Dean has always loved Sam. Dean loved Sam before he even saw him. He loved Sam the moment his mother said she was pregnant. Dean loved Sam every time he pressed his ear to his mother's growing belly and felt Sam kicking against his cheek. Dean even loved Sam when he carried him out of the burning room, but his mother didn't make it.
Dean loved Sam when they were growing up. He loved Sam when their father's grief at losing his wife turned into rage against Sam and favoritism of Dean, though some might say that Dean was in the worse position. Dean loved Sam when Sam needed his protection. And Dean even loved Sam when Sam began to love Dean too much. Dean loved Sam so much that he allowed himself to love Sam too much as well, so there would never be anything he denied to Sam.
Dean loved Sam when he was trying to protect Dean, even if it was by denying him because he thought Dean didn't feel the same way. Stupid Boy. But Dean loved Sam even more when he allowed Dean in, believing that maybe, just maybe, Dean really did feel the same way about him. Dean loved Sam when Sam wasn't afraid to touch him. It made him happy to know that Sam wanted him and was relaxed around him.
Dean loved Sam when he was desperate; when he had to have Dean now, no matter what. Dean loved Sam when their father caught them doing things that are forbidden between brothers, and raged against them both. Dean loved Sam the first time he saw Sam get truly angry, although the raw power in his eyes frightened Dean a little. Dean even loved Sam when their father lay dead on their bedroom floor, three bullets in his chest, and Sam only suffered a wound to the shoulder and the tears streaming down his face. Dean loved Sam even more when Sam noticed that Dean was shot in the leg and his tears dried immediately so he could make sure Dean was alright.
Dean loved Sam when they were adults. Dean loved Sam while they were hunting. He loved when Sam was covered in blood and gore because he looked like an avenging angel, even though he knew that was the furthest thing from the truth. He even loved Sam when he pushed that gore against Dean's body because he couldn't even leave Dean for long enough to take a shower until he assured himself that they were both still alive. Angel of Death. It was like making love to an angel of Death.
Dean loved Sam when he was being stupid. He even loved Sam when he left Dean for Lucifer. He loved Sam every day that Sam was down there with Lucifer, even though Dean tortured himself by Sam had forgotten all about him. Dean loved Sam the most when he came back, back to Dean's arms, begging for a forgiveness that was not needed; Dean had only ever wanted Sam's happiness.
Dean loved Sam as they grew older. He loved Sam as he got antsier and antsier, barely able to stay in one place long enough to finish a job. Dean loved Sam enough to be his rock when he confessed that he was worried about Lucifer coming back for him. Dean loved Sam when he admitted to being afraid for Dean. Dean loved Sam even more when he was 'selfish' enough to admit to being worried for himself as well.
Dean loved Sam on the last day. He loved Sam as Sam lay dying, Hell Hounds circling him, sniffing at his corpse. Dean loved Sam as Lucifer turned his fury on him, not satisfied with just the life of the brother who left him, but also the brother who stole Sam away from him.
Dean loves Sam. He loves Sam now as they wait in the gray area before the afterlife. Dean especially loves Sam as they both watch Castiel stride towards them to deliver God's judgment, a small smile tugging at his lips.
And as for Sam- Sam loves Dean too.