You’re being played for a sucker vs. brother

Advertisement

Advertise with us

Dear Miss Lonelyhearts: I just started seeing my brother’s ex-girlfriend, who always liked me, and we have kept it a secret. Well, I certainly had not breathed a word, because my brother considers things like ex-girlfriends as his property for life — off-limits to brothers, for sure.

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 18/07/2020 (2265 days ago), so information in it may no longer be current.

Dear Miss Lonelyhearts: I just started seeing my brother’s ex-girlfriend, who always liked me, and we have kept it a secret. Well, I certainly had not breathed a word, because my brother considers things like ex-girlfriends as his property for life — off-limits to brothers, for sure.

This girl insists on stepping up as my new girlfriend, and she wants me to tell my brother first, “to prepare him.” If I tell him face-to-face, I won’t have a nose left. He will punch me out, even though he was the one who broke up with her. That’s what our family is like. I know this isn’t fair, but fair doesn’t mean much with things like this.

I didn’t come on to this girl, although I always liked her a lot. She came on to me like gangbusters when she spotted me at the beach. We have seen each other every night since and she claims she’s falling in love with me. I might feel the same if my stomach wasn’t in a knot thinking of being discovered by my brother, who has kicked my ass before in a fight. We haven’t had sex yet because of that. I’m scared of him.

I’d like to have a serious relationship with her, and why can’t I? He threw her over because she cheated on him. She says that’s because he ignored her for his friends. So why would he be mad about me wanting her? 

She says she’d never cheat on me, and that she learned from that mistake. Hey, we all make mistakes, and, besides, she’s really fun and gorgeous. Please help me.

— Heading For Big Trouble, Winnipeg

Dear Trouble: This hot little number is at it again. She’s being dishonest — now with you. This time she’s going behind your brother’s back by getting at someone he loves and trying to shove it in his face. It’s not about wanting you.

Remember how she went after you “like gangbusters” at the beach? You were targeted. She knew the best way to get your brother’s attention and make him jealous was to go after one of his brothers and have sex with him.

Note how she wants her “relationship” with you made public right away. Why? She wants to be front and centre in your brother’s mind again, and see him in pain. Back off as gently as possible and run. Don’t be nasty to her because she is an angry queen bee poised to hurt your brother for dumping her. She’s trying to play you and him at the same time.

By the way, having sex with a brother’s recent ex is considered low behaviour by just about anybody. You could lose a beloved brother over it.

 

Dear Miss Lonelyhearts: I’m a woman who intends to be a comedian. I have written a lot of material but never delivered any yet. To get a feel for an audience, I invited two of my best friends, on separate occasions, to listen to about 20 of my jokes and one-liners I’d practised in front of the mirror. Neither one of my friends laughed much, and oddly, both of them bit their lips. Should I take their reactions to mean I’m no good?

— Embarrassed By Flopping, River Heights

Dear Embarrassed: Take those reactions to mean you need more practice and new material. Your friends bit their lips subconsciously because they didn’t want to say anything negative to hurt you. They didn’t laugh, because it’s hard to fake a laugh.

Find comedians you like online who are successful and practise their material. Notice where they pause, where people laugh, and what kind of jokes might suit your personality. Then write some similar types of jokes. You can learn to be funnier, but it takes a lot of work! Next time, try two other friends who are different personalities from the first pair, and a little more like you.

 

Dear Miss Lonelyhearts: I heard some upsetting stuff up at my cousin’s cabin because the walls are thin and I was still awake at 3 a.m. It involves two adults everybody knows and loves and their family. It’s about a breakup that’s coming up in the fall. I want to ask my mom about it, but then she will know — and it’s one of her siblings who is breaking up.

I need to discuss it with somebody. Would my dad be the one to tell? I don’t know if he’d keep it a secret from my mom. Please help, as it’s too hard a secret to carry by myself.

— Upset Over Breakup Coming, Winnipeg

Dear Upset Over Breakup: Adults often know a lot they don’t tell their kids even if they are a bit older, as I suspect you are. If a couple is ready to break up, they often confide in a brother or sister way before it happens. There’s a good chance your mom already knows. She would not like to find out later you carried this heavy secret alone.

