Sissy Tips and Advice

I constantly get messages from beginner Sissies and CD's so I decided to start making a list of advice to help with some of the more common questions. I have tons of useful knowledge but not enough time to repeatedly type it all out or immediately respond to everyone who messages me so I will be updating and adding to this as time goes on. But my best advice is to play safe (condoms) and know who you're meeting if you do decide to have a casual encounter.


I get at minimum 10 messages a week from newer Sissies/CD's asking if I will give them a makeover, help them with makeup, clothes. Have them over and doll them up then provide one of the hung studs I serve on a regular basis to use them also. As hot and as fun as that sounds it's not practical for a variety of reasons some of which I will list.

1. Most importantly I don't have much free time and the time I do have I like to get kinky myself. Between work, regular life and sleep there is only so much time in a day, week, month.

2. I don't know you THAT well. That's a huge favor to ask of someone you've barely chatted with.

3. The men I hookup with are generally only into passable (or close to it) sissies, CD's trans chicks, etc. Feminine and fully done up. As much as I would love to share a big thick 9" cock with another sissy slut the guys I meet would need to be into it as well and most aren't.

4. I also am usually only into other Sissies/CD's who dress fully (wig, makeup, lingerie, heels. Head to toe basically.

5. Lingerie, makeup, wigs, heels....it's all expensive and adds up and I like to keep my accessories very clean and in good condition. So sharing them with someone who says they want to dress up but hasn't even bought clothes of their own isn't something I am quick to do.

6. Most Sissies/CD's who message me aren't serious, they have this fantasy, want a makeover but likely won't go through with it given the chance. They want to be converted to a cute, feminine cock drunk bimbo when they're horny and stroking their little clits to sissy hypno but the post nut clarity generally changes things.

It takes me 2 hours to get fully done up (shaving smooth, shower, makeup, hair, dressing) and doing someone else's makeup after I have spent half the evening getting ready isn't that appealing to me. I love to help out new Sissies and CD's and if I was independently wealthy, didn't need to work and time wasn't an issue I am sure I would but it's not practical in reality.

BUT...if you want to help me out with my time, you're local and you're serious hit me up. I may consider doing a makeover with someone I click with.



Chapter 1 - Shaving! Gotta get smooth. A hairy sissy isn't a sissy at all!

Shaving
Shave EVERYTHING smooth from just above your knees to your belly button. Your ass is the most important. To get those hard to reach places you have to squat in the shower. Shave behind your balls, your asshole, every hair you can get.
Use a good razor, a new one. If it’s your first time you may need to use one razor/cartridge per leg. They dull fast. Take your time, going too quick causes razor bumps.

Your face. You have to shave it as smooth as possible with the best razor you have. The smoother your face the better your makeup looks. First shave normally with down strokes from the top of your cheeks. Then round two, shave going up from just under your chin all the way around. Your upper lip area is most important. Go slow with short strokes going up towards your nose. Be careful, it’s easy to cut yourself here.

And moisturize everything you shaved with a good quality, lightly scented lotion. Put lotion on after your shave/shower, let that dry and in half an hour apply lotion again to the areas you shaved.

I have used Nair on occasion but I don't find it makes things much faster. You'll be smoother a bit longer but if you get good at razor shaving Nair doesn't seem that practical to me. It will burn sensitive areas or if you leave it on too long. I often found even after using Nair I would still need to go back and hit certain spots with a razor.

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Chapter 2 - Makeup, my favorite!


Makeup
A list of things you need. The basics. I am self taught so when it comes to application it's hard for me to describe that process but if you're new to makeup there will be a learning curve. When I first started it would take me 90 minutes to do full face. At this point I can do it in 45 minutes. It just takes some practice and exploration. Don't get discouraged. In my opinion good makeup starts and ends with your eyes. Get accustomed to using eyeliner, mascara and eye shadow and you'll be 75% there.

