They’ve been together for more than 15 years and Dean never bottomed. Not once. Sam has asked a few times but Dean always said no. Sam never minded that much though, because Dean is a geat top, and yeah, Sam loves to be fucked. Loves to be stretched wide open by a big cock, and Dean’s really big. Hell, he’s the big brother in more than one way.
Which is why Sam can’t believe it when Dean comes to him one day and tells him he wants to try.
"Yes," Dean says and he’s blushing but his voice is strong. "I mean… I love to fuck you more than anything but you always look like you’re about to break apart when I’m inside you and I want to. You know, to know how it feels."
Sam’s more than willing to try, even if he’s also a bit worried of not being able to satisfy his brother due to his inexperience on top. Dean takes the lead though, and he rides him reverse cowgirl style. His cock is only half hard when Sam takes it in his hand but he doesn’t take long to get fully hard and Dean comes a minute or two later.
"Fuck, Sammy," he moans, clenching around Sam as he empties inside of him.
They stay like this for a moment, then Sam’s softening cock slips out of Dean.
"Fuck, I can feel your come leaking out of me," Dean says frowning. "That’s weird."
"I like it."
Dean shrugs. “Heh, I like it too.”
"So… Did you like it? Bottoming, I mean."
"It was… Different. I don’t know, we’ll have to do it again. But dude, I’ve never come this hard. Like, whoa. Intense shit. What about you? I mean, first time on top. You lasted longer than I thought you would."
Sam pulls his brother against his side and wraps his arm around him. “It was good. Like it better when you fuck me though.”
"Don’t worry, you’ll always be my bitch."
And maybe it’s fucked up, but that’s the most lovely thing Dean could have said to him.