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/sissy/ - Sissy

Bras, Boyshorts, Skirts, and Stockings ❤


September 2018 - 8chan Transparency Report
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File: 5564e5a0b63cf0b⋯.jpg (829.62 KB, 3264x2448, 4:3, 1001.jpg)


For posting lewd pictures of yourself or significant other, preferably with a timestamp. Random porn dumps do not go here.

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A thread for IRL meetups

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Kik me if in sweden or willing to pay to meet somewhere else

kik: Skycloud651

File: a035e3474be3d22⋯.png (1.4 MB, 1280x960, 4:3, 4f456de82534e276dd3f4300df….png)


Welcome to /sissy/. This board is for photos, stories, requests, challenges, hookups, or other discussions regarding male feminization, humiliation or sissification. Trans girls are also welcome!What is a sissy? A sissy is a biological male who craves a submissive, emasculated status as a sexual fetish. This fetish includes crossdressing, anal play, and general feminization. Many play alone, and are "in-the-closet". Most desire to be used and humiliated by dominant men, either online or in real-life situations.


1. Don't spam like a spastic retard, consolidate into on topic threads instead of constantly making new ones that will only get 1 or 2 replies.

2. 18+ board

3. Only dedicate an entire thread to yourself if you plan to post a large degree of content over an extended period of time. Otherwise head to the slut thread.

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File: 1432739056470.jpg (77.68 KB, 405x720, 9:16, tumblr_no4htbX01R1tx82bao1….jpg)


Does anyone know where I can find a chastity device like this with the bar underneath?

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File: 1433402306735.jpg (30.02 KB, 640x480, 4:3, punishedmaid001.JPG)

it's called birdlocked, google it


thread restore



File: 8dc3ba8a4dc7331⋯.jpg (111.31 KB, 724x855, 724:855, DVvvPP0.jpg)

Figure I'd ask here. I'd like to get a cute pink chastity cage, the problem is my penis is rather large and quite girthy. Does anyone have a good recommendation for an affordable cage I could get? I really want to work up to wearing it long term so it should be quite comfortable.

File: a5cbe6e2d9b1dc6⋯.jpg (64.11 KB, 616x499, 616:499, jericho44-ien4t-c364ec.jpg)


Exposure thread. Anyone looking to expose themselves or expose others post in here.

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This board is fucking scary tbh




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More of jordan smith


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First Sissy to lose Control of their Pictures will Be Colton Schultz from Edmonton Alberta. This Sissy is always posting Pics and then trying to get them removed. Please download/repost and share these pictures so they will be online 4 ever.

Colton Robert Schultz

Edmonton, Alberta


Online username: Sissy4doms

File: 1420875253192.jpg (213.16 KB, 850x637, 850:637, sample_765d45a0c927a1fea5c….jpg)


>forced gay
>femdom snowballing

So am I the only straight male with a sissification fetish that doesn't involve gay shit?

I mean, I get it, everyone has their own kink, but the problem is that my flavor of sissification is almost non-existent on the internet.

I don't know what the real ratio is, but from browsing porn sites (not to mention /d/ boards on the chans) I've rarely come across forced feminization/sissification that didn't involve homosexuality. That's like going to the cereal isle in the grocery store and it's only shelves of fruit loops.

And speaking of /d/, just imagine the problems when you're trying to nut off to some sissification but only if it's girl on futa. That means futa on futa, guy on futa and 90% of trap threads don't do the trick.

So, am I the only straight guy that likes girls who like guys like they're girls?
7 posts and 1 image reply omitted. Click reply to view.



Nah, I'm this way too. Surprisingly underrepresented.





>>forced gay


>>femdom snowballing

Hey, don't worry, that gay shit will grow on you faster than you could think, no matter if you're actually gay or not.



