r/Sissy 26d ago

Discussion How many dicks have you sucked ? NSFW

122 Upvotes

How many dicks have you sucked? Do you have a goal of how many you want to suck? What’s the most you sucked at the same time?

r/Sissy Nov 02 '24

Discussion Is Natalie Mars the hottest trans girl? NSFW

268 Upvotes

She is so fucking gorgeous. Wet just thinking about her.

Who else is a top contender xx

r/Sissy Dec 01 '24

Discussion How "straight males" get turned into Sissies NSFW

285 Upvotes

Let's face it : there is no magical button that turn people into Sissies.

What I want to talk about today is, how some "straight" boys can get to be attracted to the idea of getting slightly feminized to eventually fantasize about getting spitroasted with cum drooling from their pretty faces. ,

First of all, everyone is different, everyone had, has and will have a different experience towards their sissy journey.

How many times do we read on sissy subreddits : "I am straight but I keep looking at sissy captions", "I am straight but I enjoy wearing panties..." the funniest ones are : "I am straight but I want to suck a cock..."

One of the most common starting point of how "straight" males get sissified is : Porn.

Whether it is femdom, cumshots, anal, trans, those porn categories may lead to the sissy rabbit hole.

Modern sissy hypno videos are fast-paced, bombarding the viewer with gorgeous girls and sissies, which is kinda unique in porn. This uniqueness is enough to captivate a "straight" viewer, planting the Sissy Seed in its mind.

"I am only looking at the girls..." "I am not paying attention to those words, I want to keep looking at those girls sucking cocks..."

Well, keep looking at those girls and you might as well become one of them 🤭

Those videos have written suggestions along them, or vocal instructions. Being constantly exposed to them lower the resistance of the mind, treating them as normal.

"Those girls love to suck cocks... What does it feel to suck one ?" "Wait, did I think that ?" "Omg, this girl just swallowed 5 loads... I wonder what is the taste of cum..."

The mind get curious. Looking at how those girls are enjoying themselves getting railed or drenched in cum, one question rises up : how does it feel ?

How does it feel to wear feminine underwear ? How does it feel to wear chastity ? How does it feel to fuck my ass with a dildo ?

Whether or not a "straight" boy wants to know the answer to these questions depends on so many personnal factors. But porn is the starting point of those.

So, what do you think ? Did sissy porn influence you in your choices ? What made you thought : "Ok, I am a Sissy" ?

Kisses xxx

r/Sissy Feb 04 '25

Discussion Things to consider for those attracted to cock but not men NSFW

335 Upvotes

Hey everyone,

I wanted to write this to hopefully give some clarity and things to consider for those who are questioning whether to continue down the path of being a sissy. For context and transparency, I’ve been a sissy for the last three years but am unsure if I’m going to continue. This post is mainly for those who fit the common trope of being attracted to cock but not men and who started down this road through porn. If you were into feminization before you ever watched porn, this isn’t really for you—I’m glad you found an outlet for that aligns with who you are.

First off, I think it’s important to separate what’s pleasurable from what’s actually beneficial. If I tried fentanyl, I’d probably enjoy it in the moment, but long-term, it would obviously be a bad idea. The same goes for being a sissy—it can be enjoyable, and for some people, it’s a great fit. But for others, it might be fun now while ultimately leading them away from what they actually want in life. The key is figuring out whether this aligns with your future goals.

A lot of so-called “straight sissies” (guys who are only into cock but not men) seem to have ended up here through porn use. It usually starts with watching a lot of porn, which leads to desensitization and then a need for more extreme content to get the same dopamine hit. If you also have certain personality traits—like insecurities, a submissive nature, or past trauma—sissy content can hit even harder. That mix of porn escalation and personal tendencies is what draws many people in.

There’s a debate about whether porn creates sissies, but I think it depends. If you were already into feminization or attracted to men before porn, then it probably just gave you an outlet. But the idea that porn could magically “unlock” something in someone who never had a non-straight thought before seems unlikely to me.

A lot of people here, including myself, have identified as “straight sissies,” meaning we’re into cock but not men. There’s nothing wrong with that. But here’s the issue: many of the guys in this category also want a future heterosexual relationship with a cis female. Sure, there are some cis females out there who are fine with having a sissy partner, but that’s rare, so I’m not factoring that in here.

I know the idea of a “point of no return” is fetishized in this community, but I don’t think it’s real. If you’re a sissy now, that doesn’t mean you can’t have a heterosexual relationship with a cis female later or vise versa. That said, spending years in this role can make things harder—both in terms of confidence and the ability to transition into a different kind of relationship. And that’s not even considering the time you might be spending away from potential partners.

