#!deanother

I return again with a question This may be a stretch but is there any fics where deans in a relationship with a girl and falls in love with cas and runs away w/him or leaves her for him?

No worries, this is not a stretch at all! Dean dating girls before he meets Cas is quite a popular trope in destiel fics. After all, that's canon. Here’s a small collection of such fics previously recced on our blog. I’ve selected fics where relationship with a girl is important to the plot and character development but of course, YMMV. I’ve also added fics with Cas dating a girl, since those are few and far between. And rest assured, there’s no girlfriend bashing in these fics. Sometimes a boy and a girl just don’t work out, right? Enter Destiel. 

I. Fic starts with Dean or Cas being in a relationship with a girl (dating/ engaged/ married)

As We Forgive Those by AlreadyPainfullyGone (unofficially recced here) (Dean/Lisa, engaged)

Cas and Dean’s Infinite Playlist by kkingofthebeach (Dean/Anna, right after the break up)

Freebies and Oak Trees by violue (Dean/Tessa, living together)

It’s Always the End of the World Somewhere by scaramouche (Dean/Bela, dating)

Kind Of A Forever Deal by komodobits (Dean pursues Lisa)

Mr. Know-It-All by baba_writes (Cas/Anna, married)

My Heart Is Beating From Me by enochian things (Cas/Daphne, engaged, season 9)

On Air by wincechesters (Cas/Daphne, dating)

the open sky (is mine tonight) by weatheredlaw (Dean/Anna, engaged)

Painted Angels by winjennster (Dean/Anna, engaged)

Passing Ships by quiettewandering (Dean/Lisa, trying to date)

Peace and Good Luck To All Men by kismetjeska (Dean/Anna, dating)

So Glad We Made It by scaramouche (Cas/Daphne, dating)

Someone I Forgot to Be by mathildamavis (Dean/Lisa, living together)

Stellar (Meet Me In Outer Space) by youaresunlight (Dean/Lisa, dating)

Three Funerals and a Wedding by engaldnwouldfall (Dean/Lisa, Cas/Daphne, dating)

What I Need by xaandria (Dean/Cassie, right after the break up)

Genie in a Bottle by thepopeisdope NEW REC!!!! [NC-17, 30,000 word count] (Dean pursues Lisa)

When Dean finds (okay, steals) a bottle containing a strange, glowing blue substance, he does so thinking it's a cool novelty, at best. It didn't exactly cross his mind that the substance might be a living being, let alone a grumpy, sarcastic, perpetually-underdressed genie waiting for a new master. But now that he has a bona fide genie at his disposal, well-what better chance will he have to help things along with Lisa? Except, things don't always go as expected,

II. Fics where past relationship with a woman is described and has impact on Dean/Cas relationship, woman has either left or died.

Angel Cookies by noxsoulmate (widower, single dad Dean)

As The Sparrow by hubrisandwax (widower Cas)

Asunder by rageprufrock (widower Cas)

Autumn Hollow by shotgunsinlace (widower Cas)

Gargoyles on Motorcycles by mandraco (Dean/Lydia, single dad Dean)

Much More Than A Hunch by gedry (widower, single dad Dean, single dad Cas)

Novaks, Rebooted by violue (previously recced here) (Cas/Amelia, single dad Cas)

Plain and Tall by destielpasta and mtothedestiel (Dean/Lydia, single dad Dean)

This is All Life Really Means by gedry (Cas/Amelia, bad break up)

III. Since the ask is about Dean moving on from dating a girl to dating Cas,  here’s some fics where relationship with the girl doesn’t fit in previous categories but is still important

An Assembly Such As This by unforth (Dean/Charlie, Cas/Anna, both marriage of convenience)

Diners, Drive-Ins, and Dives by cymbalism (Dean stays at Lisa’s, season 5)

Friends and Burgers by justkeeponwriting (Dean misunderstands Cas relationship with Anna)

Nine Times We Met (And One Christmas We Parted) by almaasi (marriage of convenience with Charlie)

Peanut Butter-Pumpkin Wedding Cake by sparseparsley (Dean misunderstands Cas relationship with Anna)

Someone Who’s Feeling For Me by ellispark (season 12 fic, Dean and Cas meet Lisa)

IV. More resources from our blog

for more fics with Dean and Cas being in past/oresent relationships with other people see our Tags Page, under Side Pairings header. Please note that sub headers Cas/Other and Dean/Other also act as tags for lesser used partners or original characters.  

