Ultimate Guide To Beginners Sissy From an Expert Sissy

I. What is a Sissy Anyway?

Most of the time, a Sissy is a guy who is very interested in the feminine side of things. Does like to dress like a woman or want to dress like a crossdresser? The difference between a crossdresser and a sissy is that sissy do everything they can to look as feminine as possible. Also, Sissys are always feminine, just like women, even when they are having sex.

Sissys are usually the bottom part, so the bottom part is usually fucked and used by one. Sissys often see themselves as sex toys for men and want to please as many of them as possible. But a Sissy can be a regular man in her personal life and be in a relationship with a woman. Trans women can also be Sissys, so it’s not just guys who can be Sissys. In general, anyone can be a Sissy as long as they want to be feminine and also want to follow their sexual desires. But it’s more important to know if you’re a Sissy than to know what one is.

II. Am I a Sissy?

Have you ever experienced an urge to embrace your feminine side and dress as a woman, or have you ever wanted to indulge yourself in the way a woman might?

Do you feel as though you’re attempting to express this aspect of yourself, but are resisting because it seems out of character?

Do you frequently watch porn and find yourself wishing to be the woman or wanting to participate in the scenes? If you can affirmatively respond to any one of these questions a related one, there’s a Sissy within you, eager to reveal herself.

III. I’m a Sissy and I accept it

Before I tell you how to be a Sissy, you need to accept that you already are one. Most people who decide to be sissy soon regret it, especially after they masturbate and get what people call “post-nut clarity.”

Acceptance is the hardest part of becoming a Sissy, and you will always have to do it. It gets easier over time, but I’m proud of being a girl and accept it with all my heart. Being a sissy isn’t a bad thing, and it doesn’t make a person less valuable or less manly.

You just have to grow and learn to love your feminine side. When you let everything out, you can feel good. Being a Sissy is not a bad thing. In today’s world, being a Sissy is not at all a bad thing. Look at how many guys love Sissys more than they love women. Women are also very honest and like having Sissys as their mistresses. I mean, being a Sissy is fine. You should not only accept it but also learn to love what you can do, which is something many people will never do, which is to let out your inner woman and show her. I could say a lot about acceptance, but it’s your job to learn it and start loving yourself as you are, which is good. You’re good at being a Sissy, and there’s nothing wrong with that.

# IV. How do I start as a Sissy?

As a sissy, there are numerous activities to engage in, ranging from dressing up to performing oral sex. The list is extensive, and the following is a summary of recommended steps in sequence. However, it’s ultimately your choice how you embrace your sissy identity, and I can only share my perspective on how I would approach it. A sissy’s journey involves various experiences, including attire and intimate acts.

1. Rediscover your body

As Sissy, you’re not as rough as a man. You’re sensitive and you’re also more sensitive. And that also in a sexual sense. Start massaging and pinching your nipples feel what it does to you, what sensations come, and who you masturbate to. Touch yourself in other places, too. Feel sensually over your body when you are masturbating and feel as if you are sensually loved as a woman who likes and even interacts with her. Start to massage your butthole and even go inside with a damp finger and enjoy it. Later on, you’ll want more and more. So re-explore your body and feel feminine. Treat your body like a woman would.

2. Wear Women’s Underwear

After you’ve learned more about your body, you’ll want to give it more feminine things. Socks are a good place to start. Start wearing your family’s underwear. From your mom, your sister, or even your girlfriend, if you have one. She won’t know how careful you are. Or you can buy it in a store or online. If someone asks, it’s for a friend or family member. All you need to do is put on a pair of underwear. When you put it on, you’ll notice that it fits much tighter and is also softer than a pair of underpants.

She feels a lot better and is almost back to being a woman. You’ll start to like it because it makes your butt look good. Women’s underpants are now your favourite underwear. The best part is that you can wear these all the time because no one will ever know. So start wearing these under your clothes all the time. You might be so used to it that you’re comfortable wearing more women’s underwear. To feel like a woman, you want to start wearing a bra and lingerie. That’s the first step in showing you your feminine side, but there’s still something wrong.

