I'm shortly to embark on a trip to amsterdam in the new year and am very
excited for one thing in particular, the opportunity to come across a real life
shemale!
I've been a massive admirer of shemales for a long time now ever since I first
saw one. I don't remember exactly how I came across them but I was instantly
turned on by them. I think its because they are as beautiful as women but have
the one thing I desire about men. Those loverly she cocks.
I often fantasize about shemales and what it would be like to be with one but
have never seen one in person to even begin talking to one let alone spending a
night with one, but my trip to amsterdam early in the new year will most
certainly bring along such an opportunity which I can't stop thinking about.
Hopefully it will go a little like this...
We've all just got into the hotel and each of ours designated rooms. I'm with
a group of my friends for his 21st birthday but luckily as there's quite a few
of us there will be a set of people doing different things so should not be to
noticeable if I slip off for a while. luckily I've managed to score the double
room so there will only be me and one of my mates in there which means there's
less chance of him being around or asking questions where I've been. Anyway so
were all planning on dumping our things and heading straight out. Of couple are
staying a little while in the hotel the others straight to a bar. However I am
to excited about the possibilities of finding my fantasies so therefore am
rather horny. So I tell the group going to the bar I'm staying at the hotel and
the group staying at the hotel I'm going to the bar.
Therefore leaving me with time to go explore. The friend I was sharing the
room with had gone to the bar too which left me with the room to myself also. So
I decided to have a little warm up session. Unfortunately I had nothing with me.
No panties and no dildo. I didn't want to risk my bag being searched and my
friends seeing my nice 8" didlo or sexy panties. But I was in amsterdam, I'm
sure I could find a sex shop. So I headed out in search of that first. Returning
to the hotel with my bag of goodies I could feel my dick tingling at the thought
of using my new stuff, it was a lot cheaper out here so wasn't to bothered if I
had to leave them behind. I but the bag on the bed and one by one took my items
out, one pair of ivory stockings with lacy tops, one half lace half satin white
garter belt, on matching bra, one 8" vibrating dildo, one tube of lube and
finally and most importantly one sexy pair of white lace and satin thong
panties. I immediately stripped naked and got into my new lingerie and opened up
the lube, teased myself and then sat on my new rubber cock. Ah it felt so good,
all the while I couldn't stop thinking about how soon hopefully this could be a
really cock. I wanted to make sure I would be ready to receive it so gave my ass
a good pounding before blowing my load all inside my panties.
Luckily I was still horny after wards and wanted that she cock in my ass. But
thought I better give a while so decided to un pack first before heading back
out. I did all my un packing whilst still in my lingerie and decided after I was
done I would go out in it too, covered up of course. Would be a nice surprise
for my ladyboy though. So covered up and left the hotel. As I'd already been out
and found the sex shop I was sure there'd be somewhere near there where I could
find what I was looking for. So I headed that way which wasn't to far from the
hotel.
Walking down the same street as the sex shop was on I took a good look at all
the women walking around flaunting there stuff in minimum clothing. As I passed
a couple of trannys I felt my cock in my pantie tingle as they glanced at me as
they past. I could see the bulges in there hot pants so decided to take a second
look. As I did I saw them walk into one of the bars on the street. It looked
quite old and there were no windows. So I followed them in. The bar was quite
low lit and slightly busy, but as I looked round at all the people in there it
seemed to be a majority of girls, or at least that's what I thought. This was a
dedicated tranny and gay bar. I was in heaven. I felt asif I should have gone
the whole hog and just worn a skirt over my lingerie but I'm not that daring. I
headed to the bar to get myself a drink, but before I could order I heard a
voice from just down the bar, "what you drinking honey? I'll buy" I turned to
see who was offering and to my excitement just a couple of bar stools away from
me were the same two ladboys I followed in here. This could be it, my chance
with a shemale. So before I looked rude I took here up on the offer and had a jd
and coke. The drinks arrived and they asked me to sit with them.
