Tag Archives: relationship advice

“Jaw With John” – Boyfriend Has Lived In Cougar Town

“I found out a while ago that my boyfriend had a “friends with benefits” relationship with someone 16 years older.

The first time I heard about it I ignored him for a day. Didn’t acknowledge him, didn’t talk to him and felt disgusted by him.

I know guys have stupid, weird and crazy fantasies about older women. I finally got over it because I realized how much I love him.

This topic came up again the other day while we were having dinner with one of my friends. I told my boyfriend out loud how disgusting it was. That woman was almost old enough to be his mom! He said he liked it because she had “the body of an 18-year-old.”

Somehow I sense a little pride in what he did and I want to puke. We haven’t talked further about this because I know it will just turn into a bigger fight. Why did he do this? Should I just try never to think of it again? — Disgusted

Dear Disgusted:

As long as he was of age then there is nothing wrong with what he did. I am pretty sure most straight guys have had a cougar fantasy at some point in their life. C’mon, Stifler’s Mom? Those type of women exist. Trust me. Your disgust is a personal preference but if the gender roles were reversed, with a Sugar Daddy perhaps?, would you feel the same?

You sound jealous and bit butthurt. He has moved on from that relationship and has now found something, I would assume, special with you. I suggest you should do the same.

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“Jaw With John” – Don’t Wonder “What If?”

I’m a senior in high school and am experiencing some friendship/relationship troubles. There’s a guy from a different school that I’ve known for a while. We have many similar interests and values. We talk often, but I don’t see him regularly because we don’t go to the same school.

I’ve developed feelings for him, and I’m interested in furthering my relationship with him. The only problem is that one of my close friends has expressed a very strong interest in him. I am private about this subject, but she has told many people about her feelings for him.

The guy knows she likes him and has not expressed interest in her. I’m afraid that if I tell her my thoughts, she’ll feel betrayed and will distance herself from me. I don’t want to ruin our friendship. What am I supposed to do? — Torn Friend

Dear Torn:

Maybe this guy hasn’t expressed interest in your friend because he doesn’t like her. And if that’s the case then if the two of you hit it off and she is left flailing in the wind then she will most likely resent you. It’s almost a no win scenario between you and your friend regardless of what you do. Tell this guy how you feel because if he finds someone else, or you do nothing at all, then you’re left wondering “What if?”. It is then that you will hate yourself even more for not doing something. Your friend may move on, or she may not. Either way, don’t let her feelings stand in the way of you possibly being happy.

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“Jaw With John” – This Ex Needs An Axe

I knowingly got involved with a man who told me he was living with his ex-wife and child. He said they had reconciled “because of the kid.” He made it clear that he was seeking a lover because he was unhappy.

We carried on this affair for many months. I was not the only one he was unfaithful to. I found out he is a serial cheater that preys on vulnerable women. How I learned this information was through suspicion and much digging online. (I could be a private detective by now!)

My question is: Do I share this info with the ex-wife, with whom he is still living and who is very much involved in his life?

I know because she called him a lot when we were together, and he was obviously lying to her about his whereabouts and happenings. I have since stopped seeing him. — Concerned

Dear Concerned:

Short and sweet here: I would say yes, share with his ex-wife. If she doesn’t know already who her ex-husband truly is, then she needs to know so she can cut ties with him and have the opportunity to raise her child in a proper, nurturing environment. Good for you on not seeing him anymore. He sounds like a total dick.

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