r/sissyology

Does anyone else enjoys dressing up without the sexual part?

I think we all love the submissiveness and the feeling of being a feminized slut during sex or solo play. But, besides that, does anyone just enjoys being feminine and dressing up for the sake of it? You don't see it very much around here, so there's the question

Sometimes just dressing up and taking some pictures is so pleasureble by itself. What do you girlies think?

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u/Starlynn6 — 7 hours ago

Being a sissy without porn?

How many of you have a healthy relationship with this? It seems like a majority of sissies are super addicted to porn and thats not what I want in my life. Right now I'm trying to quit porn because I think it may be one of the main reasons I'm so obsessed with being a sissy and even if its not, qutting porn can't hurt. But its just so hard because the urges always always come back and bring me back to porn.

So I'm in a weird place with sissy stuff really I'm trying to quit it because It seems like a purely sexual motivation to me so I'd like to try and see how I feel about being a sissy after qutting porn. At times I wish I was gayer or felt more pull of my identity to be feminine but when I'm not horny I don't really have any interest in it. I've tried commiting to it at times where I fully gave in but I'd end up spending all my free time watching porn or scrolling reddit. I've tried it where I avoided sexual content and I focused on healthily feminizing myself and focusing on having fun without porn which was nice for a while but honestly it got boring.

And I'm not at all writing off being a sissy more just an intermission to figure myself out. If qutting porn fails and my cravings are just as strong to be a sissy without the influence of porn then I'll probably give in again because my gripe isnt with being a sissy its with how unhealthy I become while exploring it. Recently I've been really thinking about trying to commit again and trying the no porn version again but maybe allowing chastity and also just going more at my own pace because I basically turned it into a feminine self improvement campaign last time.

Also if there are any others who are trying to quit being a sissy I'd love to chat.

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u/Bubbly_Orchid_8226 — 8 hours ago

I prefer young boys over old men

Hii everyone, i am a sissy for the past 3 years and this post is an appreciation post for young boys(aged from 18-23) who are into sissies.

So there are couple of reasons that i prefer a young boy over an old man. There reasons are listed below,

  1. So firstly young boys groom themselves better than old men, old men typically don’t care about presentation whereas younger boys focus more on perfectionism when it comes to presentation.

  2. Energy: this is obviously a no debate pointer as a young boys has more energy than an old man

  3. Clean and hygienic: when it comes to sissy, no men would ever want an hairy sissy, likewise most of the time old men doesn’t shave or even trim to make themselves look hygienic and clean, on the other hand, boys with fat shaved ballsack and trimmed cock and chest hair are 1000 times immediately attractive.(boys take notes🤭)

  4. Finally the last point is that the boys are usually hung whereas the old men are just smaller and most of the time they are tiny compared to my sissy clitty(7 inches). Why would i give power to someone if they can’t even beat a sissy in size lol.

As conclusion i would say that younger guys are far far far better option than older men except for one criteria which is money. Usually the older men tend to gift their sissies and younger guys don’t due to their financial status in life. But if you are a sissy for the experience and not the money or gifts, younger guys are better

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u/kavitasissy9 — 4 hours ago

Don’t let this kink become your identity or ruin your life

I used to be deep in the sissy kink because it let me run away from being a man. Work stress, dating, responsibilities, all of it disappeared when I was dressed up and pretending to be something I’m not.

Most of the people on here are the exact same. This isn’t to shame those that actually have gender dysphoria and struggle with real issues but a bulk of the sissies on here are porn addicted gay or bi men trying to distort reality and this shit become addicting and destroys people. It’s okay to be gay or even dress girly for fun, hell I’m not going to sit here and pretend like I’m 1000% straight now that I’ve left this behind, I’m bi, I know dominant men still are attractive to me, but I’ve come to terms with reality. But we need to stop pretending this is anything but a kink for those who are not actually struggling with a trans identity. Start taking ownership of your life and who you are.

Here’s the truth I had to face: you’ll never be a woman. No outfit, no voice training, no fantasy changes that. The kink sold me an impossible dream and collected years of my life in return.
It also opened doors to predatory shit I regret, and I know others do as well: sneaking my sister’s clothes, hiding it, then escalating to online exposure risks. The community is full of blackmailers and exploiters who target ashamed, horny guys who already feel worthless. The shame is the point, and predators weaponize it.

