Stick to the classics for romantic proposal do-over

Advertisement

Advertise with us

Dear Miss Lonelyhearts: I reluctantly asked my girlfriend of three years to move in, just to get through COVID-19 — and surprised myself by finally falling deeply in love with her. I’d had my foot on the brakes as long as she lived at her parents’ house. I thought I’d never want to be in a husband/wife scenario like her old-world parents had.

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 11/03/2021 (2040 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: I reluctantly asked my girlfriend of three years to move in, just to get through COVID-19 — and surprised myself by finally falling deeply in love with her. I’d had my foot on the brakes as long as she lived at her parents’ house. I thought I’d never want to be in a husband/wife scenario like her old-world parents had.

Then the virus arrived, and things got complicated. She said she wasn’t sure about marriage herself, because she didn’t want to do the majority of the housekeeping like her mama did, or get pressured to have a bunch of kids by her folks. They hated it when she moved in with me without being married. I am No. 1 on their Bad Guy list!

So, their daughter and I started to play house at my little bungalow. Now the place looks and smells great and she has me splitting chores with her while we blast the music on Saturdays, and cook different dishes from cookbooks. I had all the electronics — a dishwasher, clothes washer and dryer, and a robotic vacuum which she loves.

My house went from a dump to a really cool-looking place because of both of us working together. One night, I realized we should be a team for life, and I was “totally in love” — so much more than before.

I rolled over and asked her to marry me. She said no — and started crying. I was in shock. I asked her why, and she couldn’t tell me. Finally, after a lot of tears, she said, “Because you didn’t want to ask me for three years when you were sleeping with me! I think you only want me now because the house looks great.”

And then this: “You didn’t get down on one knee and propose! You didn’t even have a ring for me!”

Wow! I was speechless. I couldn’t argue. I guess I acted like I’d done her a favour by finally flipping her the big question. What now? She’s way too quiet. I’m afraid I’m going to lose her, if I haven’t already. — Dough Head, Wolseley

Dear Dough Head: Your lady disappointed her old-world parents (and perhaps herself) by living with you without any sort of marriage commitment.

If you don’t love her enough to propose to her again in a way she can brag about to the parents about (as in, “See! He is a beautiful guy who loves and respects me deeply!”) then maybe you aren’t the right husband for her.

She’s done everything your too-casual way, up until now. She needs it to be done “right,” or she’s not into it.

There’s no time to lose, my friend. Get out there and find a diamond ring in a style you think she’d like. Then buy a dozen red roses. Remember, she wants a fancy proposal in a romantic spot with you, all dressed up like Prince Charming, and down on one knee. Arrange that at home, if necessary, with a fancy dinner you bring home. Phone her from the restaurant and request she dress up. Make sure to take photos. And good luck to you!

 

Dear Miss Lonelyhearts: I meet my lover and we go walking in the woods at different parks. We met through work two years ago and we were best friends instantly. We are both married to the wrong person.

My own husband wants to have a baby and he’s a very nice guy. I’m so in love with my other man, I’m secretly taking the pill so I can’t get pregnant. My lover is older, and I’ve tried to leave him, but I can’t, as he owns my heart.

He has teenage children, and a wife who drinks heavily and can’t manage the kids on her own. This whole thing is such a tangled web. I don’t know what to do. — Hopelessly Loving Older Man, Winnipeg

Dear Hopelessly: One thing is clear: you owe it to your husband to free him so he can find someone else. But your affair partner may need to stay with the family to look after the kids while they’re at home.

So where does that leave you? If you stay with him and he stays with his family, it’s unlikely you’ll be having babies with him for a long time, if at all.

Think hard. Is that OK with you? Maybe you need to look for someone who has many of the qualities of your lover, but is a free man.

 

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

Person killed in workplace accident at Fairmont construction site

Morgan Modjeski 2 minute read Preview

Person killed in workplace accident at Fairmont construction site

Morgan Modjeski 2 minute read Friday, Oct. 9, 2026

Emergency responders were on scene and Manitoba Workplace Safety and Health is investigating after a worker died following an incident at a Winnipeg construction site Thursday.

Little information about the worker killed was provided, but the fatal incident happened at the Fairmont Winnipeg, located at 2 Lombard Place, with police responding around 5 p.m.

The hotel is currently closed and is an active construction site. The person killed has not been identified by name.

Information from a provincial spokesperson said the deceased was working for Kepsco Construction when they were fatally injured after a “portion of an overhead canopy collapsed during asbestos abatement work.”

