Shelve the cynicism and get back on trusting track

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: My new man and I are in our 40s, both divorced and cynical — but who isn’t, these days?

Read this article for free:


By clicking the button above, an account will be created and you will begin to receive some of our recommended newsletters. You may opt out of any newsletter by visiting your Email and Communication Preferences page or by clicking "unsubscribe" at the bottom of any email.

or

Already have an account? Log in here »

To continue reading, please subscribe:

Digital Subscription

One year of digital access for only $1.44 a week*

  • Enjoy unlimited reading on winnipegfreepress.com
  • Read the E-Edition, our digital replica newspaper
  • Access News Break, our award-winning app
  • Play interactive puzzles

*Billed as $5.77 plus GST every four weeks. After 52 weeks, price increases to the regular rate of $19.95 plus GST every four weeks. 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 11/06/2024 (862 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: My new man and I are in our 40s, both divorced and cynical — but who isn’t, these days?

I’ve had two previous marriages go down the drain. We’ve been getting serious, but now we’ve hit a terrible bump on the road to a possible marriage.

I definitely think we should live together first, to see how it goes. But my partner said last night he wants a real engagement commitment with a diamond ring, and great wedding plans. I told him, “No way! Been there twice; paid for two divorces.”

He went totally silent. Then he said slowly, “You are possibly the most unromantic woman I’ve ever been with. You can’t possibly love me, or you’d want my ring!”

Then I found out he’d bought a beautiful diamond to give me. He said he’d had a whole outdoor proposal scene planned out — on bended knee and the whole works.

Then, he hung up on me. I was awake all night, upset! No wonder he was so hurt and angry.

This afternoon, I called him, crying and apologizing. I really love this man, and do not want to lose him. I also don’t want him to think I’m changing my mind about first refusing him just because I now want his diamond ring — of course I do, but I also want him! Please give me your advice, ASAP.

— Terribly Sorry I Doubted Him, West End

Dear Terribly Sorry: It works in your favour that you two are both in your 40s, no doubt with experiences both bad and good. But you need to drop that big load of suspicion and resentment you’re carrying, so you can start trusting this man. He’s serious about loving you, and you love him.

Don’t waste another minute before telling him you’re terribly sorry and you’re going to work out your trust issues with a relationship counsellor, so you can open your heart and give him 100 per cent in a marriage. Then dig in and do the counselling, no matter what his answer is. He might not “give in” until he sees real proof.

Dear Miss Lonelyhearts: Imagine my shock when I answered the phone and suddenly heard my high school teacher from 10 years ago speaking to me! This is the man I had a serious crush on in high school, and never quite got over.

He said he wanted me to come back and talk to his class at an informal “career day” he’s putting on in early September. He asked if I could talk about my working life as an interior designer. He said, “Just a short chat and a Q-and-A.”

September is a long way from now, but It made my stomach flip over! If I accept, it might stir up all those feelings of unrequited love in high school, as I have just the imagination to do that.

If I don’t accept, I’ll kick myself for not going to check him out, now that I’m an adult of 27 years. I sound like an idiot, confessing all this, but does he want anything other than having me as a guest, I wonder? How would I even know? I told him I’d have to think about it.

I always felt he liked me, and his low voice still gives me chills. I guess I still have a crush! God knows I’m old enough to date him, at this point. I phoned someone who’d know his marital status, and he’s “presently single,” whatever that means. What do you suggest?

— Old Enough for Him Now, Osborne Village

Dear Old Enough: Seeing this old teacher might be great, or it might be disillusioning — especially compared to your vivid fantasies. But you’d best keep that fanciful crush firmly planted in your imagination and stick to planning your professional presentation, when visit your former teacher.

To be sure, many high school students have had big crushes on special teachers, but to pursue a romantic relationship is simply out of bounds ethically and professionally, even once a former pupil is an adult. A teacher could get into big legal trouble and lose their job for consorting with a student.

So shift gears to focus on making this the best presentation possible for his students. It’s really all about them.

