Trip down relationship rabbit hole enlightening

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: I’m staying home, off work because of COVID-19 restrictions for a while yet. I needed a diversion, as I was losing my mind with loneliness and boredom, so I decided on a crazy project — to make a list of all my old boyfriends and find out what happened to them.

Read this article for free:


or

Already have an account? Log in here »

To continue reading, please subscribe:

Subscribe and receive a limited-edition Free Press branded hat or tote.

Digital Subscription

One year of digital access for only $205*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*First annual payment billed as $205.00 + GST for one year. This annual subscription will automatically renew at $233.00 + GST every 52 weeks (10% off the regular annual price of $259.35). Offer available to new and qualified returning subscribers only. Cancel any time.

To continue reading, please subscribe:

Add Free Press access to your Brandon Sun subscription for only an additional

$1 for the first 4 weeks*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles
Start now

*Your next Brandon Sun subscription payment will increase by $1.00 and you will be charged $17.95 plus GST for four weeks. After four weeks, your payment will increase to $24.95 plus GST every four weeks.

Opinion

Hey there, time traveller!
This article was published 24/07/2020 (2214 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: I’m staying home, off work because of COVID-19 restrictions for a while yet. I needed a diversion, as I was losing my mind with loneliness and boredom, so I decided on a crazy project — to make a list of all my old boyfriends and find out what happened to them.

I searched through Facebook, including present friends, high school buddies, “friends of friends” and some relatives. If any of your readers decide to do it, they should know cousins are helpful but siblings are suspicious. Don’t even bother with mothers!

So, in my case, starting from age 12, I had 14 minor, medium and major boyfriends. I got married the first time in my late 20s.

My search turned up a lot of married guys, a few married twice, and some guys living on different continents!

A couple of the guys are single, and we recently had catch-up chats. Good thing I wasn’t looking to revive an old romance, because I found out there’s usually a good reason you broke up with someone or the relationship petered out! But it’s a really fun thing to do, especially if you’re bored at home.

—  Anonymous Researcher, Manitoba  

Dear Researcher: Lots of people who dated a lot are at least mildly curious about what happened to their old boyfriends and girlfriends. Except for reunions, city folks don’t tend to find out much about exes. But, if they stay in the same neighbourhood of the same town or city all their lives, they know what happened to some of them. You can bet more than a few friends and relatives wondered why you were asking after certain married guys, and purposely were not helpful!

 

Dear Miss Lonelyhearts: I’m having a problem this summer with my serious girlfriend. Lately, she doesn’t want to go to the lake with me where I have a cabin and a beautiful boat. I love being out on the water but she is afraid of a boating accident, as she knew someone who died in one.

I try to explain to her that I don’t go fast with her on the boat and she will be wearing the best life jacket money can buy. She says it’s the fact that I (a strong swimmer) feel I don’t have to wear one.

We’d been getting quite serious and last night it came out, over a few drinks, that she was afraid if we ever got married and had kids, I’d be wanting them in the boat with me, and I wouldn’t be wearing a life jacket. She’s probably right. What now?

Cool Wind Blowing, Winnipeg

Dear Cool Wind: So, you’d let your desire to go without a life jacket come between you and a woman you are crazy about? Then let it happen. Being stubborn on ignoring a crucial safety point is a strange way to lose a potential mate, but that’s the kind of boater you are. She, on the other hand, lost a friend in a boating accident and she lives with that fear.

Now she’s not wanting to go to the lake anymore with you — and you are always going to be an enthusiastic lake person. It looks like this isn’t going to be a match. This lady would be best off to find a mate who’d wear a life jacket, even if he felt he didn’t need one, so he’d be an example to the kids and she wouldn’t have to worry so much about losing any of her family members.

 

Please send your questions and comments to lovecoach@hotmail.com or Miss Lonelyhearts c/o the Winnipeg Free Press, 1355 Mountain Ave., Winnipeg, MB, R2X 3B6.

Miss Lonelyhearts

Miss Lonelyhearts
Advice Columnist

Our newsroom depends on a growing audience of readers to power our journalism. If you are not a paid reader, please consider becoming a subscriber.

Our newsroom depends on its audience of readers to power our journalism. Thank you for your support.

Report Error Submit a Tip

More Stories

West Kildonan Industrial residents call for speed bumps after child hit by truck

Morgan Modjeski 3 minute read Preview

West Kildonan Industrial residents call for speed bumps after child hit by truck

Morgan Modjeski 3 minute read Updated: Yesterday at 3:09 PM CDT

Residents in the West Kildonan Industrial neighbourhood are calling on the city to install speed bumps in their area after a child was hit and dragged by a vehicle Thursday.

