u/rinnieswormhole

So for context me and this guy (we'll call him Smartie) have been friends since sophomore year (we are currently at the end of our junior year), we met through student council hes the class president now student body prez, and I've been the treasurer. I've always thought he was cute, but nothing ever happened because I got a boyfriend. I dated said boyfriend from october to early/mid may, but in April I went to prom with our class council (there was 5 of us and we're all pretty good friends) for the coat check. During prom me and Smartie were mostly alone because our three other friends were walking around the venue looking for their situationships. That night I think my feelings rekindled because of how much we were talking, and he was just doing subtle gentleman gestures. During the summer before our junior year me and Smartie texted quite a bit just talking about our goals and joking around. Junior year starts and we have the same 6th period, we got say alphabet order so he sat right behind me. Our school starts late July so from July to about September or early october we talked a lot during class. We stopped talking as much when I found out he was going on a date with a girl, We were still friends but we just didn't talk, and it kinda felt like he was just avoiding me? Fast forward to after winter break, in January I found out they broke up during winter break. A week after we got back to school he started talking to me a lot more again and a lot more consistently. We had a school bonfire, and half the time we spent it together, with two of our other friends. We had a karaoke booth and I was talking to my two other friends while Smartie was a bit to my left side, I asked my two friends if they would sing with me because I wanted to sing and he suddenly offered to sing. We sang Toxic by Britney Spears which was kinda funny at the time of the situation. We took a lot of group pictures during the bonfire and I'd end up in the middle with him and he would put his arm around my waist, which I don't think much of however he did only put his hand on our other friends shoulder who is also a girl, and he later moved his hand to my shoulder. FAST FORWARD again, to yesterday. We've been constantly talking every day or every other day, and yesterday we had a pool party together. Four of us went to our friends house after school to hang out before the party. When we got to her house we mostly worked on our project for the class we all have. Around two and a half hours later it was just me and him plus obviously our friend who lives in that house left, because the other two went to go grab their stuff at home and was gonna come back to get us for the party. He was in the living room sleeping on the couch laying on his stomach when I walked past him to change in my friends room for the party. After I got changed I sat at the opposite side of the couch from him but right next to his foot. He woke up thinking the corner of the pillow I used to cover my lap was our friend's dogs sniffing his foot. I moved a little closer when he woke up because we were trying to call the dogs over. The first dog came up to my lap and sat on me and then the second dog came a minute later but then left. Smartie put pillows on top of his bottom half to "camouflage" and trick the second dog to come to him, which eventually worked when I picked up the second dog and placed him on the couch. 5 minutes later the dogs left to go to our friend. When the dogs left I decided to lay my head on one of the pillows which I didn't realize until later on was actually the pillow that was on his lap. Our faces were around a foot and a half away from each other and we just kept talking. Later on a couple hours after we got to the party, I went into the kitchen where he was already at to throw away my plate of food, and he asked me "Can you get (matching) friendship bracelets with me?" I obviously said yes. He asked me to help him but the bracelet on because it was made for kindergartener and was way too small for his hand. When we got outside he showed everyone our bracelets and I moved from where I originally sat which was at the opposite side of the table from him to the armchair of the chair right next to him. Our friends were all just talking and sometimes me and him would start to block everyone out and just have our own conversation but would zone back into everyones conversation once in a while. One of our friends (we'll call him Bud) and his ex (we'll call poppy) who were also friends with (they have a really complicated relationship) were talking with everyone, and a topic of leading someone on got brought up to which Poppy started telling Bud "Do you see what you're doing wrong now?" "Are you listening to this? Do you what you're doing to that freshman?". And Poppy then asks "Who is it?". Bud tried to divert it towards Smartie by saying that Smartie knows who it is. Smartie teases him at first asking if she was blonde or brunette and saying which one. Bud started bringing up Smartie's workplace and said "If you tell them who it is I'll tell them what you do during your work break". After a while of the passive aggressive jabbing at each other Smartie gets fed up and says "Fine! I made out with __ during my work break in the parking lot" I gasped, everyone gasped. 10-ish minutes later, The rest of the group started peppering (playing volleyball but just volleying) and me and Smartie stayed back at the table and kept talking. He brought up earlier topic of him making out with someone at the parking lot of his work during his work break, and it was during spring break. He told me "To be honest I didn't want you to know about that because I didn't want you to see that (bad?) side of me" and I didn't know what to say so I just told him that everyone makes decisions they're not proud of. He explained to me that it was during spring break and he got bored and he broke it off with her even though they werent anything and he just didn't want her to think he was leading her on. He started telling me that she was his worse kiss too, saying that her lips are really thin so it was just teeth and she yanked on his neck. It was kinda funny because I put my hand on his neck and did what he said she did to him just to clarify. We talked for about 30 minutes before he brought up that he wanted to go swimming again so I offered to go in with him. I was in the pool with him for almost an hour while our friends were still playing volleyball. We were having such deep conversations, and everytime the ball went into the pool and our friends would ask him to get the ball he'd immediately come back to next to me and restate what I was saying before he left and assured me he was listening. Anyways! AIO?? It is so hard for me to tell if it was casual if it was something because he's someone who's genuinely nice and chill with physical touch. I've asked my 5 of my friends and 3 of them say that it wasn't casual because who does that casually? and the other 2, told me that it definitely could be casual, one of them being my guy friend (also ex from middle school) telling me that I often unknowingly flirt and that's what I was doing and he wasn't really doing much of anything and the other one is my brutally honest friend who told me she wouldn't bet on him flirting or doing anything (she also knows him whilst my guy friend doesn't) but I definitely was flirting. (on accident). I think I really just wanna know if i'm overthinking everything and if him explaining himself about the girl meant something. HELP A GIRL OUT!!! I've been going insane and my cousin referred to us as Adrian and Marinette which is really funny because he's blonde (just with blue eyes) and I have colored hair (currently pink but I was blue for a while this year).