Ask Anna: I’m dating a married man, who is also my ex
Dear Anna, I'm dating a married man, who is also my ex. His wife put a tracking device on his vehicle and his phone. He was caught. Then she emailed...
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Ask Anna: How do I stop feeling guilty about my foot kink?
Dear Anna, Five years ago, I married my high school sweetheart. (The day of our wedding was 25 years to the day that we began dating.) Since our relationship began...
Ask Anna: Is it normal to experience pain during intercourse?
Dear Anna, My partner and I have been together for about 10 years, neither of us has ever slept with a guy and we have only experimented with toys a...
Ask Anna: I’m worried my wife is attracted to my sister
Dear Anna, I think my wife wants to have sex with my sister. How do I ask her? — Seeking Info Seriously Dear SIS, I have so many questions. Do...
Ask Anna: When should you meet your girlfriend’s children?
Dear Anna, I'm a straight man in my late 30s, and dating a woman with a child — first time for me. It's been a few months now and things...
Ask Anna: Accidental boyfriends, helping friend get back in dating game and an awkward roommate situation
Dear Anna, There is a boy I'm seeing by accident. He wants to be with me, but the thing is, I am just not ready for this kind of serious...
Ask Anna: The ex that won’t go away
Dear Anna, Hi Anna. I dated a woman for the better part of a year. It was on-again, off-again, and ended shortly before shelter-in-place started, which is when she left...
Ask Anna: When a rebound goes awry
Dear Anna, About nine months ago, I ended a two-year relationship. We were deeply in love, but we found outside circumstances too much for our relationship to handle. A few...
Ask Anna: Sending the right vibe and starting conversations on dating apps
Dear Anna, I'm one of those weirdos who's on "dating" apps to make friends — I'm single, but not interested in dating right now, only partly because of COVID-19. It...
Ask Anna: Why we should get rid of the ‘girl code’
Dear Anna, I'm 34 years old. I have a friend (girl) who dated this guy (Chris) in high school. At our five-year high school reunion, she finally slept with him....