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Message-ID: <58015asstr$1218762601@assm.asstr-mirror.org>
From: Gemma CD Slut <gemmacdslut@live.co.uk>
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Subject: {ASSM} My first experience fucking a teenage cross-dressing slut!!!!
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Date: Thu, 14 Aug 2008 21:10:01 -0400
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   Please file in TV / CD catergory and also BI if possible key words: gay,
cd, tv, first, anal, oral, cum, cross dressing, stockings, suspenders, bi,
webcam, camming, film, slut, cock, spunk, cum, cam, first time, virgin,
fuck, wank, suck, fisting, anus, arse, forced, painful, humiliation My
first experience fucking a teenage cross-dressing slut!!!!

   Chapter 1

   Hi, I'm Gemma, a cross dressing cum slut.

   I'm in my late twenties and adore dressing up as a girl and wanking with
other CDs cam2cam.

   I've been a TV/CD off and on for a few years, secretely taking photos of
myself in various poses and in a variety of slutty outfits and posing the
photos and videos I had taken online for people to wank over.

   Though starting as normal sexy poses, these photos usually end up with
me getting on my hand sand knees, lifting my skirt and showing my cute
little virgin arse which looks so fuckable when it is freshly shaved.  I
have had so many compliments about my arse and how sexy it is, I just love
showing it off!  I've lost count of the number of CDs and men I have cammed
with who have cum over the site of my arse!

   I also love lifting my skirt and showing off my 7 inch cock, shaved and
uncut, wanking it until I gets hard and then pushing a fat dildo up my
tight hole until I cum!

   I discovered webcamming before I started dressing and began going online
to wank with men and soon got into the CD scene.  I started joined a number
of cross dressing sites where sexy CDs would post their pics.  I loved
showing myself to younger, hung men and smooth, slim hung CDs - as most
people do I hate men just sitting in their wife's panties of fat / hairy /
badly hung men or CDs.

   I had discussed meeting up for some real life fun with a number of
people but had never met anyone I really wanted to lose my anal cherry to.

   That was when I met Lara.  I was in a chatroom as normal and had put a
message in the main room asking for young, hung, horny CD sluts for some
cam2cam fun and she sent me a private message saying she was 19, was slim,
smooth and had an 8 inch cock....  she sounded perfect!

   We talked for a while on the site about what we were into sexually and
as it turned out she was like me - she loved dressing on cam but still
hadn't got the courage up to meet another CD in real life.

   We exchanged email addresses and logged onto MSN Messenger and soon we
were chatting in there.  I sent her a photo which showed me on my hands and
knees in black panties, black stockings and suspenders, a black bra and a
black top.

   She replied back with one of her kneeling on a bed in a very sexy set of
white underwear and a frilly white skirt, but with her panties off so you
could see her cute little arse.  She had a wig on, which I hadn't managed
to get for myself yet and she looked gorgeous and I couldn't wait to see
more of her so I invited her to a video call which she quickly accepted.

   My webcam came on first and showed me dressed in the same clothes as in
the photo I sent her, sat in a chair facing the cam with a short little
skirt and a short blond wig the only additions to my outfit.

   Her cam then came on and she looked perfect - she was dressed in a white
skirt and panties, with a sexy top with fake boobs inside and also her wig
which she had put up in pigtails

   My cock went as hard as a rock as soon as I was her and I couldn't help
but take a big sniff of poppers.  We began chatting and I asked her to
dance for me and she stood up and moved her chair away and began dancing
very sexily for me.  At this time we hadn't shown out faces but I knew I
wanted to show her and as she moved away and began turning around she
lifted her skirt up and I could her perfect peachy arse under her slutty
little skirt.  My cock was throbbing but I resisted temptation to touch it
and just watched her.

   As she turned around it was obvious that her huge cock was already rock
hard as it was pushing up against the front of her skirt.

   She danced for me and began sliding her skirt up a little more and I
could see her panties were pushed up her arse crack and my cock began
throbbing.  We started telling each other what to do - I asked her to get
on her hands and knees on the bed and show me her arse which she eagerly
did, lifting her skirt up and pulling her panties to one side, showing me
her totally smooth tight hole.