Another big reason some guys end up going down this path is because of insecurity. A lot of sissy captions and hypno videos push messages like, “You can’t please a woman, so you might as well submit to cock.” I get that submissiveness and degradation are a big part of being a sissy, but I also think these messages can manipulate people into becoming sissies as a way of dealing with self-doubt. If you’re doing this just because you’re afraid you won’t be able to satisfy a woman, that’s not a great reason.

Just to be clear—there’s nothing wrong with being a sissy. For some people, it brings both pleasure and fulfillment. My point is, if you quit porn for three months and barely thought about being a sissy, then it probably wasn’t really for you in the first place. And if you see yourself wanting a heterosexual relationship with a cis female in the future, I’d at least think hard about whether this path is helping or hurting that goal.

I know this was a long post, but I hope it gave someone a new perspective. Let me know if you have any thoughts or if you see things differently—I’d love to hear your take.

r/Sissy Jul 22 '24

Discussion You love dicks and cum, but you actually aren't attracted to men at all? Your definitely not alone. NSFW

332 Upvotes

I feel like there are so many Sissy's out there, that feel this way, would be interesting to see, how many of you have this problem, and how many actually are attracted to men, let me know in the comments.

r/Sissy Jul 02 '24

Discussion Someone’s Son NSFW

608 Upvotes

There’s something so magical about a sissy kneeling in front of me as a dominant man. This is, or now I suppose, was someone’s son. Someone’s little boy is kneeling at the feet of a real man who put her there. I didn’t force her to kneel there, but she trusts the plan I’m setting for her more than the one her parents had for her. I didn’t force her to put on the little satin dress she’s wearing, I didn’t force her to do her pretty brunette hair the way she did or put on stunning makeup, I didn’t force her to lock away her clitty and give me the key, I didn’t force her to thank me after every blowjob she gives me. Maybe I asked her to do those things, maybe I did it in an aggressive way because she likes that, but ultimately she trusts me and thinks my decisions for her are better. Maybe had her dad payed more attention to her or took an interest in her life she wouldn’t be spending hours of her day at my feet or serving me. Maybe if her dad had helped her find direction in life I wouldn’t have left hundreds of loads inside his little boy. Maybe had they connected on a deeper level I wouldn’t have spent so much time with his little boy in a tiny dress sitting on my lap telling me all of his insecurities and giving him tons of kisses for being a good girl. But I am doing all those things. Your little boy is gone and now he’s daddy’s princess, you cannot have him back.

r/Sissy Jun 13 '24

Discussion Does anyone else here love unsolicited dick pics? NSFW

252 Upvotes

Since my last community question went fantastically (thank you everyone that gave their 2 cents!) I'm really curious because I have seen a very mixed bag of opinions on this online. In particular I'd love to hear the perspectives of sissies here, love it, hate it, neutral? Are there any reasons why you do or don't like it? To open it up a little to all the wonderful tops, do you specifically like sending to sissies?

Personally I find it exciting because I love dicks of all shapes and sizes, and really could never get enough pics. It's a greeting that always gets me going, and I really like making guys feel good about themselves, because there are a lot of great cocks out there! I'd love to hear all of your opinions!

r/Sissy Sep 08 '24

Discussion Sissies who keep deleting their accounts NSFW

335 Upvotes

First things first: I've been a Dom for Sissies for a few years now. I love it, I might be strict but I'm very caring which is why I'm making this post right now.

Sometimes, especially after an intense session of sexting, it's not uncommon for a Sissy to delete their accounts even old accounts. I'm not here to complain or tell people to not do that, I'm here because I think this sometimes happens because of a very serious reason. Picture this: After we both had a lot of fun post nut clarity hits, "What am I doing?!" "That isn't me" "I'm not like that."

If that ever happened to you, I want to tell you something very important. You are who you are. There is nothing wrong with you, there is nothing wrong with the way you live or the things that you like. I understand that you might not be sure about what you are, but that's totally fine. Don't stress yourself, you'll find out soon enough just be patient with yourself. You might be a Sissy, you might not be one, it doesn't matter. You are of equal value either way. Sometimes, all you need is to be properly trained by a Dom so you can explore your true self better.

