Top “The DeSoto is warmed up and I’m waiting darling” photo credit: Marc Banks
Dressing “well” is a means to an end. Not the end. So once you put on your favorite shoes, maybe a nice watch, and a suit or a jeans/shirt/sweater/blazer combo… what’s your favorite thing to go and actually do? Is it:
– Meet a date for cocktails?
– Get dinner with friends?
– See a show?
– Hit a big charity event that’s going on?
– Explore a new city?
– Stay in and make your significant other a nice meal?
– Play poker?
– Run into that girl who dumped you in high school who has since developed a transcendent relationship with Red Lobster Cheddar Biscuits?
So what do you love to do when you’re looking sharp? Yeah, it’s a real general question, but be specific if you’d like. We’re headed into a weekend here. Might inspire someone to try something different, or, help us appreciate what we’re lucky enough to be able to do.
Dinner and/or drinks with friends. Going out gives me an excuse to step it up a notch. I’ve worn uniforms for work my entire adult life so it’s nice to dress up in my off time.
pose for pictures that i can post to the internet on styleforum/my blog
When in a suit for an event, head over to a karaoke bar, and enjoy the looks on people’s faces when the person least expected to rap that evening starts rapping.
-Get dinner/drinks with friends
-go (window) shopping (less likely to get the “get out of my store, you tourist” vibe)
Honestly not sure what else I do besides go to class and work but it feels nice to look nice
Go to a museum, a show, or a concert – All good excuses to look sharp. Always food/drink associated with any of those things in my book.
Enjoy a good cocktail at a nice bar with good friends and (hopefully) beautiful women.
Coming out of a bad break up, I decided to reinvent myself, and I have to admit, when I get dressed every day, I’m hoping I run into my ex at the market or coffee shop, just to show her what she missed out on.
That said, I like exploring new places when I get dressed up, something about going somewhere new and just walking in and owning it in a blazer or good sweater and tie, just fits so well with me.
Art gallery openings!
Joe, the obvious answer: your mom.
I enjoy simply walking through the city, going out for a bite to eat, and even shopping for groceries while well dressed. It adds romance to the routine.
This is exactly what happened to me. I realized I should have started dressing like this earlier. I love the attention it gets.
“- Run into that girl who dumped you in high school who has since developed a transcendent relationship with Red Lobster Cheddar Biscuits?”
Hahahaha, good start to my day.
To Answer the question, I’m a big fan of dressing sharp in a new city. I hate feeling like a tourist, and I feel looking nice is one of the best ways to avoid that.
I like to turn on the SideCar app and give people the Uber experience at a discount. Folks get in the car and say WHOA!
Get a nice steak with some friends then head out for cocktails after.
everything… life is just better when you are fresh.
DAD?!?!
Get drinks at a fancy cocktail bar
I hold doors for everyone. Am I not supposed to hold doors for men?
I enjoy wearing the clothes for the sake of wearing them. You’re a man, you have a sense of style, so be proud of it! I enjoy going to different events, surprising the girlfriend with a night out, and just simply being a guy with nice clothes. Clothes maketh not the man, but man can sure maketh some nice clothes.
Walk the streets of NYC ..grab some food
Best reply ever to the “your mom” joke. Kudos Joe.
Get dressed up and sit on my couch getting cheeto dust all over my clothes
I don’t know why you’re knocking them, those Cheddar Bay Biscuits are effin’ delicious.
I find that dressing well makes me more interested in doing all things better…from work, to networking, to running errands. I feel and act more like a grownup, and others look at me and treat me as such. Except poker…cards bore me to tears.
Cheers to you, Mark. So do I. Absolutely nothing wrong with holding the door for anyone and everyone.
Taking my girlfriend out for cocktails and taking in some live jazz.
I wish I could “like” that exchange between Joe and bruschetta…
Go to a wedding and hit on bridesmaids.
Nowadays, the times I dress up are mostly for weddings. But looking sharp for post-wedding cocktails is always a plus (and gets you better service).
Have season pass at the orchestra, typically hit up the same bar afterwords for late night fare. Fun to pair high and low and finish the evening off with chili cheese fries.
