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Subject: Story Getting Nailed 2b
From: "Jay Birdman" <j_birdman@hotmail.com>
Date: Mon, Feb 16, 1998 15:49 EST
Message-id: <6ca8ob$iuq@basement.replay.com>
Story:- Getting Nailed,
by J. Birdman
This story is not intended for children and if you are not old enough to
read sexually explicit material, go away. This story features some
elements of female domination (femdom), cross dressing (CD), mild
bondage, Trangender (TG)and a few other fantasies of mine. I hope you
find it entertaining, but if you might be offended, stop reading and do
something else. The author retains all rights to this story. You may
re-post the story unchanged, provided there is no intent to profit from
this story (it is not nice to make money on someone else's work).
Chapter 2, The Start of a Long Day (2nd part of chapter 2, look for 2a
for the 1st part)
"I am going to fuck you with our vibrator and you need to be clean
before I use it on you!"
Our vibrator was bigger than my dick and was one of the models shaped
like a real cock with a harder plastic vibrator in the center. Sarah
says it feels very real when I use it on her (and when she uses it
herself because I am out of town).
"I don't think that is such a good idea, I can't take that up my butt!"
"Yes you can, you just don't know it yet." "I will work you up to it
and you can stop me anytime you want Jack." "I won't force this one as
a condition of the bet, just trust me."
I had never been so sexually charged in my life and I really did trust
Sarah with my life, so what was my asshole compared to that?
"Ok, you can do it."
Sarah led me to the bedroom stroking my pre-cum soaked dick trough my
pantyhose all the way.
"Before we start, lets review the score Jack." "You chipped your polish
on one nail on the left hand and one nail is almost completely off on
your right."
I looked down and she was right. In the middle of our lovemaking, I had
done some serious damage to my new nails.
"You also scratched my back taking my bra off, so you scored a total of
5 points plus your prior 3 to bring your score to 8!"
I was shocked to see my points pilling up so fast and it wasn't even
noon yet.
"That's not right Sarah, I damaged my nails doing one task, the fact
that I damaged 2 nails counts the same as 1 nail or 10 nails as long as
it happens during the same activity."
"Well Jack, since we didn't clearly state the rules regarding this per
event vs. per nail rule, I am going to let you have it your way."
"Let's see, that makes your score 6." "Your not going to make it Jack,
want to give up now?"
"No, I am only a little over halfway there on score and about the same
amount of time has gone by." "I think I still have a great chance to
win the bet!"
Sarah just smiled and sat me down to fix my nails again. She replaced
the severely damaged nail using a lot of super glue, removed all my
polish and redid my 10 nails. They looked wonderful again. I could see
what time and effort Sarah had put into her nails based on the last 13
or so hours to agree that it was not easy, but I didn't want to loose
the bet so I kept my mouth shut.
Sarah told me to sit still and let my nails dry before we moved on. She
slid around behind me and again started rubbing my cock through the
pantyhose. You can't imagine how good something can feel and still hurt
until someone masturbates you with pre-cum soaked nylons. I think it is
like a little "Scotch" pad rubbing away layers of skin cells,
stimulating you while hurting enough to hold you short of orgasm.
"Don't go away, I have to go potty." "And whatever you do, don't touch
anything with your wet nails, it will smear the polish and I will be
pissed if you make me redo them!"
She did it again, bring me to the edge of orgasm and then stopped in the
nick of time so that I am getting a second case of "blue-balls" in as
many days. I close my eyes and relax in Sarah's arm chair at her
dressing table. I don't know how long I waited, but when I opened my
eyes again, Sarah was taking Polaroid pictures again. She was dropping
them on the floor and had taken a good six or seven pictures of me
sitting at her dressing table wearing a very frilly apron and pantyhose.
These pictures were more humiliating (if that was possible) than the
first. Before, I was clearly tied up and could at least argue that I
was under the control of someone else. This time I was sitting there
untied in an apron wearing pantyhose and I had a huge bulge in my apron
where my dick was sticking out.
"Hey, no pictures!" "You can't keep those, give them to me!"
"Jack, I am not going to share these with anybody!" "I just want to be
able to take them out when we are old and have kids around keeping us
from playing sex games like this on a Saturday." "Nobody will ever see
these pictures but us, I promise!"
"We will talk about it later, but for now I guess you can keep them."
"Good, now sit still and I will show them to you!"
