Date: Wed, 27 Apr 2016 08:31:28 +0100
From: Iain Bell <pissupmyarse@gmail.com>
Subject: Scott Finds a Sissy - Chapter 3

SCOTT FINDS A SISSY SLUT - CH3

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We went out hand in hand I was shaking and needed Scott's hand to help
relax me. The driver opened the car door for me and I got in the car, Scott
went round the other side and got in himself. He put his hand on my knee
and caressed me, he pulled my face to his and gave me a kiss the driver
looked on and smiled. "This is our first real date" said Scott.

"You are a lucky son of a bitch, she is a beautiful girl."

"Yes, I keep telling her that but she won't believe me." And Scott kissed
me once more.

"Stop it Scott, you'll ruin my make-up before we get there." The driver
made his way into town and we arrived at the restaurant and again the
driver opened the door for me "Thank you."

"My pleasure miss." Scott paid the driver and we went inside, Scott said
who he was and we were shown to our table. Our waiter came over and kept
staring at me as he handed us the menus "I'll come back when you are ready
to order." And he disappeared.

"He knows."

"No Lee he doesn't, I know the difference. You have led a rather sheltered
life. He fancies you Lee."

 "You sure?"

"Flirt with him and you'll find out." I shook my head "Go on, do it for
me." And Scott smiled at me and kissed me on the lips. "Now what are we
going to eat?"

We both looked at the menus and finally decided what we were going to eat.
Scott called the waiter over. The waiter stood close to me as he spoke to
Scott and took our order. I moved and close and `accidently' rubbed his
trouser leg, I felt him push back so I did it again. He moved and leant
over me as he wanted to show Scott something on the menu. I rubbed his dick
and he was rock hard. He stood up and took the rest of the order, I noticed
that he had gone a bit red as did Scott "You feeling okay?"

"Err yes I'm fine, it is a bit warm in here." He left and went back to the
kitchen.

"So?"

"You bring out the worst in me Scott, your influence has made me do things
that I would never normally do, anyway, I can tell you his dick was rock
hard when I rubbed it through his trousers."

"See I told you he fancied you. He was either lusting after you as a pretty
sissy boy or as a real young woman. You are having fun aren't you?" I
nodded at Scott and kissed him as the starters arrived, I smiled at the
waiter as he put the plates down and walked off.

The rest of the meal went without any problems occurring, Scott gave the
waiter a very good tip and we got up to leave, the waiter came over and
showed us out but not before he shoved his hand up my leather skirt and
patted my boy pussy. I turned and blew him a kiss and Scott and I left in a
taxi for home.

"How do you feel now you have been out for the first time as a young
woman?" Scott asked as soon as we got indoors.

"I feel okay which surprises me, I thought I would blow it and everybody
would laugh but it went well didn't it?"

"Of course it did, I thought that for a first time you were brilliant. The
question is do you want to continue?" I went very red again and looked
away. "I think that's a yes isn't it."

"Yes." I sad very embarrassed and a little tearful.

"Baby, please don't get upset, you have made me very happy, you do like
dressing up femme don't you?" and he gave me his tongue in my mouth and
kissed me deeply.

"That's the problem Scott, I do love it so very much but I am so scared."

"Come on Lee, let's go to bed as I need to fuck my sissy's cute boy pussy."
Scott took my hand and led me upstairs where we both undressed, as I pulled
down the duvet, he had placed a baby doll nightie on the pillow.

I put it on for him and stood and looked into his eyes "beautiful." Was all
he said as he took my hand and into bed. Scott lay behind me and kissed the
back of my neck, as he kissed me I felt his large dick in the crack of my
boy pussy, I wiggled my boy pussy loving the feeling of his dick. "You want
it don't you sissy?"

"Fuck me Scott, please fuck me." He reached for the lube and put some on
the entrance to my boy pussy and also coated his dick. He stayed behind me
and I felt the head of his dick enter me "mmmm" and he slid in inch by inch
until his balls were lodged against me. "That feels so good Scott."

