In my 3rd ever 3.5 campaign, my brother was playing a rogue named Tycho. He convinced the DM to let him take the assassin class w/o changing alignment to evil, since he was deliberately trying to infiltrate an assassin's guild to gather intel for the authorities.

We eventually arrived in a city called Goldhall, or something. The DM described the wizard-guards robes well enough, gold with a scarlet trim. Tycho had learned that the guild, the Blackhawks, were based out of the city, and went looking for them.

He saw a shady fellow turn down an alleyway, and followed. The alley was a dead end, and the man had disappeared. This conversation followed.

Tycho: I take 20 on a search check.

DM: Okay. After a moment you hear someone ask you what you're doing in a rather concerned voice.

Tycho: I turn around.

DM: You see a man in gold robes with a scarlet trim, he says "Well? What are you doing?"

Tycho: "I WISH TO JOIN THE BLACKHAWKS!"

Me: *facepalm* Are you f***ing kidding!?

DM: "Oh, do ya, now? Come with me, then."

Not surprisingly, Tycho got thrown in prison. Then, just as I came up with a convoluted plan to free him, the friggin' blackhawks beat me to it!