I have been a self spanker since I was 16.... I got into it by watching others, or seeing photos of red bums, and was fascinated to see that I could turn my bum red as well by spanking it.
At first, I would only use my hands, then later used wooden spoons and hiarbrushes. In the times were I was single I spanked myself several times so hard, that I had difficulties sitting for days, and had visible marks for at least 2 weeks.
My favorite position is on the bed, bum propped up by some cushions, and pants down to the feet. To get that "kiddie" feeling, I also like to let my feet hang in the air, out of the bed, feeling a bit like being over the lap of a parent. I would have a mirror placed at the end of the bed where I would monitor the results.
I would then start by taking my rectal temperature, then to warm up my cheeks with my hand, next use the hairbrush, and, lastly, the wooden spoon. I am erect during the whole procedure, and either I cum during the spanking, or would hump the pillows to come to a close, while enjoying the stinging of my cheeks.
Later, I would send myself to bed, take my temp rectally again, and give myself 2 suppositories; one painkiller, and one with a mild sedative to make me sleep (I normally use VOMEX A; they are originally against motion sickness, but make you really really sleepy!).
When waking up, I would then admire the marks on my bum.
Once, I literally beat the shit out of me.. It was during one of the londer sessions, hitting the same spot over and over with the spoon until it burnt like hell, to my surprise I suddenly felt my sphincter open, without me being able to stop it, and discharging my bowel contents between my legs. At that time this made me so excited that I came immediately.
These days, I am in a relation who is not into spanking at all, so I have developed a technique where I could spank myself that it stings nicely, my cheeks turn a healthy read, but this would disappear after an hour or so.
Another thing that has developed over the years is that, when spanking myself by hand, and clenching my buttocks and sphincter in the rhythm of the spanks, this will lead to a nice hands free orgasm..
Looking forward to your replies!