Draft Monday, February 1, 2021 3:02 PM

I was 21 and was in the last year of a 5 year apprenticeship in engineering, it didn`t pay that well so i had to work part time for my brother-in-law who had he`s own building company, i was working weekends on a school extension in Lewisham South East London, most weekends there was 4 or 5 of us working, every now and then the school caretaker would turn up to see how we were getting on but the last weekend in every month the headmistress would turn up to go over plans and update us on what else she wanted done, she was in her mid 60s but was quite fit, she was always dress smartly and smelt nice.
It was the last Saturday in June and i was there working on my own as the job was nearly finished and it was just a matter of cleaning up before we left the site, the head mistress turn up about 10 ish had a quick look around and said she was off to her office to finish some paper work, about an hour later she came back and ask me if i would like a cup of tea, i said please, she went away and came back a few minutes later with two teas and a plate of biscuits, she sat on one of the new desks and started to chat, she was wearing a summer dress and as she sat down it raised just above her knee, she was very attractive for her age, she kept moving on the desk, she couldn`t get comfortable at one point her dress rode up and i was sure i could see that she was wearing stockings and i`m thinking to myself did she do that on purpose and if i made a move and she didn`t do it on purpose that could cause trouble for my brother-in-law.
we finished our tea, she picked the cups up and left, now i`m thinking that i had missed my chance and went back to cleaning things up but couldn`t get her out of my head and thinking about her wearing stockings, i was getting really turn on so now i just had to have a wank, i went into the classroom where we had been drinking tea dropped my trousers and sat on the desk where she had been sitting and started to slowly pull one off, next thing i know she walked in and caught me, i couldn`t move i just looked straight at her not saying a word, she looked at me and said, i forgot the plate, then in her strict teachers voice said, " you bad boy what are you doing " i just froze , she walked over to me and tapped my hands away from my hard cock, she said " you do know that i am the headmistress at this school dont you " i thought fuck it i`m in real trouble here, " as headmistress i cant just let this go without punishing you " she grabbed my cock and really squeezed it hard then told me to get dressed, Meet me at my car in 10 minutes.
We were driving in the direction of where my brother-in-law lived and i was sure she was going to take me to him and tell him what had happened but then she turned left and started to drive away from where he lived, 10 minutes later she pulled up into a driveway, stopped the car and told me to get out, she walked to the front door opened it and told me to follow her inside, we went into a room and there was a man sitting watching cricket on the telly as he looked up she said to him " i just caught this boy wanking in one of my classrooms" now i thought shit i`m in big trouble now and i dont know who this man was, " come with me she said, we went upstairs into another room, her bedroom, the man followed us in, " take your clothes off and lay on the bed, i did what i was told, i got the feeling this was not the first time she had done this, as i laid on the bed the man tied my hands and feet spread eagle across the bed, she stripped off and yes she was wearing stockings and suspenders she got on the bed and moved herself up and sat on my face, " lick my cunt out you naughty boy and if i`m happy with your work i wont report you ", i started to lick and in no time she started to get really wet and started to groan " don`t you dare stop " she said, i carried on licking but stopped suddenly when i could feel someone start to touch my cock then i could feel someone sucking me off, " what do you think your doing, i told you not to stop " she said, i started licking her again, after what seemed like ages she got off of my face and i could see that it was the man that was sucking me off, she sat watching him while she was fingering herself, then she joined him and started sucking me before sliding a finger up my arse, she stood over me and lowered herself onto my very hard cock, " you will not cum until i tell you to, do you understand ? i said do you understand " yes i said " yes headmistress you mean " she started to ride me very slowly at first, she was rubbing her clit as she moved up and down, i knew i wasn`t going to last much longer but it didn`t matter as she just squirted all over me at the same time as i shot my spunk into very wet cunt, she rolled off of me and the man who i found out later was her husband got down to her and cleaned my spunk from her.
that was the start of a friendship/sexship which lasted over 6 years.
i was 27 the last time i fucked her and she was 71.

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