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Penny-Pinching

Penny-Pinching

  Dear Hal- I know you are not a financial advisor, and this is not really a financial question so I hope you will read this in its entirety. I am a widower and, as with most people my age (77), I worry about my financial security. I have a good pension and my financial

Celebrating a Relationship Milestone

Celebrating a Relationship Milestone

  Dear Hal- What is the best way to celebrate a “milestone” event with a lady? We have been together for almost a year (coming up in November) and she is definitely expecting something to be done or given, as she has often mentioned the specific date of our first meeting as one of the

Avoiding “The Dog or Me” Ultimatum

Avoiding “The Dog or Me” Ultimatum

Dear Hal- Don’t get me wrong . . . I am a dog lover. I have had several dogs during my lifetime (I am 80) and have always enjoyed their company. My last dog passed away over fifteen years ago and I just wasn’t up to replacing her at the time. Here’s my problem: I

How do Men Feel About a Woman Taking Initiative?

How do Men Feel About a Woman Taking Initiative?

Dear Hal- I am a healthy, attractive (so I’m told!) 72 year-old woman and I’ve been a widow for two years. I just recently started going out with women friends and I am finally getting over the loss of my husband. I really enjoy the parties and events we girls go to. It is fun

Are our Differing Views on Physical Contact a Dealbreaker?

Are our Differing Views on Physical Contact a Dealbreaker?

Dear Hal- I have been having difficulty with my lady friend. She says that I am overly affectionate. I don’t think that I am. I don’t grope her or anything really overt but I do like to put my arm around her and hold hands and otherwise have some sort of physical contact when I

Should I Replace My Out Dated Electronics

Should I Replace My Out Dated Electronics

Dear Hal, First off, let me say that I enjoy your website and I am a woman. I have been divorced for over ten years and I am in my 60s. I live in a wonderful community and have made many friends of both sexes. I know it is almost football season. I am not

I’ll Have An Old-Fashioned

I’ll Have An Old-Fashioned

Dear Hal, I met a very attractive woman as a result of an online posting. She and I share many of the same interests. Like you suggested, we first met for coffee at a nearby Starbucks and things went well. We then made a dinner date and she looked terrific when she arrived right on

My Husband’s Ashes Are On My Dresser

My Husband’s Ashes Are On My Dresser

Dear Hal, After four dates, a woman I was seeing asked me to spend the night with her. When we went to her bedroom, she noted that her deceased husband’s ashes were in an urn on her dresser. It was a total mood-killer for me. I said as much and, as politely as possible, said

We Live In A Crazy World These Days

We Live In A Crazy World These Days

Dear Hal, The news today is so depressing and inescapable. The woman I am seeing (she is 66 and I am 70) can’t help but wonder what has gone wrong with the world we live in. While we don’t believe in burying our heads in the sand, we wonder if there is any way we

This Time is Different Than the Last Time

This Time is Different Than the Last Time

Dear Hal, I was widowed after 50 great years of marriage. I met a fabulous woman after seven months and we have been together for two years. There are certain things that are very important to her that never came up in my marriage and I am wondering what your thoughts are: You must always

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