3. Smooth Skin

Smooth, hairless skin is often thought of as feminine and feels great. At some point, women’s underwear might not be satisfying enough. You might wear them when you’re alone, but something seems off. Wearing your partner’s thong can be uncomfortable because you might feel too manly to be a girly girl. So, what should we do next?

Just get started shaving. You’ll feel more feminine when your skin is smooth, and your underwear will look and feel better. In all honesty, you love to see a woman’s skin that is soft and smooth. So you want to have it and feel it for yourself. You can start by cutting your body hair with a body trimmer. Remove the hair from your armpits and your middle. Clean both your private area and your butt. If you want to lose weight in your legs, start with your thighs so you can wear shorts. But you’re going to have to shave your legs at some point. And that will make you more feminine than you have ever been.

Obviously, you also need to get rid of your facial hair, which is too manly for you and especially for a Sissy. Be careful if you want to start shaving with a razor. Only use shaving foam or gel to shave. Go slowly and shave in the direction of the hair for the first time. If you’re ready, you can fight back, which gave the situation more direction. After shaving, you should always use a body lotion, which helps the skin heal faster and gets rid of razor bumps more quickly. You’re also sure to get pimples the first time you shave, and whoever you have should use lotion and body cream every day. It helps against the stoppers as well. The most important thing is to wait to shave until all of your pimples have gone away and your skin has healed. It will take some time, but the more you shave, the better your skin will get at handling it.

You can also do things like epilate or wax instead of shaving. But this hurts and isn’t for everyone. But the smoothness of the skin lasts longer. So, if you do it, remember that it hurts a lot at first, but you’ll get used to it. The best way to get rid of hair is with lasers. This method is not supposed to hurt, but it is the most expensive because you have to do it over and over again to get rid of hair for good. But a good trimmer and razor are still the best way to start.

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There are other ways to get smooth skin. Sugaring is an alternative to waxing. Sugar, lemon juice, and water are the only ingredients. So it’s an alternative to waxing if you don’t like or can’t stand waxing. Peeling is a way to clean the skin and protect it from getting dirty. Peelings help clean the skin, especially the pores, and protect against bites and blackheads. Scrubbing is a natural way to do it. This peeling is easy to do at home and helps get rid of acne and other skin problems. This scrub can be made at home with coffee, coconut oil, brown sugar, cinnamon, and salt.

4. Time for your own lingerie

Now that your body is smooth and you feel more comfortable with your underwear than ever before, it’s time for you to get your own underwear. Stop with the sneaks from family or friend.

Of course, this is only important if you haven’t already bought them. Lingerie is the best a Sissy can have. It’s not just underwear, it makes the men really unpacking. You know, for most men, a woman in sexy underwear is more attractive than a naked woman. That’s because men are even more curious to take off the women and see them in all their glory. That’s why lingerie is a Sissy’s best friend and makes you really sexy and feels great. So stockings, shopping and a sexy lingerie set. And also great is that you can wear it even under normal clothes Kan. So you can always be sexy and refined, which should be your goal.

5. How do I clean my Sissypussy properly

just Look at this image:

Cleanliness is important: Your ass may not be clean when you want to engage in play, so it’s crucial to clean it thoroughly, especially when having sex with a man.

Acquire an anal shower: Purchase a suitable anal shower, either from a sex shop or online platforms like Amazon.

Use the toilet beforehand: Go to the toilet before using the anal shower to ensure partial cleanliness. –

Prepare the anal shower: Fill the anal shower with warm water and apply lubricant to the tip for easier insertion. –

Gentle insertion: Insert the tip cautiously, using around 1/3 of the bottle head to prevent harm. –

Wait and rinse: After filling with water, wait for 5 minutes before rinsing to allow it to work effectively. Prepare the next load while waiting. –

Repeat the process: Rinse and refill the anal shower until only clear water comes out, which usually takes 4-6 repetitions. –

Limit usage: Perform anal showers a maximum of 2 times per week to avoid overuse and possible soreness.

Be careful: Always exercise caution during the process to prevent injury and maintain overall wellbeing.

6. The best friend to masturbate

You’re gonna wonder why I don’t talk about normal things or makeup or a wig. What’s important now is that you apply your feminine side to your sex life. Instead of satisfying your ass with just one finger, it’s time for more.

