The Ultimate Guide to Having a Great First Date Every Time

“I couldn’t breathe and had nothing to talk about.”

A buddy of mine told me about his first date with the girl of his dreams. It was a complete disaster. We have all been there. Every single person reading this has been on a pathetic first date.

Over the years, I’ve helped many friends with their first dates. I’ve also gone on my fair share of embarrassing first dates. I felt that it was my moral obligation to write a colossal guide to handling a first date.

Have a great first date

What are some great first date ideas?

Your first date is getting closer and here you are still searching for good first date ideas.

You know that you want to leave an amazing first impression and you also know that this is a girl that you really want to impress on the first date. What are you going to do? How can you impress this new chick without stressing out until the big day comes?

The good news is that I’ve been on many first dates and I’ve chatted with a whole bunch of buddies about first date options to put this list together. You now get access to the best first date ideas for free. All you have to do is keep on reading…

For your help I’ve divided the great first date ideas into 3 different categories:

1. Fun first date ideas.

  • Bowling. Nothing like a little competition on the first time you go out. Don’t let her win because that’s lame. Have fun and show her how you knock those pins down. Turn it into a bet if you want to show her you know how to have a good time. I usually says that loser has to buy dinner next time or winner gets to pick the movie we watch next time (you see what I did there?)
  • Mini-golfing. Another fun activity, especially in the summer time. If it’s cold out then you can always try out glow in the dark mini-golf. You can’t be bored while mini-golfing unless you’re a boring person.
  • Comedy club. This is the most fun option for a fun first idea. You don’t have to say a word and you both can laugh all night. How can you go wrong? Just don’t sit at the front so that the comedian doesn’t kill you for being on your first date. I swear to you that you can’t go wrong at a comedy club.

2. Safe first date ideas.

  • Tourist attraction. What’s better than pretending to be a tourist in your own town? Go to a tourist sight that you’ve been meaning to see if you want to make it a good first date. There’s automatic conversation and you get to see something new.
  • Take a class together. Taking a class together will guarantee that you guys are chatting all evening and working on something together. You can do a cooking class or some sort of a gym class. All that matters is that you guys have something to do, something to talk about, and are able to have some fun together. There’s nothing worse than going to a coffee shop and trying to make SUPER awkward small talk over a cup of expensive coffee.

3. Status first date ideas.

  • Your favorite bar. The beauty about your favorite bar is that people will know you there. As soon as you walk in, the bartender and local drinkers should be ready to acknowledge you, giving you lots of instant status. You need your new date to know that you’re a cool dude that gets along well with others. Trust me, women watch out for this sort of stuff. If you can lead the men, the women will follow.
  • Bring her to one of your games. If you play a sport (and are decent at it) you can bring your first date to a game that you’re playing. Hopefully it’s not a long game that bores her to death. There’s nothing better for more motivation than knowing that you have a sexy young lady watching you play.

Those were my the best first date ideas that I could think of.

I’ve been on some totally lame first dates. I’ve also been on many amazing first dates that either led to a solid long term relationship or a quick one night intimate encounter that I’ll never forget. Both are good outcomes.

The more first dates you go on the more you’ll learn about what works and what doesn’t. Some girls are very uptight and don’t want to go mini-golifing. Others are very daring and you guys can end up having a blast doing a biking trail together. After a few first dates you’ll know what works.

How do you stay calm after planning the first date?

 This is the only question that’s going to be on your mind from the moment you setup the first date until the first date actually starts.

Don’t worry it’s perfectly normal to go through this stress. We all go through it. No matter how much of a natural you feel like, it’s bound to happen. From the moment that you setup the first date until the date actually happens it can easily feel like the longest stretch in the world. As the day gets closer we feel more stressed. You found this article for a reason. I’m here to help you.

  • Don’t you wish you could not stress at all about your next first date?
  • Are you tired about being nervous?

Let’s look at the build up to the first date and how you can handle it like a stud…

“Success is often achieved by those who don’t know that failure is inevitable.” – Coco Chanel

Don’t think about the first date too much.

You’re a stud my friend. You don’t have time to stress about the first date because this is your new life and you’ll be going on many first dates over the next little while. There’s nothing to stress about. This is just another day at the office for you. Think about your goals, projects your working on, your fitness, and other fun stuff. Don’t worry about that upcoming first date.

Remember your past accomplishments.

