Telling my sister

[Kittie]

You might try telling her through an email, Kittie. But don't warn her that you are usually cross dressed at home, as this might keep her from visiting, if she's not particularly keen on the idea.

Thanks I will think about that. She skyped me tonight smd I had just changed into fememt tops and skirt but the top hald only showed and it wasn't too obvious

[Carly]

Kitty,
I don't think getting caught is ever a good way to break the news.

[Kittie]

Thanks for the advice Carla "You might try telling her through an email, Kittie" I thought about this last night & today and have prepared and e-mail but not sent it. It reads:-

Katie
I think the time has come for me to come out to you on a certain matter which you might have already had a thought about and not said anything to me.
For the last few years I have at certain time cross-dressed and worn feminine garments. It started with a bra when I realised from a photograph that when wearing a tee-shirt my boobs hung down rather obviously. I didn’t tell Mum at first but did get caught out about 8 years ago and have worn that item openly with Mum’s knowledge since. A bra does support my boobs. They are reasonably plain and practical items and not fancy.
My cross-dressing has gradually increased over the years to some female vests and several tops. I was wearing one top last night when you skyped, a light blue M&S fitted blouse with a female tee-shirt over it. I have found panties more comfortable than male pants and now I only use panties but they are plain white, black or natural and normal cut and not fancy and really are little different than male ones!
When I was working I used to use tights in winter to keep warmer on outside jobs and wore them quite openly but now when I can I use tights or knee-highs as an item of wear and in winter heavier ones. They are black or natural. I like the feel and they enhance the looks.
I have a couple of skirts which I wear in the confines of the house in the evenings. I took advice from Mum on length and style and she likes them and I have the hips to wear them. I also have some femme slacks which I wear more often than the skirts. Mum has complimented me on my choice of items. She has passed some down to me!
I know this may be a bit of a shock to you but please realise that I have realised that I feel very normal cross-dressing and feel there is nothing nasty, naughty or perverted about doing it. I don’t go outside the house wearing CD except underwear and tights. When wearing my body seems to fit the femme wear in the right places. I am size 20 & 44B, 16 for panties/briefs
It may have started off a long-time ago since my closest friends in life have been my Mum, Mum, Doreen and you. Mum has been helpful and accepting. Some years ago we thought about both wearing nighties and she was going to make one for me, I actually find it comfortable, and when we actually got round to it she bought one for me and I think the more general cross-dressing developed since then.
Please don’t be too shocked and take me still as dad. I felt I had to tell you before I got caught out
DAD

What do you think about that? My daughter is 40 and not married

[Anthony Simon]

What does your wife think?

[Kittie]

I haven't told her of my intentions. She accepts the CD ok but perhaps I should think about telling her about my proposed e-mail to my daughter. I feel I have held it back too long with Katie and need to tell her. I would value hints/comments before I actually send the e-mail

[Carly]

Kittie,
I'm no expert but do you have to be so specific at first. TMI can cause an overload.

[Anna]

Kittie,
I'm no expert but do you have to be so specific at first. TMI can cause an overload.

Hmm, that's a good point Kittie. Back off on the details until the first wave has been taken in.

[Anthony Simon]

FWIW My instincts have told me this is a bad idea since you brought it up, Kittie. One of the reasons to talk to your wife about it is that it's going to affect her too. So she'll feel entitled to an input. She also knows your daughter better than any of us here (because none of us know your daughter), so she's going to know stuff that none of us here do - and from that perspective may feel insulted if you don't consult her.

[Kittie]

Thank you for all your helpful comments. I will re-think the content. I had already decided that consulting my wife was a good idea. I still feel i need to tell her!

[Kittie]

Here is my modified e-mail (I haven't sent it yet)

I think the time has come for me to come out to you on a certain matter which you might have already had a thought about and not said anything to me.

For the last few years I have at certain time cross-dressed and worn feminine garments. It started with a bra when I realised from a photograph that when wearing a tee-shirt my boobs hung down rather obviously. Mum knows about it. A bra supports my boobs. My cross-dressing has gradually increased over the years to some female vests and several tops I have found panties more comfortable than male pants and now I only use panties and really they are little different than male ones! When I was working I used to use tights in winter to keep warmer on outside jobs and wore them quite openly but now when I can use tights or knee-highs as an item of wear and in winter heavier ones.. I have a couple of skirts which I wear in the confines of the house in the evenings.

I know this may be a bit of a shock to you but please realise that I have realised that I feel very normal cross-dressing. Mum has been helpful and accepting. Please don’t be too shocked and take me still as Dad. I felt I had to tell you before I got caught out

DAD

[Martina H.]

Hi Kittie
I am sorry to say but I think that you are still putting a little to much detail into the proposed email to Katie. I would be more inclined to write it as below, after speaking to your wife if she is ok for you to do so.

Hi Katie
I have been talking to your Mum about a few things and we have aggreed to let you know a little bit about myself that not many know. You see over the last few years I have found that I like to wear womens clothes at times at home, I hope that by me telling you this will not upset our relationship, I was thinking that it would be better to hear first from me than for you to catch me dressed. I would like to give you a little time to take this in as it will be a bit of a shock and hope that you can understand and accept this part of me. You are welcome to have a talk with your Mum if you would like to before talking to me.
Love Dad

[Carly]

I agree with Martina

[Kittie]

I agree with Martina

Carla, Martina etc. It is a well written alterantive whih I could use.
However I was brave enough to chat about it with my wife this morning and we felt that a face to face chat with Katie would be be a better way to tell her. We mutually agreed I should tell her before I get caught out. Katies lives in London so next time we go go to see her, probably November since we have just spent a week there we will broach the subject.