Dean

Dean will kiss you softly at first with his hands on your face but it always gets heated quickly and he takes you to his room, where the kisses aren't so gentle and his hands go everywhere but your face.

Sam

Sam being the moose he is, has to lift you up to kiss you for a long period of time. If it's just a quick kiss he will leave you standing and just lean down but for a longer, more passionate kiss he lifts you up as you wrap your legs around his waist.
Cas

At first you had to lead the kiss for Cas because he was always confused about leading it, but as time went on he learned more about leading your kisses. When Cas kisses you it is most often a sweet innocent kiss, but if he wants to kiss you like the "Pizza Man" he will and those aren't so innocent.