I'm such a pushover. . Only two people asked for more of these and I got onto my behind to write this. I realized that some of these sort of went off on their own thing and was less about the awkward moment than they were about other stuff. I hope you enjoy it anyway!
That awkward moment when you are hanging out with your white friends and lose them in the snow.
(For the angels, just imagine teenager versions of their vessels'.)
God's creations weren't always as good as they are now, you know. There have been some tweaks along the way. One such instance is the incident that caused God to create color. Before the angels all got sticks shoved up their behinds, they were actually pretty relaxed and fun to be around. Uriel, Castiel, and Balthazar were all hanging out down on the Northern Hemisphere of Earth during what would later be called January. They were about to start a snow war (Balthazar and Castiel against Uriel; it wasn't unfair, Uriel was extremely good at snow wars, and Balthazar and Castiel would probably lose anyway.) They built the snow forts (imagine actual fort-sized snow forts) and before long the air was filled with flying snowballs. Uriel tried to execute a sneak attack on Castiel and Balthazar's fort, but when he got over there he couldn't see anybody. Out of nowhere, a snowball flew up into his face. Uriel quickly realized that his friends were blending in with the snow. After all, the only colors were black, white, and varying shades of grey. Uriel crossed his arms and started pouting ("I'm NOT pouting; I'm just airing out my lower lip! It needs air you know!") "That's no fair! I can't even see you two! I quit!" Uriel stated. He proceeded to throw one hell of a temper tantrum that got so far on his Father's nerves, His ears were ringing for days and He made more colors so this wouldn't happen again.
That awkward moment when you realize the bin goes out more than you.
Castiel was depressed. He was so depressed that he refused to even think about leaving Bobby's living room. One of the days where he was busy being a bum on Bobby's couch, he watched Sam take out the trash for Bobby, and came to a realization: The trash went out more than he did at the moment. This shook Castiel out of his funk, and Castiel ran to the door before Sam could reach it. Castiel went through the door first and told Sam determinately; "I will not be outdone by a bag of garbage." Sam just stared in confusion as Castiel disappeared.
That fail moment when you pour orange juice into a bowl of cereal instead of milk.
Sam had just woken up and he hadn't had his coffee yet. For some reason, today he tried to make his breakfast before having his morning cups of coffee (he needed one just to open his eyes, another one to get his mind started, and one last one that he could take the time to actually enjoy.) Everything went well until he had to get the milk out of the fridge for his cereal. He grabbed the thing that felt closest to the shape of the milk carton, and poured it in his cereal bowl. He then grabbed a spoon and took a large bite. And he promptly spit back out. Sam had, apparently, grabbed orange juice instead of milk. Sam looked down at his bowl, shrugged, and took another bite. It wasn't half bad, considering he was eating fruit-loops.
That fail moment when you're a kick-ass ninja and the table corner defeats your face in a battle.
Dean was hanging out at their motel room, waiting for Sammy to get back from the library. He was currently trying to act like a ninja, wandering around the room and hiding behind random objects. He had a black sock tied around his forehead, and he was wearing the black turtle-neck sweater that Pastor Jim had gotten him for Christmas a couple years back. He grabbed one of his knives from his bag and started a fight with an imaginary enemy ninja, and he was winning until he tried to execute a move and he toppled over. His face hit one of the corners of the table, and he passed out. Later when Sam was patching up his head, if anyone were to say he was pouting, they'd get knifed using his "super awesome ninja skills".
That awkward moment when a zombie is looking for brains and it walks right past you.
Somehow, the zombie apocalypse started. It was just like in one of those cheesy movies, too. The zombies were lumbering around with their arms raised moaning "Brains… brains." Dean and Sam had their hands full trying to help out this one town with it's outbreak of rotting, walking corpses. In fact, all of the hunters were busy trying to keep the world from becoming zombies, teaching any and every one how to use the weapons to kill them. Currently, Dean was on watch out, guarding a section of the camp they set up in the middle of the town that they were going to abandon after they were sure that as many people as possible had learned how to defend themselves and how to teach others. Dean looked up when he heard the low moaning of another zombie. He was about to move to kill it when he realized it was walking right past him. Dean shook himself out of his stupor and killed the damn thing. It was probably a defect and had nothing to do with his own brain. At least, that's what Dean told himself when he went to sleep that night.
That awkward moment when you're talking about someone and you realize that they're right behind you.
Michael was complaining to Raphael about Lucifer for the billionth time. This time it was about how Lucifer had been showing off his wings to the seraphs again. Personally, Raphael thought Michael was just jealous of both parties; jealous of Lucifer because of his beautiful wings, and jealous of the seraphs because they got to see them. Honestly there was so much unresolved sexual tension between the two, it was sending the cupids into overdrive. If you went over to their section of heaven, you'd find a gigantic (what will the humans call it in the future? Oh right!) orgy. Really, Michael and Lucifer should just have hot, angry sex with each other and call it a day. Just when Michael was getting to the part where he described how Lucifer was an assbutt, someone approached him from behind. Michael stopped in the middle of a sentence and said, "He's right behind me, isn't he?" Raphael nodded and Michael turned around to receive the full power of the bitch-face Lucifer had on. Lucifer proceeded to give Michael a long and boring nagging session. Michael, Father help him, didn't even listen to half of it, and instead, stared at Lucifer's lips. 'Honestly!' Raphael thought, rolling his eyes.