Sarah flew into my lap and sat down on my dick. After I yelped in pain,
she pulled up my apron and sat down so that her cunt was on top of my
dick and we were front to back. Sarah kept wiggling her but as she
showed me the pictures, she was going to make sure that I didn't loose
my erection as she showed me the pictures.
"See how sexy you look in your apron and hose Jack?"
"If you say so Sarah."
"Oh I do and besides, if you grow your hair out a little longer, you can
let me give you a hair-do to go with your nails" "Wouldn't that be
sexy?"
"I don't know anymore Sarah, this is already way beyond what I thought
my limits were in sexual matters!"
"You look great in pink Jack and I think I am going to have to dress you
up more often!" "It is sort of like playing Barbie with a life size
doll, doing makeup with a girlfriend and having great sex with your
husband all in one."
I didn't know about the first two, but I knew that this was the best sex
we have had in a long time.
"I guess so, but playing like this will take a little getting used to."
After a few more minutes, Sarah said my nails were dry and we needed to
move on to our "girl-on-girl" sex. Taking me into the bathroom, she got
out the enema bag. I have a very sensitive asshole, and the idea of
getting an enema was not high on my list of activities. Sarah went
about getting things ready and filled the bag up with a lot of warm
soapy water.
"That looks like a lot of water Sarah!"
"Don't worry Jack, you can take it." "Yea, take it like a man!"
I didn't like her little joke, but my hardon and blue-balls kept me
cooperative. Sarah bent me over just so on my knees, pulled down my
pantyhose and started working some KY jelly into my ass. Soon she was
finger fucking me and I was moaning in pleasure. Now she was fucking me
with longer strokes and I was really starting to like this feeling.
Sarah, stopped moving in and out of my ass and I felt the pressure. She
had been fucking my ass with the enema nozzle.
The warm water was rushing in very fast, and I let out a "Sarah!" to let
her know I wasn't liking this. She slowed down the water and let me get
used to the pressure. Before I got completely use to the pressure, she
was done. Sarah quickly popped the nozzle out of my ass and pulled up
my pantyhose. Standing upright again, I looked down at the bulge in my
front, it could not have been any bigger. My guts were full beyond
belief and Sarah was rubbing her tits against my back and rubbing her
hands on my stomach.
"Do you think being pregnant will feel like being full like this Jack?"
"How would I know, I have never been pregnant and never will be."
"I know Jack, but close you eyes and imagine being pregnant." "When I
was in highschool, one of the girls got pregnant, and a couple of us
gave each other enema's and tried to imagine what it felt like to be
pregnant."
This was the first time Sarah had ever mentioned doing anything like
this with other girls and I wondered if this was the basis of her
lesbian fantasy.
"Jack, telephone!"
I had not heard the phone ring as I stood there thinking about Sarah's
words, but I went into the bedroom to see what was going on.
"It's your Mother and she wants to say hi!"
I pick up the phone and said hi to my Mom.
"I didn't hear the phone ring Mom, but thanks for calling."
"Sarah called and said we hadn't talked in a while so she was going to
make sure her husband kept in contact with his mother." "Wasn't that
nice of her!"
The cramps in my gut hit about the time my mom got to the part about how
nice Sarah was.
"Yes Mom, Sarah is special that way"
I very quickly reached the point of agony and had to get off the phone.
Sarah was sitting across the room grinning ear to ear over my
predicament.
"Can I call you back tomorrow Mom, I was just going out the door to help
a buddy with his car and I want to get going so I can get done and back
home to Sarah." "Sarah is being a little trouble maker, calling you as
I was going out the door."
My Mom thought that this was extremely funny and she would be happy to
get my call tomorrow. I hung up the phone and ran to the bathroom.
Getting the panty hose down was a lot easier than putting them on, but
it was still difficult when you are about to blow. Somehow I made it
and sat down on the toilet.
"Sarah you can be such a bitch at times!"
She had put the toilet seat up and I had sat down in the cold water. I
don't know how, but I managed to pick up my butt, put the seat down and
sit back down before the worst could happen.
It was a major league sensation as the water rushed out of me. I had
never had an enema even as a child and this was overwhelming. As I was
coming to my senses again, I saw the flash of the camera again. I was
numb, and only looked at Sarah as she recorded my current humiliating
position. She stopped and showed me the pictures. There I was with
pantyhose pulled down, in a pink and white apron, and my manicured hands
resting on my nylon covered thighs. The hose were black and the red
polish was clearly visible. My face had a strangely satisfied look and
you could easily believe I was very happy to be sitting on the toilet
like a woman in nails, hose and apron.
