Date: Thu, 12 Jul 2012 10:33:40 +0100 (BST)
From: penny cox <pennycox694@yahoo.co.uk>
Subject: Swimming Pool Job  Part 3

I cuddled George close in the locked store room, my arms around him and my
hands down the back of his pants. Several long kisses followed, with lots
of tongue filling my mouth. Not a word was said. His hand fondled my bra
cups, then down to my thong. It was so nice feeling a mans' hand carressing
me. I hadn't realised how much I'd missed being touched since I left
school. Then I heard "It's time my pants came off Simon. Can you help
me....please"? I lowered myself down, kissing his nipples as they passed my
lips, and hooking my fingers in the waistband of his pants. As my knees
landed on the floor, I pulled Georges y-fronts down onto his
thighs. OOOhhh, suddenly his hairless cock flopped out, and pointed
directly at me, the foreskin slmost fully back, showing me that gorgeous
purple helmet. I reached out and took hold of it, easing the foreskin fully
back. It seemed the most natural thing in the world to give it a kiss, so I
leant forward, and put my lips over the eye. My lips made little kissing
noises as I pulled away. I gave his cock a few wanking movements, and saw
clear juices begin to ouze out, then kissed it again, and again. The clear
juices tasted good, so, after a while, I slid my lips fully over the tip
and down until they touched my own fingers, gripping him just under the
rim. It felt so deliciously naughty to have all of Georges helmet in my
mouth, and such a big mouthful. Several times, I slid my lips back and
forth over the lovely, juicey helmet.

"Oh Simon, that feels so good" He whispered "I've wanted you to do this for
so long. Is it nice for you"? I tried to nod, then took my hand away and
slid it between his legs to fondle his balls. Oh, they felt so soft and
fragile, but so lovely. George kept on moaning with pleasure. Now my spare
hand was round him, cupping a bottom cheek. I felt him move a little
closer, sending another inch of cock into my mouth. I looked up at him. He
was looking down at me and smiling. "Oh my darling boy, that feels so
lovely. I want to make love to your mouth" His hands were placed on my
head, then I felt him push with his hips, sending another inch of heavenly
cock into my mouth.Then he pulled out slightly, until just the helmet was
safely between my lips. Then back in, then out, then in. I was allowing
George to do something to me, that no-one had done before. It didn't feel
dirty or disgusting or depraved. Being alone with George in this locked
cupboard, and letting him ease his cock in and out of my mouth, seemed
completely normal. I felt that it was a natural sex act, and I wanted it.

Slowly George began to push his cock deeper into my mouth. I didn't mind,
my hands on his cheeks were urging him on. The thrusts got a little harder,
a little more manly. I was acting the part of the girl, and I was enjoying
it. Then I heard "Oh Simon, I'm going to cum" He tried to pull back, but my
hands held him in place, and in seconds I felt the first of several big
powerful spurts of cum landing at the back of my throat. Then he relaxed
and I knew he'd begun the "Dribbly" stage, letting more cum ouze out
slowly. When I was sure he was finished, I pulled slowly back, and saw
strands of cum connecting his helmet to my lips. I took hold of it and
wanked it for a few seconds more. "Oh Simon" he whispered "Darling
boy. You've got my cum in your mouth, I can see it. I wasn't expecting to
do that the first time."  I was getting used to the new taste of cum. There
seemed to be so much of it. I reached for a towel and spat most of it
out. "Oh that's a waste Simon" He said " you're supposed to swallow
it. Maybe next time eh"? I nodded and got up. He cuddled me to him for a
few minutes, then said "I better get into the water" He pulled on his
trunks, and I got my shorts and polo shirt back on. I opened to door
quietly and looked out. No-one about, so George slipped out and walked
off. I went back up to Sandra.

