Don’t stall on having serious talk before big night

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: My best buddy just told me he heard my girlfriend is “hoping to wake up on Valentine’s Day morning, wearing an engagement ring.” My jaw dropped. He said, “Everybody knows you you’re crazy about that woman, and you have the money to get married.”

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 11/02/2025 (583 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: My best buddy just told me he heard my girlfriend is “hoping to wake up on Valentine’s Day morning, wearing an engagement ring.” My jaw dropped. He said, “Everybody knows you you’re crazy about that woman, and you have the money to get married.”

But she and I only met 10 months ago, and I’m not ready to tie the knot. I had planned to give her a bouquet of red roses at an intimate dinner, and a little heart-shaped diamond pendant as a gift. Yes, it’s a real diamond — though definitely not meant by me as an engagement symbol. I was also expecting a surprise gift from her — probably a painting, as she’s an artist.

She’d also hinted at a special kind of lovemaking on Valentine’s Day night. I was excited about that, but not thinking of any of this as “engagement night” — just a fun, special evening.

Now I’ve got this information from my friend, I really don’t know what to do. I don’t want to lose this girlfriend, but I don’t want to be pushed into an engagement.

— No Hurry, East Kildonan

Dear No Hurry: Your girlfriend has to be told at home that you’re not yet ready for an engagement ring and a definite wedding. If things don’t go well — and they likely won’t — it’s best to avoid being in a restaurant with the possibility of seeing other people making proposals and getting rings on Valentine’s Day.

Be aware your mate is so built up for an engagement ring, she probably won’t much want the lesser diamond heart necklace from you, as it would just feel like second prize. But she might in a few weeks, so don’t return it unless she tells you to.

Dear Miss Lonelyhearts: My husband and I planned ahead to have as many kids as God would give us and at this point we have four. We got pregnant around Valentine’s Day a couple of times. But, I’m just not up for a fifth pregnancy — my body is way too tired.

My husband thought it was such a special thing — creating babies around Valentine’s Day. We both love kids, but I just don’t know how to tell him, as I do love him so much, I really don’t want another baby.

— Pregnancy Problem, Westwood

Dear Problem: True intimacy is about being free to tell each other your real feelings. So, tell your husband this feels like the end of your desire for new baby-creation. Four kids may be OK for him, too, but he’s been deferring to you make these decisions. Who knows? He might be all right with a different kind of “baby” this year — like a puppy!

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.

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

A development infused with personal memory

Brent Bellamy 6 minute read Preview

A development infused with personal memory

Brent Bellamy 6 minute read Yesterday at 2:00 AM CDT

I haven’t written here in a while. Early this summer, my mom was unfairly taken from us — from me. Healing, as much as it’s possible, takes time.

I’ve been writing for the Free Press for 16 years — 250 columns in all. I always felt like I was writing to her. But this will be the first one she doesn’t read.

I won’t be waiting for our midnight text conversation about it tonight. She passed on her night-owl gene, and those late-night exchanges had become our quiet ritual. I won’t be comforted knowing she’s patrolling Twitter or letters to the editor, looking for dissenters to protect me from.

I very rarely write in the first person or talk about my work as an architect, but this feels like the right time to do both.

Read
Yesterday at 2:00 AM CDT

Dynacare must treat workers fairly: health minister

Carol Sanders 3 minute read Preview

Dynacare must treat workers fairly: health minister

Carol Sanders 3 minute read 6:40 PM CDT

Manitoba’s health minister defended the government’s contract with Dynacare, saying the for-profit company is expected to treat its workers fairly — but wouldn’t say if that expectation was spelled out in the deal.

The 350 private lab workers, who are represented by the Manitoba Association of Health Care Professionals, have been without a contract since March 31 and went on strike on Sept. 8.

The Manitoba Labour Board ordered them back to work and they returned to the job one day later.

Health Minister Uzoma Asagwara was asked Wednesday about the lack of an essential services agreement and why the government didn’t intervene in March, knowing that a labour dispute could interrupt community lab services.

Read
6:40 PM CDT

Premier touts Port of Churchill opportunities at Canadian investment summit

Free Press staff 5 minute read Preview

Premier touts Port of Churchill opportunities at Canadian investment summit

Free Press staff 5 minute read Monday, Sep. 14, 2026

Premier Wab Kinew announced Monday that major capital investments in the Port of Churchill Plus project will receive an exemption from Manitoba’s seven per cent retail sales tax.

Kinew made the announcement at the start of the two-day Canada investment summit in Toronto. The premier made the pitch to a room of 250 Canadian and global investors representing more than US$13 trillion in assets.

“We are here in Toronto to tell global investors that the Port of Churchill is open and ready to expand,” Kinew told the Canadian Global Growth Forum, a provincial government news release said.

“These new capital incentives make it easier for investors to get in on the ground floor of the largest project featured at the Canada investment summit. The grain and critical minerals we are already shipping out of the port are reaching Europe faster than the Port of Vancouver. With the right investments we can ship commodities year-round, strengthening trade between reliable partners and creating good jobs,” the premier, who was not made available for an interview, said in the release.

Read
Monday, Sep. 14, 2026

‘Catch and confront’ risks too many snags

Maureen Scurfield 4 minute read Friday, Aug. 14, 2026

DEAR MISS LONELYHEARTS: I hate camping, but my boyfriend is a born fisherman, and he loves it. I have always stayed home while he goes off with “the guys” to fish. Imagine my shock when I found out that these are no longer “guys-only” weekends. Some of them are bringing women up there, and not their mates.

My boyfriend never updated me on that, you can bet. I heard it from someone who has the inside track.

Now I strongly suspect my man is not being true to me anymore. Our sex life has diminished to almost nothing this summer. Should I drive up, catch him and confront him?

— Riled By Lies, Westwood

50 years ago, we thought we could change the world

Robert Milan and Miriam Cooley 8 minute read Preview

50 years ago, we thought we could change the world

Robert Milan and Miriam Cooley 8 minute read Monday, Sep. 14, 2026

Winnipeg, 50 years ago.

We began as a small loose unorganized group of teaching friends and educators who shared the same political and social convictions.

We defined ourselves as socialists, feminists and political activists. We were a cross section of educational minds — language arts and social studies teachers, an art teacher, an early childhood educator, a Winnipeg school trustee, a school principal — making our group quite representative of school culture at the time.

Our questions and discussions about politics, education and society arose from a diversity of backgrounds, yet reflected a progressive cohesiveness. The political climate in Manitoba helped bring us together. Sterling Lyon was premier and his Conservative government was pursuing policies that we strongly opposed. To us, his government represented a determined assault on many of the social and political values we believed in, particularly related to education. Eventually we decided that perhaps we should do more than talk. And so the Socialist Teachers Education Movement — STEM — was born.

Read
Monday, Sep. 14, 2026

Winnipeg is one of nearly 40 municipalities to receive a failing grade from the Canadian Federation of Independent Business in the organization’s inaugural “municipal report card.”

The Manitoba capital ranked 33rd amongst the 66 municipalities assessed, earning an F, with an overall score of 4.84 out of 10.

The report, which the CFIB released on Tuesday, evaluated cost burden, regulatory burden and small-business friendliness using 11 indicators and data collected up to Dec. 31, 2025.

Winnipeg’s grade is a starting point and not the final word, said Brianna Solberg, CFIB’s director for the Prairies and northern Canada.