r/sissyology

So, I have been around here, and as some of you may know, I only came around after the algorithm (or fate, perhaps!) Decided to introduce me to the concept of sissy hypno while doing research on hypnosis in general, and then got two more instances of sissy or sissy hypno being mentioned in the same day.

But anyway enough rehashing, I have completed 15 out of 20 sessions of the 20 day bambi audio series and have felt nothing. I have seen two or three hypnosis videos on hypnotube.com but no more, admittedly. But even then, those didn't turn me on.

After reading so many claims that sissy hypno could "turn" a straight man, I guess I had to prove to myself that it couldn't happen to me. I guess that mixing with morbid curiosity on the topic was enough to give it a shot, but not enough to be swayed by hypnosis! No, but seriously, I'm starting to align with the idea that it "has to be part of you already" crowd here. Maybe I just don't have that part, so it's ineffective on me.

I don't know if I will continue at this point. Might as well finish it out, since I'm this far along the series already. But I do not believe I will be doing an extra 9 sessions that are supposedly "more powerful" as someone suggested. Although, I am open minded and will consider changing my mind on the topic if someone has a convincing argument on why it would be necessary or at the very least a more accurate test.

So yeah. I'm not really surprised by this outcome. I've had multiple girlfriends in my life, living with one now and I've never had feminine tendencies. Never been tempted to wear their thongs or panties or bras or whatever else.

I guess I'm just immune to sissy hypnosis!

Thank you all for reading and interacting with me on the topic and having the kindness to point me in the right direction since I know nothing about the topic. You all are fantastic. I'd love to hear your thoughts on the topic. I've got the next three days free from work, so I'll be able to get back to you all at decently fast rates. I'd love to see a great discussion grow in the comments here.

After daddy made me his girl this morning he said I would look so cute locked in chastity but I'm so nervous to even think about it ;-; I don't wanna think about how much it would hurt when it gets hard or not being able to touch myself

Still finding my way and accepting my new identity, but I had a thought about what might have led me down this path. I’m 26 and still a virgin, very inexperienced in general, I think there is insecurity and frustration tied to it that led me down this path.

But it made me think, are gold star sissies a thing? That would be, sissies that have never been with a woman, and do men like or prefer that in a sissy?

i hate the wrinkles, i hate the grey hair. body skin is smooth, but this will end anytime now.

i feel that i am forever doomed to sitting before my monitor and wanking to the fantasies, that no one will ever want me. because every time i set a personal, i fucking get no replies. i hate what i see in a mirror. i will never muster the courage to do anything with it.

neither expanding my warderobe, as that will turn me further into a caricature of both masculinity and famininity

or meet up with anyone. nt only i have no one to meet up with, but even if i had- i would not have the audacity to present my body to ayone and expect them to desire it.

i do not know what i need more. a hug or a hemlock

Im a hypersexual 25M who loves cumming multiple times everyday. I also work from home so that makes it possible.

Been dressing up for a few months and tbh I don’t look too bad as a girl. Recently got a chastity cage and its crazy what it does to me.

Yesterday I decide to put one on and suddenly my pleasure center aka my clitty does not exist. Few hours go by and I am I heat. I cant touch it, I feel no sensation down there.

This pent up heat makes me shave, and clean up with an enema kit. Took a few hrs but Im blindly horny through all this.

I dress up in my crop top, flare skirt, thigh highs, heels, lacy red thong and wig while hypno and porn is playing in the background. Applied slight makeup. Im a newbie so everything took me around 3 hrs. Then I get plugged and take some pics

I pull out my dildos, a BBC one to suck and a smaller one to fuck myself with. I go at it for about 30mins and wanna try the bbc dildo inside me for the first time and it slid in surprisingly easy. But I still cant cum. I fucked myself for a bit more and nothing does it for me.

With my bbc dildo still halfway up my ass I download Grindr and upload my pics and go back to fucking myself as I wait. I’ve mentioned that I need a cock tonight and cant host

It was a weekday but dick pics started coming in. A 44 year old white dude’s cock caught my attention. He was hung as a horse, fit and 6ft tall. He was staying at a big hotel nearby. He just said “right now?”. I didn’t think at all, I wasn’t in a state to. Replied “send address”

I threw a hoodie and sweatpants on top. A hat. Wore a face mask and shades. Put my heels and wig in the bag along with my lube and some condoms. Drove to the hotel. He gave me room number. Went up, put on my wig on and knocked.