If this sounds familiar, it’s not harmless escapism forever. It kept me weak when I needed to get stronger. Facing reality sucked at first, but it’s better than slowly erasing yourself.

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u/No_Cut_8975 — 4 hours ago

When tired why do I become more submissive?

My job is super physical and mentally draining .. so when I have a tough day I really find comfort in my sissy vibe.. why is that .. I feel so subby when I'm exhausted?? I love it tho as it's my cosy place

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u/Eden-Violet — 2 hours ago

Piss play questions

Finally found a guy on grindr who isn’t a creep but has the same fucked up kinks as me :) we haven’t had sex yet as I am still a virgin but we have been doing all sorts of stuff like fingering, bjs, bdsm, spankings and now he wants to do piss play which seems super hot to me.

My only concern is if other girls here have done it before and if there are any risks associated with drinking someone else’s pee. Another question is that while the fantasy is super hot, how do I deal with the smell/taste? Or is gagging part of what makes it hot lol

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u/sissyaddict19 — 2 hours ago

A Public Registry for Sissies Would Improve Society

A public registry for sissies would ensure maximum transparency. No one could hide.

 • Once someone has registered a sissy in the registry, the sissy can no longer hide their identity

• The partners would know from the start what they were dealing with.

• People would realize that sissies are available to them in all professions, age groups, and social classes for them.

• The “slutty” stereotype would be confirmed by real-life encounters.

• Anyone would immediately recognize if a man is a Sissy and belongs in a chastity cage.

• Relationships between women and sissies could be built on openness from the start and focus on finding a suitable sex partner for the woman.

• Anyone who wants to get a Sissy and take care of it can easily find one.

• D/S Friendships and relationships could develop more quickly and honestly.

• Sissies would no longer be able to hide for years.

• Favors among friends and a helping hand would be the norm.

• No one would have to fear being discovered anymore, because everything is out in the open anyway.

• Bulls have a way easier time finding a “hotwife” if they just look for sissies who are in a relationship with a woman in the Registry.

• Sissies could give each other advice on makeup, styling, and choosing toys.

• Experiences with clothing, shoes, and accessories could be shared more easily.

• Companies would finally know which of their employees are available for stress relief.

• The new team dynamics could strengthen collaboration within teams.

• Sissies would realize they’re not alone in their interests.

• Experienced members could support newcomers.

• The registry would help Establishments to find new employees.

Do you know of any other, even better benefits of a Sissy registry?

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u/Sissywithneeds — 10 hours ago

Go on, read another one 💅

Can we stop pretending you accidentally ended up here? 😙

You didn’t.
You read one post.
Then another.
Then perhaps had a little nose through Daddy’s profile 👀

Pure curiosity, obviously……
Nothing to see here 💅
Yet here you are.
Still reading.

There’s something quite sexy about that little moment when curiosity becomes interest, isn’t there?

When you stop scrolling quite so quickly.
When certain words hit a little differently.
When being called a good girl makes you feel something you probably weren’t expecting 😙

Daddy isn’t here to convince you of anything.
That’s the best part.
I don’t need to.
I just sit back and watch you slowly realise why you stayed 💅
Maybe it’s the confidence.
Maybe it’s the attention.
Maybe you just like the idea of someone seeing straight through that very convincing little act of yours 👀

Whatever it is……
Welcome 😙
Make yourself comfortable.
Daddy has a feeling you’ll be staying a while 💅

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u/bandit-bro92 — 11 hours ago

Should I go small

So i been wearing my now chastity cage for 1 year now and I was wondering if i should buy a new one and if I do should I go with a smaller size so stick with the same size girls please help

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u/slutsissy_69 — 9 hours ago

Am I a sissy?

I really struggle with this question sometimes. I know for certain im not trans or wish to be. But im not sure if i am a sissy or not. I love wearing panties and chastity. I use toys aswell. I like cute slutty outfits. But on the other end im not interested in men sexually or being dominated. What does this mean? What am i?

