You caught him cheating
You stepped into the bar Sam had said Dean was at. You had received several texts from him saying that Dean was getting tipsy and eventually telling you that you should come down. When you opened the door and glanced around, you could now understand Sams worry. Right in the middle of one of the booths sat your boyfriend and some brunette skank, they were a little too close for comfort, in fact it seemed as if they were full on grinding and kissing each other. Un-fallen tears welled in your eyes as you stomped over to Dean. You grabbed the girl by the arm and yanked her out of the booth, her body making a satisfying 'thunk' as she hit the bar floor. Dean looked up at you in bewilderment as the affects of his whiskey were quickly falling off.
"Y/N-" A hand came into contact with his face, it took you a second to realize it was your hand that'd done so, your fingernails had grazed the side of his cheek and had left pink, flushed scratches in their wake. While Sam had hauled the wailing brunette some time ago, more people had formed around you two, eager to watch what would unfold.
"I don't want to hear it Dean! No more excuses!" This hadn't been the first time he's done this to you. Several fights before had been sprouted from you seeing Dean flirt and get other girls numbers, none of them got as close as the bimbo tonight did. You spun around and pushed through the growing crowd towards the exit when a familiar, firm, calloused hand grabbed your arm and forced you back around.
"Y/N, please." His eyes were red from the tears that had previously fallen, from the slap, or the thought of losing you, you did not know. Maybe both, you packed quite a hit. As you looked at his face, your heart clenched painfully.
"2 minutes Dean," You spoke harshly "That's IT." He looked grateful for a second before he regained his pained expression.
"Y/N, I'm a fuck-up, I know that. I tried to tell you that the day you hopped onto the roof of my Impala and asked for a beer. This hasn't been the first time I've screwed up, and it won't be the last. You've stuck around longer than most...And I-I..." Dean slid his hand up your arm to caress your cheek softly. Your heart grew faster as you heard him struggle with his words. Would he finally say those three words? You'd been going out for over a year and he had not once uttered those words. You told yourself and Sam and everyone else that mentioned it that you knew how he felt and didn't need to hear anything from him to prove that. But, the truth was, you doubted how he felt about you. You weren't the most attractive person and you had plenty flaws. What could a guy like Dean want with a girl like you?
"I...Love you Y/N." The crowd around you didn't know your guys story. Plenty booed when they heard those words, not knowing they were the first time he'd uttered them to you. Your lips smashed against his, and when you tasted the faint remains of lip gloss, you almost pulled away. Almost.
A/N: Thanks for those of you that have reviewed and favorited I will be taking down the story from Wattpad because updating on two sites at the same time is difficult. Remember to sign in when you make your request, otherwise I won't make it. Also, keep in mind that these are imagines/one-shots so they won't be very long so when you make a long request I'll have to cut a bunch out.