   I nearly came as I saw this and she asked to see mine and so I moved the
cam and got on the floor on my hands and knees.  I then slowly lifted my
skirt up and pulled my panties down and as my arse came into view she told
me I had the most fuckable arse she had ever seen!

   I then sniffed some more poppers and she asked to see my cock and so I
moved the cam back and sat down in the chair and slowly pulled the front of
my skirt up and my achingly hard cock sprang out.  As my cock came into
view she told me it was massive and she quickly pulled her cock out and we
began wanking over each other.  For the next 10 minutes we posed and held
our arse open, wanked our cocks and told each other what we would do to
each other.  It wasn't long before I needed to cum and she told me she
wished I was cumming up her arse bareback and I groaned out loud.

   She loved showing me her arsehole and I began telling her what a nasty
little slut she was and she seemed to love this - she told me she would cum
for me and I told her she was a filthy little whore and this made her lie
back and began shooting huge streams of spunk up into the air and all over
herself.  She was so sexy I couldn't hold back and I began cumming myself -
2 weeks worth of spunk squirting all over my sexy black top and even my
face.

   We both sat there - amazed at how hard we both came and promising each
other we would do it again soon.  And we logged off to clean up.





   Chapter 2

   The next day I woke up with an erection and so logged back to my
computer, hoping that Lara would be online.  She wasn't but I noticed she
had sent me some email and when I open them I nearly came again.  She had
been a busy girl and had taken some photos for me - of her perfect arse and
huge cock, wanking it, posing with her arse out and generally being a
naughty little slut.

   I replied to her email telling her exactly what I wanted to see her do
and asking when she was online again.  I began wanking over her pics and
getting really horny when she logged onto MSN again.  My cock throbbed as
she messaged me saying hello.  We began chatting and I told her how
gorgeous she looked in the pics and she asked me if I wanted to see her
again- I told her yes and she asked me to wait until she got changed.

   I quickly put my stockings and suspenders on and threw on a bra, top and
skirt.  She told me she had to be quick as her mum would be back soon and
we turned our cams on.  She was wearing a very sexy PVC dress that belonged
to her mum, her wig, high heels and some sexy underwear.  We began putting
on a show for each other, wanking over each others cock and arse, getting
more and more horny.  She then started wanking and showing her arse off on
the bed and I saw her face for the first time which made me even hornier. I
soon I told her I wish I could see her fuck herself and she smiled and
walked out of the room and came back and sat on the bed.  She showed me
what she had found - it was her mum's vibrator!  I told her to suck it and
she began licking and sucking it like it was a cock and she said it smelt
of pussy!!!!

   I was so horny and I got my own dildo out and told her I wanted to see
her stretch herself now.  She smiled and got on her hand and knees, took
some lube and put it on the vibrator and her arse and then began fingering
herself - fuck I was so horny!

   Soon she had worked 3 fingers into herself and she then took the vibe
and began pushing it into her hole.  I couldn't take it any longer and
moved the cam behind me, lubed up my arse, sniffed some poppers and let her
watch as I slowly sat sown on my 6 inch sex toy.

   It didn't take very long at all for her to tell me she wanted me to
watch her cum - so she turned round, lifted her legs in the air and made we
watch her fuck her own arse while I pumped my own arse up and down the fake
cock.  After only a minute or 2 she began shaking and shot a massive load
of spunk into the air and all over her again - causing me to ejaculate a
very large amount of cum too!

   After this we said we would see each other very soon and logged off to
clean up





   Chapter 3

   We cammed a number of times after this - each time getting more and more
turned on -fucking our arses for the others pleasure, fingering and stretch
ourselves wider and wider.

   After a few weess of this - camming as often as we could - we both
agreed we couldn't put of meeting any longer to have a horny gay fuck
session.

   Though she lived over an hour away I told her I would be happy coming to
her and she agreed that the next time her mum went away she would invite me
over.

   We continued wanking and sending nasty photos to each other until
eventually a month or so later she emailed me saying her mum was going away
at the end of the week.

   To make sure we weren't nervous we then swapped phone numbers and from
then on we would cam and speak on the phone - telling each other what we
wanted to see and describing what we wanted to do to each other.

   A week before our meet we were camming every night and some mornings and
I couldn't help wanking throughout the day over a photo of her - with the
knowledge I would be taking her anal virginity very soon.

