Don't get him wrong, Sam was infatuated with you, he loved you more than anything and anyone he had ever met before, maybe even a little more than Jess. But God was it awkward being alone with you.

You're just so drop-dead gorgeous that it was almost impossible for him to act all normal around you now that you two are dating, and he could tell that you felt the same way.

You two were the best of friends for years, it was hard not to fall in love with you with how wonderful and perfect you were for him, and so you've noticed the little hints, and from there you started catching feelings for him as well and now here you were.

Everytime Sam is around you his words get clogged up in his throat, his hands would get all clammy and then he'd have to wipe them on his pants while would totally give him away, he felt like a kid with a crush being close to you. You felt the same, to be honest, getting all awkward and shy around him as if he wasn't your boyfriend or that you two were dating.

Since being together, you two have been trying to figure out what the other enjoyed in bed, going through a list of kinks as Sam and you set boundaries and try to get closer to eachother. Dean of course had a field day with the information, constantly teasing and poking-fun at Sam meanwhile he was trying to learn how to call his partner petnames without getting flustered.

"So um.. I was thinking- how about we try.." — Sam started, fumbling with his fingers as he tried to think of a better way to speak about his brand new bright idea (recommended by Dean, although he's not proud of that).

"..How about getting a nice dinner together? There's a nice restaurant I saw down the street, and- I've wanted to try it for a while" — He spoke, his voice soft yet cautious as he looked through your expression, trying to see if you were uncomfortable with the idea.