Booby Trap
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Tender Trap free porn video
Tender Trap
By Amanda More
Would the gamble work? I was sure it would but I was still so
nervous. Here I was a 22 year old transvestite with a growing
interest in the male sex, about to reveal myself to a male
friend. Why, was I going insane? I had only gone out to meet
others, strangers, on a handful of occasions at specialist bars.
But on a couple of those outings I had been pampered and chased
sufficiently by guys to let them have what they wanted and I had
loved it. I missed the friendship, a sense of affection in such
liaisons though and I craved to be treated by a loving gentleman
as the girl I knew I was.
I had been dressing off and on since I was little, initially
encouraged to do so by a sister as part of make believe games,
then becoming solitary and masturbatory in my teens until I
finally took the plunge to adopt a female persona when I was at
college. That girl was looking at me now in the full-length
mirror, her name was Bryony.
At college lack of time, security and money kept her appearances
limited but since being in work for a year she seemed to have
taken over my life. I was in brokerage but based in a northern
town rather than the City so I earned good money and the cost of
living was low. I was still fairly solitary and shy, had little
social life and few friends, so I was able to indulge Bryony,
buying lots of clothes and make up and dressing regularly. So
frequently that I spent most weekends as Bryony, poor old Liam,
my male self, never got a look in.
The many hours spent dressing, watching and reading about all
things female, and recently the evenings spent socialising as
Bryony, had perfected my female persona. With my natural
diffidence she had become a quiet, rather submissive, very
feminine creature. I was medium height and slim in stockinged
feet I am 5'9" and weigh around 135lbs, in heels Bryony cut a
very pleasant figure, slender with great legs and tall for a
girl. I had grown my chestnut hair out at college. At work I wore
it in a ponytail but now it cascaded with its natural wave mid-
way down my back from a centre parting.
My face was too effeminate for a boy and made me look geeky,
slightly hollow cheeked, pouting lips and long lashed doleful
eyes, gave me a wimpy, slightly sad and certainly not macho
appearance. Hardly surprising I had managed to get to 1st base
with only three girls. But, with my hair down, in girl's clothes,
and with my face carefully made up I looked passable, attractive
even, young and innocent but with a hint of sinful desire. Well
that is what I thought anyway.
So how come I was standing there admiring myself in my new
spaghetti strapped, mid-calf length, tight-fitting red chiffon
dress, hair piled up loosely with wisps down my neck, waiting to
surprise a guy I had known most of my life. It had all started
with a phone call. Sean rang me six months earlier. He was an old
school friend whom I had seen little once I went to college, but
he had discovered he now had a job in the same city as me so he
decided to look me up. We had been quite close until puberty but
then his interests had gone to sport and girls and he left me
behind. He was an athlete; 6'2" of broad shouldered, blonde
haired hunk.
Well we got together and had a drink and hit it off really well.
It turned out he had just broken up with a long-term girlfriend
and like me was lonely in a strange city. By nature I'm
sympathetic so he liked to talk to me about it and I think I got
him out of slipping into depression. Rather than abandoning me
for a renewed life of wenching, as I unconfidently thought he
would when he had got over Alison, we continued to meet and have
a good time. We quickly fell into the matey routine of long-term
male friends, kidding each other, joking, talking about sex and
girls a lot.
Perhaps it was that and his ease of confiding in me that one
drunken night led him to indicate that part of the reason that
Alison had dropped him was that he had hinted to her that he
might be bisexual. He quickly told me he had never acted upon it
but that he did surf the net a lot and found the chicks with
dicks sites a turn on. Actually Alison had caught him looking at
one, which had precipitated his confession. He probably did not
help his cause by telling her that he had only started to look at
these sites when their love life had started to go down hill. Men
can be so stupid sometimes.
Inside I was shocked and I guess there was a slither of
excitement too as I told Sean not to worry his secret was safe
with me and no it did not bother me. Anyway life went on much as
before then one night Sean got out some porn vids and we watched
them at his place. The first one was straight stuff and we joked
and laughed our way through it as young guys do, trying to
pretend that we were not two sad specimens doing this on a
Saturday night.
But the second one was a trannie vid. Sean had asked if I minded,
I said it would be interesting, concealing the fact that I had a
whole case full of such things back at my place. We watched this
one much quieter. I noticed from the slight bulge in his jeans
that he found it exciting and I tried to hide my interest as best
as I could. Afterwards he waxed on about how good the TV was and
indeed she was, very convincing and sexy, with large implant
enhanced boobs. His reactions to her had been pretty heterosexual
really particularly as he had fast-forwarded with distaste
through the bit where she screwed the guy. Throughout, I of
course was turned on as much by putting myself in the TVs place
as by watching her.
