I suppose I'll throw my all-too-common and quite generic rejection experience into the thread.
It was my junior year of high school, and my best female friend had recently been let down (dumped, I guess, but gently) by her quasi-boyfriend at the time. This fellow happened to be my best male friend, but that's neither here nor there. Anyway, some weeks later she asked me if I would be interested in attending the junior/senior prom with her and a couple of our friends. I of course accepted, and was heady with anticipation and more than a touch of infatuation.
Anyway, prom was a blast, and so was the ride back to our respective homes. One of our friends was the driver, so she and I were just back-seat passengers the entire trip. On the way there, I was sitting rigidly next to her, with my hands in my lap, giving unclever compliments on her appearance. During the ride home though, it was late at night and I was feeling bold enough to put my arm around her shoulders, the reason being that it was more comfortable. For a young, painfully shy and socially aloof fellow like my self at the time, this was like, ZOMG!! TO THE MAXXX!!. We held eachother's hands as she rested her head on my shoulder almost all the way to her house.
To wrap it up quickly, a couple days later, still feeling euphoric, I informed her that if she were willing, I'd like to be more than just friends. She declined, and I was rather crushed. I avoided her for a while, thinking she might feel awkward about me.
We're actually still good friends today, 6 years later. I haven't pursued another woman since that junior year in high school, due to the afore mentioned social aloofness, and unease around women I find attractive. Furthermore, I've been busy until just recently with college, and now my time is consumed with job searching. I can't bear the thought of a temporary relationship, so I have no plans to pursue a woman until after I've settled down with a job.
For those who took the time to read, I hope you don't feel gypped.