~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~
Dean: As expected, this man is very skillful when it comes to having sex. If he was your first time, he would be gentle with you unless you wanted him to go faster or harder. He would save the kinks for later; he would keep it hidden for when you guys get really serious. He would use protection of course; he would use it while having sex without you even having to ask.
He would ask things like "Are you okay?.." or " Tell me when to stop..".
But after you get serious, you and him have a fun sex life.
Sam: He has had experience with girls, so he knows what to do in the bedroom despite the fact that he's the nerdier brother. He is super gentle the first time and always makes sure you are really ready for it before doing it with you. He uses protection without you even asking him too.
He asks things like "Do you want me to go any faster?..." or "Is this okay?.."
Sam isn't as kinky as his older brother, but he has his fantasies. But after you get serious, you and him have a loving sex life.
Castiel: He has little experience with sex, but he was willing take your virginity. He has his mess ups sometimes but overall, he does very good and is very gentle with you. He would use protection of course, being told to do so by Dean. He doesn't know anything about kinks but learns later on about what he likes when you two start getting serious. He would ask things like "Am I doing this correctly?..." or "How do you feel?.." but after you get serious, you two have a great sex life.
~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~~