If you haven't read Chapters 1 & 2, this is not going to make an awful lot of sense. I urge you to catch up first before reading this chapter - thanks.
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If someone was going to take my anal cherry, I would rather it be this sexy T-girl than some hairy-arsed bloke, I thought to myself. My only worry was Sky's cock - it was bigger than any toy I had ever attempted to put inside myself and I was worried that this might hurt me. Sky seemed to pick up on this.
"Look. I will be ever so gentle with you. I have experience in first-timers and I will go slow, promise!"
I trusted her. She was smiling at me with a caring warmth and I knew that I would be looked after.
She stood up and beckoned for me to do the same. She then bent me over the arm of the sofa and started stroking my nylon-covered ass, occasionally with a fingernail tickling my balls. She then started to probe around my hole and found I was already filled up.
"Oooh, you naughty man! A butt-plug - have you had it in all day?"
"Yes, since I showered earlier. You never know, eh? Someone might want to offer to take my cherry?!"
Sky giggled and gently started to play with the butt-plug, twisting it and pulling it before pushing it back in again. The sensation felt weird and I didn't really know if it was turning me on or not. Then, with no warning at all, she grabbed my tights and ripped them open, exposing my ass. This DID turn me on and now I was putty in her hands and ready for anything.
Sky slowly pulled the plug out of my ass and left me with an empty feeling. It had been in so long that I wanted that emptiness filled and the thought of that had me rock hard again. Sky was gently applying lube to my exposed hole and then rolled a condom down over her substantial cock which, by now, was ready to go again despite already cumming twice in under an hour.
She gently held my hips and placed her glans against my puckered ring...
The door to the room flew open and in rushed Bill, my doorman.
"Oh good, I thought you were in 'ere! Hope I'm not interrupting, Dave - there's a problem in the kitchen you need to sort out, mate. Someone has had a bit of an accident."
Jesus Christ, talk about timing! I was about to tick another one of my filthy fantasies off my list and now I had be snap out of it and go and be the dutiful host. I was gutted and, so it seemed, was Sky!
"Oh, Dave - I was so looking forward to that. Hope we can meet up again later, yeah?"
"Yeah" I said dejectedly, "Hopefully I won't be too long. Please don't wait on my account though - we have all day and night and I am sure we can find time later, Sky. Sorry!"
I left my butt-plug on the table and went off to the kitchen, hoping it was nothing serious or too expensive. I opened the kitchen door to find two people I didn't recognise and my two escort friends frozen to the spot, red wine all over the floor and shards of glass everywhere.
One of the gents spoke first in a thick Glaswegian accent.
"Sorry Dave - we were just wanting to get a drink for the ladies and Marlon somehow dropped the bottle on the floor."
Marlon I had recognised - he was stood there in a pair of flesh-coloured tights, ripped open at the front, with his massive back cock hanging down on his thigh.
"Yeah, sorry mate - my hands were all covered in lube and whatever and it just fell out of my grasp. We just don't know where the hoover or the mop is, mate, so we shouted out for Bill to find you. Hope you weren't too busy?"
I didn't want to go into details so just lied and told them I was not too embroiled and would happily help. I went back to the changing rooms, took my ripped tights off and put my boxers back on, found my trainers, and went back into the kitchen. They were still rightly stood where I had found them, not wanting to step onto any glass at all.
Finding the mop and bucket, I got to work and as I worked, I got chatting to the two guys. Tim, the other guy, was dressed in black hold up stockings and was the chattier of the two. He happily told me all about his journey down, how much they had been looking forward to being here, how they had immediately met my two escort friends and what exactly they had been doing upstairs before needing to sample the red wine on offer.
Eventually, I had mopped and hoovered the mess up and the kitchen floor was safe to walk on again. They all thanked me profusely and gratefully accepted a glass of wine after I had opened another bottle for them. We chatted and laughed for quite a while until Marlon suddenly spoke for the first time in what seemed like ages.
"Hey, Dave. We are at a sex party for nylon fetishists and you are the only one sat here in boxers and trainers. Don't let us cramp your style, mate!"
He was right. I necked my remaining red wine, and went back to the changing room. I had been in black tights before and so fancied a change. I quickly went through the pile of unopened packets of pantyhose and went for a lovely pair of skin-coloured Falke sheer 10-denier tights. Time to see what was going on.
I went back to the bi-room but Sky had gone. It was empty, so I had a quick look upstairs and could hear that a couple of the rooms were occupied. I came back downstairs and coming out of the ladies changing room was my delivery driver friend form the night before, Sue.
"Hi Dave. I'm back!"
"So I can see and still looking gorgeous. I see you are still wearing your gift."
She looked stunning, with her black bodystocking covering her curvy figure but this time wearing black stiletto heels. She smiled as she answered.
"Oh fuck yes - I wasn't going to miss out on another chance to wear it again. How's the party going? I have only just got here."
"Well, the conservatory is the place to be, or at least it was a couple of hours ago when we started. I had some fun in the bi-room but have been busy in the kitchen for the least hour at least. Shall we go and have a look and see what is going on?"
I led her down the hall towards the conservatory towards the sounds wee could both hear. A low murmur of moans and groans, punctuated by the occasional squeal and giggle. As I opened the door, the sounds grew instantly louder and I took a long look around the room, taking in the sight.