extra pillows is a common code word for prostitutes or hookers. when on a business trip, vacation or whatever youre doing, if your staying at a shitty hotel, drop a line with "extra pillows" in it to the desk clerk and he will surely hook you up with some company.
Jake: Dude we gotta get some pussy tonight, Im tryna slay!
Luke: I know me too. Worse comes to worse, if we dont find any talent at the club we can come back here to the hotel and ask the guy at the desk where the extra pillows are at.
Jake: Word? Hopefully he can hook us up with some ham wallets