The Craigslist Killer
- 2 years ago
- 24
- 0
First Craigslist Spanking - More Than I Ever Expected. free porn video
When I was seventeen, I came up with the less than brilliant idea that it would be fun to walk around the neighborhood at night with no pants on. It was fun because I would experience spontaneous orgasms. One day my luck ran out. I was caught by Mr. Harris, who gave me the choice of a spanking or being turned over to the police. I choose spanking and it left a lasting impression.
For years, I fantasized being spanked by a man again but didn't know how to arrange it. Then about twenty years ago, I discovered Craigslist Personal Ads. I ran an ad saying I wanted to be spanked by a dominant male. My first Craigslist arranged spanking was, without a doubt, my most memorable.
The man who responded to my CL ad told me that he was a retired high school principal. He had paddled many male students but he always wished he could have administered an old-fashioned OTK bare bottom spanking. This interested me greatly. His conditions were that it would be a real punishment spanking, for actual misbehavior that warranted corporal punishment and, that he would be totally in control.
As with his students, there would be no safe word. He would decide the nature, duration and intensity of the punishment. He also told me that prior to the spanking we would have a lengthy discussion about my misbehavior why I wanted to be spanked by a male. This was intimidating but at the same time was in line with what I wanted, so I agreed to his terms.
I was to be at his home on Saturday afternoon, On my trip to his house I had misgivings about what I was getting into but was determined to see it through. When I arrived at his house I was shocked when an attractive lady in her sixties answered the door. I said I must have gotten the wrong address. I was stunned when she said, "You must be Randy and here for your spanking." She invited me in. I was even more stunned when I encountered another lady who was introduced to me as her sister-in-law.
She said, "Tom is upstairs on a phone call and he will be down shortly. He said you should to take off your pants stand over by the fireplace with your hands on top of your head." Having never been in a situation like this before I was very uncomfortable and embarrassed but then decided I was here, so I might as well go along. I ended up standing there for about ten minutes facing them, bare below the waist, while they sat on the couch having coffee not saying a single word to me.
When Tom finally came down he sat on the couch with them and made me give a detailed account of my misbehavior. Standing in front of them, hands on my head, bare below the waist, confessing was intensely humiliating. Tom, said, "We'll talk about why you want to be spanked by a man a little later." My mind flashed back to the past humiliation when I had to stand before Mr. Harris and explain why I was in his yard with my pants off.
I'm only five-foot-six and one-hundred-and-forty-pounds. Tom was a big muscular guy, at least six-feet-three-inches and well over two-hundred pounds, and had no problem pinning me down firmly over his lap. I was humiliated, feeling naughty, waiting to get spanked. This impression was made even more intense because Tom gave me a long stern lecture about my misbehavior.
Then Tom switched topics and made me explain why I wanted to be spanked by a man. I told him about being caught by Mr. Harris. He reprimanded me.on how inappropriate it was for me to be exposing myself. He made me give a detailed account of what transpired during Mr. Harris's spanking. Reliving the past while over Tom's lap caused me to become aroused and erect. This went on for about fifteen minutes but at the time it seemed emdless.
My erection was readily visible to his wife and sister who remarked on my state of arousal. Picking up on their cue, Tom slipped his hand between my legs and proceeded to fondle my erect cock. The fondling and the details I was made to relate enhanced my arousal and humiliation to an almost unbearable level. By this time I just wanted the talking to stop and the spanking to start.
The spanking itself was quite prolonged and much more painful and severe than I had anticipated. He started with his hand and eventually switched to a short wooden paddle The spanking was administered slowly, but hard with no gradual warm up. The arousal I experienced while over his lap quickly waned. This was not going to be a sensual spanking.
My mind was transported back to my teenage years and the sense of helplessness spankings. My whole world was centered on the pain and burning of my bare butt. At some point, I realized I was verbalizing those pleas, "Please no more, I'm sorry, I won't do it again," all to no avail. Not that I wanted it to stop. My words transformed into sobs and then to tears, gasps and snot running out of my nose. I finally quit struggling and lay limply across his lap sobbing as he turned my butt the color he desired.
When he stopped he pinned my legs down with his right leg and held he in place with his hands. Then he said, "Okay ladies, it's your turn." I looked over at them and saw his wife had donned latex gloves and was holding a dildo with a wooden handle and a tube of lube. His sister had set a footstool in front of us. I struggled to get up but was firmly held in place. He asked me, "Do you want this?"
I felt compelled to answer, "Yes, Sir." His wife spread my battered cheeks, squirted lube and inserted her gloved fingers in my anus causing me to shudder and moan. After loosing me up she then slowly inserted the dildo into me.and began working it in and out. The sensation on my prostate was overwhelming, causing me to become erect.
That's when his sister sat down on the footstool and began to massage the head of my cock. I can't really adequately describe what I was experiencing. It was a combination of feelings of helplessness, humilation, and a level of sexual arousal I had never experieced before. I couldnt talk only moan. I wanted to cum and realized I was being edged and milked. I lost track of time. I heard the his sister remark about how much I was dripping. Eventually it stopped and I was allowed to stand up. I was weak and dizzy but still rock hard and wanted desparately to cum.
I saw Tom had his cock out of his pants and had put on a condom. He said, "I'll make you cum. If you want to do this bend over the chair." By that time I wanted it and much to the delight of the ladies, Tom and I both came at the same time. I was emotionally and physically spent. My butt was reallly sore but I came to the embarrassing realization that I loved every minute of the session.
The ladies cleaned me up. Still with my pants off, I sat between them on the couch while we shared a bottle of very good red wine. The three of them asked me many questions about my impressions of the session and told me how much they enjoyed themselves. All this discussion caused me to become erect again and session ended with his sister giving me head while Tom and his wife watched.
I asked them if we could get together again and was told this was a one time only situation because they didn't want to risk emotional complications. After this I arranged numerous spanking sessions through Craigslist, and while often enjoyable, none ever approached my first CL experience.
Brandy
- 12.07.2022
- 38
- 0
- Category:
- Spanking
Confessions From a Craigslist Slut
- 2 years ago
- 30
- 0
The Craigslist Killer Chronicles
- 3 years ago
- 30
- 0