"George had something to show you did he"? she asked. I smiled and sat
down, my mouth still tasting of cum, lovely cum. "George will be after your
bottom soon" she whispered "You'd better get some practice with a
vibrator. I'll bring one in for you tomorrow, ok"? I nodded and mouthed
"Thankyou" It was soon the end of our shift, and as I got up to leave,
George appeard at the changing room corridor. "Hi Simon, just leaving"? I
nodded "I'll walk out with you". We walked across to his car. "I really
should give you a lift home" He whispered "You've been so good to me" "Ok"
I whispered. The doors unlocked and I got in. As George got in, he slipped
his left arm around me, pulled me to him and kissed me. "You're going to be
my Girlfriend aren't you" I nodded. "You're going to play the part of a
woman, and let me do all the things that a man does to her, eh"? I looked
at him, smiled and nodded. "You've had my cock in your mouth, was that
nice" I nodded. "There is another place that my cock has to make love to,
do you know where"? Another kiss, then I whispered in his ear "Yes, up
inside my bottom" "That's right Simon, just like your mouth, but I'll be
easing it in and out of you bottom, till I cum. Are you happy to do that"
Another kiss and I nodded again. "Yes George, Yes" I whispered.

He drove me home, a quick kiss and I was indoors in seconds. Mum was at
work, so I went upstairs, had a quick shower and rinsed my thong, bra and
shorts out. I selected a pair of panties and a matching bra, slipped them
on and went over to the computer. I signed on the the Daddy website, and
clicked on the button marked "Mature Daddies". Up came lots of photos of
naked men, all older men like George. I clicked on "Chat" and adjusted the
camera so that my face wasn't in the picture. In seconds messages began to
appear from old men looking at my picture. I kept on adjusting my bra
straps and rubbing my panties, as I read the messages and sifted throuh the
cam pictures of my fans. Eventually I found a podgy man sitting in his
y-fronts, and sent him a message that I loved y-front wearing Daddies. I
told him the truth, that Mummy was out at work, and I was wearing her
underwear. He seemed to like that and slipped his hand down inside his
pants. I told him that I wanted to do that. He eased the y-fronts down and
began wanking himself off as I watched. Again I told him I wanted to do
it. He asked would I suck it. I replied YES. Then he said he wanted it up
my bottom, and I was to stand up, take my panties off and turn round. I was
to pull my cheeks apart and show him and all my other fans, my tight little
boy hole. I obeyed, slipped mt panties off, turned around and pulled my
cheeks apart. For several seconds I showed him my secret entrance, then sat
back down. Wow, my screen was full of messages from old men who wanted
their stiff cocks up inside me. I was flattered, and started to wank myself
off as they all watched. I messaged my old friend that I wanted that as
well, and lots or cum spurted inside me. IThen a message that he was cuming
soon. I watched and saw him spurt it all out, just for me. I came out of
that website and went into my favourite crossdressing sites, and saw
hundreds of pictures of very feminine boys in sexy underwear, being abused
by men. One boy looked much like me, and was sitting on an old mans
lap. There were several close ups of the boy, panties off, and showing the
mans cock buried deep inside the boys soft, feminine bottom. I wanked
myself off, wishing that were me in just a few weeks. I didn't really care
whose cock it was, I just wanted a man to make love to my bottom.

It was Friday, the end of our early shifts. next week Sandra and I would be
on 2.00 till 10.00. "Morning Simon" she said as she sat at the other
till. "Another little present" she whispered, handing me a small brown
paper carrier bag. I stood up, went over and took it. Looking inside I saw
two slim boxes, about 6 inches, and a note. "Oh thankyou" I said. "Make
sure you're are on your own when you open them and read my note, ok"? she
whispered. I nodded, looked around to see if anyone was around, and then
bent forward and placed a nice kiss on her lips. Straight away I felt her
hand slip up under the leg of my shorts, and cup one bottom cheek. Another
kiss with me looking down the front of her blouse at a lovelt lacey
bra. "Those men are going to have fun with you" she said, pulling me to her
for a second. At my first break, I took the bag down to my store cupboard,
and locked myself in. I opened the larger of the two boxes. Wow, it was a
pink rubberised cock, with a smallish helmet and a shaft that got slightly
thicker towards the base, where there was a pair of balls and a round
flange. I took hold of it and put it straight into my mouth and bobbed up
and down. Then I stood it upright on its flange on the shelf. The other box
was a tube of lub. I read Sandras note. It told me to spread lub all over
it, stand it on a stool or chair and lower myself down onto it. It may take
several goes, but I must keep trying, until I can take all of it, and then
I am to keep it inside me for 30 minutes morning and night. Then I'll be
ready for men.

