I did an apprenticeship back in the mid 60s as an electrican with the local electric company in South England. I was 21 when I was out working by myself.
I worked mainly in domestic suituations, and on this occasion I was dropped off at a remote house just off the main land on Hayling Island. The owner of the house was an old guy perhaps in his mid 70s, bearded, Black-horn-rimmed glasses. He gave me a hand when he saw I was struggling, which was many times during his installation, I was wiring three power points and a lighting point the job took me four days. At the end of the second day, he asked me if I was interested in discipline, I blushed, I could feel my face getting redder I thought it was going to explode.
"Why" I replied.
"You keep looking at the canes I have on the wall in the study room".
I didn't think it was that obvious. I had in fact looked each time I went passed, but, mainly I was remeniscing my school days, I told him. I now felt so embarrassed about the whole situation and felt in only right to put things right. So after I finished for the day and was waiting for my pick-up we sat down and had a cup of tea together.
He spoke first. "I was a school Master for over 40 years and could see through a boys mind, I know you were getting excited by the thought of what that weapon is capable of doing". Looking at me straight in the eye. "That cane was the last cane I used on a boy at the school I retired from".
"Yes, Sir. I have felt the cane on many occasions and believe it did me good, or the lest it didn't do me any harm". I wanted to be open with him and hoping at the back of my mind that he really can see where I was coming from. Or leading to. "Although, I had left school at the age of 15, I still kept in touch with some on the Masters who I knew got their 'jollies' from the bending boy who was under their control. And, yes, I did play to them. I got my 'jollies' from knowing they loved it".
"You also was teasing me each time you bent down, I saw a wriggle of your buttocks as if to beckon me". He said.
He was really observing me that closely. I didn't think he noticed these little inuendos, but obviously he did.
"Well, sonny, I think it is time to take your punishment, if you are truthful about what you have just told me".
"I think my lift is about to pick me up". I mensioned not really wanting to do anything that afternoon". "If we can leave it until tomorrow, we will have more time, it will give us both time to think about what is to come". I cheekily said.
My cock was definitely hard and wet, I could have a good wank tonight thinking about tomorrow and then a good wank tomorrow morning surmising as to what to expect, then another wank tomorrow night reminscing the days account, three for the price of one I thought to myself.
My lift arrived on time, and I went home happy that I'd made another good contact.
In bed that night I had the time of my life, the biggest hardest cock I have sported for a long time. I cum more then I had for a long time, luckily I had an old pair of 'Y'fronts to mopped it off my stomach I slept like a log, waking next day very early with a pair of underpants which resembled a piece of cardboard. Which I pour more sperm on to.
I showered and 'ponced' myself up with perfume, donned a clean pair of white 'Y' fronts on, before I went to work, my mate dropped me off, and checked how much work I had to do, he mensioned that he would pick me up earlier and help me finish and load the tools back into the wagon at the end of the day.
I hope I would be finished early enough in time for some 'play'. As was decided the previous day.
My mate left and I was just about to make a start, when the old guy said. "I think we will have our time together first, if you are not finished this afternoon you will miss out".
I agreed with him, and gave him the lead.
I stood in the normal schoolboy position as when you were to be punished, hands at your side, head slightly looking down at the ground. One of the cane had been removed from the wall. He flexed it a few times, just to let me know what was to happen, then in a real school master voice he told me to get ready for my punishment.
I didn't quite realise what he wanted, but from experience I enquired. "Do you want me to drop my jeans".
"Sonny, I am not caning you across your jeans, you can remove your jeans and your underpants".
Wow, this is for real, I am really going to feel each stroke. I did as he told me to do, my 'T' shirt was long enough to cover my small round buttocks.
"You will bend over the back of this kitchen chair, hold on tight because I don't want you jumping up, but, you can be as vocal as you like.
I bent over the back of the chair my legs straight, my grip on the seat like Tazan. He stepped to the left of me, and squeezed each of my cheeks, letting him thumb caress my 'glory hole'. When I was relaxed he stepped back and with a quick swish and a loud crack he had brought the cane down across my buttocks. I yelped, more for the surprise then the sting, the second stroke caught me on what felt like the same spot. He then went to the right side of me, caressed my buttocks until they were relaxed, then two more strokes. I thought I was going to get the full six.
He then said. "Up you get and over my knee".
He caressed my buttocks with cream as he brought me off between his knees.
I got dressed and finished my work and had time to show off my welts before my mate came back. I got another session for the next weekend. This time to receive the full six.
We had all day for a good long session. I even wore my old school uniform. I visited him several time over the next few weeks. I love the feeling of the cane across my buttocks it made me feel wanted, and over the knee is always very sexy. Because your genitals are almost touching although there may be very thin material between us.
He caned me in all sorts of positions, over the school desk with my feet on the ground or over the desk with my hands on the ground and my head downer most.
The missionary position. (Bending down touching toes).
Laying on the table on my back with my legs over my head. (This was hard to retain because of staying in position when you can see the punisher was very hard to relax).
Bending over two chairs back to back.
Sometimes I was dressed in uniform, or P.T. shorts and T shirt, or completely naked. He even gave me school lessons, which I would fail just to recieve punishment. I always felt I'd failed in my duty if I didn't shed tears, it was a part of my scenerio to cry and almost every time I managed to bring tears by about the fourth stroke, this I believe was what the Master was looking for too. Not every session ended up with an orgasm. Sometimes it was just like school. I would just have to save my juicy cock until I got home. Then I would use the laying on my back, legs over my shoulders position, thus, cock just above my mouth, which was reasonably easy to lick my cock and always swallow my tasty cum. I did this position with 'Sir' and he would continue wanking me until every morsel was out of my balls, he also loved to see my anus 'winking' at him as I shot my load.
I would have loved to have seen his state of excitement, but never did.
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