I feel I look lots more feminine since I retired. I still live in trousers - I do have a couple of dresses but long and only for a posh occasion. I agree about long skirts but the main thing for me is jewellery - I now always wear a necklace of some sort even if only a silver chain and a ring on my right hand, I choose my jewellery to match whatever colour I'm wearing and instantly feel more special. If you don't own much jewellery, join a local craft group and learn to make your own, it's great fun and you get the company. The other thing for me is heels. I can't wear really high ones any longer but they must make a sharp sound as I walk. None of this rubber sole creeping about stuff. I sound confident when I walk so I feel confident and that makes me feel more feminine for some reason.
I also agree about growing your hair. I always wore mine short for work, very business-like, no complicated sets and quick to do, wash and wear. My son got married shortly after I retired so I grew my hair to mid length for the wedding and had it trimmed into a softer style - not quite instant but a cheap and easy way to do it. I seldom wear make up and then it's only on my eyes. But a dab of moisturiser at night works wonders to make your skin glow. If you see an offer of a free makeover (preferably with photographs - you don't have to buy them), go for it. I won one and couldn't believe how glamourous they made me look. I can't achieve the same look but I have the memory. Otherwise go to Boots or Debenhams and have a trial makeup, most of the brands do them and it's fun to see what they do and how, again you don't need to buy much. Tell them what yoiu want to achieve and they'll show you how to do it.
The other thing you could try, maybe ask for it for Christmas, is a colour makeover. I went with Colour Me Beautiful but there are others. As your hair colour changes so does your skin and you may need to change the colours you wear to look your best. Again, tell them what you want to achieve and they'll show you how.
Whatever you decide to do, go for it, enjoy yourself and IT WILL WORK.
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