Sissy Evelyn's Blog

Hi, I'm Evelyn. I started this blog to log my journey towards sissyfication.

So you want to be a sissy, but you have no money and are not sure where to start? Well, we all have to start somewhere, and this is exactly where I started. I looked online for a how to guide, and every guide I found only talked about buying stuff. The truth is, if you want to be the best sissy you can be, you should be a sissy in every aspect of your life. I have come to the conclusion that maybe, the best place to start, is to look at yourself and ask how can you become more girly?

Everyday things can be made more girly if you know where you look. From sitting to use the bathroom, how you get in and out of the car, to your handwriting.

I am still a beginner, but I have found many of the ways I have changed to be more girly to have improved my life. For example, a good sissy should have girly hygiene habits, such as caring for your skin, hair, and nails. From a sissy perspective, this makes you more girly, as the routine I have built for myself is a girly routine. From an everyday perspective, this improves your life because you feel better when your body is cared for.

Another example is sleep. A good girl needs her beauty sleep. Before I started my journey, I was getting on average 2-4 hours of sleep a night. This is bad for your health, and not girly. As part of trying to change my life to be more girly, I have strived to get 8 hours of sleep on a regular schedule. This improves my mental awareness, my health, my skin, and i feel overall just better.

In the end, I strive to be the girliest, best sissy I can be. And I know it will change my life for the better. So I say take a look at yourself and ask, where can I improve today. How can I get closer to my goal? My goal is sissyfication, but this can be done with any goal in your life. Just set your mind to it, and work to accomplish that goal.

I am Evelyn, and I am a sissy.

Hey everyone. I apologize for being missing in action for a little over a month. Life got very hectic, I got scared, and made the terrible choice to purge. I wanted to post to explain why I came back to sissyfication.

Everybody has fears. For me, a large fear of mine is what others would think if they found out I was a sissy. Would they accept me, or would they cast me out. Over the past two months, this fear was amplified. I was getting more girly by the day, and never was so happy in my life, yet my fear held me back. It ultimately became too much, and I purged (trued to repress my sissy feelings by getting rid of all thing sissy and girly).

I thought this would lead to feeling better, but instead of fear, I felt horrible. I finally started being my true self, and then tried to suppress it again. It was one of the worst feelings of my life. I was depressed. I sat down this morning, and asked myself, is this how I want to live? I decided that no, it wasn’t. I know I was born to be a sissy, so I have decided to once again pick back up being a sissy.

I hope someday down the line to look back, and only see this as a small blur of my girly life.

Be yourself, even if you are scared of what others will think. Always be true to yourself.

Hey everyone. Started a new chastity lock today! Really exited. I took a big leap this time, and did a minimum of 21 days (3 weeks) locked.

Please add or remove time from the lock: https://chaster.app/sessions/2Xoe0D3VaWLVrmBK

I've been thinking, and 24 hours in a day is kind of a lot of time. Today, I decided to better myself (and my sissyfication), I should make a daily routine. From now on, I plan to follow this routine:

24 hours in a day

Wake up: 6:00am

8 hours of sleep everyday.

8 hours of work every day.

8 hours to better myself.

In my 8 hours to better myself:

2 hours of high intensity workout.

2 hours for meals.

3 hours of training.

1 hours of free time.

This routine will allow me to best work to sissyfy myself both mentally and physically, while working into my real life. Of course, I do expect to have some slight changes to it, as I begin to follow this outline, but overall, I think this will help my sissyfication both mentally and physically.

I am Evelyn, and I am a Sissy.

So, I was doing a little reading, and came across this article by the wonderful article on Pink Femme: https://pinkfemme.com/how-to-have-beautiful-feminine-handwriting/

I'm not going to bore you with reading the article, so here is a quick summary: as part of training to be a sissy, you need to femminize all aspects of your life. A good place to do that is your handwriting.

To be honest, my handwriting was never that great, and after reading the article, I knew I needed to work to improve it. From an every day perspective, better handwriting means that people can understand your writing easier. From a sissyfication benefit, it means working to make all aspects of your life feminine.

So everyday, I am writing every letter, upper and lowercase using a girly font as a template. I'm going slow at first, but expect once it becomes second nature to start speeding it up. I am also starting a diary, where I will only write in this font to make it second nature to me [plus it's more femme to have a diary ;) ].

I also am working on giving myself a feminine signature. I first googled a girly signature generator, and decided I wanted this to be my signature:

Everyday, I'm working and writing to get it as close to this as possible until it's the only want I write my (sissy) name.

With anything in life, you have to keep working towards your goals, and I am working towards mine on step at a time.

I just wanted to share one of the many benefits I have found to sissyfication!

I am Evelyn, and I am a sissy.

I won't lie, I write this blog both the log my progress, and also to inspire myself. To push myself to go further. To be the best me I can be. Often times I hear people say, "if you take a look into the world, ask yourself, is what I'm doing making a difference," and I wonder if what I am doing really matters.

