So there's this girl, far beyond the levels of ordinary girls. She is as attractive as they come, and her voice makes me melt. She is the only women I have fallen in love with solely for looks and voice, I just can't help it. But a medley of obstacles lie between me and my prize, most of which are probably common in all the threads of similar purpose. Rather than sum them all up for you, I'm going to have to delve into this story, so please bear with me.
It all start four years ago in the seventh grade. She had been in the same middle school as me even in the sixth, but I had not had the fortune to see her until that year. We hung out with similar cliques, but her popularity was still rather higher than mine. We shared two classes, in which I struggled to keep my eyes off her. The whole year I tried to psyche myself up to ask her out, and before the last school dance I did just that. Failure. This was far from unforeseeable given my appearances. At the time, I had yet to master my lazy eye, so I was almost certainly cross-eyed, I was incredibly scrawny, my teeth crooked, my cowlick was out of control, my nose protrusive, and my face far from smooth. It took me a while to recover, though I dreamed of the day when I would change myself to fit her liking and successfully ask her out in spite of my attempts to get over her.
As stated, it has been four years. I have attained an excellent athletic build, my braces are due to be off this summer, I am currently on an acne drug (Accutane/Isotrenoin) due to finish in 4-5(?) months, I have mastered my lazy eye, and my cowlick has weakened. My odds have significantly improved in the physical sense. Yet new and devastating problems have arisen. Sometime during our freshman years, we both happened to switch cliques. She joined that which is considered the pinnacle of popularity, the immortal and revered Populars. The ambiguous meaning of the word popular prevents me from calling myself such, I am an integral member of the "Anime Freaks", the zoo-plankton of the school's ecosystem, the bottom of the food chain, one of the least popular cliques in the history of cliques. When people walk by our group, they see three semi-groups consisting of Yugioh-playing, Chess Playing, and people running around screaming. It's THAT bad. And when I'm not in the group, I'm in Improv Club (a theatre club centered around improvisation), also consisting of unpopulars. Any attempts to join her clique or try to befriend her prior to asking her out are out of the question because of this.
What's more, her intelligence has...degraded, since middle school; no offense to her. I am revered among my fellow Juniors as well as acquainted Seniors and Sophomores as one of the smartest. I belong to the aforementioned Chess sub-group, and am known to ace tests without study nor do I nearly any of my homework; though I suspect my intelligence and/or academic scenario is met by many in TWC, and am head and shoulders above those I know in the real world as well as many teachers. Now you see, Intelligence and lack of intelligence don't quite work well together, if I use words that are too big or start discussing the things I discuss in the D&D then my chances drop significantly on the spot. Before I do ask her out, I need to get to know her interests, otherwise I'll end up boring her to death.
In terms of experience: I have none. I have never had a girlfriend. That's not to say I haven't kissed, because I've done that on numerous occasions, but I have no dating experience whatsoever. She, at the very least, has dated one person for 6+ months. And judging by how many guys have asked her out, she almost certainly dated more after her first boyfriend. Similarly, I need to know the right way to ask someone out. I'm currently 0 for 1, so I wouldn't know how to ask someone out the right way.
Now that it's safe to summarize, I need help primarily in the following areas: dating advice, advice concerning how to ask someone out the right way, advice on what I could/should improve about myself before doing so, advice on how to get to know her before dating her, advice on the little things, advice on the big things, advice on the seemingly obvious things, advice are the scarcely known things, advice on unmentioned things, et cetera.
Please help a fellow TWC forumite in need