Hi guys,

I feel like I'm in a sticky situation.. My friend recently started dating a girl I hooked up with two or three times several years ago when I was in college. At the time, I was pretty inexperienced game wise and still learning the ropes. She slowly lost interest and I kept pursuing other chicks. He matched with her on a dating app about a month ago and asked how I knew her since he could see we were mutual friends. I told him about her and my history and advised him that she would be an easy hookup.

Right now, I have a girlfriend and my buddy wants me to hang out with him and his girl. He mentioned that she wouldn't mention anything if this were to happen. It seems like she's still his plate, but now they are going out on more dates rather than just hooking up. Do I tell my girlfriend about my history with this girl if we ever go out with them? Do I act like I'm meeting the girl for the first time? I don't want to unintentionally run dread game on my girlfriend because I have no reason to do so. What's the smoothest way to handle this?