Get anal plugs around your butt to those. Start with small plugs and work your way up with time. Also get water-based lubricant, because silicone gel can break your toy. Leave the plug in for a while and start to feel comfortable in it. And now it’s time for a dildo. But not an oversized one, but a small realistic dildo. I wouldn’t start fucking you with it myself, I’d start cleaning your butt first. If you don’t have a problem with some dirt, it’s okay when you went to the bathroom.

7. It’s time for a wig

Now that you have the underwear, you need a wig. A wig doesn’t just feminize you. But it makes you happy as well. I bet you’ve always wished you had long, pretty hair like women do. A wig is also a good way to get it.

Wigs come in two types:

1. natural hair

2. synthetic.

You should start by getting a synthetic wig, which is cheaper and can still look good. A good wig can already cost you up to 50€ or $. A wig with a lace front looks especially real. A lace front looks more real because it looks like the hair roots start on the forehead. Most of the time, these wigs also have clamps that attach the wig to the hairnet so that it stays in place better.

I can only suggest that you watch a YouTube video and buy a good, cheap wig. If you don’t know what colour to use, I can tell you by your favourite colour on a woman or by the colour of your hair. But at first, there won’t be any fake colours like blue. So let’s go order a wig on Amazon and you’ll love your long hair.

8. No outfit is perfect without make-up

Now that you’ve got lingerie and a wig, you’re still missing makeup so you can finally get your inner wife out. Makeup is a very powerful tool because it can make any man to woman. And it’s a lot of fun to put on makeup and look pretty. Since there is so much makeup out there, I can only recommend that you watch a couple of videos on YouTube to learn how to put on makeup. It takes too long to write everything here and would fill an extra guide. But I can list a couple of basic principles.

First, your skin should be very clean to make it as smooth as possible. So shave well and use a scrub for your skin type. So no exfoliation for everything or anything, not exactly for your skin type. After that, a primer is usually applied to the skin to prepare the face for the makeup and fill your pores.

Then use a foundation to remove all the skin impurities and thus show a second skin. After the foundation comes a concealer that makes dark spots brighter under the lower eyes parts. Important is that the foundation is in your skin tone and the concealer is 2 tones lighter. After that, you make your eyes more beautiful with eye shadow and with mascara.

Mascara makes the lashes bigger and thicker. An eyebrow pencil or gel makes them thicker or darker or the way you want your brows. With rouge, you give the skin a red tone and bronze again a little deeper structure. And a highlighter will accentuate your cheeks and eyes again. And I don’t think I need to talk about lipstick. I could explain it very long and in detail, but that would be too long for this guide.

So check out a few makeup tutorials on Youtube to learn and see what you need. In addition, it can not hurt, instead of just looking at women’s make-up, to look at man-to-woman make-up guides. And remember makeup only, as a woman would do, because you do not want to make up like a drag queen.

09. Sissy Toys

Sissys usually masturbate not normally like men, but rather like women. Means nice with a dildo or a vibrator. But for most Sissys, a chastity cage is most important. Generally, you don’t have to do it if you don’t want, but i would recommend you give it a try.

Now, if you’re wondering what kind of cage you want to get, I can help you. There are different materials for the cage. Silicone, plastic, resin or metal. And plastic and resin are equally good. The most unsafe but the most comfortable is a silicone cage because it can expand and the material is skin-friendly. But is the most uncertain to break out. Such a cage can be easily removed, even it is closed and slips down slightly times, as is possible.

Metal is safe and solid, but it’s also heavy and it’s not possible to travel. But depending on this, such a cage can become very small and also have a caterer, if you want. The best one I find is one made of plastic/resin, because it is very safe. It is available in all variants and you can travel well with it. And is also very pleasant and light.

A cage usually consists of 2 parts. A ring and the cage itself. Both must be measured very well. So measure the penis or clit and get a cage that is a maximum of 0. 5 – 1 cm smaller than your smallest measurement. The circumference of the ring must also be measured. A good ring should not deviate more or less than 0. 3 cm from your measured size. But here just look for a guide to determine the perfect cage size. There are many on the Internet, so you should be able to find one quickly. You don’t always have to wear the cage, but it can help you to be horny like a woman and helps when you play with the dildo that you don’t masturbate your clit and have only anal orgasm. But more on that in the next point.

