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Where Laughter, Love, and Seduction Collide

A fit man over 50 wears a conservative polo in a midrange restaurant.

I’m Over 50 and Fit. Blazer or Polo for a First Date?

HotWife Diaries, November 2026November 2026

Suppose I’m a man over 50 in excellent shape, getting dressed for a first date at a midrange restaurant. What would women rather see: a blazer and collared shirt, or a traditional polo?

The blazer has an obvious argument in its favor. It looks like I gave the evening some thought. Unfortunately, it also covers the build I’ve put work into maintaining. My shoulders would be attending the date with very little public recognition.

The polo would show my shape a little better, and it would be more comfortable. To be clear, I mean a conservative polo. A normal shirt with sleeves. I’m trying to choose an outfit for dinner, not negotiate entry to a bodybuilding competition.

Picture me at the restaurant in either option: fully dressed, reasonably presentable, still wondering whether I chose the wrong shirt.

I’m curious about what women actually prefer in this situation. Does the blazer’s extra polish win, or does a well-fitting polo do the job?

And when you give your opinion, please include your own body shape. Yes, that’s an unusually specific request for a clothing question. Apparently I would like my shirt advice accompanied by demographic information.

So: blazer or polo?

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