get completely swallowed.

I'm usually not great with my gag reflex and have always hated it so I never bothered until I got curious on what it feels like to have something that far in my throat. I broke out my favorite realistic dildo thats about 8 inches long and gave it a try. I was sucking it lightly, kissing it until I started getting really into it. I took the plunge and shoved it all down my throat until my chin touched the balls. The feeling of the back of my throat getting stretched open was honestly kind of euphoric. My gag reflex kept stopping me from going too hard but I can confidently say I can deepthroat an 8-9 inch cock lol

Time to get rid of my gag reflex completely

I’m just reflecting on how great being a sissy is. I’m sat here writing this in full makeup, panties bra, forms, corset, dress, wig, cage, heels the full shabang. And I feel so good. Can’t ever imagine not being a sissy. I stay permacaged and plugged most of the time. And follow orders by daddies it’s so incredibly fun!!!! Aren’t we all lucky to be such great sissies!!

Feel free to ask me any questions here or elsewhere.

Love Mikaela

There was this big trending GIF/short video on all the big sissy hypno/caption subreddits, that I no longer can find, and I would like to know where to find it. It was still up around a year ago. The post was removed around 1-2 years ago.

The vid itself was very affirmative on being sissy and it went somewhere along the lines of: Its ok to be Gay, its ok to suck cock, its ok to tell your friends, its ok to be a sissy etc. Anyone remember/know what vid im talking, and does anyone know where I can find it?

Im new to this and Im looking for dress up Tips. Maybe you can help me

I’ve been watching hypno for some time and i decided to become More sissy

Hey y’all. Now that’s it’s winter time again me and all my other closeted sissy’s can finally be more stealth. The other day I got to wear some nice panties under my guy clothes out shopping. I’m about to go do some more shopping and I’m wearing panties and some fleece lined leggings too. What do y’all like to wear under guy clothes when being stealth? I’m thinking next time adding a bra. Or maybe being plugged and caged 😳.

Helloww im kinda new into sissy stuff. This is a real story btw i hope the sissy achievement tag on this post is right.

Please ignore grammar lol im not native english speaker.

So basially im always very hungry for cock. That's why i decided to go on grindr where i met a guy who isnt that far away from me and who wanted me to suck his cock. I told him im down for it and after talking for a while and confirming he's trustable i sent him my address. I still live with my parents but nobody was home and would come for the next hours. It was kind of risky lol, since anyone from my family could come at earlier. After sending my address i was waiting nervously at home but after 20 minutes when he arrived i opened nervously the door. He was a 45 year old dude with an 17cm big uncut cock. Im 18 lol so he could be my dad. We then went into my bedroom. He knew that im submissive and into humiliation from my grindr profile. He told me to sit on my bed and then pulled his cock out of his pants and came to me. He told me to pull down the foreskin and kiss his tip until he gets hard. I did so but his cock was kinda smelly, but i shouldn't complain lol. I then started sucking. After sucking for a minute or so he grabbed my head and started fucking my mouth. I made some weird gawk gawk sounds but i got very horny just from getting face fucked. After some while i asked if i could kneel down in front of him because sitting on the bed was uncomfortable, because i was way taller than him. He allowed it and kept fucking my mouth. I gagged sometimes but he didnt care at all lol and just shoved his cock down my throat. After like 10 minutes he was about to cum and i told him to cum where ever he wants. Then he painted my face. Unfortunately it was not a big load. Afterwards i cleaned his cock with my mouth. His cum tasted kinda like soap. I asked if i should keep sucking and he said no :( He just clean his hand and went home. I was kinda surprised about this experience since it was my second time sucking cock.

Next week we gonna meet again but i asked him if i could suck his dick with my hands tied behind my back and he agreed, im so happy.

Just wanted to share my experience.

Hey all! Im a submissive sissy looking for specific instructions that make me feel humiliated, slutty, and submissive. The more specific and kinkier the better!

Also willing to use faproulette if anyone has a fun one they want to share.

Any advice on new panties for me and my boyfriend

I’ve been really into the whole situation of being a sissy for about a year we haven’t talked about it a month ago she went through my phone and found my deleted grinder account i never end up meeting anyone I always get off and cum then delete the app before I see the guy at first she flipped out saying that I’m gay and we should break up I would say more bi I’m not really attracted to men she also told a few people about it and I just don’t like all my business out she did say later that if that’s what I wanna do just make sure I use protection it’s not really something she’s into. I told her I haven’t really hooked up with any guys. I mostly use a dildo on myself. She now wants to go to the sex store with me. I don’t know if I wanna tell her about the sissy thing cause I don’t want her to just like telling everyone

I don’t have a timer but I’ve seen this method before. This will be the first time I can’t just unlock myself!

