Date: Thu, 8 Jun 2006 21:29:15 -0700 (PDT)
From: Natalie Loving <natlovmaid@yahoo.com>
Subject: Natalie's Night Out

 Wow only three more months till I graduate from this school. Yea, but only
have twenty more minutes till this class ends. Wait look at Sandy, she
looks really hot today. Just look at that outfit she is wearing. Her tight
little tee shirt and sweater, that skirt hugging hips so well, and boy
those sandals are sexy. Man I love to get her out of that and maybe she
would have me put it on for her, except I would have worn a pair of
pantyhose. Damn, my gym bag I forgot to put it into my locker after
P.E. class. Oh my god hope nobody looks into the inside pocket and find my
pantyhose I hid in there.

 Class let out and I got to the gym as fast as I could. I arrive at the gym
to find Miss Harrison standing there; she stops me and says she has
something of mine. My heart skips a beat does she know, or did someone else
discover my secret. She goes to her office and brings me the gym bag. I
take it and squeeze the bag feeling for my hose, ah still there. I thank
her and when I turn and walk away she stops me again. My heart jumps again,
but she only wanted to tell me how well I did at the swim meet last
night. I thank her again for the complement, then she tells if I ever
needed to talk do not hesitate to ask. I do not think twice about the last
statement, she always helping out all the other students. In fact all the
other boys flirt with her and she always very nice to them. Miss Harrison
is quite attractive, kind of tall and rather tone body. She also dresses
more feminine than the other female gym teachers. Beside I would not throw
her out of bed.

 I drove home and went staight to my room. I took my gym bag and opened it
to make sure my secret was still secure. Pulled out the package that
contained the pantyhose, and found a note attached to them. I was frozen
with fear, what is this; I did not put this here. It was a note from Miss
Harrison. I was about to cry about how I was outed. The note she left me
was about it was ok about my desire to wear girls clothes and she
completely understood. The note also explained how she had a friend in
college who went through the same thing I was, and how she enjoyed helping
him. It finished with her number and said call her for anything.

 The next day at school Miss Harrison stopped me again asked me if
everything was ok today. I could not look her in the eyes. I told her yes
everything was ok with me. Then, she said she needed to see me in her
office and that I should come with her. She closed the door and apologized
if she had embarrassed me and told me the whole story about her friend and
that she was willing to help me if I wanted it. I was still in denial I
told her I only had them because of a girl I was dating left them in the
car. She said well ok it might have been a miss understanding and was
sorry. Then, she asked me since she was still new to this area, if I wanted
to, she would like it if I would go shopping with her tomorrow. Just call
her before 10:00am.

 All that night I could not eat could not sleep. I was so torn this was
perfect since I was eleven all I wanted was to have my own girlly outfits
and someone to share it with. Now something dropped into my lap, I did not
have to worry about being embarrassed and had someone who was going to help
me dress and look like a girl. By about 2:00am I decided I was going to do
this.

 In the morning when I got up I still could not bring myself to call Miss
Harrison. Then at about ten to ten I did it. Miss Harrison was so pleased
that I decided. She said how pleased she had someone to go shopping with. I
met her at her house and she drove us to the mall in the next town. She
said it would be better this way since the chance of us running into
someone we knew would be unlikely, because of me being a student and her a
teacher. We started out looking at dresses for her. Miss Harrison went into
the dressing room to try one on. When she came back out she asked how did
it look. Now I could not believe what came out of my mouth, I said I wish I
could wear something like that. With a big smile on her face she grabbed my
hand, looked around and dragged me into the dressing room. She told me go
ahead and try it on I would not be sorry. We did not purchase that dress
but went to lunch and talked about helping me find my feminine side. The
whole rest of the day was shopping for basics for me, like, bras, panties,
make-up, and she told sexy women wearing stockings and garter not
pantyhose. Over the next month and a half we purchase many new clothes and
shoes for me, she even helped pay for most of them. I was never so happier;
I would go to her house play dress up and learned all about how to walk and
dress like a girl. The best part was I had an excuse to be completely
shaven since I was on the swim team.

