Sissy Steps Level 1

Сontent:

Panties

Cum

Anal Training Pt.1

Useless cock to sissy clitty

Anal Training Pt.2

Sissyrulez Small Steps For Aspiring Sissies: Step one – Panties

Hello all my lovely Sissy followers! I know that many of you are already experienced sissy sluts that are well versed in the lifestyle and hopefully following the rulez.

However I know there are many of you out there who are just now realizing their interest into the sissy lifestyle and are not quite sure how to take that first step. Well lucky for you the Sissy Rulebook is here to help!

Today we’re talking all about panties! First I’m going to give all of you aspiring sissies a brief lesson about different types of panties. I’ve decided to limit it to 6 different types of panties that I think are the most important and common. These will be Classic Briefs, Boy Shorts, Hip Hugger, Bikini, Thong, and V string

Let’s start with briefs

Now most of you aspiring sissies will probably want to start with briefs since they are probably more similar (along with boyshorts) to the underwear you’re used to wearing as a boy than most others. The brief has the most coverage out of all and is therefore a good place to start for those nervous about first embracing panties

Next we have the Boyshort

The boyshort like briefs are going to be more close to what you’re used to wearing as a boy, but of course they are shorter and bit more enticing than the briefs

Next is the Hip Hugger

Now the hip hugger is essentially a boyshort crossed with a bikini, it’s going to be cut a little lower on the legs while still having some good coverage in the back. A little more feminine than the ones above.

Next we have the bikini

The bikini like the hip hugger will have a little less coverage in the front, also covering a little in the back. Also a little more feminine.

Next is the thong

Most aspiring sissies might be afraid to try the thing right away, seeing as how there’s basically no coverage in the back and very little on the sides. The thong is obviously the most revealing so far.

Next we have the V-string

The V-string is smaller than a thong and has absolutely no back coverage. The sides are comprised of thing strings. By far the most intimidating to aspiring sissies.

Now that you understand the different types of panties it’ll be easier for you to understand what I’m talking about. So if you’re still trying to make the first step into the sissy lifestyle but aren’t quite sure how to do it, look no further than panties. Yes panties. You’ve just learned a little bit about them so I hope maybe you can see there not all THAT different from your usual boy underwear.

Now what I ultimately mean when I say panties is the first step is quite simple. You need to go out a buy a pair of panties. That’s it. Just do it. It shouldn’t be that hard. You don’t have to waltz into Victoria’s Secret. Just go into any department store or other clothing store (like Forever 21 or American Eagle even) and just buy one pair. Just one. If it’s awkward for you, just buy it with a group of other things, say they’re for you’re girlfriend, whatever you gotta do. If you don’t want to go into the store than just order a pair online, but eventually you’re going to have to go into the store. 

Now with the first pair you don’t even have to get anything too girly, I recommend just starting with some briefs or boyshorts. This is just for you to see how it feels. When you’re home alone one day just try them on, see how they feel. Do they make you’re little clitty hard? That’s good, that means your body is telling your dumb pride that it wants this, and it’s not that big a deal. Eventually when wearing panties becomes normal you won’t constantly be hard. Thank Goodness! Because no one wants to see you walking around with an erection all the time.

So try those on for a few hours a day, then you’re going to buy three more pairs, this should be done within a week of buying the first pair, you need to train yourself to getting used to panties, don’t worry it’s not as intimidating as you think, girls do it everyday. You should get one boyshort, one hip hugger, and one bikini, and at least one of them should be pink! You need to get used to wearing the different types.

Now that you have four pairs you’ll want to try them on and see how they all feel. Decide which one is your favorite. Is it the pink one? I hope so! Because that’s the first pair that you’re going to wear all day. Don’t freak out! Remember they’re panties, they’re going to be under you’re boy clothes, no one is going to know. Which is going to make it even more fun for you. You’re keeping a secret from everybody else, you’re wearing panties and nobody knows it!

So do this for three days, then you have to make another purchase. Buy two thongs and one V-string. I know you’re scared but don’t worry, nobody but you knows you’ll be wearing them. So try those on and see how they feel. I know it’s uncomfortable at first, but trust me you’ll get used to it eventually.

Now next you’ll be going a whole week wearing only panties all day. Isn’t that exciting! You have 7 pairs so you’ll be able to wear a different pair everyday. I know some of you might be too afraid to wear your thongs and V string right away, so I have a compromise. Instead you can buy three pairs of hip huggers, make sure they’re very girly and one must be pink.

Like I said this is just the first step, just dipping your toe in the sissy pool. Don’t be afraid, you’ll love wearing panties I promise! Your goal should just be to get used to wearing panties every day. see if you can do this for a whole two weeks, or even one month! Good luck sissies!

