Yes, age aside, it's going to look cheap and tacky, especially with those shoes!
These days, high heels and legs out just looks dated and too 'try hard'.
I saw a woman yesterday heading into the city on the train- she was probably in her 40s, slim, attractive etc. However she was wearing high heels, bare false-tanned legs' playsuit and leather jacket. I first noticed her because her legs were practically blue: it was so cold! Then I began to wonder why she dressed like that? Everyone else was wearing thick tights, jeans or trousers, big coats and hats and scarves- even those who were dressed for going out all day and staying its the evening were reasonably warm looking.