"Feels good to me too baby." He rested his dick inside me for a short while
until he could not help himself and slowly started to fuck me, I was
moaning all the time feeling his dick pushing and pulling out of my boy
pussy. My breathing was getting shorter and shorter and I knew as did Scott
that I was going to blow my load. I moaned out loudly and shot my load all
over the bed in front of me, Scott kept fucking me and he started to moan
we both knew he was getting close. All too soon Scott shot his load deep in
my boy pussy. I felt every spurt of his hot man cum filling me.

As soon as he finished shooting I pulled off his dick and moved down the
bed and took him into my mouth, I wanted to taste the last few remnants of
his cum in my mouth. Scott was moaning as I licked round the head his dick
never going down and remaining hard. I looked up at him and he had a huge
smile across his face and I realised that I had done that, I made him smile
and that made me feel good about myself. I took Scott into my mouth deeper
and deeper and he went into my throat. "Oh you fucking bitch, yeah take me
in your tight throat." I sucked Scott's dick loving the feeling of his dick
sliding in and out of my mouth and throat. "Oh shit, you are going to make
me cum again." He moaned out loudly and filled my throat with his hot cum,
it slid down and into my stomach.

Scott pulled me off his dick and kissed me "You sissy." He said kissing me
in between speaking. "Are wonderful. You made me cum twice in quick
succession. You can do that anytime you like baby." He said smiling "Now it
is my turn." Scott moved down the bed and took me into his mouth, I of
course was hard, even though I had recently cum my dick had not gone
down. Scott took me into his mouth and down into his throat. I was so
fucking horny that I was unable to stop myself and shot my load into his
mouth.

When I had finished he moved back up the bed. "You are going to be one
horny sissy slut aren't you Lee?" I smiled at him "Come on let's sleep. You
never know I may want to fuck my sissy again in the night."

"I hope so Scott." And I kissed him and we settled down to sleep with
Scott's hand over me and gently rubbing my nipples as we went to
sleep. Scott and I didn't wake all night and I didn't get another fuck.

The next morning I woke early and was soon wide awake, Scott was still fast
asleep but I could feel his hard dick at the crack of my boy pussy
eliciting a moan from me. I managed to turn without disturbing him and
looked at his face. I gently kissed his lips as he slept and he stirred and
opened his eyes and saw me smiling and grinning. "Morning sexy."

"Morning sissy." He returned the smile. "I need a piss then you can suck me
off before I jump in the shower and go to work."

"Can't we lie here all day?"

"As much as I would love to sissy, I have things to do and I need to be in
the office." Scott got up and had his piss and came back to the bedroom and
slid under the duvet. "Now suck my dick sissy."

I moved down the bed and took his dick into my mouth and started licking
the head and gently sucking all round it. I took him in deeper licking and
gently sucking as I went down. As he got deeper in me, Scott entered my
throat "Mmmm that's better, I love being inside your throat Lee, you are so
tight and my dick feels right at home." I was gently working his dick for
him but I soon found out I was too gentle. He grabbed my hair and started
fucking my face faster and faster." He moaned and I felt his balls contract
and he shot his cum deep inside my throat.

"Sorry sissy but I needed to get a move on" He jumped out of bed and into
the shower.

When he returned he apologised for being rough. "That's okay Scott, I am
ashamed to say that I actually loved it."

Scott came over to the bed and kissed me "see you tonight?"

"I bloody well hope so." I said and he kissed me and left for work.

I got up and showered, shaved all over. I dried myself and went into the
bedroom and looked at what I was going to wear today. I put on some sheer
seamed stockings and black bra and panties tucking in the falsies. I
finally decided on a red tartan mini-skirt with a red see through blouse. I
looked in the mirror and liked what I saw. I looked through the shoes and
boots and after a while I decided on a pair of 5 inch black patent stiletto
shoes with a pointed toe. I tottered round for a few minutes and got used
to them. I noticed that all the shoes and boots Scott bought for me had
high heels.

I went downstairs and had a bite to eat and a coffee. I looked at myself
again in the hall mirror and still could not believe what I had become and
how sexy I looked, I was giving myself a hard on but as I had tucked it
well away like Scott showed me it didn't show. `I'm going out.' I suddenly
said I grabbed my keys wallet and walked out of the house before I could
change my mind.

