Request: You are a part of 'normal' society and dating them (obviously they are outlaws) so you both have to sneak around to be together. Eventually your parents and their gang find out about it and they are not happy about the relationship.
Arthur-
Arthur knew that he should've known better, he shouldn't have let himself fall for you because your lives just weren't compatible. He had even warned you on one night that you spent together that his life was dangerous and that he probably wouldn't even reach old age, but you didn't care because you wanted to be with him despite your very different lifestyles. You usually met of a night, sneaking out and meeting him outside where he would help you onto his horse before riding off. Both of you cherished the time you spent together. But both of you knew that it couldn't go anywhere, your lifestyles were just too different. You didn't want him to give up his life and he didn't want you to give up your life either, he didn't want to drag you into the life of an outlaw. Even though you both knew this you couldn't stay away from each other, you loved each other, of course you couldn't be kept apart.
Eventually it happened. Your family and his gang found out about you both, and all of them showed up on one of your dates. Arthur knew this day would come, where you would realise that you had to go home and that he wasn't the man that you really wanted. But of course he was the man you wanted, you loved him and you were ready to start a life with him. Maybe it was the pressure of having all those eyes on you both or maybe it was Arthur finally coming to his senses, but he looked at you and he knew that he would be happy retiring and settling down with you. "How about that little farm we talked about?" he smiled at you and you use every drop of will power to not kiss him right then and there. That night you ran away with Arthur Morgan, and you never regretted it once.
Dutch-
Dutch liked you as soon as he saw you and you would admit that he made an excellent first impression, but you weren't as easily lured in by his charms as other might have been. But before you knew it you were meeting Dutch once a week, then every other day. You would sneak out of your house and meet him outside, where he would take your hand and take you out like the perfect gentlemen, making you feel more special than anyone had done before. He had mentioned the gang and you knew exactly what he did for a living but he never suggested that you joined them, he didn't want to pressure you into abandoning your life. He found himself wanting to ask you to join them more and more as he began to fall in love with you, at this point you were just waiting for him to ask you to join them because you knew that you would say yes.
Eventually it happened. Your family and his gang found out about you both, and your parents showed up at one of your dates. You had to make the decision right then and there, but you had already made that decision a while ago, you just prayed that he would ask you the question you had been waiting for. Dutch looked between you and your parents, he knew that he couldn't lose you and he had to at least give you the option. "The choice is yours, my dear. Will you join me at the camp?" Dutch asked, he knew that you loved him but he still expected you to reject him and the outlaw life. But he was more than pleasantly surprised when you accepted his offer. He placed you on his horse before riding off to the camp, genuinely excited to introduce you to the gang.
Micah-
Neither of you were completely sure how you ended up together. Out of all the outlaws you could have dated to disappoint you father, you fell for Micah Bell. You usually met of a night, sneaking out and meeting him outside where he would whisk you away for a night much more thrilling than you would have had with anyone else. He wasn't sweet or romantic but he tried, and sometimes he tried really damn hard. But both of you knew that it couldn't go anywhere, your lifestyles were just too different. You didn't want him to give up his life and he didn't want to ruin yours, he was never convinced that you would be happier with him. When you first told him that you loved him, he just told you to stop it. If you loved him back it would be so much harder to know that he couldn't have you.
Eventually it happened. Your family and his gang found out about you both, and all of them showed up on one of your dates. Micah knew that for once in his life he had to do the right thing, he had to let you go home and never see you again. When he told you that, you nearly hit him, you told him that he was being stupid and that you would much rather be with him than with you parents, you need him in your life. He would demand that you go home and forget about him, but you stood your ground with a smile as you told him that you weren't going anywhere. And in that moment, as he looked down at you, he knew that he couldn't let you go. "I know I'm not a good man, you deserve better, but I want you to be with you" That night, with the audience of your parents, you took Micah's hand and he whisked you off into the night one last time, running away together.
Charles-
Charles was honestly unlike any man you had ever met, above anything he was a kind man. Maybe that's what attracted you to him in the first place. It doesn't matter what attracted you to him, all you knew now was that you were crazy about each other. You were both deeply in love and it hurt both of you that you got to see each other so rarely. You would sneak out of your house of a night and meet him, he would take you for a ride on his horse. He would take you to beautiful places that you've never been before and tell you stories about the gang or tell you about the most fascinating legends. How could you not fall for this man? You were both extremely happy and content when you were together, perhaps that's why neither of you ever talked about the future. You both knew that you would have to give up the life you lived to be with him, but the longer you were with him the easier the decision became to make.
