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So yeah, things were rocky with the wife.. and our marriage is ending..

So I did what I had been wanting to do for a while. Splurged on sissy things.

I bought some cute stockings, lingerie and a wig! I also couldn’t resist and bought myself not one, but two very realistic dildos.

Tonight I shaved my legs and chest.. I got all dolled up and showed off to men online. I was really horny so I got the dildos out and fucked both of them, even sucking them in between switching ass to mouth. What a slut!

I keep looking down at what I used to consider my manhood... only to see a cute little clit staring back at me... girls don't get me hard in the way they used to... I crave to be wearing panties (SO much more comfortable anyways...), and my inner girl just wants out... I think it's time I found an owner... or maybe She/He needs to find me?? Would love a mommy, TF mommy, or a Daddy who cares about molding me into the perfect little sissy princess for them... is that you? 😘

This could be something that you have worn in the past or have been wanting to try on.

Pics would be awesome but links to the outfits work too!

I will post mine in comments too!

Ok, i’m legitimately curious. i have seen tons of pics of penises pointing upwards (towards the belly button) in their underwear and they are normally huge and can be seen very prominently. I am very small down there and even before i was caged would easily just fold my penis downwards towards my anus (or just compress it in place), pretty much hiding it.

the question is do some people actually keep their penises pointing up towards their bellybutton all the time during normal wear? or is it just for show.

Hii girls I have been dressing on/off for like year now but still super closeted. It’s like a totally different personality comes out when I dress. A very feminine girly girl persona that is so different than my boy side(I do have a boy side that is masculine presenting). You’ve all probably heard this before but Everytime I feel like I’m not going to do it again or be my girl self. She just yearns to come out and wants to wear dresses, makeup, and shave all her body hair off and be pretty. I just feel I shouldn’t be doing this and my boy side wouldn’t like it. Then I feel like I’m bringing lots of shame to my boy side and I just don’t know how to deal with it. Like I always feel I’m doing something wrong or did something wrong after I shave my legs or wear makeup. There’s a duality here that I can’t seem to understand. I’d love to hear all advice and insights.

Is https://cobrachastity.com/ legit? Or is it just shitty amazon cages getting white labeled and upcharged?

I also found this one that looks good, but I'm experienced in shopping for cages so I wanted a second opinion https://www.chastitytech.com/ .

Thank you girls!!

so yesterday a guy I matched with on grinder asked me for a call but got very nervous and asked him to delay the whole thing cuz I was so insecure about my voice sounding bad or too manly my voice sounds like normal guy voice but idk if guys gonna like that or no

I’m in dire need of a cage, problem is: I simply can’t order one, so I’m trying to make one at home.

I’ve got some crafting supplies, any suggestions as to how to make this with common household items?

Thanks in advance 💖

I really wanna be a sissy and suck and fuck cock cosplaying a dirty cum rag.

I always purge and quit. Trying to do the right thing.

But I want pleasure.

I wish there was a way to stop me from going backwards.

Maybe if I got myself ED and stayed limp forever that'd work...

Sissies what pushed you over the edge? Where was the point of bo return?

So, just as the title say, i want to find people online, and i write It again ONLINE, but i don't know where to search or post. I don't need to find a long terme dom or something like that, just someone that is happy with some sexting, pic exchange and so on.

The fact is that for now I've searched for subreddits with this purpose but seems I can find only ones where I can't post requests like that or ones that are for irl meetup. Then my question is: do any of you know some subreddits where I can ask for those kinds of things?

This guide is primarily focused on those of us that are secret sissies. Whether that means no one knows or perhaps you have an accepting significant other but don't want it running into your "normal" life or anything in between. Because of this, I think a lot of us are in the position where we can't make any permanent changes to our appearance because of the need to return to "normal".

I love to search out sissy tasks and guides but I have always been vexed by them starting out with something like shave your body or grow out your hair. While I would love to be able to do these things (temporarily), it simply is not possible.

So I started to think about all the various things we can do to feminize our appearance and rank them into different categories of how noticeable they are, specifically in public.

I recognize some things may be dependent on where you live (cultural norms), on the climate you live in and your personal build. This list is based on being in public but needing to return to "normal." It also assumes a certain level of discretion, obviously you can get yourself caught with even the simplest of items if you aren't being aware.

