Tag Archives: relationships

“Jaw With John” – Pretty Sure You Play For Both Teams

I am a 65-year-old divorced, professional woman. I have a great career, a teenager at home and three other children who are grown up and living on their own.

I was married to a man for over two decades and we had a nasty divorce about 15 years ago. Since that divorce, I have had two five-year relationships with women. Everyone knows me as lesbian.

This may seem strange but, after all these years, I find myself attracted to males again and believe my personality and behavior are more compatible with men.

My friends are supportive. My children have always thought of me as bisexual.

I have a divorced male friend and colleague of several years and he knows me only as a lesbian. We are both self-employed mental health practitioners and we cross paths at workshops, in town, etc.

I have always felt his attraction to me, but when I was with women I never considered pursuing anything.

I could be wrong about his attraction to me and do not want to assume anything, but I would like to tell him that I am no longer interested in romantic relationships with women.

How can I say that I am not lesbian anymore without sounding weird? I tend to be shy and do better via email. — Searching

Dear Searching:

I’m not an expert on the matter, but I don’t think you’re “not lesbian anymore”. I don’t think that’s how it works….You seem to be attracted to both sexes. As for this male colleague of yours, I say if it feels good do it! And by “it” I mean approach him however you want to so that you are comfortable. If that’s via e-mail then get after it!

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“Jaw With John” – Hey! Hey! You! You! You don’t like your boyfriend

I met a really nice man about a month ago, and we have been going out. We did not have our first kiss until our fifth date, and we were both drunk when it happened.

We spent almost the whole weekend together (no sex) this past weekend, and it was a lot of fun. He sent roses to my office on Monday. However, I feel like a jerk because I am still not sure about this.

I am about to graduate with a master’s degree, and he didn’t go to college. I know it shouldn’t matter. He has a great job. However, I always just have seen myself with someone who has an education.

He is a momma’s boy, and that scares me. He tells his mother everything. While we were on our date, on our train ride home at 1 a.m., I fell asleep on his shoulder. He took a selfie of me, but did not tell me. He sent the picture to his mom, and I found out from his mom (I have never met her) the next day. Should I be creeped out by this? — Broken

 

Dear Broken:

I’m creeped out just reading about him.

You seem REALLY hesitant to do anything with this guy. I mean, it took you five dates(?!) to kiss AND you were drunk? I went out with a girl for about a month or so (about a date a week) and it wasn’t until that final date that she said she liked me as a friend/liked hanging out with me and, I’ll be honest, that sucked. Don’t string him along any further because it’s not fair to him or you.

On the topic of his educational background, you seem to be fabricating negatives to justify your reason for not liking him all that much. Ultimately, I believe that you really don’t like this guy and on top of that he’s taking photos of you and sending them off to his mom without your consent. That’s photographic rape and a clear sign to GTFO. Get Detective Benson and the SVU squad on the case stat.

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