Eyeliner (there are various types of applicators, pens, stencils, markers, choose what you’re comfortable with. I prefer
Maybelline New York Ultra-Liner Liquid Liner, Waterproof, Black and also an eyeliner pencil, here is my favorite, Maybelline Define-A-Line Eyeliner, Ebony Black

Eyeshadow (there are tons of palettes and color combos, a basic beginner palette will be fine. Something with 12+ shades in whatever color turns you on)

Mascara (that’s for your eyelashes!) I like MAYBELLINE Volum' Express The Colossal Washable Mascara, Volumizing, Glam Black

Face Primer (goes on before everything, the 1st thing you apply on a smooth, clean face) I use Maybelline New York Facestudio Master Prime Primer Makeup, Blur + Pore Minimize

Eye Shadow Primer (this goes on before eye shadow and keeps your eye shadow in place and makes it adhere and last much longer. I like NYX PROFESSIONAL MAKEUP Proof It! Waterproof Eyeshadow Primer

Concealer (goes on blemishes after face primer) I like a concealer stick applicator similar to a lipstick tube. Hundreds of brands and shades to choose from and if you stay with top rated products it shouldn't be an issue. I put concealer on any blemishes, under my eyes bordering the eyeliner and on my upper lip. Try this in a shade that's right for you - Maybelline New York Fit Me Shine-Free + Balance Stick Foundation

Foundation (after your concealer sets this goes on top. I would recommend a liquid foundation) I go between a couple different brands and shades but I have been using this product lately and I really like it - MAYBELLINE Fit Me Matte + Poreless Liquid Foundation Makeup

Fake Eyelashes (this really steps up the slutty, bimbo look) after I started using fake lashes I can't not use them now. They realy enhance your look. Keep in mind you'll also need lash glue and an applicator. Sometimes sold with the lashes and sometimes separate. There are hundreds or brands and styles to choose from but for me I always say Bigger is Better...

Finishing Powder (goes on after your foundation and after your have done facial contouring, it’s sets all your makeup and gives it a smooth clean look) I LOVE this product - Coty Airspun Loose Face Powder, Translucent - It's the best seller for a reason. It also smells great and I always dust my little clit and ass with it before getting kinky. It has a soft feminine smell that isn't overpowering.

Brushes! You need plenty of options especially starting out. This is the kit I use. VANDER LIFE 24pcs Premium Cosmetic Makeup Brush Set for Foundation Blending Blush Concealer Eye Shadow,

Lipstick (the last thing you do, since you will be sucking a lot of cock I recommend Maybelline 24 Hour SuperStay Lipstick. I have sucked dick for 45 minutes and it still looks great and is mostly intact) I like to match my lipstick to my hair color (wig) generally. Bright pink, red and purple lipsticks are my newest little kink. Having your bright red lips wrapped around a thick shaft looks amazing and the guy you're sucking will love the contrast.

That’s the BASICS for makeup, there are a million different products but that’s the bare minimum you need for a hot and well done look. I am not endorsing any of the brands I listed. They are my favorites after trial and error and work well for my complexion. I get most of my makeup on Amazon but almost everything I listed can be found at most d**g stores and large grocery stores if time is an issue. Learn a few things about makeup. It’s what makes all the difference. It can totally alter your entire look. Good makeup is the difference between a lazy Crossdresser who just has some old stockings and panties and puts forth no effort and a hot sissy slut who is extremely tempting and gets the biggest thickest cock around. Honestly, get good at makeup and you will be way ahead of most CD’s, sissies, etc.

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Chapter 3 - Dressing Up!

High Heels

Sissy sluts should ALWAYS wear heels, it’s a personal rule of mine. Minimum of 4” heel but higher is better. “Fuck Me Pumps” are the most complimentary addition to your wardrobe. Platform heels are easier to walk in than stiletto's but you won’t be able to walk for shit in the beginning, most likely. You don’t need to walk though, you should be on your knees. It's probably more practical to start out with shorter heels but I have such a shoe fetish I had to go big so my first pair were 6" Platform Black Pleasers Brand. I love Pleasers, they have the sexiest heels out there (IMO) most strippers wear Pleasers and the heels you see in many porn videos are often Pleasers. I have spent hours on their website. They are well made, hold up great and they have larger sizes in many styles. Your women's shoe size is whatever your men's shoe size is plus 1.5 generally (brands can vary slightly) so a men's 10.5 is a women's 12. Many major brands only go to a women's 12. There are still hot styles in larger sizes but the selection drops off a bit. I get my heels from Pleasershoes.com and sometimes Amazon.

