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The Optimistic Musings of a Pessimist The Optimistic Musings of a Pessimist

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The Optimistic Musings of a Pessimist

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Cool Bloggers Walking Club: October 2026 Final Recap + Maps

Hey, hey, hey!!!

I’m legitimately feeling sad that I won’t have anymore of these Cool Blogger’s Walking Club recaps to pull together until April.

At risk of sounding saccharine, it brings me so much joy…

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  • Cool Bloggers Walking Club, Exercise
  • Nov, 05, 2026
  • 21 Comments

15 Stocking Stuffers for Tween Boys (Approved By a Tween Boy)

Shopping for tween boys can be tricky, but stocking stuffers are one of my favourite parts of Christmas gift giving!

I’ve rounded up 15 stocking stuffers for tween boys, including games, sports accessories, practical gifts,…

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  • Gift Guide, Christmas, Holidays
  • Nov, 04, 2026
  • 4 Comments

20 Gifts for Tween Boys (Tried-and-True Favourites)

Shopping for tween boys can be tricky. They’re getting too old for certain toys (Mom! That’s for babies!) but aren’t quite ready to leave childhood behind.

Thankfully, I have an 11-year-old boy in my household…

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  • Gift Guide, Christmas, Holidays
  • Nov, 04, 2026
  • 10 Comments

Never Have I Ever… Part 21

I keep coming up with fresh Never Have I Ever prompts, so I’m back with ten more. Apparently, this list is going to make it well past 200!

(For anyone just joining this series, here’s…

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  • Never Have I Ever
  • Nov, 03, 2026
  • 38 Comments

15 Stocking Stuffers for Teen Girls (Approved By a Teen Girl)

I think finding stocking stuffers for my teen girl is pretty fun! I want to come up with items she’ll actually use, not just random little knickknacks that will end up collecting dust in…

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  • Gift Guide, Christmas, Holidays
  • Nov, 02, 2026
  • 6 Comments

20 Gifts For Teen Girls (Approved By a Teen Girl)

I feel like I need David Attenborough narrating a little intro for me.

Ah, the teenage girl. A fascinating creature of extraordinary complexity. One moment, affectionate and charming. The next, deeply offended by the sound…

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  • Life
  • Nov, 02, 2026
  • 17 Comments

I’m on the Amateur Traveler Podcast! Let’s Talk About Nova Scotia

Well, this was fun!

A few weeks ago, I had the pleasure of sitting down (virtually) with Chris Christensen, host of the Amateur Traveler podcast (recently named by The New York Times as one of…

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  • Nova Scotia, Guest Post, Travel
  • Oct, 31, 2026
  • 26 Comments
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