To lay or not to lay? That is the question

[Thinkingenigma]

Hi guys, long time no see! I've mainly been lurking recently, but I've got a question for you all!

Backstory: A few years ago I worked at a fast food restaurant and I met this chick who worked in the kitchen. We hit it off, but I found out she was dating one of my friends (not close at all, but I'm still not going to mess with a friend's GF), so I left it alone. Long story short, they broke up and she moved away for about a year and then came back to visit for two months. We matched on Tinder then, so I invited her over for a movie, and things would have gone down, but one of my roommates ended up getting home from work early and cockblocked me. I don't think it was intentional, but it was still annoying. Anyways, she wants to come over sometime before she leaves next week, which I could easily turn into a lay.

So far, so good, but here's where it gets complicated. Turns out that my other roommate was her youth leader at church for a long time, and he's got quite the white knight complex. In addition, I found out last night that one of my mentees (I've been trying to help him get better with girls) is deep in the best friend-zone with her, and has been there for YEARS. Neither of these would necessarily be a problem, but she's not exactly the most discrete person on the planet, if you know what I mean...

My head tells me to just let it go, and not risk the drama, but my other head sees the potential for an easy lay, compounded by the ego boost of laying a girl from back in my AFC days. I think I know the answer, but I just want to get your opinions before I make my decision.

 

[Franco]

TE,

It sounds like this is a question you need to answer yourself!

I think you just need to weigh all of the possible outcomes and see if there is way you can get the lay without causing any other stress in your life. You have to ask yourself questions such as, "can I do this without my roommate finding out? If he does, will anything bad happen?" The same thing with your mentee: "how would my mentee feel if he found out about us?"

As far as your mentee goes, you can consider talking about it to him. If he's still under the mentality that he has a shot with this girl, then he might not be okay with just letting you make a move on her. At the same time, maybe he's realized his time has passed with her and would be chill with letting you have your chance.

You know your friends better than I do, so you have to decide what the risks/rewards are in this scenario. If you feel like it's going to cause problems in your life, then I wouldn't bother.

- Franco