relationships Archives • DAVIDPDX

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CAREFUL PLANNING TAKES TIME

January 26, 2026 by David Gillaspie

Planning, careful planning, is an essential element to all caring relationships. Especially the relationship you have with yourself, your inner-world with your inner-voice on a continuous narrative. ‘Let’s do this, then that, but this before that. And only on the weekend.’ What kind of a plan is that, a beer drinker’s weight loss plan? Nooooooo, […]

Filed Under: What's Up Tagged With: America, baby boomer, Baby Boomer blogger, blog, blogger, boomer blogger, boomerpdx, careful planning, crowds, education, fitness, good husband, historically accurate, history man, husband, Jan 6, kids, learning, Love, MARRIAGE, marriage of misery, married, moral guidance, moral guide, morals, more relevant, plan accordingly, planning, Portland Oregon, relationships, relevant, story, wife, writer, writers, writing

GOOD TEAMMATE? BE ONE FOR THE TEAM

November 25, 2025 by David Gillaspie

Either you are a good teammate, you’ve been a good teammate, or get out of here. That’s me in the dark Oregon hat in back. We’re on the breach in Seaside after Hood to Coast. It felt more like a deathbed after a short illness. But I’m not complaining, didn’t complain then, don’t complain now, […]

Filed Under: What's Up Tagged With: Baby Boomer blogger, blog, blogger, connections, culture, education, family, fitness, good teammate, history, millennials, North Bend, Oregon, outgoing, relationships, reserved, school, socially shy, story, team, teammate, travel, work, writer, writers, writing

LOOKING BACK AT THE BEGINNING

March 23, 2025 by David Gillaspie

Looking back can be dangerous, in an embarrassing way. The 80’s were a time of tight shorts in the NBA, and Crater Lake. That’s me with my girlfriend’s dog on a summer fashion shoot, a single man loose in the wild. I married that particular girlfriend. We were wedding bound after this trip.

Filed Under: What's Up Tagged With: alphabet district, baby boomer, birth control, caring, crater lake, education, family, girlfriend, hopeful, life changing, looking back, Love, lovejoy, MARRIAGE, Mt. Hood, northwest portland, Oregon, Portland, PORTLAND BABY BOOMERS, relationships, travel, vista ridge tunnel, wedding, wife, writer, writing, youth

LONG RELATIONSHIPS? I’M A FAN

August 27, 2024 by David Gillaspie

Long relationships that have stood the test of time amaze me. Call me befuddled, bemused, bewildered. How can anyone do it, let alone me? The first thing is finding anyone able to put up with your crap. It’s works even better when they don’t consider your crap to be crap. Take my wife, please.

Filed Under: What's Up Tagged With: bad boyfriend, beer, being married, drink beer, friends, friendship, getting married, good will, honor, honorable, hope, kids, long relationships, long time married, married, relationships, thankful, trust, trustworthy, you

LOVE STORY WITH CLOSING DOORS AND WINDOWS

July 20, 2024 by David Gillaspie

The love story in The Last Rave is a warning. But a warning for who? From a gender perspective it’s a warning for women who want more from their guy. Turns out some guys have bigger problems than women who want them to want more with them.

Filed Under: What's Up Tagged With: acid, blog, blogger, cocaine, cough syrup, drugs, education, Emily witt, enthusiasm, history, Love, love story partner, LSD, MARRIAGE, marriage counseling, party, Patrick DeWitt, rave, raves, relationship, relationships, the last rave, the New Yorker, warning, weed, writer, writers, writing

AGE APPROPRIATE FOR WHO

May 9, 2024 by David Gillaspie

Who says, “Grow up and try to be age appropriate,” and who do they say it too? Your hair’s too long, your clothes don’t match, and you don’t smoke the same cigarettes as them. But that was a long time ago. Since 1966 we’ve learned how to find satisfaction.

Filed Under: What's Up Tagged With: age appropriate, Baby Boomers, boomers, brown weather, complainer, conspiracy, ELECTED OFFICIALS, grow up, lady's man, leadership, life span, message, monkey suit, ok boomer, old man, older dudes, Portland State, raw dog, real job, real problem, regret, relationships, satisfaction, stinky fog, style, thirties, wedding, wedding planner, whiner, whipped dog, wife

RIGHT THING? YOU KNOW HOW TO DO IT

May 5, 2024 by David Gillaspie

Doing the ‘right thing’ used to be easier. Maybe is was because baby boomers didn’t have as many choices for doing wrong? I didn’t see a lot of choices besides ‘Do what you’re told’ growing up. From parents, to teachers, to coaches, scout leaders, and beyond, we were told what to do by people we […]

Filed Under: What's Up Tagged With: american way, baby boomer, Baby Boomer blogger, Baby Boomers, better policies, blog, blogger, boomerpdx, boomers, breathe, choices, clean air, clean water, cleaner air, cleaner water, David Gillaspie, defective followers, defective leaders, do the right thing, growing up, justice, pollution, relationships, right thing, taking notes, tiring, truth, writer, writers, writing

SAFE DATING OR SIDEWALK SERENADES

March 23, 2024 by David Gillaspie

Safe dating is the goal for everyone brave enough to step out of their comfort zone, get off the couch, and open the front door. Whether long term, short term, husband-wife, blind date, or one of those high school reunion prince and princess things you hear about, safety is paramount. But, if you’re anything like […]

Filed Under: What's Up Tagged With: apartment, Army, bad boy, blind date, college, comfort zone, dating, dreams, high school, hopes, husband, love affair, love torch, men, museum, nice girl, NW Portland, one woman, philadelphia, prom, relationship, relationships, safe dating, talk, wife, women

RED FLAG, OR JUST BEING AN ADULT?

December 4, 2023 by David Gillaspie

Who is quick to pull a red flag as often as possible? The same people who whine the loudest when they get flagged. If that’s you, let’s talk about flagmanship, red flagmanship.

Filed Under: What's Up Tagged With: blog, blogger, boomerpdx, David Gillaspie, flagged, friends, husbands, losers, Love, MARRIAGE, millennials, Oregon, Portland, PORTLAND BABY BOOMERS, red flag, red flags, relationships, tap house, tavern, writer, writers, writing

HORSE, RIDER, YOU, ME, AND SECRETARIAT

November 27, 2023 by David Gillaspie

Horse rider? It sounds like a strange thing to call someone, but I’m not calling. Instead, I’m referring to what I like to say is the magical formula to every successful relationship. When you go to the stables and saddle up, no one is confused about who is who in the role playing department. You […]

Filed Under: What's Up Tagged With: boomerpdx, boss, brave horse, David Gillaspie, essential questions, good horse, higher power, horse, horse rider, horse whipped, husband, jackass, kids, lone searcher, married people, my plan, other plans, parents, relationships, rider, rider horse, secretariat, super horse, wife, writer, writers, writing