Coming to terms with sexuality your business alone

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: I got drunk and made a mistake recently — I made out with one of my male friends at a post-university graduation party at the cottage of another guy in our friend group (I’m also a man). Now I get the feeling he’s in love — or at least enamoured — with 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 09/07/2025 (428 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: I got drunk and made a mistake recently — I made out with one of my male friends at a post-university graduation party at the cottage of another guy in our friend group (I’m also a man). Now I get the feeling he’s in love — or at least enamoured — with me.

The weekend trip included a bunch of couples, and this guy and me, who were both single. We were all drinking on the beach listening to music and I felt lonely and hot, so I ended up making out with this guy for a while in the woods.

We all went home the next day and he rode back with me. While he didn’t say anything — possibly because he was super hungover — I think he was expecting more after we returned to the city. He keeps messaging me now.

My closest two friends in the group apparently saw us go off and are now asking me what our deal is, and if I’m gay or bi or whatever.

I don’t want anything more from him. I’m not even sure where my sexuality is anymore because I’ve never done this kind of thing before. I’m blaming what happened on too much booze. It feels unfair to me that my friends keep making a big deal over it. It was just an experiment and I was dead drunk and curious. I don’t want a repeat.

How can I stop this nonsense with my buddies?

— Stupid Mistake, Headingley

Dear Stupid Mistake: Your group of friends are a bit shocked and want to know what’s up between you two guys. Say to them a bit more clearly: “It was an experiment. I don’t want to discuss it further. Can we leave it at that?”

Sometimes an experiment like yours is the beginning of something new in your sex life, and sometimes it’s the end of wondering. It’s up to you however you want to interpret it, but regardless of where you land, don’t let your friends give you a hard time over it. Depending on how they react, you might find out who is a real friend and who is not.

Dear Miss Lonelyhearts: I’m seeing a woman in her late 60s (I, too, am in my 60s) and she plays a lot of old music. She was a big Janis Joplin fan — into psychedelics, long hair, tinted sunglasses and tie-dye clothes. She showed me some old photos of herself, and she was one smokin’-hot young hippie. I felt something stir inside me.

I was an old-fashioned cowboy type in those days. I grew up on a farm and didn’t move to the city until my mid-30s. I spent a lot of time in country bars wearing jeans, leather boots and a cowboy hat. I really thought I had it going on back then — that I was hot, hard-working and had it all figured out.

After seeing her old photo, I realized I missed out on something huge — a cultural moment with the whole peace-and-love thing. She looked so happy and carefree, and I used to look down on people like her. Now I’m falling for her and to be honest, I wish I was a little happier and a lot more carefree. Where do I go from here? Is it too late to trade in my old country garb for something a little more comfortable?

— Ex-Cowboy, Westwood

Dear Cowboy: For the most part, you just need to talk about it and share some experiences from way-back-when. Talk about how you two had such different life experiences and ask her to tell you more about hers. If you feel like you missed out on something special, she might be your ticket to experiencing it.

Plan a fun night, either at a bar or a costume party, and dress up the way you did when you were younger. You don’t have to go all out, but it might be fun to relive those years when you had such different social lives, but together this time. Maybe she can help release your inner hippie and even give you a style makeover.

Dear Miss Lonelyhearts: I love the first weeks of July because it’s the real beginning of summer and everybody is so excited to enjoy holidays away from work and feel free at the beach. Can there be anything more fun? I take my bathing suit off in the water and feel as free as the day I was born.

My husband isn’t as enthusiastic and refuses to strip off even when we’re in the lake, chest-high together, with nobody around. My sister and our girlfriends just swim naked like mermaids in a pod.

How do I get my husband to stop making fun of us? He can be such a killjoy.

— Mermaid Mama, Gimli

Dear Mermaid: Some evening when the sun’s going down at a more secluded beach and there’s really nobody around, challenge him. Ask him to go nude swimming with you — just one try, and then see how he feels afterward. You must promise to keep your lips sealed about it, but it could be a fun ritual if he enjoys it.

If he refuses, tell him to back off when you and your crew are doing it because he didn’t have the nerve to get in the water au naturel when it was just you two.

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

Climate: ‘No good outcomes’

Gwynne Dyer 5 minute read Yesterday at 2:00 AM CDT

‘EL NIÑO is being supersized before our eyes,’ United Nations Secretary-General António Guterres said last week.

“The science leaves no room for doubt: the planet is in uncharted waters, and those waters are heating up. The world is in the danger zone of extreme weather.”

He’s right — we are in even deeper trouble than we thought on the climate front.

Zeke Hausfather, a leading American climate scientist, warns that 2027 is almost certain to be the hottest year. It will be, he said, “a climate time-machine, temporarily driving global average temperatures to levels not normally expected until the late 2030s.” (Note the “temporarily.” We’ll get back to that.)