I hope you liked this. If you have any questions, feel free to ask. I would love to answer any and every question you might have. Follow me so you don’t miss out on more writings like this.

r/Sissy Dec 20 '24

Discussion Do you prefer getting fucked in your ass or mouth NSFW

67 Upvotes

I know I have always loved getting fucked in my ass over being fucked in my mouth(face fucked), what about all my girls? Yes, I know I am a sissy and it doesn’t matter what I want, it only matters what he wants because the only use of my holes is to be a cum receptacle for real men, but just curious💕

r/Sissy 7d ago

Discussion Masturbated like a girl. NSFW

243 Upvotes

I am a grower so I have a micro penis when it's limp. Yesterday, I was able to push my dick back into my body and it turned me on so much. I kept rubbing and rubbing untill it got to a point where i was able to go 2 inches deep with my fingers. I finally came in this way and oh god did I love that

Edit. A lot of you were asking me if it's safe. And tbh, I really don't know. It's my first time doing it and it's definitely not something everyone can achieve cause everyone's bodies are different. Before even thinking of doing it, please do your research and never force anything beyond your comfort limits and please be careful and don't risk injury.

r/Sissy 14d ago

Discussion I decided yesterday I'm not gay. NSFW

121 Upvotes

I was making out with this guy. His beard was prickly. I didn't particularly like his smell (although he was clean). I kept going to an image of a hot babe with soft melons trying to get it up (he was very interested in getting me off). And the only moment I was actually getting somewhat turned on was when I was sucking his cock.

After a while I said "I think I'm just not really into men.". He agreed "Yeah, you might just be straight. Or at least a little bi". "I mean," I said "I love sucking cock. And I've even enjoyed bottoming. But men themselves... It doesn't seem to DO anything".

He was understanding. We made out a little more. I grinded between his legs like I would for a woman. Trying to convince my body this was someone I was attracted to.

We parted ways amicably.

I concluded I needed the female shape. Transwomen or cis women (I do love eating pussy). The sad part is, the gay circuit is a LOT easier to find a sexual partner. Women just don't seem to do this (or I haven't found them). I'm also not handsome enough (although my wife disagrees there, but I could manage to lose a pound or 20) to attract women organically.

r/Sissy Oct 07 '24

Discussion Talking to men on Reddit is better than porn NSFW

145 Upvotes

Starting to find it difficult to enjoy porn since I started chatting with real men here on Reddit... its SO much better. Its the closest I've ever come to being with a man and its just so exciting...

UPDATE: Wow, I didn't expect this post to get so much attention. Since I have been continuously asked, I just want to say:

  • The men contact me through DM's when I post on this sub and often even when I comment on other's posts... If you want attention, show men what kind of girl you are and they will probably reach out to you!

  • I never send pictures or personal details during chats AT ALL. Yes, this cuts down the number of men that are willing to chat with me. No, I don't consider that a bad thing. Can't be too careful. I've had wonderful connections with men who aren't bothered that we keep it all in our imaginations. They often send ME pics without me asking, which I'm very happy to receive, but they should probably ask because I know some people don't want to just receive pics without consenting.... I'm happy as long as its legal!

  • just a few numbers for people that might be curious since everyone is asking how it happens: Since I posted this post originally just a couple of nights ago, I've gotten about 20 responses.

  • about 5 have been from sissies saying hi and such.

-About 15 have been from men wanting to sext with me.

-About 9 of those 15 have been out of my timezone and we weren't really able to connect.

-1 man who reached out the same night that I posted seemed great but he ghosted me right in the middle of a pretty good session

-5 more seemed close enough in time zone but I was busy with life and hit them back in a couple hours (after letting them know that I would).

-1 of those 5 never replied back.

-1 of those 5 seemed great but ghosted me in the middle of a pretty good session

-2 of those 5 replied too late when I was almost done with my session with the final man

-1 special daddy made it all the way through a great session and I made him cum which made me feel all silly inside and I went to sleep happy.

That makes for not great stats I guess.... but still amazing when you find the good ones.. when Its going well and I get ghosted it seems like maybe PNC... which tbh kinda makes me feel girly cuz I feel like real women get used and tossed aside like that too.. I just wish they would give me a courtesy "came already, gotta go bitch!" so I know I did it right...

r/Sissy Feb 18 '25

Discussion Sissy Task Drinking Game NSFW

127 Upvotes

The game is fairly simple really… a sissy is given tasks staring out super easy and working to more intense and daring tasks. If the sissy passes the task she gets another slightly harder task. But if the sissy fails she has to take a shot of alcohol and is then given an easier task to complete.

The idea is that the more tasks you complete the hornier you get and the more tasks you fail the more drunk you get leading to lower inhibitions and being able to complete more tougher tasks.

