Hey! If you don't object to a self-rec; I've a set of 3 fics with Cop!Jensen and one with doctor!Jensen. they fit the rest of your criteria (I mean they have hurt!Jared, Insercure!Jared or upset!Jared...and they're all bottom!Jared with J2 only). The only thing that may put you off? They're all a/b/o.
If you still want to check 'em out, here are the links: Doc!Jensen- A Different Alpha (http://sanshal.livejournal.com/5687.html)- (For this prompt) In an Alpha/Beta/Omega society where omegas can either be rare and cherished, OR considered not as special as alphas, omega!Jared's been burned by an alpha/beta/both before. So before they enter into a physical relationship alpha!Jensen has to show Jared just how precious he is by courting him. I want it to be a slow-burn development between the two of them, with Jensen really earning Jared's trust.
Cop!Jensen- Not All Who Wander Are Lost (http://sanshal.livejournal.com/8372.html) (series): Jared's an omega captured by a human gang and rescued by cop Jensen
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If you still want to check 'em out, here are the links:
Doc!Jensen- A Different Alpha (http://sanshal.livejournal.com/5687.html)- (For this prompt) In an Alpha/Beta/Omega society where omegas can either be rare and cherished, OR considered not as special as alphas, omega!Jared's been burned by an alpha/beta/both before. So before they enter into a physical relationship alpha!Jensen has to show Jared just how precious he is by courting him. I want it to be a slow-burn development between the two of them, with Jensen really earning Jared's trust.
Cop!Jensen- Not All Who Wander Are Lost (http://sanshal.livejournal.com/8372.html) (series): Jared's an omega captured by a human gang and rescued by cop Jensen
Hope this helps!
*hug*