A/N So here's chapter two. This story may be a little bit longer than i was expecting it to..but that's okay! Please R&R

"So...how did your date with that Winchester guy go?" Gabriel asked through the phone.
"Great, actually. He's coming over tonight as well." Castiel stirred the soup. It was Friday afternoon, and just as planned, he was making dinner. He was expecting Sam over at around 6, and it was 3. It was hard to decide what to make, but eventually he chose his famous potato soup. He didn't know why, but everyone absolutely loved his soup.
"So it was good? I'm glad. I knew Dean was perfect for you."
"Actually, I went on a date with Sam. Dean's brother. You can drop the act. I know you set us up."
"You caught me! Sammy's one of my old flings, and I just knew you two would be perfect." Gabriel laughed.
"You guys used to date? I thought you guys were just roommates"
"No one can ever be 'just roommates'. Of course we experimented. He wasn't really my type though. I usually like to be the one in control. He's too intimidating for me. He was more of a one time thing. So, how was he for you in bed?"
"Actually, I haven't slept with him. It's only been one date." Castiel couldn't believe his brother sometimes.
His brother is the type of guy you would steer away from if you ever wanted to settle with someone. He was a complete whore. He didn't just shoot for men, he shot for everything. He had pansexual written all over him. Castiel wasn't complaining about his lifestyle, Gabriel could do who or whatever he wanted to. The thing that bothered Castiel was how open he was about it. If Gabriel had his own radio show, the whole world would know about his sex life.
"Really? That's a surprise. So, what are you planning with this guy? You think he's 'the one'?" Gabriel asked.
Castiel shook his head. "Gabriel, we've only been on one date. He's a great guy, but you know I don't have any luck with people actually liking me. I mean as soon as this guy gets here, he's going to think that I am some kind of uptight rich guy."
Castiel turned his phone to speaker so he could prepare his soup easier.
"Aw come on, Cas. Just because you have that huge ass apartment doesn't mean he's going to think you're uptight."
"All my other dates did. Except that one guy who I'm pretty sure only went on a second date so I could buy him shit."
Gabriel was silent. He probably couldn't think of a good thing to say back. It was typical of him, Gabriel wasnt exactly the best person to turn to for relationship advice.
"Well, lucky for you I knew this guy. We were friends before we hooked up, so I know him. He's not the kind of guy who cares about that. As long as you don't run around showing everything off. Even I would avoid sleeping with someone who showed off their shit. It's such a turn off."
"You do that all the time though. Yet you still sleep with everything that breathes. From the description Sam had of his brother, you two would be perfect for eachother."
"Been there, done that."
"Excuse me?" Castiel could've sworn he heard that wrong.
"Dean is what we called so far in the closet he's lost in Narnia. I'm sure I'm the only guy he has and ever will sleep with. He's very skilled though. But he's definitely not my type to settle with. I don't even want to settle. I'm not some hopeless romantic like you." Gabriel laughed again. It was like his habit to make fun of Castiel. That's what older brothers were supposed to do anyway.
"Is there anything else you can tell me about Sam?" Castiel was curious. Even though he knew a lot about him anyway, he wanted to have a few warnings before they had their second date.
"Hmm, well, he likes to be in control. He also have a massive dick which," Gabriel chuckled slightly, "You have to be careful when you suck it, I don't want you to choke. I attempted to but holy shit I couldn't even get it halfway"
"No, Gabriel, stop it. I don't want graphic details. I don't mean sexual things either. I mean personality wise. For example, does he like kids, or does he hate people who snore? I want to know things like that." He took out his cutting board so he could start chopping the carrots. He forgot to buy actual carrots, so he had to use the bag of baby carrots he had in the fridge. He hoped that Sam wouldn't notice the difference. He chopped them into smaller pieces, and carefully dropped them into the pot.
He knew he was making too much, seeing as how he wasn't a big eater. However, seeing how huge Sam was, he probably ate a lot. If they didn't eat most of it, he could save it for whenever he quickly needed to heat it up for dinner. He could also see if Sam wanted to take some home to Dean.
