Crossdresser or Transitioning

Strictly a Crossdresser.

At the age of around 16 or 17 the thought of exploring transitioning was nagging away at the back of my mind but looking back I was never serious about it.

I had loads of time on my hands and every opportunity I got to dress I took. I got more and more daring and confident when dressed so maybe that was the reason I was thinking of taking things further.

Then I got a job, girlfriends followed and loved my sport. Had a great time into my 20’s. Love being a man, dad and husband but still love my girly time too.

In my earlier years I may have wondered about transitioning.  When I look at it now I feel like I'm somewhere in between.  There are days I like being a "man" and there are days I can't feel feminine enough even if I still look like a man in a dress.

Just a crossdresser with the heart that dreams of transitioning. My age basically prevents such a change but most importantly my relationship to which I cherish and is the main reasons. 🌷

I love CDing.  Many years ago things were quite different.

Alice

I'm strictly a Crossdresser...now.  There was a time (a long time ago in a life far far away), where I seriously considered transitioning, looking into  therapists, doctors, costs, procedures, time involved, and reading about a number of successful transsexuals.  If things had gone differently in my life, I might have at least started transitioning. But life didn't work out that way.  I married, had a child, divorced, and wound up with (eventually and fully desiring)  custody of that child.  Being a single parent makes you seriously reconsider major life events. So, I married again (this time it took!) had some more kids, and now I've come to accept where I am.  I think I still have a few years left to work and enjoy my desires, so I'll stay what I now am.

There was one moment that might have changed my life.  I got a degree from a well known university and at the same there was professor in another department who had previously transitioned but kept it quiet. Eventually, upon reading alumni news I discovered who it was and if I had known about her I might have looked her up and talked to her.  Sometimes all that is needed is a little encouragement from someone else.  Facing the unknown by oneself can be disheartening at times. I'm glad there are places like here.  Maybe if they existed back in that distant (galaxy and) past, things might have been different for a lot of us.

i would transition tomorrow but i have hurt my wonderful wife enough for a lifetime

I am a crossdresser who briefly considered transitioning and ruled it out due to a long and awful medical history which includes a triple heart bypass.

Alice Black

Years ago I wondered if transitioning might be right for me, but since coming out to my wife and dressing more I have realized that although I have a strong femme side, I do also have a male side that I would not be willing to reject.
Now I just need to find the balance.

I would love to transition but im afraid. I don’t know what I’ll do. I have a young son and now his mom and me aren’t together. She doesn’t accept any of this. I have a very good business and career though too but have thought seriously about selling everything including my house I own clear which would give me a very significant amount of money going away for a couple of years or a bit more fully transitioning though I don’t think I’d get bottom surgery but I would do everything else to make me look as much a genetic woman as possible and then slowly easing back into my business as a completely different person and hoping nobody would realize who I was

When I was young, I was such a misfit in the guy world that I wondered whether I was "supposed" to have been a girl; but I did OK for the next 60-plus years as a guy.  Now, my age and medical history make it impossible; otherwise, I would be thinking about it, at least.  Never know for sure what my answer would be.

Bettylou

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Hi Kathleen !

I selected cross-dresser only. I have been spending plenty of time wondering if my upbringing had been different would I perhaps have felt different if I could have embraced the feminine things as a child and what if I had at least an open minded parent who was willing to let me explore some things..... There is no way to tell. I only know that I suppressed any feminine feelings and desires for so long and I that I was wrong for feeling that those desires were wrong and so it goes round and round.

There is something I am sure of..... I really need that white dress with the pink flowers..... and shoes..... omg the shoes....

Hugs

Autumn

Autumn

Hey girl!!  Are we dreaming about a white dress with pink flowers again!! "Oh you silly "

Very pretty indeed 😁...

I am a crossdresser only because I enjoy certain parts of being a male.  My feminine side comes out when I dress but has to go back in as no one knows other than the ladies on this site.  I may have thought about transitioning earlier in my life and I tried some aspects of the female life but due to my age and family situation I am perfectly content just crossdressing.

Definitely on the path to transitioning but I expect I will not go the whole way.