A/N: I've decided to do a collection of first kisses, it will be 12 pairings in all including: Wincest, Sastiel, Debriel, Destiel, Sabriel, Samifer, Casifer, Mikifer, Gabifer, Gabe/Bal, Calthazar & Casbriel

1. Wincest

The first time that they kiss Sam is 12. They've had to pack up and move for the umpteenth time, and normally Sam would be fine with that, it's the same old song after all, but this time is different. This time he had a reason to want to stay.

There was a girl, Olivia, and they'd tentatively talked the few weeks he was in town. They'd made progress, and he thought he'd really liked this girl, might actually ask her out. Of course that was when they had to jump town.

So now he's sitting in the hotel room, on the bed he shares with Dean, looking down feeling a mix of anger and sadness. It isn't fair; at this point he'll never get his first girlfriend.

Of course that's when Dean walks into the room to do a last check and make sure they have everything. Sam rather not talk about it, but Dean's always been protective of him, and it doesn't take him long to realize that Sam is upset.

Dean is across the room and sitting next to Sam in a few steps.

"I know it sucks Sammy, but it's the life we live."

Sam scoffs at that, "yea well what if I don't like this life?"

"Sammy, don't talk like that."

"I'm serious Dean, what if I don't want this life, if I don't want it? Would it be too much to ask for something normal? I haven't even had my first kiss," Sam says turning to face Dean.

Dean surges forward without thinking, a hand coming to the back of Sam's neck as he tugs him forward pressing their mouths together. It's an awkward first kiss, Sam having been caught off guard, and Dean is just moving his lips hesitantly over Sam's.

It's over before it really begins, and then Dean is looking a little pale, breath coming out fast as he looks at Sam.

"What was that about," Sam asks looking at Dean, and Dean can't tell if he's about to get yelled at or not.

"You said…I mean I was just…first kiss, and I just thought…" Dean stammers trying to come up with an answer, but really in what universe can he tell his little brother 'I kissed you so you could say you've had your first kiss' and not be yelled at?

"Look I'm so-"

It's as far as he gets before Sam is surging forward and closing the distance, kissing Dean back with a little more fluidity this go round. Dean is completely floored, but he gets with the picture pretty quickly, and is soon kissing back.

When Sam pulls back this time his mouth his red and kiss swollen. He just looks at Dean with a small smile and says "don't be sorry."

Dean grins because apparently he's in the one universe where it's okay.