Perfect Disasters and Ever Afters (http://paper-storm88.livejournal.com/44276.html)by paper_storm88. It's probably the h/c you are looking for.
Word count: 46,600
Summary: Jared doesn’t know it at the time, but breaking up with Sandy changes him and breaking up with Genevieve just makes it worse. It pushes him closer to the best friend he’s had for more than three years but has just never really noticed before. When Jensen rents a cabin in Montana for a week, for just the two of them and the dogs, a night filled with stars and too much whiskey spins Jared’s life completely out of control in a way that neither he or Jensen are prepared to handle.

The extra light switch (http://checkthemargins.livejournal.com/55050.html), by checkthemargins. I'm a little unsure whether this is Jared-centric, but it's very good.
word count - 60,000
Summary: Season four takes a lot from Jensen: his girl, his sanity, his ability to know where Dean ends and Jensen begins. It almost takes his best friend away too, but he and Jared find their way back. Jensen's got an empty apartment, and Jared's got a house that's always been a home, so Jensen moves back in and life returns to normal. Jensen and Jared, taking on the Supernatural and the Greater Vancouver Area.
Four years later, filming of season eight starts with a bang—casual liaisons in the foyer, blinding jealousy, girls and dogs and drama, oh my. Jared's hiding something, smiling way too much, and obsessing over an extra light switch in the living room. And Jensen? Well, Jensen's realizing that he might be falling in love.
It's messy, but no big deal. Things are good.
Mostly.
Really.
So long as Jensen can survive it with his sanity—and his heart—intact.

Superheroes Suck, or, The Unfortunately Extraordinary Life of Jensen Ackles (http://cleflink.livejournal.com/53506.html), by cleflink. This one is not much h/c but very funny.
Word count: 33,100
Summary: Jensen hates superheroes. Having grown up with not one, but two, of them in the family, he's more than aware of just how much having a spandex-clad alter ego can cock up the rest of your life. Luckily, his own powers tend towards the more passive, hippie florist side of things which - while embarrassing - means that all that superhero crap is someone else's problem.
Or it would, if not for the frequent interference of superhero-obsessed friends, hostage situations, hotshot new superheroes and irritating relatives. Not to mention a boyfriend who has the uncanny ability to go missing whenever bad things are going down somewhere else in the city.

Open heart dentistry (or why dating Jensen Ackles is like pulling teeth) (http://kasmodia.livejournal.com/35056.html), by kasmodia. There's certainly some pain involved here. You should definitely check out the art!
word count - 25,000
Summary: When closeted army dentist Jensen Ackles returns home to fill in for his sick father, he has a bad start due to his lacking bedside manner and overall misanthropic attitude. Sexy new patient Jared Padalecki looks like a wet dream come true to Jensen – until he finds out Jared’s a whiny assed crybaby. (Or, as hippie nurse!Misha calls it: a patient suffering from extreme dental anxiety). Their mutual sexual attraction is strong but will they manage to get over their differences?