So my hair is about halfway down my back right now and has been for years. It makes all the ladies jealous and I even get quite a few compliments from some fellas that wish they could grow theirs.

But after so many years I am really tired of it and looking for something new, something a bit more manly by modern terms. Though long hair was all the rage with those Vikings and no one ever said they weren't manly.  

Sorry for the creepy face.

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Got mine cut about a month ago. Although I mostly got snarky Patrick Swayze comments. This style looks good on everyone: http://www.artofmanliness.com/2009/10/27/the-mad-men-guide-to-a-man...
I'm glad I chose it.

I bet you'd look good with a nice short cut.  I've never had hair that long, but in general, I think most guys look better with short hair.  You have the face shape to pull off a close cut too, I'd say.

My wife is begging me that I don't get it buzzed. So I'm thinking I need something that will probably need some upkeep or something. I am just not used to that at all.

Go for a Kevin Sorbo. 

Get a "Mad Men" or a pompadour.  Both are easy to take care of and quick to wash.

High and tight.

Sounds like you have enough to donate for wigs.  Please consider doing so. 

As a former owner of long, thick, wavy tresses myself my advice would be not to go too short, I did for a year & decided (along with the wife) that too short just didn't look good on me. Keep enough for some bulk around your face.

I also got a lot of "I love your hair! I wish mine was so nice!" from the ladies. 

One time me & the wife walked into one of the local saloons & this guy saw us from the back & yelled "You ladies come on in!" I turned around & everybody saw my handlebar mustache & goatee (my Custer look) & broke up.

He was a good sport though, he bought all our drinks & for giggles, asked me to dance so we did a turn on the floor & got a round of applause :)

I'm no expert, but to me the thing is you have a lot of roundness, and need some sharp to offset it.  The glasses are definitely on the way there, though you might try even more angular frames.  I'm not sure what haircut is best.

Beautiful long hair, but I understand -- cut mine off years ago and didn't miss it a bit.

Thanks for the compliment. I like the haircut that regular joe suggested but I doubt I have the face to pull that off without it looking like a bowl on my head.

I had mine down to my waist, long and straight when I was a Senior in highschool.  One day I said "screw it"  and shaved it all off. I donated it to a cancer charity and it changed my life.  People i didn't know started treated treating me differently, like in a store or something.  It also changed my life.

I say, shave it all off.  Get a tan on your nugget and grow a new hair style you want.  Don't reduce to something, grow something new.   

When you have hair that long as a dude, it sort of defines you...you let it.  You are the dude with the long hair.   Get used to not being that dude any more.  Something else will have to be your thing.   Go bold.  Shave it all off and redefine yourself. 

You will love the freedom.  Washing your hair with a bar of soap.  Never having to worry what your hair looks like, never brushing or blowdrying, hell my wet hair used to freeze in the winter!

You don't have to BIC it.  Just go #2 on the clippers and never look back.   Donate that crap to charity, and i guarantee, your life will be changed, not just your hair.  

- Former long hair hippy, headbanger dirty longhair

I have a friend who grows a ponytail every year, and then has it cut off for a charity to use with cancer patients.  I just found this out about him when I mentioned how his ponytail was gone.  Way to go, guy!

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