Sour celebration: Mother’s Day call to remote learning weighs on parents, teachers

Maggie Macintosh 4 minute read Preview

Sour celebration: Mother’s Day call to remote learning weighs on parents, teachers

Maggie Macintosh 4 minute read Monday, May. 10, 2021

Rather than join her children on a hike Sunday, Brandy Cook was among the many teacher/mothers in Manitoba who spent what was supposed to be an afternoon of celebration preparing for an abrupt shift to remote learning.

It was not the extra work, which has been constant for educators throughout the COVID-19 pandemic, nor cancelled plans that frustrated her. What angered Cook was the timing of the province’s announcement: 1:30 p.m. on Mother’s Day.

“The reality is that child care in a large amount of families falls onto mothers. The pandemic has affected women at higher rates than men. They’re the ones expected to make sacrifices,” said Cook, who teaches Grade 9 social studies, science and English in Winnipeg.

“The idea that they waited until Mother’s Day seemed malicious and sexist, and it just really made me angry because it was unnecessary.”

Read
Monday, May. 10, 2021

Humane Society urges revamp of rules to curb irresponsible pet ownership

Joyanne Pursaga 5 minute read Preview

Humane Society urges revamp of rules to curb irresponsible pet ownership

Joyanne Pursaga 5 minute read Monday, May. 10, 2021

Winnipeg is being lobbied to add strict new limits to its responsible pet ownership bylaw to reduce what some deem a pet “overpopulation.”

A city committee took a step toward studying some of those ideas on Monday.

Jonas Watson, chairman of the Winnipeg Humane Society, told council’s protection and community services committee that too many unwanted or improperly cared-for pets place “a never-ending strain on animal shelters and rescue organizations.”

“One of the most tragic consequences of pet overpopulation is the inevitable euthanasia of unadoptable animals,” Watson told the committee.

Read
Monday, May. 10, 2021

Glimmer of hope amid skyrocketing COVID-19 cases

Katie May 5 minute read Preview

Glimmer of hope amid skyrocketing COVID-19 cases

Katie May 5 minute read Monday, May. 10, 2021

As Manitoba's COVID-19 infection rates reach some of their highest yet, with more than 2,000 new cases recorded over the past four days, the pace of the vaccine rollout is offering a glimmer of hope that the province is in a better position now compared with last fall.

Dr. Brent Roussin, Manitoba's chief provincial public health officer, said Monday it's too soon to say if restrictions would be loosened when public health orders expire at the end of the month. The orders, which came into effect Sunday, are the strictest measures Manitoba has had since second-wave lockdown restrictions were lifted in February.

"We are considering a significant amount of Manitobans protected by the end of May, so we really wanted to have that opportunity to review things very closely, see if there's any chances to loosen some of these restrictions at that point," Roussin said.

For the third day since Friday, Manitoba recorded more than 500 new cases of COVID-19 — matching the province’s third-highest daily case count since the beginning of the pandemic. Another grim milestone is on the horizon as the province's death toll from the virus rose to 997, with four more deaths announced Monday.

Read
Monday, May. 10, 2021

Coming to terms with sexuality your business alone

Maureen Scurfield 5 minute read Wednesday, Jul. 9, 2025

DEAR MISS LONELYHEARTS: I got drunk and made a mistake recently — I made out with one of my male friends at a post-university graduation party at the cottage of another guy in our friend group (I’m also a man). Now I get the feeling he’s in love — or at least enamoured — with me.

The weekend trip included a bunch of couples, and this guy and me, who were both single. We were all drinking on the beach listening to music and I felt lonely and hot, so I ended up making out with this guy for a while in the woods.

We all went home the next day and he rode back with me. While he didn’t say anything — possibly because he was super hungover — I think he was expecting more after we returned to the city. He keeps messaging me now.

My closest two friends in the group apparently saw us go off and are now asking me what our deal is, and if I’m gay or bi or whatever.

Scrounging bestie overdue for reality check

Maureen Scurfield 5 minute read 2:00 AM CDT

DEAR MISS LONELYHEARTS: I’m almost 40, and one of my closest friends who was jobless for three years is once again earning decent money again — but she’s still acting like she’s broke!

I don’t care how people spend their money, but she still expects me to pay for her. For instance, if we go out for lunch, she’ll ask if we can do a 75-25 split, with her paying the lower amount. She also comes to potlucks with nothing to share, and then has the nerve to ask to take food home. She will also ask me to cover something and promise to pay me back, but then I have to hound her for weeks to get the money!

But it really took the cake recently when we went to a concert and she asked me to cover her ticket. Then she bought two T-shirts at the merch table! It feels underhanded to me — and insulting to my intelligence. It also feels weird to have to bring it up to her. We’ve been besties since high school —many, many years ago. Please help.

— Taking Advantage, Riverbend