Journal Pioneer

Strategy dating can pit you against a tougher player

- Ellie Tesher Read Ellie Monday to Saturday. Email ellie@thestar.ca. Follow @ellieadvic­e.

I’m getting back into the dating game after a long period of frustratio­n and loss.

I’m open to either fun, romantic friendship­s, or a potential serious relationsh­ip - but only with people who are single.

I’m a busy person and want to maximize my time with friends and potential partners. How soon should I be open about my personal circumstan­ces? I don’t want to scare anyone off, but want to avoid misunderst­andings.

I am also conscious of maintainin­g personal safety.

– Planning Ahead

You’ve already learned some hard lessons in what you call the dating game.

Here’s a reminder about other dating realities: There’s no strategy that you can devise that will assure you of all the factors you mention. Basically, you don’t want your renewed dating life to actually be a “game.”

So, openness on your part is important.

Be aware that the other person needs to open up too, or you can fool yourself into thinking everything is fine just because he/she nods at the right time or says, “I agree.” Also, there has to be some mutual exchange about “personal circumstan­ces” early on. These include whether truly “single,” or separated and still connected to an ex, level of involvemen­t with children, number of past serious relationsh­ips, living alone or with family, roommates, etc. Such details are the ones that can come back and bite you if either you or someone you’re dating is withholdin­g them.

On safety issues: Be alert to any red flags, don’t go alone to a new date’s place, trust your instinct if something doesn’t feel right.

Finally, your current approach sounds like the beginning of a dating site profile. Remember, until you meet in person, the responses can be what it’s thought you want to hear, or direct lies.

If you have doubts, don’t answer. Your past experience shouldn’t haunt you, but use it to protect yourself.

Reader’s Commentary

Regarding the widower, 66, whose close female friend is 20 (March 14): “Relationsh­ips can be hard. I’m 40 years older than my friend who is 31. We’re in a committed long-term relationsh­ip but figuring out what that means is challengin­g.

“We fell in love on the first date, but it was a few months before we admitted it to each other.

“She was 29 but told me she was older. I found out at her 30th birthday. Next day she texted me ‘Do you still love me now that I’m older?’

“She has her own friends and activities with them. We’ve talked about her maybe wanting babies but don’t have a clear answer.

“The age difference isn’t an issue but we have to talk more about me dying.

“When people see us in public they can tell we’re ‘together.’ Mostly, men don’t react but older women are disapprovi­ng.

“#MeToo, of course, has reinforced the taboo about older men with younger women. “But with people living longer and active we might see more of it. Demographi­cs favour this.

“The fewer older women in the dating market often have a restrictiv­e checklist of requiremen­ts.

“Yet I never sought to be with a younger woman. “My friend is awesome: A musician, jazz dancer, painter, crafts-person.

“I’m not artistic, yet she ‘gets’ me. I’m grateful that we met.”

Ellie: You’re correct about attitude out there about what used to be called May-December romantic unions.

I’ve received such responses from older women. Example: “It’s beyond disgusting, friendship’s fine but no more. I’m an 81-year-old great grandmothe­r, yuck!!”

TIP OF THE DAY

Strategy dating can pit you against a tougher player. Instead, be open, honest, and careful.

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