Ask Anna: Bisexual fantasies and gaining sexual confidence
Dear Anna, My girlfriend and I are monogamous and happy and love each other. So why does the thought of watching her have sex with another girl turn me on...
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Ask Anna: When she doesn’t want what you want and platonic friend jealousy
Dear Anna, I matched with this girl on a dating app. I met her after a few months of talking/virtual dating, and we've hung out five times since then. We...
Ask Anna: Don’t make his problems your problems
Dear Anna, I'm 16, he's 17. We've known each other since freshman year. During our first year, we had a very rough relationship: He was dealing with his pedophilic thoughts...
Ask Anna: Fiance wants ‘one last night of freedom’ before marriage
Dear Anna, Straight, 33-year-old woman here. Getting married to a 34-year-old man in a few months. My fiance is planning his bachelor party and wants one last night of freedom...
Ask Anna: Why do I not get wet during sex?
Dear Anna, I'm having a problem. I get really dry when having sex, and this happens with every partner. I don't enjoy the fact that I always need to use...
Ask Anna: Can I be in love with a person I’ve never seen?
Dear Anna, I've been talking to a girl I met in a fandom online for well over a year now. I didn't go into our friendship looking for anything more,...
Ask Anna: Some quick and dirty advice on pregnancy, MMF threesomes and best sex toys
It's been a minute since we've had a round of quick and dirty advice, meaning short, succinct answers to your (frequently dirty) questions. Let's not beat around the bush, and...
Ask Anna: A cuckold compromise
Dear Anna, I really, really love to watch sex and be watched. My wife, who's gorgeous, always expressed the same desire when we were engaged, so five years later, I...
Ask Anna: Is it normal to fantasize about my boyfriend’s infidelity?
Dear Anna, My boyfriend took a trip out of state to visit some friends. When he got back home, I noticed a strange woman commenting on and "loving" all of...
Ask Anna: How to talk to your parents about sex
Dear Anna, Hi. I'm 13 and I want to ask my mom for a vibrator but I have anxiety about her talking to my dad about it. I'm just really...