Hi! The saga of Anne-Marie will continue shortly, but I wanted to try something different. As some of you may know, when I was a student and again during the Covid lockdowns, I worked as a sex worker. This is a true entry from when I was 22 and worked in a high class spanking brothel in London. I am nervous about sharing it as it is one thing having your writing and fantasies being slagged off, it's another thing when it is your actual life. Anyway, I kept a record of every day I ever worked as a whore and I still use those diaries to bring me pleasure so I thought I'd share an entry with you and see if you wanted more. It is transcribed from a diary entry so doesn't read like a traditional story.
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First client was Ronald M. Very brusque before role play. Told me he likes to be my first client as: "I know you'll be extra tight and won't say no to me buggering you because you've already had half a dozen cocks up the arse."
He wanted his usual headmaster role play. Had me in the blue uniform with flats, white socks and plain white knickers and bra. Called into his office for selling hand jobs to boys for £5. Made me admit to being a whore which had me soaking.
He then went into the usual blah blah blah blackmail of: "Do you want me to tell your parents?"
Quickly bent over knee for over-knicker then bare-bottom spanking. Very forceful. Genuine yelps. He soon found how wet I was and began to finger-fuck me telling me I was wet because I was a whore which got me so aroused I came on his hand. As usual, he loved this.
Ronald quickly went into his spiel of: "As spanking only turns you on I'll have to punish your bottom another way."
Very rough anal on the bed with a lot of me protesting which I know he likes: I kept saying: "Please no Sir! It hurts Sir! I'm a virgin in my bottom, Sir!"
Some of those words were true as it did hurt, but saying them turned me on even more and they so excited him he began releasing before I could manipulate myself to another orgasm.
As Ronald still had 35 minutes left I asked him if he wanted to go again and try something different or carry on with the role play. We carried on with him saying that if I charged the boys £5 for a hand job he was going to pay me £10 for a blowjob. Lots of me protesting, but when he slipped a tenner into my bra and pulled my nipples when telling me I would do as I was told as I was a whore, I nearly came without anything on my bud.
Took a long time for him to harden in my mouth, but eventually he came on my neck, breasts and bra while telling me all the other teachers would want to use me as the schoolgirl whore. I came to that whilst touching myself. Very complimentary and much less brusque after second come. Complimented me on my genuine orgasms and role play skills. Told me he would be back again next month.
Take -- £160 plus a £10 tip during role play.
Second client ended up being a time-wasting weirdo. He wanted to tie me to the St. Andrew's cross and whip me and dildo fuck me. When I explained I didn't do bondage in the first session, he got very abusive -- verbally and physically. Geraldine quickly came in and escorted him off the premises. Because of the nasty dickhead, I was twiddling thumbs till 12:15 and my third client.
Third client was new to me and a newbie. Gave the name Bill and later said he worked in banking. Quite tall, relatively slim, in his early 60s. White hair top, chest and below. Smartly dressed and nice, subtle aftershave. Quite nervous to begin with. Explained this was only his fourth visit to a prostitute in 30 years, but had always wanted to give a spanking. He also explained he was a recent widower and wouldn't have done this while wife was alive. I tried to relax him and said that whatever he wanted. I also told him I had only recently started as a spanking whore so it was all a little new to me as well and that seemed to help with his nerves.
He asked a lot of questions -- what sort of things did people like to role play (explained it was schoolgirl by a country mile but secretary, maid, naughty daughter, girl caught stealing et al were also popular), was he only allowed to give a gentle spanking (no, he could be hard, but where on the bum to aim for), was I really OK with him doing this (I told him that spanking genuinely aroused me as did being bought and called a whore so that it was more than him OK doing this).
He was clearly aroused by hearing about what other men wanted in role play and was very excited to see my wardrobe of outfits (I explained that yes, I had been spanked wearing a wedding dress, yes I had been spanked wearing jodhpurs, yes I had been spanked in the Alice in Wonderland costume). In the end he decided that for his first time he didn't really want role play or a costume, but wanted it to appear as natural as possible. When he asked for normal clothes I offered that I could wear what I had come to work in (grey cashmere cardigan, grey jeans, cream cotton blouse with pan collar). When I asked what he wanted underneath that, he replied could I wear whatever I had worn to work, so even though I was a little dubious, I ended up wearing grey cotton panties and a bra from MUJI and red cotton socks). Only thing I didn't come in on the tube wearing was a pair of black patent flats.
When I asked him what he wanted to call him (I explained most clients liked Sir, Master or Daddy), he opted for Sir as he said he was unsure how after so many years of his wife calling him Bill or Darling during sex it would be for another woman to say it. He was quite sad at this point and I gave him a big hug.
When I came back into the room it was very weird being dressed so normally. I felt quite vulnerable without any part of the uniform on. Bill was clearly nervous and an odd mix of being very polite saying please with every order and thanking me for doing it and at times talking quite filthily. He said that he was going to have to give me a spanking for being a whore (that made me have flutters) and that I should take my jeans off and then come across his lap. He gave me a few light spanks and then asked if he could go harder.
I said: "Please Sir, spank me much harder, I've been such a dirty whore."
This excited both of us and by the time he had given me about a dozen hard spanks my knickers were soaked. He eventually pulled them down and told me he was sorry for making me so red and I told him I deserved it. He then gave me a few bare-bottom spanks whilst asking me to tell him what I had done for other men. This combination got him so excited he told me he had to have me now and get in the position most men paid to fuck me in so I got on the bed on all fours. He took his trousers of and put a condom on him. He was circumcised and huge. I think at least eight inches and thick. A very large crown. Even being very wet, he was a tight fit in me at first. He asked me to keep telling about other clients as he pumped me and gave me light spanks. I was so aroused and even though he only lasted a few minutes I achieved a nice orgasm from his tight fucking.
After he came, I took the condom off him and cleaned him with wet wipes. I told he had 20 minutes left and would he like to do anything else. He asked for a cuddle and me to keep telling him about what other clients did. It was a bit surreal, cuddling a sweet old man, top-half dressed in my real life clothes and telling him how I take it up the bum for cash whilst rubbing myself. After about 10 minutes of manipulation and storytelling I had a really big, really noisy orgasm which Bill seemed to enjoy as he gave me a kiss on the cheeks and thanked me as I was still enjoying aftershocks. When he was dressing he said he wanted to see me again and would I let myself be the first time he tried anal. I said I looked forward to it and he gave me a £50 tip. I must have made him very happy. Genuinely sweet man and I really enjoyed him as a client even if he was so nice it wasn't as arousing as sessions with men like Ronald M. Hope he does come back.
Take -- £160 plus a £50 tip!