 With about a week to go before my graduation my parents were leaving for a
three-day weekend. Miss Harrison suggested that this would be a good time
to try going out in public. I told her I could not do that I was not
completely convinced I could pass. She suggested I should go out in a place
in the late evening and where not to many people would be. She said a good
place was boardwalk by the lake and she could meet me there.  I somewhat
willingly agreed. So, we deceived I should park in one lot and walk over to
the next were she would be waiting. She told me that this would not be a
problem since I looked more like girl than she did, she was right I really
did look very much more like a girl than I did a guy.

 It was Friday night my parents said their good byes and I raced up
stairs. I jumped into the shower and shaved close all over. Got put on some
lotion and fixed my hair. Next came my make-up I done as Miss Harrison had
taught me, my face transformed into a pretty girl. I spent half hour
picking out the right outfit. It was pink and black stripped sleeveless
crewneck top, I picked black sweater skirt that fell about two inches above
my knees to match. Then I would wear my black cardigan sweater over that. I
laid those out on the bed. In the mean time Miss Harrison called and said
she would meeting me at that lake at 8:30, please don't be late. Got off
the phone with her and went on the best part picking out my lingerie. I
deiced to go with my matching pink bra, panty, and garter set. Then picked
out pair sheer nude shade of stockings. I painted my nails a nice pale pink
color. Put on the bra and stuffed them with my breast enhancers that made
me a b cup. Slipping into the stocking and attaching them to the garter was
exciding and they felt so great, Miss Harrison was correct they are more
sexy. Pulled up my pink panties and then thought how was I going to get
into my car without the whole neighborhood seeing. So I put on my genes and
over size sweater and thought I just go out in my stocking feet and move
the car into the garage. With the nude stockings no one could tell, besides
I was enjoying the thrill of it all. After I had pulled the car in without
anyone ever noticing my stocking clad feet I was ready to go out in public
with more confidence. I put on the rest of the outfit check my hair and
make-up again and then picked out a pair shoes. They were black strappy
sandals with double straps over the toe and ankle strap with buckle. Then
went on my way in my car.

 It was only about 8:20 when I arrived. There was almost not a soul around
only a car here and there pulled in the lot. I tried to hide myself without
hiding myself but no one even notice me. Right at 8:30 Miss Harrison showed
up and drove by and into the next lot. She called me on my cell phone and
asks what I was waiting for. I was afraid but she convinced me it all would
be ok besides she was right there and would not let anything bad happen to
me. She was right she could take on anyone for how tall and strong she was,
she was unbelievable strong for a women. I shut the car off stepped out of
the car carefully keeping my knees together. I stood up pulled my skirt
down and dried my hand since I was sweating so much. I got to the sidewalk
and was walking quite fast I stumbled and looked at Miss Harrison she was
laughing. This slowed me down and I changed my gate to a more sexy
sway. Wow this was really happening I was in seventh heaven. I made it to
Miss Harrison car and she asked me was that so bad. She complemented me on
well I did and said she was amazed how much of a girl I was. I told her how
gorgeous looked. She was dress in a white blouse, black tight skirt, black
stockings and the five inch spiked heels, in which we had got matching
pairs of. She said thanks and that she had a business date at nine tonight
and she would have to go now. I left her and headed back to my car. It had
gotten darker and I was enjoying hearing my three inch heels clicking as I
walked.

 As I walked passed the trees that parted the two lots I noticed a car
parked about five spaces from mine. I picked my head up and kept walking
straight ahead, I kept myself from stopping and turning back. As I got
closer to the car I notice two boys sitting inside, so got my keys out and
clutched my purse closer. I kept from making eye contact but this did not
help, one of the boys leaned out and asks if I would like to go out for
drinks with him and his buddy. I just shook my head no and speed up. Then
they got out the car and sat on the hood I could feel their eyes on me. As
I got right up to their car the jumped down right in front of me. I stopped
and tried to go around but one of them kept standing in front of me just
staring. Then it happened he said hey looked it Nathan dressed as a girl, I
was just floored. I could not speak and could not move now. Then I noticed
it was Eric and Justin they had graduated last year. Eric told Justin look
Nathan is one of those. Justin says yes but she does look hot. I asked them
to just let me go, but I could tell this was not going to happen. I was
little excided that a boy said I was hot. Eric looked me up and down and
answer that I was cute and told Justin look her feet are sexy too just as
you like. Justin told him shut up and asks him to get on with it. That did
not register, get on with it would have a significant meaning much later,
and I was just too scared to care. Eric told me he would not tell anyone
about me if I went on a date with the both of them. I said no of course,
but Justin then took a picture of me with his camera phone. I said ok but
just a date. Eric told me that I was to do what ever they wanted or they
put the pictures on the net. I protested but had to agree.