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

Disgraced ex-dean landed job at German university after fleeing Winnipeg

Maggie Macintosh 8 minute read Preview

Disgraced ex-dean landed job at German university after fleeing Winnipeg

Maggie Macintosh 8 minute read Friday, Oct. 16, 2026

Before he was arrested in a posh Paris suburb, the disgraced dean of Manitoba’s only law school — who fled the country following a 2020 expense scandal — kept a low profile at a German university.

Read
Friday, Oct. 16, 2026

Campaign blunder: Klein features wrong city in election video

Malak Abas 4 minute read Preview

Campaign blunder: Klein features wrong city in election video

Malak Abas 4 minute read Monday, Oct. 19, 2026

A paid ad from mayoral candidate Kevin Klein on his commitment to Winnipeg has been pulled after commenters noticed one small error: the footage used in the ad was actually of Edmonton.

Read
Monday, Oct. 19, 2026

Empty desks: Advocates talk chronic school absenteeism

Maggie Macintosh 5 minute read Preview

Empty desks: Advocates talk chronic school absenteeism

Maggie Macintosh 5 minute read Updated: Yesterday at 3:16 PM CDT

Concerned that school and government leaders are downplaying the state of student absenteeism, community organizers are strategizing to create urgency around who’s regularly missing class — and why — in Winnipeg.

The inaugural Youth at Risk in Winnipeg Symposium, held over the weekend at the Canadian Mennonite University, drew roughly 100 people to discuss barriers to attendance and brainstorm ways to remove them.

Nearly 20 years after he began calling attention to the issue, first as a volunteer with the Point Douglas Residents Committee, Sel Burrows gave an impassioned speech about the lack of political will to take meaningful action to help students from “dysfunctional homes.”

“I’ve dealt with nine cabinet ministers, Conservative and NDP, and five deputy ministers, and the issue has not gotten any better,” Burrows told teachers, reseachers and community support workers gathered Saturday on CMU’s Shaftesbury campus.

Read
Updated: Yesterday at 3:16 PM CDT

Waters remain murky in uncharted Hellebuyck trade request territory

Ken Wiebe 4 minute read Preview

Waters remain murky in uncharted Hellebuyck trade request territory

Ken Wiebe 4 minute read Updated: Yesterday at 10:14 AM CDT

ST. LOUIS — The thing about being in uncharted waters is that the answer to the next question isn’t always readily apparent either above or below the surface.

Winnipeg Jets head coach Scott Arniel has been doing his best to ensure the upcoming two-game road trip against Central Division opponents doesn’t include a three-ring circus. But with news coming over the weekend that the suspension for goalie Connor Hellebuyck is set to expire on Friday, the club has to prepare for the next step in that process.

The problem, as Arniel conceded during his session on Monday afternoon before the team departed for Missouri, is that some of the hypotheticals need to be eliminated from the equation before the proper response can be determined.

“When it comes to Helly’s scenario, honestly I don’t really have a lot of information,” said Arniel. “I know everybody knows (about) Friday. That’s all we know.”

Read
Updated: Yesterday at 10:14 AM CDT

Today’s horoscope

Georgia Nicols 4 minute read Preview

Today’s horoscope

Georgia Nicols 4 minute read 2:00 AM CDT

MOON ALERT: Avoid shopping (except food and gas) or making important decisions from 3:15 a.m. until 8 a.m. today. After that, the moon moves from Aquarius into Pisces.

ARIES (March 21-April 19)

If you do your homework or undertake research and behind-the-scenes negotiations, you might get ahead, financially speaking. You will certainly be in a good position to negotiate with others. Meanwhile, a secret rendezvous and passionate relationships will be hot.

TAURUS (April 20-May 20)

Read
2:00 AM CDT

Province looks to keep nearly $1M from traffic stop

Erik Pindera 4 minute read Preview

Province looks to keep nearly $1M from traffic stop

Erik Pindera 4 minute read Monday, Oct. 19, 2026

The RCMP constable could see that Alireza Haghgoo was nervous. The 22-year-old, seated as a passenger in a rental Nissan SUV the Mountie pulled over for speeding outside Brandon in late July, was breathing heavily and tapping his foot constantly.

Read
Monday, Oct. 19, 2026