I have been masterbating for one year now and recently seen videos where girls put things in their butts. All I've done is rub my clit and used one finger in my pussy. I became very curious and decided to find out how to do anal.
First I got everything I needed to start. Vaseline as lube, and a metal Cigar holder *very big*. The only clothes I left on where my socks and t-shirt. The t-shirt I like to roll up over my boobs. Then I went to my computer desk and slid my bum on the edge of my chair so my anus was pointing up. I lifted my legs onto the desk around my keyboard and started.
First, I took a big handful of Vaseline and smeared it all over my butthole. Next, I slowly put my pinky finger inside. It really stung because my muscles hugged my finger. I pulled out and brought it back in, this time relaxing my muscles. After I got my pinky all the way in, I began to slide it in and out, feeling the pressure sting but also my butthole loosening. After awhile I decided to try my middle finger. I managed to push it all the way in, when you get it deep you can feel a wall.
Thinking this loosened me up enough, I decided to put in the metal Cigar case inside. It's about 2 inches wide and 6 inches long. So I spread my legs as wide as I could, and with a lot of Vaseline, I got it in several inches, only to have my asshole cramp up and a sting jolting my body so that it brought tears to my eyes. I tried to relax my muscles and pull it out but it hurt too much to pull out. So I relaxed as much as I could and began to force it deeper. It slid in pretty easy after that and I managed to have it all the way in. After several minutes of relief I began to pull it out, slowly with less pain. I would have stopped but I felt my pussy quiver.
I began to slide it back in halfway and out, slowly at first, then all the way in and faster. I used my other hand to rub my clit furiously. As the cold metal case was plunging in and out of my asshole, I slipped in two fingers into my pussy. God it felt amazing. After 1 minute I orgasmed hard. The metal case really intensified the orgasm. I pulled out my fingers but for some reason kept the case in my anus, letting it slip and slide deep at a frenzied pace. I began to rub my clit and slap my lips for awhile until I orgasmed again, this time really tiring me out. I sat there extremely satisfied and really sore in the ass, not gaining the strength to pull it out for 10 minutes.
Now I do this several times a week. I have been able to loosen my anus enough to fit in a banana, while my pussy is still very tight *virgin*. I sometimes go to school with things inside my ass and during my break I run into the washroom and masterbate.