Sissy Finishing School

Tag: crossdressing

  • Sissy Gaff Revolutionizes Crossdressing

    Sissy Gaff Revolutionizes Crossdressing

    Introducing The Sissy Gaff

    How To Use A Sissy Gaff
    Sissy Gaff Revolutionizes Crossdressing

    Many sissy boys have a desire to appear more and more feminine as time passes. They find themselves longing to wear tight miniskirts and skin tight jeans. Some find that “tucking” isn’t enough and are excited to find out about the sissy gaff. The sissy gaff revolutionizes the way a sissy boy/crossdresser can dress.

     Tips To Remember When Using A Sissy Gaff

    Once you have picked out the perfect sissy gaff and pulled it up to your thighs, you are going to have to tuck your balls back gently to the place they first dropped from and push them up. This should not be painful, and if it is, you are definitely doing something wrong. Next you will tuck your penis between your balls and back. Be sure to hold everything in place neatly.

    Tucking can be uncomfortable at first, but overtime it will become much more tolerable. Now you can pull the sissy gaff up and over your hips, letting it hold everything in place nicely and leaving you with a smooth “vagina.”

     Purchasing The Sissy Gaff

    One important tip to remember when purchasing a sissy gaff is to make sure that it is nice and tight. The sissy gaff is most effective when it is extra tight. The tightness of the gaff will make you seem extra smooth under even the tightest of jeans.

    The sissy gaff should also be tall enough to smooth out your waist so that you can dress up in that hot mini dress you have always been fantasizing about. You want to smooth out your body from the waist down so that you can look more feminine and sexy.

     Tucking Your Cock & Balls In The Sissy Gaff

    If you are having trouble with your cock and balls staying tucked in the sissy gaff, you can use some tape to hold them in place. Remember to shave before using tape though! Tape can be useful in training your body to accept tucking and thus can help you when you first start using the sissy gaff.

    These are just a few tips to remember when using the sissy gaff and there is so much more for you to learn! The sissy gaff will have you looking extremely feminine and wearing all the clothes that you so desperately want to wear. Need some advice on choosing the perfect sissy gaff? Give Ms Lily or I a call, you know we’d be happy to help with your sissification process.

    Until then……

    Ms Isabelle

  • College Crossdressing Turns Into Lifetime Crossdressing

    College Crossdressing Turns Into Lifetime Crossdressing

    When Did You Begin Crossdressing

    When Did You Begin Crossdressing?
    When Did You Begin Crossdressing?

    I know there are many ways that a person can find themselves having a love for crossdressing phone sex. As a fashionista and experienced crossdressing Mistress, I know much about the crossdressing fetish.  I have met and are acquainted with many men that choose to crossdress. One of the things that I have found interesting is that many men didn’t really get into crossdressing until college. For some of them it started with the woman-less beauty pageants for local fundraisers and for others it was a growing interest in fashion and admiration for the beauty of women.

    These men would crossdress occasionally throughout college, but they would tell no one of their inherent desires to become a full-time crossdresser. Perhaps they didn’t even realize just how much their desire to crossdress was growing themselves until after they had been relieved of the pressures of college social acceptance.

     

    Crossdressing Emerges

    Once these men had found stable jobs and lives that brought on stress, they started to feel that need to crossdress emerging with a brand new force. This force grew and grew until they found themselves crossdressing every night as they returned home from their jobs, hidden away in the secret of their private homes.

    This was the moment when they realized that they needed and desired to be full-time crossdresser’s, finding safety, comfort and release in the activity. This is perhaps the first time they sought out a Mistress for guidance and to share their long harbored secret.

    Crossdressing Guidance

    Over time and with the guidance of an experienced crossdressing phone sex mistress such as myself, these men grow into the perfect images of woman and are at last happy in their lives and with themselves. Does this sound familiar to you? Do you need the assistance a phone sex Mistress? Ms Lily and myself are here at Sissy Finishing School for you and would be happy to guide you on your crossdressing journey.

     

    Until later…….

    Ms Isabelle

  • Crossdressing Mate

    Crossdressing Mate

    I Love Having A Crossdressing Mate
    I Love Having A Crossdressing Mate

    I Love Crossdressing Mates

    I know it may be hard to imagine what life is like when you have a mate that is a crossdresser. Many people may even have a hard time understanding that there are some positive aspects to having a crossdressing mate.

    I have spent much of my time around crossdressers in a variety of ways from having them as mates to roommates and I have learned much about the advantages. There are many advantages of having a mate that is a crossdresser and I would like to cover just a few of the major perks!