10. Your new name

Sooner or later, you’re gonna be wondering if your name is still good for your Sissy me. If you don’t already have a name or have one because you’re a trans woman it’s time for you to look for a new name. Every Sissy needs a nice name. A female name not only makes you complete as Sissy but makes you more your Sissy me. When you are addressed to your Sissy me and for the first time by your female name, it is the best feeling and makes you proud to be a Sissy. Now comes the question, what should your Sissy name be? Either you change your male into a female, or you choose a name with which you can identify. It is important that you fill in the name well you should not change the name. So find a name you want to keep forever. Some can do it quickly and others will need more time. I can advise you to take your time and look for the name that suits you and represents you best.

11. cum like a sissy

You may already know what a sissygasm is. This is easy to explain because you can only get one by using a dildo or something similar and not touching the clit. Most sissies can only cum by sissygasm. Not just because it’s supposed to feel so good, but also because it’s the most feminine way to come, like a woman, without taking a break like a man. I mean, you can always come back like a woman can, without taking a break. The most important thing is to use a dildo to rub your prostate until you ejaculate and cume. The longer you stimulate your prostate, the greater pleasure you feel, just like when you’re masturbating normally, but the pressure is so strong that you have to go to the bathroom.

You can massage your prostate in many ways. You can also hold a vibrator to the clit at the same time to speed up the orgasm. This is not sissygasm, though, because the clit is still being stimulated. I can only guess, so have a good night and relax. Relax and just enjoy fucking. Don’t force you to cum, but only push you to do good. And it’s fine if you don’t cum. Anyway, achieving this for the first time can take a very long time. I’ve been trying to do it for 2 years, but I’ve never been able to. Don’t spend all your time and energy on a sissygasm. Just have fun with it, and if you want to be normal, go ahead and do it. But if you have been able to cum by anal, I can tell you that you should always stay tuned. Because if you don’t get through anal for too long, you might forget it. So take it slow and steady once you’ve made it.

12. Your new outfit

You should now be ready for the final step as a beginner Sissy and this is a complete outfit. It’s great to have nice lingerie as well as makeup and wigs, but it still lacks proper clothes. So get whatever you want. A nice dress, a pair of jeans and a crop top or something else. There are so many ways you can dress. It is best if you put an outfit to you which represents yourself.

Fit the clothes to you, so that it fits you perfectly and you just feel comfortable in them that you no longer want your male clothes. look up what your women’s size is and experiment. If you want high heels, don’t get too high for the start so you can run well in it. You’ve got so many choices when it comes to clothing, I can’t tell you what’s best for you. So shop just like a woman does and make your look. There is also a possibility of breasts. You can get silicone pads for a bra and get boobs, which makes you look like a woman. Or you can get a chest torso for boobs, but you don’t have to.

# 13. Getting a Female Voice

This step is important because it is completely optional. No sissy needs to practice a female voice. You can train a female voice if you want to sound even more feminine, but it takes a lot of time and practice. How long it takes to get a female voice depends on how low or high your natural voice is. Moaning is the quickest and easiest way to become more feminine. But it’s hard and takes a lot of practice to talk normally like a woman. I’ll put videos of these kinds of exercises on the links. But a warning: Usually, only trans women do these kinds of exercises to get a woman to vote. If you only use your female voice, it is possible that you will lose your male voice, but it takes a very long time for this to happen. As I said at the beginning, you don’t have to do this step, but you might want to try the female moaning times.

IV.Sissy websites to socialize :

Fetlife
Get girly
sissy Subreddit( there is a lot)
Hypno Fetish

V.Now you are a good beginner Sissy

So, you now know everything a beginner Sissy can do and how to make herself more feminine. If you already have or have had all of the things listed, you are well on your way to becoming a good Sissy. So keep going until you feel really comfy and maybe want to have a dick for the first time. But this is not something that a beginner’s book would do. Now, I’m going to give you all a list of links to things I liked for good, like a wig and other things.

Ultimate Guide To Beginners Sissy From an Expert Sissy

I. What is a Sissy Anyway?

Table of Contents

II. Am I a Sissy?

III. I’m a Sissy and I accept it