Sissy Stepson 10 Stepmother s Sissy
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First Step With Hope free porn video
It had taken all my courage to turn up and meet her; having connected by
internet only, and seen pictures of each-other, I yearned to see her.
Wanting to make her feel as comfortable as possible and confirm I was not
some on-line creep, I agreed to meet her at a club she frequented, so she
would be among friends. I was in a cold sweat; she was incredibly
feminine and over the weeks, had indulged me with some deeply intimate
thoughts as she became more trusting and confident. My cock remained
permanently semi-erect as she remained in the back of my mind, and rigid
when I had direct thoughts of her, such was my yearning.
As the club was a downtown district, I had lurid thoughts about it being
a tad sleazy; neon lights, with scantily clad cross-dressers in need of a
shave hanging around the entrance etc.; as Hope was a t-girl this was all
new to me and my imagination ran riot. I was pleasantly surprised when I
arrived at the given address; it was totally discrete and from the
outside it could have been a church hall; I wandered back and forth
outside for a few minutes, my stomach alive with butterflies; my cock
rigid at the thought of seeing Hope in the flesh. I pulled it together
and walked in the door; the inside was an immediate transformation,
lushly decorated and softly lit. Two shapely women sat in a reception
area, both smiled knowingly and one asked who I had come to see? When I
said 'Hope' they both beamed and eyed me up and down; one of them stood
to reveal she was almost a tall as me and wringed her hands in a gesture
of delight.
"Oh she is a lucky girl; let me take you to her." She wiggled her arse in
front of me as she vacated the front desk and took me through large
double doors into a large and comfortably furnished lounge with long bar
and terraced seating booths all softly lit. There were about 50 people
in there, mostly 'female' in appearance and a few males like me, dressed
in simply masculine fashion. Whilst there were a few ladies there whose
transgender was fairly apparent, I could not determine whether the vast
majority of the girls were actually female or t-girls; many of them were
absolutely stunning. Soft music played in the background as the
receptionist took me to a corner of the bar and gestured excitedly to a
group across the floor. She turned and giggled at me like a naughty
schoolgirl.
"I'll leave you to it then, I'm so glad you came; Hope was so scared you
wouldn't show, we've all been teasing her continuously. If it doesn't
work out with her, you know where I am!" With that she wiggled off and
my cock bulged in my pants as I watched her sweet bottom go. I felt a
little exposed at that point, even though it was apparent no-one was
looking at me. No-one except for the figure which now walked slowly
toward me and the eyes of the group she had just departed from. Hope
approached with a sweetly timid smile; she was a picture of femininity
with tight low cut dress which showed her soft elegant curves and
delicately formed breasts; the milky white flesh of which, displaying a
perfect cleavage. I so wanted her now. I held out a hand instinctively
and our fingers touched for the first time; there was a sharp jolt as
static electricity stung us both, making us both laugh and helping break
the ice immediately. We then stood just staring into each-other's eyes,
neither quite believing we'd taken the step. Hope was a hundred times
more attractive in the flesh as her pictures and videos had been on the
net, I squirmed a little as my cock must have been patently apparent, but
Hope was evidently just as pleased to see me. We got a drink and she
took my hand and led me across to a booth she had reserved, close but not
too close to the friends she had just walked from.
After about five minutes it felt as though we had known each-other for
years, the initial shock of the meet now over, our previous numerous
contacts via the net giving us licence to become immediately intimate.
Hope squeezed close as we sipped our drinks and commented on people's
performance on the dance floor as they smooched together. I casually put
my arm around her and caressed her soft hairless arm, she leaned into me
and I sniffed at her soft dark brown hair; she took my other hand and
placed it in her crotch, then she looked up at me with a soft smile and
pursed her lips. Without hesitation I kissed her for the first time as I
gently felt the little bulge in her crotch which was the only thing that
reminded me that she was a t-girl. Her hand went to mine as we savoured
each-others lips and she giggled softly as we parted; her hand warming my
stiff cock. She looked at me starry eyed.
