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On Life, Love and the Pursuit of Happiness

The Guys' Guy's Guide to Halloween

Robert Manni - Friday, October 27, 2017


For one day every year anyone can dress up and apply a bad spray-on tan like Donald Trump or wear a Kim Jong Un mask and knock on stranger’s doors carrying a little basket while asking for candy. And no one gets shot.

Sounds crazy when you think about it. That’s because Halloween is one kooky and crazy American holiday. On this day straight men can get dolled up like Katy Perry and a shy woman can dress like a dominatrix and no one bats an eye. Add copious amounts of alcohol and a big parade like in NYC, and you’ve got the making of a real party. On Halloween, America really cuts loose and goes for it.

All of this freedom to masquerade can be as intoxicating as the punch served at the parties taking place across the country on Halloween or the Saturday night before October 31st.  But, when you mix sexy devil costumes with alcohol, things can go very right or very wrong. With this in mind, whether you’re single, married, or a parent supervising your kids I offer you a few Guy’s Guy tricks and treats to get you through this special day in fine form while also staying out of jail. 

Here is my GUYS’ GUY’S GUIDE TO HALLOWEEN.

1. Don’t wear your costume to work – You might think your Guy’s Guy recco is too boring and stiff, but there is a big difference between attending a party in monster costume and walking the halls of an insurance company dressed in Spiderman tights. Sure, you will get some laughs, but in the office, they will be directed at you rather than with you. So unless your boss throws down a directive that everyone on her team must dress up, don’t do it. And if you are pressured to play along, don’t do the spray-on tan and orange hair like you-know-who. That or other politically charged costumes can be polarizing. Who wants a Halloween costume to ruin their career?

2. Be original, but don’t dress like a tampon - Remember, when others zig, Guy’s Guys zag. That goes for the ladies, too. You want to avoid costume concepts that are too gross or too obvious, like DT. For example, if you want to get political outside the office, instead of dressing up like Trump, go as hybrid of Jeff Sessions and Granny Clampett. Now that’s original, and you’ll get some laughs. You might not get laid, but you will get laughs.

3. Don’t drink too much – There are few things more disgusting than watching someone dressed like a zombie barfing on the sidewalk at 2am. That’s too scary, amigo. And if you want to get cuffed by that hot blonde in the cop’s uniform, you don’t want her to slap them on you because you’re too smashed. Have fun, have a few drinks, but know when to day when. Having the spins while you’re dressed like the Mummy is not a lot of fun. And that reminds me—make sure you can slip out of that costume easily if the opportunity arises.

4. Stay aware of your surroundings – Right after college I attended a Halloween party in Palisades Park, NJ. I dressed up as samurai warrior, complete with a real sword given to me by one of my dad’s business associates and eye makeup that made this Caucasian look…Japanese. No, I was not politically correct, but this was before everyone got so sensitive. And I did not know the party was in a predominantly Asian neighborhood. I knocked on the door of what I thought was the party, but was the wrong apartment. An older Asian lady answered the door, took one look at me and started screaming and waving her arms as I backed down the hallway. The point is, know where you are. If you are a good-looking straight guy, don’t dress up like a hot woman and go to gay bar even if your gay friends think you’re cool. You might end up in the arms of a hairy guy wearing a leather vest and chaps that wants to break you in, if you get my drift. 

5. Consider giving something healthy to the neighborhood kids – Fortunately, nowadays you can buy organic versions of almost anything, including cookies and candies. I realize this is a more expensive and can be a pain in the butt, but it’s worth a thought, especially when you look into those kids’ bags and all you see are the mini bags of M&M’s and other sugar-laden “treats”. MILF’s will love you for it, also, even if you’re already taken.

6. If you’re dating, consider couple-themed costumes – Brainstorming a costume theme with your date can be a great creative bonding exercise, especially if you can rock a cool couple’s concept that brings out the best in both of you. I’m not going to get specific and suggest the old standby cowboy and cowgirl outfits or Mr. and Mrs. Howell from Gilligan’s Island, but you get the idea. Have fun with it and she’ll love you for being a good sport.

It’s Halloween and you want to cut loose and go nuts. By all means, do just that. But keep in mind a few of your Guys’ Guy’s tricks if you want to get some of those special treats from your lady.

This week’s GUYS’ GUYS of the WEEK are all the moms and dads who take the time to help make Halloween a really fun experience for their kids. That includes finding out what the kid wants to be on Halloween and also putting together an interesting costume no matter how crazy the kid’s idea may be. And hang on to your carrots because my son rejected the policeman’s outfit he received for his birthday. He’s decided that he wants to go as a bunny rabbit. Mom, help me!

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