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Date: Fri, 13 Sep 2002 12:13:08 -0400

From: Drew

Subject: CD Delight

The following is an account of a true encounter between consenting adults.

The names and places have been altered to protect the individuals. Any

resemblance to actual persons is purely coincidental. It is not intended

for minors. If you are offended by sexually explicit material or have

received this document by mistake, please close the document now. If not,

read on and enjoy yourself.

I met Barry originally through an ad in a regional swinger's magazine. He

was an advertising executive from a major southeastern city and, like

myself, had been married for a number of years. We got together about a

dozen times over a three year period at motels both in his city and in my

home town. He was especially attracted to my crossdressing interests, and

always insisted that I meet him dressed up and play the role of Mona with

him, something which I was more than happy to do. I normally went to the

motel first to wait and get ready for our discreet meeting. Following is an

account of one of those meetings.

As usual, I selected one of those cheap, out-of-the-way motels with

short-stay rates. You know the kind - small dark rooms, bedspreads with

cigarette burns, and stale, pine-cleaner smell. .After checking in to the

room, I undressed and prepared for my lover with eager anticipation. I

shaved my ass and balls smooth and used a lower enema to get squeaky clean

inside. I showered and massaged myself with some body lotion that smelled

very nice and feminine. I then put on my black lingerie outfit - bra,

camisole, short slip, stockings, garter, thong, heels, and wig. I admired

myself in the mirror, thinking that I looked pretty good. I was trim and

tanned, my legs were long and well shaped, my ass was firm, and my stomach

was flat - not bad for a middle-aged crossdresser.

To pass the time while I waited, I put a hot transexual video in the

portable VCR I brought with me. I love to see beautiful shemales being

totally ravished by well-endowed, hard, virile studs, and I always imagine

myself participating in place of the shemale actors.

In order to be ready (stretched) for Barry, I took my large male dildo,

lubricated it, and gently worked it into my shaved male pussy as I watched

the action on the video. It is at least 8" long and 2" in diameter and

feels really good. I can eventually take it all the way inside until the

ballsack at the end of the dildo is pressed against my asscrack. I am very

anal erotic and always use one or more dildos in my private masturbation

sessions, which can sometimes last several hours. I really had to resist

the temptation to ride the dildo and masturbate while fantasizing over the

sucking and fucking on the TV screen.

My friend finally arrived, and I greeted him at the door with a long,

passionate kiss. I then went over to the bed and began to display my body

to him, playfully caressing myself in an erotic manner. I pulled up my

slip, removed my black thong, and unashamedly revealed my arousal to him,

massaging my hard, 6-inch clit. Barry watched me intently and slowly began

to remove his clothes. As I pleasured myself before him, gradually the

woman in me began to come out and I was gradually transformed into Mona. I

was filled with desire to please him in every way that a woman can satisfy

a man, and then some. I turned over on my knees and elbows and exposed my

smooth, shaved ass to him. I licked my index finger, reached back between

my legs, and began to tease my puckered rosebud. I slipped the end of my

finger past the tight sphincter and into my warm chute, moaning softly. I

slipped it out, then back in, deeper this time. I gazed at Barry as I

fingered myself, showing him exactly what I wanted him to do to me. I

rolled over on my back and spread my legs widely, plunging my finger all

the way inside. I closed my eyes groaned as I massaged my sensitive

prostate G-spot and my hard drooling clit at the same time. When I opened

my eyes, Barry was standing next to the bed with only his briefs on, the

prominent outline of his male hardness was clearly visible on the front. I

pulled my finger out of my pussy and licked it off erotically, then plunged

it back inside as I admired Barry's body.

He was in his late 40's, about 6'-1", medium build, with salt and pepper

hair. His body was firm, not flabby, and he had very little body hair. I

went over to him and traced the outline of the bulge in his briefs with my

fingers, then leaned down and nibbled it gently through the stretched

fabric. A wet spot appeared at the end of the bulge as I did so. I

slipped my fingers under the elastic waistband and slipped his briefs down

to his thighs. His rigid cock sprang forth and pointed upward at a 45

degree angle. Clear threads of pre-cum were already oozing out of his

cock-slit and running down his shaft. Barry's cock was just over 7" long

and straight rather than curved (like mine). He was circumcised, and the

flanged head was flared and quite pronounced, looking much like a swollen

pink mushroom. Most of all, he was very hard and long lasting, something

which I appreciated very much.

