Out Of My Head

Everybody I think is fairly close to how I hear the song, but I differ in that I don't think that he and the girl he is singing to are or were in a relationship at all in a romantic sense. Rather, I interpret the song to be about a guy who has the classic girl who is a platonic friend who may love him, but he is so busy playing the field with other ladies that he ignores this fact (or notices but isn’t totally sure) and for fear of losing his friendship, she hasn’t spoke her true feelings for him. He may have feelings for her too but is waiting on fate (a reoccurring theme in the song) to smack him in the face with “the one”. The song is written just after he realizes that she was “the one” all the time, and he was foolish for looking through a bunch of other ladies trying to find what was right in front of his nose. Now he just wants her to say her feelings because he is in the position she was in all along: fear of saying anything that would risk the platonic friendship they have developed. Thus:

“Sometimes I feel Like I am drunk behind the wheel The wheel of possibility However it may roll”

I see this as something like a roulette wheel with all his different women representing slots on the “wheel of possibility” representing slots where the ball might land. He feels “drunk behind” that wheel because he feels like life may be random (like the wheel) and there is no “fate” in relationships at all. The ball could just land anywhere by pure circumstance. On the other hand like any gambler, he feels there may be some “fate” (this theme comes up later in terms of him looking for a sign).

“Give it a spin See if you can somehow factor in”

He is hinting here that if she wants to win the game (be his destiny) she has to play it. Maybe she is the one but she has to put herself out there as a potential mate for this to be possible. He is subtly trying to get her to express her feelings for him, if they are there.

“You know there's always more than one way To say exactly what you mean to say”

No he is explicitly asking her to find a way to express her feelings if they exist. To prove his point about the various options for doing so he is about to express the same sentiment in three different ways:

“Was I out of my head? Was I out of my mind? How could I have ever been so blind? I was waiting for an indication It was hard to find” In other words he is calling himself an idiot three different ways here for looking for a “sign” to indicate who he is supposed to spend his life with, when the only sign is that the girl who has been so good to him as a friend was there all along, which is the only real sign you need, and he has consistently looked over her for other women.

“Don't matter what I say, only what I do I never mean to do bad things to you”

I take this as him dating other women right in front of her, and rationalizing for himself by saying they are just friends, even though he suspects she has other feelings and is consistently hurt by his carousing. Thus he can say he does these things that hurt her but not with the intention of causing pain.

“So quiet, but I finally woke up”

He has realized she is the one.

“If you're sad, then it's time you spoke up, too”

If she is unhappy with their friendship the way it is and would like to pursue a romantic relationship she needs to say it so they can make an effort at a bigger relationship.

Of course that’s just my opinion, I could be wrong.