   I woke up on the Saturday morning of our meet and texted Lara to make
sure we were still OK to meet and she replied telling me she can't wait to
feel my hard cock pumping inside of her tight arse!!!  My cock went hard on
the spot!

   I took my time to shower and shave my body hair, taking care to get all
the hair off my arse and cock, struggling with temptation to wank my
throbbing cock but as I walked back into my bedroom and saw the photos of
her I had printed out and I couldn't help but have a few tugs on my hard
cock.  I couldn't wait to feel her monster cock pushing up my tight virgin
arse.

   I then put out a selection of clothes, even though I had known what I
was wearing for weeks and carefully selected the outfit I thought Lara
would like best.  I slid a pair of black fishnet stockings on, followed by
a black suspender belt which I attached to the stockings.  I then slid a
pair of black panties on, making sure that they fit snugly into my arse
crack.  Next on was a sexy short black miniskirt and a black corset, which
I took my time to do up.  I then put on a sexy camisole and covered them up
with a tshirt and tracksuit bottoms for the journey over.  I then packed a
bag with spare clothes, my fake boobs, wig, earrings, make up, poppers,
lube, video camera and cable to attach it to a TV and some dildos.  My
heart was thumping as I walked out of the house and got into my car and
began the drive to Lara's house.  When I arrived I parked on a nearby
street and texted her asking if I could come in - she replied saying her
mum hadn't left for their weekend away yet but would be soon.  I sat in the
car for 5 minutes, worrying that she would back out at the last minute but
I then got a text telling me they had gone, confirming the house number and
to come in the back door.

   I walked over to the house and walked around the back and into the
garden.  There was a high wall and trees surrounding the garden so no one
could look into it and I walked through the open gate and up to the back
door.  I walked into the kitchen and shut the door behind me, locking it
with the key that was in the door.  I then pulled my tracksuit bottoms and
t-shirt off and took out the rest of my outfit.  Lara has left a mirror on
the side so I could get ready and soon I had my wig on, clip on earrings
and high heels.  My rock was pulsing with blood by now and I couldn't
believe how turned on I was.

   After admiring myself in the mirror, I took a deep breath, picked up the
purse I had brought and walked out of the kitchen and up the stairs.

   As I walked into her mum's bedroom where I knew she would be and I
nearly came when I saw her.  She was sat on the bed, dressed in stockings
and suspenders, a corset, panties, high heels, wig, make up and earrings
and looked gorgeous.

   I didn't really know what to do so I just walked over to her and sat on
the bed next to her.  I reached over and began rubbing the inside of her
leg and I couldn't resist and longer and dropped to the floor and moved
round so I was kneeling in front of her.  I then took the 2 bottles of
poppers out of my purse and gave her one and told her to sniff them.  She
didn't say anything, she just took the bottle and we both took a sniff.

   As the head rush hit me I lifted her skirt up and her massive erection
and wrapped my hand round it.  She moaned as I began gently wanking her but
couldn't resist any longer and bent down and ran my tongue along the end of
her cock.  My own cock nearly came as I open my lips and slowly took the
head of her cock in my mouth, I had never been more turned on in my life!

   Soon I was licking and sucking her cock as she grunted and groaned and
it didn't take long for her to moan that she was close to cumming.  I kept
on sucking and licking and all too soon she groaned loudly and I pulled my
mouth off and began licking, sucking and wanking her as she shot 4 massive
shots of cum into my face and open mouth.  As the 3rd shot squirted out I
quickly closed my lips over her cock and eagerly swallowed her massive
ejaculation.

   I then licked and suck her cock clean before telling her get on the bed
on her hands and knees and she almost leapt up - so eager to please.

   She looked so sexy, her stockings and suspenders perfectly framing her
gorgeous arse and I ran my hands and her body before lifting her skirt up
and pull her panties down.  I then spread her arse cheeks and peered at her
tight little hole which she had shaved smooth that morning.  I groaned
again and leant forward s and ran my tongue along her slit.  She gasped in
pleasure and I began working my tongue in and around her tight hole.

   I then sniffed some more poppers and gave her a bottle which she eagerly
sniffed and soon she was reaching back, holding herself open wanting more
and more of my tongue up her.

