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

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  • TRAVEL
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The Optimistic Musings of a Pessimist

  • ABOUT
  • TRAVEL

Top Five/Bottom Five: The Clothing Edition

Clothes. I love ’em and I hate ’em.

And I figured it was time to rank the top and bottom contenders in my closet.

TOP FIVE CLOTHING ITEMS

Dresses. If I could live in dresses I would…

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  • Top Five/Bottom Five
  • Sep, 09, 2024
  • 44 Comments

Happy Things Friday: 6 September

It feels bizarre to be writing “September” on anything. We’ve officially reached the “ber” months – there’s no turning back! – which culminate with literally saying “brrr”. I’m not ready for winter, but I…

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  • Happy Things Friday
  • Sep, 06, 2024
  • 46 Comments

Portugal Days Nine – Ten: Bridges, Sunsets, and Even More Hills (Porto)

Next up: Porto. We debated the various modes of transport to get from the Algarve (far South) to Porto (far North). We looked at flights, trains, and buses before ultimately opting to rent a…

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  • Family, Portugal, Travel
  • Sep, 05, 2024
  • 30 Comments

Portugal Days Six – Eight: Beaches, Boat Tours, and New Best Buds (Algarve)

And we were off. This time on a high(ish) speed train bound for the Algarve. While we were staying in Armação de Pêra – thanks to the enthusiastic recommendation of Daria – the only…

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  • Family, Portugal, Travel
  • Sep, 04, 2024
  • 28 Comments

Chapter Eight: August 2024

In January I suggested we “write a book together” in 2024 and pitched the idea of assigning each month a chapter title.

So far, I’ve had:

January – Steady: Finding Solid Ground After a Year of…

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  • Creativity, Life, Personality Insights
  • Sep, 03, 2024
  • 20 Comments

Other (Random) Things + Summer Reflections

There were events in August that did not involve a trip to Portugal and, for posterity, I want to bullet-point them on the blog.

Nate Bargatze. Our favourite comedian! Back in January – when we…

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  • Life, Random, Summer Celebrations
  • Sep, 02, 2024
  • 31 Comments

Portugal Days Four – Five: Going Up! Views from the Top (Nazaré, Lisbon)

Our last two days in Lisbon, and we started by…leaving.

DAY FOUR: NAZARE

John has long loved surfing and has always wanted to visit Nazaré, home to the biggest waves in the world.

I was happy to…

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  • Family, Portugal, Travel
  • Sep, 01, 2024
  • 38 Comments
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