"I want to show you off to my friends; one of them who lives close to me
is having a party, I know it's cheeky and I don't want to wear you out,
but I'm so pleased to be with you- I promise we won't stay long. I'd like
you to come home with me afterwards for a nice cup of cocoa." I could
not deny her and was also curious about her band of friends as this was
all new to me. When I agreed she kissed me again and squeezed my hand
tightly as she led me to the people she had arrived with...
2
I felt immediately at ease with Hope's friends; the 'blokes' were much as
I was, and the 'girls' were all very sweet and feminine, preoccupied with
their nails and how their bra-straps looked etc. None of them asked too
many prying questions, they seemed immediately at ease with me too and
smirked at Hope as she sat close to me, eyeing me constantly and holding
my hand tightly, lest I should suddenly disappear in a puff of smoke.
When she did eventually accompany one of the girls to the lady's room,
the other girls jumped onto the seat next to me and the men leaned
forward; all told me how excited Hope was and how she could not stop
talking about me. They were so glad I had turned up and now they had
seen me they were confident we'd be happy together. One of the girls,
'Tara', looked at me with a wicked smile.
"Hope has told me what you like, and I know what she likes; I'd love to
be a fly on the wall when you two are alone together, I'm messing my
panties just thinking about it!" giggling she departed back to her seat
rapidly as Hope reappeared from the Lady's room; she smiled and blushed
softly as she guessed she'd been the topic of conversation, I looked at
her now rosy face again with some wonderment; she was stunningly feminine
and I yearned to be alone with her. We all climbed into taxis from a
rank familiar to the frequenters of the club, so they did not mind more
people than they would necessarily take squeezing in; hope took the
opportunity to sit on my lap and squirmed her sweet bottom against my
stiff cock, giggling as she shuffled the crevice of her buttocks over it,
to get the maximum feeling. I put one hand around her waist and slipped
my other down to her crotch, caressing her sweet little bulge; I ran my
hand up the hot pantie clad erection of her little cock; Hope as excited
as I was, she clenched her buttocks on my pulsing erection, the two of us
hoping for a bumpy ride just this once. All too soon we arrived at our
destination and Hope left my lap with some reluctance. As we stood on
the pathway she stopped and embraced me, and then we kissed once more as
the others whooped and whistled; Hope was really getting excited now, and
so was I.
Hope stayed close whilst we were at the party, taking great delight in
introducing me to her friends, some of whom were delectable. At one
point Hope took me to a dimly lit room where couples were canoodling as
they watched videos on a large screen; t-girls receiving what they wanted
from males who were as excited as I was. Hope giggled and pulled me
close.
"I want to go home for hat cocoa soon." I put my hand around her bottom
and squeezed her tightly; each-other's excitement apparent as we pressed
close together. We went back to the main party area and I noticed Tara
and one of the other girls, Lucy, whispering to each-other. They then
came over to us and Tara looked Hope in the eye with a knowing smile.
"I think it's time we took you two home young lady; you have an
appointment which is more important than any party! Lucy and I will come
back with you to make sure you're comfortable, and then we'll come back
here." She winked saucily at Hope who giggled and shivered at the same
time. For some reason my cock stiffened all the more, though I did not
know why. We all four went back to Hope's flat, which was pleasantly
furnished and decorated in typically girly style. Tara disappeared into
a bedroom with Hope, whilst Lucy sat chatting with me. She went from
mediocre chat to more intimate subjects, as if to ready me for what was
to come, not that I needed any encouragement, and then smiled long and
hard as she glanced toward the bedroom door.
"You mustn't be shocked at what you see tonight; I know it's your first
time with one of us, but remember that Hope is a t-girl and has special
needs and desires. She assures us that you will accommodate her, but
please keep it in mind that it is only fantasy role-play; I know you'll
find some of it difficult at first- she may want you to 'hurt' her. Just
remember that you will always be able to comfort her afterwards; I can
see you are the sort of man who will appreciate that part." Tara emerged
from the room as Lucy finished. They both spontaneously grabbed me and
kissed me, Tara's eyes a little welled up.