Face Turn by schmerzerling [ @schmerzerling on tumblr] Rating: NC-17 Word Count: 11,500 Summary: Dean Winchester—successful business owner, wrestling enthusiast, and all-around nice guy—is out and proud. Only he doesn’t know it yet. And neither does the newest (hottest) guy this side of bumfuck Kansas.

Humorous and subversive take on what it means to be a closeted comic shop owner in a small, gossipy town. At the beginning of the fic, Dean, in a true disaster Bi fashion, has a mortifying first encounter with a very hot new guy. And it gets only worse after that. But fear not, Dean is a man with a plan, ready to correct his first faulty impressions with the most flamboyant coming out event you will ever read. Enjoy!

If you enjoyed the fic, please drop by the archive (AO3) and let the author know with your comments and/or kudos! And if you found our recs useful, let us know by Liking and/or Reblogging our posts! Sharing is caring <3

Suggested further reading (links go to our reviews, sub recs or rec posts)

Openly Bisexual and Flirty Dean rec list - one of our most popular posts!

Small town rec list - what it says on the tin!

Yellow by Elizabeth1985  - read it for a small town mechanic slash bartender, openly bi Dean trying to score a date with a mysterious new guy

Freebies and Oak Trees by violue Rating: NC-17 Word Count: 32,300 Summary: It’s just a joke. Dean adding Castiel Novak to his “Celebrity Freebie” list is just a joke. Dean has a girlfriend, and besides, it’s not like he’s ever going to meet Castiel, let alone sleep with him. Right?

How hot is Castiel Novak? Hot enough that quietly bisexual Dean jokingly puts him on his list, despite a few raised eyebrows. It’s just fun and games, right? That is until the star of TVs Halo Project ends up in the same bar and Dean’s girlfriend Tessa yells, “You’re on Dean’s Freebie list”. Cue a searing kiss, a jealous girlfriend, a lurking wannabe boyfriend and pretty soon Dean’s life is in chaos. 

You can feel the FML vibe just pouring off poor Dean as he keeps running into Cas and then trying to explain the chance encounters to his girlfriend. Despite the rom com elements, there is a maturity to this story that doesn’t make light of Dean and Tessa’s increasingly conflicted relationship. The author also takes the time for Dean and Cas to transition from surprise dinner partners to close friends and eventually lovers. One of the things I really loved was the call back to supporting characters past and present. From early season favorites like Ash, Jo and Victor to more recent additions like Charlie, Billie, Kelvin and even Ketchup (eh hem, Ketch). And I loved Hannah, Cas’ long-suffering sister, who had one of the best comeback lines in the entire fic - just wait for it!!  The characterizations were spot on, even as the author tipped her hat to a few favorite moments in fandom (Gee Cas, how orange are those boxer briefs!) This was a beautifully constructed feel good story that was simply a delight to read. 

A DCBB 2017 fic

Fanworks inspired by this fanfic at destielfanworks (other fanworks by title)

This is a follower submitted rec and, as such, we cannot guarantee that the tags are 100% accurate. From bulletin #167: 

All Your Lies by Speary [NC-17, 102,500 word count]

recced by spearywritesstuff

When Sam is captured in East Berlin, in the summer of 1953, there is some fear that he’ll be lost to them forever. However, Agent Dean Winchester catches a lucky break. His agency has captured a KGB agent. They’ve negotiated prisoner exchanges before, but only after they had extracted what secrets they could. And Dean has enviable skills when it comes to interrogations. His prisoner, Dmitri Krushnic, though, seems to know too much, and he also seems to be somehow familiar. The more time he spends with the prisoner, the more questions he has, about the past, about what he lost in the war, and about the truth that he wasn’t ready to see.

This is kind of a tough one given that Dean and Meg’s relationship in canon was limited and antagonistic. That said, it seems that time heals all wounds in fandom and Meg is popping up in fics as a neutral to positive character.

Here are a few fics that come to mind with Dean and Meg as friends, or at least not bitter enemies or rivals.

I. Fics with Dean and Meg friendship or more, before they met Cas: 

Astrolabe (coworker)  

The Breath Of All Things (not a friendly nurse in Dean’s hospital),

Dark Side of the Moon (childhood acquaintance)

Kind of a Forever Deal (coworker)

Let This Remain (coworker)

Match Me (fuckbuddies), 

Of Clipped Wings And Chipped Halos (coworker), 

Welcome to Hunters Bros_Comm (online acquaintance)

II. Fics with Cas and Meg friendship or history (more about Meg as Cas friend is here) and Dean gets added to their circle, though not in a threesome sort of way! For polyamory/threesome fics look here!

Cursed or Not

Gravity vs Velocity

The Interview 

Lost to the Flames