To continue on the last blog – I did some extensive sissy shopping this morning.

Shopping with Sissies

This morning, I went online shopping with one of my favorite sissies and her style in clothes is probably even more diverse than mine! We were looking at cosplay costumes, lingerie, babydoll sets and the frilliest panties. It was a lot of fun as we were pouring over amazon and other sissy sites that I’ve learned about.

So I would like to know…

What is Your Sissy Style?

So when I say sissy – I say that this is more like a frilly style – you know: the ruffles, lace, petticoats and silk. Crossdressers I know will not wear all these things – at least some of them – and maybe once in awhile will put on something especially frilly when the mood strikes. I am talking true blue sissies who pretty deeply into this type of style but even that can overlap.

I’d like to know some of the styles that you might wear – more conservative, cosplay (anime, etc), extra frilly, sensual – how would you describe your style? I know this is tough when you’re a sissy and you like so many different kinds of clothes. I know it’s hard for me to narrow down exactly how to describe my style but if I did have to pick one word – I’d say sexy. Whether it’s jeans or that more fetishy outfit – I just like “sexy”.

Sissy Toys

I have learned a lot about sex toys over the years which makes me somewhat of a toyologist – having so much knowledge about it and they come out with different ones all the time. This morning, I played with a remote anal plug and was able to control it. It was a lot of fun doing it and this really is my favorite way to cock tease and taunt. I also find that I want to deny sissies too because get this – it makes them MORE sissy just to have that ability to deny and say – no, you can not have your sissy cummies.

You must work for that!

What kinds of toys do you like to play with? I’m wondering if there is something I haven’t heard of before.

What Kind of Roleplay do You Enjoy?

I’ve done many sissy role-plays since I have been here and I always love boss secretary, or teacher student. Something about having to train a sissy to do what I want is really the most fun – especially when your job or grade is at risk. I actually love to train and tell sissies how to behave and dress. I’ve also done lengthly role-plays about having a House of Sissy where, in the fantasy, you come and live with me and we being the journey into your slow transformation of sissy training which includes many things. I love to involve all the senses: touch, sight, smell and even sound – the touch of satin, the sight of pink, the smell of flowery perfume and the sound of your sissy sighs when I take you with a strap on. (giggling).

What Made You Become a Sissy?

One of the first questions I will ask a new sissy is – how did you start? Usually it was stealing panties or something you saw in a video – or maybe it was simply you love the way women look and wanted to emulate them as much as possible but ended up in the world of sissydom. Whatever it is – it’s okay and I love to hear the beginnings of your journey!

I’d love to hear your comments or feel free to email me about this and let’s start your sissy training.