I put it safely in my locker and went back to the tills. I stood beside
Sandra saying thankyou, when I felt her hand sliding up my leg. I looked
around, no-one about. Her hand slipped up under my shorts and was soon
carressing my bottom cheeks. It felt just as nice as a mans', but I didn't
want to tell her that. She pulled me to her again, and I was able to see
down her blouse again. She looked up and saw me looking. "You'd like some
of those wouldn't you"? she whispered. I nodded. I heard voices, and
quickly sat down. I was an elderly man, a regular, but I hadn't seen him
much. "This ones' yours" she whispered

"Hello" I said cheerily. "One senior swim please" he said smiling down at
me. "There you are" I replied giving him his ticket "If you need any help,
I'll be in the changing rooms shortly" "Thankyou, that may be useful" he
said turning away. "Another fan Simon" Sandra said, "you'd better be off
after him. I'll hold the fort".  I nipped off down into the locker area and
found him trying to get a clothing basket out. "Here let me do that for
you" I said softly, bending forward to lift the basket out, and knowing I
was showing him a lot of my bottom cheeks. Stnding up I asked "What cubicle
would you like "?  "Somewhere quiet my boy" he replied. I lead him along to
the one George liked to use, with him following behind, no doubt looking at
my bottom, and wanting to touch it, I hoped. "There you are" I said walking
into the small cubicle and putting the basket down next to the seat. "I'll
be just up near the lockers if you need any help. All you have to do is
call me" I said in my sissiest of voices, and turned to walk away.  In a
few seconds I heard "Oh son, are you there"? "Yes sir" I called and walked
along to him. He was sitting on the seat, with his trousers around his
ankles. "I have trouble with buttons, can you help"? "Of course I can sir"
I whispered and stepped forward. Leaning forward, I began to undo his shirt
buttons, starting at the top. When I got half way down, I stooped down a
little more, and my fave was only inches from his. "You don't have to call
me sir" he whispered in my ear "You can call me Daddy if you like, when
no-one can hear" He had my attention now. "Ok Daddy" I whispered, and knelt
down infront of him to undo the last two buttons. After the last button, I
pulled the shirt apart, and glanced up. Like George, he had a pale, podgy
tummy, but there was some hair, not too much. Below the tummy were
regulation navy blue y-fronts, that looked very inviting. I took the
trousers, folded them, stood up and placed them in the basket. Then taking
the shirt, pulled it off over his head, folded it and placed it in the
basket. "What's next Daddy" I whispered, touching him gently on the
shoulder. "Shoes, socks and pants son" he said smiling at me. I eased the
shoes off and pushed the socks inside them, then mouthed "Stand up Daddy
please".

He obeyed and there he was, asking for me to pull his underpants off. I
hooked my fingertips in the waistband and tugged, while looking straight
ahead at his bulge. Suddenly they were around his knees, and I was looking
at at mass of grey curly hair, with a lovely circumsized cock, bending down
and pointing to the floor. I pulled the pants off over his feet and stood
up, as I put them on the top of the pile. Although I prefered hairless
cocks, Daddys' did look nice. "Thankyou" he mouthed silently, and took my
hand and pulled me towards him. "What do you think of Daddy, now he's got
no clothes on"? he whispered, slipping one arm around my waist. "Do you
like Daddy"? he whispered directly into my ear. I slipped both my arms
around his waist, lowered my hands to his bottom cheeks and pulled him even
closer to me. I do love a fuller bottom on a man, and Daddies was
lovely. Resting my head on his shoulder, I began to enjoy the feeling of
Daddies cock pressing against me, and starting to stiffen. My hands were
working in circles over his bottom cheeks, pulling them apart and making
them wobble. "Give Daddy a kiss" I heard. I turned and lifted my head,
Daddies lips covered mine, and his tongue slipped into my mouth. I was
constantly listening for voices, but heard none. As the kiss ended I heard
"Do you love Daddy"? I nodded and received another big kiss. Daddies hands
were slipping up under the leg of my shorts, and carressing my bottom, and
his cock was getting stiffer against my tummy. Then voices from the locker
area. I leant back and had a quick look. It was two older men opening
lockers and getting clothes baskets out. "I've got to go" I whispered,
looking down at his lovely stiff cock. I took hold of it, stroked it a few
times, and then bent forward and gave it a big kiss over its' eye, already
ouzing clear juice. Then another and another, before slipping my lips right
over the head and giving 3 or 4 head bobs, before standing up and mouthing
"Good bye". I walked down towards the two men, who were now looking for a
cubicle. I knew that I had a hard-on, but tried to hide it as much as I
could.