Sissyrulez Small Steps For Aspiring Sissies: Part Two – Cum

Hello again to all my lovely sissy followers! Today I’ll be discussing the next step in my series of small steps for aspiring sissies! For those of you who are unaware, I’m doing this series of informative (and hopefully helpful) posts for aspiring sissies who are having trouble letting their inner sissy out.

Last week I talked to you about panties. Have you all started wearing panties all day everyday yet? I hope so, like I said, see if you can do it for a whole two weeks, or even a month! Now on to today’s lesson!

Cum. Mmmmm. Doesn’t the word just make you want some? If not, don’t worry! You will soon! Now some of you may already love the taste of cum, and some of you may be like I was, afraid. Don’t be! It’s just cum! It’s 96% water! Remember it’s natural, and it’s healthy for you! It contains Vitamin C! Cum is just a natural substance made in our body that will soon be filling up your hungry little sissy tummy.

Now today I’m just going to be talking to you about eating your own cum. Just to get you started obviously, it’s best to work with your own cum to get you used to it first. Eventually I’m sure you’ll be begging other men for their cum, but for now, let’s just talk about eating your own cum.

First I’d like to start with a very important tip! Start drinking pineapple juice! Pineapple juice will make your semen taste sweet! Whereas almost always, the average cum load tastes very salty, pineapple juice will drastically change the flavor. I know some of you may have a problem with the taste of cum, and just can’t get over it. Well now you don’t have to! Now you’ll love the taste of cum! While pineapple juice is not essential, it will make the process a lot easier!

Now if you don’t like the taste of pineapple juice or you’d rather not buy it, that’s fine. Some of you may even prefer the salty taste better! Now the key to eating your own cum is really not to think about it. You see you know that you want to eat your cum. You want to eat your cum. But when you do cum in a cup, or your hand or wherever, suddenly you stop, because the "masculine" side of you will tell you "Stop, that’s gay!" or something like that. Don’t listen! Who cares if it’s gay? Not you! You were going to eat it a second ago.

The most important part is getting past the little voice in your head that tells you not to. There are a few simple ways to get around it. One way is to cum with your legs over your head with your clitty pointed at your face. Another is to cum into a cup or your hand, and just wait until you get hard again, then eat it as you’re about to cum a second time. And while these may work a few times, they still won’t help you get over that stupid voice in your head. So let me help you!

First don’t worry about what other people would think! Nobody else is there! You’re in the comfort of your own home, you’re not hurting anyone, not even yourself. Like I said cum is good for you. Don’t be afraid to taste it! It doesn’t matter if it seems gay, there’s nothing wrong with that at all. There’s literally nothing wrong with eating cum. And once you do it, you can do it again and again, and pretty soon you’ll start to like, and love it. It also starts with the first time!

So here’s what I want you to do, once you’re about to ejaculate, get you’re hand ready, and as soon as any bit of cum hits your hand, bring it to your face and lick it up. While you’re still cumming! Before that little voice can even tell you to stop! Make sure you have something to collect all the extra cum you might have missed (like a cup or a bowl) and then you’re just going to drink the rest down to. Tell that voice that you don’t care. You want this. You want to eat your cum!

Now some of you may have trouble eating your cum early on without me there to help you through it, so what I recommend is that you watch some CEI (Cum Eating Instruction) to help you through it. If you need to start out with some that have you jerk off right into your face then go ahead, but eventually you’ll need to consciously be making the decision to eat your cum. I would recommend specifically Queen Bitch Larkin’s Cum Eating Academy, it really helped me start to crave cum! If you would like help finding it, you can of course ask me and I will gladly send you a link as soon as possible!

Now once you’ve done this a couple of times, don’t be afraid to make a habit out of it. For aspiring sissies I recommend staring out just eating your cum 2-3 times a week. If that goes well try bumping it up to every other day. Then in the near future try to get to once a day, with the overall goal being that you can even do it twice a day! Like I said the sooner you get accustomed and even start craving the taste of cum, the sooner you can move on to the really fun stuff!

One more thing I want to talk to you about is facials! Ooooh facials! For some of you facials may seem just as scary as eating your cum, but don’t worry they’re not bad at all. Once you’re able to eat your own cum, try giving yourself a facial. This is of course done but jerking off into your face with your legs over your head. Now some of you may try this as a way to eat your cum, which is fine, please do. However, I’d also suggest that you do it as a way to familiarize yourself with having cum on your face. Facials are an important part of the sissy experience.

