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Feminised by an older womam. Part 2

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By *tephanie Somtimes OP   TV/TS
5 hours ago

South Derbyshire

I opened the door nervously teetering on my heels. There was David an older man in a smart navy blue suit, grey hair and piercing blue eyes. I looked at his face, then his bulge and back to his face and smiled.

He held out his hand, I took it expecting to shake it but he kissed the back of my hand and told me I looked gorgeous.

I stepped aside and welcomed him in. I couldn't help but notice how his trousers hugged his cute little bottom.

"After you", he said and he followed me down the hall.

I was acutely aware that he would be checking me out. I felt so sexy in my red heels and dogtooth check mini skirt. As I lead him into the lounge I made sure to wiggle my bottom.

Mrs Lawson and Laura stood up to greet him and he kissed each of them on the cheek before sitting between them on the sofa.

"Stephanie", said Mrs Lawson, "Why don't you make us all a drink".

We had not discussed girly names before but I liked the name Stephanie.

I asked them all what they would like and strutted into the kitchen to make them. David was having a whiskey and dry ginger which at the time I thought was very sophisticated.

Mrs Lawson had already taught me how to walk and stand like a lady. I'd also studied some ladies on the television. I'd noticed that they always stood with one foot ever so slightly crossed in front of the other.

I made the drinks and put them on a tray.

It had always been a fantasy of mine to be a waitress in a posh bar. I often imagined serving drinks to a room full of business men in smart suits. Being ogled and maybe even touched up, giggling nervously as I handed the men their drinks. Hands running up my thigh and fondling my bottom. Being pulled onto a man's lap, feeling his hard cock through my flimsy underwear. Maybe even on my knees the men gathering around me with their cocks out. My head was always full of fantasies.

I handed out the drinks. I could tell David was checking me out as much as I was with him.

He was well over 6ft tall, I was guessing in his 50's. Certainly older than my dad. The age gap was a little taboo I thought and made me feel even naughtier than I might have.

He looked so smart in his crisp white shirt and tie. I found men in suits to be very sexy. He had nice hands with clean nails. A cheeky smile with nice teeth and full lips like soft pillows.

His cock was hard to miss sticking down his leg. The tight material just highlighting his glans. He looked big and I liked that. I'd promised myself if I was going to go with a man he would have to be well endowed.

I didn't want to start small and work my way up. I wanted a big powerful cock right from the get-go. Although technically I was a virgin I'd discovered the pleasure my anus could give me quite young.

I remember I was in my bedroom wanking. I'd never cum before but my mates had told me about it. I had discovered that I liked the feel of things against my bottom. The bed finial (bedknob) on my bed was just like a butt plug you can buy today. Of course back then you couldn't get them.

I wanted to sit on it but the bed was a bit too high. Then I had the idea of wearing a pair of mum's heels. I put them on and if I stood on tip toes I could lower myself onto the bed knob.

As I wanked the bedknob pressing against my rosebud my legs started to tremble. It was tricky to keep my balance especially with my legs shaking. Then suddenly I lost it and the bedknob popped right inside me. It must of rubbed against my prostate because straight away I started to cum. Jet after jet of thick cum shot across the bedroom. It was fantastic, I'd never experienced anything like it.

"Day dreaming Stephanie"? Mrs Lawson asked.

"Sorry", I replied.

She beckoned me over, "Come here, let David have a proper look at you"

I stood next to David and he looked up at me and smiled.

I did a little twirl for him lost my balance and fell into his lap.

My legs were up in the air and my skirt around my thighs revealing my stockings and suspenders. David was just as surprised holding onto me his hand on my stocking tops.

I apologised, Mrs Lawson glared at me but David said I was so sweet and girly. I stood back up standing between David's legs.

He looked up at me his eyes locked on mine as he ran his hand up under my skirt. I stood there trembling as his hand touched my bare skin brushing against my bulge. He ran his hand between my legs cupped my bottom and pulled me on top of him.

I straddled him as he explored my bottom with one hand slipping it down into my panties. His other hand was on my boobs. The bra gave me a nice handful but was thin enough that my nipples still poked through. David quickly found them and I sighed when he tweaked them.

I looked at Mrs Lawson she smiled, "Are you enjoying yourself young lady", she asked. I nodded.

The two ladies were telling David how they found out about me and then suggested we all go to the playroom.

Mrs Lawson had never mentioned a playroom before but she lead the way.

David took my hand smiled and said, "I guess we should follow".

It was a small thing but having David hold my hand had a profound affect on me. It made me feel so girly, more so than the clothes. It was something so special I have never forgotten it

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By *otwillyMan
4 hours ago

Scunthorpe

Thanks for continuing the story

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By *azmin999jmMan
4 hours ago

wakefield

So lovely 😍😍😍

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By *obert111222Man
4 hours ago

Glenrothes

Keep going please x

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By *ork68Man
3 hours ago

York

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By *ubdomtvTV/TS
3 hours ago

Wolverhampton

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By *coop169Man
16 minutes ago

godalming

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