Listen to me read this to you here.
Ms. Stephanie Knows Best
I’ve recently had a few callers who wanted to get my opinion on whether or not I thought they were a sissy. Now I know as well as you do that the term “sissy” is rather fluid for me, (and maybe for you!), encompassing crossdressers, transgender men, and just regular girlie bois. If you have ever questioned if you were a sissy or not, I have a few key points that may help you answer that question for yourself. I think that if you are even considering the question then I suspect there is a strong possibility that you are!
You Might Be a Sissy If
Here are some more indications:
- If you have your own collection of panties, stockings, or any other typically female lingerie, you might be a sissy.
- If you can walk gracefully in 3 or 4-inch heels or higher, you might be a sissy.
- If you fantasize about being dressed en femme and being on your knees in front of a real man making love to his cock with your hungry mouth, you might be a sissy.
- If you’ve ever dreamt of walking down the aisle in your very own virginal white wedding dress, you might be a sissy.
Don’t Be Scared, Sweetie… 
Of course, there are many more clues, but each of you has your own individual questions. Despite the fact that I think you may be a sissy, you need to consider the points that have made you question your masculinity. If you are still unsure, that’s the time to give your mistress a call. I can either confirm that you are, in fact, a sissy or help you understand what your secret desires truly mean. If you have any doubts in that pretty little head of yours, I’m more than happy to set you straight….no, not straight…HA….I’m more than happy to clarify your sexuality.
Talk to you soon!
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With all due respect, “Transgendered” isn’t a word, as it connotes the past. It’s no different than referring to someone as “Italianed-American”.
It’s just transgender woman or transgender man.
In any event, the blogs are very cool and I appreciate the fun that is represented.
Thank you for your input. I’m going to go correct it, but I will leave this comment stand so as to inform and educate anyone else who may not know the correct terminology.
1. Yes
2. Not tried, where do you get a size 11.5
3. 50% fantasy. It could be about being made to more than actual attraction. Sexually I feel a bit ‘stuck’.
4. I like to understand what it feels like to be feminine. Also, escape. There is male and female. I am male: You can change the experience and perception but not your genetic biology. I would always have a male body, however disguised it could be.
Hence I prefer to have both Jason and andrea sides. Male is primary.
At least I have the perception of male primary.
One of the first things that made me wonder was girls who sometimes used “sweet” kinds of names for me. “Sweetie”, “Doll”, even things like “cupcake” or “pumpkin. If a female “applied” those kinds of names to me I would feel something – weak, soft. I felt like they must know. I felt as though there was something about me that must have invited those kinds of names. I knew they were not names girls would call other kinds of guys. I do know I always, always, always, had a total fascination with panties, bras, and slips. Really all of it.
Owen- I think as Ms. Kay Marie said, it’s not the outward trappings, it’s who you are inside. Obviously, the girls who nicknamed you sweet things could sense you were a softer sort of person, maybe not fully understanding. Now, of course, I’m sure it all makes sense, right?
Yes, it makes more sense now. I guess it was like the girls could tell or sense who I was before I could. I could just sort of “tell” they thought of the other guys differently and seemed to think of them more as “men”. I recalled girls talking about their attractions to men while I was right there in the room -and sometimes they were quite explicit and open about it. I sensed they saw me differently.
I can honestly answer YES to all 4 questions. My wife is very encouraging of my crossdressing, especially when I clean the house in a sissy maid uniform. We’ve even discussed a possible wedding renewal where I wear a wedding dress. Swoon. But I can’t bring myself to tell her about my fantasies of men & their cocks. I’d like nothing more than to go out with my wife as girlfriends to pick up a man and make love to him together. If I’m lucky I’d both cleanup some creampie and lose my anal virginity. And if I’m VERY lucky, it would lead to a lifetime as a sissy cuckold.
Sissy Christina- you never know if the thought will occur to your wife to take things to the next level. Here’s hoping it happens for you, maybe even in this new year! There have got to be ways to drop hints that sound innocent. If she ever uses a strap-on, you can certainly drop hints then! Good luck!
I have to agree with Ms Delia, if you put them all together, there’s really not much question about it ~ you’re a sissy. But I have to add, I think being a sissy is also a mindset. Take away all the make up, the pretty clothes, matching bras and panties and killer heels, and a sissy is still a sissy! (I will also say, I get a little jealous of the way some can rock those heels ~ I’m quick to take them off!)
Ms. Kay Marie, I’ve got to agree with you, it’s what’s inside that counts, making one a sissy no matter what the outside looks like. As far as the heels, same!! Two inches or a little more is my happy place, otherwise, they come off when I get home!
Ms. Stephanie,
Taking separately any of those might be highly suggestive of sissydom but put them all together? He’s definitely a sissy! Actually, I’d say being a sissy is their lot in life if they answer yes to any two of them!
Ms. Delia
I admit I am a cream puff sissy. Especially with my masseuse talking me in buying 6 blouses/giving me 5 of her old bras/having me use same facial lotions she does along with her using perfumes mixed with lotions on my massages and cheeks. She’s taken pictures of me with lipstick/makeup/dresses with her phone and said after holidays she wants to take pictures of me with her blouses in which I’ll wear my makeup/lipstick/bra/breast forms/wig. I asked her to take control over me this coming year and she said she would and said being a cross-dresser is who I am and meant to be and to accept this as it makes me happy. She’s too hot/sexy and powerful to say no to. She does have her nails firmly dug into me with no intention of ever letting me go. I do belong to her as her cream puff girl.