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Dear Gail

Dear Gail: Willing to Risk Your Life for Love?

Dear Gail
Willing to Risk Your Life for Love? Dear Gail, I’m 45 and have been dating a guy who is 55. He’s a gentleman, honest, romantic, and money...

Dear Gail: Dating Larry David… Or Roseanne 

Dear Gail
Dating Larry David… Or Roseanne  Dear Gail,  I’m pushing 70 and still making attempts at companionship. I am dating women in their sixties so was very surprised...

Dear Gail: Liar Liar Pants on Fire — Dating in 2023 

Dear Gail
Liar Liar Pants on Fire  — Dating in 2023  Dear Gail: I am on a dating site and I specifically state that I don’t go out...

Dear Gail: Tired of Dating Sites? Hunt Down an ‘Ex’

Dear Gail
Tired of Dating Sites? Hunt Down an ‘Ex’ Dear Gail: I am in my late sixties, heading full speed toward seventy. Being single and having tried...

Dear Gail: Golf Is a Good Marriage Ruined     

Dear Gail
Golf Is a Good Marriage Ruined                         Dear Gail, I’m 63, married, and an excellent golfer. I started playing when I was 10, and had pro potential...

Dear Gail: Is Dating a Zombie Apocalypse?

Dear Gail
Is Dating a Zombie Apocalypse? Dear Gail, My dating life has become a scary movie. Suddenly, women from my past relationships that I thought were long...

Dear Gail: Never Picture the Audience Naked

Dear Gail
Never Picture the Audience Naked Dear Gail, I’ve been a librarian for close to 50 years in a small town library. I’ve loved every minute of...

Dear Gail: Martha Stewart, the Newest Barbie Doll 

Dear Gail
Martha Stewart, the Newest Barbie Doll  Dear Gail, You probably knew this question was inevitable but is that really Martha Stewart on the cover of SI?...

Dear Gail: F-Bombs Are Falling! F-Bombs Are Falling!

Dear Gail
F-Bombs Are Falling! F-Bombs Are Falling! Dear Gail: On a recent date an otherwise quite attractive woman exclaimed to the waiter, “What the F happened to...
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