When the video had finished we were both a bit awkward with each
other so I decided to make my excuses and go home. The next day
mindful that Sean might think he had upset me I rang him and
asked him to come over to my place for a Friday night session, I
would supply food, drink and he could bring some more videos, did
he want to watch another trannie vid I asked as I thought the
last one was cool. Of course he agreed with enthusiasm.
Waiting for Friday a plan had begun to crystallise in my mind.
Watching him get turned on by the trannie vid had made me
appreciate how much I would like to turn him on. Perhaps he could
be the answer to my quest. But I was sure that if I just raised
this in conversation he would bolt. So that is why I was waiting
for him now not as Liam his friend but as Bryony, a special girl,
a girl he had never met, and hopefully the girl of his dreams.
The phone rang Sean was on his way he would be with me in 5
minutes. Everything was ready. The table was laid and I had
prepared a Caesar salad with peppered steak to follow. A
chardonnay was keeping chilled in the ice cooler. Soft romantic
music was playing on the stereo. The flat was clean and tidy and
there were satin sheets on the crisply made double bed. As for me
my outfit was great, my make up perfect my body was smooth
everywhere except for a little crown to my extra long clit. I had
sprayed all the important places with Extravagance, my favourite
scent, and I had never felt so feminine. It was too late to back
out I had to go through with it. I was 99% sure he would like me
and even if he did not fancy me I did not believe he would out me
to anybody, though I guessed our friendship might end through
mutual embarrassment. It had to be worth the risk I told myself,
think of the rewards.
There was a knock on the door, quickly I disappeared into the
bathroom to check my make up and steady my nerves by rapidly
finishing the brandy I had poured myself.
I called "who is it", "Sean" came back the answer.
Still with Liam's voice I told him to come in and make himself
comfortable. I would just be a moment. When he was in I asked him
to switch on the video in which I had placed one of my better
trannie films set to begin at a very sexy point.
"Fucking hell!" Sean uttered "Wow, where did you get this?"
Obviously he appreciated it.
In Bryony's voice I said, "Please mind your language!"
Opening the door and standing in a feminine pose and for maximum
advantage framed by the door and lit from behind, I continued as
Bryony:
"I bought it from some people I know."
Sean turned and looked at me. He stuttered, "Sorry I didn't know
Liam had company, I'm Sean erm..."
"I know" I replied, "I'm Bryony, look closely I think you will
find we have met. Go on take a real close look."
It was decision time, now I would find out if my gamble had
worked. Sean gave me a quizzical look then studied me. Typical
man he began at the bottom taking in my feet and ankles, shown
off by my 3 inch stiletto heeled single strap sandals, then my
black stocking encased calf, the swell of my hips, the pinch of
my waist, and then my breasts, my slim neck decorated with a
single thin gold chain and ankh pendant. He drank me in
appreciatively. Finally, he focused on my face, his eyes dropped
briefly back to my neck and cleavage, then returned to my face;
recognition dawned.
"Jeez Liam is that you. Oh my God it is you!"
He looked stunned and I started to panic I began to apologise.
"No don't!" he said, "It's okay I'm just surprised, well shocked,
but not in a bad way." he quickly stammered "It's just well...
you look so good, like a girl! Wow, your amazing."
"You really think so?" I inquired softly.
"Hell yes. Fantastic. Way better than I ever imagined" he caught
his words too late.
"Oh so! You've imagined me like this did you?" I said teasingly
striking a provocative arms out wide pose and noting that the
shock in his eyes was giving way to something much more
interesting.
"No, I mean no of course not, it's just well... you look like
such a cute chick for a guy."
"Just think of me as a girl.", I said meaningfully, letting him
off the hook and gliding as femininely as possible into the room
closer to him.
"Uhhh so what do you call yourself, not Liam I guess?"
"No, it's Bryony." I replied.
Sean took my hand gently and pressed it to his lips, "I'm
delighted to meet you Bryony." he said.
Yeah, it was corny, but I liked it and found myself blushing.
Avoiding any more embarrassment I ushered Sean to the table and
began to put out the diner and pour the wine.
We chatted a little stiltedly at first then he began to ask me
about how long I had been dressing and how it came about, why I
did it and so on. I answered as best I could. After most of my
story had been prised out of me Sean exclaimed:
"Shit! You must have thought me a real prick showing you those
trannie vids. Uh... sorry Bryony, I didn't mean to be crude."
"It's okay Sean," I said demurely "and no I didn't, I just
thought it was interesting."
"Yeah, in what way?" he asked wolfishly.
A little flustered I just told him that I was surprised and glad
that my best friend had some of the same interests as me.
"Well... not quite the same obviously." I said getting up from
the table and indicating my clothes as I got up to clear away the
first course.
