Keep love for escorts private

Advertisement

Advertise with us

Dear Miss Lonelyhearts: I want to know if I should follow my own path, or conform to what society says is the “right” thing to do. I’m a mature adult male who has ventured into the world of professional escorts. The love of my life passed a few years ago and I have no desire for another long-term relationship. My friends find it hard to accept that I’m quite happy and content — I’m not at all interested in dating. I did go on some blind dates and explored online dating, which I found unfulfilling and quite demanding. I enjoy my solitude and the companionship of my dogs.

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 09/11/2015 (3980 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: I want to know if I should follow my own path, or conform to what society says is the “right” thing to do. I’m a mature adult male who has ventured into the world of professional escorts. The love of my life passed a few years ago and I have no desire for another long-term relationship. My friends find it hard to accept that I’m quite happy and content — I’m not at all interested in dating. I did go on some blind dates and explored online dating, which I found unfulfilling and quite demanding. I enjoy my solitude and the companionship of my dogs.

Since the initial meeting with an escort, I’ve been back a couple more times and absolutely love the experience. I love being able to share some intelligent conversation in a private atmosphere, and spend some intimate time with a beautiful lady. There are no expectations or hidden agendas. When our time together comes to an end, I simply walk away and return to my life until the next time I choose to visit.

To be honest, I’m not concerned about the morals and judgments of society and plan to continue on this path as it provides what I seek. I just wish more people could look upon this with an accepting mind (and heart). Do you think I should share this part of my life with my friends, or keep it my secret?

— Escort Fan, Winnipeg

 

Dear Escort Fan: You don’t care how society thinks, but want to be able to talk to your friends about it. Why can’t you just have a private life and let people speculate about it? Do these married people give you the details about their sex lives? You might say to your friends (male, I presume) that you do have a private sex life that’s fulfilling, but it’s just that — private.

 

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

Clock ticks down on destruction of records documenting residential school abuses

Marsha McLeod 13 minute read Preview

Clock ticks down on destruction of records documenting residential school abuses

Marsha McLeod 13 minute read 12:49 PM CDT

In less than a year, a private company is set to destroy the largest cache of records detailing the widespread abuse of Indigenous children at residential schools in Canada.

The destruction, which was ordered by an Ontario court in 2014 and later upheld by the Supreme Court, is set to take place on Sept. 19, 2027.

This countdown is igniting emotional conversations that seek to balance the immense historical value of the records alongside the confidentiality survivors were promised as part of the process of providing detailed testimony about abuses they’d suffered.

The records were created as part of the Indian Residential Schools Settlement Agreement, a class-action settlement stemming from survivors who began suing the federal government in the late 1990s over the harm they’d been subjected to at residential schools.

Read
12:49 PM CDT

Ferraro gets call-up to the Jets

Mike McIntyre 5 minute read Preview

Ferraro gets call-up to the Jets

Mike McIntyre 5 minute read Wednesday, Sep. 30, 2026

Landon Ferraro vividly recalls the moment his NHL career came to an extremely painful end — Oct. 20, 2017, in downtown Winnipeg.

“My last play was a breakaway on Connor Hellebuyck,” Ferraro told the Free Press this week.

“I tried to poke the puck past the first D. It was me and (Dustin) Byfuglien chasing it down. I thought he was going to throw me across the ice, so I tried to cut in on him, and he moved. I overextended, and I literally ripped my abductor off the bone and gave myself a hernia.”

Ferraro — at the time playing forward for the visiting Minnesota Wild — said he managed to get off a weak shot that hit the Jets goaltender square in the chest. But his 77th appearance in the big leagues would be his last following previous stops with Detroit (which drafted him 32nd overall in 2009) and Boston.

Read
Wednesday, Sep. 30, 2026

Dynacare workers provide essential services that must be maintained during strike, labour board rules

Nicole Buffie 5 minute read Preview

Dynacare workers provide essential services that must be maintained during strike, labour board rules

Nicole Buffie 5 minute read Updated: Yesterday at 6:30 PM CDT

The Manitoba Labour Board has ruled Dynacare workers are essential employees and their services must be maintained during a labour dispute.

Read
Updated: Yesterday at 6:30 PM CDT

Puzzles Palace

1 minute read Monday, Jul. 27, 2026

To solve our puzzles, please subscribe with this special offer: |

Manitoba’s own Summer Howell takes on biggest role yet as Stephen King’s telekinetic teen Carrie

Randall King 7 minute read Preview

Manitoba’s own Summer Howell takes on biggest role yet as Stephen King’s telekinetic teen Carrie

Randall King 7 minute read 3:49 PM CDT

From the tender age of eight, actress Summer Howell has made her presence known in a series of horror films shot in her home province of Manitoba.

Her first film was Curse of Chucky (2013), director Don Mancini’s continuation of the venerable killer doll series he started (as a screenwriter) in 1988 with Child’s Play.

“Even then, it was obvious she was very talented, intelligent and delightful,” Mancini said of Howell.

Though she has worked in other genres, Howell gravitated to horror repeatedly, with credits in Shawn Linden’s harrowing Hunter Hunter (2020) and the 2023 possession thriller All Fun and Games. Earlier this year, she shot the horror film Sundown in Winnipeg with director Rebekah McKendry, which premièred last week at Beyond Fest in Los Angeles and is headed for a streaming berth on Shudder.

Read
3:49 PM CDT

Confidence vote was gamble for MLA, Tories: political expert

Alex Lambert 4 minute read Preview

Confidence vote was gamble for MLA, Tories: political expert

Alex Lambert 4 minute read Yesterday at 7:30 PM CDT

BRANDON — A Progressive Conservative MLA’s decision to put forward a confidence motion against the party’s former leader carries a lot of risk for her and the Tories, a political science expert says.

Obby Khan resigned as leader of the PCs on Monday after Jodie Byram (Agassiz) initiated a confidence vote against him the previous week.

The majority of the PC caucus voted in favour of Khan, but he resigned a few days later, citing continued efforts to undermine him by a minority of MLAs.

Brandon University political science Prof. Kelly Saunders said while she doesn’t know what Byram’s motivations were for triggering the vote, such a move carries a lot of risk.

Read
Yesterday at 7:30 PM CDT