"Hello" one of them said "Can we have any cubicle, and which do you
recommend" Down this way" I pointed, away from Daddy. They both followed
me, and I just knew that their eyes were on my bottom. "How about this one"
I said, pointing into a larger cubicle "Are you going to share"? "Oh yes"
one of them said as he slipped his arm around the other ones waist "We're
good friends" "Ok" I said "I'll be just around the corner if you need any
help", noticing that one of them was looking down at my legs. A few minutes
later Daddy walked passed me, to put his clothes in the locker, then walked
back and quickly slipped his arm around me, pulled me to him and kissed me,
then walked off towards the pool. I walked slowly towards the large cubicle
where the two friends were changing. "Anything I can do for you " I asked
as I popped my head around the corner. One was naked and the other was in
his underpants. I looked them up and down, and settled on the naked mans
smooth shaven pubic area. "Like what you see"? he asked, putting his hands
on his hips. "Oh, I'm so sorry" I spluttered out. "Oh no you're not" he
answered in a whisper "You just like looking at older men, don't you" I
just stood there looking at them for a moment, then turned to walk
away. "Don't leave" the other one whispered, "You need to be punished for
peeping, Come here". I walked into their cubicle and watched as the second
pair of pants were removed. One of them sat on the bench seat as the other
waved me over. "Your bottom has to be smacked, now pull your shorts down
and bend over my friends knee. There's no-one around". I slid my shorts
down, showed off my pink thong, and lowered myself over the lap, looking
down to see a gorgeous cock that I was about to cover. I felt a hand on my
bottom. "I'm just going to feel you today little boy, but you deserve a
good smacking" The hand started to carress my bottom, moving form one cheek
to the other, pulling the thong out from inbetween them, and then
exploring. As a finger touched my boy-hole, I shuddered and moaned. "Oh, he
likes that" one of them whispered. Again and again the finger teased me,
before easing gently inside. I let out a soft moan and relaxed as it
started to slide in and out. His cock was stiffening, and I could feel it
against my chest. Suddenly a pair of feet appeared in front of me. I looked
up to see the other man standing there stroking his half hard cock, just
inches from my face. His foreskin was rolling to and fro over his lovely
big helmet. He stepped forward and started to rub it all over my face, then
my lips. I parted them and let his helmet into my mouth. It felt so good,
so normal, and so big. As the finger went in and out of my bottom, so the
cock started to do the same with my mouth. After a few seconds, I was in
heaven, and I knew that one day I wanted to in between two men, with a
stiff cock inside me at both ends. "What a nice boy" one of them whispered
"So submissive and obedient. You could be our houseboy" Voices. The cock
was withdrawn, as was the finger. I stood up, pulled up my shorts and
mouthed "Thankyou" and left.

Wow, that was good, I thought as I went back up to Sandra. The tills were
deserted. "Glad you're back, I need a wee" she said, sliding her hand up
the back of my leg. I stood still for several seconds as she fondled my
bottom cheeks. I kept on looking around to see if anyone was coming. I felt
her take my hand with her spare hand. When I looked down she was holding
right over her breast, cupping my hand over the front of her blouse. I
squeezed gently. "You'd love of pair of these, wouldn't you" she
whispered. I nodded. "We're on lates next week. If you pop round to my
place about 12.00 on Monday, I'll let you play with them, ok, but don't
tell anyone"? I just nodded and kept on squeezing. Her fingers were easing
the thong out from between my cheeks, when we heard voices. "Ping" it went
as it snapped back between them.

At the end of our shift Sandra said"Don't forget that little present Simon,
Sit on it, and use it often.

