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Overview

The Ultimate Sissy Boy Training Guide will take you through the basic knowledge all sissies should know when embarking on your feminization journey such as choosing sissy panties, choosing breast forms, picking women's undergarments, how to create cleavage, how to tuck your private parts and more... to more advanced concepts that include crossdressing, transgender topics and how to overcome obstacles in your daily sissy life as well as some sissy affirmations to help you train your subconscious mind and transform you at a much deeper level! This training guide also includes close to 200 sissy assignments which include shopping assignments, humiliation assignments, X-rated assignments, sissy maid assignments and more! This guide will not only have you learning tons but also having tons of fun! So, I sincerely hope that you enjoy it and I look forward to seeing you on the inside!
XOXO,
Mistress Dede
**Please note that this guide has been intended as a compilation of some of my previous work, which has now been organized and structured in a way that I believe will be most beneficial for the beginning as well as the more advanced sissy. This is intended to provide continuity and focus in your sissy training by having you go through the material uninterruptedly and regularly in a consistent basis in order to achieve maximum results!**

Specialty sissy lingerie; Initially, you may be inclined to look past genetic girl’s feminine undergarments since most every sissy is painfully aware that girls are built different than boys. Women’s clothes are obviously not designed to fit a man properly. In addition, if you enjoy eating out a girl more than actually fucking her, then I believe you can take this to mean that your inner-sissy quotient is pretty damn fucking high. C’mon, any delusional claims you may have as to being in any-way-shape-or-form an alpha male would be seriously offensive to a real man.

It can be said that sexy lingerie to a sissy is like whipped cream to strawberry shortcake. A sissy without at least one matching bra and panty set would be like an eskimo without an igloo. The truth is that sissies and lingerie go together like… okay, enough of the corny phrases already.

Seriously, lingerie is very close to the top of the list of ‘must have’ feminine attire as a sissy begins to accumulate a wardrobe. One problem is that lingerie, like most other women’s clothing, can be expensive for a girl just starting out on her sissification adventure.

Enterprising merchants have capitalized on the burgeoning sissy market so you will not find it difficult to come across several places online where you can buy stunning sissy lingerie. There are two main ways to go:

Regular women’s lingerie
Specialty sissy lingerie

Initially, you may be inclined to look past genetic girl’s feminine undergarments since most every sissy is painfully aware that girls are built different than boys. Women’s clothes are obviously not designed to fit a man properly. But we’re not talking regular clothing here—were interested in lingerie for sissies at the moment.

Just so you know, TooTimid.com is the perfect place to buy your lingerie.

The difference between the two being that bras, panties, babydolls, nylons and garter belts are, for the most part, smooth and stretchy. Their more-or-less elastic qualities will likely conform to your sissy body just fine. The advantages of choosing regular women’s lingerie over specialized sissy lingerie are:

Greater availabilty
Lower prices
You’ll feel more feminine wearing lingerie designed for females

Of course there will be more bras and panties to choose from simply because there are a greater number of real girls compared to us sissies. A specialized sissy store caters to the exclusivity factor which, because of the perceived greater value, leads to sissy lingerie prices rising faster than a homesick angel.

There is certainly a case to be made for buying sissy stuff at a store that caters to sissies specifically but, when it comes to sissy lingerie, not so much.

What about the so-called sissy type of panties that are designed with a pouch or extra material so as to accomodate the presence of male junk. To me, that’s missing the whole point of sissydom.

Proper sissification necessitates showing a flat, feminine front which means tucking your sissy clitty back between your legs. A traditional pair of women’s panties, depending on the cut, will hold things back in place fairly nicely.

Bra’s of course are a different animal in that you can buy the type with pockets that are designed to hold breast forms. If you are to the point with your sissifcation endeavors that you are ready for breast forms, then a special sissy or crossdresseer store might be an appropriate choice for you.

From personal experience, there are many styles of bras—without pockets—that will work perfectly with breast forms.

Overall, if price is an important factor for you, then you will be better off sticking to regular women’s shops when looking for sissy lingerie.

Why Sissies Prefer To Buy Lingerie Online

People in general love to purchase stuff online because it’s so convenient and the shipping times can be pretty damn fast now-a-days. Sissies shop online for the same reasons but also because… they can remain incognito and avoid the embarrassment and awkwardness that comes with dealing directly with retail sales people, who are typically women.

But there are some seriously sound reasons for you to NOT shop online sweetie. Your sissification program is a process. Part of that process is to slowly but steadily began to embrace the fact that you are a girly-girl at heart. One sure way to do that is put youself in an environment where you can let your sissiness shine.

But the title of this article is “Sissy Lingerie on the Cheap” and women’s retail stores are anything but cheap. Yes, the majority of them are not inexpensive, that’s for sure, but a few of them are. So I’m giving you two very good reasons for buying your sissy lingerie locally:

A way to shop that will expose your sissiness in a subtle way
Bargain prices

Types of establishments that comply with both of the above elements are none other than your local thrift store.

Why Buy Sissy Lingerie at a Thrift Store?

The prices are better than right AND you’ll be hanging out in the lingerie/intimates aisle. The cool thing is that you won’t be dealing directly with a salesclerk. Sure, people will still see you, but that’s the point.

You need to start conditioning yourself to the fact that you absolutely belong in the women’s section of the store. Do it once and the next trip will be easier. You will soon come to the point where you don’t give a rat’s ass what anyone thinks.

Besides, you could be buying that sexy black bra for your girlfriend or wife; nobody knows or really cares, if you want to know the truth. You will have to deal with a real, live person at checkout but rest assured, they’ve seen it all… and then some.

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Depending on the thrift store, you can find some really nice bras, babydolls, camisoles, teddys and negligees. You won’t find many (if any) panties however, due to health and sanitary reasons.

Where to Buy Inexpensive Panties

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Depending on what state (in the US) you live in, there’s a fairly good chance that there is a 24 hour Walmart close to you. You will find plenty of pretty panties to choose from at Walmart. The idea is to go early in the morning when the store is more or less deserted, but not so early enough that the the speedy-self-serve checkout stand isn’t open yet. That way you won’t have to deal with a check-out person.

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But even if you have to go thr