One of the few


Look up hypno sissy porn on pornsites, you should be able to find straight porn with either text, a female voice, or both telling you about how you're going to be or are a sissy and all that shit


File: 1411279070012.gif (1.03 MB, 480x270, 16:9, 01 - 2PuITKq.gif)


Dumping a few captions.
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Would love to see this captioned



File: aefed9f94bee254⋯.jpg (1.38 MB, 1376x1944, 172:243, 20170224_164433.jpg)

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File: d65ff83a51f7797⋯.jpg (3.99 MB, 3024x4032, 3:4, 20180907_233920.jpg)

Please caption


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File: baefef115497e6c⋯.png (585.77 KB, 1836x3264, 9:16, b8b9754d-ef8.png)

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I want to be controlled, forced feminized, turned out and used to serve cock. You can use photos and videos of my feminization as evidence to keep me going down the sissy rabbit hole.


cr1sg4bl3 Is my kik


will somebody post supportive girlfriend captions *kisses*




File: 1411499606117.jpg (135.46 KB, 500x626, 250:313, 571_1000.jpg)



oh my….


appropriate number I guess


do you have moar.







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File: 1433166046844.jpg (406.06 KB, 995x899, 995:899, tumblr_ni6jd2dKqr1u20lnqo1….jpg)


Straight sissy captions thread

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i am really in to this what is it called/where can i get moar




File: f1bcc17d6229198⋯.png (1.39 MB, 900x1010, 90:101, RoleReversal.PNG)

Here are some of my favorite captions. All of them were written by Wannabe_Baby, who I think is a pretty good writer, but I guess his stuff isn't for everyone (he really likes erotic humiliation and AB/DL).


File: 200c20ace89ca3e⋯.png (1.28 MB, 1159x800, 1159:800, Fantasy Queen.png)


File: 3e0feab385c38bc⋯.png (1.16 MB, 999x800, 999:800, Female Rapper.png)

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Anyone in the mood for a little survey?


>Sex and/or gender

>Have you ever worn women's clothes?

>When it comes to porn, what kind of stuff do you like to watch?

>What kind of stuff DON'T you like to see in porn?

>What's your darkest fantasy?

>Anything else you'd like to add?

>Please, post your favorite sissy image

7 posts and 2 image replies omitted. Click reply to view.


File: fb93adc2611249d⋯.jpg (222.62 KB, 850x1019, 850:1019, __china_axis_powers_hetali….jpg)



>Sex and/or gender


>Have you ever worn women's clothes?

almost daily when im home or with my partner

>When it comes to porn, what kind of stuff do you like to watch?

fetish stuff,

bottoms getting fucked and seeing them moan with joy

>What kind of stuff DON'T you like to see in porn?

close ups of cock in ass

>bad acting

>fake moaning

>rim jobs

>What's your darkest fantasy?

I'm not really sure.

I have a lot of porn so I'll just post a random 2d pic.


File: 900c86af5fd4ccc⋯.jpg (483.63 KB, 1470x1470, 1:1, 4T650pG.jpg)



>Sex and/or gender


>Have you ever worn women's clothes?


>When it comes to porn, what kind of stuff do you like to watch?

Sissy hypno, PMV, shemale, gangbangs, sometimes degradation and cummy stuff. Mostly prefer watching shemales and not cis girls when sissified.

>What kind of stuff DON'T you like to see in porn?

Too much cis stuff (when sissy mode), interracial, overly degrading and depraved stuff

>What's your darkest fantasy?

Be on a leash by a dominant trans woman, or man (depending on mood). Dressed up as a slutty sex kitten, made to crawl and suck dick. Desperately want to be laid on a doms lap and spanked for a long period of time before getting face fucked and my hole ravaged. Want to get jizzed on multiple times too. Id like to do this whilst high on poppers, mdma and weed.

>Anything else you'd like to add?

Don't see sissy kink as anything more than a personal indulgent fetish, kept seperate from my normal day to day life.

>Please, post your favorite sissy image

Definiely this


File: 1454d5feead1b24⋯.jpeg (306.94 KB, 1024x1472, 16:23, 178b1070f386faca35d04055f….jpeg)



>Sex and/or gender


>Have you ever worn women's clothes?


>When it comes to porn, what kind of stuff do you like to watch?

Shemale, femdom, joi, hypnos, bukkake

>What kind of stuff DON'T you like to see in porn?

Interracial, cuckolding, overly degrading stuff, and the usual gross stuff

>What's your darkest fantasy?

Idk if its really dark, but being on a leash, made to crawl at all times, receive cum baths and eat cum soaked food from a pet bowl. Going for walks at night and servicing anyone who stops and asks.

>Anything else you'd like to add?

Idk, I like to talk to others about their fantasies and feelings.


