Best not to mix work and ‘play’ any longer

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: I’m a single middle-aged woman with a mischievous side. I decided to send Valentine’s Day cards to all my favourite old boyfriends for a giggle — just to the “major-league” guys. I love to stir the pot when I’m at work with not enough work to do.

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 22/02/2025 (541 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: I’m a single middle-aged woman with a mischievous side. I decided to send Valentine’s Day cards to all my favourite old boyfriends for a giggle — just to the “major-league” guys. I love to stir the pot when I’m at work with not enough work to do.

A few of my old loves from a previous long-term office job I had are married now, so I sent their valentines to their workplace with no return address on the red envelopes, and the word “private“ written on the back. It was so much fun. Of course, I knew they could guess it was me so I got a few calls and emails from them.

Unfortunately, the guy I like most now is married. He works here at the new company that employs me.

He’s been off sick, but his assistant spotted the envelope in his mailbox and decided to be helpful and drop it off at his home. That was a big mistake. He phoned to tell me his wife threw the envelope at him, already opened.

She is furious and thinks we’re flirting, but we have not been having an affair. It was just a funny valentine. He’ll be back here in the office in March and I hope and pray my job is safe. How should I handle this?

— Trouble-Maker, Westwood

Dear Trouble-Maker: To lessen the red-envelope impact, let things go quiet for now unless the sick fellow calls you from home about something important.

As a new general rule, you must stop raiding the mostly taken supply of guys in your workplaces. You could easily lose your job, so no more flirting or sending valentines.

Instead, change directions by assessing what interests you have outside of work. The idea is to over-join for the rest of this year. Consider summer and winter league sports, working with a charity, volunteering for our numerous music or cultural festivals, or taking part in some fun and social courses, whether culinary or artistically related.

You’ll meet lots of people with many new interests, and you only need one solid boyfriend at a time.

Dear Miss Lonelyhearts: I ended up drunk in a cab on the way to my recent ex-girlfriend’s apartment. She wouldn’t let me in and wouldn’t come out, so I guessed her new guy was up there with her, and that made me go nuts with jealousy.

I had just played a gig downtown and had my instrument with me, so I got out and started playing her favourite love song. Still no response at her windows, so I started yelling her name. People’s lights started coming on fast.

Then this old guy came down the street with his dog. He touched my arm and told me there was a police car coming and I should get out of there.

I took off running through a few people’s yards towards the river. I guess my relationship is over. Or is there any hope?

— Not a Quitter, East Kildonan

Dear Not a Quitter: When a lover’s through with you, but you come back drunk trying to impress her with a loud outdoor serenade, everybody’s annoyed. Your ex-girlfriend is upset, the new boyfriend thinks you’re nuts and the neighbours are all staring from their windows. And, as the dog walker said, the cops may be on their way with their own siren blaring to add to the noise.

You could get yourself into serious trouble if you proceed with your antics to try to win your love back.

You need to stop making a fool of yourself by trying to impress the unimpressible. This ex-girlfriend is so finished with you she has moved on to another guy. Talk to a parent, close relative or good friend about your pain and loss, and consider going for some professional counselling to help move on from this relationship.

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

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 Yesterday at 6:34 PM CDT

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
Yesterday at 6:34 PM CDT

Impaired driving victim honoured

Morgan Modjeski 4 minute read Preview

Impaired driving victim honoured

Morgan Modjeski 4 minute read Saturday, Aug. 15, 2026

Ten years after he was killed in a collision involving an impaired driver in 2016, Robbie Anderson’s name has been added to MADD Canada’s Manitoba Memorial honouring those killed in drunk and drug-impaired-related crashes.

His older brother Chris Anderson, was one of two dozen people who gathered at the Glen Eden Funeral Home and Cemetery in West St. Paul Saturday to remember their loved ones, 86 victims whose names are etched into the granite monument near the heart of the graveyard.

“It’s heavy,” said Anderson when asked what it was like to be part of the ceremony and see his brother’s name added. “It’s been something I’ve been thinking about for a while.”

Grateful for MADD’s work and its efforts to honour Robbie, who was 27 when he died, Anderson said his brother, represented the “absolute best of us.”

Read
Saturday, Aug. 15, 2026

Best not to mix work and ‘play’ any longer

Maureen Scurfield 4 minute read Saturday, Feb. 22, 2025

DEAR MISS LONELYHEARTS: I’m a single middle-aged woman with a mischievous side. I decided to send Valentine’s Day cards to all my favourite old boyfriends for a giggle — just to the “major-league” guys. I love to stir the pot when I’m at work with not enough work to do.

A few of my old loves from a previous long-term office job I had are married now, so I sent their valentines to their workplace with no return address on the red envelopes, and the word “private“ written on the back. It was so much fun. Of course, I knew they could guess it was me so I got a few calls and emails from them.

Unfortunately, the guy I like most now is married. He works here at the new company that employs me.

He’s been off sick, but his assistant spotted the envelope in his mailbox and decided to be helpful and drop it off at his home. That was a big mistake. He phoned to tell me his wife threw the envelope at him, already opened.

Sea Bears finish on top

Joshua Frey-Sam 6 minute read Preview

Sea Bears finish on top

Joshua Frey-Sam 6 minute read Saturday, Aug. 15, 2026

Beauty. Bliss. Ecstasy.

That is how Aug. 15, 2026 will be remembered in Winnipeg.

What was once a pipe dream in the city’s hoops community became an epic reality on Saturday, when Simon Hildebrandt, who grew up playing on the courts of this very town, made good on a three-pointer from the wing to crown the Winnipeg Sea Bears Canadian Elite Basketball League champions.

A storybook ending to a 98-84 victory over the Brampton Honey Badgers sent a CEBL attendance record of 12,519 fans into pandemonium at Canada Life Centre and capped a Finals run for the ages — one that was fraught with injury, impromptu player exits and unprecedented circumstances.

Read
Saturday, Aug. 15, 2026

Indigenous peoples are deeply invested in Canada

Niigaan Sinclair 5 minute read Preview

Indigenous peoples are deeply invested in Canada

Niigaan Sinclair 5 minute read 6:00 AM CDT

Elections Canada released a report this week that stated that, in the 2025 federal election, approximately 41 per cent of eligible First Nations, Inuit and Métis voters cast a ballot and contributed significantly to the federal Liberals and Prime Minister Mark Carney making a political comeback.

For anyone curious about how Manitoba fared, the numbers in this province were slightly lower — but still very strong, with 34 per cent participation.

This is a far cry from the highest rate of Indigenous participation in a federal election — that would be the 60 per cent who cast a ballot in 2015, when Justin Trudeau’s Liberals defeated Stephen Harper’s Conservatives — but it’s still higher than the abysmal numbers seen in decades previous.

First Nations voters have only been allowed the legal right to cast a ballot in Canadian elections since 1960, but many in the past — perhaps rightly — felt a sense of complicity in the country’s colonization or, worse, that voting didn’t make a difference.

Read
6:00 AM CDT

HSC weapons scanners effective, needed at other hospitals: nurses union

Carol Sanders 5 minute read Preview

HSC weapons scanners effective, needed at other hospitals: nurses union

Carol Sanders 5 minute read Saturday, Aug. 15, 2026

The AI weapons scanners at Health Sciences Centre have detected close to 2,000 items since they were installed at Manitoba’s largest hospital.

Read
Saturday, Aug. 15, 2026