"We'll be off now; Hope is ready for you. We'll see you tomorrow." The
giggled as they left and I waited to hear the front door close before I
ventured toward the bedroom. As I went in, my nose was immediately hit
by the sweet smell of scented candles, though softly lit my eyes soon
adjusted to the light. My cock was ready to burst from my clothing as I
viewed Hope. She was gagged and veiled, dressed in a one-piece black
chiffon body stocking, loosely fitted with open crotch, tight only at the
ankles; it gave her the look of a harem girl. Her hands were bound
behind her back, and she lay front down with her sweet round bottom up
and open invitingly; her ankles strapped and kept apart by a spreader
bar. She sighed softly through the gag as I removed my clothes, my cock
rigid at the sight of this sacrificial lamb. The situation brought out an
animal in me I did not know was there. Hope trembled as I instinctively
let her sniff my erect cock, before caressing her sweet little anus; I
slipped my finger in to her warmth and she moaned as she clenched on my
finger. I then toyed with her sweet little cock and hairless balls; the
length of her little cock was jacketed in a smartly buttoned tube, her
sweet rosy bell-end shiny with pre-cum, a little pink silken bow tied
just below it completed the picture. Hope rocked back and forth as I
teased her, caressing her tubed cock and ensuring her little bell-end was
stimulated; it slipped sweetly between my fingers as she oozed slippery
pre-cum and moaned sweetly. I caressed the inside of her silky white
thighs as I surveyed her beautifully feminine bottom, there for the
taking. My cock was in spasm and throbbed in anticipation. Hope was
mine and completely at my mercy, I felt dominant for the first time ever
and could not resist biting that sweet bottom; I nipped just her enough
to her know I was there and in control; I felt her little cock pulse at
this and knew it was time for the coup-de-grace.
Teasing her little sissy cock all the more I licked her delicious
arsehole, making her quiver all over, as she now knew I was ready to fuck
her for the first time. I continue to stroke her cock which now dribbled
continuously as I placed my other hand under her soft belly and eased my
eager cock into her tight t-girl pussy for the first time. I gasped with
pleasure at the luxuriant feel of her tight rectum about my cock, slowly
pushing it right up to the hilt. Hope moaned with pleasure through her
gag and I felt her wrists pull at her bindings, and her legs tense
against the spreader bar are she revelled in the erotic pleasure of being
bound, owned, and fucked. I wanted to make it last as long as I could as
I stroked in and out of Hope's soft little bottom whilst stroking her
little cock in unison, but the pleasure was all too intense for both of
us. Hope tensed all over and moaned in ecstasy and I felt her hot little
spurts in my hand as she spent again and again, spoiling her pretty bow
which she immersed in hot cum. My cock could take no more and I felt
that ecstatic surge as I began to come. There was no holding back the
animal in me now. As Hope shuddered through a glorious orgasm I roared
out to her.
"You're mine forever Hope, mine to do as I please with, mine!..." I
squeezed her belly and arse back onto my cock as I gratefully spurted my
gifts over and over into her tight little bottom, viewing the sweetly
bound prize as I came. I had the most satisfying orgasm I have ever had,
my whole body rippling with waves of pleasure as I unloaded my semen into
the beautiful submissive body below me. Hope lay flat, exhausted and
satisfied too. I undid her ankles and wrists as quickly as I could and
pulled the gag from her mouth. We embraced and kissed for what seemed
like hours. I could not believe what had just happened, but it had
happened and Hope was more than happy to be mine.
We had sex again twice within an hour then fell asleep, Hope in my arms,
warm and content. We had taken the first step and had found the way
forward. I never did get that cocoa, but Hope was mine. Forever.
Charlize
- 03.02.2022
- 9
- 0
