The Letter Conclusion

by Needed It <>

The Letter part4 Conclusion

Once again my mind wandered as I drove.

At first I felt quite silly driving away from the man's house still wearing my school uniform with my cum soaked underpants starting to dry and stick to my sore arse, as soon as my thoughts went to my arse though my _c_o_c_k_ got hard again. I wondered what would in the next letter, I wouldn't know until I received it. This was part of my arrangement with the man.

How had it started? Well I was looking through the ads in one of the free gay papers when I saw this:

"CORPORAL PUNISHMENT" Experienced male disciplinarian assists young men to realise their punishment fantasies. Very well equipped premises inc Study, Dormitory, Locker Room, Dungeon. Phone ??????????

Well my _c_o_c_k_ got hard when I read the ad, I wanked several times reading it again and imagining the punishment that I wanted to experience. I decided that the ultimate would be to be punished with another "boy" in a school situation, I didn't dwell on the details too much just the basics.

Eventually I plucked up the courage to make the phone call, the voice that answered was very masculine but friendly.


"um Yes I'm phoning about the advert."

"Good, tell me about yourself."

"Well, er, I'm 23, 5'10", reasonably defined build, good looking I think."

"And what sort of experience are you looking for?"

"Well I'd really like to get a school type caning with another boy."

"Headmasters study visit?"


"Do you have a school uniform?"

"No, I don't know where to get one."

"I can give you the details of a supplier. Later I will send you details on how to remove your body hair."

"Is that really necessary?"

"Of course if you want the experience to be realistic. You must look and feel the part. Have you been caned before?"

"er No but I think about it all the time."

"In that case I think it would be better for you to be punished alone on the first occasion. When I have seen how you react to the cane I will decide whether to include another boy for subsequent punishments. How do you see yourself being caned?"

"um, Bent over I suppose."

"Perhaps you'd like to try several positions, starting with your shorts and underpants on, progressing to bare bottom?"

"Oh, I see what you mean, yes, that sounds good."

"Very well that seems to have covered the basics."

With that he gave me the details of several mail order catalogues from whom I could buy a school uniform and gave me instructions to contact him when I had bought one.

I did just that and the letter had arrived the next day.

I drove most of the way home with an erection.

Once home I found it impossible to leave my dick alone, my underpants had dried as I drove home but my _c_o_c_k_ was leaking pre-cum again so when I took off my shorts there were fresh wet patches among the dried stains.

I surveyed my punished bottom in the mirror, the man was clearly an expert, I had nice even horizontal wheals from the top of my buttocks to the tops of my thighs and a clear X from the two diagonal strokes. Where the diagonal strokes crossed the horizontal strokes I could feel higher bumps, I blew as I stroked my arse and my _c_o_c_k_ while I looked in the mirror.

Remembering my punishment provided me with many orgasms over the next few days as I relived my first caning over and over in my mind. The welts had completely faded by the next weekend and my mind began to dwell on the very real possibility of fulfilling my real fantasy of being punished with another "boy".

Two weeks after my first caning I was still wanking over the memory and dreaming of the next. I had decided to stay smooth all over, I really liked the feeling, I even dressed in my school uniform a few times, tugging on my dick and trying to cane myself with a bamboo garden cane. This wasn't too easy and I settled for wanking while I fingered my arse hole.

Exactly sixteen days after my first caning I got home from work to find a hand written envelope amongst the usual bills in my mail box, I recognised the handwriting immediately. My _c_o_c_k_ began to swell.

I will of course continue the tales of my exploration into corporal punishment if you would like me to. Email me if you want more.

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