The Single Man's Guide To Sissification How To Become A Sissy by Heidi Kessler [PDF]

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Heidi Kessler

THE SINGLE MAN’S GUIDE TO SISSIFICATION by Heidi Kessler

Sissification It’s a process and one that true Sissies need and crave.   If you are one or you fantasize about becoming one you will appreciate and enjoy this book. This is just a soft introduction of becoming a Sissy on your own.  Buying new clothes, going into chastity, learning how to follow the rules to help you reach your goal of beoming more of a Sissy..   Chapter 1.  Underwear – First Week of Training   Underwear.  If you are working on becoming more of a Sissy on your own than you will need to get rid of all of your boxers and other male undergarments.  Ideally the best option would be for you to go to a lingerie store and pick out your own colorful array of women’s panties.  To make the experience even more humiliating and exciting than I would suggest asking a sales associate what they think would fit you. Do not pretend you are buying this for a girlfriend or wife. Getting matching sets of bras and panties.  Get at

least 7 pairs of underwear and two or three bras.   You will also need stockings, buy a few different sizes to find the right fit.  After you have done this you can return for the next chapter.  Until than you may not continue reading.    You got it?  Excellent.  Was it embarrassing? I hope so. Did your face turn red? Did the other women look at you funny?  Did they giggle?    Rule 1.  You must wear your new panties every day beneath your boy clothing.  This means going to work, errands whatever.  When you are home and alone you must put your bra and stockings on.  In bed, you must keep your new sexy panties on.  You will wear your new undies for two weeks.  During these two weeks, you can begin looking forward to what will happen at the beginning of the third week.     Chapter 2. Rule 2.  Remain fully shaved at all times.  

You may shave now.  I am assuming you have worn your girly undies for the past two weeks daily.  If you have done so you may proceed with this step.  If not, you may not continue. You must shave your entire body except your arms.  Toes, calves, knees, thighs, private areas, bottom, chest and face.   You must do this every two days or as often as needed to remain smooth.  After you remove all of that gross hair from your body you must moisturize your entire body and put your panties, stockings and bra back on. Now, you get to feel how nice and sexy it feels to wear girl’s undies and be completely shaven.  No more nasty man hair.  You are trying to become as good of a Sissy as you can.  You must do this for two weeks before you are allowed to proceed with step three – but you MAY begin your shopping now.    Chapter 3. Shopping for your new wardrobe Rule 3. You must be dressed for 10 Hours every week, minimum.  Now, you are wearing girl’s undies and completely shaven. 

If you have accomplished this you may continue.  Your new rule is that you must be fully dressed in women’s clothing at least 10 hours a week. You will need to do some shopping now.  Measure your feet and buy yourself a pair of high heels – many sites including amazon sell large sizes in heels.  The higher the better.  Every evening you will need to practice wearing them around the house. A corset or waist cincher to help give your curves, a woman’s nighty, some very short skirts and stretchy tops (keep in mind men have broader backs so you will need to buy these in larger sizes that stretch. Shoes of Prey offers some higher end shoes in very high quality.  For the clothing, I would PREFER you bought it in person.  The entire humiliating experience of buying a bunch of sexy clothing for yourself would be good for you.  On your days off you will need to designate time to being dressed. You may dress only after you have completed two weeks of undies and two weeks of being fully shaved.  If you have completed that you may begin to dress.  You may start shopping for your new chastity device but you may not try it

on until you have completed two weeks of dressing at least 10 hours per week.   4.  Chapter 4 Chastity 4. Rule 4 Lock up your manhood and throw away the key!   You must wear your device as much and for as long as possible until you wear it 24/7 Obviously, I don’t know your measurements but I can make a few suggestions on the TYPE of chastity device you need to purchase.  It should be clear, plastic and have a lock on it.  Some of them are made to go through metal detectors for constant wear and others are more of a torture fest. I want you to find one that you can wear ALL the time.  They are made of plastic and are designed so you can go to the bathroom and not take them off. You will start out slow, wearing it a few hours every day, working your way up to every night. Before you know it, it will be on 24/7.  Showering is the same deal – simply soap up the entire area and make sure you sanitize it.  Expect that you will not find the PERFECT chastity device upon first selection – my

