This is a request I did for the amazing @strawberry-caffeine -- she’s been so kind to me and it was an absolute joy to do this request!
A few things: With the length of the request, while I still included friendship matchups, I decided not to write out descriptions/explanations along with them. To (hopefully) make up for that, I put the #1 friendship choice in BOLD CAPITAL LETTERS with two other bonus characters I think you’d be good friends with in regular bold type (except for the Harry Potter: Marauders era because there aren’t many choices haha). I hope this is okay!!
Here we go!
--Supernatural--
I romantically pair you with…
JACK KLINE
You’re good at hyping your friends up? Please give this boy all the hype in the world -- he needs it.
Seriously though, one (out of many) of the reasons Jack loves you so, so much is how you’re able to talk him out of a slump. His constant doubts and insecurities regarding his identity plague him often, and the fact that you’re willing to both listen to him pour his heart out and still find a way to reassure him means the world.
Jack’s also still getting the hang of the whole “talking” thing, so you helping him along when a lull in the conversation arrives makes him feel supported.
Not only does your helpful nature benefit Jack, but it’s also one of his favorite traits of yours! He believes in a kind, just world and consistently seeing that from you never fails to bring a bright smile to his face.
Whenever you bottle up your feelings, however, Jack is admittedly at a loss at first. Though it would take patience, turning these moments into teaching opportunities will help him become more in tune with emotions over time.
During these moments, all he wants to do is help -- even before he really understands what’s going on. He’ll ask you what you need and rush to assist in any way he can. He hates seeing you hurt, it’s as simple as that.
Jack loves being around you because he learns so much, and you’re just as eager to teach him. Together, you learn to appreciate the little things in life because you both bring such different perspectives to the world.
Overall, the kindness you show Jack from the beginning is what drives your relationship, and he makes it his goal to make sure you know how loved and appreciated you are in return.
As a friend, I think you’d best be matched with…
CASTIEL, Garth Fitzgerald IV, Charlie Bradbury
--Harry Potter--
In the Golden Trio era, I romantically pair you with…
NEVILLE LONGBOTTOM
Honestly, Neville’s insecurities may make him feel a little intimidated by you at first. Thoughts like, “How could someone as friendly, energetic, and spontaneous as her ever love me of all people?” are pretty common in the early stages of your relationship.
Of course, you help Neville understand fairly quickly that you aren’t going anywhere. Because you’re so good at reading and interpreting emotions, you’re able to assist him with addressing these doubts head-on. These personal conversations are what truly solidify your trust in one another and serve as the strong foundations of a powerful bond.
Also, Neville really appreciates your ability to keep a conversation going. He sometimes struggles with this himself, but he’s relieved he doesn’t have to worry about these shortcomings when it comes to you. Talking with you just comes naturally.
While his verbal communication can use some work, Neville is one of the best listeners to have on-hand when it comes to any problems that arise in your life. Someone’s pushing you to your limit? Neville has all the patience in the world to let you rant so you don’t have to bottle up your feelings. Need to talk through solutions to personal issues? He’ll give you his undivided attention while you work your way around to an answer, providing feedback if you ask for it. Feel the need to ramble? Neville will not only listen, but he’ll actually take a genuine interest in whatever it is you’re talking about.
While he otherwise second-guesses all his decisions, Neville surprisingly really enjoys venturing on unplanned, impulsive adventures with you. A favorite for the both of you is exploring areas on the grounds or in nature. You’re usually the one to charge ahead, excitedly talking while Neville hangs back a few steps. He takes in his surroundings, sure, but mostly he’s just watching you and simply feeling happy from the joy you radiate.
Speaking of things you love to do together, gardening is near the top of the list! One of Neville’s deepest passions is botany, and he doesn’t share his knowledge with just anyone. Seeing you take a true interest in your shared garden gives him all the warmest, fuzziest feelings imaginable.
Overall, you’re the one to bring Neville out of his shell, and he’s the one who takes time to listen to you. You bring out the best in each other, and your unbreakable bond makes the two of you fiercely loyal until the end.
As a friend, I think you’d best be matched with…
LUNA LOVEGOOD, Nymphadora Tonks, Molly Weasley
In the Marauders era, I romantically pair you with…
REMUS LUPIN
You want to talk about one of the most understanding and patient individuals out there? It’s this one.
While Remus isn’t always keen on discussing his own emotions, he is very astute when it comes to sensing the well-being of others. Whether you’re burnt out, overwhelmed, on the verge of a breakdown or something bad just happened to happen to you that day, he knows.
