Adam Milligan~

Usually when you're away, it's because you're out with Kevin and his mom, helping them keep safe. Although Adam isn't quite fond of the large amount of time you spend with the prophet, he understands that it's your job to protect him, so while he's stuck at home, he'll spend most of his time learning to make new foods for you to try, and trying to teach Karen new tricks.

Adam will take some time to relax when you're gone, though he always has a weapon nearby, and is always ready for anything.

Balthazar~

Usually the only times you leave are when you're going to art galleries or meeting with a client to discuss what kind of art they want. On these rare days, Balthazar spends his time either stealing more artifacts from around the world, or laying on the couch sipping fine wines and snacking on expensive cheeses and other things that you usually do together.

Balthazar will behave pretty normally when you're gone, as he was used to being alone before you came along. He just resorts back to being how he used to be until he hears your prayer to him to pick you up.

Bobby Singer~

Whenever you're gone, Bobby spends about half the time worrying about you and thinking that he should have gone with you, even if you had taken Jasper with you. You usually only leave to go on shopping trips and for work, and Bobby makes sure to tell the boys to keep an eye out for you if they're in town. There has never been a time that you got into trouble when out alone or especially with Jasper, but Bobby doesn't want to take any chances.

Bobby spends most of his time either helping the boys or worrying about you whenever you go out, even though he now knows that you have fast healing.

Castiel~

Whenever you're not with Castiel and the boys, Castiel knows that you're probably out hunting with your sister. He knows that if you're in danger you would pray to him, so he feels comforted by that. Cass will occasionally pop in to check on you at night when you're sleeping in a motel, but other then that, he leaves you to work with your sister, knowing that you're perfectly capable of taking care of yourself.

Castiel spends most of his time out hunting with the Winchesters whenever you're out, and a few moments of the day waiting for your daily prayer to him saying that you're safe and coming home soon.

Crowley~

Unsurprisingly, Crowley gets more work done whenever you're gone on a hunt or speaking to whichever dumbass summoned you. He spends most of his time signing paperwork or popping in to mess with the Winchesters whenever you're gone, and he sometimes takes the time to check in on the hellhounds, teaching them fun ways to kill the people they're sent after.

It isn't suprising to find Crowley with Pounce curled up on his lap while sitting on his throne and barking orders at his demons.

Dean Winchester~

Whenever you're gone, it's usually not for any longer then three days, and Dean spends this time binge watching horror movies and ingesting copius amounts of junk food and liquor. While Sam rolls his eyes at his brother's antiques and takes pictures to send to you, Dean enjoys his alone time, though still worrying just a bit if you're late to check in.

Dean spends his time away from you by annoying his little brother and marathoning horror movies at high volumes.

Gabriel~

Usually the only times you're gone is when you're spending time with Ellie at the nursing home. Gabriel is extraordinarily impatient, and sits waiting on the couch while eating sweets and watching dramas on the large television in the livingroom. He spends some time messing with people in the nearby towns, and generally messing with hunters.

Gabriel spends most of his alone time by either pranking people, or kidnapping people like the Winchesters to complain about you being gone while eating sweets.

Lucifer~

Whenever you're not with him in hell, you're usually out hunting. Lucifer likes to send a hellhound or two to keep an eye on you whwnever you're out, to ensure that you stay safe, but other then that he's just bored. He tends to read while periodically checking in on you, sometimes blowing your cover when you're trying to be sneaky, and just being whiny in general about you leaving him with nothing to do.

Lucifer spends most of the alone days reading Shakespear in bed, or planning out ways to take revenge on Chuck. He also takes the time to write you poetry if he misses you, and will pop over to your motel room while you're out to leave it on your pillow.

Sam Winchester~

Usually you stay with the Winchesters, leaving only for supply runs or to do your job. Sam however, gets rather worried if you've been gone longer then you said you'd be. He typically spends his time working out or busying himself with research. He'll practice new recipes for healthy foods, and take time to get back at Dean for whatever harmless pranks his older brother had pulled on him in the past while.

Sam spends his time by being active and burying himself in hunts, trying to keep himself from thinking of you.

______________
I'm preparing a long one that's taking more time then I thought. So I figured I would give you a few updates to read while I'm working on the other one.