If you don't mind a self-rec, Jensen's pretty happy (most of the time) in :

Wonderful Inventions (http://tcs1121.livejournal.com/22018.html)

There is some angst and somewhat serious issues do come up but, overall, Jensen loves his life.

Thanks. I'll take a look.

Happy or at least non-angsty/slightly worried Dean

• Infrangible Road http://ddayspring.livejournal.com/26140.html

• The Gift http://weesta.livejournal.com/878814.html

• Of Terminators & Training Wheels http://girlyghoul70.livejournal.com/24048.html

• Brother Mine http://etrixiswriting.livejournal.com/52273.html

Happy Jensen

• Yes Sir (I Don't Mean Maybe) http://hkath.livejournal.com/559363.html

• The Courtship Of Jensen's Co-Star http://the8threalm.livejournal.com/28511.html

• I'm Showing You How Epic We Would Be http://deansgirl369.livejournal.com/27542.html

Thanks so much.

Apple Pie and Chevrolet by Swellison. Sentinel crossover. Some Dean/OFC.
Summary: Jim Ellison and Dean Winchester meet at Cashmere's Apple Harvest Festival when they're both asked to judge the apple pie contest. Story takes place October 2003, post-TSBS and 2 years pre-Supernatural's first season.

https://www.fanfiction.net/s/7545127/1/Apple-Pie-and-Chevrolet

Thanks.