Alright, this was a first for me and it’s pretty short. On mobile and formatting might be off a bit.
Setup: I’m an anal virgin. But for the last couple of years I have slowly started to try some anal play but all I’ve ever done was finger myself in the shower. I have a very sensitive hole and always wanted to go deeper. I have only once massaged my prostate and my breath got quick and I came quickly. I also have a few anal toys never used.
So earlier tonight as I’m showering I do a finger clean, just for some extra cleanliness. It still felt great but I didnt get off as I was pretty tired. After I’m out of the shower and in my room I’m getting pretty excited and decide to get a little dirty. I put on some fetish porn, grab my lube and a cock sleeve and a prostate vibrator.
My thought immediately was that I loosened myself enough that I could get it in me. With a smile I grab a glove and my lube, head down, ass up and I rub the lube on my hole, my finger goes in easily and my cock twitches. It takes a moment but I grab my pspot vibe and I manage to actually get it inside me, making me grin uncontrollably.