Should I hook up with a friend I’m attracted to? We both just got out of relationships and there’s obviously a connection but it could lead somewhere?

[New2this2]

One of my newer friends has just gotten out of a multi year relationship and started hanging with us guys after we met on a night out about 6 months ago. She’s super cool and fun. She was talking to me at first, but I told her I was in a relationship so she respectfully started paying more attention to one of my buddys. A few months down the line of being treated poorly by my then girlfriend I broke things off. Now after a few months of my bud and her going nowhere I’m seeing things in a different light. She’s a very flirtatious girl and tends to be like that with all the guys so I definitely can see it, but she’s again being flirty with me and we connect on a deeper emotional level then most of my others buds. Needles to say I wouldn’t wanna get into a relationship with her but I was thinking about leading it into a “fun night” because we’re clearly into each other. My question is how do I do this in the most sneaky way possibly? I wanna be the man who sends a message in a smart but not to obvious was and see if she takes the bait and wants to move things forward. Where both definitely in our hoe faze and rooting for each other but being flirty and touchy while we talk. And good ideas to secure the bag?

[Daniela1982]

Dude, she has dumped, or been dumped by, 2 guys that you know already. What makes you think you will not be the 3rd? The way she flirts she is either desperate or knows she can't get a guy with her brain and personality. You might consider steering clear of this one as she sounds like bad news to me.

[New2this2]

Love your perspective, and your probably 100% right. Curious though if I’m not looking for anything serious either, is it bad to be flirtatious while pushing the boundaries a bit as subtle signs? Just looking to have a good time