‘Debrief’ of hot first date will help, one way or the other

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: I’m 27. I couldn’t abide my usual rule of three dates before having sex, as I’d been single and alone all through the worst years of COVID. It was the best experience! I was thrilled about seeing my new guy again. Then he said, as he went out the door, the words of doom: “I’ll call you.” Of course, he didn’t! It’s been two weeks. Should I call him? If so, what do I say?

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 20/01/2023 (1305 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: I’m 27. I couldn’t abide my usual rule of three dates before having sex, as I’d been single and alone all through the worst years of COVID. It was the best experience! I was thrilled about seeing my new guy again. Then he said, as he went out the door, the words of doom: “I’ll call you.” Of course, he didn’t! It’s been two weeks. Should I call him? If so, what do I say?

— Embarrassed, But Wanting Him, Downtown

Dear Embarrassed: Men aren’t sole masters of the who-calls-whom game anymore. So, call and ask him out on a date — doing something outside of the house. If he refuses, say something like, “I thought we had a great time when we first met each other. Was I mistaken?”

You might be surprised what you find out. The reason he didn’t call probably wasn’t about the sex, since it was great. In fact, it might have been too good, and he can’t afford to see you again — because maybe he’s involved with somebody else. Or, you just may not be his type, beyond the physical. That certainly does not mean there’s anything wrong with you. Still, it will feel better to know your perception wasn’t off about the one date you had.

Dear Miss Lonelyhearts: I’m a mostly-shy gay man, but made a new year’s promise to myself that I’d come out further and follow my desires to “dress up” for drag nights. That includes wearing my cocktail dresses, a fur stole I own and high heels. I gave a beautiful pair to myself as a Christmas present — but my live-in man barely commented. On New Year’s Eve, I told him of my desire to explore that side of my sexuality and he said, “Really? And you expect me to escort you to events, going as a couple?”

I said, “Well, yes. That’s how it works.” He said nothing more. How do I deal with cold reticence on his part, when I need him along as my support and protection?

— Going it Alone? Wolseley

Dear Going it Alone: People have to develop at their own pace, and in their own direction. Your partner may not be ready to play the role of escort when you’re dressed up — now, or ever. You may have to find a different friend, who will be very happy to escort you.

If you feel vulnerable going out of the house dressed up and on your own, you might need to get dressed in your finery when you get to the venue. Don’t hold it against your partner that he’s not up to playing a complementary role. He can’t help how he feels any more than you can.

Dear Miss Lonelyhearts: I’m a female graduate student with an immature younger sister of 19 who lives with me while she attends the University of Winnipeg. Our folks, who live in a smaller city in the province, pay her expenses.

She hates university, is quite lonely and has not made friends. This month she announced to me she felt sick, and “might“ be pregnant by her boyfriend. She seemed kind of happy — not at all worried. Then the light came on! My sister may have found a way out.

I sense she will do anything to offload her lonely school responsibilities, and she’s always been big on having kids. I contacted her boyfriend — a nice, innocent guy — and took him out for lunch. I told him what I thought was going on. He said she’d told him of the pregnancy scare, but when he freaked out about it, she said the scare “was over already.” What should I do?

— Worried Sick, St. Boniface

Dear Worried Sick: Having a baby is definitely not the answer to her problems. You’ve warned the boyfriend, but that may not be enough. Perhaps your sister needs to go home to your parents. Call them up for a heart-to-heart talk, when your sister’s not within hearing range. Not everybody is ready for university in their late teens, and the city can be a very lonely place. She should not be shamed by anyone for dropping out.

She might be much happier living back at home with a job and old friends and relatives nearby. College classes may be offered remotely, or she could get a job through friends. As for the Winnipeg boyfriend, who seems too young to be a daddy, he may want to distance himself, at least for now.

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.

History

Updated on Friday, January 20, 2023 8:39 AM CST: Fixes byline

Report Error Submit a Tip

More Stories

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

Cross-border abduction under investigation

1 minute read Updated: Yesterday at 12:40 PM CDT

A cross-border kidnapping from Winnipeg to Minnesota is under investigation, according to North Dakota state patrol.

