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my first time was this boyfriend, and I really like trying new things, but it wasn't crazy sporadic the way it happened
I remember tentatively mentioning that I wanted to try it sometime. see, I wanted to try but wasn't sure how much I would like it/would it hurt too much etc..
Just so I'd get used to that area as being a "sexy area" (as I sure as hell didn't see it that way lol) by using toys, fingers, and such made me realize if you're relaxed and enjoying yourself it won't hurt, but which was one of my fears, naturally. lol.
so finally when it came time I really got to enjoy myself, which is cool since that was the one thing sexually I was unsure about doing.
dping is pretty fun too, it's a good way to help perhaps ease someone into the idea of enjoying anal.
sorry this was long, hope it helps.