I’m having a lot of trouble with this issue. I ( F 20) go to a pretty large university, like at least 30,000 students. I am also from a pretty big hometown, with around 500 kids in my graduating high school class. This is relevant because in my sophomore year of college a girl (F 19) from my hometown reached out to me to get dinner one day. I didn’t know this girl that well in high school, like we knew of each other, but I don’t think I had a single class with her or had more than like one or two conversations with her. But she seemed nice so I went and got dinner with her. That dinner was a little awkward because she kinda dumped on me that she had no friends and that’s why she was reaching out to me. Apparently she had a big falling out with her college friends at the end of her freshmen year, and also had a big falling out with her friends from our hometown over the summer, so she really had no friends. I honestly felt really bad for her, and she seemed really desperate for friends so I kept getting dinner with her and invited her to go out with my friends a couple times. The one problem was that we honestly didn’t click. I felt like every time we got dinner the conversations were awkward and had like a lot of silent pauses. A lot of the conversation focused on her like complaining about her ex friends and about how she had no friends. After a whole semester of the awkwardness I decided to maybe try and let things grow apart, because I think it was clear that we weren’t clicking. I started to turn her down when she asked to get dinner or things like that and hoped that she’d get the message. But she is persistent, and will also text me things like “well you’re my only friend so you’re the only one I can ask to get dinner” when I would turn her down. I just feel so guilty every time I say no to her, but I feel like we just don’t click and I’m not sure either of us are enjoying ourselves any time we hangout. My friends are saying I should just cut her off, and that we’re too old to have to pretend to be someone’s friend if we don’t want to be. I just feel so bad for her and I don’t want to hurt her feelings, because she hasn’t done anything wrong, I just feel like we don’t mesh that well. So AITA if I cut her off?