A 31-year-old Manitoba man abducted a 37-year-old Manitoba man in Winnipeg and drove across the border into North Dakota, the North Dakota State Highway Patrol said in a Facebook post Sunday. The state patrol said it became aware of the possible abduction Sunday morning and worked with local, federal and Canadian law enforcement to investigate.

Authorities identified a suspect vehicle using cameras at multiple locations and used cell-phone location information and licence-plate reader technology to find the vehicle in Alexandria, Minnesota.

"The victim was able to break free from the suspect and run into a nearby store. The suspect was taken into custody shortly afterward by the Douglas County Sheriff’s Office and Alexandria Police Department. The victim was recovered safely," the North Dakota state patrol's post reads.

Opera group hits pub to stage shows for sophisticated palates

Conrad Sweatman 3 minute read Preview

Opera group hits pub to stage shows for sophisticated palates

Conrad Sweatman 3 minute read 2:00 AM CDT

Opera’s famous drinking songs — La Traviata’s Brindisi, Don Giovanni’s Fin ch’han dal vino, Carmen’s Votre Toast — tend to flow with references to women and wine, not beer.

But that hasn’t stopped Winnipeggers from sipping 1919s or Generics at local bar and brewery Little Brown Jug over the past few years to the strains of Verdi, Puccini and Mozart.

Currently in its eighth season, Opera by the Pint has its next LBJ event Wednesday at 7 p.m. (The artists also perform at the Public Brewhouse and Gallery in Steinbach at 7 p.m. on Thursday.)

This week’s program focuses on musical hits, while also featuring traditional Filipino ballads and Mexican art songs.

Read
2:00 AM CDT

Could renewed interest in strategically critical rare earth elements finally make sub-sector profitable?

Joel Schlesinger 5 minute read Preview

Could renewed interest in strategically critical rare earth elements finally make sub-sector profitable?

Joel Schlesinger 5 minute read Saturday, Aug. 15, 2026

Rare earth elements are among the most critical of mined resources for modern economies.

They’re essential in manufacturing specialized magnets used in a host of technologies from wind turbines and electric vehicles to hard drives, smartphones, television screens, and fibre optics. Most notably, however, rare earth minerals are increasingly vital to the defence industry.

These 17 elements — closely related chemically and usually found all together in mineral deposits — have indeed been growing in geopolitical importance as the United States, Canada and other Western nations recognize their dependence on production from China.

It is the world’s largest producer and processor of rare earths, including the most in-demand elements neodymium and praseodymium used to manufacture very light and powerful magnets for an array of technologies, including the most advanced weapons of modern warfare.

Read
Saturday, Aug. 15, 2026

Today’s horoscope

Georgia Nicols 4 minute read Preview

Today’s horoscope

Georgia Nicols 4 minute read Yesterday at 2:00 AM CDT

MOON ALERT: There are no restrictions to shopping or important decisions today. The moon is in Libra.

ARIES (March 21-April 19)

The day is a mixed bag. For the most part, it’s romantic, friendly, congenial and a great time to socialize with others and enjoy playful activities with kids. Nevertheless, you might meet a real sourpuss or someone who is a wet blanket. Keep things light!

TAURUS (April 20-May 20)

Read
Yesterday at 2:00 AM CDT

‘You vote with your bike’: cyclists celebrate freedoms, call for increased safety

Maggie Macintosh 5 minute read Preview

‘You vote with your bike’: cyclists celebrate freedoms, call for increased safety

Maggie Macintosh 5 minute read Updated: 9:24 AM CDT

Patty Wiens got dressed up in her sparkly, hot pink cowboy boots to pedal and talk politics with more than 100 other people on Sunday.

The founder of Winnipeg’s Fancy Women Bike Ride called on attendees of the 2026 event to ask candidates in the upcoming civic election — a half-dozen of whom were in attendance — about their active transportation platforms.

“We’re here today, in an election year, to remind you that you vote with your bike,” Wiens told a crowd of nearly 120 cyclists gathered on the legislature grounds for the group ride.

“When (city council) candidates come to your door and ask what’s important to you, you’re going to say, ‘I want to ride my bike safely in the city. What are you going to do about it?’”

Read
Updated: 9:24 AM CDT