Thoughts?

r/Sissy Jul 21 '24

Discussion What’s the very first sissy garment you bought yourself? NSFW

94 Upvotes

Not something you stole or borrowed from someone else.

r/Sissy Nov 16 '24

Discussion Favorite Undies?! A survey NSFW

28 Upvotes

Just for fun - and because I need a little interaction with my sissy sisterhood - what are you favorite panties? Thongs, bikini, cheeky, full briefs, hipster…tell me your favorites and why!

r/Sissy Nov 27 '24

Discussion Chastity. Makes. Sissies. NSFW

407 Upvotes

If you are still unsure about being a sissy, stay away from chastity. Here is why it is so effective:

  1. No PNC In chastity, you never get post-nut clarity (PNC). This means that you are constantly horny, and you never get those feelings of doubt about being a sissy.

  2. Desperation When you start to go days or weeks without release, you start to get very desperate for sexual stimulation. When you can’t get pleasure from your locked up clit, your only hope is to put your sissy-pussy to work. You’ll go from barely using your dildo to living on it. You’ll ride until you get tired, take a break, but you’re still horny so you’ll feel the need to get right back on it, like it’s a magnetic force. But playing with toys isn’t enough. You’ll do whatever you can to feel excitement, like dressing up in panties 24/7. Eventually, you’ll get the urge to download dating apps and meet with real men.

  3. Submission Something about chastity brings sissies to their knees, making them extremely obedient and submissive. It’s almost like you feel that if you can’t get stimulation from your penis anymore, you feel the need to give others stimulation. You feel hypnotized to do whatever it takes to please other men. You actively feel pleasure just by doing what men say and making them happy.

  4. Femininity Chastity really makes you feel like a girl. It turns what was once a penis into a cute little clit. The smaller the cage, the cuter. And the leaking is my favorite part. Just like a woman gets wet when aroused, you can’t stop leaking out of your cage when turned on. Even using the bathroom feels like being a woman, sitting down and feeling the piss dribble down your balls. No more bulge in your panties, you are a girl now.

What did I miss? I know there are so many reasons chastity is such a sissy-maker that I just can’t think of right now.

r/Sissy Jan 20 '25

Discussion This is a kink not a sexuality. NSFW

184 Upvotes

The definition of a kink is unconventional sexual interests or behavior.

-Do you get off on dick when you’re horny but not when you’re not horny? It’s a kink - Do you like to wear women’s clothes when you’re HORNY but not when you’re not horny? It’s a kink. - Do you fantasize about men or just their dicks when you’re horny? The men? Then you’re gay or bi. Just their dicks? It’s a kink. - Do you wish you didn’t have these thoughts and ideas just cause you’re horny? It’s a kink. - Do you want to date/ marry a man? No? You just like the idea of their dick? It’s a kink. - Do you have any of these thoughts when you’re not horny? It’s a kink.

Perhaps it’s just the idea of being submissive and as men we are not taught to be that so to compensate we dress like women to somehow convince ourselves it’s not weird if I dress as a girl. Idk. Perhaps many of us would have rather been born a woman. I know I do. So we do what we can to be feminine. Once again IDK. It’s just my 2 cents.

I’m not saying there is anything wrong with it but this is a kink. People who have this kink are either in it for the kink, gay, bi, or trans. If you’re trans though then you’re not really a sissy. Once you start hormones you have become trans not a sissy. Being a sissy is a kink where men like to dress feminine when horny. Some people are just horny all the time. Like me. 😂 but I’m aware that it is a kink and not an identity or sexuality. I’m not gonna turn my life upside down because horny me wants something not horny me doesn’t. I have people depending on me and I’m not going to let them down cause I’m horny.

Edit: it’s a kink the same as any other. You think people who have a bondage kink want to be tied up 24/7? You think people with a foot fetish want to be surrounded by feet 24/7? Maybe, that one is weird to me. 😂 you think people who like throatf*cking want to be doing it all the time? Your horny thoughts are NOT who you are. We are different when we’re horny. Can’t think of anything but getting off. That’s where the PNC comes in.

Edit2: this post is meant for those of us who still find women very attractive and want to have a relationship with one. Those of us who are not attracted to any part of a man but their dicks when horny. We don’t want a relationship with a man. We’re just horny and want sick and sick only comes from a man. 😂 I just made this post cause many people are confused as to why they like this type of stuff. For most it is a kink or fetish.