Read
Friday, Oct. 9, 2026

Final hurdles are moving on in your mind and life

Maureen Scurfield 3 minute read Yesterday at 2:01 AM CDT

DEAR MISS LONELYHEARTS: I just ran into my former husband with his new woman. It was a shock. She looked nothing like me — not nearly as good. In fact, she’s the opposite of me — red-haired, freckled, tall and skinny like a rake. I’m short, dark, with golden skin from my Italian background. That was what my husband used to say he loved in a woman.

Does that mean he lied — that he really didn’t like my looks and secretly longed for the opposite? That seems crazy to me. But I should mention that in our last miserable years together he didn’t even want to hold me in his arms and look at me. He sometimes slept at his office (or so he said) because he was “too tired to drive home.”

He could have been elsewhere — like in some other woman’s home — because he always used his cellphone to call me, not his office line.

How can I forget about the man I loved so much and finally move on?

Chopped trees will leave a ‘blight’ on Windsor Park

Kelly-Anne Riess 3 minute read Preview

Chopped trees will leave a ‘blight’ on Windsor Park

Kelly-Anne Riess 3 minute read Friday, Oct. 9, 2026

Robert Gordon has watched the trees grow along a popular Windsor Park walking path for nearly six decades.

Now, as Manitoba Hydro cuts them down to protect nearby power lines, he says a familiar part of his childhood neighbourhood is disappearing.

Although he no longer lives in the area, Gordon regularly returns to walk or cycle along the tree-lined path, which runs parallel to Archibald Street.

He was concerned when he recently spotted crews clearing vegetation near the entrance to the path, but initially assumed they were removing brush. When he returned, he discovered the clearing had extended farther along the corridor.

Read
Friday, Oct. 9, 2026

A Rocky day on the mayoral campaign trail for Kevin Klein

Malak Abas 12 minute read Preview

A Rocky day on the mayoral campaign trail for Kevin Klein

Malak Abas 12 minute read Friday, Oct. 9, 2026

Kevin Klein acknowledges it’s hard to foresee what he’ll wake up to each morning in the final weeks of a mayoral campaign.

But the seasoned politician, who has served as both a city councillor and a provincial cabinet minister, couldn’t have predicted the events — what he describes as “drama” — that unfolded last Sunday.

Fellow mayoral candidate Mike Vogiatzakis accused Klein’s campaign team of offering him a job to drop out of the race, while a guest writer’s column in the Winnipeg Sun that questioned the deaths of Indigenous children at residential schools, just days after the National Day for Truth and Reconciliation, sparked condemnation from a prominent Indigenous organization. (Klein is the CEO of the Klein Group, the company that owns the Sun. He has maintained he is not involved in its operations while running for mayor.)

The Free Press had already been scheduled to join Klein on the campaign trail Monday, intending to document a day in the life of the front-running candidate to unseat incumbent Scott Gillingham, before the controversies hit.

Read
Friday, Oct. 9, 2026

Is this the season of secession?

David McLaughlin 5 minute read Preview

Is this the season of secession?

David McLaughlin 5 minute read Yesterday at 2:01 AM CDT

Canada has entered its season of secession. Like El Nino, the currents of grievance can blow hot and cold. Today, they are hot. But how hot for how long? The odds of Alberta and now Quebec separating from Canada are not high, but they are never zero.

After a year of waving the flag in a surge of national patriotism to confront Donald Trump’s attacks on Canada — economic and verbal — it is both jarring and frustrating for most Canadians to be reminded of the pervasive and persistent tensions that come with governing our federation.

When we need new national purpose to confront big economic sovereignty and security challenges from outside, that purpose is undermined and diminished by having to confront homegrown grievances.

We’ve seen and seen off two separation referendums in Quebec. Now we have a newly elected separatist party coming to power. In Alberta, voters will soon decide whether the independence road is one they want to travel.

Read
Yesterday at 2:01 AM CDT

Stuart-Stevenson tandem gives Jets time for best Hellebuyck trade deal

Mike McIntyre and Ken Wiebe 8 minute read Preview

Stuart-Stevenson tandem gives Jets time for best Hellebuyck trade deal

Mike McIntyre and Ken Wiebe 8 minute read Friday, Oct. 9, 2026

A weekly lap around the NHL by Free Press hockey writers Ken Wiebe and Mike McIntyre

The New York Islanders are first-overall. The Calgary Flames are in the league basement.

We’re talking about goaltending, specifically the metric of “goals against above expected” as tracked by the Money Puck website which factors in shot quality and location and is a much better measure than traditional numbers such as goals-against-average and even save percentage, which can be heavily influenced by team factors.

In a nutshell, you want to be as high as possible on this list, suggesting your masked men are doing their job by stopping everything they should — and hopefully a few more. The lower you are in the 32-team league, the more likely you have a leaky crease.

Read
Friday, Oct. 9, 2026