"Oh...that's a little awkward. He's terrible with kids. There's this one time where our professor brought her kid, and Sam tried his hardest to keep away from it. It was almost as if he was afraid of it. I asked him about it later, and apparently he feels as if all kids hate him. I feel bad for the guy. Also, Dean snores terribly, so I'm sure he doesn't mind people who snore." Gabriel said, as if he didn't have to even think about it.
"Do you know everything about him?" Castiel was astonished at how easily Gabriel could answer his questions.
"Well, I did live with him for four years. Anyway, I have to go."
"Where are you going?" Castiel asked.
"I have...things to do, people to see. We've been talking for an hour, give me a break every five seconds. Learn these things about Sam on your own. See you. Oh and call me when he leaves, I want to know every detail of what happened."
"Alright fine. He's going to be here in an hour anyway, I need to get ready." Castiel hung up the phone.
By the time the soup was finished, it was 5:30. He only had a half hour to get himself cleaned up. He just needed to jump in the shower and put something presentable on.
He decided to go with his dress shirt, his dress pants, and a simple tie. It wasn't too fancy, and it wasn't too casual. He combed his hair and decided that he was presentable enough for a date. He was extremely nervous, but he knew that once Sam was here he would be fine. It's not like the guy was the president.
The doorbell rang. Castiel walked over to the door and opened it. "Hello, Sam."
"Holy shit. Your apartment is huge. How do you afford this?" Sam's expression was full of surprise and astonishment.
"I inherited it from my family. My parents were extremely rich. Once they died my brothers and I were given their money and estate. I obviously didn't want to live there, so I bought my own place."
"Wow. That was unexpected. Well, you do have great manners, so I guess being rich helped that."
"I suppose so. Would you like to come in?" He asked, seeing that Sam was still waiting outside the door.
"Oh right, yeah." Sam strolled into the apartment. "It is a really nice place. I like the setting in the living room. It's simple, and very antique."
"Yes, those are the only things I kept from the old house. Anyway, dinner's ready, if you want to eat." Castiel smiled.
The pair walked into the kitchen/dining room. Castiel pulled out a seat for Sam to sit in, and pulled out one for himself across from it.
"So what are we eating? I'm hungry. And whatever it is...it smells good." Sam asked.
"It's potato soup."
"Oh, I love potato soup! I haven't had it in over a year."
"Good, I made plenty."
Castiel dished them both a bowl. It was pleasant. They talked as they ate, about family and work. Castiel agreed to help him find a job, and see if he could see if any of his friends in the law business had any openings.
"So...I was wondering. Since this is basically our third date...are we...together now?" Sam asked, as he put his bowl in the sink.
Castiel did the same, "I don't know. We can...if you want to."
"That would be cool. So...what are we going to do next?"
"Anything is fine. We could watch a movie. I have plenty." Castiel led Sam to his living room. They decided on the older Les Miserables. Of course both of the boys tried their hardest to keep their tears in. Castiel rested his head on Sam's shoulder during the whole movie, while Sam had his arm wrapped around Castiel's shoulders.
Once the movie was over, Sam checked the time on his phone. "Crap...listen..I told Dean to pick me up at 10...he's probably on his way now...maybe I should uh..."
"No...stay. I can bring you home." Castiel didn't want him to leave just yet.
"Are you sure?"
"Positive."
"Alright. I'll text Dean and tell him to stay home. Knowing him he's most likely sleeping." Sam took out his phone out from his pocket. What also fell out of his pocket, was a square plastic wrapper, unopened.
Castiel knew exactly what it was. It turned him on knowing that Sam was expecting them to have sex that night. Castiel was going to make sure they did just that. Sam didn't seem to notice that the condom fell out of his pocket., and he texted his brother. As he put the phone away, he turned his eyes to Castiel.
Their eyes met, and Sam could see the small amount of lust in Castiel's eyes. He trailed his eyes to his pants, and noticed the condom that fell out. He quickly stood up from the couch, and tried to make an excuse. "I...I didn't know that was in there! I-"
"Be quiet." Castiel jumped up and pinned Sam to a wall. "I know exactly why that was in your pocket.
He smashed their lips together.

A/N: The next chapter is going to be purely smut, for a warning.