WEATHER ALERT

Comparing number of past lovers never a good idea

Advertisement

Advertise with us

Dear Miss Lonelyhearts: I started dating this woman six weeks ago and we decided we were going to make dinner together at her place and make love for the first time. Over dinner we killed one bottle of wine and she started on the second. She suddenly got very chatty and asked me how many people I had slept with. I sat there dumbfounded. I'm a musician and we used to be well-known in this city. I have had sex with a lot of women whose names I don't remember and used to have women following me home from the bars. I'm guessing my number would be over 100.

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 11/04/2016 (3819 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: I started dating this woman six weeks ago and we decided we were going to make dinner together at her place and make love for the first time. Over dinner we killed one bottle of wine and she started on the second. She suddenly got very chatty and asked me how many people I had slept with. I sat there dumbfounded. I’m a musician and we used to be well-known in this city. I have had sex with a lot of women whose names I don’t remember and used to have women following me home from the bars. I’m guessing my number would be over 100.

She shyly volunteered her number was nine. I looked at her and said, “Well, I hope they were nine great ones!” and tried to laugh off the whole stupid topic. She kept pushing me for my number and I finally said, “A gentleman doesn’t kiss and tell.” She was drunk and laughed and pounded on the table and said, “That’s a joke! You’re a musician and have probably done half the town.”

At this point I felt like I’d been invited for dinner and walked into the Spanish Inquisition. Finally, I told her I found the conversation stupid and uncomfortable and was going to leave, and I did. So, Miss Lonelyhearts, what’s a person supposed to do when they’re asked for the number of people they have been with and they’re too embarrassed to give it?

— Hundred or More, Winnipeg

 

Dear Hundred or More: A smart person never gives their sex-partner number. How can it possibly help a relationship, once other sex partners have been entered into the conversation? You were wise to get out of there when you did. This woman was drunk and silly enough to offer information that you didn’t need or want, and then demanded the same from you. You were not obliged to answer. The details of former sex partners can stir up unpleasant feelings, such as jealousy, inadequacy and disrespect, and always create curiosity and speculation. The number should go with you to your grave, but too many people are willing to yap. You didn’t bow to pressure. Congratulations!

 

Dear Miss Lonelyhearts: I have an unhappy bladder. I have to go to the bathroom more often than most people. Unfortunately, my understanding girlfriend of many years recently dumped me, and all of my crummy social life has since been online. I was half-hoping not to meet a woman I was interested in right now because I have to go to the bathroom so frequently it’s likely to be annoying to a new person. It doesn’t make a guy feel very attractive at a dinner out, a concert or a movie. I won’t go into detail, but I’ll be getting this bladder issue fixed later this spring.

Now here comes trouble! This funny woman I recently met online says she doesn’t care, and really wants to meet me. I felt humiliated telling her about my problem, but she laughed it off. Today she told me she has a few problems of her own. I asked her what they were, and she said I would see them when I met her. What? I’m confused because I have seen her picture and she looks great. What should I do?

— Head Spinning, West End

 

Dear Head Spinning: Go for a date, already. Instead of sitting there making excuses for yourself and wondering what horrors the lady might present, go out for a friendly coffee and dessert, and just have fun. Too many people build up an idea that a meetup is going to be the start of a new relationship. Take your sense of humour and a wad of cash and go out to meet this person. If anything more comes of it, have dinner and keep talking! If the meeting doesn’t create any kind of spark, so what? You have a drink and a nice chat and you’re still ahead, with a new friend.

If pride doesn’t get in the way, you can amass a number of great new friends using the Internet, and they just might introduce you to The One some day. Don’t write people off if they aren’t exactly what you hope for.

 

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

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

Potential Jets backup options include two possible netminder reunions

Ken Wiebe 7 minute read Preview

Potential Jets backup options include two possible netminder reunions

Ken Wiebe 7 minute read Wednesday, Sep. 23, 2026

Kevin Cheveldayoff couldn’t help but make light of the situation.

Near the end of the press conference to discuss where things stand with training camp holdout Connor Hellebuyck, the general manager of the Jets was asked if he felt comfortable with the five goalies who were in training camp.

“You know I can’t have five on the roster,” Cheveldayoff quipped.

Only Cheveldayoff knows for sure how he feels about the organizational depth at the position and whether he’s planning to open the campaign with either Dom DiVincentiis or Thomas Milic in the backup role behind Stuart Skinner.

Read
Wednesday, Sep. 23, 2026

A property listing from Niverville is worth a close look. It covers 25,000 square feet, has a 40-foot clear-span ceiling rated at 36 tons, 2,400 amps of power, radiant heat in the concrete, pre-cast walls, and four acres situated at the intersection of Wallace Road and Provincial Road 311. The advertisement states that it’s brand new and asks $9.5 million.

This is Jette Studios, and it has never hosted a single production.

