@heartsmadeofbooks is an expert in the mid-story breakup with angst. You should definitely check out other fics written by her like Clear Skies, In My Place and Loving Arms.

Here are some by other authors. You should also check out our Angst tag. - HKVoyage

Beautiful Mess by WildHurricane

What do you say when your very straight friend tells you he wants to know what it's like to kiss a guy and all you want to say is "kiss me".

Kurt is secretly in love with his best friend Blaine. He's recently figured out he's gay, but hasn't told anyone. Especially not Blaine. Or his girlfriend.

Blaine is confused and in denial about why he wants to kiss Kurt. He's not gay. He has a long line of girlfriends to prove that.

Both are scared what it will do to their friendship if the other finds out.

~~~~~

There From The Start by BlurglesmurfKlaine | @crissmastrees-and-candyklaines

What if Blaine had been the 12th member of the New Directions instead of Matt? (bc lbr he had like two lines the whole season and had zero storylines) Set in Season One canon, same(ish?) storyline, but with Blaine and Klaine. Not too sure what I’ll change yet ;) Football Player!Blaine

~~~~~

One night in Vegas. by MrsCriss2012

AU Kurt and Blaine meet on a drunken night out in Vegas. But what the hell happened?

*This fic is my indulgence, it is not supposed to be realistic so please allow for fanciful notions and legal inaccuracies! Warning for Blaine dealing with depression, so if that triggers any of you then be aware. I should also mention that Finn's death will be mentioned, though it has already happened before the story starts.*

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If I Could Use Your Love by raeofultraviolet

Blaine Anderson is an incredibly talented musician living in Los Angeles and trying to make a name for himself. He is also incredibly shy and can't assert himself enough to get in the limelight. When a chance meeting with Kurt Hummel, a famous actor, opens up an opportunity for him, how can he say no? The only problem is, it requires the two of them to lie to everyone around them.

~~~~~

Underneath by @little-escapist

In addition to the fics listed below, I suggest you browse our shy!Blaine and Homeless!Blaine tags. Kurt is usually very sweet in these fics. - HKVoyage

Crema Verse by @twobirdsonesong

Kurt’s just landed a job at Vogue as Carrie Bradshaw’s assistant. One of his tasks is to bring her coffee in the morning. Enter Blaine, the barista. This is the story of how they change each other’s lives.

~~~~~

The Most Beautiful Man by WildHurricane

AU where Blaine is a freshman at college. One day in the library he notices the most beautiful man he has ever seen. He can’t take his eyes away from him, but he’s too shy to walk up and say hello. But even if he wasn’t, there is no way someone like Blaine could catch the attention of someone like the beautiful man. Or?

~~~~~

Syrup and Honey by @heartsmadeofbooks

Kurt Hummel is 25 years old when he finds himself being the owner of the bakery he had been dreaming about his whole life, just in time to sweeten up Blaine Anderson's days.

~~~~~

Friends in Low Places by @esperantoauthor

When Kurt Hummel meets Blaine Anderson in the McKinley High School dumpster, he finds himself hopelessly captivated by the mystery of the snarky loner whose only companion is a pair of chunky black headphones. Who is Blaine? Is he the troublemaker, getting suspended for fighting? Is he sleeping with the school nurse? Is he Batman? Or is he just another boy who's been dealt a raw hand, trying his best to make it through high school? Kurt is determined to find out.

~~~~~

Camp Cardigan verse by @tonks42

AU Klaine. During the summer between his junior and senior years, Kurt returns to camp as a Junior Counselor. His plans for having his best summer ever change when Kurt becomes a friend and mentor to a hurting new guy, Blaine.

~~~~~

If I Could Use Your Love by raeofultraviolet

In addition to the Badboy!Blaine tag, I suggest you browse the Famous!Blaine, Soulmate!Klaine, and shy!Blaine tags. These are tropes where Kurt usually has a better understanding of Kurt. I’m listing a few below that I think might work for you. - HKVoyage

The Seduction by @hkvoyage

Venetian Blaine arrives at Carnival’s masquerade ball, looking for his next conquest. His reputation as a lover is legendary, and no one can resist him. Virgin Kurt captures his attention, but seducing him will require careful planning. As they spend time together, will Blaine be able to carry out his plan successfully? A historical Klaine AU set in 18th-century Venice.