I recommend trying it a few times, now I know you’re first urge will be to wipe it off right away because your stupid "masculinity" told you to. So the first few times you’ll probably end up wiping it off however. I want you to try cumming on your face and then leaving it on for a few minutes before wiping it off. Just to see how it feels. Eventually I want you to try cumming on your face, leaving it on, and then even jerking off again while there’s still cum on your face! How exciting! The end goal should be to cum on your face, and then jerk off again and eat the second load! Do you think you can do it sissies? I believe in you!!

I hope this has been helpful! If it really hasn’t please let me know, I really do care what my followers think! I know eating your own cum may seem hard at first, but trust me, in the end you’ll love it. Just remember it’s 96% water and it’s good for you! So stick with it sissies! I’m rooting for you! And remember above all, you want to eat your cum ;)

Sissyrulez Small Steps for Aspiring Sissies: Part 3 – Anal Training Part 1

Hello once again to all of my sissy followers! Today I’ll be discussing the next step in my series of small steps for aspiring sissies. I hope you all read my first two posts about panties and cum, and hopefully you’re all wearing panties and eating cum every day!

Today we’re doing some anal training! Yay! Are you all ready to stick things in your ass? Don’t worry, we’ll go slow. For this step you’ll need a traditional vibrator, I say traditional because I don’t want you getting anything to crazy, it’s important that you start off slow, that’s why it’s called anal training, we need to train your boi pussy so it’ll one day be able to take big cocks. Second you’ll need a small butt plug, yes small, once again we need to train your boi pussy. Now since this is only part one, you’ll only need a small butt plug; however, some of you may want to get what they call an anal training kit. Usually they come with three butt plugs of different sizes. This may be good to get because eventually when I do part 2 you’ll need to have bigger plugs. If you can’t afford them though, just get one for now. Finally, and most importantly, Lube. Get Lube! Oh my god is it important. I don’t know how many times I’ve heard of new sissies going out to meet a guy for the first time, and then coming home with a bleeding boi pussy because they didn’t train their ass and they didn’t use any lube. Now if you don’t have money to spend on these things, you’ll have to improvise with stuff around your house. If you’re a broke college sissy like me, try saving up little by little.

One more thing you’ll want to get is a way of cleaning the inside of your boi pussy. Yep, that’s right I’m talking about enemas. Now you all won’t need to buy some crazy expensive machine. In fact some of you may not even want to use one at all in the beginning, however eventually I would recommend you use something if you are frequently putting things in your butt, and you want to be clean from inside out. I recommend just getting a simple silicone enema bulb. You can get one on amazon for like 7 bucks (I’m sure it will come with instructions). I’m not going to talk about enemas for the rest of the lesson, but I wanted to mention them briefly.

Now for the fun part! Now some of you may already have started playing around with putting things in your boi pussy. For those of you who haven’t, here’s what I want you to do: Next time you play with your clitty (I’m sure some of you are still jerking, don’t worry, you’ll be rubbing soon) with the other hand just slip in a finger and start fingering yourself. Before you put it in remember to rub some lube on your finger and massage it around and into your asshole. ALWAYS USE LUBE! Never forget to use lube, you’re going to need it especially with the initial training. Once you start to get looser move to two fingers, and then three. Keep doing this as you play with your finger until you can consistently get 3 fingers in. Now some of you will want to go to four fingers, which you can, but don’t force it. We need to train your ass slowly so it gets used to taking bigger things. It won’t want to take your whole hand right away! So once you can get 3 fingers in consistently, I want you to start making yourself cum with three fingers in your boi pussy. If you’re still jerking that’s fine, this lesson is about training your ass, we’ll talk about training your clitty another day ;) Also if you’re already eating your own cum I want you to eat the cum when you cum this way as well, if you’re not there yet no big deal, like I said, this lesson is about your boi pussy.

So once you’ve cum with your fingers up your ass 10 times (Space them out, please don’t do this all in one day!) I want you to get your vibrator. That’s right sissy, you’re moving on to real toys, Yay! Now with the vibrator I want you to do what you did before, fuck your ass with the vibrator while you play with your clitty (and of course use lube). Remember to go slowly at first, I can’t stress the importance of this enough. So use the vibrator while playing with your clitty until you cum, and just like before do this ten times, remember to space these sessions out! Now after you cum I want you to get your butt plug and stuck it in your boi pussy while it’s nice and loose. I want you to leave it in as long as you can, and please please please remember to use lube. If at any time you feel strong discomfort, please take the plug out for safety reasons. Mild discomfort is to be expected since you‘re not use to having things in your ass. At first you’ll probably only going to be able to keep it in for at most 30 minutes. Eventually as you’re boi pussy adjusts you’ll be able to keep it in for hours at a time. For safety reasons I wouldn’t recommend keeping it in for longer than 3 hours. Sometimes I’ve worn one all day and been fine, but I wouldn’t recommend you do that.

