Take things at a natural pace this time around

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: I lost my female friend I’d been engaged to for many years. Last spring, I finally gave in to pressure from family and friends and bought her a diamond ring — and I paid a lot for it. I still made no move to marry her, though. I was previously married and divorced, before dating her, so I felt I’d “been there, done that.”

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 26/02/2023 (1261 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: I lost my female friend I’d been engaged to for many years. Last spring, I finally gave in to pressure from family and friends and bought her a diamond ring — and I paid a lot for it. I still made no move to marry her, though. I was previously married and divorced, before dating her, so I felt I’d “been there, done that.”

Neither of us wanted children at this late date in our lives, so I didn’t see the point of marrying. I totally missed the point of that big diamond being a promise. I just bought it for her out of respect. Two months later, she broke up with me and gave me back the ring. I found out she was hurt and embarrassed, because people thought I didn’t want to marry her because I was already “getting what I wanted.”

She moved into the city. I still tried to set a date for a wedding with her, and she cried and said, “Too little, too late!”

I’ve been suffering without her, but recently I met a beautiful woman through a friend’s wife. She really likes me. I don’t want to risk losing her, and don’t want to do anything rude this time. So, I’m asking you this: Would it be wrong to sell the big diamond I got back, and buy a new one for my new lady with the money, along with suggesting a wedding date?

— Trying to Improve Myself, rural Manitoba

Dear Trying: No one is going to be fooled, including your new lady. Rushing her would be seen as desperation — an attempt to erase what happened last time.

This new relationship hasn’t had enough time to deepen. You should both be feeling love and a compatibility that’s deep enough to warrant marriage. That takes a certain amount of time — not just a few months, but not decades, either!

As for the ring situation, be very careful! That money should never be seen to be the same funds furnishing a new engagement ring. You might secretly sell that big diamond one day, but tell no one, and use the money for another important expense in your life.

Mention the ring sale and the amount to no one, not even a close friend or family member. That’s the kind of juicy information that makes for gossip. From now on, your new middle name is “Discreet.”

Dear Readers: In regard to the recent letter from the married woman who feels extremely guilty for kissing a male co-worker one night at the workplace, I asked readers what they’d think of her confessing and then offering her husband a free pass for one kiss outside their marriage. Below is a reader response that could be quite helpful:

Dear Miss Lonelyhearts: The free-pass offer is a self-serving and juvenile “solution” that does nothing to restart the relationship and get past the indiscretion. It slaps a Band-Aid and soothing balm on her guilt by encouraging her spouse to “make things even.”

There is a significant difference between a serious lapse in judgment and deliberately duplicating the same action. The offer, at best, is a licence for more infidelity. At worst, the offer is an insult to her spouse.

Why feel so guilty if she honestly believes her spouse could do the same, especially if given permission? Why make the offer if she is certain her spouse will never act on it?

— A “Free Pass” Reaction, Winnipeg

Dear Free Pass: Depending on the person, a guilty secret can grow and the guilt escalate, or it may just fade with time. This woman’s “sin” of kissing a co-worker is bothering her a lot, and that may be enough punishment. It’s doubtful she’d ever do it again.

It was a regrettable indiscretion on her part, for sure. But it’s not so serious that everybody in this marriage — including the children — should have to pay for it with the family blowing apart. Private counselling might be helpful, if the marriage can withstand a shakeup without a breakup.

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.

Maureen Scurfield

Maureen Scurfield
Advice columnist

Maureen Scurfield writes the Miss Lonelyhearts advice column.

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

New lab a win for Winnipeg’s long game

Editorial 4 minute read Preview

New lab a win for Winnipeg’s long game

Editorial 4 minute read Yesterday at 2:01 AM CDT

It would be easy to overlook the announcement this week that the federal government was green-lighting a quarter-billion-dollar expansion of the National Microbiology Laboratory’s Canadian Science Centre for Human and Animal Health on Arlington Street.

Easy to overlook, in part, because it will take a decade to build the new 140,000-square-foot laboratory specializing in medical countermeasures.

But make no mistake, this latest investment from Ottawa galvanizes Winnipeg’s reputation as a global leader in the research of the world’s most infectious diseases. It also confirms that a wager made by Manitoba political leaders nearly 40 years ago is paying off in spades.

