Living in the age of Tinder and other hookup / dating apps, people have casual partners called "friends with benefits". How can I ask someone - on Tinder, OkCupid, text message or email - if she would like to become friends with benefits? I asked one girl in a text -- she commented that it wa...

Lately I've been really into personal training with "Jerome", not just for reasons of physical fitness; he's also hella cute. We do a lot of work with the medicine ball and free weights - and lots of stretching exercises. I've been considering asking my husband "Matthew" whether he'd be open to...

I work with a group of very smart, driven Caucasian (white) men, who are all very easy to get along with in the office. Recently we all went out for our holiday party at a fancy hotel bar-restaurant. It was on this night out that I learned of their true colors. I was the only minority in the g...

There's this girl who I've been seeing for coffee on the weekends - we met through a fairly new dating app called Bumble, and we clicked right away. The problem is that I'm typically horrible at knowing how to move forward: how can I tell a girl I want to progress our relationship to sex?

These last several weeks we've been living with a new male roommate, and I've been noticing lately that my wallet's missing cash - if I went to the ATM to take out a $100, and spent $20 on food for one day, the next morning when I start my day, I should have about $80. Instead I have about $20 -...

The setting is at a classic American restaurant. You are a male in his 20s, good-looking, in good physical shape, smart, and caring, and you are meeting a female, also in her early 20s, for dinner, dessert, and possibly more. The music of Bruno Mars and John Legend plays softly in the backgroun...

new user here. I posted a question before but can't access it anymore since I'm not a registered user. But based on Dan Anderson's advice to "cut out all the crap" and that it's enough to ask how do I best ask my date to split the bill without offending her, I would like to ask exactly this ques...

How do I tell my biology teacher that I have a crush on her. She’s not much older to me just some 6-7 years older. How do I go about? We are out of touch from a year so how do I get back in conversation again? How do I get her into bed?

Three times on my commute around town on the subway, I've encountered people who are openly hostile for whatever reason, potentially drugs or alcohol or maybe just naturally violent. In two cases the person in question went around the train shouting death threats at people, pounding on the doors ...

She’s not much older to me just some 6-7 years older. We have been out of touch for a year, but I'd like to get back in conversation again. We have many times met on general outings like movies, etc. Even she seems interested in me as she seems to pay more attention to me even during the classe...