I realised that I had nowhere to put anything so a handbag was important
and I also thought that I would get my ears pierced and a few bits of
jewellery and a few rings perhaps. I went into town and I noticed lots of
eyes watching me and staring. I simply smiled at them and carried on my
way. I was getting more and more confident as time went on. I looked in a
shop window at the handbags and went in, a young girl came over "Can I help
you miss?" I told her that I had a break in at home and needed a couple of
new bags. "Oh dear, I am sorry. I would suggest that if you need two bags
then something like this and perhaps this would complement any outfit." I
examined them closely and paid the girl. I used one immediately and the
other she put into a carrier bag for me.

I walked on down the road and into a jewellers. I had a good look round and
opted for a couple of rings and nice necklace and a few pairs of very large
hooped earrings. Pleased with my shopping I found a hairdressers that did
piercing and had my ears done. I asked if they could put in the new hoops I
bought, she said well she shouldn't really but she did admit they finished
off the look to perfection. I paid and as I was doing so I looked in the
mirror and looked like a right slut.

I thought that I would surprise Scott and go into the office, I hadn't been
there for a few years so I didn't think anybody would recognise me. I went
in the door and up to the receptionist. "Please can you tell Scott Freebody
that Lee is here so see him?" She picked up the phone and rang.

"He'll be right down miss."

A few minutes later the lift doors opened and Scott appeared. If his jaw
could have hit the floor I'm sure it would have. He came over and I gave
him a peck on the cheek. "Hello sexy" I whispered in his ear. "Lost for
words?" he nodded. "Take me to your office." I grabbed his hand and led him
to the lift before he could stop me.

"You look fucking amazing Lee." We got to his floor and headed to his
office past all the girls and boys that worked with him. When we got to his
office he closed the door and kissed me "That'll give them something to
gossip about and I may go up in there estimation." He said smiling at
me. "You have shocked me Lee, you look amazing and I love the earrings,
very slutty. You seem to know what turns me on."

"I'm learning Scott. Now do I get a protein drink?"

"We can't not here."

"Yes we can Scott, I want to be the best sissy slut I can be for you." I
pushed him down into the settee he had in his large office and I unzipped
his trousers. I pulled his dick out and took him into my mouth. I took the
whole length into my throat and sucked him off, he soon got into it despite
his fear and was soon giving me what I wanted.

"Mmmm that' much better" I said smacking my lips. "Just what I wanted." I
kissed him and tucked him away and zipped him up. "I'll see you tonight
lover boy."

He looked at me and smiled "Yes sissy you will, just wait until I get home
tonight."

"I already am Scott, I already am." Before I left his office I checked
myself in the mirror and corrected my lipstick and walked out of his office
and out past all his colleagues.

I was pleased with myself today, I had very quickly grown to love my new
persona with Scott's guidance. I arrived back in reception and I left
walking down the street with my head held high and a swish in my tail. I
wanted a coffee and stopped in a shop and ordered and sat down, at that
same moment a guy came in who I recognised, it was the waiter from the
restaurant. He recognised me right away and came over "Do you mind if I sit
here?" I shook my head and he sat down. I suppose you know that you turned
me on in the restaurant?"

"Yes, I know I felt how turned on you were." I said grinning.

"So Lee" you don't mind me call you Lee do you?"

"Not really especially as it is my name."

"You don't remember me do you?" I looked at him curiously "we were at
school together, I was a bit of a nerd then and didn't have the looks or
the body I have now, but I found myself and it made me a better man. It
looks to me as if you found yourself, and I have to say Lee I like what you
have become. You are one fucking beautiful sissy boy."

"Justin." I said suddenly, he nodded "Fuck. Justin you wore horn rimmed
glasses and were fat and had lanky greasy hair. Wow how you have changed."

"We've both changed Lee and for the better. Are you monogamous?"

"I haven't really discussed it with Scott as we've only just got together
and I have only just found out what I am becoming."

"I would love to get together with you and Scott if he is into threesomes,
take my number and if he agrees please ring me."

He got up kissed me on the cheek and whispered in my ear "you won't be
disappointed." As he rubbed his dick through his jeans. He winked and
left. I finished my coffee and made my way home.

I got indoors and had a beer, I was going to drink it direct from the
bottle but remembered my new persona, so I got a glass and poured it into
that instead. I had barely sat down when there was a knock at the front
door. I got up and without even thinking looked in the hall mirror at
myself before opening the door. "Hello miss, I have a delivery for you." I
took the parcel and signed it and closed the door.