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To Live in the Shadow by icedintheveins

AU. Blaine is an A-list movie star being destroyed by fame. Kurt is hired as his stylist. Over time, these two begin to heal each other, but not without a good amount of obstacles. Multi-chap. Klaine.

~~~~~

The Simple Life by @seeroftodayandtomorrow

What if your soulmate is the one person you can't allow yourself to love?

~~~~~

If I Could Use Your Love by raeofultraviolet

Is There a Twelve Step Just For You? by TheNameIsBritney

“He was still the same short, nerdy Blaine Anderson he’d always been. An easy target for school bullies everywhere. Kurt was the popular co-captain of the Cheerio’s, looking down on his kingdom like a fair but firm ruler. No one was on his level, certainly not a peasant like Blaine.”

Or Blaine tries to tell Kurt that he has a crush on him but accidentally ends up asking for a makeover instead. Oh, dear.

~~~~~

I Can See Clearly Now by ItsNotEasyBeingQueen

Popular!Kurt helps Nerd!Blaine after an unusual incident involving a slushie and two bullies. Based on a Tumblr prompt. All fluff all the time.

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Crema verse by @twobirdsonesong

Kurt’s just landed a job at Vogue as Carrie Bradshaw’s assistant. One of his tasks is to bring her coffee in the morning.  Enter Blaine, the barista. This is the story of how they change each other’s lives.

~~~~~

If I Could Use Your Love by raeofultraviolet

Blaine Anderson is an incredibly talented musician living in Los Angeles and trying to make a name for himself. He is also incredibly shy and can’t assert himself enough to get in the limelight. When a chance meeting with Kurt Hummel, a famous actor, opens up an opportunity for him, how can he say no? The only problem is, it requires the two of them to lie to everyone around them.

~~~~~

The Most Beautiful Man by WildHurricane

AU where Blaine is a freshman at college. One day in the library he notices the most beautiful man he has ever seen. He can’t take his eyes away from him, but he’s too shy to walk up and say hello. But even if he wasn’t, there is no way someone like Blaine could catch the attention of someone like the beautiful man. Or?

~~~~~

Glowing in the Dark by @xxxraquelita

Sight is a funny thing. It’s taken for granted so much of the time, and people never realize how much they rely on it until it’s gone. At least, Blaine knew that was true for him.

~~~~~

Syrup and Honey by LauGS

AU!Klaine. Kurt Hummel is 25 years old when he finds himself being the owner of the bakery he had been dreaming about his whole life, just in time to sweeten up Blaine Anderson’s days.

Here are 16 fic Klaine fic recs that feature shy!Blaine. - HKVoyage

Crema verse by @twobirdsonesong

Kurt’s just landed a job at Vogue as Carrie Bradshaw’s assistant. One of his tasks is to bring her coffee in the morning.  Enter Blaine, the barista. This is the story of how they change each other’s lives.

~~~~~

If I Could Use Your Love by raeofultraviolet 

Blaine Anderson is an incredibly talented musician living in Los Angeles and trying to make a name for himself. He is also incredibly shy and can’t assert himself enough to get in the limelight. When a chance meeting with Kurt Hummel, a famous actor, opens up an opportunity for him, how can he say no? The only problem is, it requires the two of them to lie to everyone around them.

~~~~~

In My Place by LauGS

Blaine has always been shy and introverted, so after his father dies, he looks for comfort in his childhood dream - owning a book store. But then Kurt Hummel walks into his life, turning his dream into a complicated affair. Klaine AU.

~~~~~

One night in Vegas by MrsCriss2012

AU. Kurt and Blaine meet one night in Vegas. But what the hell happened! 

~~~~~

Things I Cannot Change by beautifulwhatsyourhurry

Kurt begins his junior year at McKinley, fully prepared for something better than the torment he has suffered as an underclassman. However, when he befriends Blaine Anderson, a shy transfer student, he might not be able to handle everything God throws at him.

One-shot in verse: Sins of the Flesh

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A Potentiality for Corruption: The Debauchery of Blaine Anderson by youmovedmekurt

A series of one-shots in which a shy, blushing, stumbling virgin named Blaine meets the experienced (aka: slutty) Kurt Hummel, who is determined not to let that ass go to waste.

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Since I Met You (I’ve Never Been Good with Words) by etextraordinary

Blaine is a great Kindergarten teacher, but he happens to be very shy when it comes to adults. His best friend Sam and his longtime girlfriend, Mercedes, set him up on a date with her best friend, Kurt. This is the story of their relationship and the struggles they encounter during the first school year they are together!

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The Most Beautiful Man by WildHurricane

AU where Blaine is a freshman at college. One day in the library he notices the most beautiful man he has ever seen. He can’t take his eyes away from him, but he’s too shy to walk up and say hello. But even if he wasn’t, there is no way someone like Blaine could catch the attention of someone like the beautiful man. Or?

