Welcome to In Bed with Gigi Engle, a weekly column in which sex and relationships writer Gigi Engle answers your most intimate questions. Nothing is off-limits! From threesomes to anal, unrequited love to cheating: We want to hear it all.
If you've got questions for Gigi, email her at AskGigi@Thrillist.com.
A good friend of mine was going out with a girl for four years. One night toward the end of their relationship, we were all at my place and she started flirting with me. I reciprocated -- and felt a very strong attraction to her. My friend broke things off with her soon after for unrelated reasons, but has a lot of regret for ending things between them.
Since they've been apart, she's stayed in touch with me. We text and talk occasionally, and one night she came over to my place at 2am after being out drinking. We hung out for a while (just flirting and chatting) and she ended up falling asleep in my living room.
Two nights later, I was hanging out with her at a bar and invited her to a buddy's place for a few beers. She and I stayed up all night talking, and then she asked me to walk her home. I was trying to resist making a move on her, but I lost all rational thinking. As we kissed, she kept saying things like, "We shouldn't be doing this."