Think of all of those people that you’ve met over the years that just think you’re the coolest dude around. Remember all of your past success with meeting new people. Think of past accomplishments. Remember that you are the man!

You’re not the kind of dude that flops. You’re not the guy that feels sorry for himself. You are the man. You don’t need to worry about your first date. You don’t have to worry about anything. You’re ready for this.

Think of all of the cool stuff you’ve done in your life. You have so much to be proud. You’ve lived an amazing life and it’s only going to get better. This young lady can either be apart of a remarkable ride or she can get off and someone better can get on.

Focus on a positive outcome.

I know that it sounds corny to “think positive,” but what’s your other option? The outcome is going to be positive. You’re going to have some fun and spend an evening with an interesting young lady. What else can you ask for? Life is amazing!

Get a quick pump.

You need a quick pump before your first date. You need to release some endorphins. Go for a jog, bust out 50 pushups, hit the boxing bag, or you know.

You need to do whatever you need to so that you get a quick pump. You want to go in feeling damn amazing about yourself.

Nobody wants to hang out with some guy that feels sorry for himself. If I find out you’re feeling sorry for yourself I’m going to kick your ass over the Internet.

I have faith in you. If nobody else does I still do.

“The great accomplishments of man have resulted from the transmission of ideas of enthusiasm.” – Thomas J. Watson

An important first date rule that you must follow…

The first date might often be the last date. The first date can also be the floodgates to a brand new relationship or a friends-with-benefits scenario.

On your first date you obviously want to impress your new lady friend. This is a make or break date, so you clearly want to leave a lasting impression. You’re either getting out of a relationship and looking to get laid or you’re looking for someone to settle down with. Both are perfectly common and normal scenarios to be in on a first date.

An important rule to follow on your first date is to watch out what day you give her.

You need to remember that you’re now a stud. You’re a popular dude that hangs out with his many friends on Friday and Saturday nights. Most first date advice revolves around everything else but the actual day. I’m here to ensure that you have the best first date ever in every way of the word.

What are ideal nights for a first date?

Anything from Sunday to Thursday. Thursday is pushing it a bit. Anything at the beginning of the week is cool because most of us usually don’t do anything at start of the week except for complain about work. Instead of dreading going in to work or school, you can set up that first date and have a blast on a Tuesday night.

There’s also less people (especially drunk and obnoxious people) out at the beginning of the week. This means that you don’t have to worry about long lines, expensive cover, delays, traffic, and drunks trying to ruin your first date. It’s up to you to own the first date and for you both to have an amazing night that neither of you will forget.

Why is the actual day of the first date so important?

You need to display higher value and some status.

If you’re such a cool dude how could you have no plans on a Friday or Saturday night?

The first date should be on a week night. When the date asks you about a possible future meeting on a weekend, let her know that you’re just too busy.

Trust me she will respect you more. She will work harder to do whatever she can to get a hold of one of your weekends. Eventually you guys can start hanging out 7 days a week if you want. For now, keep it casual.

Too often do beginners make themselves look desperate by trying to plan first dates on the weekend. You should also NEVER ever go on a first date on your birthday or a holiday. Seriously. You have lots of friends and you have better things to do than hang out with a complete stranger.

In a funny side story, I once went out with a chick in May to a patio. It was like a Wednesday night and I thought nothing of it. When we got the bar I realized that it was the Mexican holiday, Cinco de Mayo. We had a good laugh about how we unintentionally ended up spending a holiday together.

First date conversation tips to help you calm down.

The first date is finally here and you’re scrambling for some first date conversation.

Every single dude in this universe has gone through the thought, “what am I going to talk about on the first date?” It’s perfectly natural to go through this. Those that say they don’t get nervous about first date conversation are simply lying to you.

What are some first date conversation tips to help you calm down?

“I like thinking big. If you’re going to be thinking anything, you might as well think big.” – Donald Trump.

Laugh at the awkwardness.

Everyone knows that a first date can be awkward. It’s okay to laugh about this. When I was out on a first date once, the Doorman asked if she was my girlfriend, I responded that it was my future ex-wife. You need to have some fun. We both had a good laugh about it and looked back it over our relationship whenever we discussed how fun our first date was.

If you met on Tinder or an online dating site, then joke around about this. Tell her that you guys need to come up with a better story for how you met.

It’s okay to laugh at the awkwardness of the situation.

