Relationship Issues? (Warning: LONG STORY)

This is a really long story, so bear with me! Need advice! 

Okay, so let me begin with this. I began my freshman year at a very small university where people know people. I met a guy there. Let’s call him Brian. At the time, I had a boyfriend, but he was still in high school as I was starting college. I slowly let go of my boyfriend because college was different and I wasn’t feeling the same way that I had with him for the past year and 2 months. So, I told him straight up that I didn’t want to be with him anymore. Now, the guy that I met when I entered university, I was already talking to him. I really liked him and he felt the same way. Now, since it was my first time being away from home and living in the dorms, I didn’t want to be committed, so I was playing around. I never really took any of the guys there serious and I was sexually active with a lot of men as I was just trying to have fun. The guy that I really liked, I also had sexual relations with him and I developed feelings for him. The other men that I had sexual relations with, I never felt for them the same way I did for Brian. He was also messing around with other females and I would get really jealous easily because I really liked him. I got into an argument with the girls that he had sex with, because I didn’t like to share him. Now, at this point, Brian and I liked each other but we weren’t being serious, but we still had sex with each other. As the first semester was going by, Brian and I would get into verbal arguments about the drama going on including me, and it gets to the point where we would cut each other off, not talk to each other, then something happens, and we talk again, then we have sex. It was like a cycle every time, mind you, we weren’t in a relationship. I also had trust issues with him as well because of the lying and sneaking around. I missed my period when it was supposed to come before thanksgiving, and so I took a test and found out I was pregnant. I told him, but I lost the baby during fall break and I think it had to do with me being careless and not being careful as I was drinking and etc. But this went on for the fall and spring semester. We left freshman year on good terms.

 Then came the summer. I didn’t talk to him for the whole summer, and when we came back this year for our sophomore year, we were on bad terms again. He was telling people about me and him from the year before, so I was getting upset about it but then before school started, we talked and agreed to be friends and start the year fresh. I was messing with a boy who just became a freshman at my school , although he’s the same age as me. In mid-September, Brian and I had a long conversation and I admitted to him that I still had feelings for him since then, and he said the same thing. We agreed to start dating, even though we weren’t official. I cut off all the men that I was talking to before, because I felt like I needed to be serious this time. I cut off the guy that I was messing with because I chose Brian. This girl that I know, she’s 27 years old. she was talking to me and she told me about how she was confused because of a guy that’s younger than her. She said that he suddenly started talking to her like he wasn’t interested anymore. She said she didn’t really like him like that but she was confused to why he was acting like that when she told him she didn’t even want to be more than friends. That guy turned out to be Brian. I didn’t want to be petty, so I told her straight up that I was talking to Brian. She told me that she didn’t feel that way about him, but she wanted for me, her and Brian to sit down and talk about it. I agreed, and so I put him and her together. I asked him if they had sex, and she straight up told me that they had a one night stand after the first party, but she doesn’t see him more than friends. He was really mad about the situation because he got caught. So then he told me he wanted us to be friends, then later, we got back into dating. 

Fast forward to October. This girl, let’s call her Sydney. She’s really dramatic and I honestly cannot keep up with her, but she pulled me aside and asked me if I was talking to Brian and I told her yes. She then tells me that he’s messing around with me and her best friend, Ashley. So I told Brian I needed to talk to him and when I did, I asked him straight up. He said he did.. Twice. So I told him what does he really want because he’s asking me to be serious and whatnot, but he can’t even keep his word. So since October, I’ve been beefing with Ashley. I decided to just drop it because it wasn’t worth my time and energy. I told him that I felt like I had to compete with her to get him and she was so obsessed over him that it actually ruined my relationship with Brian because it got to the point where he wasn’t sure what he wanted. So, he decided to cut me off, then again, he came back to me. He said I don’t have to worry about her. He told me that he doesn’t like her anymore because of all the drama she was creating. Fast forward to November/December. We went home for Fall break. I talked to him over fall break. I talked to Ashley over fall break. She told me she stopped talking to him, and so I’m like okay cool, but she lied. So I’m like, okay. Brian and I slept together a couple of times after fall break and then out of the blue, he wouldn’t talk to me. Then he brings back the stuff I bought him for Christmas and said he was sorry and left. I was upset, and left the campus, came back hours later. Had a convo with him and we decided it was best to just leave it alone. So I haven’t talked to him, but I see her putting him on Snapchat and all that other bullshit, but he rejected her. 

Recently, I got checked for STD’s and it came back positive. I told him because he was the only guy that I was having sex with raw. He admitted that he had sex with Ashley raw once. So he got tested as well and it came back positive. I was put on antibiotics for it, but since then, we became close, slept together (no sex), and everything just felt different because it seemed like we were good again. Then today. December 14,  He comes to talk to me and tells me that he talked to Sydney’s best friend, Sandra. Sandra said that Ashley wanted to talk to him, so he did. Ashley vented to him about her feelings for him, but he rejected her again and told her that he doesn’t want to be with her and he cuts her off. Brian tells me that he loves me and he has feelings for me, but he thinks it’s better to cut me off as well because he doesn’t want the drama between me and Ashley. He said he wanted to go into 2017 without the drama and I was upset because I felt like I tried everything in my power to make things work out with him, to have it end this way. We had a deep conversation about each other and about how this was gonna happen, so I told him I wish him nothing but the best and I hope he finds someone who’s way better than I was. He said he has to move on, and so do I because this whole thing wasn’t good for us.  I cried, he held me, and he said he loved me. I gave back his presents and he left. Now, at this point I feel like I wasted a year and a half of this bullshit, so I definitely don’t want another relationship because I fell in love with him. 

I need some advice! Should I wait until after winter break to see what happens or should I just move on?

 Is it possible to get back with someone that you love or haven’t seen/talked to in years?? Did it happen to you?