Imagine
You and Bailey are leaving the venue of one of his shows and he grabs your hand to help you into the limo with a smile on his face, (see the pic above.)
He follows you into the back of the limo, where you guys end up cuddling for the entire drive back to the hotel and making small talk here and there. The driver puts the limo in park and opens the window to the back seat to see you two close together and sleeping with smiles etched across your faces. He looks at you both for a moment, while he lightly chuckles to himself and that woke Bailey up (pretend he's a light sleeper, idk if he really is or not, lol). Bailey looks at the driver and says with sleep laced in his voice, "are we at the hotel Marty" (the driver). He rubs his eyes and looks at you, to see you asleep on his chest. Marty gets out of the front seat and opens Bailey's door, while quietly telling him that you guys are at the hotel. He looks at you, now asleep in Bailey's arms and says to him "You're a really lucky guy Bailey, don't mess this up, she's a keeper, you know?"
Bailey looks down at you and smiles really big. He quickly looks back at Marty and says " Thanks Marty, trust me I won't mess this up and I plan on making her my wife one day, that is if she'll let me."
He laughs quietly, but quickly stops when he realizes that his laughing caused you to stir in his arms and start to wake up a little bit. He starts to run his fingers through your hair to try and help you to fall back asleep in his arms. He gives Marty a soft smile and says quietly "Maybe if she lets me you can help me surprise her with it or something." He then winks at Marty and tells him "Thank you for getting us back here and out of the venue lot safely, Marty. It means a lot to me and I know that it means a lot to y/n as well. Have a good night and have safe travels back home tonight, man."
Marty tips his hat to Bailey and says "It's my pleasure, Bailey and I'd be happy and honored to help you with surprising her with your proposal one day, if she wants to be your wife, one day."
Bailey gives Marty one last quiet thank you and a soft smile before he starts to walk with you into the lobby of the hotel. He gives Marty a small wave, before turning around completely to face the elevator that will bring you guys up to your floor and then he walks you both down the hallway to your room and sets you on the bed. You stir once again and then open your eyes to see that you are in a hotel room, while still wearing your outfit from the show. You call out Bailey's name and he walks out of the bathroom in his jeans, no shirt, toothbrush in his mouth and carrying a stack of towels in his arms. He looks at you and says "Look at who's awake, my sleeping beauty." He says in a joking tone with a smile on his face. You ask him, how long you out for and he looks at the ceiling for a moment then says around 20 or 25 mins, so basically you had a cat nap. You look at him and laugh, while getting up to get ready for bed. He tries to not join in on your laughter and have toothpaste either come out his nose or go all over the bathroom vanity and counter. He ends up successfully finishing up brushing his teeth without either one happening and quickly starts the water to get in the shower. You get dressed and wait till he's done to brush your own teeth and finally be ready for bed. You both get into bed on your respective sides. Bailey wraps his arms around your waist, pulling you closer to him and to the middle of the bed. He kisses you, then your forehead, wishes you a good night followed by an "I Love You". You smiled at him during all of this and he smiles at you,
when you do the same thing back. You add to your "I Love You" this: "till we're dead and gone", which causes him to smile even bigger than before and kiss you repeatedly and say it back to you. You smile at him and kiss him a few more times before you remind him that you guys have to get up early in the morning and he's going to be grumpy if he doesn't get enough rest (pretend that he's not a morning person, lol).
