Gain some financial insight before taking big step

Advertisement

Advertise with us

DEAR MISS LONELYHEARTS: I’m an older man and back on the dating scene. The only trouble is, I’ve started seeing a woman I really like, and she really likes me, but she’s more “old school” than I am. She wants me to pay for everything!

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 06/04/2023 (1266 days ago), so information in it may no longer be current.

DEAR MISS LONELYHEARTS: I’m an older man and back on the dating scene. The only trouble is, I’ve started seeing a woman I really like, and she really likes me, but she’s more “old school” than I am. She wants me to pay for everything!

I make good money, so it’s not a big deal when it’s movie tickets, dinner and lunches, but we started talking about living together recently, and she started hinting at me paying for her car, phone and clothes, like it was natural. I’m starting to see red flags. Does this stuff really matter? Am I being too picky?

— Not Made of Money! Garden City

Dear Not Made of Money: Yes, money stuff matters. In fact, money issues can be so ugly they destroy the good feelings in a relationship.

Encourage your lady to talk about her parents’ marriage, without you mentioning the money arrangement. (That will come out soon enough.) If it was an extreme situation — if her family was poor and her mom and dad struggled, or if her dad was very wealthy and paid for everything and everybody expected it — she will definitely be looking for a husband who’s well-heeled and generous with his money.

Even worse is a situation where a person’s parent had big money, but was tight-fisted, and the family suffered accordingly. If that’s the case, your lady friend will certainly be looking to weed out a similar type of suitor, and punt him in a hurry!

You need to find out about her financial issues as soon as possible, as the living-together talks have already started happening, and you may need to back off.

Dear Miss Lonelyhearts: I have an embarrassing sexual problem — I stutter when I get sexually excited. It sounds like I’m hesitant about the sex I’m involved in, when nothing could be further from the truth. I’m just turned on, and the stuttering, which I pretty much learned to control as a kid, comes rushing back.

As a result I go very quiet during sex, to try to control my speech problem. Bad move! My noisy new girlfriend asked me last night if I went quiet because I didn’t enjoy making love to her. She says she’s turned on by “hearing the words.” That’s the worst thing to expect from me — a smooth flow of hot words and phrases.

Does this mean I have to see a speech therapist again? I thought that was all over and done with. The thought of that upsets me to no end. Please help!

— Depressed at the Thought, Winnipeg

Dear Depressed: Stress is your enemy right now. You’re trying to hide the fact you have an old speech impediment that apparently can sneak back in certain situations. Talking about it openly with your new partner will ease some of the stress caused by hiding it. If your partner understands, with a little time you may both be able to stop being so embarrassed and relax more, whether in bed and out of it.

Maybe your girlfriend could be convinced to let loose and say the words she wants to hear herself, and you could encourage her. Also, play some background music, so the room isn’t uncomfortably quiet. In fact, medium-loud sexy music might be the answer to start reducing the fear and tension. If you can stop fearing your partner might react negatively, that will relieve much of the stress and improve the situation.

As for seeing a speech therapist, you should find a different one now you’re an adult, and do some sessions to learn different ways to combat your grown-up problems, such as this one. It could be a game-changer for your love life!

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

Decorated business vet Spiring announced as NSL Winnipeg president

Grace Anne Paizen 5 minute read Preview

Decorated business vet Spiring announced as NSL Winnipeg president

Grace Anne Paizen 5 minute read Updated: 12:30 PM CDT

Manitoba’s own Dayna Spiring is no stranger to the sports world, but her latest venture into the world of football — this time of the kick-about variety — is a whole new ball game.

“I’m getting up to speed on that as quickly as I can,” Spiring told the Free Press Tuesday, shortly after the accomplished business leader was announced as Northern Super League Winnipeg’s president.

Spiring joins an already stacked roster on the first women’s professional sports team in the Keystone province alongside the likes of NSL Winnipeg’s decorated co-founders Desiree Scott and Rob Gale.

And her own stats sheet is just as historic. Spiring was one of the first women to serve on the CFL’s Board of Governors and was the first woman to serve as chair of the Winnipeg Football Club’s board of directors. She is also the first woman to have her name engraved on the Grey Cup when the Winnipeg Blue Bombers captured back-to-back titles in 2019 and 2021.

