I was in the hospital when I was 4 and the nurse put a supposatory up my butt and that made me feel like I had to poop.  I told my mom and the nurse I had to go and they told me it was because of the suppository and they were'nt gonna let me, but I was persistant and after awhille they let me, and I did!  They looked in the toilet and sure enough there was poop and there was the suppository, I can still see it in my mind.  So, she stuck another up my butt, and again, I felt like I had to poop.  They didn't let me this time and kept telling me same as before, "it's good for you".

Later when I woke up in my room at the hospital, there was nothing to do so I played Dr. with myself and stuck a spoon handle up my butt. Hey real Dr.'s do it and they told me it was good for me.:)

From then on, whenever in the bath I would stick things up my butthole, toys that were the right shape, marbles, whatever and I always had toys to play with in the bath.  If there was any poop, it was easy to get rid of by swirling it down the drain with my finger.

When I discovered masterbation at 12, it took me almost 6 months to combine the two activities and then it was on!  I'd find bottel necks or whatever was the right size (about 1" dia.) around the house and push it up my butt whenever I jacked off and I always fantasized about getting fucked in the ass while doing it, which I did not do before I discovered masterbation.

At 15.5-16 I remember a pill bottle of some kind that was bigger than what I could take and I tried many times till one day.... ahhhhhh.  then it was slightly bigger and bigger till I was around 28 when I realized it was insanity and If I just stayed with what I currently doing (about 1.75 in Dia.) I would be just as happy. And I was for years.  Till one night I was playing with a dong that I had only gotten in the head before with much difficulty, this time something just came over me and the pain diddn't really happen and once I got it in (about 2.25in Dia.) It felt so good all the way in!  That started a almost daily penetration with sometimes hours of fucking my buttpussy. My asshole started to look different, kind of like a pussy.:) That was about 7 years ago when I was 40.  I like all sizes now and I go back and forth between large and medium.  I haven't gotten any bigger than 2.5 in Dia. and thats just in the heat of a moment.  

Somewhere I should have put that I have had pussy envy since puberty and still like girls. It's just that sex with a man with me as the girl is way better!