Please chime in with any disagreements or additional things to add.

Low Risk (shouldn't be noticeable in public and/or back in "normal" mode)

• Panties (be mindful of what pants you are wearing)
• Bra (specifically certain types of cami, sport, bralette and balconette which are pullover type bras and do not feature a back clasp. They also need wider straps over your shoulder that do not feature slider adjustments. Finally, you should remove any padding or forms so it sits flat.)
• Stockings / tights
• Body stocking/ body suit / leotard / teddy with other clothing on top (No sleeves, no collar, no around the neck straps and should look for one with wider shoulder strap)
• Socks (short socks, long socks but be mindful of where the bottom of your pants fall)
• Yoga pants/leggings (under other pants)
• Majority of tops (with hoodie or coat)
• Butt Plug (non vibrating)
• Chastity Cage
• Body Writing
• Bridal garter
• Toe rings
• Fake belly button ring (dependent on outwear)
• Anklet (with long pants)
• Fake tattoos (be careful not to get really good ones that are difficult to wash)
• Camisole (look for ones with wider shoulder straps)
• Shapewear (without pads, most styles are designed to be discrete)

Medium Risk (shouldn't be noticeable from a distance but could be noticeable up close but wouldn't be noticeable back in "normal" mode)

• Bra (other types of bras not already listed in the low risk category but must be combined with larger hoodies or coats)
• Corset/Bustier (same advice as for the bras)
• Garter Belt (because of the adjustment straps and clips, thicker pants should be worn)
• Jeans (hugely dependent on fit and style - could easily be high risk if not careful)
• Shoes without a heel and androgynous style
• Body stocking / bodysuit / leotard / teddy with other clothing on top (other types not listed in the low risk category, depending on style this could also move into high risk)
• Nude lipstick
• Vibrating Butt Plug
• Fake nipple rings (dependent on outwear)
• Necklace (this can range from low to high risk, hugely dependent on style of clothes)
• Body Chain (similar to necklace, this can range from low to high risk)

High Risk (noticeable from a distance and/or noticeable back in boy mode)

• Shaving your entire body
• Growing out hair / wearing a wig
• Breast forms
• Lingerie gloves
• Dress
• Yoga pants/leggings (without other pants on top)
• Skirt
• Shorts
• Majority of tops (without hoodie or coat)
• Choker
• Perfume
• Painted nails (difficult to remove all residue and can stain)
• Any shoe with a heel and/or clearly feminine style
• Colored lip stick/majority of makeup
• Fake nails
• Purse
• Full body harness
• Rings on hands
• Bracelet
• Real piercings (anywhere)
• Fake earrings
• Nipple clamps
• Shapewear with pads
• Real tattoo
• Fake Nose Ring
• Babydoll / Chemise (these typically stretch below the waist and would need to transition your shirt and pants)

Final pro tip, this may vary depending on your personal body - but I find it can take up to 2 hours for strap lines, like from bras on your skin to dissipate. Give yourself enough time for these marks to go away before you might be showing skin.

Are there any signs i should look for? We’ve been dating for two years now… we are a goodlooking atheltic couple with good jobs and pretty kinky minds… read below

She works more in a “mans” workplace - meaning she is an essembler in a factory where its 90% “manly” guys with muscles and a “harder” appearance… and im pretty sure its mostly black guys that work with her! (But the sissy in me would find that hot)… and i work at a bank in my office…

Althought she has a more “manly” job per say than i do, she is very feminine but also has some dominant “bitchy” vibes to her if you guys know what i mean lol 😂 🤭

Sexually shes very open mind and we have definitely experimented with some naughty things in the sissy realm like wearing a pink chastity cage, pink victorias secret bra and panties, stockings and garter, pink high heels… shes made me model them in hotel rooms for her and really makes me act like a little slut for her… and weve made love several times like that… she has also pegged me twice and the second time she made me dress up all girly in a dress and get on my knees to suck her “cock”… and when she made me cum from pegging me she told me to cum on her cock and lick it all up “cei” style… we’ve never actually used the word sissy and idk if she even knows what that means but… most of the time its me initiating this type of play but she seems like she likes it and her dirty talk is incredibly sexy and she loves to tease me…

My question is that besides all of the above that has already happened - we’ve never actually talked about cuckolding or “sissy play” or even about bbc… and im scared to bring up these next tier fantasies because besides the above info - i want to know if there are things to look for about her that may portray some sort of cuckolding fantasy in her mind because what would really turn me on is that these “sissy cuck bbc” fantasies would be her idea… not necessarily just mine if that makes sense… that would make everything alot less nervewracking if she thought it was tooooo weird?

