Tag Archives: Diane Keaton

“Jaw With John” – Mind The Gap

I am a 54-year-old woman. I have been seeing a 28-year-old man for the past year.

Although I have confided in a couple close girlfriends and he has confided in his two brothers, he has asked me not to disclose this relationship to anyone else. I have respected his request to be on the down low.

I’ve been divorced for over 14 years and have three kids. I had no luck in the dating arena before I met him.

I have no desire for my kids or anyone else to know about this relationship, but I’m wondering: What do you think of a relationship where the age gap is so wide and the woman is older?

I think about it all the time. If same-sex relationships are no longer frowned upon by everyone, why does there still seem to be a problem accepting a relationship like mine?

I wonder what my future is with him, or if we have a future. Am I cheating myself? All I know is that he is brilliant, beautiful, very affectionate and giving emotionally to me. He is just the best overall person I have ever met.

Should I just relax about this relationship or am I just some stupid old lady?

I’d appreciate your comments and advice. — Middle-aged

Dear Middle-Aged:

Watch the movie I Could Never Be Your Woman. It addresses many of your questions, in a cute and hilarious fashion I might add. People never seemed to bat an eye when older men show up with MUCH younger women. I mean, they have, but it is generally more acceptable tolerated more. Just look at Something’s Gotta Give or The First Wives Club: older man with a younger woman. Coincidentally they both starred Diane Keaton but that’s beside the point. Hell, even Anna Nicole Smith did it and people barely flinched (unless they were in that family).

You’re a grown woman and he’s a grown man capable of making his own decisions and he chose you. The obvious question here, if you do decide to keep this relationship going, is what happens when you are 70 and he’s 44 and you’re maybe thinking if slowing things down but he is still active? What happens then? Then, the age difference will catch up.

You also need to address if you want to continue to be his secret lover. At some point his friends/family will find out and so will yours and putting that off for too long could end up to bite you in the ass. Unless you are into that sort of thing…

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“Jaw With John” – Baby, Baby, Baby Ohhhhhh

My fiance and I have been together for five years. We have a son who is almost 2 years old. We have always talked about having at least one more baby.

My sister-in-law got pregnant (she’ll be having a boy), so I didn’t want to get pregnant and take the spotlight off her first pregnancy. I wanted her time to be special and threw a baby shower for her.

Yesterday my pregnant sister-in-law and I spent the whole day together, and I helped her set up her nursery. Last night I went home and I told my fiance about my day and then we got to talking about having another baby. We asked our son if he wanted a sibling and he said yes. (I know he probably doesn’t know what we are talking about.)

Would it be wrong of me to start trying to get pregnant? We want to give my sister-in-law her time to shine, but helping her yesterday made me realize how badly I wanted another baby. — Lady with Baby Blues

Dear Lady:

No, it wouldn’t be wrong. If you were pregnant at the same time it’d be a little like Father of the Bride Part II where Diane Keaton and Kimberly Williams were pregnant at the same time … minus the Martin Short hijinks. Even if you were to get pregnant right now you would still have few months of a buffer between you and your sister-in-law. You’re kind to let her have her moment in the sun but don’t let her stop you from adding to your family if you want to. I am sure she would be happy for you, and if she wasn’t then that’s her problem.

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