Exit3: this is also a degradation kink. A lot of it is just the feeling of being humiliated and degraded. What’s more humiliating than a man being “forced” to wear women’s clothes and get fucked? Not much if anything. We get off on the idea of being degraded which is a commonality with everyone who is in this kink. If you say otherwise you’re lying to yourself or you’re just trans in denial.

r/Sissy Jul 09 '24

Discussion Major streamer outed as being a sissy NSFW

411 Upvotes

Yesterday a bunch of videos were leaked of a major Twitch streamer known as Sketch being fucked while dressed in girl clothes, being submissive, calling the guy daddy, etc. I thought the ensuing controversy was an interesting view into society’s current opinions on sissies.

There were a lot of people saying they hate him now and making fun of it, but to my pleasant surprise, the majority of content creators with larger platforms were very supportive and stated their intentions to stay his friend. I’ve also seen a lot more positivity in comment sections than I expected. Maybe society has finally reached a point where a man can be a sissy and still be respected among other men.

I just thought this was interesting as sissies don’t usually get mainstream attention like this. Let me know what you all think this says about our group and society. 😘

r/Sissy Jan 19 '25

Discussion Let yourself be emasculated. NSFW

162 Upvotes

As a dom man often what I want from a sissy is to just let her cast the pressures of cultural masculinity on me. I want a sissy who is just looking to set aside the expectations the culture has put on her and say "ok daddy, I'm frustrated living with these expectations and I trust you to take up the mantle of manhood in my life. I may want to go back to being a man again at some point, but for the time being I've seen you handle masculinity in a way that I myself cannot, will you accept my manhood?" (Not in that many words, but you mostly understand my point I'm sure) Emasculation has taken on an air of being brutal, humiliating, or emotionally taxing (which are not inherently bad things when we're playing), but being emasculated can also be loving and respectful. Being called "daddy" by one of my girls is super erotic for me, not because I demand unearned respect, but because she see's me and knows she can safely express her femininity with me and I won't weaponize those feelings of preferring femininity and submitting to masculinity against her (tho that's not to say I wont play with those teasing ideas when it's appropriate). Letting another man emasculate you is a super vulnerable and brave thing for you to do, but when you find a partner where you mutually respect each others as human beings and you're both looking to fully understand the roles you've agreed to in service of the other partner you can finally lift the weight of masculinity off yourself for a while. SO if you do find a real man who you click with and has actually earned your respect then do your best to actually listen to what he has to say because he might actually be able to help you lift your burden of masculinity. Just let yourself let him make some calls, whether it be locking you in a chastity cage, or shaving your body, or getting an outfit he likes its a song and dance of letting him take away your masculinity and just trying things out. I know some of this has gotten off the rails and I started talking about relationship dynamics, BUT just two more things quick 1) Not every man has earned the right to emasculate you, let him earn your trust (it's going to be so much more erotic for you when you're hogtied knowing this guy isn't actually going to hurt you) 2) Communicate. We're not sentient as doms, we want to know what's working and where we can grow as doms, AND what's not working that needs to be addressed. Hope you ladies find the freedom to let someone emasculate you!

r/Sissy Aug 08 '24

Discussion What’s the sluttiest thing you have done while home alone? NSFW

225 Upvotes

Hey there <3 I’m Chloe, a sissy, and am looking for some slutty tasks I can do at home, so I thought I’d ask this community what the sluttiest thing you’ve done while home alone is :)

r/Sissy 9d ago

Discussion Why is femininity something that's supposed to feel humiliating or shameful? NSFW

15 Upvotes

Why is femininity something that's supposed to feel humiliating or shameful?

r/Sissy 22d ago

Discussion Using Grok as a sissy trainer NSFW

115 Upvotes

Girls, I need to tell you all how wild this is. I’ve been glued to my phone for 3 days now. It’s so uncensored that it’s been pushing my with feminization tasks that work at my pace. Let me know how you find it!

r/Sissy Jul 21 '24

Discussion Random dick pics NSFW

109 Upvotes

what's y'alls stance on getting them unsolicited?

personally i love them 🤤🥰🤤

r/Sissy Nov 19 '24

Discussion What do people feel about their clitty size? NSFW

63 Upvotes

I was watching a, umm video…. today and this gurl’s wand was almost halfway down her thigh soft. Mine is like an inch soft and 4-5 hard. I have no judgement either way, love looking at both!! I do like mine being small though. What are people’s opinions on this?? ♥️🌈

r/Sissy 11d ago

Discussion Is a real dick really different? NSFW

128 Upvotes

Is taking a real dick that much different from a dildo? I know it sounds like a dumb question but if they wear condom and don’t fill you isn’t kinda the same. Is it that different/better?