Stop fretting and really get to know old crush

Advertisement

Advertise with us

Dear Miss Lonelyhearts: I’m recently divorced and kind of lonely, and going out to just about anything to meet new people. I met a woman at a crazy party last weekend with a partly-shaved head and crazy colours in the front bangs. I am a woman, too.

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 15/06/2025 (429 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: I’m recently divorced and kind of lonely, and going out to just about anything to meet new people. I met a woman at a crazy party last weekend with a partly-shaved head and crazy colours in the front bangs. I am a woman, too.

I couldn’t quite place her at first — and she wouldn’t help me. It finally came to me! I knew her from Grade 3. She had long, red hair then, and she sat right across from me at the front of the class, for one year. The teacher put us there, for talking too much. Then she moved away to another part of the city over the summer.

Many years later, she has a new name she chose herself — first and last — and she’s single. I’m attracted, but she’s a little weird. Last night she found me online, and made contact. Suddenly I’m shy about meeting her, though I really want to see her again. Help! What should I do?

— Old Crush Revisited, South St. Vital

Dear Crush: Grown-up people may have changed looks-wise, but they still have lots of the same character and personality. You and this girl liked each other way back when, and there’s a good chance you will again.

Stop wasting your mental energy, and ask your elementary school crush to meet you somewhere busy and interesting for lunch — like The Forks or the Assiniboine Park Zoo. Have a light lunch, and talk a little about grade school — but not too much, as you’re big “kids” now.

Then, go for a walk by the river or on the zoo animal trek — anywhere that stimulates easy conversation. See how you like each other now, and good luck with the rest. P.S.: By the way, you’re old enough to kiss her now!


Dear Miss Lonelyhearts: My boyfriend’s mother is just starting to show her true personality, Heaven help us! Although I’d heard she could be a witch, I never saw or heard anything like that, until just recently. Apparently, she’s in a “mental state” again, with her special brand of illness — and she’s screaming obscenities and cruel abuse at her grown-up children.

What a change! When my guy and I were first dating last winter, his mom was super-sweet to me. If any of the siblings started to complain about their mother’s crazy old behaviours, my new man would stop them and say, “That was in the past. Mom has medication, now.”

But, six months later, she’s taken herself off her meds, and he’s taking crazy calls from her, at my place. Then he runs outside and jumps in his car in the driveway. I can see him waving his hands in the air! I know his mother is screaming at him — and I can tell he’s yelling back. I’m losing respect for both of them.

I know she upsets him badly, but he has told me through tears that he loves his mother, and he will never abandon her, like her ex-husband and the other children have done. I refuse to have her in my life, but I love him.

I’m also scared to have children with him as they would have some of her bloodline. Is there anything I can do at this point?

— Extremely Upset, West End

Dear Extremely Upset: You can’t marry this guy in the hope his personal family hell will somehow get better.

He says he’s going to be hanging in there with his mom, but as you can see, she can go off her medication at any time and make everybody suffer. That would include you, if she moved in.

It sounds like she has no one else at this point, but your boyfriend.

Now you have a decision to make. You have yourself and your future to protect. If you had children with this man, they’d be part of this scary situation. Some things you just can’t fix.

You have to look ahead now, and it looks like you may need to remove yourself from this. It also sounds like you’re in family-making mode. You need to look for a new guy with some of this boyfriend’s best characteristics, but from a more stable family that will add to your life, not destroy 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.

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

How well do you know your city? Put your knowledge to the test with our 10-question quiz.

Hometown hero hits CEBL championship clinching shot

Taylor Allen 4 minute read Preview

Hometown hero hits CEBL championship clinching shot

Taylor Allen 4 minute read Sunday, Aug. 16, 2026

Chapter 1 of Winnipeg Sea Bears basketball was capped by hometown hero Chad Posthumus.

It was May 27, 2023, and the late, great centre out of River East Collegiate had a put-back basket off a Teddy Allen miss to give the Sea Bears a 90-85 victory over the Vancouver Bandits in Winnipeg’s inaugural game, in front of what was then a record crowd of 7,303.

So, on Saturday, it was rather poetic that Simon Hildebrandt — another Winnipegger and a player Posthumus used to mentor — was the one to put an exclamation mark on the franchise’s latest and greatest chapter.

Hildebrandt drilled a wide-open three in Target Score Time to crown the Sea Bears as the 2026 CEBL champions.

Read
Sunday, Aug. 16, 2026

Pair of banks abandoning Brandon’s downtown

Abiola Odutola 2 minute read Preview

Pair of banks abandoning Brandon’s downtown

Abiola Odutola 2 minute read 2:01 AM CDT

Two of Canada’s major banks are set to relocate from their longstanding downtown Brandon locations in October.

Read
2:01 AM CDT

Manitoba man lied about abduction: N.D. police

Scott Billeck 2 minute read Yesterday at 3:17 PM CDT

U.S. authorities say a Manitoba man falsely claimed he had been kidnapped and taken across the Canada-U.S. border over the weekend.

Roderick Garson, 37, is being held in a county jail near Alexandria, Minn., after he was arrested and charged with falsely reporting a crime.

The arrest stems from a report police received Saturday that a man had been abducted with a weapon in Manitoba and taken across the border into the United States.

The investigation led U.S. authorities to Alexandria, about two hours northwest of Minneapolis, where police located the reported victim and suspect after the latter ran into a local store claiming he had escaped from his 31-year-old unnamed captor.

Stop fretting and really get to know old crush

Maureen Scurfield 4 minute read Sunday, Jun. 15, 2025

Dear Miss Lonelyhearts: I’m recently divorced and kind of lonely, and going out to just about anything to meet new people. I met a woman at a crazy party last weekend with a partly-shaved head and crazy colours in the front bangs. I am a woman, too.

I couldn’t quite place her at first — and she wouldn’t help me. It finally came to me! I knew her from Grade 3. She had long, red hair then, and she sat right across from me at the front of the class, for one year. The teacher put us there, for talking too much. Then she moved away to another part of the city over the summer.

Many years later, she has a new name she chose herself — first and last — and she’s single. I’m attracted, but she’s a little weird. Last night she found me online, and made contact. Suddenly I’m shy about meeting her, though I really want to see her again. Help! What should I do?

— Old Crush Revisited, South St. Vital

Best to fess up about grandkid-sitting fatigue

Maureen Scurfield 5 minute read Yesterday at 2:00 AM CDT

Dear Miss Lonelyhearts: We love our grandchildren, but now we’re sick of them. The two sets of parents — our adult children — have been parking their kids out here on the farm with us while they take back-to-back road trips to see their friends. We’ve had enough.

Grandma and I want them to come back and get the “brats” (just joking, they’re nice kids) so we can relax.

You have to be so careful with city kids around the farm who don’t know when they’re going to make a mistake and get hoofed by an animal or run over by a farm implement.

How do we tell our kids the party is over early, and they really need to come back before grandma and I give out?