~~~~~

Love is on the Menu by lostinfictionalworlds

Blaine Anderson’s older brother, Cooper, owns a popular LA restaurant. One night, when Blaine agrees to work overtime for Cooper, he meets a new employee named Finn…and Finn’s brother; and slowly Blaine starts to break out of his shell and the barriers he has had around himself come down.

~~~~~

Sweet Little Angels by GleekOutKlaine

Kurt’s mother dies…and Burt is in desperate need of a babysitter, he runs into “The Hudson Day Care Centre” and meets the sweet loving Carole. Kurt hasn’t said a word since his mother died. Could it be fate when young Kurt meets a shy Blaine Anderson?

~~~~~

No Envy No Fear by neaf

Everybody already knows what they are before their marking day. You’re a Dom, or you’re a Sub, and it’s pretty easy to figure out which one you are once puberty hits and the hormones kick in.

But when Kurt Hummel is marked a Dom on his sixteenth birthday, nobody believes it. The jocks (all Doms themselves), irritated that they have no power over him, decide to make his life a living hell. But, Kurt figures, that’s just high school. It doesn’t change anything.

The only problem is, one of the jocks is a boy he doesn’t know. A boy he never sees, shy and hidden behind the others in a sea of letterman jackets.

Blaine Anderson is a Sub, but nobody knows it.

And he was just fine keeping it that way, until he saw Kurt Hummel.

~~~~~

Cheesecake, Computers and Cute Customers by @notthetoothfairy

NYC/College AU: When shy nerd!Blaine approaches his crush - snarky skank!Kurt working in IT - things go a little wrong at first. Warnings for fluff and cheese(cake). ;)

~~~~~

Be My Best Friend by Keitorin Asthore

Eight year old Blaine was really hoping he would find a best friend when he went to football day camp. He just didn’t expect it would be the shy little boy hiding in the equipment shed. Baby!Klaine. Oneshot. COMPLETE.

~~~~~

Sing The Words, But Don’t Know What It Means by SpookyClaire [PDF]

After Blaine’s transfer to Dalton after Sadie Hawkins, he is thrown into a world of friendly boys and people willing to be his friend. But his shyness always prevents him from making friends…and he really wants to make friends with a certain sophomore big-man-on-campus Kurt Hummel.

~~~~~

The Tender Heart by Cleverboots

A short story about understanding between Kurt and his shy boyfriend.

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The Symphony Verse by shandyall

Here are some pretty great fics, but I think that Kurt is a little older in them. - If anyone knows of fics where Kurt is a little younger, please let us know. - HKVoyage

If I Could Use Your Love by raeofultraviolet

Blaine Anderson is an incredibly talented musician living in Los Angeles and trying to make a name for himself. He is also incredibly shy and can't assert himself enough to get in the limelight. When a chance meeting with Kurt Hummel, a famous actor, opens up an opportunity for him, how can he say no? The only problem is, it requires the two of them to lie to everyone around them.

~~~~~

Serenade My Heart by MrsCriss2012

Kurt Hummel is a hugely successful actor, who suddenly finds himself having to take care of three small children. Blaine Anderson is a struggling musician, hired to teach piano. Only, Blaine has never taught piano before, and Kurt has never had to be a parent before. It's a voyage of discovery for all of them.

~~~~~

Don't You Want Me by Quixoticity

Blaine Anderson's plans of a life spent performing were derailed in his senior year, and he had to compromise on everything he'd dreamed of - except love.

Kurt Hummel, haughty and aloof Broadway darling, was forced to come back to Ohio where there was nothing left for him but painful memories - until he noticed a pair of fine eyes.

(Pride & Prejudice inspired, but set in present day)

Note: Part 1 of Don't You Want Me series

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Floorshow by neaf

You definitely should check out our Badboy!Blaine and  Straight!Blaine tags. You are pretty much guaranteed that badboy!Blaine has a heart of gold or straight!Blaine isn’t as straight as he had thought.