One night you were laying with Charles while he showed you the stars, smiles on both of your faces, but that's when you parents showed up and demanded that you come home and forget about Charles. You both knew that this day would come, but you both still wished that it wouldn't. Charles didn't want to ask you to walk away from your family and your life but he knew that you could make your own choices, so he at least wanted to give you a choice to be with him. "We can make a life together, my love, but I will not make you leave your family" Charles smiled sadly, taking you hand in yours. You smiled at him before turning to your parents, wishing them well before telling Charles that you wanted to be with him. He would waste any time before helping you onto his horse and riding out of sight.
Javier-
Javier was a charming outlaw, exactly the time of man your parents warned you about and told you to stay away from, but how could you stay away from a man like Javier? You wouldn't say that it started off innocent, but neither of you planned to fall for each other. It was meant to be a few fun nights, but soon you were sneaking out of your house to meet him so that he could take you on romantic dates. Before you knew it you had fallen for each other and were both actively avoiding the topic of the future, both of you knew that it couldn't go anywhere, your lifestyles were just too different. You didn't want him to give up his life and he didn't want you to give up yours either, you couldn't do that to each other.
One night you were with Javier, sitting together while he was playing his guitar and making you smile and blush. That's when your parents showed up, and demanded that you come home and never see Javier again. But you knew that you couldn't do that. Javier didn't want to let you go but he didn't want to make you stay with him if you didn't want to. "Mi amor, you can come with me" Javier told you, taking your hands in his and you didn't even need to think about your answer. That's the night you ran away with Javier and met the rest of the gang, leaving your parents far behind you.
Sean-
Sean had your attention from the first time you met him, he was like no one else you had ever met and you knew that you wanted to get to know him a little more, and he knew that he wanted to know you from that first meeting as well. That one night of mutual interest turned into something so much more, you fell for the cheerful and overconfident Irishman fast and he fell for you as well. You would sneak out of your house to meet him and you would have to shush him every time because he would always get excited to see you, you thought it was sweet and it always made you laugh as you rode off to your destination. Your dates with Sean were always fun and had you both laughing together.
Your night of fun fell apart around you when your parents showed up, and you had to make a choice. Sean or your family. You knew that this day would come, you knew that you would have to give one of them up. You couldn't be without Sean anymore so of course you were going to choose him. When Sean realised that you now had to choose between him and your family, he panicked because he loved you and couldn't lose you, he just couldn't watch you walk away and never see you again. "I love you, darlin'. I know I can make ya happy, just come with me" Sean spoke and you could see that he was worried, but you never intended on leaving him behind. You smiled before telling him that you would go with him and that he should have asked sooner.
Hosea-
Hosea was a gentlemen from the very beginning, he was polite and downright charming. Conversation with him was easy and you loved spending time with him, you both hit it off instantly. The more time you spent together, the closer you two became and before you knew it you were getting serious. You were seriously falling for each other, soon enough you were sneaking out of your house to meet him outside. He would tell you stories about his gang while you rode to where ever he was taking you on a date. But both of you knew that it couldn't go anywhere, your lifestyles were just too different. You didn't want him to give up his life and he didn't want you to give up yours either. He loved you but he couldn't ask you to give up everything for him.
During one of your dates your parents found out that you left the house and went looking for you, eventually they found you and they told you that it was either him or them. Of course you were heartbroken that you would have to lose one of them but you knew that you were going to choose Hosea, you would rather run away with him than end up with another man in the future. "My dear, the choice is yours. Just know that there will always be a place for you at the camp" Hosea promised you, taking your hand in his with a reassuring smile. You smiled back at him and told him that you wanted to be with him and that he would always be the choice you made. You said farewell to your parents, he sent them a polite smile and nod before mounting his horse with you and leaving them behind.
Kieran-
You quite liked Kieran from the beginning, he was a little bit shy and awkward but you thought it was sweet. You also thought that it was probably because of the other men he was with were kind of making fun of him every now and again, but you liked him. He would sneak out of the camp (since he wasn't really allowed out on his own) and you would sneak out of your house to meet each other. You would both be out all night, until he took you home and got back to camp before anyone realised that you were missing. The time you spent together was the time you were both the happiest, you loved each other and it always killed you both when you say good bye before the morning came.
But the gang and your family weren't stupid, they both knew that you both had been sneaking out of a night and they had both gone searching for you. They all showed up when you were on a cute little date by a river. The gang lectured Kieran about breaking rules and ordering him to either come back to the camp or to get out of their sight for good. Your family demanded that you come home and never see Kieran again. "I love you Y/N...run away with me...we can be together" Kieran asked you, almost pleading. You smiled and nodded before telling him that you run away with him. So what if Kieran wasn't the type of man your parents wanted you to marry? You loved him and made you happy, so that night you both ran away together and never looked back as you started a life together.
Requests?