If your mom’s sister or brother is going to end their marriage in the fall, there will already have been many signs the marriage was in serious trouble, and your mom would probably have noticed by now. So, go ahead and tell her what you heard, and it will stop running around your brain and making you upset.

 

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

Jets pick up netminder as relatively new 23-man roster announced

Mike McIntyre 7 minute read Preview

Jets pick up netminder as relatively new 23-man roster announced

Mike McIntyre 7 minute read Monday, Sep. 28, 2026

Let’s get the caveats out of the way: Nothing is set in stone, nor written in permanent ink, and what you see right now could change in the blink of an eye.

With that being said, allow us to introduce you to the 2026-27 Winnipeg Jets — where change is very much in the air.

The 23-man roster submitted to the NHL offices by Monday’s 4 p.m. deadline includes seven players who were not on the team at this time last year. In fact, there could be as many as 10 new faces in the opening-night lineup on Friday against Boston when you factor in three regulars didn’t start the 2025-26 campaign due to injury.

That’s a lot of turnover, which isn’t surprising for a team that finished 26th overall in the standings and was — to most fans and pundits — too old and too slow.

Read
Monday, Sep. 28, 2026

Port of Churchill signs agreement with Dutch port

Aaron Epp 2 minute read Preview

Port of Churchill signs agreement with Dutch port

Aaron Epp 2 minute read Yesterday at 4:40 PM CDT

Arctic Gateway Group, operator of the Port of Churchill, has signed an agreement with the Port of Rotterdam in the Netherlands to attract business and strengthen supply chains linking Western Canada and Europe.

The agreement enables the two ports to work together to develop new trade in critical minerals and energy products, connect Canadian producers with European buyers, and identify opportunities to improve the supply chain from Western Canadian resource projects through Churchill and into European markets.

The Port of Rotterdam is Europe’s largest port and home to more than 3,000 businesses across its industrial complex, serving as a major gateway for critical raw materials and energy.

Meanwhile, the Port of Churchill has been identified as a transformative national strategy for Canada and is emerging as a northern trade corridor connecting Western Canada’s resources to global markets.

Read
Yesterday at 4:40 PM CDT

Puzzles Palace

1 minute read Monday, Jul. 27, 2026

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

‘We’ll stand for the children’: crowds gather for Orange Shirt Day in Winnipeg

Matthew Frank 1 minute read Preview

‘We’ll stand for the children’: crowds gather for Orange Shirt Day in Winnipeg

Matthew Frank 1 minute read Updated: 1:06 PM CDT

A sea of people clad in orange shirts and waving flags marched through downtown Winnipeg to honour those who survived and died in residential schools.

Read
Updated: 1:06 PM CDT

What’s open, what’s closed, what’s up in Winnipeg on National Day for Truth and Reconciliation Sept. 30, 2026

Free Press staff 4 minute read Preview

What’s open, what’s closed, what’s up in Winnipeg on National Day for Truth and Reconciliation Sept. 30, 2026

Free Press staff 4 minute read Sunday, Sep. 27, 2026

The National Day of Truth and Reconciliation, or Orange Shirt Day, as it's known in Manitoba, happens Sept. 30 with many commemorative community events scheduled.

Read
Sunday, Sep. 27, 2026

Chalk surprise gift up to lust, not love

Maureen Scurfield 3 minute read Yesterday at 2:00 AM CDT

DEAR MISS LONELYHEARTS: I just got a funny birthday card and a single pink rose delivered to me at work from a boyfriend who broke up with me last spring because I’d gotten too serious (in his opinion). I cried for days back then. He ignored his phone.

I don’t know how to respond to him now. Do you think he’s really had a change of heart, or has he just not gotten lucky for a long time and thought I might be open to hooking up on my birthday?

— Suspicious Ex, Downtown

Dear Suspicious Ex: You just received a birthday card, a single pink rose and no voice contact? He wasn’t taking any chances on being shot down face-to-face, but he definitely is taking a stab at possibly getting some action.