Having people like James and Sirius as friends has taught him both how to tune in to the ramblings of a hyper person as well as how to utilize selective hearing. Remus realizes that he never wants to use that second skill with you. Unlike his friends (who he loves very much, mind you) he wants to take in everything you tell him.
It’s this active listening that makes Remus an excellent gift giver. A majority of the things he gives you are from offhand comments that you don’t think twice about making in the moment.
One of Remus’s absolute favorite things about you is the way your eyes light up when you talk about something you’re passionate about. He finds this trait so endearing, and it’s an easy way to make him smile.
Caring for you when your thoughts are traveling especially fast becomes second nature to Remus. Whenever he knows that he’ll see you, he always has at least one outlet (pen/paper, alcohol marker, etc.) for you. He’s also more than fine with you drawing something on his hand if you’d like -- he loves watching you work and he also gets to walk away with something that can remind him of you!
Remus also excels in history, reading, and writing, so I can definitely see many conversations between you two that revolve around these subjects. Also, after both of you complete your own essays, I believe proofreading and/or discussing each other’s work would become a habit of yours.
Overall, the shared ability to read and interpret emotions as well as the simple wish to care for one another draw you two together to form the sweetest couple around!
As a friend, I think you’d best be matched with…
LILY EVANS
--Marvel Cinematic Universe--
I romantically pair you with…
PIETRO MAXIMOFF
Pietro was first drawn to how easily you can hold a conversation. He recognized immediately how easy it was to joke around with you once you warmed up (which didn’t take long -- Pietro’s somewhat gifted with the power of easy conversation himself). You both felt comfortable around each other relatively quickly.
Yes, Pietro’s known for his impossibly quick movements, but no one stops to think that this requires impossibly quick thinking. While Pietro has had some time to grab somewhat of a hold on his abilities, he still struggles with thoughts that just move too fast for him. You show him some of your tactics for dealing with this, and it literally changes his life.
Up until that point, your interactions had been mostly fun and rather lighthearted. But helping Pietro in such a thoughtful way and relating to him on a level that no one usually can made him see you in a different life. That’s how he knew he loved you.
This can be a chaotic relationship at times to say the least.
Many of your conversations can hardly be followed because you often build off of each other’s energy. While your quick minds are often on the same page, a third person might not be able to keep up.
Pietro does NOT hesitate when it comes to standing up for you. As soon as he learned about your people-pleasing habit, he took it upon himself to be on guard for anyone who could possibly take advantage of you. While you may find it hard to say no, Pietro has no problem stepping in and telling someone to back off.
You might feel as if he goes a little overboard with this sometimes, telling him that it “wasn’t right to be mean to that person.” He’ll just glance at you, shake his head and start up a lecture (albeit not a harsh one -- he really does care about you!) about asserting personal boundaries.
Pietro and his ego LOVE compliments, so you can expect a welcome reaction to each one you give him.
He’s also a big fan of going on spontaneous trips, discovering different parts of the world side by side.
But he’ll also settle for getting to hold you while you two talk about your day.
Overall, Pietro has no problem matching your energy, and you both want nothing more than to discover the adventures life has to offer together.
As a friend, I think you’d best be matched with…
VISION, Thor, Tony Stark
--Hamilton--
I romantically pair you with…
JOHN LAURENS
John has a lot of respect for someone who manages to include everyone, so it’s no wonder you caught his eye.
First impressions already told him you were friendly and empathetic, but discovering the more energetic and spontaneous side of you? Yep, he was in love.
Both of you have always had a desire to help people, so being able to do that with someone who shares the same passion and energy feels special. You’re more than a couple; you’re a team.
Whenever John’s troubled by what’s going on in the world, it doesn’t take him long to turn to you. He’s one of the most stubborn people alive when it comes to admitting he needs help, but all he knows is that talking to you seems to relieve him of some of that load (please be patient with him!!).
Meanwhile, he knows you have your own ways of coping with racing thoughts so he feels comfortable giving you space when you need it. If what you need is a person to listen, however, he’s there in a heartbeat.
Serious topics aside, you two just know how to have fun! Between your friendly personalities that naturally draw others in and your impulsive natures that (most of the time) lead you to exciting experiences, you make so many mutual friends! Sharing a group of close friends -- surprise, surprise -- brings you and John even closer.
Overall, you and John can always be found by each other’s side when facing whatever comes your way, good or bad.
As a friend, I think you’d best be matched with…
PHILIP HAMILTON, Marquis de Lafayette, Peggy Schuyler













