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Short-Sheeted

Short-Sheeted

Dear Hal- I started sleeping with a woman who is a real Tigress in bed. We are both in our seventies and really enjoy sex. For my Birthday, she purchased beautiful bedding and really pillows. It was another “vigorous” night at her place. The next morning, however, the moisturizers we use had apparently stained the

Not Looking for a Relationship

Not Looking for a Relationship

Dear Hal- Since my divorce three years ago, I have been with several women. I am 68 years old. You are quite right when you advise men to just open themselves up to possibilities as women certainly seem to be “out there.” That said, I have found that women are still very “monogamous-minded,” insofar as

Playing Russian Roulette

Playing Russian Roulette

Dear Hal- For the past seven years, I have been a widower. I am 78 years old. I have kept myself busy by staying in the neighborhood where my wife lived and raised our children and have become a very active grandfather. Last year, my son’s family hired an au-pair to help them with three

Wedding Dilemma

Wedding Dilemma

Dear Hal- Over the past three years, I had been seeing a lady very regularly and my friends all thought of us as a couple. However, just recently we stopped seeing each other. The reasons really aren’t important. I received an invitation to the wedding of a friend’s son and it is addressed to me

Where There’s A Will

Where There’s A Will

Dear Hal- I am a 79 year-old widower and have been with a woman for the past two years. We are very happy together. However, she has very little money. I am thinking of leaving her a six-figure sum of money in my will. Both of my grown children are very successful and do not

Trying to Reciprocate…

Trying to Reciprocate…

Dear Hal- I have been in an exclusive relationship with a woman for the past year. On our one-year anniversary, I invited four other couples to a dinner at a nice restaurant to celebrate. At the conclusion of the meal, I was informed that the bill had already been taken care of by my guests.

Shopping for the “WOW”!

Shopping for the “WOW”!

Dear Hal- I have a bit of a dilemma. I am invited to an event where I know my ex-wife will also be in attendance. I am currently with a woman who is very athletic (which means she has an A-Cup!). I would really love it if she would wear something with a “WOW” factor

While You Were Asleep…

While You Were Asleep…

Dear Hal- On the third date with a woman I really like she got us tickets to the ballet near where we live. I fell asleep towards the end of the performance and she had to nudge me awake. She is now quite mad at me and has not been returning my calls. How can

Is It a Rental?

Is It a Rental?

Dear Hal- I have been asked by the woman I am seeing (7 months now) to move-in with her. I am 79 years old an a widower for 7 years, she is 74 and a widow of three years. We are quite compatible and her husband left her very well off so her home is

Brains Before Beauty?

Brains Before Beauty?

Dear Hal- I am 67 years old and have been divorced for two years. I don’t have many nice things to say about my ex-wife except that she has a terrific body. It was probably the only thing I liked about her for 30 years! Now that I am on my own, I find myself

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