Sarah darted off to put away her new treasure. When she returned, she
told me to take my time and when I was ready, take off the apron and
hose and shower up again. She wanted me clean inside and out.
It took a few more minutes before I was ready, and I reached for the
toilet paper and froze. I could not imaging how to wipe my butt with
these nails. Sarah had been hiding just around the corner and she poked
her head in when I froze.
"If I have to wipe your butt, you loose Jack!"
I made up my mind to not loose after all I had been through. Working
carefully, I managed to complete my paper work (pun intended). Getting
into the shower was a perfect idea and I slipped into the warm water.
After a few minutes, I looked around for some soap and the only thing in
the shower was one of those nylon net body washers and liquid soap.
"Sarah, bring me some soap, please."
"Just use the liquid soap, we are out of your bar soap."
I soaped up the body washer and washed up. The texture of the net
against my hairless skin was very erotic. I was getting quite aroused
again when it hit me how much this soap smelled. Sarah had put her
strongest perfume soap in the shower. I was going to smell like no man
I had ever been around after this.
When I got out of the shower, Sarah was again ready to dry my off. She
worked the towel against my skin until my skin was pink all over. Sarah
grabbed me by my hard dick and led me into the bedroom. Turning me
around she put her naked body against me and started kissing me. I
tried to kiss back, but she stopped me.
"Not that way Jack, remember you are going to let me make love to you
like a woman."
I relaxed and let Sarah take the lead. She kissed me and caressed my
very smooth and soft skin (at least for me). Every time I tried to move
Sarah along, she told me to relax and let the sensations come to me. I
was hard as a rock and reaching the point that I didn't care what Sarah
did next, I just wanted to feel everything she could make me feel. Then
she stopped.
"Time to get dressed Jack."
Sarah drew my attention to the bed and I saw what she was pointing to.
On the bed was a pair of very shear stocking, a garter belt, pink silk
panties and a matching pink silk camisole. I was hesitating and then
Sarah simply said "Please, for me." and I was putty in her hands.
Sarah helped me this time with each article of clothes as she got me
dressed just so. When she was done she showed me my reflection in the
mirror. I almost exploded in my panties, but she pinched my nipples
very hard through the camisole to bring me back to earth.
"Get on your knees, on the bed and put your hands at the corners."
Sarah put my hands in the cuffs again and started kissing me all over my
face and neck. She slid up and down my body, got on the bed under me
and was truly making every inch of my sensitive skin tingle. The feel
of the silk sliding over my hairless body was a new and wonderful
sensation. Sarah worked around behind me and started sliding my panties
down in the back. The front couldn't clear my dick, so they would only
come down enough for Sarah to reach my asshole but not my balls. She
had hidden some lubricant and started working it into my hole.
"I am going to treat you ass as if it was your cunt." "I will take my
time opening you up like the virgin you are, so tell me if I am going
faster than you like."
"Why did you have to tie my hands for this?"
"You get to control how fast and what limits you have, but I get to
decide what happens!" "Don't you think that is fair?"
I didn't, but at this point her finger was starting to feel quite good
in my ass, I mean cunt. As Sarah worked my new cunt, she told me that
many woman can't orgasm with just stimulation of the vagina, and needed
to have their clit stimulated also. She kept asking me if my clit
needed stimulation to reach orgasm or could I experience a "vaginal"
orgasm like her. I had no idea, but I was willing to keep going. Sarah
pushed in some more lubricant and started working two fingers in and out
of my "cunt".
I was moaning now and knew that trusting Sarah was going to get me well
satisfied. I was feeling a little fuller now as Sarah worked three
finger into my "cunt". I adjusted quickly now and started rocking back
against her hand. Sarah had converted me, I knew that having my ass
fucked, finger fucked, vibrator fucked was now well within my limits.
I looked back over my shoulder as Sarah let out a little moan. She had
the dildo/vibrator in her own pussy and was working it in and out
slowly.
"I am warming it up for you, I don't want you to loose your virginity to
a cold phallus."
How kind of Sarah, worrying about my "de-flowering" and wanting it to
feel as good as possible, even if she had to get some pleasure in the
process. Sarah worked some more lubricant into my "cunt" and put the
tip of the dildo against my anus. With the stretching she had done, it
went in right away. She started working the dildo in and out and each
time the thrust went a little deeper. I was being fucked and liking it.
