Send me a Ship and I’ll Break Them DOWN
How did they they meet? They have known each other since they were children. TBH they don’t even remember a time not knowing each other.
Who developed romantic feelings first? Tyler. He always thought Caroline was hot tbh, and never minded a bit of high school flirting. But when Caroline started to help Tyler with the transition of being a werewolf, Tyler never had anyone care like that for him. So along the way he got feelings for the mystic falls princess.
Who is their biggest “shipper?” You mean what other character is really rooting for them? I feel like Elena was a big supporter when she realized how happy it made two of her friends, and when she saw the changes in Tyler.
When did they have their first kiss and under what circumstances? Well this is canon and we all know this, lol. But it happened on Caroline’s front porch and Caroline kinda freaked out after.
Who confessed their feelings first? Tyler. He never felt like that about someone. He had liked other girls, had crushes and relationships. But he never met anyone that he could take down the facade his father helped him build up, stop using asshole tendencies to put a wall up.
What was their first official date? So after the night at Elena’s bday and the whole Caroline’s dad being a dickbag thing, Tyler took her out on a proper date. Tyler didn’t really do proper dates, but he waited so long for Caroline and he wanted to treat her how she deserved. It ended up being a disaster. The restaurant he took her too completely fucked up their food to an inedible point, the concert he had planned that was one of Care’s favorite bands ended up getting rained out, and Caroline’s dress ripped on the car door. Tyler was about ready to call it quits but instead Caroline grabbed his hand, drove to an Arby’s. They were starving and ordered like the whole menu, then ate in the bed of his truck, pulled up by the lake. They sat there all night, talking and listening to the truck radio, and drinking warm beer. It was perfect in it’s own little way.
How do they feel about double dates/group dates? Caroline loves group dates. Tyler doesn’t mind them but hates how often Caroline wants to do them. Sometimes he just wants her to himself. Plus like 90% of their group dates are interrupted by supernatural drama.
What do they do in their down time? They are both huge netflix addicts, and will binge watch GOT together while eating take out. They sometimes take day dates out to the lake. Caroline tans and enjoys the sun while Tyler swims laps. He ends up dragging her into the lake where they have splash fights and end up making out.
What was the first meeting of parents as an official couple like? Hahahahahaha. Well they have known each other their whole lives, so they already know each others parents. But their first time meeting them as being a couple ended with Tyler’s mom vervain injecting Caroline, then handing her over to her dad to torture. Then Tyler saved her. So i’d say that went soooooo perfect, yeah.
What was their first fight over and how did they get past it? There first fight was about Tyler’s sire bond before he realized it, and yes they got past it. Ya know, after Tyler bit her and she almost died.
Which one is more easily made jealous? They are both hella jealous people, but Caroline is a bit more Jealous. See: Rebekah the cheerleader.
What is their favourite thing to get to eat? Pizza.
Who’s the cuddly one? What their favourite cuddling position? Caroline is such a cuddler, and they prefer the whole Tyler sitting half up, Caroline curled on his lap. She gets pouty when Tyler stops stroking her hair.
Are they hand holders? Not really, like they are both kinda active people, but when they are standing or sitting still, they always have their hands on each other someway.
How long do they wait before sleeping together for the first time? What’s the circumstances? LOLOLOL, pretty much slept together before they were officially together. They were both horny as hell at a party and Caroline was super jealous of Tyler’s date and compelled her away.
Who tops? It’s a constant battle between them, they both fight for dominance.
What’s the worst first they’ve ever gotten into? hmmm, totally not Klaus related. Nope. Yes it was.
Who does the shopping and the cooking? Caroline. If it was up to Tyler it would be take out and hotpockets.
Which one is more organized and prone to tidiness? Dude, Caroline 100%. Tyler drives her crazy with piles of clothes on the floor and never doing the dishes.
Who proposes? Aww, so I wanna say Tyler, but I have this headcanon that Tyler and Caroline are in a petty fight. Tyler is telling her that he does love her, and he doesn’t understand why ‘this’ is such a big deal. Then Caroline just shouts ‘Then why won’t you marry me?’ by accident, and there is a pause. Then Tyler just grabs her faces and kisses her and tells her he would like nothing more than spending the rest of his life with her.
Do they have joined Bachelor/Bacheloette parties or separate? Totally separately. Caroline tries to plan hers but Bonnie and Elena won’t let her. Tyler just gets drunk at the lake with Matt, Stefan, Jeremy, and Alaric. He lets Damon join because Caroline insists.
Who is the best man/maid of honour? Any other groomsmen or bridesmaids? Tyler’s best man is 100% Matt and it’s adorable. Jeremy and Alaric are also groomsmen. Stefan too, although he’s like Caroline’s man of honor kinda. Elena is Caroline’s maid of honor, and Bonnie and Jo are bridemaids.
Big Ceremony or Small? Small, by the lake because that’s their place. Just their friends and lol they have no family. But beautifully decorated by Caroline. Very casual though, but Caroline’s dress is gorgeous.
Do they have a honeymoon? If so, where? They planned a honeymoon to the Caribbean but supernatural disasters got in the way of course.
Do they have children? How many? They have two girls and boy. Two girls first. Tyler dotes on them and is super protective. He always wanted a boy to teach sports, but to also prove that he would never treat a son the way his father did. They didn’t think they were gonna have any more kids, and the girls were in the 7-9 bracket when Caroline ended up pregnant with their sons.P.S. One of the girls names is Liz, and they boy is Matthew. The other girls name is something classic like Charlotte chosen by Caroline.