Boston Christian called me from the airport to update me on his dad’s status and say goodbye. I was glad to have seen him that week in August 2010, but his visit also provided me with clarity. Back in 2007, I had wondered if he and I were meant to date again. Now, though, I […]
I had just realized that I had been mistakenly texting my high school boyfriend, Boston Christian, all afternoon, instead of the guy that I was currently dating, Improv Boy. Boston Christian had played along in a manner that was mostly funny, a tad embarrassing and rather surprising given the fact that he was married. I […]
I had a little crush on Improv Boy, and it felt good. We were in that blissful early phase of a relationship. I couldn't help but smile when I was with him, and I couldn't stop thinking about him when we were apart. As much as we were seeing each other, I still wanted to […]
I received the following question on Formspring last week: Hey City Girl!! I wanted your advice on losing one's virginity. How do you know when the time is right? I have an amazing bf but am still worried about my first time and don't want it to be a bad experience. Any advice? Here are […]
A friend recently asked me to write a post about jilling or fingering a girl. I think back to my junior year in high school with Boston Christian, when "going to third" was our favorite thing to do. Any place — parking lots, cars, movie theaters and parks — would do for hand jobs and […]
When I meet someone for the first time, I'm often asked, "Are you single, City Girl?" "Yes." I gaze into the person's eyes and notice his or her surprise and concern on my behalf. Any of the following questions might be uttered next: "How old are you?" "Why?" "A girl like you? You're a catch!" […]