Like many guys in the 70s, my hair was below my ears. Since the mid 80s, I have had a basic cut, rarely letting it get more than an inch below the top of my ears. I am a bit more lax about getting a trim in my retirement years. It got quite long early in Covid, and eventually we had a stylist come to the house and cut our hair in the backyard.
Pretty much a mop in grade school and then cleaned up a little in high school. I used to have really thick hair, so it didn’t do much.
After graduation, I moved to Florida for summer work and got a perm. Since my hair was so thick, it never took. Glad that happened, I would have looked goofy.
For the 20’s through late 40’s, short all over, part on the side. Now it’s mostly a buzz and try to maintain the little bit I have.
mom-done side part through high school
some mix of the above style or buzz cut from college through to late 20s
full mohawk for a couple years
have toned it down to a faux hawk, hair has learned, no product required
next week I’m in a fashion show (they’re clearly scraping the bottom of the barrel) and I’ve told them they can do whatever they want to my hair, zero fucks given
We will need a photograph of this, please.
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HS/college years were in the late 80’s… and I had the standard look in those days for guys – middle part, combed back at the ears, length slightly below the collar in the back). It’s also when I had the most hair 
Going away to college I remember getting a haircut at a new salon-like place. The guy had apparently never seen that much pure/natural black hair before and kept on running his fingers through it and openly admiring my locks. It made me uncomfortable. I didn’t go back.
Astor Place, NYC (fast, cheap, walk-in, no appointments) was my usual place and I went there for years. Hairstyle had changed to be more professional sometime around grad school and work. Hairstyle was short in the back and sides, enough length to play with on the front/top. Then my Astor Place guy opened his own shop in the Village and I went to his shop for many years - getting the same haircut. Even after moving to DC/VA I’d time my haircuts to be when I was in NYC. Then onetime he wasn’t at his shop. I never got a straight answer from others about when he would be back but he never came back. I figured some shady Russian mafia type of ending befell him. 
Found a new guy in VA that I’ve been going to since. He believes my Russian mafia story about my previous guy. In his words, barbers don’t retire - they go until they die in their chairs.
As for my style/cut, I still tell my current guy to give me the usual – short in the back, and sides, leave it a little long on top and front. Except there’s not much on top/front these days. 
in high school I had OCD about it being neat but this meant allowing it to become oilier than it should so that the side part of brushed up fringe set pretty tight.
Late teens started to let it get a bit longer though the same obsession remained. Once it became long enough to tie back I leapt on that. The strays still annoyed me. I continued with the pony tail for close on 8 years when on holiday in Canada my future wife convinced me to cut it. Was amazed at how quickly it dried (one flick of the towel and it was done). This was just before starting my multisport journey
Never really settled on a style. It’s varied between shaved to two inches long. Currently buzzed to a zero. Greyed quite a bit but still pretty full. Though the buzz is great for low maintenance it does make me look like a felon.
As the other 70 plus here I missed the 60’s-70’s counterculture wave of long hair with a regular short haircut, always tapered in the back with a left hand part my entire life. I now avoid the barber and go with the self sufficient old man buzz cut while allowing my wife the final inspect and touch up cleaning to those inevitable missed spots.
Looking good!
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as they say in these parts, phwoar 
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Bowl cut done by dad until middle school. For a guy who was the son of a professional barber, he gave pretty bad haircuts.
Buzz cut for much of middle school and high school. Grew it out a few times here and there.
Middle part with hair down to ears-ish in college. Sometimes bleached. I think I had a deluded sense that I’d look like a combo of early David Beckham and Sick Boy from Trainspotting.
Bland, short-ish, comb forward and slightly tousled for most of 20’s and 30’s.
Started shaving it down to #3 or #2 in my forties as some balding set in. Not a big deal, easy to care for, but I wish I still had a reasonable hairline. I don’t particularly care for how I look now with an almost-shaved head.
I just took my son to get his first haircut. He’s almost 2 and was sporting a ridiculously bad baby mullet.
He was a champ during the process but I admit I cried like a baby. It totally changed how he looks. He doesn’t look like a baby anymore, he’s just a little dude now.
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wimsey jr (age 8) has had a mullet for nearly 2 years now. He loves playing hockey and wants the hair to go with it.
I’d never tell him this, of course, but I don’t like it. IMO, it makes him look like he should be living in a double wide just off the interstate. I’m hoping the phase passes at some point.
If he’s going to sport a mullet, you might as well get him a pair of these to go with it:
I’ve been pretty stable with a high and tight “undercut” with a couple inches left on top and combed to the side for the last quarter century, with the occasional foray into a buzz cut. My job requires a neat and tidy haircut although I would prefer something a bit shaggier.
In the grungy 90s, I had flowing curly blond locks. The womens loved my hair, or so I was told. As did the gay boys. I remember a party in the decadent 90s in which dranks were consumed and my GF at the time was running her fingers through my hair when one of the party hosts flopped onto the couch and complemented my hair and began to run his fingers through my hair. I didn’t catch on at all what was going on until my GF pointed out a bit later, after we had wandered off to a park down the street for a bit of quiet time together, that she had competition. My drunken mind pushed back a bit, “he’s just a nice guy.” She retorted, a bit more sober: “He is and he wants a piece of you. Take it as a complement.” Which I did. This happened 30 years ago and I remember it vividly.
Anyway … I radically buzzed my hair a year or so later. I was tired of hair in my cereal. My old man hated the long hair; he was a Vietnam era vet and associated flowing locks on a man with his time in the army. I remember being on the couch at my parent’s house watching TV a day or two after the shorning. I hadn’t mentioned it. He walks in a does a sudden doubletake, as if he momentarily didn’t recognize the now nearly bald dude on his couch. He recovered quickly and never mentioned the hair.
I’ve kept it short ever since. My blond has tarnished to a dishwater blonde tinged grey. Silver fox I ain’t, though my wife and 9 year old grandson throw the term about liberally.
0-10. I had no say in the matter.
10-16. Long hair.
16-19. Buzz cut, with a 3 mo. period where I had a mohawk.
19-21. Mormon missionary.
21+ Mostly short, now buzzed, with me finally embracing my receding hairline.