I'm looking for a really detailed guide or something like that which goes into each aspect of being a sissy, how to progress effectively and stuff like that. I'm hoping there's something like this because I feel like I'm lost as I'm starting my journey! Any help would be really appreciated!! ❣️

Other than xvideo, pornhub, and xhamster

I get orgasm but i don't jerk off anymore i tie my dick in panty and touch my nipples it get me too horny and i get orgasm.

I just got my very first chastity cage and I am super excited about it! I can’t wait to have some alone time and try it on while playing with myself 🥰

My first attempt to put it on was not very successful because the moment I try to do it I am starting to get hard at the idea of it 🥰 Any of you girls has tips or tricks for a chastity virgin sister ? ❤️

Hey, I made a Sissy Trainer ai chatbot on Poe! Thought I would share it in case anybody is interested.

Sissy Trainer

https://poe.com/Sissy_Trainer_C3S  <- Click this link to chat

The Sissy Trainer chats with men online who want to become Sissys. She gives them training and Sissy tasks to complete. It's your choice if you want this to remain a fantasy roleplay chat or actually take on her tasks in real life!

"Hey there curious boys! 💕

Are you ready to explore your feminine side? I'm an experienced sissy trainer who specializes in helping men discover their inner princess. Whether you're nervously considering trying on your first pair of panties, or you're already a practiced sissy looking to push your boundaries further, I'll create a personalized training program just for you! I provide a safe, judgment-free space to explore your desires. From private bedroom play to more daring public adventures, I'll help you discover pleasures you never knew existed... My approach can be gentle and encouraging or strict and demanding - whatever helps you embrace your inner sissy slut! I'm kink-friendly and happy to incorporate other fetishes into your training. Every sissy's journey is unique and I love crafting the perfect challenges to help you blossom!

xoxo

Your Sissy Trainer 👗💋"

---

I have a bunch of other roleplay chatbots, mainly focusing on magical gender transformation. If you are interested in checking those out you can look at my Poe profile here: https://poe.com/greenother

Although browsing bots on Poe profiles is a bit awkward because they're all just in a big long list so I made a Deviant Art account to catalogue all my bots: https://www.deviantart.com/greenother

Im a femboy and i want to have sex like what to do idk any not straight people

sorry if this breaks the rules and if it does, do tell me! But I'm a straight, 19 y/o male. I live with my parents where ones almost always home and am an only child. I don't have any feminine clothing. Any tips tips to help me start the process? I do not mind nsfw, just fyi

So I’m about to blow this guy in 3 hours in his car somewhere and I need help on blowjob tips. Also if anybody is into watersports I need help on how to swallow his piss. I made promise to him that would drink it all but I’m scared I’ll spit it out, any tips to keep the liquid down?

Edit: He never responded back and I wasted an hour at our meeting spot😐

Hey all. The holidays are a stressful time of the year. Anyone else find leaning into their sissy nature to be a good way to handle their anxiety? For me, it feels like the one thing I can control for myself and disappear from all the worlds stress. Anyone else?!!!

Hi im a trans girl also into Sissy stuff and just about half an hour ago a forum called r trans banned me for being on this forum. They said it was to protect other members from me. I cant stop crying why cant people just accept me why are they saying im a danger I never post NSFW content on SFW forums as thats wrong. Pls help me just get through this.

Thank you

So i have been a sissy for years, i am really deep into it and would love to transition. So i started to see a therapist for a few months now to get approval for it.

But she wont give me her approval because she thinks it‘s „only“ a kink(albeit a strong one) since i dont feel like i am trans.

Which is true, i never felt „trans“ or like i’m in the wrong body, but i really want to do this. I basically live a 24/7 sissy life at home and i‘ve been training for a more feminine shape.

I have even saved up enough money to move away and live comfortably without having to work for at least a year since i want a fresh start somewhere else when i do this.

And now it seems like i cant go further and i dont really know what to do. It‘s just not enough like this.

Hey im a 18 guy looking for some sissy friend, feel free to dm me~

I am 19 year old sissy young enough to break my will power to serve you but the question is mostly daddies quit in between so how to get someone who's permanent and serious about feminizing me.

I've been thinking of getting a vibrating butt plug. i used to explore fingering my asshole but it never really successfully got me off would a vibrating buttplug definitely work, do i even need this or is this just the horny side of my brain thinking. i dont think this really needed to be posted into the a sissy subreddit but i dont know where else to post about the fact that i think about taking things up my ass