Since I live in Alaska the winters here can get pretty darn cold, so I decided to take a nice long shower. I was taking said shower and I began to have some strange thoughts...all about my butt. I remembered reading a story where someone was able to insert their penis into their rectum before becoming fully erect, so I wanted to try it.
I laid down on the shower floor and spread my legs, trying to get my penis head into my a-hole.
After quite a bit of work, I managed to get it in. The sensation was familiar for my butt but definitely not for my penis...almost immediately I got a rock hard erection and I slipped out.
Not yet satisfied, I began thinking of other things I could do. Before this I had had a little bit of fun with one of those little squeegee thing's handles...it was such a rush.
Deciding that I wanted to try something new...I went into the drawer and got out a tampon.
I laid down and spread open again, slowly sliding the applicator into my ass. The penetrater part reached my hole, so I then slowly pushed the plunger in.
This is when it started getting painful. As it slid inside of me, I started moaning with pain...but it felt so good.
I got it all the way in and then carefully pulled out the applicator, throwing it into the trash.
Then I got my shower body wash and poured it all over my erection.
I gave the string of the tampon a yank every once in a while and masturbated to the fantasy that my girlfriend was giving it to me with a strap on from behind while reaching around and giving me a hand job.
When I came it was by far the best orgasm I've ever had, and it shot out almost a foot. I kept the tampon in for a few hours, enjoying the dirty feeling I got from it.