Sleeping with brother’s pal causes case of anxiety

Advertisement

Advertise with us

Dear Miss Lonelyhearts: I have been sitting on a secret for 15 years and I need to tell somebody. When I was 21, I did the wild thing with my older brother’s best friend. I went into the guest bedroom in the basement when he was visiting and sleeping in. I took off my bathrobe and climbed into bed with him naked, with a condom in my hand. I more or less took him, although he didn’t stop me.

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 25/01/2017 (3532 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: I have been sitting on a secret for 15 years and I need to tell somebody. When I was 21, I did the wild thing with my older brother’s best friend. I went into the guest bedroom in the basement when he was visiting and sleeping in. I took off my bathrobe and climbed into bed with him naked, with a condom in my hand. I more or less took him, although he didn’t stop me.

He apologized over and over again after and I told him not to, since it was my idea. I told him not to tell anyone. It has bothered me ever since that I did that to him. What do you think I should do about it as an adult in my mid-30s? — Guilty As Sin, St. James

Dear Guilty As Sin: You might both feel better if you apologized to him in person with no one else listening, or it might make things worse. He may have buried that memory, he may have gotten used to it or he may enjoy it as a fantasy. You don’t know. But you should know this much for sure: it wouldn’t be wise to write an apology on paper, an email or to leave a phone message on his cell. You either screw up your courage and say it to him privately, or don’t say anything.

Dear Miss Lonelyhearts: This is about Life In Transit. Thank you for printing my letter in response to the girl afraid of her bus-stop area late at night (and having to walk down a back lane for the fastest way home). I am not a bus driver, as you assumed in your response to your answer, I was a late-night bus rider in Vancouver and it was common knowledge that requesting a special stop at night could be done. I called 311 to see if this was done in Winnipeg and they confirmed that it is.

I also once had a bad experience sitting in the back of a bus as I was hassled by five girls calling me “Princess” because I was dolled up for a night out. I never sat in the back after that. — Feel Good Educating Women, Winnipeg

Dear Feel Good: Thanks for your generous contribution to helping the female bus riders of the city. Personally, I wish more women took up running. When I was in my late teens and 20s and got home late from work, I could run like a deer, and I ran all the way home to my apartment, partly for exercise. I didn’t run out of fear, but because I could run fast and enjoyed doing it. Also, I knew that no bad men would bother trying to assault me because they couldn’t catch up. People looking to rob someone (or worse) always go after someone easier: someone casually strolling along, or, these days, someone with earbuds listening to music who can’t hear an approach.

I did have a guy say terrible freaky things to me at a bus stop once. I was terrified at first, but then I got an idea: I got in front of him a couple people ahead to get up the front steps of the bus. I said in a very loud voice for everyone on the stairs and the bus driver to hear, exactly the terrible threat the guy said to me and asked that he not be let on the bus. The bus driver stood up, and kept him off the bus. The point was not to whisper and cover up for the creepy guy, but to expose him.

Please send your questions and comments to lovecoach@hotmail.com or Miss Lonelyhearts c/o the Winnipeg Free Press, 1355 Mountain Ave. Winnipeg 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

Is a better Winnipeg on the horizon?

Tom Brodbeck, Rebecca Chambers, Niigaan Sinclair and Brent Bellamy 20 minute read Preview

Is a better Winnipeg on the horizon?

Tom Brodbeck, Rebecca Chambers, Niigaan Sinclair and Brent Bellamy 20 minute read Yesterday at 4:00 PM CDT

Four Free Press columnists weigh in on the challenges ahead and how the city can become better.

Read
Yesterday at 4:00 PM CDT

Nuit Blanche ready to wow in city’s core

Conrad Sweatman 5 minute read Preview

Nuit Blanche ready to wow in city’s core

Conrad Sweatman 5 minute read Yesterday at 6:33 PM CDT

For one night each September, downtown Winnipeg becomes an art gallery — an amusement park, even.

During Nuit Blanche, which takes place tonight, 3D projections spill across the Exchange District, The Forks and St. Boniface, and thousands flood the city core to take in live music, DJs and installations.

“There really isn’t anything like it. I know every promoter probably tells you that, but we are the only event that works at this scale in the fall,” says Nuit Blanche general manager Kurt Tittlemier.

“Culture Days Manitoba is run with the mission statement to make free, accessible artistic programming to all,” he adds, referring to the multi-week national festival, “and Nuit Blanche is our flagship event.”

Read
Yesterday at 6:33 PM CDT

Blue Bombers whiff on their opportunities to put game away

Taylor Allen 6 minute read Preview

Blue Bombers whiff on their opportunities to put game away

Taylor Allen 6 minute read Updated: Yesterday at 11:45 PM CDT

In theory, Bryce Perkins has a simple job.

When it’s third and short, the Winnipeg Blue Bombers trot out the short-yardage quarterback, and all he has to do is plunge forward for a yard or two to make everyone on his sideline happy.

But on Friday night against the visiting Toronto Argonauts, he went above and beyond his job description.

The Bombers, down 24-21 with six minutes left, faced a third-and-one from their own end when Perkins found a hole and burst through it for a 76-yard touchdown to put the home team in front 28-24 late.

Read
Updated: Yesterday at 11:45 PM CDT

Court hears woman’s statement detailing pain, trauma after boyfriend shot her in the face

Dean Pritchard 6 minute read Preview

Court hears woman’s statement detailing pain, trauma after boyfriend shot her in the face

Dean Pritchard 6 minute read Thursday, Sep. 24, 2026

A.W. thought she had found love with Machuor Akau.

That was before Akau put a loaded Luger handgun to the 26-year-old woman’s head last November and told her he should “kill her now.”

Akau shot her, shattering her jaw and embedding teeth in the bones of her mouth and leaving her fighting for her life.

Now A.W. wakes up every morning in pain and sees the scars on her face and neck.

Read
Thursday, Sep. 24, 2026

How confusing; seems there’s more than one candidate in Hanover named Shayne Barkman

Dan Lett 5 minute read Preview

How confusing; seems there’s more than one candidate in Hanover named Shayne Barkman

Dan Lett 5 minute read Thursday, Sep. 24, 2026

It’s not entirely clear when or why Hanover trustee Shayne Barkman became one of Manitoba’s best-known anti-LGBTTQ+ crusaders.

Back in 2022, when he ran as a candidate for Hanover school board for the first time, there was nary a hint that socially conservative culture wars were going to be a large part of his identity as an elected official.

In a Steinbach Online profile published before the 2022 municipal elections, Barkman highlighted his background as a successful farmer. He said he was entering politics to be a “listening ear” who could promote understanding.

“I would love to kind of just be a voice of reason amongst all the problems coming down the pipe,” Barkman said

Read
Thursday, Sep. 24, 2026

Jets’ brass warming up to El Nino?

Mike McIntyre 7 minute read Preview

Jets’ brass warming up to El Nino?

Mike McIntyre 7 minute read Yesterday at 10:51 PM CDT

Decisions, decisions.

The Winnipeg Jets held their final dress rehearsal Friday night before the curtain rises next week on the new NHL season.

Unlike their first three exhibitions, this one in Denver featured competitive lineups that looked an awful lot like what we’ll see when the games start counting, with plenty of star power and veteran presence on both sides.

So what are we to make of the Jets’ 5-2 loss to the mighty Colorado Avalanche, who captured the Presidents’ Trophy last year and are once again a legitimate Stanley Cup contender?

Read
Yesterday at 10:51 PM CDT