Timmy Riggins (Friday Night Lights): One caveat, I don't get Direct TV so I haven't seen any of Season 4. Although, Timmy Riggins isn't 21, he would be a good guy to bring on a bachelor party (We can scare up an ID, mang). He's accustomed to waking up to beer for breakfast, so that's not an issue. Being friendly with Tyra's family, he probably can handle himself at a strip club. The only problem, other than his age, is his hotheadedness. Someone could get cold-cocked.
Sawyer (Lost): The island's resident rascal. Sawyer has all you need for a bachelor party, the charming southern grifter likes womanizing, beer and cards (he was a conman, ya'll). And the great news is that this cad has an honorable streak and he's got your back in case of a scrap. On the other hand, that shirt's not staying on for long and he may feel under-appreciated and go to Reno and pout.
Barney Stinson (How I Met Your Mother): You probably thought I was going to put the author of the bro code first, right? While any bachelor party that Barney was part of would be legendary-wait for it-dary, he may be a little too much. Yes, everyone would have a great time and Barney would probably relish in jumping on a grenade or 2, but he may be too intense, too thought-out and too planned. The goal of the stag part is to say yes to everything, even if it's staying in the sports book all day instead of the pool at The Hard Rock, you know?
Chuck Bass (Gossip Girl, not that I watch that show): The young master of Bass Industries was a strong candidate to be first on the list and he may have been a good choice. He's a free spender and would probably bankroll the whole weekend. But lately he's been a bit of a loose cannon, what with the opium and dropping out of high school and whatnot. Unlike Tim Riggins, Chuck Bass' youth doesn't seem like an issue though he might try to buy a casino if a pit boss gets too uppity… eve if that is a new money move all the way.
Jack Donaghy (30 Rock): Jack Donaghy is the Vice President of East Coast Television and Microwave Oven Programming for GE. And he would be the best fictional character to bring to a bachelor party. In addition to understanding odds and psychology, he knows how to pace himself and wouldn't be ashamed to drink Hardy Boys (white rum and diet ginger ale) to keep the party going. On top of that, you could probably get the GE jet and may get Tracy Jordan to entertain the party. He's a little sensitive about his modest upbringing and may get called away on some ridiculous errand by his mother.
Don Draper (Mad Men)
Christian Troy (Nip/Tuck)
Anyone we miss?