Long story short, I got used like a cheap whore. He barely spoke to me but made me feel like my sole purpose there was to make him cum. He had me moaning like a slut. I can tell you what went down if you want so just DM me or sth. Or I can write another post. This is getting too long

I came home, opened my cage, jerked off and shot ropes of stored cum. PNC hit me and I started realizing what had happened. I was a man a few hours ago Lol and now I have a gaping hole and cum breath. Its like something else took over me.

So new girls, chastity cage is a MUST

I’m new to exploring my sissy side and very much doing it in my own time. I like to dress up and lock myself up but then I go back to my usual non sissy life for a bit before the urge to be fem and pretty comes back again. I like talking to other sissy’s and doms but there always seems to be a pressure to always be dressed up, clean shaven etc. in order to be a good sissy and if I’m not the conversations end. Don’t get me wrong I love doing those things but I can’t be like it all the time, sometimes I’ll go a couple of weeks before I can dress again etc. are there are good places sissy’s can talk about sissy stuff, goon and watch hypno without the pressure of having to be a full time sissy. My mind wants to talk about sissy stuff more than my current life allows!!

I was out with my dom yesterday and he told me beforehand to wear a long dress bc he doesn’t want me showing of much skin in public. I wore a miniskirt anyways. When he asked why i told him it was way too hot to wear something so long and he got angry with me for “disobeying” him. It’s not like the skirt was short enough to see anything private. And i still wore the heels he wanted me to wear so i dont see what the big deal is. He was wearing gym shorts so why would I have to suffer in this heat? Anyway he proceeded to lift up my skirt and start spanking me because i didn’t wear what he wanted me to wear, which i told him was entirely unfair. Do yall think he was overreacting? Because i do

I feel like I hear stories about people wearing chastity and being extremely productive and being able to focus on personal growth much more.

My issue with this is that I am not one of those people. I’m on one week within my inverted chastity cage and my mind is racing.

My thoughts and actions in just the past 24 hours:

- “ewww why do I still have body hair,” the I proceed to exfoliate my skin then shave my body from head to toe.

-my legs look nice but all of my clothes are way too scratchy for freshly shaven legs. I then proceed to get in my car and drive to target to pick up some tights and stocking. ( I already own way more skirts than I’d please to admit).

- hey I should really do some work…. No I’d rather just listen to sissy hypno audio files while I look at cute clothes I want to buy.

- hey I should put some make up on, nothing too stand out and noticeable because I don’t want to attract the wrong attention…well ….a little attention actually sounds kinda fun. Maybe just some mascara, a bit of lip stain, lip plumping serum, just a little highlighter and blush, and a tiny bit of pink shimmer eye shadow. You know just the standard amount for any secret sissy who define you doesn’t want a girl to come up to him and compliment his make up.

I don’t think I’ll ever be the type to get work done in chastity. But I know one thing though I am a smooth hyper femme sissy who is growing closer and closer to the day when I say fuck it and just jump down the sissy rabbit hole with no regards for ever coming back out.

Femininity is the most powerful force on Earth. It can tame the strongest, most masculine men, it is what men work for all their lives. Sexually there is nothing more intense than someone who completely leans into the feminine and in my experience, no one does this better than sissies. Without femininity to harness and tame it, masculinity becomes a destructive force. And the way femininity tames masculinity is by submitting to it, a masculine man has no answer to a feminine sissy who completely yields to him. The man first becomes grateful, then he wants to give the sissy everything she wants.

Long story short had a guy over for some quick head, he finished in my mouth but I didn’t taste or feel spurts or anything. Feeling so unaccomplished I even played beside him and went on an apology spree saying sorry I couldn’t finish him, and then he says he did. I feel weird all the work none of the reward loool.

soo hey everyone, im new here and i told that many times that im very masculine sissy. im 6.3 foot and 100 kg big mascular sissy. and im profestional mma fighter, and i love cocks. i really like sucking cocks, i would love to get fucked by one, but as i said many times that i dont like men.

soo my question is would anyone wants to fuck sissy like me..? this is for everyone, a guy or sissy, or trans. would you ever fuck someone like me..?