As soon as I got home, I went upstairs, undressed and sat on Mums stool in
front of her big mirror. I got the vibro out and held it. I was just like a
cock. I played with it, kissed and licked it, and finally sucked on it, as
I watched. Then I undid the KY Jelly tube and spread lots of it over the
tip and shaft. Getting up, I positiond it in the centre of the stool, on
its' flange base, standing upright, just like a real cock. I stood astride
the stool and watched as I lowered myself down. OOOhhh, the tip of the
dildo engaged with my boy-hole. It felt so right. I reached between my legs
and held the flange base, so that it wouldn't fall over, and lowered a bit
more. Several minutes went by, as I lowered and raised my bottom, letting
my boy-hole get used to its' new friend. Then I lowered a bit
more......suddenly there was a sharp pain. I stopped for a few
seconds...the pain went away. I raised and lowered and felt the very tip
easing inside me. I watched, it was so lovely. I lowered a bit
more...another pain, so I stopped. I raised and lowered to that point and
could feel the whole helmet sliding up inside me. I lowered a little
more..more pain so I stopped. I raised and lowered myself several times,
watching the whole helmet and the start of the shaft disappear up inside my
bottom. My bottom felt Wide Open, as if a bus was inside me, then another
lowering....more pain, then more lowering, no more pain. My bottom had been
stretched enough and I slowly slid down the dildo till my bottom cheeks
touched the stool. Oh, I sat there looking at myself, knowing that the
dildo was fully inside me. I rocked to and fro. WOW what a lovely
feeling. I could feel it right up inside me. I wiggled about for ages, then
lifted my bottom a bit. The dildo slowly eased back out slightly. I sat
firmly back down, forcing it back in fully. Oh, that was nice. I repeated
it over and over again, letting half the dildo slide out, and then pushing
it back in. Oh, if only it was a real cock. I enjoyed a wank as I watched,
then let it ease itself out, washed it and had a shower. At bedtime I'd
ease it in again, and use it as often as possible over the weekend.

At 12.00 on Monday, I was knocking Sandras front door. The door opened, but
she stood behind it. "Come in" I heard her say. I stepped in, she closed
the door and I turned around. She was in her dressing gown. Taking my hand
she led me into her bedroom, and let the robe slip off her shoulders. She
was in her bra and panties. She sat at her dressing table and waved me
over. I stood beside her, looking down at her well-filled bra cups. I
reached out and placed my hand over one of the cups. Sandra moaned
softly. "Wouldn't you like a pair of soft wobbly boobs to show the boys"? I
nodded. Her hand slid up the back of my leg and under my shorts. She began
fondling my bottom and easing the thong out from between my cheeks. "Are
you using your new toy"? she asked "are you getting it all the way in"? I
nodded. "Oh Yes" I said excitedly "It feels so nice when it's inside me,
and I wiggle it about. My bottom is a bit sore, but I don't mind". "That's
good" she whispered "Soon one of your pervy friends at the pool will show
you a tube of KY, push you up against the wall, and a real cock will slide
up inside you. Are you looking forward to it"? I nodded. "Undo my bra" I
heard. I reached behind her and undid the clasp. I was well-practiced,
wearing a bra most of the time.  The bra slid down her arms and soon was
laying in her lap. I looked down at her breasts, hanging downwards, just
asking to be carressed. I put one hand on her shoulder and cupped one
breast with the other. I rubbed it round and round, squeezing the nipple,
feeling it harden, just like a cock. My shorts were being pulled down, and
I looked in the mirror, to see myself standing beside her in my pink
thong. Her hands moved and my thong started to slide downwards until my
boy-cock flopped out. I watched as she took hold of it and started to play
with it. "Do you like seeing the old-boys cocks in the changing room"? I
nodded "Have you touched any yet"? I nodded. "Have they touched you" I
nodded "Have any invited you home yet"? she asked. "No, not yet" I said in
a sad voice. "It will happen one day soon, just be patient. You'll be in
bed with one of them, having cock pushed into your mouth, or up your
bottom. I bet you fancy that don't you"?

"Oh Yes" I blurted out. She spun round to face me and suddenly my cock was
in her mouth. It soom started to harden as she bobbed her head. I reached
down and placed a hand over both her breasts and started to play with
them. Her hands moved to my balls, them one to my bottom, where a finger
slipped inside me. I was im heaven, and soon began to spurt my boy-cum into
her mouth. She pulled back and looked up at me, showing me the cum on her
lips. " It's time we headed off to work" she whispered "But before we go,
let me show you something" She got up, eased her panties off and sat on the
edge of the bed. Flinging herself backwards, she lifted her legs and opened
them wide. "Come to Sandra and see what you'll be missing" I stepped over
to her. "Open those lips Simon and take a look" I obeyed, reaching down to
ease the flaps apart.

End of part 3