Last 18mths Apprenticeship Stockings/Sex with Office Manager
11th October 2026 - 20:04 | Dorset, Wallisdown Poole
I stayed with my Aunt when i was 18 for the summer she was either naked or in black stockings, suspenders and black patent stilettos , told me to be me naked aswell , I be walking round most of the time with a erection Loved her boobs , stockings, and strapy black patent stilettos, she never closed her door ide see her shave , and shower , I was Forbidding to Masturbate as she well and truly saw to that, She said most Women are happy to be watched naked or in Stockings but being naughty gets you Diciplined She Would Dicipline me regularly with a Spanking and Leather slipper to start with , then had a 22inch black Leather Strap Later bought a Cane , She caned me in Branksome woods one evening we were caught and she let a Women cane me it Excited her, i was rearly hard while she caned me i came she caned me hader till i finnished, she was very experenced with a Cane.
I'D been in a few fights at the factory in wallisdown where i did my fabrication Apprenticeship she knew the Manager he knew she Diciplined when I was in the last 18months and he told her he would take over my Dicipline and kept me behind one evening when everyone else had gone , telling me he'd be Diciplineing me in future and we would look at my behaviour1 or 2 evenings a week . The following evening he kept me in said there's 2 bags in my office undress naked and put the items on , and don't dare you take long he came in 10 minutes later I was stood in front of him in black stockings suspenders his wife used panties And the most Gorgeous Sexie .6Inch Black Patent Double Strap Stilettos as i put them on did the straps up then stood up I nearly passed out with pleasure. .. He inspected me said straighten your suspenders you've seen your Aunt in them enough , then holding a cane told me to walk round the office, I did as he said i struggled at first and he tapped my Bum with the cane , till I could walk properly, then I had to walk past a row of desks The first one was empty with the chair pulled out , Next one was a Leather Slipper and a Leather Strap, then a cane,, Then HIs Wifes Rideing Crop she used on her horse , A leather Paddle , Then a 110cm horse whip ( probably his wife's) the last desk a 2nd Cane , He said go to the first desk we walked to the first one he sat in the chair put me over his knee and Spanked me , then the 2nd desk told me bend right over the and if I moved ide get a extra 30 strokes he Slippered my bum , At the 3rd desk bend right as far as you can at each desk get that bum The air and wait , on that desk ide get the Leather strap the sound and feel of it hitting my bare bottom round the office was so horny , Next he Caned me , 6th Desk I had his wife's Rideing Crop which he seamed Expert with , Then I bent over for a Large Leather Paddle and moved my bum up and down he Laughed saying you've a 2nd Caneing to come yet , and Paddled me firmly, as i Aproached the b next desk I saw a 110cm more whip like ide had with mt Aunt I bent over it rearly stung but by now my Adrenaline had kicked in , the last desk I bent over and had a very hard Caneing, he said your well striped, I am quite pleased, he stood back i saw a couple of " Flashes" co off he'd taken pic of my sore bottom, then told me to go to his office take my Panties off and get ready then Stand by the desk, I went in removed the panties a large tube of lube on his desk knew what was comeing next, As ide been Rode by a friend at a pub one evening i used the lube he came in and I had a real hard erection he striped naked put his cock in my mouth i was gagging on his large cock, then put some lube on bent me over and eased his big cock at least 9Inches up me Bareback held my Stocking clad hips and fucked hard he had full control of his Cock and rode me for nearly 20minuites it felt Amazing much better than my friend and a lot bigger he stoped a second then fucked me for all he was worth as he came close he spanked my sore bum, and came loads in me , he withdrew passed me tissue saw I was still hard and Brought me off i cum over his desk , the evening Dicipline happened twice that week and twice most weeks and for the next 18 monthIs ,He Brought 5 Of His Friends Round on Different Evenings to Spank Cane and Fuck me in my Black stockings and black killer stilettos and the final week 2 Plus Him one evening , And 3 the Last Evening when the 4 of then took Photos Each Outher Fucking me over that Desk Sevreal Times till i was sore I had trouble sucking one cock and if ide Not had 2 Cocks Already I would have Struggled with the 4th who Bragged to the Outhers . He Had the Biggest Cock ive ever seen Or Had at just over 10inches and very Wide , He had good control and Fucked me for 20 Amazing minuites I went home and wanked myself Silly , fucked by 4 different Cocks that evening including His . I finnished my Apprenticeship and that was that. I've never seen a cock that big since
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