Miss Barbara Sets The Record Straight - First, Jackie Was Not Always A Sissy

Miss Barbara has spent some time lately looking over my blog and other online activities. She has some ideas about direction and content that should soon become apparent. In the meantime however, she wants me to stress a few points where she feels like focus might have slipped a little.

First, Miss Barbara wants me to clarify that her sissy Jackie (me!) was not always a sissy. Unlike many that are sissies from birth, Jackie began her journey to sissyhood as a chronic masturbator that wore articles of women's clothing, meaning panties, for sexual excitement. Jackie is a sissy only because Miss Barbara decided that is what she should be and took steps to bring it about.

Admittedly, Miss Barbara's and my recall varies, so hers is correct. One thing is for sure, my identity as a man began to falter the day she confronted me with her discovery of my collection of panties. She had found them a few days earlier when we were packing for a hurricane evacuation. What I didn't know until later was that she had talked it over with her mother in the meantime. They decided that I was probably a secret crossdresser. It turned out that Miss Carolyn had some insight because, as she informed Miss Barb for the first time, her late husband, Miss Barb's father, was a crossdresser. They decided that they would start small and see what happened.

Soon after that I was wearing panties most of the time. My feeling was that I took to wearing panties so easily because I was a sissy at heart. Miss Barbara says no, it was because I got sexually excited by wearing panties which fueled my masturbation. Judging by the number of times she subsequently caught me jacking off in panties, she is no doubt correct.

Upon further discussions with her mother about my behavior, they decided I was probably not a crossdresser after all, just a chronic masturbator wearing panties for excitement. This insight also explained other shortcomings, mainly in the area of physical affection, that Miss Barbara had noted. Together they decided that my lack of control and neglect of husbandly duties was unacceptable and Miss Barbara should take control of the situation. If she failed, so would our marriage. It was during these talks that Miss Barbara and Miss Carolyn determined my future as a sissy.

Their plan had two aspects: One was to continue and increase the pace of feminization and see if I would go along with it, knowing that if I did so it would probably be for the sexual thrill. And two, if I did go along with the feminization, they would seek to break the association between dressing up and sexual excitement and masturbation.

Needless to say, I did go along with it, and it probably was in large part for the sexual thrill, although it is my feeling that I was already a sissy by that point. Soon I was sleeping in nighties, had no male undies at all, and Jackie the sissy maid had begun her duties. And then, using various techniques, some of which I describe in other blog entries, Miss Barbara did indeed weaken and break the link between dressing up and sexual activity. From that point on, I was not dressing for masturbatory reasons, I was truly and irreversibly a feminized sissy.

Well, that's it for now Happy Sissies, I hope you enjoyed the clarification of my sissy history. Thanks for reading and contact me and say "Hi" if you get a chance. See you next time and stay Happy, Sissies!

Jackie Goodsissy Comes to Twitter!

Hello all my sissy friends!

I just wanted to make a quick post to say that I have jumped into the 21st Century by getting into Twitter! I do hope any of my sissy friends or whoever else that uses Twitter will follow me so I can follow them back. I hope to meet and keep in touch with as many Tweeting sissies as possible!

My name in Twitter is Jackie Goodsissy (big surprise!) and my handle thingy is @JGoodsissy

Is it just me or does "Tweeting" sound like something a sissy would do?

Thanks for reading, Happy Sissies!

Questions Sissies Ask - Why Can't I Feel Pretty?

Sissy Hubby Wants to Look Pretty

I forgot when this came up with an online sissy friend, probably a year or so ago. This sissy felt like (s)he looked too masculine and was afraid that dressing up just made her look silly. As usual, I paraphrase our talk as a "Dear Abby"-type exchange.

Dear Happy Sissy,

I love dressing up, I love being a sissy! Ever since I was a teen I have loved the act of sliding into sexy panties, the feel of a luxurious nightgown, the silky sensation of a slip, anything feminine or girly has always been a weakness of mine. This continued into adulthood and I have quite a collection, mostly lingerie. I can't dress freely but I do get plenty of chances while traveling or when wife is out.

The trouble is that I don't look like a sissy. My frame is masculine, I've been referred to as a "fireplug." I also have a lot of hair, body and otherwise, that is jet black. Sometimes I will be enjoying myself lounging in a pretty nightie and then spot myself in a mirror and the sissy mood evaporates. I see a hairy guy in a girly gown and I am afraid that I just look ridiculous.

I know my problem is small-time compared to some other sissies but it still sometimes bothers me. My wife has said that I am too manly looking and should give up my girly habits entirely, and at times I can't help but feel she might be right. I wish I naturally had a more feminine look but I don't. I love the sissy feelings when I dress up but then I sometimes feel silly, and I hate that. What should I do? Am I too masculine to be a sissy? I love so much feeling like a sissy, but why can't I feel pretty?

Signed,
A Sissy in a Man's Body

----------------------------------------------------

Dear A Sissy in a Man's Body,

I am so glad you wrote to me with your question. I have one primary message for you and it is this: Every sissy that I know, myself included, feels exactly the same way at times, if not all the time! We as sissies adore women, worship femininity, and want to emulate feminine ideals as much as possible. Unfortunately, there is a sometimes-rude reality that all sissies confront: We are still men! Or at least, we are still male, if you know what I mean.

One trait common to all sissies is that we want to feel feminine, we want to feel pretty. Another is that we all feel like we fall short of the feminine ideal, and the truth is, we do fall short. Of course we do, we are not women. But another truth is, women feel the same way! They have a feminine ideal in their mind too, and they also feel that they fall short, and the truth is, they fall short too. The reason is, sissy or woman, it is impossible to live up to an ideal.

It is fine to have an ideal in mind, it is fine to try to live up to that ideal. Just know that you will never be able to. An ideal will always be out of reach by its very nature. My advice to you, dear sissy, is the same as it would be to anybody, women included: Acknowledge that you have this ideal in mind, that it will always be unreachable, and that it is still fun to try!

So don't worry about being too masculine to be a sissy, you are a sissy whether you like it or not. Luckily you do like it! So dress up in the prettiest, frilliest, sissiest things you can find. Strut around like a beauty queen and luxuriate in the feminine mystique. If you need to feel more feminine, do something new. Go shopping and buy a dress, shave your legs, anything new and feminine. And if you must, don't look in the mirror.

Love,
Jackie (The Happy Sissy!)

P.S. - I mentioned not looking in the mirror but really I think you ought to look in the mirror. Even if you don't see the woman you would like to see, you still yourself as a sissy, and it never hurts to be reminded.