Thigh High Stockings

Buy the quality ones, this is an item that paying more is worth it and I wish I realized that in the beginning. I recommend a brand called Mila Marutti (can be found on Amazon). Out of dozens of brands these are by far the best quality and look the best. They also don’t have much tendency to slip down which is a constant struggle with many brands,.
The cheap shit never fits right, always slides down and rarely last more than a few wearing's without falling apart. Stockings priced around $10 and under are usually trash. Buy the good ones, not the cheap ones.

Bodystockings.

Really good for a beginner, a hot fishnet body stocking is really sexy, especially easy with the built in garter belt. I like to put a bodystocking on first then layer it with matching thigh high stockings. Fishnet body stockings are fairly cheap. You can get a 5 pack of various styles/colors for around $10. Always good to have and they are cheap enough that if they need to be ripped for access to your sissy ass the stud you're serving will enjoy tearing a hole in them to slide his thick cock into.

Panties

More of a personal preference and depends on the shape of your ass. Cute little bubble butt? High cut boy shirts look hot. I don’t personally like G-strings, they don’t accentuate much. I prefer a thong that hugs the top of my plump sissy ass. Grannie Panties? You’re a retired sissy. And there’s no rule you need to wear panties either, it gives real men easier access and it’s not like you’re intimidating anyone with your sissy clit :)

Hair, well wigs actually.

I didn't know a single thing about wigs before I went full sissy slut and I don't claim to know much now. But if you're going for the full sissy look it's a necessity for most. My secret is almost all my wigs are the exact same style and brand. The wigs I buy are just about the cheapest on Amazon you can find. There's a few types of wigs but the most popular and what you should look for is a synthetic mesh wig with a lace front. I buy the cheap ones and spend some time securing and styling them because wigs are hard to maintain and care for whether they're expensive or cheap. I find it's easier to just replace them once they start to wear down or look a bit frazzled.

I have this wig in red, blonde, pink, black and brown.

Akstore 28" 70cm Fashion Wigs Long Wavy Curly Hair Cosplay Wig & Wig Cap (Pink)

https://www.amazon.com/AKStore-Womens-Resistant-28-Inch-Purple/dp/B01J9KS8ZK/ref=sr_1_1?dc***d=1&keywords=sexy%2Bwigs&qid=1635544198&refinements=p_89%3AAkstore&rnid=2528832011&s=beauty&sr=1-1&th=1

I style them a bit different every time and usually match my makeup, heels and sometimes lingerie to the wig. Red wig? Then red high heels, red eyeshadow, etc. But that's a somewhat personal preference. You can style mesh wigs like you would style real hair. Using gel, hairspray, etc. But go as light as possible with the products because they aren't that easy to wash and not ruin in the process. You will also need a wig comb or brush. DON'T use a basic plastic hair brush or comb, you'll fuck it up pretty quickly. Wig brushes have metal teeth, not plastic and they are spaced further apart. Since wigs are synthetic they will tangle immediately if you use a plastic hair brush or comb.

Most wigs come with a mesh cap which goes on first, just throw those away, they suck, they don't stay on and will come off and unset your wig at the worst possible time. Buy a Wig Grip Band, just trust me on this. They are much easier and way more comfortable and do a much better job. I have this. GEX Beauty Flexible Velvet Wig Grip Scarf Head Hair Band Wig Band Adjustable (and you need to hand wash it from time to time)

The wig band goes on first then the wig goes over it and covers it. After you're done styling your hair you should use hair pins or clips and secure the wig to the wig band on both sides and in the back. This keeps it tight and set correctly.

You should also buy a bunch of basic and different size hair clips, ponytail holders, hair pins, etc. They are fairly cheap and you'll end up needing them for different styles and to secure the wig.

To wash a wig you generally fill a large enough container with warm water and a wig shampoo. Let the wig soak for a bit then slowly scrunch the wig with your hands gently for a couple minutes. Don't try and brush it, don't run it under a faucet. Dump the dirty water, then rinse it twice the same way with clean water.. Pick it up, let it drain and hang it overnight. Only brush when it's dry.

And that's everything I think I know about wigs.

