OP, I apologize in advance for digressing here, but I do need to reassure Butler first as he's provided specific reasons as to why he hasn't attempted for a relationship.
1: I read too many stories or heartbreak/bitches/money drains.
2: I don't feel like having a broken heart/being talked down too/ spending all of my money on someone I will probably not marry.
1. This is going to be good news and bad news.
Most people are idiots. That's the bad news. There is a fractional portion of the human race who are either uneducated but want to be, or are educated and use their knowledge to not be dumbasses.
The good news? Those stories are written by idiots/people who date idiots.
Girlfriends won't drain your money willingly if they're good people. They won't be bitches if they're good people. Heartbreak only happens if it's not right to happen. Trust me, not all women are terrible entities. Keep at it.
2. See: Answer 1. "not all women are terrible entities". Plus, who's to say you won't marry them? That's why you have to date around in the first place -- to find the right person.
Trust me - if you try hard enough, it's a bit easier than most make it out to be :)
Alright, OP.
Absolutely nothing is wrong with you. Lots of people are single, and unemployed. It's not like a rare disease or anything.
If you are very concerned, however, then just set goals for yourself in terms of fixing them. Like I told Butler - if you try hard enough, you can solve your problems. Sounds dreamy and ridiculous, but then again, I'm an unnecessarily optimistic person, and I try to infect everyone I can with it.
Mmmm, well I guess it all went to my head, I like to overemphasize on a lot of things, like college and keeping up with society because "So and so moved out when he was X", or "This guy started working when he was whatever".
It makes me feel like I have to keep up with everyone or I'm going to be left behind
Nah, don't base your own goals upon other people. Some people progress and have certain things happen to them at different times than others.
Just roll with life, and if you desire for improvement, you can do it. :)