Trust your gut and step on the brakes

Advertisement

Advertise with us

Dear Miss Lonelyhearts: I’m 29. My boyfriend is younger than I am, and more serious. I was married before, so I’m wary.

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 20/06/2021 (1930 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: I’m 29. My boyfriend is younger than I am, and more serious. I was married before, so I’m wary.

He is an only child and is excited about the prospect of love, marriage and a baby carriage. He’s so anxious to get moving, but I’m dragging my feet.

Last night he asked me a serious question. He wants to know “if I’m considering all that with him one day,” or if I’m done with marriage and kids after my first husband.

I just don’t know! I was fooled before. I was married to a sweet and romantic young man, who turned out to be violent.

How do I know this man won’t turn out the same once I’ve signed the marriage certificate? — Dragging My Feet, West End

Dear Dragging: You could make the same mistake by going too fast.

This guy is anxious to push his own agenda. He’s not thinking about you — he wants you to take the fast train with him.

Look, you have serious doubts about him or you wouldn’t be writing. Listen to the intuition that’s telling you to step on the brakes and get off this locomotive.

 

Dear Miss Lonelyhearts: I’m in my late 60s and feeling very lonely. My wife has been gone for just over five years, and while I have a wonderful family, my own home life is spooky quiet. But I feel like if I started dating again, it’d hurt my two grown “boys” who have wives and children of their own now.

You know how “adult children” can be; even if they’re in their 30s, they still act like they did as kids.

Father’s Day is upon us again, and they used to like to get together — Grandmom, Grandad, themselves, their mates and their tiny kids. This time, because of COVID, my two sons and I will meet in my backyard for a few beers.

How could I approach the subject with them in a way that wouldn’t hurt their feelings? It has been quite some time now since their mother passed. I want to get on with my life! — Lonely Too Long, Transcona

Dear Lonely Too Long: Your kids didn’t ask permission to start dating, did they? You don’t need to, either. It’s an awkward question to ask grown kids who have lost their mother if it’s OK to start dating to try to replace her.

So, people in your position should just subtly start looking for a new relationship and hope the family will like the new lady you pick, when you bring her around.

That is something you should do only if things are becoming serious — to see how she reacts with your children and grandchildren. They only need to like her — not love her — in the beginning, to pass muster.

Who knows? Your sons may be happy you have found someone. The idea is to expand your circle of family to include a happy new mate — not to marry a woman who doesn’t fit in with the family and keeps you away from them.

The trick is to introduce her part way through a family gathering, when things are already cooking, and she doesn’t feel she’s on display.

For now, hunt in private and date once you’ve had both COVID vaccinations and they’ve had time to kick in. Dating is scary enough without fear of the coronavirus.

And yes, you and your potential partner are certainly both within your rights to ask for proof.

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

You’re a solid, loyal sister, so worry not

Maureen Scurfield 5 minute read 2:00 AM CDT

DEAR MISS LONELYHEARTS: I ran into my sister’s husband at the bar recently. He was drinking with a bunch of people from his work. I noticed he was sitting close to a young woman, with his arm around her.

I just nodded without a smile as I slowly passed them. I kept on going, but he knew I saw them together. A few minutes later he came over — obviously drunk — and said, “You’re a good girl! You won’t say anything to your sister, will you?” Ha! I looked at him and said, “Of course I’m going to say something!”

My loyalty will always be to my sister. I phoned my sis in my car and blabbed. She tried to laugh it off, but she’s gone silent since — not answering my calls or messages. So apparently now I’m the troublemaker? That’d be just her style! What should I do?

— Worried About Us, North Kildonan

Kent Monkman debuts beaver sculpture in Toronto’s ambitious new waterfront park

Alex Nino Gheciu, The Canadian Press 2 minute read Preview

Kent Monkman debuts beaver sculpture in Toronto’s ambitious new waterfront park

Alex Nino Gheciu, The Canadian Press 2 minute read Wednesday, Sep. 30, 2026

TORONTO - Kent Monkman’s first-ever public art installation is dam good.

The celebrated Cree artist’s new permanent sculpture, dubbed “The Colony,” debuts Wednesday in Toronto’s east end.

The 15-foot-high bronze structure features beavers dancing, feasting and celebrating, evoking Indigenous ceremonies.

It highlights the vital role of beavers in the natural, Indigenous and colonial histories of Turtle Island, says a release.

Read
Wednesday, Sep. 30, 2026

Letters, Oct. 2

6 minute read 2:00 AM CDT

Are clinical psychologists next?

Re: Province hires 17 psychiatrists to work in Winnipeg, Selkirk (Sept. 25)

Manitoba’s government has shown that it knows how to solve a specialist staffing crisis in health care. Clinical psychologists are still left to wonder when it will be their turn.

The Manitoba Psychological Society (MPS) welcomes the recent announcement of 17 new psychiatrists in the public system. Any investment in mental health deserves to be celebrated, especially in light of the Canadian Alliance on Mental Illness and Mental Health’s report card that was released in August 2026. Manitoba received overall grades of F and D for mental health and substance use health, respectively. Although disappointing, this is not surprising given that Manitoba spends five to six per cent of its health budget on mental health and addictions, about half the recommended rate of 12 per cent.

Trust your gut and step on the brakes

Miss Lonelyhearts  4 minute read Sunday, Jun. 20, 2021

Dear Miss Lonelyhearts: I’m 29. My boyfriend is younger than I am, and more serious. I was married before, so I’m wary.

He is an only child and is excited about the prospect of love, marriage and a baby carriage. He’s so anxious to get moving, but I’m dragging my feet.

Last night he asked me a serious question. He wants to know “if I’m considering all that with him one day,” or if I’m done with marriage and kids after my first husband.

I just don’t know! I was fooled before. I was married to a sweet and romantic young man, who turned out to be violent.

Face up to fact you blew it with ex-wife

Maureen Scurfield 4 minute read Yesterday at 2:01 AM CDT

DEAR MISS LONELYHEARTS: My ex-wife just moved back to town and looks like a changed woman. She spent years married to me, and our kids just graduated in a city where we once lived together. That was without help from me, other than minor financial stuff.

She has found a great new job back in Winnipeg and she’ll do very well. I admire her more than any other woman I ever met, but she’s not interested in me at all.

I once had a solid, responsible job and then got into drinking, and I cheated on her. That’s why she left town. Now I’ve been sober and sorry for many years.

I asked her last weekend if I could take her out to dinner and she said no and changed the subject.

Sisters relieved hospital takes accountability after mother’s death

Scott Billeck 5 minute read Preview

Sisters relieved hospital takes accountability after mother’s death

Scott Billeck 5 minute read Yesterday at 6:39 PM CDT

Eight months after losing their mother, two Winnipeg sisters say an internal hospital review has finally given them something they had been seeking since her death: accountability.

Chelsea Mann and Samantha Burns said St. Boniface Hospital officials acknowledged mistakes were made in the care of their mother, Judy Burns, during a recent meeting to discuss the findings of a critical incident review into her death.

The acknowledgement marked a significant departure from an earlier meeting with hospital officials, when they felt their concerns were largely dismissed.

Burns, 68, died on Jan. 21, three days after being admitted, after experiencing rectal bleeding.

Read
Yesterday at 6:39 PM CDT