One of my close friends documented this and I have posted it on here for him as he wanted to share the experience.
It started as any other ordinary day. I had a few tasks to complete, including calling in on an elderly gent as part of a community project. It was the second time I had been asked to see Martin, so I knew him a little bit.
I arrived at 11am as agreed, rang the bell and in due course he answered. He was expecting me and invited me into his nicely appointed drawing room. A few quick introductions passed and after a few minutes he offered me a coffee. I’ll put the kettle on, I offered. That’s ok, Heather will do it.
Oh, who is Heather I questioned thinking that he was registered as living alone. Heather is my girl Friday, he replied. She comes in once a week and does some cleaning and a few other tasks for me.
Martin called out – Heather, two coffees please, Yes Sir was the reply – very formal I thought.
Well nothing could have prepared me for the arrival of the coffee. Heather came into the room carrying the coffee on a tray, but it was her outfit that was astounding.
Heather (I learned later), is 59, looking 40, a trim size 10, fit firm body, which was dressed in a traditional frilly maid outfit, short skirt, and frilly knickers, stockings – the whole works. I was speechless. I think I must have just stared open mouthed. She put the coffee down and placed my cup by my side – milk and sugar are on the tray sir, she said to me. It was like something out of a porn movie, but not sleazy. She was smart and elegant with it.
She immediately left the room again – I was about to say something to Martin when he started with “so you like my home help then – it shows”, referring to the fact that there was a significant bulge in my trousers. OMG, where did you find her, whats the , how, I couldn’t string a sentence together.
He explained that they both belong to an exclusive club, that puts like minded individuals together. While she had been with him every week for a number of months now, this was the first time anyone outside their circle had seen her. Of course I had to ask about the arrangements. Martin explained that she was paid a pittance for her cleaning duties, and in addition she was required to serve his every need (it was her role choice). If she displeased him in any way she would be punished. He was watching me closely, and must have seen my body convulse at the thought of her being punished. What sort of punishments I enquired. What would you do with a maid that dressed like that, and didn’t do as she was told, he asked me. Cleverly allowing me to set the tone of the conversation. I replied, well if I had the opportunity, I would put her over my lap and spank her. Good man, Martin replied – that’s just what I do.
It was a bit of a conversation stopper – I sipped my coffee. Within a few seconds Heather returned – is everything alright sir?. No young lady it is not he replied, my coffee didn’t have any sugar in it. Oh sir, I’m so sorry – I must have mixed them up. You know what happens to maids that mix things up don’t you my girl. She looked at him, then at me, then very quietly answered “yes sir”. Come here then, you know what to do.
She stood next to him, he offered her his hand as she bent forward and laid over his lap. I had a fantastic view of her bottom and legs. The milky bare flesh between her stocking tops and frilly knickers was a wonderful sight. He lifted her little skirt so it was over her back, then pulled sharply on her knickers so they tightened into the furrow between her cheeks, exposing even more bottom. Martin then gave this sexy vision a sound spanking – I stopped counting at 40. Initially she just accepted it, but gradually she started to wriggle and yelp, and by the end breathing heavily. As abruptly as it started he stopped – tucked her skirt into her waistband at the back exposing her very red bottom, and told her to get on with cleaning the floor. She dutifully crawled around the floor of our room with a dustpan and brush. Her panties still tight in her crutch and definitly showing a damp stain – no question that she was enjoying it.
Martin turned back towards me, there was no way to hide the erection in my trousers. He smiled and said, so you enjoyed our show then. I just nodded – still amazed at what I had just seen ( and would have paid good money to see). I asked him how far she goes. I havent found her limits yet he replied – she has a safeword but never uses it. You being here has added a new dimension for her – embarassment at being watched. What would you like to see her doing ? well I wanted to say sucking my cock, but I thought better of it – make her take her top and knickers off – so she is just in her little skirt and stockings. Heather, come here girl Martin barked at her, and she scurried to him. Our guest would like you topless and pantyless – now girl. She flushed red with embarassment, but simply removed her top and bralet, then turned away from us both and carefully lowered her knickers slowly over her spanked bottom, keeping straight legs so there was no question that we could see her bum hole and her pussy. As she stood up she cheekily dropped her knickers into my lap. I couldn’t help myself – I picked them up, put them to my nose and inhaled deeply.
I turned to Martin – well I’m sure your maid must have enjoyed her spanking by the smell and feel of these panties – soaking wet and smelling of pussy juice. She looked down at the floor. Well we will have to see if there is something else that she may or may not enjoy. Martin stood up, he pointed to the armchair he had been sitting in. Heather bit her lip, and slowly walked to the chair, She climbed onto the chair, placing one knee on each wide arm of the chair, then reaching forward and holding the back of the armchair. Presented, bottom sticking out, legs wide apart, holding the back of the chair with her tits swinging. Totally vulnerable.
Martin reached behind his armchair and produced a cane, traditional, just under ½ inch diameter I recon, and about 3 feet long with a crooked handle. Oh the scene was perfect. He stood to one side of her and laid the cane carefully across her bare bottom, still framed by her stockings and her skirt. Ready girl he asked, yes sir was the quiet reply.
He was good – straight lines evenly spaced, each of the six strokes making her yelp, but she didn’t move. He changed sides, six more below the first set. Heather was breathing hard almost panting, six more including the curved bit of her bottom where it nearly met the tops of her legs. Real howls this time, but she didn’t move. He went back to the initial position, and invited me to stand behind her so I could watch, and be ready ( I had no idea what the be ready was all about). He landed the cane on the backs of this sexy womans legs stroke after stroke she screamed loudly – she could have moved at any time but didn’t. The suddenly she screamed “fuck me fuck me fuck me now fuck me”.
Martin looked to me and said, well don’t just stand there man – it’s the bit I cant do. I dropped my trousers and my cock sprang out of my pants, I moved close behind her Martin signalled me to pause, and gave her 6 more stokes of the cane – she screamed again fuck me – and I did – drove my cock deep into her dripping wet pussy. Martin supported her upper body by holding her tits as she cried and moaned I knew I wouldn’t last long and I was relieved when I felt her tighten on me and she had a massive orgasm, lasting ages. Her thrashing about put me off my rhythm a bit and I was able to keep going a little longer until I shot my load deep into her. She just collapsed into the chair, panting, crying, trembling. Martin put a light cover over her, and she just relaxed.
In the mean time I was recovering from the sexiest encounter I have ever had. I left them to it but not before leaving my contact details with martin, should he ever need help again.
Three weeks later I received a very formal letter from a club, inviting me to join their membership, having been recommended by two existing members. I joined – and that’s many more stories.
As I said at the beginning – it’s a story that happened to a very close friend of mine – he wanted it published so others could see that it wasn’t always just fantasy.
From my point of view – such a shame he is completely straight.