Dear Kiki,

I’m new in town… how can I meet a sexy guy over 50 to hang out with?!

Iowan00b

Dear Iowan00b,

Welcome! I hope you’re settling in well to your new digs. Moving can be tough on a variety of levels, so I’m pleased you’ve decided to reach out for assistance on this aspect of it!

Now, you don’t say, precisely, which “town” you’re “new in” … but before I get to the generic advice, I’d be remiss not to put in a plug for LV’s upcoming Roast of Iowa City on Sunday, Oct. 12 at ReUnion Brewery in downtown IC. Rad, hip, sexy folks of all ages and genders come out to hear some great comedy that offers a wonderful introduction to this town, at least. And, bonus! Kiki will be answering rapid-fire audience questions live to close out the evening — so you can say “thanks” or “screw you” to me, in person!

OK, enough shameless self-promotion. There are a few answers to your query that hold true regardless of which of our lovely Iowa municipalities you’ve found yourself in, so here goes:

Art Galleries/Museums

Iowa has a wonderful art scene; galleries abound in both big towns and small, and no matter where you’ve landed, there’s likely a museum within an hour’s drive. These can be a great place to meet people, because you have a chance to observe as others wander the exhibits, giving you a sense of their tastes, their values and their general pace of life.

Volunteering

Caring about your community is as sexy as it gets! Pick a cause you love and throw yourself into it. This is an especially good way to seek your target demographic: If they’re not plentiful on this scene, well, they should be, as they inch toward retirement and look for new ways to define themselves outside the workplace.

Senior Centers

Hey, you set a floor, not a ceiling. If you want to escape the younger crowd, check out these hoppin’ hubs of community! You’ll find clubs and classes of all sorts — and even if you don’t find your prince there, you’re bound to find at least a few new friends eager to introduce you to their sons.

Record Stores

Come on, it had to be said. We’re talking about Gen Xers here!

Happy hunting!

xoxo, Kiki

Submit questions anonymously at littlevillagemag.com/dearkiki or non-anonymously to dearkiki@littlevillagemag.com. Questions may be edited for clarity and length, and may appear either in print or online at littlevillagemag.com.

This article was originally published in Little Village’s October 2025 issue.