He Made A Pass

As many of you know, about 30 Love Letters readers went to see a sneak preview of the new Jennifer Aniston movie last night.
The first piece of bad news is that the movie gave me indigestion. I’m not so sure how the other Love Letters folks felt about it — but I’m sure they’ll voice their opinions in today’s chat at 1 p.m.
The second piece of bad news is that as I was leaving the movie theater, I saw a life-size cardboard stand-up of Draco Malfoy that was part of a Harry Potter window display. That, of course, reminded me of Draco Malfoy. It was ominous.
The good news is that based on what I saw last night, Love Letters readers are a cute bunch. Some of my colleagues have joked that a gathering of LL types might look like an island of misfit toys. But as it turns out, we’re an island of very pretty, stylish toys. Not that it matters — we’re beyond skin deep here. But feel free to assume that the people on this site are adorable.
Enough from me. Here we go:

Q.

Hi Meredith, I have a real dilemma.
I am a single mom of two beautiful twin boys, age 12. I have been alone for a long time. My high school sweet heart has been contacting over email and telephone for the last couple of years. He has flirted but I thought it was harmless. I’ve enjoyed speaking with him about old times. He is married and has a boy and a girl, who are high school age.
I finally agreed to meet him for a drink to catch up. He made passes at me and I was horrified. Part of me feels sorry for him because he is in a loveless marriage. He married his wife because she was pregnant. (I know, he did marry her).
I also feel bad for myself because I have dated countless losers. I know this guy very well. And, I feel very comfortable with him. What should I do?
I want to say one more thing. I’ve heard of a lot of 40somethings being pursued their ex’s lately so it’s not only me in this dilemma.

– Nancy, Nashua

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A.

Nancy, you have your act together – this man doesn’t. Your intentions were understandable, but he wants you for more than friendship. He wants you as a way out. He wants you for security and hope.
You can be a good friend to him by advising therapy and by telling him that if he’s ever single – really single – he’s welcome to check in for a friendship.
You’re upset about your own dating history. That means you’ve probably enjoyed getting attention from someone from your past. It probably felt safe. But spending time with a married man with one foot out the door isn’t the way to end a loser streak.
You say you’re comfortable with him, but if he was making you feel comfortable, you wouldn’t be writing to us.
Tell him that you care about him, but that he needs to deal with his life with help from platonic friends. You can’t offer him that kind of friendship. At the moment, you’re both using each other to escape reality. You need more than hope and an escape. You want something real and you’re ready for it now. Focus on that.
You’re right – this is happening a lot. I’ve been getting tons of letters from readers seeking out past loves on the Internet. These people want a distraction, or they’re liner-uppers, or they’re just bored. I understand why it’s happening, but that doesn’t make it right. I wish these people would focus less on who they’re e-mailing and Facebooking, and concentrate on why they’re doing it.
Readers? Pretty, pretty readers? Should Nancy cut him off? Or is there potential for a real friendship or more? Share thoughts here. Letters to right. Chat at 1 p.m.

– Meredith

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