As a college student, I enjoy dressing up for final exams.
PRECISELY. Tastebud crack.
Once performed the absolute most god awful rendition of “It’s Tricky” while dressed up. As Marty McFly. But yes, hit em’ with what they ain’t expecting. Applause to you sir.
Drop the blue book like it’s a mic and you just killed it. Love it.
He’s one of a few that could get away with that 🙂
It ain’t easy… bein’…
I smoke cigars and always love to slap on a nice shirt and my casual blue blazer when I smoke.
I’d say the best, when possible, is dinner with a classy lady, followed by cocktails at a swank bar.
Taking on a task you know is not going to go well. I once ran into a college friend dressed in a full suit (a rarity on campus, as I’m sure most of you know). When I asked why, he said “I’m about to take an exam I’m sure to fail. I’m still going to fail, but now at least I’ll look great doing it.”
Go for a walk and grab a Manhattan at the local martini bar…and those cheddar biscuits are like crack!
+1. I did “I’m On A Boat” in a suit. Definitely got some weird looks at first but also got a nice young lady’s #.
Very favorite activity is going out with a girl, with the goal being wearing nice clothes will make it more likely you get to take them off 😉
Second favorite is drinking. There’s something about drinking in a suit that’s just more fun, whether it’s PBR or Blue label, a dive bar or a fancy bar. Or maybe I just watch too much How I Met Your Mother.
Go somewhere public where other people aren’t dressed up. It’s fun to see the reactions of people at the mall when you’re walking around in suit (especially if you can get some buddies to join you).
I really enjoy going to a diner wearing a tux after I sing a concert or some other black tie event. If I am feeling particularly tired and aristocratic, I will untie the bowtie.
Head downtown and let my desires determine my journey…gets me into all kinds of fun situations.
Going out for a walk, grabbing a bite to eat outside, and even going shopping in a nice, high-end department store. Primarily just taking a walk though.
Definitely for a weekend dinner, cocktails, bars, and lounges.
I like dressing up and discovering new things in the city, maybe catch an art opening. I really love going to a nice bar or restaurant and eating alone, beautiful women always glance at you when their sitting there with their badly dressed douchy date, some might even slip you their number while their date is in the bathroom.
For me, explore a new city. I always pack too much when I travel, but I feel that I gotta look good in the eyes of strangers!
Justin
http://www.thewalkntalk.com
I tip my hat to you, Joe. Nicely done.
…lonely?
Joe knows that I don’t have a malicious bone in my body. Also, he’s pretty much the king of “your mom” jokes. My favorite one is still on the Measurements page: https://dappered.com/2011/07/joes-measurements/
It’s easier to blend and fool the establishment that I’m a well meaning, well-mannered and valuable citizen to society.
While being as foolish as possible.
Can she make the Cheddar Biscuits? Because she may be a keeper if that is her transcendent relationship and she is like a marathon runner as well. Damn you Joe, I forgot about those Red Lobster biscuits and now I want some and has been at least 10 years since I last had them.
Bike.
No I’m not talking about dressing up in a suit and cycling on a path. But if I’m meeting up with friends in D.C. (or your local city), why not bike there instead of taking public transportation or driving?
I have a theory: The better dressed you are on a bike, the more important you are/others will think you are.
Ever seen someone bike with a suit on or catch the eyes of a nice lady in a dress on a bike (hint: go to Montreal)? Looks badass. And you know they are loving every second of their commute.
Gives you that “They’re going somewhere important, but are so chill they can roll up on a bike” impression.
Love it.
Go out and about, maybe shopping, downtown to a nice bar, I just like to be in a place with lots of people, preferably with a group of good friends. I love dressing classy and going downtown (I live in Raleigh, NC), especially on First Fridays (1st Friday of every month) when they open all the art galleries late and have free or very cheap wine tastings.
I usually dress up when I go to the casino to play poker. It is amazing how people are impressed and intimidated by guys who know how to dress in classic style.
I most of the times feel like Daniel Craig in Casino Royale, even without the tux.
Priceless…
agreed
that does not happen too much here in baltimore
I used to do that. Made me feel more ready to get to work.