 We started our date by Eric getting the door for me but in the back
seat. Justin sat behind the driver's wheel. Eric lightly swatted my ass as
I got in and jumped in behind me. I asked him what was going to
happen. Eric then reminded me again about telling everyone and the picture
and said I had better be a good date. I did not like the sound of that but
I was scared and somewhat thrilled, I cannot say what about this was
turning me on. Then Eric put a hand on my knee and leaned over and told me
how hot I was. He was breathing rather heavy and kissed me on the neck as
he slid his hand further up my leg. I was starting to get turned on but
gave a little protest. This did not stop Eric and I did not stop him. His
hand went all the way up my skirt and he rubbed my crotch, which made me
hard. He kept stroking me till I was breathing heavy and shut my eyes. Eric
removed his hands and I could feel him get up a little from the car
seat. Then his hands were back on me. I stayed still with my eyes shut as
he put a hand on the back of my neck and one back on my crotch.  Eric told
yes that's a good girl and asked if I was getting horny. I squealed out a
yes from my mouth. With that his hand behind my neck was lightly forcing
down. I wasn't resisting much I was this girl I wanted to be so I moved
myself over in the seat so I could get a good angle at what I was about to
do. I opened my eyes and looked, yes he did pull his pants off and I was
going to suck his cock. I took my right hand and for the first time touched
someone else's cock. It was as sooth as silk but hard as nails. I stroked
it a little before I brought my lips to his cock. I rubbed my thumb around
in circles in the sensitive spot then kissed the tip of it. I was very
horny right now but could not believe I was going to give another guy a
blowjob for real. I had fantasized about while dressed up and
masturbating. Next I engulfed as much off his cock as I could. I kept my
hand at the base of his meat as I bobbed up and down keeping my tongue and
lips tight. I could hear his breathing and feel him trying to lift up so I
knew he was close to cumming. Eric let out a loud sigh as he shot his load
hard into my mouth. I kept my lips tight around his head as I stroked his
fat cock. I kept swallowing as he shot more and more cum in my mouth. I was
so horny blowing I thought I was going to cum myself.

 Eric lifted me off his now sensitive cock as said it was time for Justin's
turn. He told Justin lets take her to the hotel down the road. Justin drove
off as I asked them that they said I could go after I did what they
said. Eric said I was on a date with both of them. I asked what would keep
them from telling everybody anyway, but no answer. We pulled up to the
hotel and we all got out and went into the lobby. The boys knew the guy
behind the desk; he was doing what looked like some college homework. Eric
asked if we could get a room. They guy told him it was fifty dollars, Eric
said he had only twenty, the guy still said no. Then Eric turns to me and
says I was going to have to pay for the room. I told him I did not have the
money. His told me that was not what he meant. I was stunned he was going
to make me give this guy a favor. So Eric turns to the guy and says what if
our date pays in a blowjob. The guy behind the desk thinks a minute and
says yes. He says come around to the office door, and then Eric puts his
hand on the small of my back and pushes me toward the door. I tried not to
move but Justin now shows me more pictures of me sucking off Eric. I walk
on into the office behind the front desk. The guy is standing there hands
on his hips. Eric pushes closer toward him. I pull my skirt up a little so
I could kneel down on my knees. I could not believe was what I was doing,
but I really could not stop myself. I reached out undid his belt,
unbuttoned his pants, and pulled his zipper down. I put my thumbs in his
waistband of his underwear and pants and pulled them both down the same
time. His semi erect cock hits me in the face. Like a pro I grabbed his
cock and jacked him till he was hard. His cock grew large about eight
inches. I stuck in my mouth and sucked away. I would learn to jack him off
while resting my mouth, and then felt him pumping into my hand, that was
the signal for me to put my lips back on him. I let him fuck my mouth till
he came in my mouth I wiped my lips stood up and smiled at Eric and walked
out. The guy then willingly gave us a room key.

