Sissy slave wearing lipstick

Becoming The Perfect Sissy Slave

Love the idea of being a sissy but not sure where to start? You’re in the right place! We’ve gathered some of our finest sissy minds together and built some simple and easy things you can do to get you started on your sissy journey.

What Is a Sissy Slave/Sissy Play?

If you already know what a sissy is, or you already know that you are one, then feel free to skip ahead to the tips. But, if you’re not sure, or ended up here by accident, then let’s quickly go over what exactly this fetish is and what it has to offer.
In male chastity, a sissy is simply a feminine slave. Some just enjoy doing things that usually women do, some want to actually be a woman. Some enjoy the humiliation and stripping away of their masculinity, some just like dresses!
Whatever the reasons, sissy play and sissification (the process of turning a slave into a sissy) are a popular facet of male chastity that many slaves like to explore. At the most extreme end, slaves can completely renounce their manhood and take on a full time sissy persona. Less enthusiastic slaves may only enjoy delving into sissy play occasionally, then returning to their usual chastity play the rest of the time.

Why Do Slaves Enjoy Sissy Play?

Beyond the simple definitions, we can explore the reasons a man might enjoy this kind of play.
Full-time, extreme sissification is something that becomes more accepted with each passing day. With society’s growing understanding of terms such as gender dysphoria, there are more and more cases of people not feeling like a man or a woman. This kind of fetish play allows someone to cast off their birth assigned gender, and adopt one they feel more in tune with. Doing it within an existing chastity relationship provides a safe framework for the play to happen within.
On the more casual end, sissy play can be freeing. Just as handing over responsibility for his penis can be a freeing and exciting experience for a man, adopting a new persona can be just as interesting. While caged he can explore these different facets of life, and do so in an environment that’s “separate” from his everyday life. What happens in the cage, stays in the cage…
Both kinds of sissy play lend themselves well to other aspects of male chastity. As the slave adopts a more and more feminine persona, he might be subjected to much more intense ridicule and humiliation by his Mistress as “he’s no longer a real man”. Similarly, she might treat him in a way that women are typically viewed by hyper-sexualizing him, commenting on his outfits or body at any opportunity. While this kind of play might not be for everyone, it can add a fascinating new element to your relationship if you’re brave enough to try it.
Obviously we’re only just scraping the surface of this massive fetish/lifestyle, but you get the idea. If you’re interested in learning more about sissification or sissy play, then we’d encourage to read some of our other blog posts, and do some of your own research into the topic.

Finding the Perfect Sissy Cage

When we talk about sissy play here at Lock the Cock, we’re more specifically looking at it through the lens of male chastity (we are a chastity site after all). So naturally, the first step to becoming the perfect sissy slave is to find the perfect sissy cage.
We’ve written a much more in depth guide to choosing a sissy chastity cage, so feel free to check that post out if you want a deeper look. For a brief overview though, we can mostly split sissy cages into two different groups:
  • Cages focused on the sissy aesthetic.
  • Cages focused on shrinking or hiding the penis.
Pink Cock Cage
Getting the “sissy look” is the simpler of the two, and doesn’t differ much from choosing any other cages. Most of the time though, you’ll be looking for a pink chastity cage (which we have plenty of in our sissy collection). You can choose a vibrant hot pink, or a more muted and gentle pink, but either way you’re going to have a cute little package once the cage is on. Usually sissies will opt for softer, silicone models, which are more gentle and feminine in nature. Other than that though, the world is your oyster!
If your idea of sissification involves not having a penis though, you’ll need to look for something much more specific. Cages that shrink the penis will naturally be small in nature, with the most popular being the Nubs. These are essentially micro versions of many popular cages, so you’ll still have a lot of options.
Hiding the penis completely is a bit more difficult, and will require either a flat cage, an inverted cage, or a chastity clip.
Flat/inverted cages are basically what they sound like. Rather than the standard tube design, they simply have a cock ring, and a metal or resin plate. This plate pushes your penis back into the pelvic area, completely hiding it from view. Some even have designs on the surface of the plate like the Golden Clitty Cage, which has sculpted lips to give you the look of a vagina.
Chastity clips approach hiding the penis a little differently. Rather than pushing it back inside your body, they make use of both the penis and scrotum and arrange everything in a way that it looks like you have your own, 100% natural, vagina. They are a little bit harder to use, and a bit less secure than a cage, but clips are probably the closest a man can get to the female genitals he desires.