Everyone knows that a first date isn’t the most comfortable thing in the world. There’s no need to make it worse. It shows that you’re a cool and confident dude that’s not ashamed to poke fun. Hey, it beats the alternative of being all tense.

Plan your future.

I like to role-play (not what you’re thinking dirty boy!) on first dates. It shows that you like to poke fun at those “sensitive” guys that like to get serious right away. It also shows that you don’t give a shit about “first date rules.” You my friend are just out to have a good time. You can talk about your future, you can joke around about who gets to keep the pets. It’s all in good fun.

Ask questions.

You can never go wrong in a conversation when asking questions. You just need to remember that interrogation isn’t seduction. You’re not a cop. You don’t need to ask her a million typical questions.

I wanted to look at both good and bad questions to ask on a first date.

What are some totally LAME questions to ask on a first date?

  • What school do you go to?
  • What’s your major?
  • What company will you apply for?
  • Anything that isn’t fun.

Stop asking boring questions.

What are some good questions to ask on a first date that will actually spark conversation?

  • What’s the most exciting thing you’ve ever done?
  • What’s holding you back from chasing your dreams?
  • What do you regret not doing the most?
The whole goal is to have a blast, laugh, and talk about different shit. You don’t need to interrogate to get to know someone.

Go out there and enjoy as many first dates as you can until you find the lady of your dreams. You have nothing to worry about man. Trust me. When you’re older and more experienced you’re going to look back at all of those first dates and laugh about how nervous you were for absolutely no reason.

What should I wear on that first date?

Your first date outfit is a huge deal. You may not want to admit it, but we all know that you’re going to change at least 16 times before your next first date.

What to wear on a first date?

This will feel like a bigger decision than when you chose what college to attend or what job offer to accept. For us dudes it’s difficult to admit that we actually care about the first date. Most of us want to act like “naturals” and feel that the first date outfit is not a big deal. I’m here to be completely honest with you. We all get nervous about that first date outfit. It’s not until you go on a dozen first dates in a short period of time that you realize what works and what doesn’t. When you’re first getting started it’s nerve-wrecking to determine what to wear on a first date.

Attire depends on where you’re going for the first date.

Yes it totally depends on where YOU (yes you, and not her) have decided where the first date is going to take place. Since you have and should have control of the first date location you have the upper hand on knowing what the proper attire is. You’re not going to go to a concert in a suit. You’re also not going to go to an expensive martini bar in sweat pants.

The amazing part of clothes is that you can change them at any time that you wish and become a totally different person. You need to use your common sense and dress accordingly.

My best tips on using common sense to decide what to wear on a first date are:

  1. Wear jeans if you’re going to a bar.
  2. Wear dress pants only if the occasion calls for it. You don’t want to look like you try too hard.

What you wear on a first date is determined strictly by the location.

Keep your first date outfit casual.

Don’t overdo it. You don’t want to make it seem that this is the first date that you’ve been on in five years (even if it is!). I always stress to friends that they keep the firs date casual. As much as you want to make a big impression, you don’t need to go all out. You can save the suit-and-tie dinners for when you guys are actually dating.

Save yourself some money and keep your first dates casual. You want to get to know the person. You don’t need to impress them and convince them to think that you’re some millionaire. Keep it casual and have fun. Your first date isn’t a job interview

Tell her what to wear on the first date.

Telling a woman what to wear can be extremely powerful. Trust me because I do this all the time (when I’m single and going on first dates, of course). When you tell a woman what to wear on a first date you establish that you’re a confident man who knows what he wants out of life. There’s nothing more attractive than that. You don’t want to seem like a dork.

My favorite ways of telling a girl what to wear on a first date are:

  • Dress cute so that we match.
  • Wear blue shorts so that you can match my favorite shirt.
  • We’re going somewhere casual so you better not over dress and embarrass us.
  • We’re going somewhere formal, so don’t dress like you would to the gym.
  • Dress well because I have a reputation to uphold (when you build more confidence you can use this one).

Once you get into the habit of telling your first dates what to wear, you’ll feel much more confident about your own attire. Just don’t forget to land first dates by following our previous tips.

There you have it man. Now you know how to have a killer first date every single time. What do you have to be worried about? Absolutely nothing. Go out there and have a blast. Life is short. Enjoy the precious moments like first dates, first kisses, and first breakfast together.

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