Phili,
I crossdressed for years with a beard and was perfectly happy with my look but I don't go out dressed so it was only my opinion. Personally I think that it is entirely up to the individual as to whether or not they have a beard and crossdress - I congratulate you for having the courage to go out like that.
Also I don't agree that crossdressing is all about leaving your maleness behind. For me it is just that I love to wear pretty soft colourful things - the tugging of suspenders, the hug of the bra and the swish of the skirt are what do it for me. I know that a lot love to be seen as, and feel like, a complete woman - and there are some stunning examples of that here - but I'm not that, I'm just a man in lingerie and a dress.
As for shaving being a chore - I always felt it was but since shaving my beard off the other day I really do like my look so much better. I suppose being retired helps as I don't have any pressure on me to get out the door in the morning - I can take my time. I'm a little tender, which is only to be expected after 30 years of not shaving, but I'm sure that will go in a few days, and I'm using L'Oreal Hydra Genius Liquid Moisturiser mornings and nights to look after the skin.