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Summary
Dean Winchester and Castiel are not dating.
They’re really not. They just get hungry sometimes - who doesn’t work up an appetite during a hunt? And when they’re both hungry, it’s only reasonable to make a stop. But that’s all it ever is - just a stop on the road, nothing more.
Until one evening, when everything seems to shift; they’re booked in to have dinner at a fancy restaurant together, Dean finds out that Sam’s assumed they’re dating the whole time, and Castiel is walking around shirtless. After a night like that, nothing could ever be the same.- Language:
- English
- Words:
- 4,998
- Chapters:
- 1/1
- Collections:
- 3
- Comments:
- 159
- Kudos:
- 3,943
- Bookmarks:
- 478
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- 29,649
Bookmarked by queercasserole
25 Dec 2025
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Summary
After fourteen years of driving across the country, Dean has finally decided to hang up his keys, settle down, and take over the Singer Auto Shop. Only one more week of driving stands between him and the next chapter of his life.
One problem—Cas doesn’t know yet.
For seven years now, Dean and Cas have been hooking up in the rare times their routes cross each other… and Cas secretly wishes their no-strings-attached arrangement could turn into something more.
While Cas tries to find the words to tell Dean what he really wants, Dean wonders how Cas will fit into his life after he quits driving. Nowhere better to figure it all out than on the open road.
(Inspired by the song "Drive Me, Crazy" by Orville Peck)
- Language:
- English
- Words:
- 36,487
- Chapters:
- 8/8
- Collections:
- 1
- Comments:
- 218
- Kudos:
- 1,022
- Bookmarks:
- 244
- Hits:
- 11,019
Bookmarked by queercasserole
24 Dec 2025
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Since the death of John Winchester, Dean’s come a long way. In the small desert town of Joshua, Dean’s carved a healthy life for himself. He has a home. A business. A dog. He has friends. He even has a… Cas.
Castiel Novak is the name of the long-haul trucker that frequents Joshua’s Desert Rose Truck Stop. They have this… /thing/. They don’t talk about it, but it started when Cas pulled a stranded Dean into the cab of his 18 wheeler and brought him to the Desert rose. Six years later, it hasn’t stopped, this… whatever it was. And it’s great! It’s enough.
Until it isn’t.
When Dean’s brother, Sam, finally moves into the spare bedroom, things change. As long-kept secrets come to light, Dean’s only hope is that things will change for the better.
- Language:
- English
- Words:
- 26,191
- Chapters:
- 5/5
- Collections:
- 3
- Comments:
- 213
- Kudos:
- 876
- Bookmarks:
- 215
- Hits:
- 8,661
Bookmarked by queercasserole
24 Dec 2025
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Summary
Dean knows this dive bar is a little outside of the Outfit's territory, but he's here to drink, not compare dicks with the North Side Gang. It's in the thirties and not sleeting, so that practically counts as summer here in Chicagoland. The Bratva are in town for more negotiations, but Dean's grudgingly decided that most of them are alright. Some of them are a little more alright than others.
It was supposed to be a quiet night.
Series
- Part 5 of South Side Swing
Bookmarked by queercasserole
24 Dec 2025
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Summary
Dean's never been good at dealing with crap when something happens to one of his people. He knows this is how it is, this is the life, and sometimes it's pretty shitty. But that doesn't make it better, with the stink of the hospital in his nose and the short December days in Chicago closing hard and frigid around him.
So if a certain Bratva thinks he's up to fuck right now, he's got another thing coming.
(A timestamp for South Side Swing)
Series
- Part 4 of South Side Swing
- Part 15 of Promptober 2020
Bookmarked by queercasserole
24 Dec 2025