I looked intently into his eyes as I took his erection in my hand and began

to lick up the bottom side of his veined shaft, pausing to suck on his ball

sack. I moved up and circled the prominent flange with my tongue, then ran

it across and into his drooling cock-slit. He threw his head back and

gasped as I did so. This was my signal. I sucked his engorged mushroom head

into my mouth and swirled my tongue over and around it caressing his

sensitive flesh. He groaned loudly, and I quickly consumed the entire

shaft. I began to take his rock-hard dick with long, powerful sucking

motions. I am quite good at this, and I can usually bring a guy off in a

few minutes if I don't stop. I took Barry to the verge of orgasm, and kept

him there for some time, pausing as necessary to prevent him from going

past the point of no return.

During one of the pauses I got up and lay on the table on my back with my

head hanging down over the edge. Barry approached and leaned over me and

slipped his cock into my hungry mouth. This way my throat was straight in

line with his cock, and I could take him all the way deep throat style. I

had to resist the gag reflex as his cockhead eased past the back of my

mouth and slid down into my throat. Inch-by-inch I swallowed more of him

until he was all the way in and his ballsack was pressed firmly against my

nose. He knew to move gently, and after a little while, I was able to

accommodate his full length thrusts. Fortunately, he also knew to pull out

occasionally so I could breathe. As he enjoyed face-fucking me in this way,

he focused intently on my neck so he could watch the lump made by his

cockhead moving up and down my throat. I loved taking him like this and

pleasing him. But, what I really wanted was for him to make love to me like

a woman. That part of me that was Mona desperately wanted to be overpowered

by his strength and animal passion and to feel his wonderful male organ

penetrating my hot, tight mancunt.

I crawled on the bed and got on my back with a pillow under my hips. I

spread my legs wide and lifted them to welcome him to my pleasure

center. He crawled up between my legs and smeared some slippery lubricant

onto his bare dick, then squeezed some inside my puckered hole. He moved

forward until his cockhead was poised right at my willing orifice. Our eyes

locked together as he pushed, sliding the engorged, flanged knob past my

outer ring of muscles. I groaned as my sphincter muscles clamped sown on

his shaft behind the head and he continued to slowly impale me with his

manhood. Just over half way in, his plum-knob encountered my second, inner

ring of muscles which separates my rectum from my lower bowel. The muscles

guarding the last orifice resisted briefly, then yielded to his entry,

causing me to close my eyes and moan with pleasure as I was fully

penetrated. I locked my stocking- covered legs behind him and gave my body

to him completely.

He then began to move, slowly at first, then somewhat faster. I really like

to be fucked in long, slow, deeply penetrating thrusts so that I can savor

the full sensation of my lover's dick moving in and out. Barry knew just

how to move. He especially knew how to angle his movements so that his

dickhead drove into and along my sensitive prostate with each thrust. His

motions sent me into a semi-conscious state of pure sexual ecstasy that

only another man can give. He leaned down and kiss me passionately as he

made love to me, our mouths locked and our tongues dancing together. I

expressed myself in deep groanings of unspeakable erotic pleasure:

"Yesss...pleezzeeee... Barry! Oohhhh ...fuuuuck meeeee!"

His lovemaking soon brought me to my first prostate orgasm, and I cried out

loudly as seminal fluid gushed from my semi-hard dick, forming a puddle on

my heaving stomach and running down my sides. Barry stopped briefly as my

anal muscles gripped his hard shaft in orgasmic spasms. Sometimes I have

cum twice while being fucked by Barry. He really knew how to make deep,

passionate love to a man-woman, and I was fortunate to have him as my

lover.

When my spasms subsided, he resumed his wonderful hip motions. This went on

for some time, and he would occasionally pause if he was getting too

close. I could tell when he was approaching his own orgasm. He would start

to grunt and his thrusts would quicken. I urged him on, "Ohhhhh

yesssss... Barry, pleeezzzeee cummmm in meeee!" Suddenly, his back bowed

and he thrust into me as deeply as he could go. He groaned loudly as he

exploded inside me, pumping his pent-up load of hot semen deep into my

bowels. I could feel the warmth of his cum and jerking of his cock as it

recoiled from each spurt. I loved it! There is nothing like being fully

consummated with my lover's seed deposited deep inside me. He rolled over

on his back to recover. I rolled with him and stayed impaled on his cock

until it softened and slid out. We cuddled and held each other on the bed

for some time, then got up. He dressed, kissed me goodby, and left.