After a busy couple of weeks, I'm back to wrap this stuff up. Here I have some less "serious business" awards and some gag prizes for the real stinkers.
Best Protagonist/Main Character:
Tokuchi Toua - One Outs

You have to love a man who acts completely disinterested but yet has the ability to jerk everyone around to turn the tables in his favor. The fact that he seems to be Akagi reincarnated helps, too.
Best Villain
Vamp-sama - Astro Fighter Sunred

Though he's completely ineffective in committing evil deeds, who wouldn't want the polite, courteous Vamp-sama as an arch enemy? He'll help you move into a new apartment, cook you lunch (even though he might be holding you for ransom), and even teach you a recipe or two.
Best Couple
Nodame and Chiaki - Nodame Cantabile: Paris

Though the two of them often seem to be at odds with each-other, even when they're having an epic throwdown lovers' quarrel in the middle of a Parisian street, you still know they love each other.
Runners Up: Kaiba and Neiro - Kaiba, Yuudai and Chizuru - Tokyo Marble Chocolate, Kasahara and Dojo - Toshokan Sensou
Pleasant Surprise Award
Casshern SINS

My last experience with this universe was the dismal Casshan: Robot Hunter OVA (and no, that's not a misspelling - that's how it was released stateside). So imagine my surprise when I watched Casshern SINS and found myself *gasp* enjoying it? With one episode left to go I've found that it's one of the most anticipated series that I'm currently watching, and I'll be sad to see it end.
Biggest Disappointment Award
Kannagi

I had hoped that Kannagi would turn out to be a higher quality take on the "magical girlfriend" genre that's always popular in anime. And while the first couple episodes and the last few have interesting plot development, the middle portion of the series devolves into pointless humor and filler. Don't get me wrong, a lot of the comedy is absolutely hilarious, it's just too much and cancels out the promise that the story might have had at the outset. Perhaps a second season will help continue the unresolved plot elements from season one.
Best Sequel
Nodame Cantabile: Paris Chapter

In a year which contained numerous middling-to-terrible sequels (Rosario to Vampire Capu 2 and Minami-Ke Okawari being some examples), it's easy to select Nodame as the best. Still keeping with a mix of comedy, character development, and heartwarming moments, the series mostly stays away from useless injections of false angst and uses Nodame and Chiaki's frequent separation from each-other as opportunities for both of them to grow into better people. I can't wait for the next installment this Fall.
I'd like to add a special recommendation for Mahou Tsukai ni Taisetsu na Koto: Natsu no Sora, sequel to Someday's Dreamers. While I haven't seen the previous series (though I'm seeking it out at the moment), this sequel portrayed an excellent sense of realism through its use of background art, music, and characterization, which I find is rare in anime.
Best Guilty Pleasure
Antique Bakery

I actually created this category because this series has been getting a lot of very intense flak from some people I know, and I have to just come out and say it - I watched the whole thing and enjoyed it. Before I go any further I will definitely admit to its corniness and the fact that the plot setup is silly (all the angst the main character has over his kidnapping as a child borders on goofy a lot of the time), but I also watched very few series last year that seemed to have so much joy in its characters' successes. I know a lot of people who like the show do so because of the light BL content, but for me I was just happy to see the four leads succeed in what they were doing, learn a bit about themselves and, in the process, grow into better people. I don't see anything wrong with that.
Best Show You're Not Watching
Tie: Mouryou no Hako and Eve no Jikan

While Mouryou no Hako (lovingly subtitled "Head-in-a-Box" by some people I know) started off on a very surreal note, it blossomed quickly into a murder mystery story tinged with some supernatural elements. I have eagerly anticipated every episode to come out, and I'm very curious to see how the mystery will be resolved (unfortunately subs have been hard to come by and slow to show themselves, so I might have a lengthy wait). This is one of the few shows that I'll ask people to pass judgment on after watching more than one episode, because, while I thought episode one was fascinating and beautiful, it tends to turn a lot of viewers away from what is a very good show.