So for this next part I want you to fuck yourself with your vibrator, without touching your clitty at first. Start a five minute timer and then begin to fuck your ass, once the timer goes off you can start touching your clitty until you cum. Once you do this 10 times I want you to set the timer for 10 minutes, and then 15, and so on, doing each 10 times. The goal of this is to be able to make yourself cum without touching your clitty. Once you’re able to cum in this way, I want you to keep trying this until you can come by only anal stimulation consistently. Remember to use lube and put your plug in after you’ve cum.

So keep working your boi pussy until you can cum solely by anal stimulation. Remember to use lube and your plug. This is essentially it for Anal Training Part 1, for those of you who can’t wait to put more things in your ass, I’m sorry you’ll have to wait for part 2. Unfortunately for you my next lesson will not be Anal Training part 2; next lesson will be on shrinking your useless small cock into an appropriately sized tiny clitty! Remember to be safe with your anal training and take it slow! I wish you all the best of luck, stay tuned for my next lesson Sissies!

Sissyrulez Small Steps for Aspiring Sissies: Part 4 – Turning your useless cock into a cute little sissy clitty

Hey there sissies! Today’s lesson will be about shrinking your stupid dick into an teeny tiny clitty. I must warn you, the results of this step when done correctly are permanent. It also may be the hardest step to get through, so just know what you’re getting into! Don’t worry! Of course I will be here to guide you through it!

First we’re going to talk about chastity. For some of you chastity won’t be too necessary, however some of you probably won’t make it to through this step without it. Now when I say chastity I’m essentially talking about a male chastity device, usually called a cock cage by the sissy community. Basically it’s a device you lock your dick inside so you don’t touch it. Now picking the right one can be difficult, because you don’t want one that’s too big or too small. You’re going to want to do a little bit of research to find the right sized one for you. Now sometimes these things can be expensive depending on where you buy it. For those of you who can’t afford one, don’t worry! Although a chastity device makes this process much easier, it is not crucial. Yes, that’s right, you can shrink your clitty without using a cock cage.

So for those of you who can afford to get a cock cage, congratulations! The cage will honestly do most of the shrinking for you! Now once you have it, obviously you’re going to need to out it on your dick and lock it in place. If it’s too tight it may be painful, a little bit of pain may not actually be a bad thing, but if it’s a lot then you’re going to want to loosen it. Now regarding the key, if you have a Daddy or mistress, which I doubt most of you aspiring sissies have already, obviously you would give it to them. For most of you I would recommend trying this, put the key in a drawer and just leave it alone. For those of you who won’t be able to help themselves, I would recommend just giving it to a friend and just asking them to hold on to it for you, of course you don’t have to tell them what it’s for, just tell them it’s a spare for something. 

Now regarding wearing the device, the only commonly known side effects from extended wear of a cock cage are shrinkage and impotence. These of course are the side effects we want to happen! However I would still be careful if I was you. I wouldn’t recommend wearing it for longer than 12 hours at first, maybe less for some of you. If you’re concerned about it, I would strongly recommend you do more research in it. Personally when I used to wear one, starting out I would go all day wearing it and taking it off when I slept. Eventually I slept with it on a few times. Now for you sissies I would recommend just trying it for a few hours a day for a week. Then the next week try going all day, but I wouldn’t recommend sleeping in it right away. You can of course have it on for longer, as most people do to attain a faster shrinking process, but of course be careful. I know plenty of people who have left it on for very long periods of time without issues, but again be careful. If you do choose to sleep in it, I would strongly recommend you bad your crouch with something to avoid pain. Also when you take the cage off at times, I recommend rubbing some sort of lotion around your genital area to avoid getting a rash. All in all just try to be careful with the device. Now if you do this correctly you will notice visible shrinkage within a month maybe sooner for some of you if you’re lucky!

Now this next part is the really fun part! Some of you may thing the edging is a good way to shrink your cock, and while this can be fun for and cause a little bit of shrinking, I have a way that will hopefully work better and is even more fun! All you need is a pillow! You can use something else, but a pillow is probably best. This is a method I’ve heard about from a few different people and I myself used and still use today. Now what you’re going to want to do is make sure your dick is nice and soft and start humping the pillow like a little slut. If you start to get too hard STOP! The point is to remain flaccid while doing this, with the end goal being to cum while flaccid. This requires a lot of patience but it will pay off in the end. Keep humping the pillow until you can cum while flaccid, then do it again the next day and the next day. Eventually I want you to be able to cum this way multiple times in one sitting. This will not only help keep your clitty flaccid, but it will also help shrink it!

