I recommended this in another post, but for your first request, the West Series, located here, (http://runawaydreamer.livejournal.com/13927.html) is excellent.

Second one…I've got nothing because I just realized that I read your request wrong, but this is still a cute story featuring some shy Jensen, who bakes: The Treat Fairy. (http://bbsock.livejournal.com/1642.html) Maybe you'll like it, even if it doesn't fit your requirements?

Third, I would recommend that you go to bewaretheides15's journal, because most of her Wincest features at least one usage of "baby boy."

Enjoy!

Haha, I'm laughing to myself - I saw your rec for West Series in the other post, reread it (as I'd read it before) and then IMMEDIATELY posted this request. So it's thanks to you and West Series that I'm asking! Thank you!

Any shy!Jensen is good by me! Thanks!

I love bewaretheides15, that's great, I'll head there! Thank you, I didn't expect anyone to have anything for that one!

rockstarpeach has a great series called Blow Me Verse (http://rockstarpeach.livejournal.com/80400.html)that fits #1

Thank you, that's awesome! Love rockstarpeach, but not sure I've read this one, so thank you so much!

For #2:

Choices (http://macbyrne.livejournal.com/60717.html) by macbyrne: "Written for j2_everafter for Lady and the Tramp. Jensen is not a cocker spaniel, Jared is not a mixed breed and sadly, Jeffrey Dean Morgan is definitely not a rotund Italian who feeds dogs spaghetti." (the hooker part is understated but there, and it's a wonderful, wonderful story)
Shipwrecked by Laughter of the Gods (http://cyndrarae.livejournal.com/71881.html) by cyndrarae: "Jared Padalecki had his plan all carefully laid out - Fuck the guy, keep him facing the cameras, then collect the money and run like hell. It was a simple job really. He wasn't too worried. And they were going to pay him so well... Jensen Ackles prided himself for his excellent judgment of truth and character. It had served him well so far, and he had no reasons to doubt otherwise. So when Jensen meets Jared, he thinks he has him all figured out..."
Once Upon a Times and Happily Ever Afters (http://www.sinful-desire.org/archive/viewstory.php?sid=5015) by j2love: "Jensen thought he had everything he wanted - the job and the girl he loved. But a chance encounter with a hazel-eyed hooker makes him question everything about himself and finally realize things that he's known all along."

Not Gonna (http://archiveofourown.org/works/830531) by fantamae isn't particularly long or angsty, but otherwise fits both requests 1 and 3.

These are awesome, thank you! I don't even know where to start! Yay!