For some lovers of sissification, it’s tricky to get your feminization in the real world.
There’s a lot to consider, if you’re contemplating jumping into real world sissification. Feminization basics aren’t exactly taught as an elective in college, much less explained to would-be sissies seeking to set forth on the stormy seas of gender exploration. Which would be why I decided to sit down and give you sweet ladies a few tips! As a “genetic girl” (really, I like that term better than ‘real’, because trying to break down all the reasons why defining identity by physiology is a bit not good would be an entire ‘nother essay…), I have a few tips for folks who didn’t get the in depth experience and explanations that I did growing up socially identified as a woman. Let me lend you my experience and advice, so that you can springboard into being the sweetly femme person you long to be.
Depending on your comfort levels, there are a few things you can explore in your sissification adventures!
If you’re the shy and retiring sort of sissy, you may want to keep all your games self contained and private. That is perfectly ok! You can absolutely explore feminization basics and start out all by yourself, in the total privacy of your own home. I highly recommend looking up tutorials for makeup looks on youtube. I mean it! I know it can feel silly, but this is exactly how socialized female people pick up new looks: we google it. Look up the directions, get the stuff (lord how I love online shopping), and then practice. The best part is being able to wash it all off and try again if you screw up, with no one to witness your hilarious clownish makeup. Start with some of those lovely Korean face masks, branch out to moisturizer on a daily basis, and explore your femme side on the weekends with tutorials and cute outfits.
For those with a little more bravery, you can do what I utterly love to do: makeovers at the mall!
Here’s my secret best advice ever. Call the makeup counter and ask for an appointment. Depending on how masculine you appear at first, you can choose to either tell them the truth or shade a little bending of the truth on what you say. From “I’m interested in exploring my feminine side and have no idea what to do, I need a makeover and advice! Please give me an appointment with someone with experience helping out people like me for this Saturday!” all the way to “I’m trans and I have no idea how to do makeup, I really need some help, please!” Tell whatever version of the truth is most comfortable to you, and remember that you don’t have to blurt out the whole gods honest truth if you don’t want to! Honey, we tell white lies to protect ourselves and make one another feel better all the time, so if you wanna tell them “I’m a sissy with a fetish for lipstick” you can, but do not feel obligated!!!
Call, set up your appointment, then go. Wear literally whatever you feel comfortable in! Tee shirt and shorts, slacks, cute sundress, whatever! Remember to purchase a few of the things your makeover person uses for you, and tip them for their time and expertise. Be polite, use a mint because they’re gonna be in your face for at least an hour, and have fun with it. Don’t be afraid to ask what they’re doing, and tell them you want to learn how to do what they’re doing for you.
Now, if you’re feeling extra brave in your sissification and feminization basics adventure…
Hop onto the google honey, and look up your local gay club. They will have a drag night. Now, I know that can feel so alien, because it’s strange and forbidden and weird. You tell that interior voice to shush. Drag night at your local gay club is a safe and easy way to test your new look in public, with a subset of the public that will love and accept your hot mess just as it is. It’ll be loud, and chaotic, and there will be six foot tall Queens swanning around like they own the place. Girl, that could be you, if you wanted! Tip the Queens (all that makeup is expensive, and they just put on a show for you), offer to buy them a drink after they get off stage, and make friends. Tell them you’re new to all this, and lost, and somewhere the Mama Queen will hear and sweep you up under her wing.
There is nothing quite like finding a community of helpful and kind people who will accept you and support you and give you makeup tips.
Remember! No matter where your comfort level is, you can get started with some feminization basics today!!! From online tutorials to joining a social network like the Enchantrix Empire to meeting real live people in your area, you can get help, advice, and support that can prove to be life changing. You want to be a sissy? A drag Queen? Are you trans and just barely starting to explore? There is a wider community of people who will simply love to chat about eyeliner and shapewear, and you can find us. We’re waiting for you!
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Beautiful, Ms. Harper! Sure, obsessing over panties, heels, and bras can sometimes consume me, but learning other girl things is equally appealing. The thought of going to the mall for a makeover is VERY exciting. I’ve only experimented a couple times at home with makeup, learning how much practice it would take. Thank you for the advice! Gem Sissy
Ms Harper, that was such a supportive blog post for all our sissies with really good advice. Thank you for writing it. No reason any of them should have to feel alone with their desires for feminizing.
So!! One time I happened to go to Ulta with a friend, a very nice girl. I was looking at make up and a staff girl came over and put some stuff on me .. oh I loved it and it was so comfortable there. Then about a week later I went in to Ulta all by myself and found the same girl who made me up before. She was so nice and friendly, well she did a complete makeover on me. And yes I bought a bunch of stuff. She wouldn’t accept a tip. Well then I went walking around the mall, anywhere and everywhere. It was like nobody noticed or cared. Some just gave me a gentle look. I spent like 2 or 3 hours just shopping. Finally I got in line to buy something … a lady in the next line saw me, as we were both packing up she gave me hate looks and even said some bad stuff to me ..it didn’t bother me at all. She was like perhaps one in hundreds, and I’m pretty sure she was just having a very bad day anyway. But for me it was such a great day! I was basically accepted by everybody .. as a sissy! I give such Thanks to that girl at Ulta who welcomed me and set such a good tone for the rest of my day. I gave regular people a chance to accept me – and they came through with flying colors !!
most people really will never notice, and the ones that do, don’t care! there will always be a few jerks in life who will make your clothes their problem, but, honestly, fuck ’em. good for you, going out and having a great day! ❤️❤️❤️