Best to quell curiosity over sister’s hot ex

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: I was at the bar recently and caught the eye of the gorgeous guitar player I’ve idolized since I was in Grade 9. He used to come home with my older sister and they’d disappear into the basement guest bedroom and lock the door while Mom was still at work. My sister and I shared a bedroom upstairs.

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 11/10/2025 (346 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: I was at the bar recently and caught the eye of the gorgeous guitar player I’ve idolized since I was in Grade 9. He used to come home with my older sister and they’d disappear into the basement guest bedroom and lock the door while Mom was still at work. My sister and I shared a bedroom upstairs.

I never said a word about it to our mother, although I overheard a lot through the heat register connected with the basement bedroom. I used to lie in the room above and imagine it was me down there with him, with the romantic music playing and the weird noises. I guessed they were not playing board games.

She finally dumped him for a cooler guy two years older. I rarely saw the guitar guy again until lately, when his band played at a school dance in June. His black hair is long and sexy now and he plays fantastic guitar and sings great.

But here’s the problem. I caught his attention and gave him my number, and he’s been phoning me. I really want to go out with him, but my sister once told me if I ever went after one of her boyfriends, past or present, she would get me when I was sleeping by cutting my hair off. That scared me.

We both still live at home. My mother won’t let us have locks on our bedroom doors anymore because of “a possible fire” and needing to rescue us.

So, this guy knows I’m hot for him now, and he probably likes the idea of having sex with two sisters and comparing it. I’m no dummy. But he is so hot and I still want him.

— Older Now, Winnipeg

Dear Older Now: You don’t even know this guy as a person. It seems possible you want to have sex with him just to satisfy your curiosity and possibly outdo your older sister.

And why does he want you? Perhaps he likes you a little, but it’s more likely he sees it would be a great way to hurt and disrespect your sister, especially if she got tired of him and broke it off.

In your imagination, try to play this forward. Nothing good will come of you dating this hot musician and having sex with him in the basement room like he did with your sister.

You’ve been curious for years about this, but “curiosity killed the cat” is a well-known saying for good reason. In this situation, it could seriously harm your relationship with your older sister for life.

Dear Miss Lonelyhearts: I’m a guy married to a sporty woman and we used to have a loving and happy relationship. She came to all my baseball and hockey games and cheered like mad.

But then she took up a winter sport at my urging last year — curling — and now she’s crazy about it. That’s great, except she just joined a new mixed league as well and we’ll hardly see each other this winter. That’s led to a distant feeling and some recent fighting.

She likes hockey, but she’ll hardly get to my games now. She adores curling so much that she’s always there and naturally socializes with that gang, and since it’s mixed curling, there are lots of guys, both married and single.

My wife is very attractive and outgoing. I’m seriously worried about winter coming on. I love her so much. I shouldn’t have pushed her into this sports thing so hard. What to do?

— Worried Husband, South End

Dear Worried Husband: Tell your wife you’re concerned about growing apart over serious sports interests and both of you having busy schedules. Tell her how much you love her and want to see her.

Then sit down with both your schedules and start working something out, so you catch each other’s important games. You two also need to have a regular night out, or date lunch once a week, to stay caught up with each other.

If sexual frequency has decreased and you don’t have kids, sex doesn’t have to be a nighttime thing. Likely, there’s a weekend time for a lovers’ lunch and a different kind of “sport” that passionate people like you two would enjoy.

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

Incoming senator touts reconciliation efforts, commitment to Manitoba

Carol Sanders 4 minute read Preview

Incoming senator touts reconciliation efforts, commitment to Manitoba

Carol Sanders 4 minute read Friday, Jul. 10, 2026

Senate appointee Geeta Tucker says she’s learned enough about the province since moving here seven years ago, to make a difference in the red chamber on behalf of Manitobans.

“It’s been an intense seven years,” said the chartered professional accountant.

Her roles in advancing truth and reconciliation for the accounting profession across Canada, and removing barriers for Indigenous learners who study accounting here, have taught her a lot, Tucker said in an interview Friday.

“That was really what drove me to apply for this.”

Read
Friday, Jul. 10, 2026

Three charged with trafficking catalytic converters after police raid scrapyard

Chris Kitching 7 minute read Preview

Three charged with trafficking catalytic converters after police raid scrapyard

Chris Kitching 7 minute read Friday, Jun. 17, 2022

Three men are facing charges after police targeted a scrapyard in a four-month investigation — dubbed Project Precious — into sales of stolen catalytic converters, as thefts skyrocket in Manitoba.