That awkward moment when you're walking out of a room like a model and your bag hooks on the door handle.
Ruby wanted that bag. 'That bag' was nearly one thousand dollars, but she could just murder the whole store, hide the bag somewhere, and get a new vessel if it came down to it. Unfortunately, it didn't come down to it, and she was able to switch a bag that she brought with her for the thousand dollar bag, and calmly walk out of the store. Basking in her success, she decided to strut in a way that would make people jealous of her. It was very satisfying when she was the object of people's jealousy. However, the door seemed to have something against her and the bag caught on the door handle. This caused the few people watching to snort, and one of the people who saw was one of the workers. The worker recognized the bag and she was caught. Of course, she didn't let herself get caught, and left her host's body. For all of her power, for her to be ruined by something as simple as a door handle. Ruby didn't know whether she should be more angry, or more embarrassed. This was definitely something that she didn't want getting out to other demons. She was already the outcast of Hell; she didn't need to be the laughing stock as well. She still didn't get the bag and she was going to have to work on her model walk.
That awkward moment when someone asks "Have you two met?" and you reply "No" while the other person says "Yes."
Castiel was very excited. He was going to be going on an investigation with Dean. Well, sort of. You see, they were supposed to act like they didn't know each other. Dean was supposed to go first and ask his questions. Then, when Dean gave the signal, Castiel would go up and ask the questions that Dean had made him memorize. Everything was going well until the person asked if Dean and Castiel knew each other. Castiel was happy to answer yes because Dean was his friend and friends did know each other. But Castiel was sad to hear Dean say no. Dean stared at Castiel angrily, while the person they were getting information from stared at them suspiciously. Dean quickly smoothed everything over and Castiel went somewhere private to fly to Dean's car. Dean was already driving back to the motel he and Sam were staying at, and Castiel's appearance surprised him. Dean scolded him and asked him a few questions, but Castiel didn't answer and instead stared out of the passenger's seat's window because even though Dean didn't know this, the only reason Castiel was with Dean was because Castiel was trying something he'd heard about called 'the silent treatment' and Castiel reasoned that he couldn't be silent to Dean if he wasn't around Dean.
That awkward moment when you're rubbing something off the front of your pants, only to realize that a lot of people are staring at you rubbing your crotch furiously.
(This is back when John was younger, before he and Mary had Dean.)
It had been a long day at work fixing cars. There was a particularly stubborn one that hadn't wanted to run properly. Before leaving work, John used the phone to call Mary and tell her that he was going to stop by the café and pick up some coffee. She told him what she wanted and the conversation quickly ended. When he got to the café, he ordered their coffee, and decided to drink his at one of the tables. He was popping the cap off of his cup so he could blow at it, when someone bumped into him. Some of his coffee spilled onto his lap as a result. He got some napkins from the café owner and wiped off as much as he could. The incident had ruined the rest of the good mood that he owned and he no longer felt like staying at the café. He left the building, still trying to rub off the coffee, and headed towards his car. On the way there, he got a few strange looks, and he shook them off until he got in his car. He stopped rubbing the front of his pants so he could drive, and that's when it hit him. Those people were looking at him funny because it looked like he was masturbating in public. John flushed and quickly drove away. He vowed to not tell Mary about the incident. She'd never let him live it down.
That awkward moment when you slip while reading a "wet floor" sign.
Bobby was in a hospital working his first case in weeks. He was just headed back to the entrance after questioning one of the nurses. He was walking down the hallway when he saw something out of the corner of his eye. It was bright yellow, and appeared to be a sign. Bobby went nearer to it to read what it said. He was finally close enough to read what it said, but he slipped just as he was reading it. As he fell, what the sign said registered in his mind: "WET FLOOR". Luckily, he was in a hospital.
That awkward moment when you go in for a fist bump and they go in for a high five.
A few months after the last disaster, Dean had allowed Castiel to try helping him on a hunt again. This one was a ghost haunting so it couldn't possibly go too wrong. And Dean was right. Everything went smooth; the information gathering (Dean went alone for this part), finding the grave, digging it up went different, seeing as Castiel didn't see the point in using a shovel and just used his angel mojo to teleport the dirt next to the grave, and the salting and burning part went okay. Castiel wanted to try something new in his moment of celebration that he saw some of the teenagers at the nearby school. Castiel thought it was called a 'fist bump'. Dean, on the other hand, wanted to give Castiel a high five. Dean held up his hand for one and Castiel went to give him a fist bump. The next thing they knew, there was a crack sound and Dean was sent flying back due to the force Castiel used. Dean looked at his broken hand, then up to Castiel who was just staring at him curiously, then to his hand and back. Castiel, who seemed embarrassed, finally spoke up, "I apologize for hurting you Dean. I only meant to give you a 'fist bump'." Dean groaned and threw his head back against the ground.