The reality of the situation is she has a past - as do you most likely, so you need to decide whether its something you are ever going to be able to come to terms with. If you've had a conversation with her and yet she continues to a pursue a friendship with these people that doesn't really leave you with a lot of options. You are not 'constantly' around her ex's or whatever they were, they've just happened to pop up more frequently than you would have liked. Likewise with the neighbour situation - if you've never seen him how is he a constant reminder? As for finding out about her being on a hookup site - how exactly did you find out? Did you search her internet history or come across the address whilst looking for something else? If there were sites like that on my PC i would delete my browsing history before sharing the internet with someone else. Its also not unusual to forget what gets written in emails but if its something that has been sent recently i would say most of the detail or at least the tone is easy to recall. It could be argued that she doesn't put much effort into keeping these details to herself but the bottom line is you can either walk away or persist in laying down some ground rules i.e. you won't check her emails for her (or use her PC at all if what you find on there makes you uncomfortable), YOU will not be in attendance to these parties where you're uncomfortable (after all no one is making you go right?) and she doesn't need to give you details of past relationships/dalliances. Yes she could have been more upfront with you but the fact is she wasn't. And as for choosing not to go to places where you encounter your ex's - it doesn't quite work like that, you may very well bump into your old flames in the future wherever you go, theres no need to hide your past from her just as theres no need for her to give you uneccessary details about hers. I hope ive been of some help. All the best.