Heavily armed officers from the Winnipeg police tactical support team were involved in a raid at a lot in the Rural Municipality of Springfield, just east of the city, on June 2.

City police spokeswoman Const. Dani McKinnon said people at the scrapyard were suspected of buying “large quantities” of stolen converters and trafficking them for a “lucrative” sum.

“Over the four months, (officers) learned that (scrapyard) was a prevalent player in taking these stolen catalytic converters and then selling them to a third party, so that’s how both the buyer and seller were profiting,” McKinnon said at a news conference Friday. “Sellers were profiting quite well.”

Read
Friday, Jun. 17, 2022

Flight school students who died in crash were from India

Kelly-Anne Riess 2 minute read Updated: 6:34 PM CDT

Two pilots from a Manitoba flight school who died in a Regina plane crash Friday have been identified as students from India.

The Consulate General of India in Vancouver said the Harv’s Air Flight Training students were Manoj Sivakumar and Srisaran Thirugnanasambantham.

“Our heartfelt sympathies are with their bereaved families and loved ones during this difficult time,” the consulate said a statement on social media.

Adam Penner, president of Harv’s Air, later also confirmed their identities.

Sharpeville massacre survivors file class action lawsuit in South Africa

Michelle Gumede, The Associated Press 4 minute read Thursday, Sep. 3, 2026

JOHANNESBURG (AP) — More than six decades after South African apartheid police opened fire on an unarmed crowd protesting pass laws in Sharpeville, a township south of Johannesburg, survivors and relatives of the victims announced on Thursday they would launch a class-action lawsuit against the government.

At a media briefing held in Sharpeville, lawyers said the case seeks compensation and asks a court to strike down the 1961 Indemnity Act, which they say prevented victims from pursuing claims arising from the massacre and remains in force today.

Police shot at an unarmed crowd protesting apartheid pass laws on March 21, 1960, and drew international condemnation. Apartheid-era police records put the toll at 69 dead and 180 injured, while research cited by the plaintiffs says at least 91 people were killed and more than 238 wounded.

The massacre became a defining moment in the struggle against apartheid, with March 21 now observed in South Africa as Human Rights Day, a public holiday.

Canada inspired in World Cup by Toronto Raptors NBA title

Jenna Fryer, The Associated Press 4 minute read Preview

Canada inspired in World Cup by Toronto Raptors NBA title

Jenna Fryer, The Associated Press 4 minute read Friday, Jun. 14, 2019

PARIS - Inspired by Canada's first NBA title, the country's national women's soccer team is aiming to emulate the Toronto Raptors' magical run.

The fifth-ranked Canadians were fast asleep in France when the Raptors won early Friday morning. But the players copped to immediately checking the results the moment they awoke.

"We're very excited for the Raptors. It's massive for Canada," midfielder Sophie Schmidt said. "The first thing we did when we woke up was check our phones. That's massive for Canada and we're hoping to get the result and have another success story for Canadians to celebrate."

Next up for Canada is a Group E match Saturday against New Zealand at Stade des Alpes in Grenoble. Canada won its opener 1-0 over Cameroon, while New Zealand lost to the Netherlands 1-0.

Read
Friday, Jun. 14, 2019

Best to quell curiosity over sister’s hot ex

Maureen Scurfield 4 minute read Saturday, Oct. 11, 2025

DEAR MISS LONELYHEARTS: I was at the bar recently and caught the eye of the gorgeous guitar player I’ve idolized since I was in Grade 9. He used to come home with my older sister and they’d disappear into the basement guest bedroom and lock the door while Mom was still at work. My sister and I shared a bedroom upstairs.

I never said a word about it to our mother, although I overheard a lot through the heat register connected with the basement bedroom. I used to lie in the room above and imagine it was me down there with him, with the romantic music playing and the weird noises. I guessed they were not playing board games.

She finally dumped him for a cooler guy two years older. I rarely saw the guitar guy again until lately, when his band played at a school dance in June. His black hair is long and sexy now and he plays fantastic guitar and sings great.

But here’s the problem. I caught his attention and gave him my number, and he’s been phoning me. I really want to go out with him, but my sister once told me if I ever went after one of her boyfriends, past or present, she would get me when I was sleeping by cutting my hair off. That scared me.