As we left the lobby Eric grabbed the car keys from Justin and said he was
going to get us some drinks and be back in awhile. My mind was now racing I
could not believe I had just suck another guy off, but I also could not
stop thinking how much I enjoyed doing it.  Right then I felt Justin gently
put his hand in mine, interlocking fingers, just like couple would if on a
date. He and I were walking to the room I had just paid for. Justin
complimented me on how well I looked and said he really liked my shoes. He
also wanted to now what he should call me, since it did not seem right to
call me by my masculine name. I could not come up with anything, so he
suggested Natalie. I told that sounded like a nice name and I like it. I
leaned over and kissed him on the cheek, and then I thought to myself why
would I do something like that. With that he let go of my hand a put his
arm around my waist.

 Justin and I got to our room. He, like a gentlemen open the door for me
and lead me into the room. I was now feeling really horny, so I put my arm
over his shoulders and around and kissed him fully. Justin without
hesitation kissed me right back. As we were locked in that kiss he backed
me up and sat me on the bed. Justin's looks or body wasn't turning me
on. It was the things he said and the way he was treating me made me want
him. Not just want him I wanted him in me. The taste of the other two cocks
still in my mouth and my thoughts of sucking cocks were driving that
desire. While Justin stood in front of me I reach out and helped him get
undressed. Then he got down on his knees in front of me. Justin gently
grabbed my leg and lifted it; he then unbuckled the strap of my shoe and
slid it off. He then bent down and kissed my nylon-incased toes. He raised
my foot and he rubbed the bottom of my foot to the side of his cheek. He
did the same thing to my other foot. Justin then stood back up. I took his
cue, so I put one foot under his balls and the other stroked his tool. The
look on is face told the whole story he was into my feet. Just then he
grabbed both of my ankles held them together and shoved his cock between
the arches of my feet. That smooth hard penis felt great sliding back and
forth over my stocking feet.

 There was a knock at the door, Justin lowered my feet and went to see whom
it was. Eric was back and he brought some beer. Eric handed a beer to
Justin and asked if he got his head yet. Of course he did not and told him
he was about to get one but Eric interrupted. Eric told him it was getting
close to eleven and we had better hurry up. Justin crawled into the bed and
asked me if I would like to suck his cock. I looked him in the eyes and
nodded my head yes. He moved further back onto the bed and I crawled up
over him. I started by kissing him on the lips and kept on kissing him all
the way down to his cock. I could hear Eric say shit she really an expert
now, and then went off toward the bathroom. As I was going down on Justin a
pair off hands were sliding up the back of my legs. I did not stop what I
was doing besides it-felt great. Then the hands were leading me, they
wanted me to lift up my hips and for me to get on my knees. I did as they
were asking, and then they pulled my skirt up passed my waist. In one
smooth motion my panties were down my thighs passed my knees and off my
feet. A cold finger touched my bud and then was inserted slowly. I moaned
on Justin's cock as a finger of someone else had entered me for the first
time. The hands grabbed my ankles and spread them, as someone, Eric, got in
between them. Eric had lubed my ass as well as his cock as he placed the
head of his cock to me. He put both hand on my hips and eased his cock into
me. I kept right on sucking Justin as Eric fucked me from behind. It was
pure heaven; Eric was now pumping me harder as Justin let his first stream
of juice shoot into my mouth. I finished Justin off so I could concentrate
on this new feeling in my ass.  I got up on all fours so I could move back
and forth with Eric rhythm. Justin got up and faced me he put his lips to
my moaning mouth, and then I let him taste himself as we French
kissed. Eric grunted as he shoots his seed in me. We all collapsed in a
pile, as Eric pulled out I could fell his juice run down my leg.