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Where Can a Sissy Slut Find Cock? - That's another question I get from beginners.

These are listed in no particular order and I have had success with all of them at one time or another.

Grindr - Has the most people and activity but in turn also the most fakes, flakes and dipshits. You can have some fun but you'll need to weed through a lot of bullshit first. Also, you will get the most amount of fake pics on here than anywhere else I have used. Often it's guys just jerking off with no intention of ever meeting anyone. So they just send fakes and ghost once they cum.

Taimi - More of a community feel than Grindr and wasn't meant to be a hookup app but it kind of is. It's tailored to the whole LGBT community and has plenty of trans, sissies, CD's. It's not as populated as Grindr but I like that's it's more interactive, has groups and different options. There's no nudity allowed for public and profile pics. They recently tried to start monetizing many options which is annoying but that comes with the territory.

Fetlife - I have had some luck on there but it's not so much for immediate hookups, meaning if you post something on a Saturday afternoon looking for fun Saturday evening you probably won't find anything that night. You will get messages looking to possibly set up something for a week or two down the road. More of an investment of time and not for immediate gratification. It is good if you're looking for something a but more regular. A fuck buddy type of situation.

Reddit - Most big cities have a local sub reddit for hookups, Like PhillyR4R, DallasR4R, I have had some luck on there. Post an ad and be specific in what you're looking for. If you're in Philly and you're a Sissy looking for cock or a hung dom looking for a sissy go to my subreddit https://www.reddit.com/r/PhillySissySluts/

Adam4Adam - Had some fun in the past from that site/app. It seems to be dying off a bit in my area, yours may vary.

Sniffies.com - Weird name I guess, it's a website that displays a map of your area and has everyone's profile hovering over their location. It's newish, a lot of guys seem shy about sharing pics on that one. It's free to use but you can buy a one week pass for $5 that gives you more options, etc.

Doublelist.com - The Craigslist replacement. It was fun when it first popped up a few years ago, it seems to me, at least in my area it's just all the same guys posting over and over. Apparently you need to do Two-Step Verification to sign up here now which scares away some people.

Jack'D - As for black men this app has the most, at least in my city. Although it tends to be black guys looking for other black guys, not always and at least in my location this it seems to be 80% Black users many of which won't be into a white sissy slut. Also, dudes on this app NEVER have pics it seems like. They expect you to meet without sending pics which is a horrible idea and means they are either horribly disfigured trolls or married and on the DL.

Those Apps and Sites are what I use if I am looking. Probably some smaller apps and sites I didn't list but those are the major ones and if you can't get laid on those then I probably can't help you anyway.

A major tip and something you should do, always get a Verification Pic, basically a picture that proves the guy you're talking to and the pictures he sent are actually him. I ask a guy to take pic of his cock with his left hand giving a thumbs up or a peace sign and send it to me. I do this because I catch TONS of guys using fake cock pics. I use various websites to reverse image search (Tineye.com - Google Reverse Image Search) and often find that amazing 10" thick cock this guy is supposedly packing is also posted on 20 different websites as early as 2008 and belongs to a retired Brazilian pornstar. Honestly, if it looks to good to be true 90% of the time it is. If a guy refuses to do this it's a red flag. You want to know who you're meeting and having a guy who says he is a thick 9" come over and pull out his barely 6" average dick is a waste of time if that's not what you're looking for. And if he is going to completely lie and fake his cock pics there is no telling what other bullshit he is lying about.

Privacy and Buying Clothes Online

If you have a bunch of hot lingerie, makeup or whatever you want to buy but can't have it delivered to your house look into an Amazon Hub - Locker. I have never personally used one but they seem pretty easy, discreet and they have tons of locations. Maybe this is common knowledge but I get asked about this often and the Amazon Locker seems to be a great solution for those who can't have things shipped to their residence.

"How do I place an order and pick up from Amazon Hub Locker or Counter?
There are two ways to select an Amazon Hub location: 1) Enter an address, zip code or landmark in the search field above to find a location near you and add it to your address book. 2) Search for a location under the shipping address section at checkout.