I’m new to being a sissy and I have to say it’s the best thing I ever done in my life I had no choice I’m 5’0 and my dick is only 3 inches hard and i recently got manhandled by someone that was 6’5 and had an 8 inch dick and I’m just obsessed now 😩

Hello Sissies!

Yeah, this is one of the obvious things. And there's no other way!

Everything should be pink, and you should be fond of everything pink.

That's your color, and it was meant to be yours!

Daddy Loves You

So sissy’s be truthful with me…. How many guys have you actually fucked. What’s the body count heheh. And guys how many sissy’s or femboys have you actually slept with. All honesty as of today I’ve been fucked countless times but only by 6 different men (only counting anal) sucked off more than that but actual anal only 6 xxx

Hello ladies so basically I wanted to ask a question and if this is normal or not… so when I don’t have my cage on and jerk my clitty off with 2 fingers I can cum before even getting hard and in like 5 seconds of jerking and thinking about dick 😭 this might not be normal idk.

I’ve been in a long distance d/s relationship with a switch, u/Resident_Holiday1795 for about 6 months. I’ve mostly been the sub but recently have started dipping my toes more in being a domme. He found out that he will have 4 days to himself at home and we want to make the most of that time. We’ve been compiling a list of ideas and I wanted to know which ideas others could share (preference towards South Asian culture, and no anal and body modifications like shaving etc.).

This is the list so far:

1. Have him wear a saree
2. Have him do chores around the house in only a bra and panties or naked
3. Have him ask for permission to touch himself
4. Have him crawl towards me while maintaining eye contact
5. Have him taste and swallow his cum
6. Chastity
7. Have him write my name on his body
8. Have him sleep in a bra and panties
9. Spanking him for mistakes he makes
10. Have him do his makeup everyday and do touch ups throughout the day
11. Have him gagged and blindfolded
12. Play a bit with bondage (tying thighs under skirt so he can't take big steps, ankles so he has to take baby steps, bounding his wrists so his arms stay close together in front of him pushing his boobs together)
13. Have him wear anklets with small bells
14. Watch him shower
15. Stuff up his bra to the exact size I desire
16. Have him be a puppy (eat from a bowl, follow training commands, pee like a puppy)
17. Do something kinky in his car as a woman
18. Changing all his wallpapers for the 4 days (Laptop, Phone, I pad)
19. Having a photoshoot with him all dolled up
20. Have him do a strip tease for me
21. Me watching him through the camera when he isn’t aware/him teasing me while he does chores
22. Having him on his knees, ankles tied, face down, ass up, getting himself off. I want an angle of his back and his eyes looking up.
23. Have him go outside with panties on with who owns him written on his chest
24. Have him hump something in a bra and panties and play with his boobs while he does
25. Have him send me a voice note of him getting off, moaning, telling me what he’s imagining/what he wants me to do to him, saying my name, etc

I really want to start giving guys head, but I can't get over the possibility of catching something. I want to do it all - deepthroat, swallow cum, lick balls - but I'm scared.

How many sissies here regularly give guys head, and do you always worry about catching something?

so she was my best friend mom , he was one of my friends but was straight and i already started at that time going slutty , my friends knew i was gay but blurry knowledge , and one of the days , i was at his house waiting for him to get ready to walk to college together since they live near the college , then i firstly see her , she was shorter than me with few centimeters , very hot and thick body , amazing posture and perfect sized boobs , even her leggings were almost see thru so you could see the red panties under them if she bend over and looked innocent ,not the type of dommes that i imagine ,and i was sitting in my boy-shorts , smooth legs and hands of course and even caged , she offered a drink and talked with me a bit she was single at that time btw and she started like slightly flirting with me at first i though just compliments ,but when she asked for my number it got a little bit strange , but cool she said she wanna check for her son cause most of the times he closes his phone , anyway i gave her my number ,and by that he came downstairs and she walked with us to the door saying "it's great pleasure to meet you cutie" and she hugged me with her hands almost on my ass but no groping just gently taping