Katelyn Bemister lives near the area where the child — who was hospitalized as a result of the incident and has been upgraded to stable condition — was struck. She says people frequently speed in the area.

“They’re going really fast, and they’re not really paying attention at all to the pedestrians in the area,” says Bemister.

In video supplied to the Free Press by a resident, the child can be seen riding a bike down a sidewalk along the 500 block of North Point Boulevard.

Read
Updated: Yesterday at 3:09 PM CDT

Today’s horoscope

Georgia Nicols 4 minute read Preview

Today’s horoscope

Georgia Nicols 4 minute read 2:00 AM CDT

MOON ALERT: There are no restrictions to shopping or important decisions today. The moon is in Libra.

ARIES (March 21-April 19)

The day is a mixed bag. For the most part, it’s romantic, friendly, congenial and a great time to socialize with others and enjoy playful activities with kids. Nevertheless, you might meet a real sourpuss or someone who is a wet blanket. Keep things light!

TAURUS (April 20-May 20)

Read
2:00 AM CDT

Poilievre’s lips moving, but Canadians aren’t interested in what he’s saying

Tom Brodbeck 5 minute read Preview

Poilievre’s lips moving, but Canadians aren’t interested in what he’s saying

Tom Brodbeck 5 minute read Thursday, Aug. 6, 2026

Pierre Poilievre’s biggest political challenge right now isn’t Prime Minister Mark Carney’s popularity.

It’s the fact that he still seems to be campaigning against a political landscape that no longer exists.

More than a year after the 2025 federal election, the Conservative leader is still relying on the same message, the same themes and the same attacks that defined his party’s campaign before voters went to the polls.

And Canadians appear to be tuning it out.

Read
Thursday, Aug. 6, 2026

Manitoba family finalist for cattle producers environmental award

Aaron Epp 3 minute read Preview

Manitoba family finalist for cattle producers environmental award

Aaron Epp 3 minute read Yesterday at 2:00 AM CDT

A family in western Manitoba is one of seven finalists for a national environmental award honouring beef cattle producers.

Connor and Kyla English, alongside Connor’s parents, Brian and Leanne English, are nominated for the Canadian Cattle Association’s Environmental Stewardship Award. The 30-year-old award is presented to beef farmers and ranchers who explore innovative ways to protect, preserve and enhance their operations and the environment simultaneously.

This year’s recipient will be announced on Wednesday during a banquet at the Canadian Beef Industry Conference in Winnipeg.

The English family’s roots near Bradwardine — about 265 kilometres west of Winnipeg — date back to 1898. Today, Connor, Kyla, Brian and Leanne manage a herd of about 320 breeding cows on nearly 445 hectares (1,100 acres) of owned and rented pasture and forage land.

Read
Yesterday at 2:00 AM CDT

Could renewed interest in strategically critical rare earth elements finally make sub-sector profitable?

Joel Schlesinger 5 minute read Preview

Could renewed interest in strategically critical rare earth elements finally make sub-sector profitable?

Joel Schlesinger 5 minute read Yesterday at 3:00 AM CDT

Rare earth elements are among the most critical of mined resources for modern economies.

They’re essential in manufacturing specialized magnets used in a host of technologies from wind turbines and electric vehicles to hard drives, smartphones, television screens, and fibre optics. Most notably, however, rare earth minerals are increasingly vital to the defence industry.

These 17 elements — closely related chemically and usually found all together in mineral deposits — have indeed been growing in geopolitical importance as the United States, Canada and other Western nations recognize their dependence on production from China.

It is the world’s largest producer and processor of rare earths, including the most in-demand elements neodymium and praseodymium used to manufacture very light and powerful magnets for an array of technologies, including the most advanced weapons of modern warfare.

Read
Yesterday at 3:00 AM CDT

Rise of social media reflects rise of self-promotion — to the detriment of genuine storytelling

Reviewed by Matt Henderson 4 minute read Preview

Rise of social media reflects rise of self-promotion — to the detriment of genuine storytelling

Reviewed by Matt Henderson 4 minute read Yesterday at 3:00 AM CDT

A conversation is overheard between two people; one congratulates the other on their success, evident through countless posts on LinkedIn, but the other confesses the prolific aggrandizement is due to slumping success.

A young man on an airplane spends three hours poring over selfies taken on a vacation, zooming in on his biceps and using AI to retouch photos before posting on Instagram.

Anonymous and cowardly trolls on Reddit attempt to end another person’s career.

All this “storytelling” was observed in one day by this reviewer.

Read
Yesterday at 3:00 AM CDT