There are a few other techniques you can try. One is to wear very tight panties all day long. Doing this will help keep your clitty small. Another one people use is of course listening to hypno, which while of course can help make you more impotent, it won’t really do any actual shrinking in my experience. Another very popular technique is edging. Now personally I didn’t really edge very often to shrink my clitty, however it has worked very well for other people, so if you are having trouble or if you couldn’t get a cock cage it might be your best bet.

So essentially what you need to do is jerk your pathetic cock off but DON’T CUM! You need to work yourself up to the point where you’re about ready to burst, and then stop. If you want real results you’ll have to do this very often. Essentially you have to give yourself blue balls. The real trick to it is to do it for long sessions, like an hour, or two, longer for experienced edgers. So once you edge once you give yourself just a little bit of time to cool, and then you have to go again. Like I said it’s not my favorite technique, but I had to cover it, because I know some of you may really need it. Good luck sissies! I hope that by next lesson you’re clitty is at least a little smaller ;)

So that’s basically all I have for you on shrinking your clitty. Stay tuned for my next lesson. I’m not sure when I’ll have time to work on it, I’ll be busy with college again very soon, but stay tuned, I’m going to do my best to keep these lessons up because I know how much you all appreciate it!

Sissyrulez Small Steps for Aspiring Sissies: Step 5: Anal Training Part 2

Hello to all my lovely sissies in training. I’m sorry it’s been so long, I’ve just been sooooooper busy. Anyways, today’s lesson will be anal training part two! Yay! I know some of you are really looking forward to sticking more things up your butt! lucky for you that’s what today’s lesson is all about!

So for todays lesson you’ll need lube (of course!), a bigger but plug (Some of you may already have one), and what you’ve all been waiting for: a dildo! That’s right sissies, you finally get to find out what it feels like to have a cock inside you! Now that you’ve had some training it’s time to train your sissy ass to really be able to take it like the slut we both know you are. So like before when I had you keeping your plug in for a few hours everyday, I want you to start doing the same with the bigger one. You can start gradually moving on to a bigger size at first, but I want you to be using only the bigger one by the end of the week.

Now for the part you’ve all been waiting for, are you ready to fuck yourself in the ass with a dildo? I hope so sissy! Now remember, this is your first dildo, don’t go buying anything too crazy, just get one that’s between 5-7 inches. I wouldn’t go bigger than 8 if I were you, remember, YOU’RE STILL TRAINING!!! Now buying your first dildo is quite the occasion it’s like a rite of sissy passage! Make sure to get a color you like, and make sure to name it so you have something to shout when it makes your little clitty squirt!

I assume you all know what comes next after you have your dildo? That’s right! Time to masturbate the way a sissy was meant to! With a dildo up her ass! Now since you’ve already been training with your vibrator to cum without touching your clitty, I don’t want you touching it at all while using your dildo. Now the first time remember to use plenty of lube and go slowly at first. The first time I want you to keep going until you make yourself cum. I know it’s a big step but by now you should be able to do it! So be a big girl and get to it!

Once you’ve done it once I’m sure you’ll be dying to do it again. And of course you’re going to! Start off using your dildo once a day for a week, than start increasing the usage so you can do it up to three times a day. At first you can just use it the same way you used your vibrator, but eventually I want you to be able to ride it. Once you’re doing it at least three times a day, I want one of those times to be while riding it. Now essentially what i mean by that is putting it on the ground pointing up, while you bounce on top of it like a proper slut. Now at first you’ll probably have to ease yourself onto it very slowly, but I know that soon you’ll get the hang of it.

So as long as you keep using your plug and start becoming accustomed to your dildo, your boi pussy will soon be ready to take big cocks! If you get bored with the dildo you have now, you can always buy a bigger one ;)

Congratulations Sissies! If you made it through these first 5 steps, you have officially earned the right to call yourself a Sissy Faggot in Training! YAY! Now some of you may be thinking, "Hey why am I still in training? Those first 5 steps were really hard! Why am I not a pro Sissy Faggot yet?" Don’t think I don’t realize how hard it was, I’m very proud of each and every one of you! Especially since you’ve essentially made it through the hardest part! My next series of lessons will deal more with what it means to be a sissy, and how to act like one. I know a lot of you have asked me to do lessons about specific things, don’t worry! They’ll be here soon! In the mean time, keep wearing panties, eating cum, shrinking your clitty, and fucking your boi pussy! Congratulations on making it this far, there’s so much more to come, get ready Sissies <3