     Advantages To Having Crossdressing Mates

    First of all, you and your crossdressing mate will possibly be able to share some clothes, shoes, handbags, and/or accessories! It’s hard to not be excited about having double the inventory when you are getting dressed for that hot date. You also have someone that can help you decide on outfits and to pick out the perfect shoes for an event. Having a crossdressing mate is like having the perfect friend available all the time!

    Secondly, your crossdressing mate will be happy to go out for massages, mani’s and pedi’s with you on a whim. While you both get pampered you can gossip about the hottest trends and Hollywood gossip. There is nothing better than having someone there, especially your crossdressing mate. You both have a connection and understanding of one another that makes it easy to talk for hours.

    Your crossdressing mate will even be willing to help you do your make-up in the sexiest styles, not to mention the amount of make-up that will be available!  You can also share lipgloss and perfume.

    Sharing A Special Connection With A Crossdressing Mate

    The last reason I want to touch on is the fact that you and your crossdressing mate will have a very special connection that you will share. Your crossdressing mate will be much more sensitive than your normal mate would be and will be very attentive to your girly needs.

    These are just a few of the reasons that having a crossdressing mate is a major perk to your life! Are you a crossdressing mate? Give us a call and share your advantages and perks with Ms Lily or myself and let us know what a great mate you are.

     

    Until then,

    Ms Isabelle

  • Hot To Spot A Crossdresser

    Hot To Spot A Crossdresser

    Ways To Spot A Crossdresser

    Ways To Spot A Crossdresser
    Ways To Spot A Crossdresser

    There are several ways that one can spot out a crossdresser, some are much more obvious than others. One has to have a careful eye to spot a crossdresser out in public while he is in his male ensemble.

    I often notice the little things first. For example, are his eyebrows shaped or does he have shaved legs? Does he frequently apply and wear lip gloss, this could be a tell-tail sign that he is a crossdresser. Is his handwriting soft and frivolous like that of a females?

    Sometimes I have even spotted the garter tab pressing against his dress pants as he tried to hide the fact that he was in woman’s  undergarments. Some crossdressers may be be found out by the type of cologne or perfume that he chooses to wear out. These are all subtle signs, but they can help one to find out which men would be into crossdressing.

    More Tell-Tail Signs Of A Crossdresser 

    Another tell-tail sign of a crossdresser would be to find him shopping for lingerie, but when engaged in small chat he frequently blushes and never once mentions a wife or girlfriend that he is shopping for. If you encounter a crossdresser such as this he may be new, nervous and even a bit humiliated about his new-found fetish.

    These are all just a few ways to spot a crossdresser without him actually telling you right out that he enjoys the crossdressing fetish. Each crossdresser is different, unique and some may be much harder to spot than others.

    Some crossdressing men work very hard to maintain a macho image during the day, while fullfilling his crossdressing desires each night in private. It takes years of experience to really be able to “spot” a crossdresser from afar. With the right skills, a Mistress will be able to spot a crossdresser anytime, any place, anywhere.  Smile….I may be looking at you!

     

    Until later……..

    Ms. Isabelle

  • Night Time Crossdressing and Feminization

    Night Time Crossdressing and Feminization

    The Secret Crossdresser

    Are You A Night Time Crossdresser?
    Are You A Night Time Crossdresser?

    I especially like men that are top level executives that maintain a very macho image during the day, but you have a very well kept secret behind your locked bedroom doors. You are a night time crossdresser.

    You adore and fantasize about crossdressing. You even find yourself longing to be dressed as a woman during the day, but know that you must wait till you get home. You work hard, watching the clock ticking away, longing and waiting for that time when you get to be truly free to be yourself, donned in the garbs of a gorgeous and sexy woman.

    Crossdressing and Feminization

    As a crossdressing phone sex Mistress, I understand exactly what it is that you need during distant feminization phone sex. You need a feminine and fashionable crossdressing phone sex Mistress that can teach and guide you to become the best woman possible each and every night.

    We will work together to keep you up to date on the latest trends in make-up, lingerie, clothing and shoes. You will stay waxed at all times and over time you will start to wear you lingerie underneath your executive business suit.

    Distant Feminization Crossdressing Mistress

    I know that you desire to be the best woman possible each and every time that you dress up, donning only the finest of clothing and constantly lusting to learn more about how to portray yourself as a proper, seductive and sexy lady.

    As your crossdressing Mistress, I will be your teacher. The sound of my voice guiding you to move deeper into your desires and embrace the crossdresser within you. You will, under my guidance and care, become the best woman you could ever imagine.

    Embrace Your Crossdressing Desires

    If you want to learn more about how to become the woman that you have always desired to be then you should contact me. I am an experienced, knowledgeable and fashionable crossdressing phone sex Mistress and I would love to join you on your crossdressing journey.

     

    Until then……

    Ms Isabelle