Tag Archives: Wigs

“Jaw With John” – Older Woman Gettin’ Wiggy With It

I’m a 57-year-old lady. I have been a widow 23 years and chose not to date while raising my daughter, who is now 26. I would now like to meet a nice man to spend time with, but I suffer from an affliction many older women deal with — alopecia. My hair is very thin, but with wigs and makeup, I look attractive enough.

I’m afraid I’m being deceptive when I meet a man like that. When is the right time to tell a man what he sees is not what he gets? — EMBARRASSED IN OHIO

Dear Embarrassed,

When is the right time? How about if it gets to the point where he will sensually run his hands through your hair as you maybe “roll in the hay”? That sounds like the right time. And remember, he still gets YOU (so he’s seeing what he’s getting) and if he is truly in to you then he will not mind the wig.

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