Help? ❤️

So a little backstory I've been over the past 6 months to a year slowly but surely getting more and more used to having things up my butt. I progress through plugs, dildos, vibrators, and eventually gotten to where I am today where it doesn't feel uncomfortable 90% of the time and I can take pretty decent size back there now. On to my question so I was meeting up with a guy and we've already hooked up a month or so back and it was pretty fun He seemed to be about 5 in which I felt was a good size to kind of ease myself in when it came to a real dick, he's a little bit larger body and hairier than I like so I don't know if that was part of it but anyways the first time went well he even came inside me it felt amazing especially coming home feeling it drip out of me was great. So in between I ended up ordering a pretty large dildo it's about 12 in and 1.9 inchs. So I've used it a few times at this point and it feels amazing lol but I ended up coming up on meeting up with this guy again and I decided to do a little warm up before I started with my dildo which is about 8 inches, 1.5 around to warm up and then I moved on to the 12 in and then I popped my plug in which is about 1.6 in around for the drive over. I will say I did feel a little uncomfortable more than normal and this is where I don't know what caused it or why it happened but when it came to hooking up that night even though I'm able to take what I did a few hours earlier when he try to enter me it felt really really uncomfortable back there like I couldn't relax to the point where we had to switch from doggy to me on my back just to relieve that feeling a little bit so he could enjoy himself, just really confused me after what I was just doing in the shower prior to going over to his house. So all in all I didn't know if anybody else had a similar experience and how to correct it I don't know if it's an anxiety thing or just being uncomfortable or what because I have no problems in the shower with my toys but now I'm even more scared to go for the real thing again after that experience. And I always really try to look out to make sure whoever my partner gets to enjoy me and have fun but if it's so uncomfortable for me it's hard to make it enjoyable for them? Sorry for the longer post but thank you I appreciate your answers :D

Hello everyone :)
I'm trying to get into full time chastity, but I just can't find the right cage (I think). When I'm flaccid I'm basically nothing, but I'm a huge grower and can grow up to a nice average size. (I feel like this may be the root of the problem?). My current 'high scores' are a few days (4/5) where I take it off at night (so I feel like I'm not just a beginner anymore), but I just can't continue for longer because the pain/damage gets too much for me.

Problems I'm facing:

• chaffing/damaged skin at the spot where the ring goes/balls area (too tight/too loose of a ring?)
• foreskin that peeks out of the cage gets pinched
• pee sometimes gets stuck in the cage (minor issue, can just clean a lot)
• after getting caged and then getting hard, I sort of bulge out in front of the ring of the cage? Not sure how to describe it. I thought a decent strap would combat this issue but it hasn't really helped *that* much (just a little)

Literally any tips are welcome, if you need more information or pictures I'm very willing to share :) I would really like to commit to this. Thank you so much in advanace <333

I wish I accepted myself a lot sooner than I actually did. Now I am 32 married with kids. And I am sooo damn confused. I love my family don’t get me wrong. But I really do think that if I accepted myself earlier in life and talked more about my feelings about my body and my sexuality with family and a therapist I would have transitioned a long time ago.

That’s what I feel right now. But maybe not realistically. And if I ever get past myself and talk to a therapist about it I feel like the train has left the station and transitioning is out of the question for now

Just needed a place to write some thoughts

Good night Sofia

I've been dressing on and off for years and have purged multiple times, throwing out hundreds of dollars of clothes and such.

It's this indecisiveness that I've been struggling with for years.. just venting I guess.

I should post some pictures to receive some definitive, constructive criticism.

I’m uncircumcised and have trouble finding a cage that works for me…what do you recommend and where to buy?

Not really sure where to begin but I have been watching sissy videos on YouTube and what not for quite some time. Ready to take the next step.

