Mar 31, 2013

Dating Advice For Introverts: The Best Date Ideas To Connect Over

Dating Advice For Introverts: The Best Date Ideas To Connect Over

Dating can be fun, but for a lot of introverts, it can be a tedious task (especially in the early stages of a relationship).

These date ideas take place in less stimulating environments that will allow you to connect with your partner effortlessly.

Here are the top ten dates that I have found my introverted clients have the most fun on.

1. Library

Nice and simple. Invite your date to a library or bookstore and peruse the books together. You can take turns showing each other your favourite sections, or randomly selecting books and reading next to each other. This works surprisingly well as a first date or even as a fiftieth date.

2. Cooking Class

Step out of your comfort zone with this unique date where you get to eat your art.  Many cooking classes have cheap alternatives where you can either buy into the class through an online group buying site, or even some where you buy your own ingredients ahead of time.

What if you’re already a good cook?  Then lead your own version of a cooking class by buying the ingredients to your favourite meal ahead of time and spending a few hours with your date co-creating your masterpiece meal.

Food

3. Runway Rendezvous

Drive out to your local airport and park under where the planes land (OFF the runway).  Lie on the hood of your car with blankets for underneath and on top of you and don’t forget to bring snacks.  Not every city has this opportunity available, but if yours does, it is well worth the drive.

4. Pool/Bowling

When was the last time you played pool?  A fun way to raise the stakes while playing pool is to attach a bet to it.  Set the parameters before you first break.  I’ve found that “best 2 out of 3” is the sweet spot that works well for dates.  It’s long enough that you get to build an emotional connection, and short enough that neither of you gets bored.

As for bowling, it’s playful, competitive, interactive, and a fun challenge to shake up the old routine.  You also get to wear nifty shoes that look like clowns designed them.

5. Seeing A Live Comedy Show

This date is great for when you feel like having a good time, but you want someone else to ‘lead’ the night conversationally. Just sit back, and enjoy the ride.

6. Art Gallery

Get caught up on culture, take in visual art, and feel fancy sipping your wine like a big kid. Again, this date is easier on you conversationally as you have conversation pieces all around you to discuss.

7. Arcade

This date is good old-fashioned fun.  Between pong, racing games, and shoot ’em up style games, you have a plethora of options as to what kind of vibe the night has.  You’d be surprised to see how far a $20 bill goes in creating memories for the two of you.

If you honed your gamer skills when you were younger and your date happens to be terrible at playing video games, ease off a little in the skill department. It’s only fun for both of you if there’s at least the chance of winning.

8. People Watching

Just like it sounds, but less criminal.  Go to the mall, a bookstore, or a public park and co-create stories about the people that you see.  Take turns (either by the person or by the sentence) creating stories about the people that you see.  It is really quite fun and flirty and you get to make fun of each other a lot in the process.  This is also a surprisingly effective way to get to know your date.  They will tell creative stories about others that will actually say more about themselves than about the people you are watching.

“See that anxious looking person over there?  They were supposed to meet a blind date here… that said they would be wearing a red sweater… but they feel like they might have been stood up.”

“See that couple walking around awkwardly?  They just had a huge fight over how he never gets to watch his Saturday morning cartoons anymore and they are trying to save face now that they’re in public.”

“See that large group of guys in matching uniforms?  They are professional golfers.”

You get the picture.  Encourage your date when she has really awesome ideas.  The more fun you have with this, the more fun you will both have.

9. Outdoor Picnic

An easy way to pass an afternoon. Pack some sandwiches, a throwing disc, and some juice boxes, and you have a quiet, intimate date for two.

10. Coffee

A modern-age classic for a reason. Get to know each other in the intellectual birthplace of some of our century’s greatest ideas.

This date is also great as a first date since “grabbing a coffee” implies less of a time investment than meeting up for a two-hour dinner.

Whatever date you choose, make sure you choose one that is congruent with your personality.  If you choose a date that stretches your comfort zone so far that you’re not enjoying yourself, it will slow down the emotional momentum in a big way.

To your success,

Jordan

Want to understand what strengths you possess as an introvert? Check out this article, and see my book “The Introvert’s Guide To Dating” on Amazon Kindle, or PDF download.

Jordan Gray
About Jordan Gray

Jordan Gray has been a sex and relationship coach for over 15+ years, with his work reaching over 200 million people worldwide. His writing has been featured in Vogue, GQ, The New York Times, Cosmopolitan, Women’s Health, and countless other publications around the world. When he’s not working with 1-on-1 coaching clients or writing a new article, he’s most likely to be found reading, chopping wood, or spending time with his wife on a little island off the west coast of Canada.

Blog

Related

See All
3 Things That All Driven Men Need In A Partner
Apr 14, 2014
Jordan Gray
3 Things That All Driven Men Need In A Partner
Driven men, successful men, and entrepreneurial men all have something in common… They all yearn for an emotionally fulfilling relationship. Sure, all people crave a highly functioning and fulfilling relationship. But in my career as a relationship coach I have consistently seen driven, high-achieving...
Continue Reading
8 Powerful Exercises To Increase Your Feminine Energy
Jan 21, 2014
Jordan Gray
8 Powerful Exercises To Increase Your Feminine Energy
I was in Bali, Indonesia when I met the most mesmerizing woman of my life. Covered from head to toe in flowing, elegant garments, she had the most feminine energy packed in to one human being that I had ever been witness to. And she literally took my breath away. Her motions were effortless....
Continue Reading
How To Be A Beast In Bed - Connect With Your Inner Beast (Pt. 1)
Mar 18, 2014
Jordan Gray
How To Be A Beast In Bed – Connect With Your Inner Beast (Pt. 1)
Want to have more energy, feel less stress day to day, and have your significant other respond to you like she did when you first started dating? If there's one thing that being a relationship coach has taught me over the past decade it's this… every guy has some sexual insecurity. Whether it's...
Continue Reading
Why I Will Never Be A Matchmaker
Mar 9, 2024
Jordan Gray
Why I Will Never Be A Matchmaker
On a weekly basis, for the last 15 or so years, I have had someone ask me some version of: "Can you just introduce me to a healthy partner / Can you start a matchmaking service so that I can meet the people that follow your work?" Literally, every week. Here's the thing... We've all...
Continue Reading
The 14 Day Relationship Revitalizer: A Free Step-By-Step Guide
Jan 18, 2016
Jordan Gray
The 14 Day Relationship Revitalizer: A Free Step-By-Step Guide
A few weeks ago, I received a first-of-it's-kind email in my inbox. A long-term client of mine (named Joseph) told me that he and his wife of twelve years were going to take an extended vacation with each other. Their shared business was essentially running on autopilot and they had more than enough...
Continue Reading
How To Love Your Highly Sensitive Partner
Mar 15, 2015
Jordan Gray
How To Love Your Highly Sensitive Partner
I recently received a message from one of my readers that sparked my interest. - “My wife is (what she labels as) a “highly sensitive person” or HSP. Quite often, things that I don’t see as a huge deal can make her go running for shelter for hours on end. I love her to bits and I just want to understand...
Continue Reading