Choosing Your Sissy Name

Whether you’re looking for full time sissification, or just a fun fetish to explore in the bedroom, a sissy name can go a long way in making the play more authentic. Just as Mistress might make you call her Goddess, Princess, or any other name, adopting a name that you use during play can help you get in character and enjoy yourself much more freely.
This is quite simply a form of detachment. Often men will worry that different kinds of sex or kink play makes them gay, or is a comment on their masculinity (or lack of). But by adopting a sissy name, you are very clearly setting the boundary that while we do this play, this isn’t “me”. Instead it’s a character that you’re playing the role of, just like an actor in a movie or play.
If you’re using chastity and sissy play to explore issues of gender dysphoria, then you might even take on this name more permanently. While you use your sissy name you’re exploring the “true you”, and setting aside the gender that came at birth.
But what should you choose? Well, we can’t really help you there. Your sissy name will be personal to you, and to your situation. If you’re just exploring it as a fetish, then you might choose something more obvious and exaggerated like Princess or Kitty. If you’re exploring a more permanent form of gender swap, then you’ll probably want to pick a normal girl’s name.
Think carefully about what name you choose. Swapping regularly can diminish the play, as you never truly stick to a single character to explore and enjoy.

Building Your Sissy Wardrobe

Another popular aspect of sissy play is costumes. Again this can take on various different forms depending on your reasons for exploring your feminine side, and what kind of sissy you want to be.
The most obvious (and sometimes overdone) style you can try is pink. Completely overdone, throw-up in your mouth, trying too hard to be feminine, pink.
These kinds of outfits lean heavily into the emasculation and humiliation elements of male chastity, and can be a fascinating dynamic to experiment with. Forcing a slave to go on a shopping trip in a cute pink tutu is a sure fire way to strip away some of his dignity, and works great as a punishment for misbehavior.
Similarly, some men like to be turned into sissy maids for their Mistresses, so a simple black and white French maids outfit is the ideal choice. That way they can truly feel like they’re in the role of someone serving a more worthy owner.
Woman in red dress
On the less extreme end, simply exploring feminine underwear can open up a whole world of options. There are plenty of slaves who will squirm uncomfortably at the thought of having to wear frilly knickers or even a thong.
For more serious sissification, then simply any women’s clothing will do. Imagine what your style would be like if you actually were born as a woman, and start exploring it. Dresses, skirts, bras, fancy hair dos, painted nails, go nuts!

Bringing Sissy Play Into the Bedroom

Taking on a sissy persona isn’t just something that can be fun in everyday life, it’s also something that can add a ton of extra fun in the bedroom. For some men, this will be the only place that they take on a sissy role, but it’s still just as exciting as dressing up or using a feminine cage.
One of the simplest ways of doing this is reversing who has the power, which also fits neatly into a chastity dynamic. Typically the male will have control over the situation (often called being the “top”), while a woman will be more subservient (often called being the “bottom”). By simply flipping these expected roles and giving the woman control over the sexual situation, you’re already exploring a level of sissy play, and opening many more opportunities for a different sexual experience than what you’re used to.
Taking things a step further, we can look at pegging. This involves a woman wearing a strap on, and penetrating a man anally, basically flipping around the dynamic of standard sex. As you’d expect, being pegged is a completely different sensation for the man, and probably as close as he can get to being a woman in the bedroom. Naturally for gay men this doesn’t involve a strap on, but for a man who usually tops being the taker for a change can be very different.
Beyond the simple, there’s a whole world of sissy play to explore. It really depends which aspects of it you enjoy the most. If you like sissy play for the humiliation, then you can explore more hardcore BDSM scenes that will humiliate you. If it’s the emasculation, then wearing a penis sleeve during sex is a good way to physically show that you penis isn’t good enough for your partner. For those who experience gender dysphoria, then keeping their penis caged and using a strap on instead can get them closer to their desired experience. The only limit is your imagination.

Don’t Be Afraid to Embrace Your Sissy Side

While full fledged sissification might not be everyone’s idea of a good time, there’s plenty of interesting dynamics within the fetish that you can explore to spice up your sex life or your chastity pledge. Don’t be afraid to step outside the lines and see what sissy play can do for you!
Chastity Lifestyle

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