While I didn't review it for the site (it being a web animation broadcast on an extremely irregular schedule might have something to do with me completely missing it at first), I would also like to recommend Even no Jikan as something most people might have missed and that's definitely worthy of a look. In the future, household androids become commonplace. A boy finds unusual entries on his android's tracking log, and retraces her steps to a mysterious cafe where androids and humans can interact without prejudice. The premise is an intriguing one, and the first three episodes have revealed more and more about what's going on. You can watch the three episodes that are out now at Crunchyroll.
Best Mascot Character
Nyanko-Sensei - Natsume Yuujinchou/Zoku Natsume Yuujinchou

I tend to dislike mascot characters, but Nyanko-Sensei is both a) a kitty and b) not particularly annoying. He's a curmudgeon with a heart of gold, who pretends to hang around Natsume just to wait for him to die and give up the Book of Friends, but we all know that he's probably a little attached, too.
Unexpected Musical Interlude Award
Kurenai and Casshern SINS

In Kurenai halfway through the series, the characters find themselves in the position of performing a play for their local festival. Their creativity gets the best of them and their play becomes a musical number in spite of the inability of certain people to sing properly. The episode serves as a good counterbalance to the seriousness of what happens in later episodes.

Casshern SINS has an episode featuring a robot singer who wants to perform one last concert, and her song is used as the backdrop for Casshern's unending battle with robots who wish to destroy him.
Most Painful Moment
Tonegawa Apologizes - Kaiji

When Kaiji finally comes out ahead in the E-card game, one condition he has is that Tonegawa, who has cheated numerous unfortunate men out of money and health, must apologize for his actions. Of course, the apology entails much more than a few meaningless words or even a payout of cash. The actual apology is so gruesome that it's one of the few times I've found myself crying while watching an anime.
If you're more curious, you can see the entire episode for free on Joost here.
The Golden Panties Award
Rosario to Vampire Capu 2

I've seen anime with much more grotesque and gratuitous fanservice than this stupid but relatively tame series. What sets this show apart is its sheer number of panty shots. Each camera angle seems lovingly tweaked in order to feature as many pairs of underwear as possible, and none of the female characters (not even the bit players and background characters) seem to be immune. When your opening episode contains no fewer than 80 distinct panty shots, you know you deserve the Golden Panties award.
The Sexual Harassment Award
Tie: Kanokon and Kamen no Maid Guy

In Kanokon you have both a lusty female fox spirit and a wolf spirit with similar feelings who aim to become the beloved of a "high school" boy who looks like he's about five years old. Of course they try to accomplish this in the most forceful ways possible, often involving nudity.

In Kamen no Maid Guy, you get a gigantic man in a dress who watches over his charge by sticking a hose down her pajamas and sneaking into the locker room to switch out her dirty underwear. Brilliant. It seems neither males or females are safe from sexual harassment in anime.
Lolicon Award
Strike Witches

Unfortunately Gonzo's bestselling recent production has to be a series that features underage girls with no pants on flying at the camera ass-first. If that doesn't excite your inappropriate sexual proclivities, the fact that they have animal ears and tails in addition to their lack of clothing should get your blood boiling. And now to go bleach my eyes.
Epic Crack Award
Kemeko DX

You always feel like you've seen it all, until you watch an anime theme song that parodies Jesus being whipped by the Romans, and an ending theme that ends with a glowing light projecting from a stumpy robotic mecha's vaginal area. Toss in some childhood friend moe and some alien invaders and you've got some epic crack on your hands.
Most Obvious Ripoff
They Are My Noble Masters

A young man, down on his luck and without a place to live, lucks out and find a rich family to take him in. They make him their butler, but that involves things like fighting and dealing with unusual co-workers, in addition to the normal butler tasks. Hayate no Gotoku, right? WRONG, I'm talking about They Are My Noble Masters, a shameless ecchi ripoff that takes many things that made Hayate funny and does them poorly. Seriously, are original ideas that difficult to come by?
And that's about it. Wow, what a bother to have to go back to all those terrible shows and try to find screencaps! Stay tuned for next year's awards, which should hopefully happen a bit sooner than this year's.