A Big Change Pt. 01

I was eighteen and had left home to start my working life as a newly qualified chef, I had found a place on the northwest coast, a nice country hotel in a small holiday village.

Every year the local amateur dramatic society put on a play and did some fund raising for the local lifeboat crew, they asked if I would like to join, I said that I would be happy to help in the fund raising but doubted I would have free time to be in the play.

So it was that they asked if I would be up for dressing as a drag queen for the fundraiser, as being tall, broad and quite hairy would add to the Comic factor, I agreed and they dug out an old pantomine dame costume and bright orange wig, well the costume needed alteration, so I was asked to take it to Mary, who did most of the costume work for the plays.

In her fifties, Mary was still an attractive, very down to earth and straight talking woman, typical northerner, as she checked and adjusted the fitting of the costume, she asked about knickers.

"What" I replied.

"Knickers lad, you have to wear knickers, something frilly and silk or satin to show off your peachy bum," she laughed and slapped my behind, then she stood up and walked to another room, when she came back she had a pair of satin french knickers, fishnet stockings and a suspender belt in her hands.

"Put these on, let's see how everything sits," she said with a grin.

"Your fucking joking I hope," I replied, as panic started to rise in the pit of my stomach.

"Get them on, it's all part of the act," she had a wicked smile as she spoke and handed me the lingerie.

"You need to take your boxers off, you can't wear them on underneath, come on, whip em off." She commanded, with an evil glint in her eye.

I was muttering curses under my breath as I stripped then slid on the knickers, the feeling of the smooth material was electric.

"I do believe the big lad likes it, feels good doesn't it?" Mary teased, smiling with a glint in her eye.

I finished putting on the lingerie and she asked me to give a twirl, she came over with the pretense of straightening the seam of the stockings, but as she ran her hands up my stocking clad leg, I couldn't help but sigh, I closed my eyes and opened my legs a little more than was necessary, enjoying the feeling of having my stocking clad legs stroked.

My body started to take on a mind of it's own, my cock began to stiffen, my breathing became more rapid as Mary's hand ran up the inside of my thigh and over my bum cheeks.

My eyes darted open as she cupped my balls with one hand and ran a finger between my ass cheeks, with the other, by now I was rock hard and moaning quietly.

Mary pulled down the satin knickers, leaving me in just a suspender and stockings, gently pulling back on my cock, a little pre cum formed on the head, she wiped it away with a finger then rubbed it on to my lips, I could taste my own salty essence, then she pushed a finger between my ass cheeks until the pad of her finger pushed on to my tight asshole, she applied a gentle pressure, as I felt sensations sparking a yearning I never knew.

Mary stood behind me, still caressing my cock and balls, with a finger, squirming around in my ass, she nibbled my ear and whispered, "Oh you'll make a fine sissy slut, maybe the best we have ever produced, we will introduce pleasures that will blow your mind, but for now, I think you need some relief and release."

Mary moved around in front of me, she was naked and while her tits had started to sag a little, they were still full and round, their nipples hard and pointed, Mary wasted no time, dropping to her knees, she took my cock head in her mouth, taking a great big suck on it, before probing the slit with her tongue.

Marys mouth continued to engulf my cock, taking me deeper in to her throat, my hips began to thrust in rythmn with her mouth, I didn't know how much longer I could hold out. Then Mary stopped, stood and pushed me on to a bed, she smiled, wiping her mouth, "Your turn", she said, then climbed on and lowered her pussy over my face.

Her pussy was moist, the musky scent, intoxicating, I teased the labia apart and began to lick along the length of the slit, flicking my tongue at her clit, which made her squirm and squeal. After a few minutes I stiffened my tongue and began to probe deeper in to her pussy, the deeper I went, the wetter she became, Mary grasped my cock and began to massage it back to hardness.

Once hard again, Mary unstraddled my face and lowered herself on to my erect cock, the woman was an expert rider and had amazing muscle control, within minutes I knew I was about to explode and nothing could stop it.

Mary gripped me tightly between her thighs, her hips pumping me for all their worth, I couldn't hold out any longer, I groaned, I gasped and I filled her pussy with my cum, it was the best orgasm of my life, my cock continued to spasm and pump more and more semen in to her, Mary kept me locked up tight inside her, until I slipped out with a splat, followed by a torrent of semen and pussy juice.

Mary Propped up on an elbow and smiled. "If you can suck cock like you lick pussy, you're going to be very popular," She winked at me, then walked off toward the bathroom.

It took a few seconds for what she said to sink in, "Suck cock..What!! Oh Fuck" I said to myself.