tbh i got so excited from such thing , that i even came twice while rubbing my caged clitty just from the imagination ,but again she's my friend's mom , so i said maybe she was being nice , till one of days i was in party and wore some short dress and dropped the pics as status, she commented "wow cutie that's hot ,sure you'd be hotter if you try my lingerie" , i acted normal towards such "compliment" and a bit cheeky , but she responded straight forward , "do you wanna get dommed" she texted me saying that in two days her son will travel for a week and she'll have the house for herself and she said "he doesn't have to know about anything" , i was a bit concerned ,but as long as it was casual and for fun as she stated i was ok , so i prepared my self to go on the weekend at night for our date , i went caged & plugged , but luckily i had my key in the necklace around my neck
i knocked and she opened wearing almost a lingerie in a form of a dress and she welcomed me with a hug , but this time she GRABBED my ass and kissed my neck so things were almost ready for anytime , but she offered me some high class wine and sat down close to me on couch started talking about my sissy journey and what are my kinks and she talked about her journey as domme/lesbian woman and that she enjoyed both being fucked and pegging , all that while moving her fingers around my neck till the end of my back , then she took the glass from me and made the first move while feeling my thighs with her hands and moving till she touched my cage , she lift the dress up to find the cage and she laughs about how slutty i am , and out of no where i who went few times with women asked her to suck her titties which was sth of impossible kinks to achieve , she instantly dropped her bra and got my head on her back after taking off all my clothes and taking off my plug and placed my mouth on her titties which surprisingly were lactating so i actually tasted some milk while she was spreading my legs with her hands and my hole with her fingers .

after ten minutes ,she said that's enough cutie time to break you , and took my hand ,walked me upstairs to her room first i thought breaking meant some bdsm things but actually she sth else more than that , she took the key from my necklace and unlocked the cage then she said "get over the bed" and i instantly obeyed her orders and on her wooden made bed she got 2 cuffs tied to each bedpost behind my head and tied each of them to each hand just to fixate me from what's gonna happen , "so you can't fuck a woman with your clitty" she says , and she starts like literally absorbing my limp clit which at that time stopped from being hard for most of the times since two months from then , so she licks and licks and all i do is moaning then licks while fingering just hoping i get partial hard and nothing happens then heavily stroking my clit while sitting on my face as a 69 position and bit by bit my clit gets a bit hard that she notices so she grabs it from its lower end with 3 fingers just to keep hard as possible and gets up from me and says"let's see how much you're going to last" and turns around while holding my semi hard clit and fixate it in its place and slowly goes down with her asshole targeting my clit till touched and just when she starts sitting and pressing on tip of my clit i instantly drop all of my cummies without being in her or anything and a lot of bitches moaning from me , she laughs and says i told you you're such a good girl and get on my face again just to lick her pussy while she started training my ass with her fingers that are dipped in my cummies , then 5 minutes she says "my turn" and turns me with my broken clit between bed and my belly and she gets her strapon and instantly goes inside me i already cam for 2 times one as sissygasm while sucking her titties and being fingered and one of my impotence and limpicity , but at such point i accepted that i should pleasure my new mommy as long as she wants and be her sissy free use for any time , so she went banging me for like half an hour while spanking me and with other hand rubbing her clitty she cam within that period of time and continued till she got horny again so she decided to go creative and turned me again to be on my back while returning plug in my ass and she helped me readjust to be half sitting and she went scissoring me with my small limp red exhausted clit which was comparable to her normal size pussy and she kept going and moaning hard both of us till i see her orgasm shaking while kissing me and saying "thank you cutie" and just like that she unlocked the cuffs and had me sleep with her both of us naked on her bed till next day unluckily most of time after she had her son so we reduced our meetings as much as possible but this specific night was unforgettable.

I’m a pretty closeted sissy, and for a long time a lot of this existed mostly in my head.

But one thing that became very real for me was how much I genuinely love cock — not just looking at it or fantasizing about it, but the whole submissive feeling of being on my knees, giving oral, worshipping someone and knowing that for that moment my job is simply to please them.

