Timing has Always been My Worse Enemy

So recently the topic of my love life has some into play again and it's been a small thing on my mind.

Let's say my summer has resulted in three guys in my life so far... all three putting me in a strange situation in my mind. I was still sane a few moments ago until I randomly decided to click on an "ex"s profile. That one month ended without much, though for some reason my breathing picked up and I felt myself sigh heavily despite having two other guys in my life I'm still dealing with already.

So it looks like that guy found a girlfriend. One side of me is happy for him (the larger part) though a small inkling within suddenly felt an anxiety and a bit of a sadness. "Forget it" I tell myself, though it doesn't stop my mind from wandering.
That one year is such an ache in my side that I'm feeling a bit down about suddenly. I feel like it's keeping me from so much potential in my life now... though I understand that I'm just not there yet... I'll be fine though, it's just this small moment that I'd like to find someone to talk to... although not really talk to anyone about this.

Another guy I'm dating just because I enjoy conversation with him and he makes me feel good about myself... There's a bit of a "bad boy" vibe about him that's not too overwhelming that I enjoy tapping. Something makes me feel like he's trying to find a way to corrupt me... and takes great pleasure in being the person to do that.
Last Friday I tried to break it off with him as a result... although he gave me no reason to... and somehow makes me even like him more. I can't see myself being in a relationship with him and I wanted to break it off before either of us get too invested... though he won't let me. Such a strange situation.

The last would be my sempai, who recently I've been using a "sempai finally noticed me" joke. But in a way it's true. I've always liked him and have always been grateful for the fact that he was the only one who really noticed me during my time as "the ugly duckling". Though I'd canceled out all possible ideas of a relationship because he had a girlfriend. This summer, he tells me that he and that girlfriend have broken up and now the attention has been centered on me these past few weeks. It confuses me just a little while I do what I can to stand my ground.
I feel like he's never had an issue finding girls, but now is a good chance for him to learn to be single. A part of me wants to take the chance and be the rebound girl, what if this one year he finds another girl and I'll never get my chance with him... I'm afraid of this as it just means that one of my life decisions resulted in another sacrifice.

I never want to be the reason to hold someone back on doing something they want to do... but I also don't want to feel like I keep losing chances due to timing. It makes me feel a bit down and I just want to talk to someone about it...

A relationship happens when the right person and the right timing finally aligns itself. Then it's really meant to be...

Timing has always been my worse enemy...