Oh gosh, I thought this was going to be about a 69yo balding chap wanting to grow longer what hair he still had*!
Of course you should grow your hair. What’s the worst that can happen? You decide you don’t like it so you can go and have it chopped off again! Mine has been in a bob style for years but it’s grown to shoulder length during lockdown and I’ve kept it at that sort of length.
My hairdresser pointed out that because my hair has become coarser and frizzier, the extra weight keeps it down and looking neater.
*Of course men can wear their hair anyway they want, but I have to say my mid-60’s brother’s thin, grey, scraggy plait that emerges from the back of his balding pate isn’t succeeding in making him look as edgy and youthful as in his dreams. 