There’s something really interesting about watching someone slowly open up, let go of control, and lean into the side of themselves they usually hide.
Curious how many here started with simple curiosity or stayed in the “straight tone and ended up wanting way more than they expected?”
So i want to be able to shave all my clitty and boy pussy hair, ive looked at removal cream but ive seen lots of reviews of irritation, it not working and not even being able to shave the hair off my hole only around it. Does anyone have any ideas or tips on how i can make myself smoother? Any help appreciated x
Sharing my first sissy experience. I travel for work and live out my sissy side back in the hotel room. I usually just dress in the room but today I wanted more. I downloaded Grindr and started to chat with guys. The usual flakes and weirdos, it was around 11:00 at night and was about to give up. The Hilton I stayed at stopped public access at this time as well.
Then a new profile popped up that was 1 foot away then pinged me with the usual "Hey". We started chatting to find out we're in the same hotel just 3 floors above me. My heart is racing now. Talked more and ask for pictures. I packed a few outfits, panties, etc. Then he sent a pic of his cock, 7" clean, cut, trimmed, white.
Since I was planning this and wanted to be discreet I went to Walmart earlier in the week to get supplies for a DIY gloryhole. A shower rod and a dark curtain. My room had the perfect entrance where I was able to set it up. Then I cut a slit waist height and height for me to be on my knees. The lighting was perfect to where I could leave the bathroom vanity light on and everything else dark. I could see him but couldn't see me. I sent him a pic of my setup and outlined what I wanted and rules. He immediately asked what room number.
Told him I had to get dressed and setup my room. I slipped on some lingerie and a teddy. Put the gloryhole up and setup the room. Just the vanity light on, I went to the other side of the curtain and placed a towel down to kneel on. I was so freaking nervous and excited. I sent him my room number and within minutes I hear a light knock on my door. I unlocked the door with my app and he opened the door. I see him walk in and head towards the curtain. Undid his shorts and there it was a semi hard cock I make out through the curtain and hole. He slipped through the hole and as I good sissy I began to kiss and lick. He got harder and it was bigger than I thought.
It was now or never as I wrapped my lips and mouth around his head. He let out a moan of satisfaction making me feel better. I didn't know what to expect since it was my first time. It was softer than I expected at first. I twirled my tongue around his head. The taste was neutral, slight salt taste from his tip. I took in more in my more mouth as he continued to moan. I felt his cock getting harder and longer. To a point where I had to watch my teeth, I started to bob and he began to thrust hitting the back of my throat I gagged which he liked. Then felt the curtain brush open as he reached around to grab the back of my head which I didn't plan for but didn't fight. He thrusted harder and faster. Me trying my best not to gag or close my teeth.
I felt him start to tense then it happened, I felt his veins get hard against my lips and the hit cum start to pump. It hit the back my throat forcing me to swallow as he head the back of my head. After he finally finished cumming he let go of my head and pulled out of my mouth and though the hole. Pulled up his shorts and left. I'm still on my knees in the dark covered in spit. I eventually got up and cleaned up and proceeded to finish myself off. It was amazing.
Love to hear your hotel experiences!
I've been talking with this guy and lately we've both expressed interest in feminising and making me a sissy and I was wondering if you have any advice as to where to even start since I'm brand new to this and have not actually done this before
So it's a 3 way tie between. Style and what type doesn't matter but they are
Pink
Blonde
Redhead
I need some experience girlies to help me decided which one is the best and then later on help with lingerie… at the moment I have a lot of black and white cloths.
Ciao, sta sera ho la serata libera e cercavo qualcuno che avesse voglia di giocare con una sissy alle prime armi, che dite?😉🥰💕
Ive been into sissification on my own for a long time. Any partner ive been with hasn't liked it my most recent one tried it but also didnt like it. So ive found myself living just a completely normal life im now 27 and unsure... do FLR or sissy relationships actually exist where the kink is worked on either full time or even part time. Im just scared that im not going to get to actually experience this in my life and will have to just settle to not have my own needs met. If anyone has any answers feel free to chat away lol
Dm me what it is if you know maybe we can start one
speaking to one of my friends they told me to head to reddit so i’ve made an account and I’m here to stay! i’m looking for advice… I find this sissy stuff so interesting, but i don’t have confidence to take the plunge, how do i start? any help is welcome x
Heyy so I’m m18 and went to the gym because me and a guy agreed on meeting there for a handjob, I was very nervous and scared that I almost didn’t even show up, but I buckled up and went. I had a great time I’m uncut and about 7” and he was cut and around 7” as well I think maybe I was bigger. Point is I being uncut came first he focused on my tip a lot and after I came I almost had PNC but I felt bad leaving him hard and horny so I jerked him off and it was amazing it was my very first time with a guy of any sorts so I didn’t know exactly what to do but anyway I jerked him off and he came, we didn’t really keep in touch after I wish I could still text him I kind of want to try again and maybe go a step further.
Girls I got my eyes on either black wig or a blond wig. Give me suggestions I would want them with to have long hair and bangs but I wanna get yalls
To help y'all I think I may post my full set up so y'all can see what I have
I am kind of new to this and I wanted to know what so special about this chastity cage
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I’ve never hooked up with a cis man before, all my experience has been with trans women and crossdressers. I can chat with guys on Grindr, get fully turned on and ready to meet, but as soon as it hits me that it’s a real man, I panic and flake every time.
I actually do care about what the guy looks like, but I really want to get past that. Even if he’s not my ideal type physically, if the cock is what I want, I want to be able to go through with it and finally get fucked by a man.
Has anyone else struggled with this kind of mental block? How did you push through it and actually meet up? Any mindset tricks or tips for making that first step easier would mean a lot.
I want me and another sissy to be eachothers keyholders and every week we would roll dice. Who ever gets the biggest number get released and can cum what ever way they want but then goes back in the cage. The loser stays denied and locked up. Anyone else think thats hot?
I really have no one else to talk to about this so am posting this here...
Getting straight to the point, this lifestyle has cost me almost everything. I've always had a side of me that was interested in this, and roughly 3-4 years ago I got hooked on illicit substances which I think pushed me more towards living out life as a sissy and in feminine form. I went pretty deep down this rabbit hole embracing herbal estrogen supplements, breast pumping to get fuller, more feminine breasts, laser hair removal, etc...Looking back at it all, it's actually kind of " scary " when I think about how successful I was at pulling off a feminine appearance.
While I'd be lying if I said part of me didn't enjoy it, living life that way nearly cost me everything ranging from my career to the love of a good woman.
Fortunately I recognized I was on a bad path with some of the things I was doing, stopped, and was able to salvage ( I think ) my career, but along the way have lost a lot of friends and the love of a good woman which has pretty much prompted me to drop the lifestyle and get rid of ( or just put in storage ) a lot of the clothes and other things I've accumulated.
It was fun, but it came at a great cost.
Other reasons also include the fact that I am older now and live alone and if something were to happen to me I wouldn't want my relatives to come in and have to clean out bedroom/house full of feminine stuff and sex toys.
Thats all..not suicidal or anything like that..just having a rude awakening about a part of this lifestyle that probably isn't talked about much.