HERE is a post I made recently about fics with Blaine dealing with drug or alcohol addiction. There are definitely transitions in those. Below are fic recs in various tropes where Blaine goes through a transformation. - HKVoyage

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Fire With Fire by mmerainbows

Badboy!Blaine (S2/3 AU) William McKinley High School has its jocks, its geeks, its preps, and its skanks. It also has the one kid even the bullies stay out of the way for - Blaine Anderson. No one crosses him, and Kurt knows to keep out of his way and do what he wants, whether that’s supplying Blaine with a pencil for French class when it’s demanded of him, or just staying quiet.

~~~~~

I've Been Looking for You Forever by Chloe Winchester

AU Blaine Anderson is cruel, hard, unforgiving and abused, and the only thing that brings light to his life is a boy that can't even see it. BadBoy!Blaine Blind!Kurt written for Warblerinfections. M for language, SC and violence.

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Sideways by CrissColferL0ve  

Blaine is the most popular kid at school, he’s also a bully. Kurt is the new kid and the victim of the football team, but bullying somebody doesn’t necessarily mean you won’t end up liking them, even if you try your best not to.

Sequel: Anywhere But Here

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Beautiful Mess by WildHurricane

What do you say when your very straight friend tells you he wants to know what it’s like to kiss a guy and all you want to say is “kiss me”. Kurt is secretly in love with his best friend Blaine. He’s recently figured out he’s gay, but hasn’t told anyone. Especially not Blaine. Or his girlfriend. Blaine is confused and in denial about why he wants to kiss Kurt. He’s not gay. He has a long line of girlfriends to prove that. Both are scared what it will do to their friendship if the other finds out.

~~~~~

If I Could Use Your Love by raeofultraviolet 

Blaine Anderson is an incredibly talented musician living in Los Angeles and trying to make a name for himself. He is also incredibly shy and can’t assert himself enough to get in the limelight. When a chance meeting with Kurt Hummel, a famous actor, opens up an opportunity for him, how can he say no? The only problem is, it requires the two of them to lie to everyone around them.

~~~~~

Syrup and Honey by LauGS 

AU!Klaine. Kurt Hummel is 25 years old when he finds himself being the owner of the bakery he had been dreaming about his whole life, just in time to sweeten up Blaine Anderson’s days.

~~~~~

Butterfly Wings by @hkvoyage 

There are loads of fics where Kurt and Blaine break up or have a massive fight in the middle. Here are a few of that I recommend.

Readers, please share your favorite ones with us.

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Syrup and Honey by LauGS (@heartsmadeofbooks)

AU!Klaine. Kurt Hummel is 25 years old when he finds himself being the owner of the bakery he had been dreaming about his whole life, just in time to sweeten up Blaine Anderson’s days.

~~~~~

Loving Arms by LauGS (@heartsmadeofbooks)

Desperate times call for desperate measures. When Blaine's heart gets broken again just before he was supposed to introduce his boyfriend to his entire family, he is too humiliated to show up alone at the Andersons' doorstep. Cue Kurt Hummel, a beautiful prostitute with nothing left to lose and a farce that will change their lives.

~~~~~

One night in Vegas. by MrsCriss2012

AU Kurt and Blaine meet on a drunken night out in Vegas. But what the hell happened?

~~~~~

Beautiful Mess by WildHurricane

What do you say when your very straight friend tells you he wants to know what it's like to kiss a guy and all you want to say is "kiss me".Kurt is secretly in love with his best friend Blaine. He's recently figured out he's gay, but hasn't told anyone. Especially not Blaine. Or his girlfriend.Blaine is confused and in denial about why he wants to kiss Kurt. He's not gay. He has a long line of girlfriends to prove that.Both are scared what it will do to their friendship if the other finds out.

Note: This is the first part of a series. 

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Through Different Eyes by @gleeana​

Blaine Anderson-Berry is in love with his big sister's best friend Kurt Hummel. Will Kurt ever see him as more than a little kid?

Note: This is the first part of a series. 

~~~~~

If I Could Use Your Love by raeofultraviolet 

Blaine Anderson is an incredibly talented musician living in Los Angeles and trying to make a name for himself. He is also incredibly shy and can't assert himself enough to get in the limelight. When a chance meeting with Kurt Hummel, a famous actor, opens up an opportunity for him, how can he say no? The only problem is, it requires the two of them to lie to everyone around them.

~~~~~

Happy Reading!