Read
Updated: 12:30 PM CDT

Province paid three men wrongfully convicted in 1973 Winnipeg homicide $4 million apiece

Morgan Modjeski 3 minute read Preview

Province paid three men wrongfully convicted in 1973 Winnipeg homicide $4 million apiece

Morgan Modjeski 3 minute read 6:57 PM CDT

More than five decades after their lives were derailed by a racist justice system, the provincial government has paid millions of dollars to three men who were wrongfully convicted in a 1973 Winnipeg homicide.

Clarence Woodhouse, Allan Woodhouse (no relation) and Brian Anderson were wrongfully convicted of murdering restaurant worker Ting Fong Chan in 1974.

The ruling was reversed in 2024 for Clarence Woodhouse, when he was acquitted by Manitoba Court of King’s Bench Chief Justice Glenn Joyal, and in 2023 for both Allan Woodhouse and Anderson. Russell Woodhouse, Clarence’s brother, was also subjected to a miscarriage of justice — he was wrongfully convicted of manslaughter — but died in 2011.

Canada’s first post-mortem conviction review has since been called into his case.

Read
6:57 PM CDT

Break spell before it hexes your marriage

Maureen Scurfield 4 minute read Yesterday at 2:00 AM CDT

DEAR MISS LONELYHEARTS: I have an itch that needs to be scratched every couple of days. I sneak home with a new young woman from my workplace, who is a witch, and spend an hour or more with her, learning some things my wife doesn’t know anything about. It’s not really sexual with this new person yet, but I’m feeling intrigued by her witchy-ness — and more.

I’m fascinated and want to learn whatever she’s willing to teach me as we go along. This is especially cool now my “magic woman” has told me she’s interested by the darkness in me. Whatever that means. Nobody’s ever noticed that before.

I feel my wife really doesn’t need to know I’m into this stuff. It would only hurt her, and it may lead to nothing. But how do you keep a secret from your partner for any length of time when they know your every mood and can almost smell your secrets?

— Feeling Insecure, West End

Former private-school teacher jailed nine months for luring after sending messages declaring love for teen

Dean Pritchard 4 minute read Preview

Former private-school teacher jailed nine months for luring after sending messages declaring love for teen

Dean Pritchard 4 minute read Yesterday at 5:06 PM CDT

A former Catholic school teacher who sent inappropriate romantic messages to a teenage student, professing his love for her, has been sentenced to nine months in jail.

Read
Yesterday at 5:06 PM CDT

Bombers backup Brown takes reps at practice as Collaros recovers from head injury

Taylor Allen 6 minute read Preview

Bombers backup Brown takes reps at practice as Collaros recovers from head injury

Taylor Allen 6 minute read Yesterday at 6:26 PM CDT

Let’s cut to the chase: Zach Collaros is dealing with a head injury and did not participate in Monday’s practice.

The Winnipeg Blue Bombers returned to work Monday for the first time since beating the Saskatchewan Roughriders 19-6 in the Banjo Bowl — a game their starting quarterback left early after his head hit the turf while attempting to force a defender out of bounds following an interception.

Given Collaros’ well-documented injury history, and the fact that he’s sidelined to start the week despite the club coming off a bye, it’s unlikely he’ll be under centre Friday when the Bombers (7-6) host the Toronto Argonauts (8-6).

“Always, more so as a friend just concerned for his health,” said right guard Patrick Neufeld on his concern level for Collaros.

Read
Yesterday at 6:26 PM CDT

Trump defends Iran war in address to UN General Assembly

Kelly Geraldine Malone, The Canadian Press 5 minute read Preview

Trump defends Iran war in address to UN General Assembly

Kelly Geraldine Malone, The Canadian Press 5 minute read Updated: 7:31 PM CDT

UNITED NATIONS - U.S. President Donald Trump told the United Nations General Assembly on Tuesday he has a choice to make on Iran: negotiate a deal or "annihilate the Islamic Republic."

In a wide-ranging speech, Trump defended his war on Iran and boasted of American strength, claiming that "while others have talked, I have acted.”

He celebrated the U.S. military operation to oust Venezuelan President Nicolás Maduro earlier this year and a new agreement to expand the American military presence in Greenland, which came after his threats of annexation.

But those actions have upended U.S. relationships with other nations, including traditional allies. Many of those allies have used the United Nations forum to call for a return to international law.

Read
Updated: 7:31 PM CDT