Work through your grief to connect again

Advertisement

Advertise with us

Dear Miss Lonelyhearts: Sadly, my relationship was past its ‘best before’ date, and I didn’t let my new man go, when I should have.

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 19/10/2021 (1809 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: Sadly, my relationship was past its ‘best before’ date, and I didn’t let my new man go, when I should have.

Last weekend he asked me to marry him. All I could tell him was, “I’ll have to think about it.”

He said: “If you have to think about it after a year of saying you love me, then it’s over!” Tears were forming in his eyes, and he turned and walked away from me, shoulders hunched, looking broken.

I feel cold admitting I didn’t cry, because it was the right decision for me.

I didn’t love the workaholic part of him, the money obsession, the lack of hearts-and-flowers romance I had with my deceased husband. I only loved half of this man. I’d need the whole package to marry again.

So why didn’t I let go of him sooner? I’m ashamed to say, I was desperately lonely, and only thinking of myself. Friends and family couldn’t fill that emptiness. I really needed another man.

Last night he sent me a photo of the ring he was going to present to me. It was magnificent, and his text said: “That’s how much I loved you.” I feel like such a wretch for hurting him.

— Guilty Widow, River Heights

Dear Guilty Widow: Tough-seeming workaholics can love just as hard as the hearts-and-flowers guys do, but it doesn’t translate for a romantic-type woman like you.

The time has come to get professional help now, to finally close the wound left when your husband died. You managed to stop the “bleeding” with a human bandage — a man who obviously cared a lot for you.

When he finally showed you the depth of his love with a proposal, you couldn’t match it.

Now you must take yourself in for repairs so you can love again. Look for a bereavement counsellor to take you through the stages of grief you tried to avoid with a hasty new relationship.

You might also see a psychologist to talk about the guilt you feel over this man you hurt, your assorted fears, the loneliness pitfall and what you should be looking for now to rebuild your personal life and friend base.

Dear Miss Lonelyhearts: “The heart is a fool when acting without the brain,” my old dad used to say. Right. And here I go! I have just met someone who really blows me away — what a beautiful woman inside and out. I just hired her, after a lengthy interview.

She’s single and so am I, but I know it isn’t cool to hit on her. But what if she hits on me? That would be an employee hitting on the boss, not so bad as the other way around, right?

Got any advice? By the way, we are both in our 20s in the food-service industry.

— Falling for Her Fast, Winnipeg

Dear Falling Fast: Workplace relationships these days are tricky. What you don’t want to do under any circumstances is make this woman feel uncomfortable at work.

Don’t make it obvious that you have a thing for her, but be friendly and fun (no real flirting). Invite her as part of the gang when other staff go out after work, but that’s it.

You might actually want to fight your crush on her altogether while she still works at your restaurant. If she does have a thing for you, let it be totally on her to chase you. But, if she ever moves to work at another restaurant, go for it!

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

Virgo Rising’s debut LP is visceral, vulnerable

Ben Waldman 5 minute read Preview

Virgo Rising’s debut LP is visceral, vulnerable

Ben Waldman 5 minute read 2:00 AM CDT

Lauren Wittmann’s apartment was bright and trinket-filled, and Emily Sinclair felt nostalgia for it as soon as she walked through the door.

It was 2018 or so, and as Sinclair, the lead vocalist for Winnipeg indie quartet Virgo Rising, tells it, crossing the transom and kicking off her shoes into a pile of strange soles felt like “bursting into the world” for the very first time.

“I was finally meeting my people,” Sinclair recalls.

A few years later, that same unit came up for rent, and Sinclair moved in, unboxing her possessions and hanging her frames on the hammered nails of prior tenants.

Read
2:00 AM CDT

Transit, roads and city council’s priorities

Erna Buffie 5 minute read Preview

Transit, roads and city council’s priorities

Erna Buffie 5 minute read 2:00 AM CDT

Did any of you happen to notice that the week of Sept. 14 marked an interesting confluence of events in Winnipeg? First up was the mayoral debate on public transit. Second was an announcement that the city would be undertaking a survey to determine whether their citizens’ “transportation needs” are being met.

Read
2:00 AM CDT

Health minister warns $1.2 billion in annual federal funding set to expire in March

Scott Billeck 3 minute read Preview

Health minister warns $1.2 billion in annual federal funding set to expire in March

Scott Billeck 3 minute read Yesterday at 6:58 PM CDT

Manitoba’s health minister is warning of possible cuts to health care with $1.2 billion in annual funding from Ottawa set to expire next year.

“We’re very concerned that what would be the largest cut to health care in a generation is right in front of us,” Health Minister Uzoma Asagwara said Thursday at the Manitoba legislature. “It means that services that Manitobans depend on will be in jeopardy and be at risk.

“Any reductions, any cuts from Canada, will have direct impacts on the health outcomes of Manitobans.”

Asagwara, who serves as the provincial and territorial health minister lead, chaired a virtual meeting Tuesday with provincial and territorial health ministers to discuss federal funding for health care, mental health care and substance use services, which is scheduled to expire March 31, 2027.

Read
Yesterday at 6:58 PM CDT

Ferraro gets call-up to the Jets

Mike McIntyre 5 minute read Preview

Ferraro gets call-up to the Jets

Mike McIntyre 5 minute read Wednesday, Sep. 30, 2026

Landon Ferraro vividly recalls the moment his NHL career came to an extremely painful end — Oct. 20, 2017, in downtown Winnipeg.

“My last play was a breakaway on Connor Hellebuyck,” Ferraro told the Free Press this week.

“I tried to poke the puck past the first D. It was me and (Dustin) Byfuglien chasing it down. I thought he was going to throw me across the ice, so I tried to cut in on him, and he moved. I overextended, and I literally ripped my abductor off the bone and gave myself a hernia.”

Ferraro — at the time playing forward for the visiting Minnesota Wild — said he managed to get off a weak shot that hit the Jets goaltender square in the chest. But his 77th appearance in the big leagues would be his last following previous stops with Detroit (which drafted him 32nd overall in 2009) and Boston.

Read
Wednesday, Sep. 30, 2026

J’accuse!: Kinew uses French to fry interim Tory leader over alleged caucus subterfuge

Chris Kitching and Maggie Macintosh 3 minute read Preview

J’accuse!: Kinew uses French to fry interim Tory leader over alleged caucus subterfuge

Chris Kitching and Maggie Macintosh 3 minute read Yesterday at 5:55 PM CDT

NDP Premier Wab Kinew took a dig at the Progressive Conservatives’ leadership change while facing off with Obby Khan’s short-term replacement for the first time in question period Thursday.

Read
Yesterday at 5:55 PM CDT

Port of Churchill signs agreement with Dutch port

Aaron Epp 2 minute read Preview

Port of Churchill signs agreement with Dutch port

Aaron Epp 2 minute read Tuesday, Sep. 29, 2026

Arctic Gateway Group, operator of the Port of Churchill, has signed an agreement with the Port of Rotterdam in the Netherlands to attract business and strengthen supply chains linking Western Canada and Europe.

The agreement enables the two ports to work together to develop new trade in critical minerals and energy products, connect Canadian producers with European buyers, and identify opportunities to improve the supply chain from Western Canadian resource projects through Churchill and into European markets.

The Port of Rotterdam is Europe’s largest port and home to more than 3,000 businesses across its industrial complex, serving as a major gateway for critical raw materials and energy.

Meanwhile, the Port of Churchill has been identified as a transformative national strategy for Canada and is emerging as a northern trade corridor connecting Western Canada’s resources to global markets.

Read
Tuesday, Sep. 29, 2026