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[quote=Anonymous]"Billy" and I knew each other on and off since HS. We fooled around a bit in college (kissing and touching) but never had sex.  We graduated, married other people and lost contact.

We reconnected 15 years later when he found me on social media. We were both married with children and didn't so much as exchange phone numbers. Fast forward a few more years, we're both divorced and our children are grown.

We went out to dinner as old friends a few years ago. He asked about becoming a couple. At the time I was going through a bad situation and didn't feel the time was right to be involved with anyone. (I was also a bit taken aback that he jumped in so quickly based on who we were in our teens and 20s. I thought that conversation should've happened after a few more dates.)

Fast forward to now--

I saw "Billy" last weekend. My bad situation is behind me and I ready for love. More importantly I am ready for love with "Billy". There's just one problem. "Billy" has been dating someone.

He was a perfect gentleman last weekend, but we've talked on the phone every night since then. He's inquired about my relationship status, presented the question about us being a couple and happened to mention that he is currently dating when I asked. I thought he meant "dating" in the same sense that I'm "dating"--going out for coffee or lunch with a nice guy or two but not committed. We've been quite flirty and inappropriate in our conversations with one another. He even brought up our make out sessions in college.

Once I felt interested in pursuing a relationship with "Billy" I decided to get clarification on his relationship status. He said that he is seeing one person, and it sounds like a relationship. But he says he's still trying to figure out if she's the one he wants. At the same time he keeps telling me that I'm still sexy and attractive to him. I told him that I feel the need to respect his relationship but that didn't stop me/us from continuing to be inappropriate.

So now I'm wondering how or IF I should proceed with him. We are really good friends first and foremost, which is why he allows me to get away with being inappropriate with him. On the surface it's two friends being silly with each other. But we both know that we want each other.

I want to just let it go and let his current situation play out. Then again, I want to just go full speed ahead based on our history and friendship and let him yell "Uncle" if I get too close for comfort.

We're both in our mid-40s and yes I know I sound juvenile, but love and relationships will do that to a person.
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