When I was in my early teens, i had the habit of snooping about when the family was visiting friends or relatives. By snooping, I mean that I would excuse myself to use the washroom and then very quietly I would go into various bedrooms and look through the drawers. If I found something interesting, like stockings or panties, I would take the object into the bathroom and use whatever it was to masturbate with.
Once. while visiting a home where several of the children were girls, I found a drawer filled with nylons and several garter belts. I helped myself to a pair of nylons and a garter belt and went into the bathroom. I stripped my clothes off and put on the garter belt and the stockings. I laid down on the shag rug in the bathroom and started to jerk off. I loved the feel of the stockings on my legs. I totally lost track of the time. As i continued to jerk off, I heard the door knob being turned. Suddenly, I realized that I had not locked the door and it opened. There stood one of the young teenaged girls whose nylons and garter belt I was wearing. She squealed very loudly and I hastily got up from the floor. Before I could get the nylons and the garter belt off, the doorway was filled with people, including the mother of the young teen as well as my own mother.
I tried to blurt out some sort of explanation but I was grabbed by my mom and dragged down the hall into the living room. She pulled me over her knee and began to spank my ass very hard. There were about half a dozen people standing there watching me get the spanking of my life. The girls were thoroughly enjoying what they saw. I kicked and squirmed on my mom's lap but that only added to my problems. My prick became totally hard and as I squirmed, I rubbed myself into an orgasm on my mom's lap. She was VERY angry when I came all over her stockinged thighs. The woman who owned the house suggested that I receive more punishment. She told my mom that she was going to get an enema ready and she'd let my mom give it to me. My mom continued to spank me as her friend went off to prepare my enema. She cam back carrying a tray on which were a large basin of soapy water and a red rubber enema syringe. There was also a jar of something which turned out to be Vaseline.
I could feel my ass cheeks being pulled open and a finger began lubing up my ass. That action was enough to give me another hard on. The enema nozzle was shoved into my rectum by my mother and she started to squeeze the bulb. Hot soapy water gushed into my asshole. I squirmed even harder, much to the amusement of the girls who stood around watching. When the bulb was empty, the nozzle was withdrawn and I could hear more water being sucked up into the bulb. This action of insertion, squeezing and refilling was repeated several times. When all there decided I'd had enough water squirted into my ass, I was let off my mom's lap and then led back into the bathroom. I was told to sit on the toilet and expel the enema I'd been given. This was very embarrassing as I was still wearing the garter belt and nylons. When I had finished noisily expelling the water from my rectum, I was allowed to strip off the garter belt and nylons. I had to apologize to the woman and her daughters and then my mom dragged me out to the car for the long drive home. My mother only said that she was very disappointed in me. That was the start of a long and satisfying masturbation "career" for me involving, you guessed it, nylons, garter belts and enemas.