We started talking, just general conversation at first about where I was from
and how long I was out there etc. Until she asked me what I was doing in this
particular bar. I was unsure about what to say at first as I didn't want to
offend or sound cheap, but I was so turned on sat at a bar with two trannies
wearing white lingerie under my clothes so I kinda met half way, not to dirty
and cheap but didn't lie about why I was really there. Saying I was in search of
something in particular, a little fantasy of mine. They both already knew what I
was after and didn't make it to uncomfortable for me. She started playing with
her hair and rubbing my shin with her feet. I got a little more comfortable
knowing she wanted it to. In fact it seemed they both wanted it as the other one
started speaking more. We carried on flirting and had a couple more drinks until
she finally said "shall we take this conversation back to our place?" What are
the chances being invited back to not just a shemales house, but a shemale who
lives with another shemale, all sorts of thoughts were running through my head,
what they do with each other? What they were going to do with me? I was so
turned on, I replied with a subtle, why not.
There flat was not far from the bar, only a 5 minute walk. It was a small
town flat just the one floor. The kitchen and living room only separated by a
row of cupboards but it was well decorated. Although I didn't see much of the
living room... They each had a bedroom although from the way they talked they
didn't always sleep in there own. When we first got in I was offered a drink, it
didn't seem like they were having one so I declined. as I did one of them
started to take my jacket off and hung it up. But then she came back over and
started to un tie my shoes and slip them off, she was on here hands and knees
with her head very close to my crotch, she could see my bulge starting to grow
as she stroked my legs. Then she stopped. Stood up and removed her coat and then
the other one came and stood next to her and did the same, then they looked at
each other, looked at me and one said "now what are we going to do with you?" I
was hadn't even answered before they took me into one of there's room and stood
me at the end of the bed whilst they sat down on it facing me. They both started
to unbutton my trousers, my dick getting harder, as they pulled them down they
both looked at each other with big smiles, they quickly removed my t shirt and
pushed me back a couple of steps so the could see me fully in all my sexy
lingerie and panties. "We know exactly what to do with boys like you" one of
them said, the other got up and headed to the wardrobe, I was so excited about
what they were going to do.
The one left on the bed made me spin round and took a good look at me,
feeling my arse and thighs. "My your a sexy little boy aren't you?" She said. "I
think with a little bit of tlc you could be a very sexy girl" I was so turned on
by what she was saying, what would they do to me. The other one came back from
the wardrobe and placed four items on the bed, then picked them up one by one to
put on me, first a pair of sexy heals, then a very short plaid school girl
skirt, an almost transparent white blouse and finally a shoulder length brown
wig. "Oh doesn't he just look beautiful" one said to the other, "yes he does,
although there's something missing" the other on said, "make up". Once they'd
finished applying foundation, lip stick and eye shadow to me they stood me
infront of the mirror. "What to you think of the new you?" One asked, but before
I had chance to answer the other one butted in and said "you've got to keep this
under control" pointing towards my crotch, which was only semi hard as my mind
had wondered during the make up stage.
The girls sat me on the end of the bed and stood in front of me. They both
started to strip off until they had only their lingerie on. One was wearing
similar to me, thong, bra, garter and suspenders except hers was black. The
other had only a sexy pair of pink thong panties on. These girls were beautiful,
both about 5ft 5", white slim bodys, wavy shoulder length hair, one brunette one
blonde, both had nice perky breast and the most amazing picture of all was the
soft bulge in there panties. It was the best site ever, I could feel my own
bulge growing under my skirt, all three of us dressed in panties and lingerie
looking like it was going to be a lesbian orgy until you looked in our panties.
The blonde one, lucy, elegantly pulled her panties down slightly until her cock
dangled over the top of them, she then slowly pushed my head towards it, I
opened my mouth and took the whole thing in my mouth, it was still soft but I
could feel it getting harder in my mouth. As it got stiffer I started sucking,
taking it in and back out my mouth getting it really wet, I could see pre cum
hanging from its head so licked that up and then started licking the whole head
and down the shaft, back up to the head and then took it in my mouth again.