Once I actually experienced it, I realized it wasn’t one of those fantasies that disappeared after I came. If anything, experiencing it made me want that submissive side of myself even more.

So I’m curious about the other sissies here:

Was there a particular experience where you suddenly thought, “fuck… this isn't just a fantasy, I really am like this”?

Was it your first time dressing? Your first toy? Your first cock? Being dominated for the first time? Or something completely different?

And for the naughtier question: what’s the one thing you still haven’t done yet, but deep down you already know you’d probably love? 😏

So this is a issue many of us have, we have small useless cocks, dress like girls, maybe even pleasure men, but somehow our minds keep clinging to the idea of liking women. At least that's how it was for me for a long time until I managed to turn myself.

The method is fun and addicting and becomes the norm eventually, all you have to do is up the threshold every now and then until you are gay lol.

So what is it? It's edging tasks. Simple easy. Start with chatting with or calling with men, where you can only cum after you made 5 of them cum (with proof). Posting on the gay/sissy reddits works well overall!

You will learn to focus on pleasing men. Start saying things you think they want to hear, start showing pictures meant to aroused them. Many of them will stop the chat once they cum, which will frustrate you, and make you beg them to show you how they cum. In short, it trains you to really be into the other guy cumming. Also try to save the pictures.

Once you reach the 5th guy, you can cum yourself. From my experience, you'll do that to gay porn or the thought of how faggy you just were. It's very hard to think of women now, especially after dealing with cocks for the last few hours.

The next step is to up the number, good to do on weekends. 20 is a good goal. You likely won't make on the first day and get super desperate the next day, wake up with a strong urge to get online and please men. You will learn to love the act and get better at seeing them cum without leaving.

Next step is to create more interaction. Maybe you already showed pics, but now you play the game on cam. Either with video calls on certain apps, or by using a webcam in a chatroom. You'll find that dressing up, shaving, using toys, and all that will help you get your quota quicker, and going one on one will also guarantee you seeing him cum. Of course you'll have to perform more at that point.

If you can try to record the sessions, or take screenshots at the very least. You will by now have a large collection of dick pics reminding you of the amount of men you pleased and made cum. Some you may even look at with nostalgia because they were either hot, or said hot things, etc. so look through your faggot gallery.

Around this point you'll find yourself quite comfortable with pleasing men, watching gay porn, and seeing yourself as a sissy. The next step will be to do the same irl. Start slow.

For me it was visiting a gloryhole and giving a hand job to a guy. For a friend it was visiting a gay bar and chatting with someone, so pick something that you think you can do, and then ramp it up until you are comfortable with it.

For the gloryholes I first had the quota on touching a cock, then when that got easy I moved it to making 5 cum or sucking one. (Try to always reward the next step at this point).

Next step, suck off 5 cocks or 1 without the wall, or kiss a man. This last thing helped me a lot, because I kind of got stuck here because I was too scared to move on to letting them fuck me, and just started to get comfortable sucking cocks at the GH. So I raised the quota to 20 and made it 1 for without wall or one kiss. That helped me progress.

Next you add fucking, need af least one cock in your ass before you can cum. Then raise that number to become a truly desperate cum slut. At this point I became absolutely desperate to please and seduce men, in the hoopes that they would fuck me. Absolutely wild change in mentality.

Next step for me was making it personal, so it only counted if it's one on one in a hotel through a dating app. This is a thousand times more gay than in a sex club, as all anonymity and transactionality goes away and you connect much more with the guy. Some will still pump and dump, but others want to talk or foreplay, etc. especially if you do more than one a day, this is very transformative.

At this point I tried to see how far I turned and I realized that I now find pussies ikky. I went to a prostitute and it wasn't that I couldn't perform, I just kinda was repulsed by it. I still like boobs, but didn't even really want to touch them. After that I went to the gay place and got fucked and came hard.

Now I'm comfortable with men, comfortable with meeting them in public and lost all post but clarity, and regret sensation after. I don't even look at women on the street anymore, but guys if see nice ones. That's when I realized that it worked. :)

Seeing naked women is generally disinteresting, kind of off-putting. Similar to how I thought of naked men before I was a sissy. Just no interest.

Anyone else try this?