File: eec68886a7b0f4a⋯.jpg (313.33 KB, 850x1203, 850:1203, trapp.jpg)



>Sex and/or gender

male obviously

>Have you ever worn women's clothes?

>When it comes to porn, what kind of stuff do you like to watch?

anything with hardcore domination and mindbreaks involving gay shit

>What kind of stuff DON'T you like to see in porn?

literal shit and other gross stuff like gore ofc

>What's your darkest fantasy?

getting blacked

>Anything else you'd like to add?

i am a faggot

>Please, post your favorite sissy image





File: 8197ec897f531e4⋯.jpg (25.5 KB, 400x600, 2:3, 001.jpg)


So I wanted to tell the tale of the first, and only time I was made into a sissy bitch.

>About 2 years ago

>Met her in a BDSM class

>Very passable (didn't even realize she was trans at first)

>Cute, tall, long black hair, medium boobs and huge bubble ass.

>She immediately took interest in me (I have long hair and soft features that can make me look very feminine when I don't have my beard)

>Started talking to me.

>We talked about what we liked about BDSM.

>The fact that I was a sub.

>About how I haven't really had a session with anybody (I was new to the scene).

>Told her how I really like humiliation.

>She smiled and asked me how I felt about feminization.

>Told her I never really thought about it.

>"Why not anon? it sounds like something a humiliation junkie would like."

>That manage to make me blush.

>She continued. "And you would make such a pretty sissy!"

>"Don't you mean girl?" I asked.

>She giggled. "My sissies aren't girls, they could never aspire to be anything that beautiful or graceful."

>I realize she was already treating me as one of her sissies.

>That got me rock hard.

>She immediately noticed.

>She smiled.

>"you seem eager."

>I tried to tell her it wasn't because of the sissy thing (since I've never even thought about that).

>"Also I'm not gay or even bi."

>Her smile faded.

>"I really don't like denial anon. It's not cute."

>"I'm not in denial, I'm telling the truth."

>She seemed really annoyed now.Post too long. Click here to view the full text.

1 post omitted. Click reply to view.



Please continue






Won't happen. Dumb beaner tried to snitch on a cartel.



continue OP



I must hear moar

File: aa5c2c197cf787f⋯.jpg (178.5 KB, 2048x1536, 4:3, download_20180923_101840.jpg)


Am i fuckable? :3


Fuck yeah, you are.


Fuck no.

File: c597d7590ae8d36⋯.jpg (97.97 KB, 600x1067, 600:1067, 1504678282895.jpg)


About the only thing that turns me on is imagining dressing up as a grill and getting fucked roughly. But I have no dysphoria and this wanting to be a girl thing is purely sexual.

I'm in a struggle to decide whether I should actually get fucked or not. I'm scared of the psychological chances it may induce. Can anyone share their stories of being fucked while dressing up and how their minds changed afterwards.

I still want to one day have a gf. I sometimes can get it hard for a girl (doesn't stay hard very long) but I fall in love exclusively with women. And if I would feel too much like a faggot after being fucked I'd never be able to maintain the confidence I have now to get a gf.

Should I do it?

2 posts omitted. Click reply to view.



Maybe you could get a transgirl gf and satiate your cock needs that way while still having sex with a feminine person.

Just make sure they're fine with that.



Sounds like you're psyching yourself out about this. It's really all in your head, literally; having a real (disease free) dick in your asshole isn't going to change you anymore than an anal toy would. And gathering up the courage to live out a taboo fantasy should actually build your overall level of confidence. If you try it and don't like it, that's good too, because then you'll know what you really like, and be able to focus entirely on your masculine side.


Shut up, get cleaned up, dress up like a girl, make sure your makeup and lipstick are well done and bend over. Well, you could practice removing that lipstick on my dick first before I fill up your ass.


I went through the same problem but when I finally did it I was super happy! I’ve done it a few times now and I have no problem getting hard with women now too. I think it was a psychological thing. Like I wasn’t happy with myself until I did what I wanted to do. You should just do it!


I remember when I would dress up in secret and think about letting a guy fuck me. And then I finally did it one week when my gf was away. I haven't had an erection for a girl since, well not thst lasted long enough for me to do anything. My gf broke up with me obviously. I'd have to say that letting guys fuck me while I was dressed really changed me. If you really want it, I'd say go for it, but if your not sure, wait! It's the only tjing that excites me npw.

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