I carried on sucking her off for a couple of minutes more until she pulled
away, then the brunette, sarah, told me to get up on the bed so I did, lucy
remained at the foot of the bed, her cock stiff and wanting more whilst sarah
got me on all fours, my head facing lucy and my ass up facing the top of the
bed. Lucy climbed up onto the bed on her knees and put her cock back in my mouth
and I continued to suck it as I had before. Mean while sarah was sat behind me,
I felt her squeezing my arse and rubbing my legs, then she pulled my panties
down just at the back, so my hole was exposed but they still hugged to my cock,
then she started rubbing round my ass, it felt good, I just wanted her cock
inside me, but she was still teasing. I had no idea how big her dick was as it
was still tucked inside her thong and she was behind me, where as lucy was about
7".
Sarah started pushing on my hole with her finger and then paused. Next thing
I knew she was eating me out, he wet tongue licking my hole out. It was so good
they could both hear me moan whilst I was still sucking on cock. She pushed her
tongue inside my ass making it so wet. It was just begging for a cock. But
before I got that she pulled away and started with her fingers again, slowly
sticking one inside and moving it about and in and out. She stopped again and I
could hear the snapping of a lube bottle opening then next minute could feel the
cool liquid on my arse hole followed by two fingers rubbing it around before she
slipped one in, followed quickly by the second. She played around with them for
a while getting my arse used to the intruders, although it was already pretty
stretched from my alone time earlier, I think she could tell, from the way she
asked me if I liked my ass being played with.
She'd already got four fingers in and was pushing them hard and deep into my
ass pulling them out and then re inserting them, I was gagging for her dick
inside me.
Lucy then pulled her cock away from me and sarah removed her hand, I felt so
violated, but horny. They got me to spin round so now I was facing sarah with
lucy behind me, still on all fours. Lucy then said "you've lubed my cock well,
only one place to but it now" this was it, I was getting my first tranny cock in
my arse. Sarah pulled my head back round, tucked he panties to one side and let
her cock hang there for me, hers was a nice 6". I took that dick in my mouth,
then I could feel lucy pushing the head of her cock against my gaping hole, and
with one firm push it slipped straight in, I moaned in pleasure through the
mouthful of cock, it felt so good I could feel ever detail of it. Then
simultaneously they started thrusting into me, slow at first then picking up the
pace. Oh it felt so good, the head of her she cock rubbing my prostate giving me
the urge to cum, I could feel my panties filling with my pre cum and dripping
onto the bed whilst the other cock was pushing against the back of my throat.
This was amazing. Lucy kept quicking the pace and then stopping, teasing me
into wanting it more, and I did I wanted it so bad so I started thrusting back
onto her cock as fast and hard as I could until she couldn't resist and gave it
me back. "Make me cum" I moaned "make me cum" both of them were thrusting faster
into my holes as if they were about to cum then I heard lucy moan "I'm cumming,
I'm cumming" I could feel the hot sticky liquid oozing out her cock into my ass,
ever squirt making me flinch with pleasure. I'd stopped sucking on sarahs cock
from sheer pleasure so she stood back whilst lucy came round from her orgasm,
still very slowly thrusting in me until she stopped. As she pulled her cock out
she place my panties over my hole so as to catch her cum when I stood up. She
then moved round to the front of me and let her cum dripping cock dangle in
front of my mouth, suggesting only one thing, that I clean it for her, so I did.
After a couple of sucks her cock was clean and she pulled out and said "now
its you turn" and she got on her hands and knees in front of me and pulled her
thong out her crack exposing her hole and she asked me to lick it, so I started
licking it all over, sarah headed round the back of me and inserted herself up
my ass and slowly thrust whilst I licked lucy out. Then lucy pulled forward and
told me to get off my hands so I was now kneeling on the bed upright with sarahs
cock hitting the spot even more, lucy then backed up against me leaving me to
play with her ass. I pushed one finger deep into her as she moaned. She then
passed me the lube and I gently massaged her hole with two fingers until the
slipped in, then went for three, stretching her hole ready fro my dripping cock,
once see was well prepared I pushed my cock against he hole and then pushed it
in, this whole time being thrusted by sarah.
We both moved in the same motion, her thrusting me and me thrusting lucy, it
was pure ecstasy. We went at each other a good ten minutes more untill both me
and sarah exploded, her inside me again and me inside lucy, what an orgasm, it
took me a while to come round as I was shaking from pleasure. After we'd all
pulled out each other lucy turned to me and said " was that the fantasy you were
looking for?"
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