Dean: You and Dean were out at a diner getting some pie. You had been dating for about half a year now. He walked back to the booth with two plates of pie and sat down across from you. You dug into your pie, it was your favorite flavor, Y/F/P. He smiled at you and you looked up. "What?" You asked. "I love you Y/N.." He said, "I love you too, Dean!" You replied happily. And that was your first "I Love You" With Dean.

Sam: Sam and you had been having a few rough patches here and there but things were fine. You had only been together four months, but you were happy. You knew all about his life, He had to tell you so you wouldn't get hurt. You two were in the library of the Bunker doing some research on some mysterious demon omens. You were trying to reach for a book on a higher shelf, But you were to short. Sam laughed and grabbed it for you. "Thanks Moosey babe" You said with a smile. "Your welcome short stack" He mocked. You rolled your eyes and sat at the table and began reading. After about two hours of researching you were almost asleep, It was mid-night. But since Sam was used to pulling all-nighters you stayed up with him. "Find anything?" You asked him, "Not really...You?" "nope!" You replied. You yawned and he walked over to you and picked you up. "Sam! Put me down!" You shouted at him while laughing. "Not until i get my kiss" He pouted, You kissed him on the cheek and he smiled at you as he set you down. "I love you Y/N, I really do!" he said, You blushed and kissed him. "Love you too, Moose!" You replied. And that was the first "I love you" With Sam.

(Ugh...This one's gonna hurt me! CAS IS MINE PEEPS, K?!)

Cas: You and Castiel had only been together about two months. But the thing with Cas was, You felt so close to him, Even if you had only known him for a short time..You felt connected somehow. You were sitting in the back of the impala while Sam and Dean played dress up and interogate. You laid your head on Cas' shoulder and he smiled at you. he moved you so your head was on his lap. He began gently tangling and untangling your long H/C hair. "Y/N, How do you braid?" He asked sweetly. You showed him how and he began braiding your hair in little pieces and un-braiding it too. He was always so gentle with you, He was so sweet. Sometimes for no reason he would get you flowers. Probably because Sam told him that you like flowers. "Y/N, I was talking to Sam and telling him about you...and he said that the strong feelings we share is love. Do you love me? Because i love you, Very..Very much." Cas said. You smiled. "I love you too, Cas! More then you'll ever know." You said smiling. You sat up and kissed him, It started soft and sweet but he pulled you in and deepened the the kiss. Dean knocked on the window and coughed awkwardly. You seperated and blushed. Cas kept his hand on your the entire trip back to the motel. And that was the first "I Love You" From Cas.

(Enjoy! :D Oh ye, Cas is mine...No. Touching! KK? Thanks! :p)