After 40+ Years of short hair, I finally let it go. Didn?t cut it from November ?19 - Oct ?20. It was already longer on top so I was able to get it all into a pony or thick man bun. I cut it for a few reasons and my wife was sad I did so. Honestly it was soooo hard to cut and I didn?t get over it for a month. Pretty pathetic that I let it bother me like that. It?s just that I wanted it so bad, and just as I was able to really enjoy it, I cut it. This cut wasn?t crazy short though, so now that it?s been nearly five months, I?m chasing that pony again. The wife braids it and I?m hoping to keep it for reals this time.

I keep kicking myself for cutting it, because Covid is still out there, at at this point it would?ve been probably 13-15? long and lovely. I hope I can do it. Biggest issue is work, as I?m in business, and not another soul has long hair. A couple women have encouraged me to do it and have said ?so what, let it go. When you have it, enjoy it!? It is a bit annoying that guys can do the beard thing, and are actually quite sloppy looking...so why not long hair, if I keep it nice?

I have noticed though that people are kinda getting used to it being longer, so that may help. The biggest thing is keeping it styled and trimmed appropriately, so that it?s shaped right...and then over time, just keep it going. With this approach I should have my full hair into a bun by July. Hoping to return and report!

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Quote Originally Posted by CharlotteCD View Post
I'm letting mine grow out, however it's slow progress - I'm getting the usual half and inch a month. It's going to be at least another 4-6 weeks before I get it trimmed, so I'll be beyond my eyebrows for my fringe.

If I lengthen my hair using faceapp, this is my natural look - very different to my current presentation with my wig, and far closer to my male appearance.
Mine is currently like yours...a little fuller and about two three inches shorter (basically a short bob at my mouth length)...you and I have similar face shape, so honestly a bob is a decent look. For “passing” bangs are preferred to help the brow, but there’s no way, I’d get bangs....maybe some longer layers to frame the face, but couldn’t do the bangs...I will say that I, my wife, and my friends were surprised how good I looked with my hair tied back. You can’t get that look my just brushing the hair back or wearing a hair band. Tying it back actually gives a softer feel, if done right. Even my conservative father liked it, so yeah, totally pissed that I cut it last year.

My plan was to have long hair before end of Covid...there would be no time to hear “you need a haircut, etc” because it would already be at length. I HOPE to still have enough length to play that strategy.

People sometimes like change...which is why women and men often get compliments for the sudden change in getting a short hair cut. If they see you gradually change w/long hair, the effect isn’t as strong.

Good luck Charlotte