[0] Way more fibre, no refined sugar, more protein, no transfats.
[1] Bike to get around and http://reddit.com/r/bodyweightfitness
If you provided a robust right to housing (low waiting lists, high choice) and expanded the armed forces' commissary program to build and stock stores in places where it would be unprofitable or undesirable for a private entity to operate, obesity (or, at least, morbid illness) rates would plummet. (This would also completely reshape our economy, so I understand any reticence to implement.)
1. How to win friends and influence people 2. The Art of Seduction 3. She Comes First: The Thinking Man's Guide to Pleasuring a Woman
They all seem like terrible/manipulative books, but read them anyways. Glean what fits your ethics.
In terms of online dating: work out, buy nice clothes, get 2-3 good photos. Or don't do online dating and go out to the same (mixed gender) place over and over for a while.
It's all work. It sucks. Good luck.
If the above is too much, beat Dark Souls, then try again.
By and large these are results of choices people make, not accidents.
A guy with visible abs didn't just wake up one day and have abs. He put in the work. Same goes for attractive or intelligent.
Taking time to find clothes that fit, discovering a flattering hair style, and generally not being a slob can put an average man into the "attractive" group.
By intelligent, I mean "witty" or a good conversationalist. Wit/conversation are learned skills. Yeah, some people are better at it than others, but you can still learn.
Don't feel trapped on the outside. You can be excellent if you so choose.