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u/Hot_Soft_4641 — 5 hours ago

being young and hot and unapologetically fem is SOOO MUCH FUN omg

i started off as a straight guy all throughout high school. i grew up in a religious, conservative family and culture, but in a very liberal place. so, i was always accepting of queer people. but when i began to realize my own bisexuality, and the fact that i love dressing and being feminine, that same acceptance didn’t reflect upon myself. i felt so much doubt and shame as i began to explore myself throughout college. but i had so much fun figuring myself out. i had A LOT of straight sex as i partied my ass off. i was living the dream - young, turnt, surrounded by beautiful women, and successful. and yet, something was weighing down on me throughout, something felt off. i was happy, but i didn’t feel as though i was living the life i wanted, even though i’d dreamed of reaching this point.

eventually, i couldn’t help myself from remembering the desires id pushed deep down within myself. ever since as young as 13, i’ve been curious about femininity. it started with innocuous things like femdom porn, playing with taboo and enjoying my foolishly unrestricted internet access. soon, i was watching sissy porn and stealing my sister’s clothes, sending pictures of myself to strangers on the internet. at certain points, i was near certain that i was bisexual (and probably trans too). every time, though, i’d push my feelings down and suppress things till i forgot about them.

i came into college thinking i was straight, despite having had all of these thoughts for years. what a fool i was. pretty soon, i couldn’t help myself from exploring.

i still vividly remember the time my friends and i were having a huge pregame in my dorm room for halloween my freshman year. we’d bought multiple handles of alcohol and invited everyone we knew. i was drunk as fuck before half the party even got there. at some point, this absolutely gorgeous twink walks in. he was 6’2 and one of the prettiest people i’ve ever seen, and very feminine. we instantly clicked - it was as though our eyes met and we locked onto each other. one moment i was calling him pretty, and the next we were on the floor making out in front of all my friends.

after that point, it was pretty hard to deny i was bi lol

and yet, i still had my hesitations about hooking up with guys. i didn’t feel hot enough, and i didn’t feel desired. so, i continued doing what i was doing - i hooked up with an absurd number of girls (because it was easy) while exploring my femininity. makeup, crop tops, dresses, the whole shebang. dildos, buttplugs, and chastity became my secret pleasure while i was fucking sluts like there was no tomorrow.

eventually though, i was tired of acting as though everything was normal. i came out as nonbinary and decided to try living genuinely as myself. soon enough, i was dressing fem in public - nothing too crazy but i was expressing my queerness, and openly so. by this time id long abandoned any ideas that this whole ‘sissy’ thing may just be a kink for me.

after a while of wearing panties every day, walking around campus in crop tops, sucking a dick or two on occasion, and fucking my dildo every chance i got, i got a girlfriend. that was an interesting experience - rather than being a cis het man in a relationship, i was now in an openly queer one where i could be fully myself. pretty quickly, i realized that i wanted to be my true, feminine self in all aspects.

soon after, i broke up with that girl (long story). now, it’s hot girl summer 🤭 i’m in a new city for the summer and ive kinda let loose…

a couple weeks ago i decided to bottom for the first time. i’d had opportunities to do so in the past - a trans girl i’d been hooking up with in the past had BEGGED me to let her top me but i’d always been too hesitant (i wish id done it lol) - but i’d never taken the leap to bottoming yet.

i hopped on grindr and sniffies to find the perfect top. a slutty profile photo of my panty-clad ass did most of the work for me, but i was sifting through for the PERFECT guy. soon enough, i got a dm from the sexiest guy id seen on the app. he was black, 6’2, and a year older than me. we got to chatting, and as soon as he sent me a dick pic i KNEW he was the one. he was hugeee, he had such a perfect 8 inch BBC i was drooling over the photo.

we arranged for him to come over, and i took my time getting cute for him - i showered, douched, did my makeup, and put on a cute outfit. i wore a crop top, booty shorts, sexy black lace bikini cut panties, and my favorite buttplug when he came over to see me. it was a little bit awkward meeting him - i really didn’t know what to say. but pretty much as soon as he was in my bedroom, i had my lips around his cock.

something i haven’t told you guys yet is that im a true, natural cocksucker. genuinely, my cock sucking abilities r unparalleled given my lack of experience. the first time i sucked a dick, he came fast af, and he didn’t even remotely believe i’d never done it before. every cock has had a similar reaction to my throat.

