Things I’d Tell My 20-Something Self – Part 3

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I don’t know about you guys, but birthdays always trigger a lot of self-reflection for me. I turned 36 a few weeks ago. If someone were to ask me what I like best about being in my mid-thirties I’d say the clarity. It’s nice to look back and be able to identify everything you’ve grown out of. So, in honour of birthdays and hindsight, I thought it was time to share some more things I’d tell my 20-year old self (you can check out the full series here.)

It’s never too soon to learn about good alcohol

Fifteen years from now you’ll be sharing some Pinot Grigio with a ridiculously handsome man. You’ll hold up the bottle of Masi (a wine which was introduced to you by another man that you once found charming circa 2001and tell him, “this is the only good decision that came out of my years of drinking as a 20-something.” You’ll be 180% right. I know the urge to try things just for the sake of trying things is strong this decade, so I’ll just cut to the chase:

The pink bottle of $4.99 “strawberry wine” you keep passing at the liquor store on the way to the cooler aisle tastes exactly as terrible as it’s neon packaging suggests. That non-FDA approved liquor your friend brought back from Israel will make you black out. And throw-up. Then black out again. It will also make your friends simultaneously black out and throw up. Any drink with Red Bull as an ingredient is sure to make you jump up on furniture (which sounds kind of fun now, but it’s something you’ll grow out of. Trust me.) Drinking on the subway is hilarious, but it’s not classy. Southern Comfort is awful. Stop treating your Friday nights like you’re Janis Joplin on an epic bender. Instead, drink the Masi. Always drink the Masi.

The “one that got away” is a myth.

They didn’t “get away” – they left you. It sucks and it hurts and you’re going to cry over these people, but it’s for the best. I promise. Have the feelings you need to have and then move the fuck on. Don’t waste time obsessing over or longing for people who simply didn’t choose you. They. Didn’t. Choose. You. (Keep this in mind when these people resurface requesting a second chance.) Spend your time loving the people who have chosen to be in your life. Start with yourself.

Expect more from the people you date.

As a 20-something you joke that your dating motto is, “have low expectations and you’ll always be pleasantly surprised.” You adopt this line of thinking after a series of breakups and disappointing sexual encounters – both wanted and unwanted – leave you heartbroken and confused. You start asking for less, when really you should ask for more. Don’t do this. You should expect things from the people you date – like, respect, honesty and integrity. Be picky. Ask for what you want out of relationships. It might mean that you spend more time alone, but it won’t matter in the grand scheme of things.

Learn to be still.

I know it’s hard. You live in a city of 5 million people and around every corner there’s something or someone new & shiny to distract you, but please try. Stop focusing on things and people that don’t serve you, just so that you won’t have to be alone with your own thoughts. The only way you’re ever going to feel at peace with yourself is if you face your problems head-on and deal with your personal shit. Don’t wait until the end of the decade. Begin early.

What would you tell your 20-something self?

  • I am so glad the Arak made it into this post. Horrible stuff, and yet … perhaps one of the defining moments in our friendship?

    Related: I’m not too sure how much I actually learned from the Arak experience. Up until very recently I was the (not-so-proud) owner of a water bottle filled with Raicilla.

    • skinny_dip

      Ha! Yes, it was definitely one of the defining moments of our friendship and (barfing aside) one I hold dear.

      I take it the Raicella was a wedding souvenir? 😉

  • Courtney YogaWriteTravel

    Awesome post! I am two weeks away from 36 and love your wisdom. 🙂

    • skinny_dip

      Thanks Courtney! If you ever want to write your own list, I’d love to include it in the series 🙂

  • Molly

    “Leave him now. You will look back and wish you had been braver.”

    Mollyxxx

    • skinny_dip

      <3

  • Marc Dion

    solid advice. Now… how to find the will-power to put 2, 3, and 4 into practice.