ALW’s Five Guys Q.5: Back to the Future

ALW’s Five Guys answer readers’ questions about the sometimes frustrating, sometimes confusing, always engrossing subject of modern relationships. Your questions will be kept anonymous, unless you wish them not to be. Ask your question here!

I am a junior in college and have been hooking up with a girl on and off for a couple years now. It is currently on, but it is hard to see the future in a previously messy relationship (although we never officially dated). Should I ditch this sitch or see where it goes since I always keep falling back in this limbo?

It seems like you guys have a connection, especially if you’ve been on and off for years. This could be due to convenience or that there may be actual feelings involved on both sides . The best thing to do is have an honest conversation about it. If you guys think that there is something more than just the physical stuff, then go for it. If not, then don’t hook up anymore or create some boundaries within your hookups, i.e., friends with benefits. Most importantly, don’t let your past scare you from going forward with someone. You never know what could happen if you stay scared. Most of the time, things become messy due to a lack of communication on both sides, so communicate and figure it out with the other person. At the end of the day, you want to make sure you avoid situations that could cause greater distress and hurt down the road. ~ P

P is 23 years old and recently moved to Boston. “I love watching the Patriots play while enjoying Boston’s love for food and drinks.”