"Nah, no worries there." Sean said helping me clear away, "I like
to see silky feminine stuff on pretty girls like you but I don't
want to wear it myself."
I blushed and smiled at him, "Pretty girl, I wish!" I teased him.
"No really! I think you look fantastic, better than most...
'born' girls. And you act so feminine."
"So do you see me as a girl or a guy in a dress?"
"Bryony, you are all woman to me!" Sean said moving close.
A little scared I quickly gave him the plates to take in for the
next course and ducked back into the kitchen.
The rest of the meal went well and Sean certainly appeared to
appreciate my cooking. We talked about general things though it
was clear his attitude to me had changed, and whilst the wine
made us both relax, he no longer talked to me in the easy, crude,
matey way. His language was largely free of swearing, more caring
and thoughtful and he was more willing to express his feelings.
The bluster had gone.
For my part I largely listened attentively, encouraging him when
I thought it necessary. Having cleared away we took two brandies
and settled down on the sofa together, feeling warm and mellow.
Sean's arm draped lightly across my shoulders, I didn't resist.
Looking at me he asked, "Bryony, I can,t help noticing, but you
have cleavage, quite decent too, how come?"
"Well it is enhanced with a little makeup and the latest in
uplift bra technology, but I do have my own small breasts. I've
been taking hormones for the past five months,"
Looking concerned Sean wanted to know if I was going to have a
sex change. Patiently I explained that I was taking hormones to
help perfect my female self but that I was not currently looking
to change my sex permanently.
"Good, because I like you just the way you are!" Sean replied as
he quickly dipped his head to firmly but briefly kiss my lips.
I was breathless with the excitement of it. Everything was
happening as I had hoped it would. I tilted my head back and
parted my lips slightly to let Sean know I liked his kiss and was
receptive. His strong arms wrapped round me crushing me to him.
His mouth covered mine again and his tongue forcefully entered
searching for my tongue as his lips moulded with mine urgently,
hungrily. I let myself go as soft and pliant as possible, my lips
parting further to match his, my tongue surrendering to his,
sighing as his fingers caressed my neck and stroked my back. Our
tongues danced excitedly. I was being overwhelmed as his hands
roamed my body, caressing my knee, pushing my dress hem up as
they explored my black-nylon clad thigh. Sean's other hand
reaching down my side across my ribs and then kneading gently my
breast through my dress and bra.
It felt so good and I wanted to give myself to him there and
then, let him rip my clothes from me, take me, rape me, but I
knew such passion could burn fiercely only to be doused later by
guilt and remorse so I pushed him gently away.
"Hey slow down Tiger, the best meals are enjoyed slowly you
know." I said teasingly, smiling at him.
Looking disappointed but hungry he let me disengage. I poured us
both a brandy put the video back on and snuggled into him.
The video was rewound to the beginning so we watched as a pretty
transsexual picked up a guy in a bar and seduced him. Sean
responded by a more gentle exploration of my body with his hands
and the occasional light kiss on the neck and ear lobe. I sighed
in return and let my long red-nailed fingers lightly run across
his thighs, chest and stomach. The visual images and the slow
build up of our caresses were building the sexual tension between
us to breaking-point. Soon we were volcano hot and as the TS on
the screen lowered her head into her lover's lap, Sean looked at
me and said:
"Bryony would you do that for me?"
Wordlessly I smiled at him and slid on the floor between his
legs. My slim fingers fumbled with the fastenings of his chinos,
but once undone they quickly reached inside and through the
opening of his boxers to pull out his lovely thick, may be 7 inch
long, cock.
With my hand wrapped around its base I pulled back the foreskin
and licked around the swollen pink head.
"Oh Bryony, yeah baby that's good!" moaned Sean as my tongue
flicked and moistened.
I parted my lips and engulfed the head in the way I had learned
to best swallow cocks in my few previous experiences. Sean pushed
into me as I licked and massaged his shaft. Slowly my mouth
descended along its length and then more quickly retreated as I
began to suck on his delicious manhood, tasting the pre-cum as I
reached the tip. I began bobbing my head up and down the top half
of Sean's cock sucking gently and licking the silky underside of
his shaft.
"Bryony I want you to make me cum I want to shoot my load in your
sexy mouth!" Sean was panting. "Aww! Baby, yeah!!"
He held my head pressing my face to him as he pushed his hips
forward to hump my face. Sucking harder I greedily gobbled him as
he shafted my mouth, getting faster. His body stiffened and I
knew he was about to cum; I wanted it so much and let out a
muffled moan as his cock jerked and I felt the hot sperm fill my
throat. I swallowed eagerly as his creamy seed continued to flood
into me and continued to suck as the flow abated, finally licking
him clean as he softened. Letting his limp member fall from my
lips I shyly looked up at Sean and smiled.