The other day I saw this TikTok of a guy making chain pizza. What he says is no matter if your a pizza man, or the CEO of a company, always give it your all, and be the best at it.

While his content has nothing to do with sissyfication at face value, I still see his message as a mantra to follow. When working to be the best sissy bimbo, give it all you've got. Give it, as the TikToker would say, that second cup of cheese (or a different white, creamy, substance if you know what I mean).

At the end of the day, does it really matter if what you did made a difference to the world? If you give it your all, and you have fun doing what you do, will you really have regrets? No. And in the end, maybe what you do will change the world, and you just don't see how yet.

I apologize for this being more wordy, and more inspirational driven then normal. I just really wanted to share a major inspiration to me in every aspect of my life (including sissyfication). As stated in one of my previous posts, life for me is in a difficult spot right now, and I almost feel as if I either have to go all in on being my true self, and being a sissy, or give up on it temporarily. I will give it my all to be the best sissy bimbo I can be.

I am Evelyn, and I am a sissy.

Hey everybody, I just started a new chastity challenge. Please add or remove time, and make me more of a sissy!

Hey baileyflower,

A shaved body feels amazing! It takes a minute to get used to, but once you do, you'll never want to go back to a hairy body. That being said, as I wise word of warning, if using a cream that allows you to scrape hair off (like Nair), be careful to read the warnings on how long to leave the stuff on. I made the mistake of leaving it one for too long, and got a few chemical burns from it. However, don't let that deter you, a shaved body feels amazing!

As for will people notice, in my experience, the answer is no, they won't really. I am a closeted sissy, and this was one of my biggest fears. As far as I can tell, nobody really noticed or cared in my everyday life. If you are really worried about your legs, I suggest wearing pants until comfortable enough with it to wear shorts.

Hey everybody, it's Evelyn. It's been a while, and I just wanted to provide an update on how my sissyfication is going.

Shortly after my last post, my brand new wig came in, and I love it! I was surprised how good, and how GIRLY it made me feel. For once, I both felt like a sissy, and looked the part. It also came with some fake lashes! (Side note, if anybody knows how to perfectly place fake lashes, please shoot me a DM).

But then, why the absence from Tumblr? The truth is I've had a lot of work for the past few days, and in a way it gets in my way. For a closeted Sissy like myself, aside from occasionally talking to some random guy on Grindr, I am quite scared of being found out. When I started this blog, I for the first time felt I could be my true (sissy), and it feels terrible when life, as well as fear, forces you to suppress it temporarily. Key word: temporarily. Those who don't support one's dreams might call it life trying to give me a wake up call. However, I don't see it that way. All I see it as is an obstacle I must fight to overcome.

In my short 21 years on this earth, I will not lie and tell you I have some profound knowledge of how society works. However, if there is one thing I know, is that if you have a dream life you want to live, you need to work to achieve it. There will always be obstacles in our path, impeding on our goals. When we come across an obstacle, we are given two choices: to give up, and throw in the towel, or figure out a way through it. I have come to the conclusion that it is often the best option to figure out a way through it.

When it comes to my sissyfication, I know I shouldn't suppress myself, yet I do it out of fear. I know if I plan to truly become the sissy gurl of my dreams, I need to find a healthy way to balance my work and sissy life, and that is exactly what I plan to do, because Evelyn is my true self, not the boy I pretend to be.

Thank you to everyone who has wrote to me in the past few days, whether it be to ask where I was, to give me encouragement, or just wish me happy pride month. Your support means the world to me.

I am Evelyn, and I am a sissy.

Please support my sissyfication: https://www.amazon.com/hz/wishlist/ls/25F8DCTLPC6KV?ref_=wl_share

Today marked a big step forward in my sissyfication!

One of the most important parts of becoming a sissy is improving your body care. You must shave your face, and everything below your shoulders. You must moisturize your body. You must care for your face, and your lips.

Today, a large shipment of products arrived! The first thing I did was use the veet to remove all the ugly, manly hair on my body. The razor will be to maintain it. Then I used an exfoiliating gel on my face, followed by a face hydrator, strawberry lip balm, and body hydrating cream. My body has never felt so girly in my life!

I am so happy with my purchase, and I can't wait to sissyfy my daily routiene more and more. It makes me so happy! It makes me feel soooooo girly.

So just remember, in life, if you want something, you have to work for it. You have to be willing to make a change, and often times it will be for the better. Just remember, take a look at yourself, and ask, what can I do to make myself happy.

I am Evelyn, and I am a sissy!

Please support my sissyfication: https://www.amazon.com/hz/wishlist/ls/25F8DCTLPC6KV?ref_=wl_share

I want to be the best sissy slut I can be. I am Evelyn, and I am a Sissy.

Please support my sissyfication: https://www.amazon.com/hz/wishlist/ls/25F8DCTLPC6KV?ref_=wl_share

A mantra I live by. I must make myself girlier. I must make myself more of a sissy. I am Evelyn, and I am a sissy.

Please add or remove time from my chastity sentence: https://chaster.app/sessions/mIp1I1M2uJVaiwj6