   Soon her arse was nice and wet and I couldn't take it any more and told
her I need to fuck her.  She asked if she could suck my cock first and I
told her she could but I wanted to save my cum for her arse.  We had spoken
about whether to use condoms or not but as we were both anal virgins we had
decided it would be so much better bare back.

   I told her I had a surprise first and reached into my bag and took out
my camcorder.  She smiled when she saw it and told me I could film anything
I wanted.  I turned the camcorder on and began filming her.

   I stood up and she dropped to her knees on the floor in front of me,
lifted my skirt and pulled my panties to one side and groaned as she saw my
7 inch hard cock.  As I filmed her, we both did some more poppers and she
wrapped her hand around my erection and wanked it softly looking up at the
camera, before she leant forwards and began licking the end of it.

   She began sucking my throbbing cock and her tongue was so good I nearly
exploded in her mouth.  She slobbered all over my erection then looked up
at me and told me she wanted me cock in her arse so bad.

   She quickly jumped on the bed and got on her hands and knees as I
continued filming and I told her to lube herself up.  I noticed that her
cock was fully hard again as she squirting some lube onto her fingers and
began rubbing it into her hole.  God her arse was fantastic!  I then made
her finger her arse, getting it ready for my cock until my cock began
aching.

   We both did some more poppers and she was panting hard, desperate to be
fucked as I held my cock at the base, pulled my foreskin back and moved the
end of my cock to her hole.  I continued filming, knowing I would put the
video of Lara on the internet so many people could cum over us fucking and
slowly moved forwards and placed my helmet against her tight little hole.
She began pushing backwards, desperately wanting it up her and so I gently
began pushing my cock into her anus.

   She moaned like a whore as my cock began stretching her open, pushing
first an inch, then 2 inside her.  She was so tight I really had to push
hard and she began groaning as I took her anal cherry.

   Soon I had half my cock in her and she began moaning and telling me how
much it hurt and I couldn't take it any more and began slowly sliding my
cock out of her.

   I then pushed it back in slowly and she moaned and screamed with pain
and lust as I forced half my cock into her before pulling back out.  I then
began fucking her slowly, sliding my cock a little deeper each time until
eventually I was almost to the hilt.

   She begged me to fuck her like a whore and so I began pumping my cock in
and out of her so that my balls began slapping against her arse.  It felt
so good I knew I wouldn't last long but I was very pleased that she soon
screamed and began ejaculating another massive load of spunk over the bed,
pushing her arse further onto my cock as it gripped my cock with each shot
of spunk.  I moved the camcorder around to that I could record her cumming
and could see the pain on her face.

   I couldn't hold on any long and shot 4 massive shots of spunk deep
inside her grunting and groaning with pleasure as she shook and begged me
to hurt her.



   Chapter 4

   I was still filming and looked down at her gorgeous arse as I pulled
back and my cock slide out of her hole - I was red and stretched and look
so fucking sexy I felt my cock start going hard again!  I moved backwards
and filmed my cock and then her arse, which still looked perfect and even
sexier now you could see her hole gaping open.

   I then told her to hold herself open and my cock went fully hard as I
saw how much I had stretched her open.  Without saying anything I moved
round to her face and knelt in front of her with my cock inches from her
face - she knew what I want and leant forwards and took my dirty cock in
her mouth and began sucking it, tasting her own arse.  After a few minutes
I wanted to fuck her again and so pulled my cock out of her mouth and
pushed her on her back.

   I then stood at the end of the bed and filmed her as she began wanking
her cock again, I was so turned on by how quickly she got an erection again
and how much cum she ejaculated each time!

   I then lifted her legs up and bent her knees so her ankles were around
her ears and I filmed her tight gaping arsehole again.  She just lay there,
letting me do what I want and we both did some more poppers and I took my
hard cock and pushed it to her gaping hole again.

   In one movement I slid in to the hilt and she grunted as I began slowly
fucking her again.  began fucking her again.  I continued filming as I
pushed the back of her leg and told her to pull both legs back and I was
soon fucking her arse as hard as I could, filming my 7" cock pumping in and
out of her arse, until all too soon I pulled out and wanked my cock over
her and came for the second time.  As she felt my cum splash against her
skin she groaned and began cumming for the third time.

   I then made her suck my cock clean and we lay on the bed, exhausted but
still so horny.

