I Wonder Why: 8 Questions All Guys Probably Ask Themselves Before Going on a Date in NYC

So, obviously everyone asks themselves mad questions before a first date. "Will they like me? Will I like them? Is my hair good?" 

Well, maybe not the last one, but you get what we mean.

Anyway, we’re not here to tell you guys about the standard questions that everyone asks.

We’re certainly not here to give you the answers. We’re going to talk about the questions that dudes in New York City ask before a first date.

Now, these may not apply to everyone because this city is full of all different sorts of people. That’s what NYC is all about. But here are a few that we think you might be able to relate to.

1. Should I bring a condom?

The answer is obviously yes. Unless, of course, you went to Catholic school, which means you don’t believe in condoms


Well, whatever, the point isn’t for us to give you all the answers. The point is just to tell you what kinds of questions guys ask themselves. 

(P.S., if you haven't seen our most recent video about this very topic, check out our YouTube channel right here.) 

2. How much money will I have to spend?

beardimusmaximus Life story! #struggleisreal #thegrind #oneday #appetizer #momoneymoproblems #foodballer

This is a monster of a question. This is arguably the most important question of the night.

Obviously, if you have any sense of strategy, then you chose the restaurant or bar or wherever you’re going and didn’t let her pick like in that Ben Stiller movie Along Came Polly (RIP Philip Seymour Hoffman).

If you let her choose the spot, then you might as well just pack up your stuff and move to Looney Tune Land.

3. How will we get home?

Obviously, the goal of any date is banging. Well, that may sound like a super misogynistic thing to say, but let’s get real: that’s the point most of the time. 

Sure, you want to get to know them and let them get to know you and all that, but the overall goal is banging. So, if you don’t live in the same neighborhood as the girl, the question becomes how will we get back to one of our apartments to bang.

You want to avoid long subway rides, but cabs and Uber’s can be mad expensive. Anyway, we don’t have the answer for you, but it’s a question you’ll probably ask. You’ll probably just take the subway.

4. Will she look like the pictures?

missalicia93 Yeah pretty much #apologies #50firstdates #adamsandler #sorry #iwishwas #betterlookingthatis #itried #firstdatestruggles #itsaboutpersonality #right ?

This should probably be the number one question, but, to be honest, it actually doesn’t matter that much.

Chances are she’s not going to look 100% like the pictures. The real question is: what should I do when she doesn’t look like the pictures?


5. Am I dressed well enough?

mrod57 @leonardodicaprio said: #firstdate #vs #yearlater así eh #inevitable

You don’t want to be overdressed and you don’t want to be underdressed. It’s a pretty standard dilemma.

Our advice is to just wear whatever you want because you’re a boy and it doesn’t matter what you wear as long as you’re real slick.


Also, maybe the reason you don’t have a girlfriend is because you spend so much time worrying about what you’re wearing.

6. Does my breath smell?

like.a.dude Dating101 - drinking on a first date is fine, but don't get so wasted that you have to throw up and black out in the toilet... #dating #firstdate #single #singlelife #girl #girls #wasted #party #partying #relationship #relationships #drinking #saturday #sunday #hungover #comedy #humor #fun #funny #hangover

This is a pretty standard question and it can go either way gender-wise. But, it’s a doozy.

We mean, you can never really smell your own breath. It’s kind of like how people can’t tickle themselves.

Also, if anyone tries to tell you they can tickle themselves, that person is a liar. Science and Snapple facts prove that it’s impossible.

7. Should I shave?

drippidy__dooda My first time trying no shave November was a success. This is a month of no shaving for me. So what do you think? Should I keep it or lose it? #mustache #beard #noshavenovember #movember #ifeelaccomplished #wednesday #vape #vapelife @vapemagazinecom #facialhair #mustaches #beardsofinstagram #beardstagram #shouldishave #machinist #cowboy #modboroman #modborocowboy #vapingcowboy #teamtuff #teamfluent #dawnkraft #vaporcitysauce #cloudchaser #cloudenthusiast

Once again, pretty standard question and it can apply for either gender. Some people argue that the pre-date shave is a bad move and some people say that it is a boss move.


It can really go either way. Just do you, bro. That’s really the only advice we’ve got.

8. Will I have to meet her roommates?

fuckjerry Shouts out to @BeigeCardigan

Once again, bring her to your place.

Every bad first date story ends with some preposterous event taking place at the other person’s apartment.

Well, not every bad first date story. That’s what we in the business call hyperbole. Anyway, you should be prepared to meet the roommates.

We’ve got no advice on how to deal with them, but "be prepared" seems like pretty good advice.

Check out 8 Reasons You'd Have to Be an Absolute Idiot to Ever Move Out of NYC.

[Feature Image Courtesy Elite Daily] 

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