It’s fine to have a married friend, CIC, but only if she’s really a platonic pal. This woman has feelings for you, and you describe your outings as dates. That doesn’t sound platonic to me.

I’m worried that after more time together, your relationship boundaries will begin to bleed. A friendship will become an emotional affair. An emotional affair will turn into something you never wanted.

My advice is to see her in groups — and less frequently. Bring her out with a pack of bikers and let her see that she’s one of many friends, and that she doesn’t get special treatment. Many commenters will probably tell you to cut her off altogether (and I can’t say I disagree with them), but if you feel like there’s something to save here, turn her into a member of your greater biking community. It’s what’s best for her, too.

You mention that there are no kids to confuse, which means that you’re doing something confusing. Reserve your date time for someone who’s really available.

Readers? Does he have to cut her off? What is he getting out of this? What will happen if they continue this? What are his obligations here? Help.

– Meredith