I don't have a rec, sorry, but I had to comment on your icon. It's from the Cat Tarot, right? I had that deck in high school and it's my all-time favorite Tarot deck! The artwork is amazing!

Carry On by Gila
http://gila.faking-sanity.net/spn/spn-carryon.html

(PG-13) Jensen asks Jared out on a date. Then he finds out Jared has other ideas.

Wolfe

Breathing in the Space You've Come to Inhabit (http://annkiri.livejournal.com/210126.html) by annkiri is very well written and has some excellent pining!Jensen. It has a companion piece, too, from Jared's POV - A Breath Away From Where We Are (http://annkiri.livejournal.com/117177.html).

I second that ^___^

Here are a few that come to mind:
Maple Syrup (http://akintay.livejournal.com/37003.html)
A Season for Misunderstandings (http://jeddy83.livejournal.com/49369.html)
Never Been Called a Lovely Person (http://with-a-kay.livejournal.com/38548.html)
Watch as we fall (http://pocketfullof.livejournal.com/253971.html)
Once Upon a Time (http://carlie-clarks.livejournal.com/3991.html)

I just finished listening to Juice817's amazing audiobook of "Can't point the way to your heart" by Belyste. It's an AU and really cute and funny! Can't rec it enough :)

Summary: AU in the vein of movies like Hitch - Jensen's an unofficial advice guru, and Jared's his latest project. Except while Jensen's supposed to be helping Jared end up with the woman of his dreams, he falls for him instead.

audio: http://community.livejournal.com/audio_by_juice/11223.html
text: http://belyste.livejournal.com/15726.html

I can't believe I missed this! I go through all posts to this site looking for new fics to read, then about ten minutes ago I sent in a post looking for either of the boys being totally oblivious and the other one pining away, I just can't believe I didn't see this in my inbox, I must have been really zoned out when I read it!

I wrote one of these a while ago. It's non-AU post-SPN J2. Parts run Adult thorugh NC-17. It was hosted on an non-LJ site but I recently re-posted it on LJ here (http://squeakysnow.livejournal.com/14956.html). It starts with "Gold Brick (http://squeakysnow.livejournal.com/14696.html)".