You be the Prom Queen, I'll be the Malcontent (http://archiveofourown.org/works/259184/chapters/404986) by chash has some really sweet, crushy J2 stuff. :)
The Treat Fairy (http://bbsock.livejournal.com/1642.html)by bbsock. Summary: Jared hasn't been able to catch the person who is leaving him the pastries - someone is baking Jared the most delicious sweets; one day there was even homemade candy (every now and again there are homemade doggie treats for his babies too). When it first started happening, all his friends told Jared it was dangerous to eat random food that an unknown person was cooking for him, they were worried that he could be poisoned. Jared thinks everyone is just paranoid, no one who bakes likes this is dangerous. Jensen has a crush, and when he gets nervous he bakes. He noticed that his crush - his hot tall neighbor - likes sweets, so he gives all the results of his nervousness to Jared. The fact that Jared seems to like his baking just makes Jensen even more nervous..
Man in the Water (http://morrezela.livejournal.com/4738.html) by Morrezela Summary: Jared has taken to waking up really early in the morning so that he can get a prime spot - every morning he spies on Jensen who swims/baths in the lake in forest. Jared thinks that Jensen is beautiful, but he, Jared, is too shy to talk to him. Jared has taken to leaving little tokens for Jensen to find - a carving, flowers, a fluffy towel - anything he can think of to get Jensen to smile.
This fic, The Tending (http://morrezela.livejournal.com/44410.html) (same author), is a sequel to The Husbandman (http://morrezela.livejournal.com/15362.html), but is totally worth the read (the first fic is really hot and the second one is adorable). Summary: Jensen still hasn’t forgiven Jared for the manner in which their marriage was secured. Jared sets out to be forgiven.
At First Sight (http://spnkink-meme.livejournal.com/45297.html?thread=11395057#t11395057). Definitely one of my favourite fics, but sadly discontinued. From the prompt on spn kink meme: Jared is a dreaded space pirate who is feared in all systems. During one raid on a banking vessel he is intercepted by a law enforcement captain by the name of Jensen Ackles. Unlike most people, who are afraid to even shoot at him, Ackles fires incessantly and even manages a hit. Jared is pleased and instead of getting angry he sets out to woo, in his own piratey way, the adorable guard captain.
There are also these fics I would rec which aren't exactly the traditional 'wooing' but still has the boys trying to win the other over, and I woulld definitely recommend reading. (happy endings for all!)
The Blue Butterfly (http://ashtraythief.livejournal.com/21370.html)by ashtraythief Summary: Jensen is the boss of the Chicago underworld and he always gets what he wants. Unfortunately, the new dancer in his favorite establishment doesn’t seem to know that.
And
Let Me Tuck You Under My Wing (http://archiveofourown.org/works/909529/chapters/1761516?view_adult=true) (same author) Summary: On his evening run, Jared is attacked by a group of strange guys who roughly take turns with him until a man with giant wings shows up to rescue him. When Jared wakes up the next morning in an unfamiliar bed, he slowly starts to realize the last night hadn’t been a bad dream. But Jared doesn't know if his rescuer really is a knight in shining armor or if he has just hopped from the fire into the frying pan.
Jensen has waited his whole life to find someone like Jared and he’ll be damned if he ever lets him go.
I would also try the One Woos The Other (http://j2-recs.livejournal.com/tag/woos%20the%20other)tag on j2_recs. They have tons of good fics on this trope (some of which I recommended)
Okay so before I start I want to apologize for the way the links look below! I can't get my computer to function properly and thus I can't log in or make them nice : / Anyhow, I hope that you find what you're looking for! Here we go:
J2
1) Honey Flower, Apple and Lime Summary: The year is 1855. Jensen is the scion of a wealthy Dallas family, heir to a ranching empire that stretches across the American Southwest. Until now, he has led a life of carefree abandon, charming his way into boudoirs and out of entanglements by dint of his silver-tongued wit. After his father's sudden death, Jensen is sent to London by his stepmother to acquire a wife during the Season. Threatened with disinheritance should he make an unsuitable match, he arrives on the doorstep of his friend Welling's household prepared—reluctantly—to do his duty. Everything changes, however, when he lays eyes upon the Wellings' newest footman. Padalecki is tall, strong, intelligent and beautiful—everything Jensen admires in a man. From the moment they meet, Jensen is willing to risk everything to gain the gorgeous Texan's love. But Padalecki wants nothing to do with Jensen ... or does he? Notes: This fic is by far the CUTEST thing I have ever read! It comes in two parts and both are complete. Link: http://archiveofourown.org/works/666581/chapters/1217404
2) Blush & Bashful Summary: Jensen's new favorite hobby is making the bookstore clerk blush. Link: http://tipsy-kitty.livejournal.com/20831.html
3) Hearthstone Summary: Jensen lives alone in the small town where he grew up, dividing his time between the bookstore he runs (with no customers), the bar he half-owns (but doesn't run) and the big, expensive dream house (that he bought with money he doesn't know what to do with). He lives quietly at the edge of the circle of friends he went to school with, and avoids everybody else -- until the new guy in town crashes a bike in front of Jensen's store and wedges himself into Jensen's world. Notes: I also recommend the podfic by exmanhater! Link: http://mollyamory.livejournal.com/40920.html
4) I've Made Up Your Mind Summary: Jensen’s a mechanic who leads a relatively quiet life, Jared's a photographer who doesn't take "No" for an answer. When Jared comes into Jensen's garage with a car that doesn’t have anything wrong with it--three times--Jensen finally gets a clue and asks Jared out. But when Jensen has to cancel the date, he finds out Jared’s not so easily deterred. Link: http://nyxocity.livejournal.com/175452.html
Wincest
1) Apocalypse Maybe Summary: Dean's acting weird, and Sam's not sure they stopped the Apocalypse. And then they go to Disney world. Notes: I believe that this one is now f-locked Link: http://aggybird.livejournal.com/93779.html
2) I Would Love to Have The Sex With You Summary: Sam keeps trying to woo Dean and Dean doesn't notice the difference. Link: http://longsufferingly.livejournal.com/108604.html
3) Say It's Possible Summary: Sam thought screwing around with Dean would be easy - he was finally getting what he wanted, and if Dean didn't feel the same way? Well, that didn't matter. He'd play his part and everything would be fine. Except Dean seems dead set on messing with his head, and Sam isn't so sure this was worth all the trouble, after all. Link: http://vicious-trade.livejournal.com/2658.html
4) A Bit of a Pickle Summary: Dean Winchester is trying to woo his brother. Things are not going well. Links: http://infatuated-ink.livejournal.com/35660.html
5) An Idiot's Guide to Saving the World and Wooing Sam Summary: Sometimes Dean really manages to amaze himself. He’s pretty awesome, actually, and that’s a fact. Trying saving the world and wooing Sam is not easy. But he manages. He’s a good multi-tasker. Ask anyone. Links: http://archiveofourown.org/works/235094