It seems that every time I try to get into a relationship (Romantic or Platonic) it just horribly falls apart. Every God damn time. I'm either too quick to react, too slow, it's the wrong person for me, or I'm the wrong person for them. I'm miffed as to when I might find the right person for me. I'm very shy when it comes to one on one relationships, however I'm very outgoing in group settings, so it throws people off of my true nature. I really feel alone, not just because I don't have a girlfriend, it's mainly because I haven't met anyone (Guys/Girls) who click with my way of thinking. I'd really like some help. I'm seriously depressed and I just need some advice or uplifting stories. If you need any more info to help me, it would be much appreciated. I just feel so alone, and dark.

So, OP, what do you find interesting? Finding someone who clicks with your manner of thought is pure luck, but you can always have similar understanding by finding a common interest. So, take what you find interesting, find some other people who like it (online groups, clubs, etc.) and take a step forward. Whatever degree your isolation is, there are groups that may accept you. Feeling alone, it can be hard to not be jaded with the impact of depression. You gotta move, you gotta try man.

My example is as follows. Even as a veritable hermit and but a stone's throw from vagrancy, I have my laptop and I write. The people I share my writings with, and who send me their own, are my most "real" friends.

First of all, I'd like to let you know that you're definitely not alone on this. Like you, I'm a pretty outgoing person, but in a relationship it's hard to find a person whith whom I click well enough to open up and be myself. I haven't been in a real relationship for years, and every time I start dating someone, something happens and it all ends.
That said, I do keep myself pretty busy and have met good friends. I agree with the person who recommended that you check out online groups. Meetup.com is a great place to start. There are tons of different types of interests in which the different groups focus, and you can find something geographically close to you. While this doesn't guarantee that you'll find people you really click with on the first try, it will definitely broaden your horizons and if you keep exploring I'm sure you'll find something you like. I also recommend volunteering groups, if that's something that interests you.
Also, if you haven't done it already and you think that you may be clinically depressed, I recommend that you go for an evaluation. I take anti depressants and when you find the one that's right for you, it can release a lot of the weight of depression from your shoulders, like they have done for me. And you won't need to take them forever, nor will your body become addicted to them.
Last but not least, if you would be open to the idea of trying meditation, that is a great tool when it comes to depression and worry, and also a great way of meeting people. With time and practice, meditation is amazingly efficient in helping you relax and concentrate. Depression often increases the level of worry in your mind and doesn't let you focus on work, school, family, etc.
Hope this helps. All the best.

I have been thinking about getting evaluated for clinical depression. It just seems like it's never ending. However, I am going to try Meetup.com, it looks fairly promising. I'll try to update you all once in a while, though not religiously, as the site isn't totally active.