I had my first orgasm not during an enema but shortly after one.
I got frequent, but not regular, enemas from my parents and loved them all but didn’t notice erections until I was about seven or eight when I got an erection during an enema. I thought the enema nozzle was pushed in so far that it went into my penis and made it stiff; but it felt good inside me and I didn’t worry about it. I also believed that I was still stiff when I got up to expel the enema because the enema had filled me so full. But soon after, I realized that my penis stood up when I learned I was going to get an enema and figured out that it wasn’t the nozzle or the water but the anticipation of getting an enema that made it do that.
Unless I was ill, most of my enemas were given after my nightly bath before I went to bed. Momma or Daddy would tell me it was time for my bath and that they were going to give me an enema afterwards. I would give the token protest all kids do at the announcement but began to notice that my penis started to swell as soon as I heard about the impending enema. I found that it was a good idea to pee before I got into the tub because it would be difficult to do afterwards when I got out for my enema. By the time I’d expelled the enema and gone to bed, the erection was gone. I would lie and bed and sleepily think about how much I’d enjoyed the enema and would hope I’d have another enema soon, but my penis didn’t react. Until I was almost twelve.
When I was eleven, I would frequently awake in the morning with an erection and it was difficult to pee until it went down. Then I began to notice that my dick got stiff when I was in bed at night trying to go to sleep. I discovered it felt good when I squeezed it, or slid the foreskin back and forth, but particularly when I flipped my stiff dick back and forth with my right hand. If I pulled the foreskin back first, the flipping hurt, but if I left my foreskin up it felt nice as my dick rubbed on the sheet or on my left palm. I did it almost every night because it felt good but always fell asleep when my right hand got tired.
I discovered how really good it could feel to flip my dick one night when I was almost twelve and my parents gave me an enema for some reason. When I went to bed after the enema, my dick was semi-soft but as I lay there, I thought about how good the enema had felt and got a very, very firm erection. I let my dick out of the pajama fly and started to flip it back and forth between the fingers of my right hand. “That feels nice” I thought. “The enema felt nice” I thought. I could still feel the cold cream on my anus from the enema nozzle and, as I replayed the enema in my mind – enema nozzle in, clip clicked open, soapsuds flowing -- and flipped my dick more and more rapidly, it felt better and better and I flipped it faster and faster until my dick exploded with the most wonderful sensation I’d ever felt.
I don’t remember the next few minutes but when I came to, I thought “Jeeze, that was great. Let’s try it again.” My dick was still semi-hard but when I tried flipping it, it kinda hurt. “Did I bruise it?” I thought and turned on the light to look. When I slid the foreskin back, the head of my penis was large and purple. I worried that I’d bruised my dick by beating it like I did but decided that it was worth it if I had. I quickly fell asleep.
I soon discovered that I could “beat my meat” without having had an enema first but found that it felt best when I thought about enemas as I did it. Thinking of getting one was a great turn-on but imagining giving an enema to one of my friends was an even better fantasy while beating off.