When you’re ready to place an order, select the Amazon Hub location as your shipping address. Once your package has been delivered, we will send you a delivery confirmation email. Simply visit your selected Locker or Counter to pick up your package. Once you arrive, have your delivery confirmation email ready. At Locker, depending on the location, you will pick up your package using a pickup code or the Amazon shopping app on a Bluetooth-enabled smartphone. At Counter, the store assistant will scan your email before handing you your package. There’s no need to present an ID when you pick up."

If you're buying online and worried about fit (especially converting men's to women's sizes) get a cloth measuring tape and get your measurements. You'll want to know your hip, waist and chest size if you're buying dresses, skirts or anything full body. Read reviews and previously answered questions about sizing and fit because women's clothes can really vary by brand.

This website is very detailed and a huge help for other tips, converting sizes and general info.
https://mennstuff.com/male-to-female-clothing-size-conversion/

If you've read this far you have more patience than most. :)

To be continued....
Veröffentlicht von PhillySissySlut
vor 3 Jahren
Kommentare
43
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ynotwatchit
Wow🙏
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st0neman
Advice is pretty  spot on :wink: wish i would have read that 5 years  ago.  Had to figure that all out by my self  ....   Is a great  Journey  and still learning  Thank you PhillySissy
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sunofthebeach03801
WoWzers, if only all girls followed your sage advice!
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kellyblue66abc
love this. glad I found it
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Just reading what you'd wear makes me so horny!
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Kumdrop79
This was very helpful and I'm glad that I found it eventually
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Thank you so much for the advice.  I will try some of the websites you mentioned.
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THANK YOU!  

After finding your profile, and reading your tips here, I actually went back and activated my inactive account, simply based on your friendly willingness to share your techniques and success stories.  I've sent two (somewhat well-known) CD sissies here messages asking these exact questions, only to be ignored, but you took the time to thoughtfully and selflessly answer them all here.  Most sexy black daddies are well aware that we are unique and sensual creatures that offer something no one else can, and actually prefer us for most of their erotic, unrushed, non-drama pump and dumps.  We are VERY symbiotic together - femme white CD sissies and Alpha/Dom black daddies, fulfilling each other's wants, needs and fantasies.  Here's to more tips, techniques and stories!  Please keep us informed, and happy hunting! 

All the best to you, loves.  Thanks Again!
xoxo Rachel
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GQTRADER1971
outstanding tips!  I agree with all
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Faggotbottom69
Great help!
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Outstanding!  thank you very much!
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PhillySissySlut
an jayymie : Thanks for reading, hope I could help
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PhillySissySlut
an playmax223 : Thanks for reading, as for bars and clubs I am not sure, I generally just host or do a hotel thing. 
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playmax223
As a sissy chaser I  like this post and find it very informative. Are there any bars or clubs that sissies like to hang out in?
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jayymie
Excellent tips & advice,
thanks for sharing Jess :heart:
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PhillySissySlut
an Bivicioso : Thanks! More people have read this than I would have thought. Hope it helps
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Horny1950
A very useful list to have
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cdkristi21
Love this!! Very useful for gurls starting out and those of us who have been fully into our fem side.  Thanks!!!
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Very useful. Thank you for sharing.
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PhillySissySlut
an AndreaBiCD : Thank you also
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PhillySissySlut
an CarmenJay : I am just happy some people have read it. It's solid advice, just trying to save other sissy sluts time and money. Hopefully it helps a few people
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Wow this is great ty so much!
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gregg544u
On the sissy admirer side, but love the recommendations and where to offer cock in my case. Added to my Favs so I can catch up on any updates!
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AndreaBiCD
Thanks for putting my thoughts into your words haha! Great job!
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PhillySissySlut
an Jocko67 : No worries, glad I could help. I haven't gotten close to all of it yet. I could probably write a book if I really wanted to sit down and try to cover everything I know and have learned. I will keep adding to that on occasion. I remember when I first started dressing up, there's just so much to learn and figure out so if I can pass along some help to other sissies/CD's etc I always try to
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Jocko67
Thanks for posting this great advice. Being a beginner, I am always looking to find hints and tips. Again, thanks. I look forward to more posts. 
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sub_guy_Sissy
very nice :smile:
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carolinestacy
Fabulous advice x
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So fem
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MsKayDesigner
Yes, I definitely don't intimidate anyone with my clit. 
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