so, i suck his dick for a while… then he asks to eat my ass. i flip onto my stomach and he goes to WORK. OH MY GOD, i was moaning and calling him daddy within minutes. i couldn’t help it, he was eating me out soooo good… and the way he was talking to me like a little slut and slapping my ass throughout turned me on soooo much. i wasn’t even hard but i was feeling more pleasure than id ever had from fucking a pussy already!

he ate my ass for what felt like an eternity, leaving me shaking. but soon enough, it was time for the real thing. with a lot of lube, he started to fuck me. it was hard at first - he kept missing the hole and i was pretty tight. but, i was well prepared from all my practice with my dildos. soon enough, he was pounding my brains out, digging me out with long strokes in every position imaginable. with each stroke, pleasure would reverberate throughout my body in a way i’d never felt. i couldn’t help but scream at the top of my lungs as he took me. he treated me like a woman, and i LOVED it. the way he touched me, the way he took control, the lust in his eyes, the way his cock destroyed my hole. I LOVED IT ALL.

it was by far the best sex i’ve ever had, and i realized i truly LOVE bottoming.

ever since, i’ve realized that i can unapologetically be myself, and be slutty if i want. now, my grindr profile is just me - a full body and face photo of myself in what’s now a normal outfit for me, a crop top and short shorts. and i get SO MUCH attention. genuinely, if i open the app for 5 minutes, ill get at least 5 dms. and ALL OF THEM will be from sexy, sexy guys who are my exact type (muscular, hung black guys). literally, i have 3 trades with hugeee BBCs who r all tall and muscular in my grindr messages RIGHT NOW asking to meet up.

PLUS, to a lot of women i’m more attractive now than i ever was. recently i hooked up with the thickest woman ive ever been with - she was my first black girl and WOW she had ass for days. i met her in a crop top and short shorts as well, at my dorm building. she was soooo into me - we smoked some weed outside and she was already on top of me. soon enough, we were back up in my dorm and i was pounding her brains out. ohhh my god her ass was fat. i was honestly worried i wouldn’t be able to handle allat bc im skinny and only have a slightly above average cock, but WOW did i put work in. i had her screaming for the hour and a half that i was pounding her, and she came multiple times. having her biting the pillow and uncontrollably moaning while i pounded her from behind felt amazinggg. and she was SO tight. now, she’s blowing up my phone too, sending me booty pics whenever i want. plus, what i like the most is that she didn’t gaf that i was queer and fem. when we were dryhumping, i was grinding my panties against hers. it was definitely a big confidence booster after breaking up with my ex, who often made me doubt she was even sexually attracted to me at all.

PLUS, whenever i see a pretty girl on the street, i literally just go up to her now and ask for her number. AND I HAVENT BEEN REJECTED YET!!! whether i’m fem or masc (i wear masc business casual clothes to work), THAT SHITS GREEEEN!!

i’m flexible in how i present, AND im sexy no matter which presentation im in. any night i come home from work, i have my pick of the litter. i could invite a sexy hung trade over to pound my brains out, or i could have some thicc shit over to take my cock.

AND IM SUCCESSFUL, HAVE THE BEST FRIENDS EVER, AND IM IN A BEAUTIFUL CITY!!

life is soooo good when you’re queer and proud

i don’t think i could ever be straight and lame again

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u/Tall_Statement_7999 — 5 hours ago
▲ 5 r/sissyology+2 crossposts

Down the rabbit hole again

Im returning after having purged some time ago. For context fell victim to a scammer and in the resulting mayham purged everything with the exception of my panties and 2 plugs. Am being cautious and trying slowly get comfortable with things again. Looking at some dildos at the moment to get to replace my lost one. Any got any suggestions for someone who is on a restart? Any suggestions from lingerie to toys to things to do would be appreciated. Unfortunately i wasnt able to get that far into it before so knowledge is limited.

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u/quietshadow88 — 6 hours ago

Makeup

So now that my mom knows I’m a sissy and want to be pretty much full time she said she’d help with my makeup. I know nothing about or how to do my own to actually look cute. Is there any basic kind of look sissies or just attractive women go for that always looks good?