   I stopped the camcorder recording and got up off the bed and went over
to my bag, took out the cable I had brought with me and connected the
camcorder to the TV Lara's mum had in her bedroom.

   I then pressed play and sat back on the bed and Lara sat up and we began
watching the playback on the screen.  I couldn't believe what we had just
done but it soon hit home as Lara appeared on the screen looking gorgeous
as she dropped to her knees, looked up at the camera and took my erect cock
out, groaning as she saw how big it was.  It was so sexy watching her sniff
poppers then begin sucking my cock and by now my cock was rock hard again.
When she looked up at the camera and said she wanted to feel my cock in her
arse I couldn't help pull Lara head down and force my cock into her mouth.

   She was soon sucking and licking it, desperately trying to please me as
I watched her get on her hands and knees on the bed and finger her own
arse. I soon pulled her off my cock and made her get on her hands and knees
in front of me and I pushed my hard cock up her by now gaping arsehole and
begin fucking her as I did the same on the screen.

   When I saw her cumming on the bed and the look of ecstasy on her face I
knew I had to have her up me.  I pushed her off my cock and told her I
wanted her to fuck me and she moaned and told me how much she wanted my
bottom.  I moved the camera and changed the setting to record mode moved
around so the camera was behind me while I was facing the screen.  I got on
my hands and knees in front of the camera and could see my own arse on the
TV, which looked so sexy.  I began recording and got on my hands and knees
and my arse appeared on the screen.

   I sniffed some more poppers as Lara knelt next to me, lifted my skirt up
and pulled my panties to one side, I groaned as I saw my own shaved arse on
the screen and she began my pulling my arse cheeks apart and showing me my
own virgin hole.  She then leant down and began licking out my arsehole as
I moaned and groaned with pleasure, loving it as her tongue licked and
probed by tight anus.  She then put some lube on her fingers and began
gently rubbing my hole, pushing the tip of one finger in, then two and then
three.  She was soon gently fucking my arse with three fingers, getting it
ready for her huge cock as I grunted and groaned with pleasure, watching
her abuse my arse.

   I begged her to fuck me and so she pulled down my panties and I told her
to stand on her feet but squat down so I could watch her cock go into me.
She stood behind me and dropped her skirt to the floor and slid her panties
off and bent her knees as she rubbed lube all over her massive cock.  She
then moved further down as I reached back and held my arse cheeks open.  I
quickly let go of my arse to do more poppers then spread my cheeks again as
she pulled her foreskin back and put the tip of her cock against my virgin
arsehole.  I begged her to push it in and moaned as I felt her slowly begin
pushing her cock up me - watching it go in on the TV.

   It looked so sexy, me on my hand and knees in fishnet stockings and her
squatting behind me wearing the same and I moaned as I saw her arse cheeks
slightly apart and her stretched gaping hole on display from where my cock
had fucked her repeatedly.

   I relaxed my arse and moaned as I felt her push into me more and more -
stretching my arse open and taking my anal virginity.  I had waited so long
for this I nearly came there and then without even touching my cock.

   Soon she has 2 inches, then 3 then half her cock up me.  I could see her
balls on the TV, hanging down between her legs and I begged her to fuck me
so I could hear and watch them slap against my arse!  She didn't need any
further encouragement and held onto my hips and began sliding her bare cock
in and out of my tight little arse.

   I had dreamed of this moment for months and couldn't help smiling and
groaning in ecstasy.  As I felt her balls slap against my arse I watched on
the screen - she was watching as well and stood up slight so we got a
better view of her cock in my arse - it was gorgeous!

   I let go of my arse so I was on my hand and knees properly and pushed
back onto her cock each time she slid in - wanting it deeper and deeper -
loving every minute of it.  I hadn't even touching my cock but it was
dripping with pre cum - and as I squeezed down on her thick cock she
screamed she was cumming.  As she fucked me harder and harder I moaned and
slammed my arse backwards as I felt her shoot another stream of cum - this
time deep inside my anus.



   Chapter 5

   I didn't want to cum yet so just milked her cock with my arse, then slid
off it so I could see my arse gape on the TV.  I then moved us in front of
the cam and sucking and licked her enormous cock clean.  I couldn't believe
how horny I was right then and couldn't believe how much I liked sucking
his cock.  It was still staying hard and I knew I wanted it up me again.