 After we recovered Eric told me that the pictures would be deleted and
nothing would ever be said of this; Justin agreed. At this point I had had
forgotten all about that and did not much care. I had for what and did not
now how that it did not matter what they did I loved every moment. When I
got up and went to the bathroom to clean up the two of them had
disappeared. I ran to the window and looked out they had gone. They had
left me there. The two of them were the only ride back to my car. Those two
had abandoned me left me stranded. Then I thought of Miss Harrison she was
only person who could get me out of this. I would her from the hotel room
and made up a story about my car not starting and how I gotten ride to this
hotel. She said she would come get me and do not worry she would be there
in a half hour. I was relieved and could relax she would rescue me.

 I was sitting there and thinking about the whole night. I was still horny
and hard; I had a half hour before she would get there. I sat back in the
chair lifted my skirt and propped my feet on the bed. I closed my eyes and
went back through the whole night as I masturbated and fingered my hole. I
came quickly and hard the load had shot across the bed. I got up and went
to get something to clean it up. Wow I still had more time, so straighten
my make-up and was putting on my last shoe as someone knock at the door. I
thought those two had come back. No it was Miss Harrison how, why was she
here now.  I opened the door and she came in and gave me a big hug.

 As Miss Harrison let me go she ask me what had happen. I made up the story
about my car not starting. I did not know whom to call. How I had got a
lift here by two boys and the kind man let me use this room while I
waited. She gave me a blank stare. Then asked me what really happened. I
started to cry and change my story to about what happened but made it sound
like I was dragged here and force to do all of the things I did. I knew it
was not all true right up to the point were I sucked Eric. Again blank
stare but this time Miss Harrison grabbed me hard pulled me over her lap. I
grabbed her leg as she started spanking me. She kept telling me I was lying
and that I had hurt her by doing this. She let me up and demanded the
truth. I ask how she had known. Then she bent over and grabbed my panties
that were just under the chair. Then she said she seen the guy at the desk
and he told her he did not know why I was still here alone. Then I had to
confess the whole story of my night, even telling about blowing that
guy. Miss Harrison said wasn't so bad and understood that I might finally
do something like that.

 Now that was not then end of it. Miss Harrison told me to wait right there
she would be right back. I was still in a little shock that she had spanked
me. When she came back in she was caring a big black bag. I was now looking
at her in a different way; she was this sexy authoritive woman who was now
in control of me. Her spanking had lit a new fire in me and I was thinking
of another way I could get her to spank me again. I did not have to come up
with anything. She set the bag down next to her as she sat in the chair.  I
was told to come stand before her. Miss Harrison reached down into that bag
and pulled out a big leather paddle. I stood with my mouth wide open with
no word being able to come pass my lips. She told me that she was still the
teacher and I had to be disciplined for being such a bad girl for
lying. She made me move out in front of the bed. Then I was to bend over
and grab my ankles. I could see myself in the large mirror on the wall. I
still looked very good but now my ass was sticking out waiting to be
swatted. I had gotten an instant hard -on. Miss Harrison came up behind me
and rolled my skirt up and exposed my bare ass. She asks if I understood
why I was going to be punished and I answered with a simile yes Ma'am. She
walked around to the side of me all the time letting the paddle touch my
ass. I felt the paddle removed from my ass and her hand rest on the top of
my back. Then smack, she swatted me hard I had jerk forward just a bit and
let out a small sound. Then I was told to keep still and should answer by
telling her thank you Ma'am. I was swatted again and she said she did not
her me and would have to start over again. I answered with smart comment
like, "over again". Then smack again it was even harder, this time I did
say the yes Ma'am. Then I was told I should be able to take the full twenty
that she gives to all beginners. I was thinking what did she mean beginners
when I was paddled again. I had received the full twenty and told to put my
panties back on she was taking me back to my car then I was to go straight
home to get some rest. Before I put my panties back on I had to check her
work out in the mirror. Wow my ass felt just like it looked. She said that
I seemed to enjoy that to much and said if I wanted her to teach me some
more that I should report to her house tomorrow morning. That will be in
the next story.

       Natalie