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u/Jazzlike_Regret_2108 — 4 hours ago

Shopping irl

I know this is can be very daunting and scary but just go out shopping. I am not saying go to VS or intimate stores but going to walmart, target, marshalls etc is more easier than it seems. You tend to blend into all the chaos and no one is really paying any attention to you. Even if they do, they glance and move on. Maybe you are helping your gf, or friend look for something (i have seen so many guys with their SO picking panties etc). Also, a lot of places now have self checkout which makes it easier

Trust me no one will bat an eye but the exhilarating feeling will be the best...imagine all the clothes you wanted are already with you, no waiting for 2-3 days of shipping. You get to see, touch, and feel what you want

I have been going out shopping irl for almost 9 years (been a sissy for 10) and at no point have I gotten weird looks or stare.. just glances. I have gone out in my exs heeled booties, jeans etc during peak Christmas shopping and it was soo freely, i was on call most of the time and just went about my shopping. If people were looking I didnt really pay attention. I still regularly go out in womens joggers, pantyhose and panties underneath.

Once you do it a few times, you stop caring and actually enjoying

Trust me gurls just go shop... no one cares

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u/nikki_diamond69 — 5 hours ago

Designing of a chastity cage

So I was wondering if any of you have experience in designing your own chastity cage and what to look out for.

In part just as a fantasy because it's highly unrealistic I actually do it to a degree that would make it worth while but also to improve some things.

So I really like my flat metal chastity cage but it has some problems that I think are universal among flat chastity cages and I would like to design my own and customize it. I have experience in CAD and own a 3D printer but in the end if I where to make one I'm happy with would like to make one out of metal, also no technical problem as I am a metal worker.

So I was just looking for a bit of imput, ideas and such

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u/aSissy-Pia — 6 hours ago

Can someone recommend clothing to hold a magic wand in place?

When I masturbate, I use a magic wand over a pair of panties, sometimes with an additional pair of gym shorts. I'm looking to see how I can wear something to hold the wand over my clit so I can use my hands for poppers/other stimulation. I'm not a fan of tying it to my thigh as I get better stimulation when the wand is directly over my clit with the wand end facing towards my face.

I'm thinking some kind of skirt or something, but if someone has any recommendations for something that's specifically tight around the waist, would love to know!

Thanks,

GAL

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u/GoonerAudioLabs — 5 hours ago

Men from Grindr are arseholes

Now I know I’m not saying anything new or that anyone hasn’t already said but my god they are so annoying and time wasters. So I have a free house on Mondays and Tuesdays till 2. Guys drop out last minute. Talk to you like shit expecting for you to enjoy it when you haven’t even properly spoken to them or at least flirted first. you send them slutty pics and then they ask for a face pic and because you tell them they have to first because you’ve sent sexy pics and they haven’t sent you anything they get all pissy. And then when you do and they don’t vibe with your look they just air you. Like at least say that I’m not your type. Also I just had a guy tell me to stick my dildo up my ass and send it to him now. Like bitch pls I need to warm up first. It’s always the blank profiles as well.

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u/Material_Bug7374 — 13 hours ago

18 year old sissy in need of guidance

​

I've recently turned 18, and don't have any masculine interests or hobbies. I've felt increasingly drawn to femininity and female tropes for the past 3 years now. In desperate need of guidance and advice :(

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u/ace9419 — 6 hours ago

Men are rude

Why are men so aggressive and disrespectful? I have been chatting or meeting with men here and there I have had my share of horrible encounters with men that have either been rude and disrespectful or kinda aggressive if I don't do what they want I'm kinda of losing hope that I'll ever find a good guy

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u/SissyPrincessEmilia — 10 hours ago

I would like to be an assistant for a sissy

Hello beautiful people from reddit.

I have my femboy and sissy fantasies but it is really hard for me to go through them.

Anyway, I like to work with videography and fotography, I know how to edit videos and stuff.

It would be cool to get to know a femboy or a sissy who likes to make some content and might need help with the editing. Or maybe a dom who could need the help.

If you have any advice on how I could get there, please let me know

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u/Training_Ant_1146 — 9 hours ago