My major hold up is the fact that my wife more than likely will be against it. She is very religious and vanilla.

In the past I have attempted to get her into ass play and pegging. She considered it once but has been 100% against it every since.

I even sent a podcast from some Dom that talks about the benefits of pegging your spouse but that didn’t have any effect on her.

Where does he cum to make you feel most girlie?

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I must say that contrary to most people in this space I don’t really find big hard dicks that attractive. However there is something about a sissies’ shaved limp clit that gets me going.

When it’s shaved and small to just looks like an extra piece bolted on to a girl, and watching it flop around when riding just reinforces that.

Seeing a sissy cum while limp, or even better when caged, is one of the hottest things I can think of. Watching a dick or a toy just pump the cum out of a limp sissy is a joy to see every time.

I’ve always been a bit mixed on if I wanted to be a sissy or fuck one and I think the answer I’ve landed on is both. I both want to be the one that makes a sissies’ limp clitty cum and want to experience that feeling myself.

Its getting cold around me and for work I need to get something to help keep me warm. They have a strict dress code so no fleece/flannel lined pants for me. No one will care/look at what I wear under my work cloths so I was thinking of getting something more fun to wear then just some flannel pajama pants.

Sometimes I go through periods where I have sissy desires. In the past it was easy for me to play with them.. because I was like a shut in.

But now after joining a new job few months ago I have some connections and now I feel pressured. Now sometimes I go through purging phases. But now I understood the cycle.

So I wanna know how you guys keep your sissy side a secret from your family and friends?

Every time I cum I get PNC and I don't want to be a sissy or do anything related to being one. I ordered my first dildo and when I got PNC I cancelled the order. And I did this twice. What should I do. I am way too scared someone will find out.

First I went there last week but nothing special happened. However I went there today. I entered the sex shop with the straps of my thong sticking out of my shorts, in the store there were 2 men, one looking for the other's gaze. After a few winks, we ended up in the fitting room, I just jerked him off and he ejaculated pretty quickly. (on my thong). For more details don't hesitate to DM me

Like the title says, I get sexual release from deep throating. It's almost like I have a orgasm in my throat. When I get really horny I feel the need to stretch my throat out, so I practice on a dildo. After a good session, I feel relieved and am no longer horny. I'm just wondering if anyone else feels the same way.

Wouldn't it be fun for us girlies to go out for a night of fun! I was thinking we could exchange thongs and lengire and wear each other's outfits do each others make up and hair and to go out and for drinks and fat cocks. What are some other ideas??

There are lots of guides and how to be a sissy articles that contain lots of the same things. What is something that you haven't heard someone mention before that you found helpful on your sissy journey girls?

My wife got upset that I don't initiate sex more. We've played with chastity cages a little and me wearing panties but haven't gone full sissy if that makes sense. The truth is I feel really awkward initiating sex with her. I get nervous that I won't get hard or won't get hard fast enough and then I'm just trying not to cum too quickly and fail at that. I feel so inadequate, like I don't even deserve pussy. I don't know how to explain that to her without sounding pathetic. I feel like I'd be happier being locked up most of the time or to even become a cuckold so she can be satisfied. But I'm afraid to tell her that also. Is failure to initiate a sissy trait? Did embracing your sissy side help any of you with this?

Gurl come on. You wear makeup, dresses, heels, lingerie, perfume and you dream about sucking cock. What the heck do you think you are?

Real men aren’t doing that shit. They don’t spend hours getting themselves all pretty for cock! They do man shit, get hard and find a place to stick it. If you are a place to stick it then there is no confusion here.

Embrace it gurls. Have a lovely day x

If my post doesn't fit or is allowed here, my humble apologies...

I am a married closet Sissy, wit a little experience, carving mostly shame and degradation, going with some collegues for a week to an international seminar in Amsterdam. For most people there, it's a time to chat, to relax and to have parties. Me on the other hand, think that sissies have better uses. During the day, sissy needs to be present to follow some seminars, but during the evening it doesn't feel good partying like a real man. Is there someone who can help it being a good sissy there? What to put in it's luggage and what not? how to disguise during the day, how to spend it's (lonely?) evenings and nights? how to act outside the hotelroom, and how to act inside? Or maybe even better: is there someone who goes to the same venue? Thanks for reading...