   I continued to suck it - trying to get as much as I could down my throat
and then told Lara to sit on the floor with her back against the bed facing
the camcorder.  I then stood facing the cam with my feet either side of her
legs and then, after us both having more poppers, I bent my knees and
lowered myself down until his cock was pressing against my stretched hole
and began slowly sliding down it.  My arse was so desperate for cock I slid
don it in one go, my own cock throbbingly hard.

   We then watched on the TV as I began sliding up and down his hard cock,
getting as much of his huge cock up me, gritting my teeth and forcing my
arse down on his cock.

   My own cock was dripping precum and I began sliding my arse up and down
his erect cock, moaning and groaning like a whore.  We watched our fucking
on the TV but I wanted to see our faces and so I slowly slid his cock out
of my arse, leant forwards and moved the camcorder up.  I then moved back
and squatted over his cock again and slowly slid down his massive shaft.  I
couldn't believe how gay I was being, riding his fat cock, my blond wig
plastered all over my face as I grunted and groaned with pleasure.  It
didn't take very long for me to get his cock as deep as it could up my arse
and as I felt it press right up inside me I groaned and began riding him,
throwing my head back and pushing my cock into the air.

   I then slowly slid up, let his cock come out of my arse and then just
let the tip go in.  He held his cock in place and I began moving up and
down, letting the tip slid in and out of my arse.  I then stood up and
turned around so I was facing him and lowered myself down again until his
helmet pushed into my stretched anus.  We did some more poppers and I began
fucking his cock up my arse hard and fast as my cock as he held my arse
cheeks apart.

   After a few minutes I stood up and made him lie on the floor.  I took
the camcorder, unplugged it and gave it to him and the squatted over his
cock again facing him.  He began filming me as I knelt down and sucked him
cock, looking right at the camera and telling him how gorgeous his cock was
and how good it felt up my arse.

   I then turned around and showed him my arse, holding it open so he could
see deep inside my gaping hole and I then reached back and pushed his cock
up my arse again.  After a few minutes fucking like this I turned around
and squatted down again and slid his cock up my arse once more.  I lay back
with my hands supporting me so I could take his cock while showing my face
to the camcorder, loving how much of a slut I was being.

   I knew I would cum soon and I told him to wank me off and with his spare
hand he reached forwards and began roughly wanking my cock and almost
immediately it began twitching and I ejaculated a massive load of spunk
into the air, with me screaming with pleasure as it landed on my face.

   Chapter 6

   Lara then pushed me forwards and I fell onto my hands and knees as her
cock slid out of my arse.  She was still hard as I reached forwards and
unplugged the camcorder and gave it to her and she began filming me again.
I reached back and held my arse open and I could feel how much it had
stretched and she roughly pushed 2 fingers up me with ease.

   Even though I had cum I was still so turned on and she soon pushed a 3rd
finger inside me.  She had made my arse gape so much that she was able to
force a 4th finger up me as I grunted and groaned - demanding more.  When
she finally pushed her thumb up me I sniffed some more poppers and as my
arse relaxed further she was able to force her whole first up me!

   I was screaming but this time and I could see her cock was still as hard
as a rock as she began fisting my arse while filming me with her spare
hand. She then told me to get on my back and as I twisted round her fist
twisted in my arse making me scream again.  Soon I was lying on my back
with my knees around my ears as she began fist fucking me again.

   As she did this she began wanking her cock and I just lay there and took
everything she could give me - loving every minute of it.  I knew I wanted
her cum inside me so I begged her to fuck me.  She gave me the camcorder
and pulled her fist out of my arse and in one movement slid her cock inside
me.  she pushed my knees so they were against the floor and began slamming
into me.  I began screaming in pain as she gave me the whole 8 inches of
her cock to the hilt and I continued filming as well as I could until she
screamed too and I felt her begin to ejaculate up my arse.

   As she continue to pump it into me another stream of cum squirted out
and she quickly pulled her cock out so it landed all over me.  She then
quickly moved up and made me suck her cock clean.

   After this I turned the camcorder off and she collapsed on the floor
next to me - both exhausted and totally satisfied.





   Comments are very welcome!  I love trading pics and web camming too!

   Gemma GemmaCDSlut@live.co.uk

   Make a mini you on Windows Live Messenger!  Try it Now! 
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