Since people have wanted to hear the story, I'll go ahead and post my whole roommate story at an anime con a few weeks ago.
Before the con started, he complained to me that he got screwed out of a hotel room (due to other people changing their minds) and wanted me to get a room, or if he could stay at my place during the con. Originally I was going to either commute 1 hour each day, or stay somewhere w/ a short drive to the con for less. To make it easier on him and others (there's no way I wanted to deal w/ driving two people to/from the con each day either), I decided to stay nearby for $352 (for two nights, includes taxes). He was not happy about the price he'd have to pay for the room (I wanted to split it 4 ways evenly). He thought about staying with another friend leaving the room available (which I paid for, non-refundable for cheaper price). He also tried picking who would all stay in the room, mostly people I did not know when he wasn't setting up the hotel room. Eventually I sort of let him pay a cheaper price just to get some money back for the room (him and a friend traveled, another called off). Could have added one more, but opted not to. In all honestly, I wanted to kick him out before the con allowing two other friends to stay in the room w/ me (who I could trust), but I would have felt bad breaking a promise.
His friend, she gave me no problems and we got along fine (very few problems I mean. I enjoyed having her over at my place because we both watched anime together, played video games together, and she LOVED all that anime stuff in my place). He on the other hand is the biggest drama in the world. He arrives at 3am at my place to sleep over along w/ another friend (to drive to the con the next morning). He wakes up a bit late, yet he yells at us that he's trying to make a 9am photoshoot when he never gave himself enough time (plus others had to get ready too. No way I was gonna leave the person who drove me at my place by himself just to please one of my roommates). We came an hour late due to traffic and so on...he yelled at me and everyone. He was about to put on his cosplay shoes, but finds out the paint cracks and starts complaining. He also spilled Red Bull in my car and on his pants due to trying to rush things. I drop him off and get the hotel room set. He barely bothered helping me carry ANY of his 6 cosplay costumes/props and other things. He kept bugging me every 5 minutes for the time (when a clock was right behind him or cell phone clock in front of him), kept asking me to hold/do stuff for him (such as go back to the hotel getting him a soda, and the hotel is a few blocks away), ask me if his wig looks right/straight, kept dropping all his crap all over my bed/around the hotel making a mess, and other annoying things. If he could not find something like his cell phone, he'd start freaking out when it was right behind him. Despite the hotel being my room basically (I got it and was paying over $200 on it), he bitched big time for his other friend (the other roommate) allowing people he does not like in the room and say it better not happen again. It was my room, I had no problems about it because at least she asked (and I actually made new friends w/ people he didn't like). He on the other hand bringing in random people without asking giving them soda I purchased (well, half of it...more so an issue at another con we were both at). He kept coming in the room every so often throughout the night to get something, while I tried to sleep (even turned on lights). He also kept telling me to order a pizza for the room (I didn't want pizza and I already ate...he acts like I'm suppose to take care of food for him since he won't get it himself...resulting into eating chips all the time) and pick it up. I was already busy with things and I wasn't picking it up, then he gets mad at me.
I wake up, take a shower, and he finally comes back. He ends up falling asleep where I slept on the bed (keep in mind he tends to have a little bit of an odor). I leave the room and come back around the mid afternoon. They were in the room changing cosplays. I asked they removed the do not disturb sign so we can get the room cleaned up (new towels and bedding). He complained there were too many props around the room (mostly his) and he rather have the bed un-made anyway. I took the do not disturb sign off regardless, but it appears to have come back up and our room never got cleaned/new towels. So I had to sleep on the bed with a funky smell (because he's a smelly person), and had to use a towel that had been used (who knows if it was mine) for a shower. He did a Xenosaga cosplay on Sat. I saw him sitting down w/ it because it broke and he was bitching at me and my other roommate over it. He tells me to get him some pins. I tell him I don't have any, so he tells me to go over to CVSand get some. I tell him he better pay me if I stop by there. He tells me that I should asks for extra lanyards (from the registration desk) because it may help him. When I looked through my bag, he saw my nice Hitman Reborn lanyard in my bag, grabbed it out and used it to tie his boot together. Seriously, why should I do all that for him when I'm busy enough at a con? I complained to his old friends about him (around the time the rave started)...they all believe it which is why most avoid him now. He called me just as I went back to the hotel room that he was locked out since he forgot his wallet/key, and our other roommate was asleep. I called him back saying I arrived back at the room and I can let him in now. He tells me that he is going to McDonald's and he'll be back to the room later. I go to sleep...he calls me 1-2 hours later (2-3am) asking if I could give him a ride back to the hotel from McDonald's since he did not feel like walking in the cold. I told him I'm asleep and to walk back himself (for me to get him, I'd have to leave the hotel building, walk a block to the parking garage, go up to the third floor, get in my car, then drive to McDonald's).
So the last day, he finally paid (only $60 of the $352, although my other roommate paid me right away). I woke him and the other roommate up at 8:30am telling them to start packing and getting ready. I come back to the room at 10:30am...they were back asleep and did nothing. I had to yell at them to get out (noon checkout, walk to the car with lots of stuff and elevators were backed up). I tried telling him to leave the con at 3:30pm...he took his sweet time and really had to pull him. Complains about where his stuff gets placed in the car. On top of all that he drove me insane over, he says he looks forward to staying at hotels at other cons and he had more fun in my hotel than others. I said its not happening again, and he asks if I can pick him up for Otakon at least. Just as I took the other roommate to the bus, he calls me up that he might have left the badge in my place. The one driving him home had to drive back to my place, wait for me to arrive him, so he could look for his badge. He did not find it, but it ended up still being in the car. Talk about giving all of us drama.
All his old friends told me he creates lots of drama and drives everyone crazy, which is why they are no longer friends with him, won't let him stay in their room, etc. I found out from others he used them many times, lost them up to $1000, and about how selfish he really is. I have a gut feeling he's going to try asking me for stuff while he's at a con I am, but I'm just going to have to say no.
There was more to this story, but I'm just posting what I told someone in an email (where I tried to keep it shorter than it really was).
Will I stay w/ someone again in a hotel? Unless its a few certain people I trust (those closer to my age, he was just 22), I won't let anyone stay with me even if I have to pay more out of pocket. I'm just too old to deal w/ this.