"Bryony, that was wonderful baby. God you are so sexy, I want you
to be my girlfriend?"
"Do you mean it Sean", I replied, "really go out with you
anywhere like any other boy and girl?"
"You bet, of course, why not? You look great, nobody is going to
know you're not a girl and even if they did I would not care
because I think your bloody brilliant and would be proud for you
to be with me."
My answer was to fling myself on him and to cover his face in
kisses. I think I was crying and giggling at the same time.
Initially Sean tried to stem my attack, "Whoa Bryony love, take
it easy!" but quickly my attack of frenzied gratitude became a
frenzy of a different sort.
This time when our lips melded I sucked his tongue into my mouth,
my desire naked, my need unhidden. This time when Sean's hands
urgently and roughly fondled me and fumbled at the fastenings to
my dress I did not resist but tugged at his clothing. Our clothes
soon formed a pile by the sofa. Sean, nude, all rippling muscle
and hunky, me still wearing a waist corset, stockings and heels,
slender and feminine, except for my little stiff cockette. We
faced one another locked in a passionate embrace and then Sean
pushed me to arms length admiring me.
"MMMmm, I like your breasts Bryony, like a teenage girl's, nice
and firm and cute."
He pushed back down on to the sofa and gently holding my cockette
started to kiss and suckle my nipples. Hot sensations of
electricity and a deep hunger pulsed through my chest. His lips
and tongue traced skin tingling courses across my chest and tummy
as my fingers once more caressed his swelling cock.
Sean squirmed across my body and moved downwards so that we were
in a 69 position and as his mouth sucked in my little 5 inch thin
pecker so my lips parted to accept his thick manhood once more.
While sucking in unison with me, Sean's hands moved across my
buttocks and between my legs, exploring the softness behind my
genitals before tracing the ring of my rosebud. Letting my cock
fall free before I was too close to climax, his lips and tongue
followed the route of his fingers until I experienced the
glorious sensation of him rimming my rosebud.
His hot moist tongue circled my ring then probed deep into my
passage, freshly cleaned and lubed prior to his arrival, well a
girl does not want to leave anything to chance. Moaning I bucked
my arse against him as I swallowed his meat into my throat. Just
as his tongue was driving me to the edge Sean pulled away.
Disappointed I looked up at him.
"Put your legs up Bryony!" he demanded, "I gotta fuck you."
Compliantly I lay on the sofa, my legs lifted in the air. Sean
knelt in front of me between my legs and pulled me towards him so
that my arse was on the edge of the sofa, allowing the head of
his prick to tease my wet hole.
"I hope you want this as much as I do. Ready?"
"Oh Sean, shut up and fuck me!" I gasped.
His cock pressed against my rosebud and the pressure mounted.
Although I was a virgin I had pleasured myself regularly with
dildoes so I was stretched and ready. As he began to push hard I
spasmed my ring and he shot in, impaling himself in one thrust.
"Unnnngghhhh! Oh yes... so good... awwww fuck me hard Sean,
please!"
"Oh yeah, you slut, you ate me. Oh I'm gonna fuck you so hard!"
And he did. Thrusting in and out with mounting speed, holding on
to my hips and thighs and giving himself carpet burns on his
knees. I came quite soon for the first time, my cockette leaking
my girly boy juice across my tummy, but it was as nothing to the
pleasure I felt five minutes later as panting with exertion Sean
neared his climax. His cock was pistoning into the warm silky
smoothness of my anal passage, filling me, stimulating my
prostate, making me feel so deeply feminine. Then it began the
hot tingling spreading out from my arse into my stomach, and then
coursing with sparks through my body until the top of my head
felt like it would explode.
I screamed and gasped, panting, thrusting myself down on his
surging cock. Clenching my buttock muscles with delight I felt
Sean swell and then gush into me, filling me with his hot, sticky
seed.
"Awww baby, you are so good!" he groaned as I continued my flight
of ecstasy, tugging at his shoulders, shaking my head from side
to side.
Slowly he softened and slipped from me and slowly I drifted back
to earth. Unable to walk he picked me up and carried me to the
bedroom. He laid me in my bed and climbed in beside me. Hugging
me to him as I recovered he said:
"I love you Bryony!"
"I love you too." I replied dreamily, smiling.
Sean's last words to me as I drifted off to sleep were, "I never
expected things to go this far. After I saw your clothes in your
wardrobe a few months back I thought I would admit my secret to
you and see what happened, but never in my wildest dreams did I
imagine this!"
Mmmm, I sighed contentedly, happily tricked and trapped.
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