It was addressed to me and so I opened it. Inside were some more slutty
clothes from Scott. More even shorter mini-skirts, a PVC dress, PVC boots
that came over the knees and a bunch of small sized T shirts that when I
wore would push out my false tits to extreme proportions. At the bottom of
the box was a rubber thing that looked like a large stopper, I put it
aside. `Well' I thought to myself `Scott want me to dress as a slut, oh
well he's the boss' and I took everything upstairs and tried on the PVC
dress and the over the knee boots. The dress only just covered my panties
and the matching PVC boots had 6 inch heels and took a lot of getting used
to.

I managed to walk downstairs and wandered round the house for a while as I
wanted to be perfect for Scott's arrival home later that evening. I sat and
drank another beer and started needing some action, Scott was a going to be
a couple of hours before he was due home. I rang Justin. "Hi Justin, it's
Lee. Where are you? Scott is not home yet and I need some dick." He told me
where he was "fucking great, you are only 5 minutes away, I gave him my
address." I took off the new things and dressed in a mini-skirt and blouse,
I lubed my boy pussy and put the thong back in place.

5 minutes later the door went. I again checked myself and opened the
door. Justin was wearing denim cut offs and Timberland boots and thick
socks. I smiled and pulled him in the front door closing it behind him. I
pulled him into the lounge and pushed him down on the settee. "You like
what you see Justin?"

"Fuck yeah Lee you are one hot fucking sissy boy." And he rubbed the crotch
of his jeans emphasising his dick.

"Get it out." He pulled off his shorts and sat naked and rock hard. I got
on his lap and pulled the thong aside and sat down on his dick, taking him
into my boy pussy. As I was facing him I kissed him and started to fuck
myself bobbing up and down.

"Fuck this, I need to fuck you properly." I pulled off and got on the floor
doggy style, Justin got behind me and fucked me. "Now this is better, I can
fuck you properly now." And he got to work. The front door went as we
fucked and I knew that Scott must have arrived home, I didn't know what he
would think and frankly I didn't care, I needed dick and Scott wasn't home.

"Well sissy, you couldn't wait for me to get home you had to find some dick
for yourself then." He stripped off his suit and was naked in next to no
time. "I'll make do with your slut throat then sissy." Scott came round to
my mouth and shoved his dick into my mouth, I swallowed him taking him down
into my throat.

Justin was fucking my boy pussy in time with Scott who was fucking my
throat and both pushing in at the same time. "Your sissy is a good fuck
Scott." Justin and Scott kissed each other as they fucked my holes.

"I need a fuck too, you into being screwed Justin." He nodded and got
behind Justin and fucked him, Scott was fucking Justin hard and as he
pushed into him it caused Justin to push into me even harder. Justin moaned
out loud and I felt him unload into my boy pussy, Scott continued fucking
into Justin whilst he was unloading into me. Scott pulled out of Justin and
pulled Justin off me and shoved his own dick into me. "Mmmm this is so nice
Lee, fucking my own sissy boy straight after he has been filled with a
man's hot cum."

Justin came round to the front. "Clean my dick sissy." And shoved his meaty
weapon in my mouth. He continued pushing and I felt him entering my throat
"Fuck yeah." He said as he went balls deep. He fucked my throat now as
Scott fucked my boy pussy. It was Scott's turn to moan now and I felt him
unload deep in my boy pussy. Justin too gave me another load into my
throat, I felt his hot load slide down into my stomach.

Both men pulled out of my two holes and sat with their backs to the settee
and I lay on the floor totally spent. "Well sissy that was nice to come
home to, I like fucking a well filled and cummy boy pussy. I was going to
wait a while before asking you if you fancied a threesome and you did it
yourself. Scott kissed me and whispered in my ear. "He's not a patch on you
sissy." Causing me to laugh.

"Thank you for allowing me to use your sissy, Scott I was scared you might
object when you came home."

"You can use the sissy anytime as long as I get to fuck his boy pussy right
afterwards."

"Thanks, now I have to go and get ready for work." He kissed me and shook
Scott by the hand. He dressed in his denim shorts and left.

TO BE CONTINUED...