Three years ago Julijette and Volume Global announced a private investment of $30 million aimed at setting up a studio village in phases, which was to create as many as 300 jobs. The local member of the legislative assembly referred to Niverville as the Hollywood of the north. The province had already committed $40.6 million to infrastructure in and around the town and then, in April, pledged an additional $10 million for road work on the grounds that it would lead to a smoother drive to the studio. The building opened in the spring and was put up for sale on August 16.

It has not been made public why the property is for sale, and it would be unfair to speculate about the finances of a private company from outside. However, there is a reasonable question underlying this situation, and it goes beyond just one building: given all the public money that has been spent, what does Manitoba actually own?

Comparing number of past lovers never a good idea

Miss Lonelyhearts 4 minute read Monday, Apr. 11, 2016

Dear Miss Lonelyhearts: I started dating this woman six weeks ago and we decided we were going to make dinner together at her place and make love for the first time. Over dinner we killed one bottle of wine and she started on the second. She suddenly got very chatty and asked me how many people I had slept with. I sat there dumbfounded. I'm a musician and we used to be well-known in this city. I have had sex with a lot of women whose names I don't remember and used to have women following me home from the bars. I'm guessing my number would be over 100.

She shyly volunteered her number was nine. I looked at her and said, "Well, I hope they were nine great ones!" and tried to laugh off the whole stupid topic. She kept pushing me for my number and I finally said, "A gentleman doesn't kiss and tell." She was drunk and laughed and pounded on the table and said, "That's a joke! You're a musician and have probably done half the town."

At this point I felt like I'd been invited for dinner and walked into the Spanish Inquisition. Finally, I told her I found the conversation stupid and uncomfortable and was going to leave, and I did. So, Miss Lonelyhearts, what's a person supposed to do when they're asked for the number of people they have been with and they're too embarrassed to give it?

— Hundred or More, Winnipeg

Manitoba’s small oil, gas sector lists 31 ownerless sites — far cry from thousands in Alberta, Saskatchewan

Eva Wasney 7 minute read Preview

Manitoba’s small oil, gas sector lists 31 ownerless sites — far cry from thousands in Alberta, Saskatchewan

Eva Wasney 7 minute read Yesterday at 7:00 AM CDT

As other western provinces struggle to address the environmental and economic fallout from an accumulation of thousands of orphan oil and gas wells, only a tiny portion of Manitoba’s petroleum infrastructure is sitting idle and unclaimed.

But it’s unclear if the province’s small roster of orphan wells is the byproduct of effective regulation — or an historic lack of departmental oversight.

Manitoba’s oil and gas industry is relatively small and generally opaque. None of the experts contacted for this story had direct knowledge of the province’s orphan well landscape.

“My lab has probably measured the most non-producing wells in the country. I don’t think anybody I know is working on it (in Manitoba) who are in the academic realm,” says Mary Kang, an associate professor in civil engineering at McGill University in Montreal.

Read
Yesterday at 7:00 AM CDT

Safety officers responded to three assaults in first 4 1/2 months at downtown Hydro HQ

Carol Sanders 5 minute read Preview

Safety officers responded to three assaults in first 4 1/2 months at downtown Hydro HQ

Carol Sanders 5 minute read Updated: Yesterday at 12:11 PM CDT

Manitoba Hydro Place beefed up its security after an employee was assaulted in the main-floor gallery while leaving work in January leading the Crown corporation to close the building to the public for several weeks while it hired and trained institutional safety officers.

Read
Updated: Yesterday at 12:11 PM CDT

No more Jets 1.0 or 2.0: League announces all eras of Winnipeg’s club to be merged

Ken Wiebe 6 minute read Preview

No more Jets 1.0 or 2.0: League announces all eras of Winnipeg’s club to be merged

Ken Wiebe 6 minute read Updated: Yesterday at 5:47 PM CDT

Mark Scheifele’s goal was always to chase down his mentor and former Barrie Colts head coach Dale Hawerchuk, no matter what the official record book said.

So when the NHL and the Winnipeg Jets announced on Thursday morning that they were consolidating the franchise history to include the 1.0 and 2.0 eras (including the Atlanta Thrashers chapter of the club), Scheifele was among those to give the move two thumbs up.

“Yeah, it clarifies it for you guys more, not as much (for) me,” said Scheifele. “It’s really cool to bring in the old Jets records, and especially Dale. Chasing him down was always on my mind. So, it’s cool to do it actually in the record books.”

Scheifele remains the franchise leader in games played (961) and he’s likely to eclipse Hawerchuk in goals (Scheifele has 372 to Hawerchuk’s 379) and points (Scheifele has 907 to Hawerchuk’s 929) this season. He now has Thomas Steen’s 553 assists in his sights after amassing 535 heading into 2026-27.

Read
Updated: Yesterday at 5:47 PM CDT