husband and I have purchased at least 6 of them.  Do not buy cheap ones, they will rub you raw and you won’t be able to wear them. Before you know it, it will be constantly worn day after day, night after night. Your manhood will be useless.  Please note, common sense must be used with this.  If the device is irritating, rubbing marks or hurting you than take it off!  You are not wearing the right size, a good quality one or one that is meant for your body.  Its primary purpose is to prevent you from having an erection.  It is not meant to hurt you.   5.  Closet Space Rule 5.  Designated area for all of your girly things Nothing will make you happier than when you open a closet or a drawer and you have multiple skirts, bras, tops and heels to choose from.  A designated area for your Sissy wardrobe is a must!  Treat your clothing with respect, meaning if it gets wrinkled bring it to the dry cleaner.  Do you think they will wonder if it’s yours?  Either way, it doesn’t matter.  You are to designate areas in your home for

your new Sissy wardrobe.  Dresses should be hung properly, undies folded neatly in a drawer...   6. Scent 6.. Rule 6. You must wear perfume... So, have you been doing as you have been instructed?  If so, you may treat yourself. Go to any large department store that has a great selection of women’s fragrances. Begin smelling them until you find the one that makes you feel the sexiest, the one that turns you on the most.  This will become your scent; all of your clothes will have this scent.  When you get home, lightly mist your new girly wardrobe with perfume. When you dress up you must always put your fragrance on.  Real Sissies wear perfume.  You are definitely a Sissy if you have gotten to chapter 6 of this book.   7.  Maid’s Outfit Rule 7.  Your house must be clean at all times A true Sissy would do their best to keep a nice house for their Mistress or Master. Even if you are singly now, you are

practicing.  You must train to be the best submissive Sissy. Once a week you will put your Maid’s outfit on and thoroughly clean your home or apartment.  You will do this on your hands and knees and with a toothbrush if need be.  Your purpose in life is to please and if you find the proper Mistress or Master - don’t you want to show them you have some value?  Obviously, your manhood is useless at this point.  So, if you have dishes in your sink, or a dirty shower, get up now, get dressed and begin cleaning.  You are not permitted to continue with this book until you have finished your domestic house duties. You can purchase cute maids outfits right here on amazon!  How convenient is that.   8.  Anal plug 8. You will begin wearing plug when you are dressed Since you have lost use of your manhood you have two other openings that you can use to please and offer.  When you dress you are to lube yourself and place your plug in.  Buy one that is smaller at first and work your way up.  You need to keep yourself stretched for your new Mistress or Master.  If they decide they want to use a dildo or offer your

bottom to someone that is a true man than you must be prepared and willing.  Sissy’s don’t have choices.  They serve and do as they are told.    9.  Watch Video’s on how to give pleasure Watch video’s on how to give proper oral sex to both male and females.  Also watch videos of Sissy’s on the receiving end of anal sex.  You will be dressed and wearing your chastity device and have your plug in so this will become very frustrating for you.  Oh well…  you are just a Sissy after all.  Learn from these video’s.  Purchase a dildo and practice oral sex, buy one that you can mount on the side of the tub so you can practice humping it.  Your chastity device is to remain on at all times.  This is about pleasing others, not you.  You are a Sissy and your purpose is to serve in all ways. To be as sexy as possible and to please as much as you can.   10.  Get a wig & makeup Online has many videos of makeup tutorials.  Practice makes perfect and it will take time for you to find your

perfect look.  Get to it!   10. Take some photos of yourself all Sissified This will help you determine what you need to work on.  Do your Sissy clothes make you look sexy?  Do you feel sexy?  If not, change your look, take more photos and study the results.   11.  When you feel like you have reached your potential, months of being dressed, cleaning, being as sexy as possible and you feel more like yourself dressed than you do any other way you may move onto this step.   Start joining Sissy groups, talk to others like you.  Find out about meet ups or dinner parties.  IT DOES EXIST you just need to find it.  Many successful business people have “double” lives.  Place adds, go to “parties”.  If you have done your work than you will not be recognizable.   I will be adding more books about specific experiences and, outings, dungeons in NYC…please if you enjoyed this book

give me a good review and that will encourage me to post more.  Thank you and enjoy your new found Sissification