The existing NML was, to be frank, hastily conceived compensation for one of the most egregious examples of political pork-barrelling ever seen in Canada.

Read
Yesterday at 2:01 AM CDT

Gilbert Plains Country Club closes for remainder of season due to flood damage

Ken Wiebe 6 minute read Preview

Gilbert Plains Country Club closes for remainder of season due to flood damage

Ken Wiebe 6 minute read Thursday, Aug. 6, 2026

Scott McCallum has made the trek to the Gilbert Plains Country Club clubhouse countless times.

But this was the first time the golf professional and general manager of the course required hip waders to get to his office.

Walking hand in hand with his wife Lindsay, McCallum didn’t need much time to see the devastation caused by the flash flooding in the Parkland region in late June.

“We’re on a river and it’s a beautiful golf course, but anytime you’re on a body of water you know that you’re taking a chance of events like this happening,” McCallum said in a telephone interview. “To this magnitude, we’ve never seen anything like it before. So, this is new to us.

Read
Thursday, Aug. 6, 2026

Main Street restaurant Boujee burns for the second time in one week

Aaron Epp 2 minute read Preview

Main Street restaurant Boujee burns for the second time in one week

Aaron Epp 2 minute read Yesterday at 3:15 PM CDT

A former restaurant on Main Street is set to be demolished after a fire broke out for the second time in less than a week.

Winnipeg Fire Paramedic Service crews responded to reports of a fire at Boujee Restaurant and Bar, a vacant, single-storey building on the 100 block of Main Street shortly before 6 a.m. Saturday. The same building was most recently damaged in a fire last Sunday.

At the scene, crews found heavy smoke coming from the building. After attacking the fire using aerial ladders that sprayed water from above, firefighters arranged an emergency demolition of the building. Demolition is expected to be completed today, the WFPS said in a news release.

No injuries were reported and the fire is under investigation.

Read
Yesterday at 3:15 PM CDT

Livestreamed mental-health meltdown underscores medium’s disturbing decline

Melissa Martin 6 minute read Preview

Livestreamed mental-health meltdown underscores medium’s disturbing decline

Melissa Martin 6 minute read Friday, Aug. 7, 2026

On Tuesday evening, a well-known celebrity blogger, best known by the nom de plume Perez Hilton, opened up his TikTok account and began a livestream from his Miami home. What unfolded over the next 30 minutes horrified all who witnessed it — and should force the rest of us to take a very sober look at the ways social media can harm.

Read
Friday, Aug. 7, 2026

World-touring rock star comes home for street-naming

Tiago Resko 4 minute read Preview

World-touring rock star comes home for street-naming

Tiago Resko 4 minute read Friday, Aug. 7, 2026

Memories of burning Wayne Gretzky rookie cards while biking up and down Bellavista Crescent came flooding back to Brent Fitz on Friday morning as the local rocker revisited his childhood neighbourhood for a street-naming ceremony in his honour.

Bellavista Crescent has been given the honorary name Brent Fitz Way to celebrate the prolific Winnipeg musician, who has played drums and keyboards alongside such rock legends as Slash, Alice Cooper, Ozzy Osbourne, Gene Simmons and Vince Neil.

“Having this location now officially geotagged, it’s incredible. But it’s geotagged attached to people and friends and family,” Fitz said to a crowd of supporters gathered at the corner of Bellavista and Voyageur Avenue.

The Toque and Streetheart member said growing up in the community is where he learned how to connect with people, which led him to form countless relationships that would change the course of his life.

Read
Friday, Aug. 7, 2026

Champion curler Meleschuk never lost his passion for the game

Joshua Frey-Sam 8 minute read Preview

Champion curler Meleschuk never lost his passion for the game

Joshua Frey-Sam 8 minute read Yesterday at 3:00 AM CDT

At the height of his curling career, Orest Meleschuk balanced ferocity and finesse like almost no one else.

The Winnipeg product was a fierce competitor skilful enough to thread a rock through a window and find the button.

Known as “The Big O,” he curled competitively for over six decades, finding success at the local, provincial, national and global level, and his longevity on the pebble was notable before lengthy careers became the norm.

Meleschuk is still tied with his good friend John Usackis for the most appearances in the Manitoba men’s provincial playdowns, at 30.

Read
Yesterday at 3:00 AM CDT