As she worked the dildo I rocked my hips back to meet each thrust. Then
Sarah stopped fucking me, turned on the vibrator and started kissing me
on my ears and neck.
"Don't stop!"
"Beg me Jack!"
"What!"
"You heard me Jack, beg me." "Beg me to fuck you until you cum!"
I begged, oh how I begged!
"Please fuck me Sarah, please!" "I'm so horny and need you to keep
fucking my ass!" "Make me cum with your fucking!"
Sarah kept me begging for several minutes while she teased me and then
she suddenly got off the bed. When she returned, she had put on a
strap-on harness. I had forgotten we even had the darn thing. Someone
had given it to Sarah as a gag at her bachelorette party and it had
gotten tossed in the closet and forgotten. The dick was even bigger
than the vibrator up my ass and looked very real.
"That is bigger than I can take, don't, please don't!"
"You get to control how fast we go Jack, not what we do, remember!" "If
it starts hurting, I will wait until you are ready for more."
Sarah got up on the bed behind me and started working the head of the
dildo into my "cunt". As she pressed forward, I felt the head slide in.
I let my breath out and Sarah waited for a minute. As I adjusted, she
started working it in and out slowly. Very quickly it was going in
halfway and I was moaning again in pleasure. As I started rocking to
meet her thrusts, she pushed further in each time until I felt her pubic
hairs against my ass. I was hooked. She was picking up the pace and I
was rocking back in complete synchronization. She had taken me past a
new limit and I didn't even care. With each thrust she reached the hilt
and I let out a moan when she buried the dildo in me. The dildo harness
setup had a clit stimulator built into it and Sarah was getting worked
up herself. I don't know how long she kept rocking into my ass and
running her hands over my silk covered body, it could have been all day
as far as I was concerned. I was almost out of body with sensation and
I was for certain out of my mind with lust.
Sarah started to climax, her body shaking strongly as she reached orgasm
again. I was still rocking, but she wanted to hold still for a moment.
When she relaxed again, she reached up and unbuckled my hand.
"You must need to have your clit stimulated to reach orgasm."
My hand flew to my dick and I drug my pre-cum soaked panties over the
head of my dick and started stroking.
"Slow down, and set a rhythm on your clit to keep pace with my fucking
of your cunt!"
Sarah started rocking into me again and I matched her thrusts with my
manicured hand on my own dick.
"Just use the tips of the nails and get your dick ultra-sensitive."
Sarah had me in a place I had never been and I was liking it a lot. As
she pumped my ass with that big dildo, I used my nails to rake up and
down my own cock. I closed my eyes and imagined what Sarah must feel
like to get fucked and it was wonderful. Faster and faster she worked
the dildo in and out of my ass until she let out her breath and started
to orgasm again.
I went over the top, and started spewing all over my hand as she was
slamming into my "cunt" and climaxing herself. I think I had the
longest orgasm of my life as she reamed me good.
"Time to clean up your mess Jack."
I knew what she wanted and started licking my hand clean and Sarah kept
reaming my ass as I licked up my own sperm. I felt total humiliation
over being a cum-eater cross-dresser and total exhilaration with all my
new sexual sensations. My hand would go down to my dick and grab all
the sperm I could find and flash back to my mouth to be licked clean
again. The sperm dripping off the long nails was so erotic and totally
humiliating. Like the night before, I kept having small orgasms, one
after the other for a good five minutes (as time goes during orgasm).
Finally I just collapsed on the bed and Sarah fell forward driving her
dick into my ass. She just lay on my back whispering into my ears about
how good it was for her and how much I must have enjoyed my first
fucking. I could not believe how many new sexual experience we had
enjoyed since last night and did not want it to end.
After a little more rest, Sarah got up and pulled the dildo out of my
ass and I hated the empty feeling.
"I will never be the same after that."
"I know just how you feel, loosing your virginity is almost always a
life-changing event Jack." "You truly will never be the same."
"This is the second time I lost my virginity and it is more memorable
than the first!" "I didn't know what I was doing then and I was so
excited that is was over almost before it started." "This was one of
the best orgasms I have ever had and that isn't true about my first
straight sex experience."
Sarah undid the other cuff and we cuddled up and took a nap.
This is the end of chapter 2 of 3, of the story "Getting Nailed". J.
Birdman
This chapter was broken into 2 parts (2a & 2b) to get it through my mail
system.
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