Samantha s Journey To Discovery With Her Roommate
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The Roommate II free porn video
"The Roommate"
Pt. II
I heard my nylons zip, my skirts rustle loudly and heard the click of my
heels as I spun around to see Ted standing there! He set his briefcase
down without taking his eyes off of me. For a split second he must have
thought that a woman had just invited herself into the house and had
started cooking dinner. Because of the wig, the false eyelashes and all
the makeup I sure didn't look like much of a man now and it took Ted a
few seconds to put the pieces together. And then it dawned on him.
"L... Lane?" he gasped. "You... you're wear... wearing a..." He pointed
in growing surprise.
"...a dress?" I said finishing the sentence.
I heard the heels clicking on the floor as I minced across the kitchen
towards the basement door and my apartment. "I...I'll just go down and
get changed. I can be out by late tomorrow. Sorry," I said quietly
under my breath as I looked to the floor, my embarrassment plain to see.
My mind was still reeling as I moved to the basement door. Ted was still
trying to figure out his thoughts but suddenly he beat me to the punch.
In ons swift move he quickly reached for the camera he kept on top of the
refrigerator. He'd always had a camera there, he used it to take
pictures out the kitchen window at birds when they would stop by and
visit the bird bath in the back yard. It was a hobby of his. But now, it
seemed as if he had another hobby! He grabbed the camera and switched it
on. I heard the flash charging as I tried to turn away but it was too
late. "Flash!" The camera clicked as Ted shot the picture with me
standing there in his kitchen looking like a 1950's housewife! I tried
to turn away but he circled and took several more shots as my dress
swirled and I tried to hide my face as I moved, swirling around the
kitchen like a caged animal trying to get away. I then rushed him,
grabbing for the camera as he shot two more pictures that clearly showed
my panicked face. I finally managed to grab the camera away but he
already had his hand and fingers on the data card. When I pulled the
camera away he simply yanked out the data card with pictures on it,
pictures of me standing in his kitchen all dolled up and dressed like a
woman!
"It's no big deal, come back Ted!" I yelled as he quickly left through
the back door with the data card firmly in hand. I knew it was all over
now. I don't know where he went but when he returned a minute or so
later he didn't have the card. I set the camera back on top of the
refrigerator and waited while Ted looked me over.
"Yeah, that's it, you caught me. It's just a joke, something to do on a
slow afternoon! You know," I said. "Well, dinner's in the oven so I'll
just go downstairs, change and get a shower," I said as I started to
leave but Ted blocked my way and I couldn't get downstairs. He then shut
the back door and locked it for the night.
He saw it all as he looked me over. The jutting breasts, the dress, the
petticoats, the seamed nylons the stiletto heeled shoes and then the
hairdo with the white satin bow, the makeup and the jewelry, everything
as he moved to the kitchen table unable to take his eyes off me.
"Shit Lane. You look just like a woman! Some kind of old fashioned
housewife!" he said as he sat at the table looking me over. "Move
around, walk around the a little so I can see," he said with an air of
excitement in his voice. "Look, I'll go change and then start looking
for another apartment okay? I'm sorry I freaked you out with my little
hobby'," I said not wanting to continue and feeling it better at this
point to just cut and run.
"Man that's some dress!" He said as he got up from the table still
looking me over, noticing how the shiny material swished as I moved and
noticing my shiny nyloned legs perched atop those white stiletto heels.
"So what's the deal?" He continued. "I...I just have fun dressing up
sometimes, no big deal, I guess I like the feel of the clothes," I said
now totally embarrassed. "Look I'll just go get out of all this stuff."
Ted continued studying me as he moved in. "Relax, stick around. I've
seen you now, and like you said it's no big deal," he said as he
approached then reached down and felt the satiny hem of my rayon dress.
It scared me a bit at how Ted seemed to be taking an interest in me now,
as he reached for my dress I pulled away. But he quickly moved in. I
felt him as he pulled me close. I could feel his hands rubbing my back
and my hips through the shiny material of the dress, feeling the slippery
material of the lingerie I had on underneath as the dress and nylon slips
slid easily and frictionless under his hands. He could hear the zipping
sound of all the soft lingerie. "Mmmmm, you feel just like a woman Lane,
smell like one too!" he smiled.
My head was reeling, my mind was in orbit! I couldn't think. I pulled
away stepping back reeling as my dress swished and my heels clicked on
the tile floor as I teetered there. He then moved closer. "What all are
you wearing?" He said with a mischievous smile as he quickly took the
hem of the dress once again but this time he quickly swished everything
up just like the first big gust of wind did when I was outside earlier
that afternoon! He gasped when he saw it all now my smooth shaved legs,
the shiny sheer nylon stockings gartered tightly to the white satin
garter belt with feminine pink ribbon trim at the garters and he got a
clear view of the creamy white, shiny satin tap panties I was wearing
too! With the tight girdle briefer underneath the front of the tap pants
and being tucked so tightly now it made me appear just like a woman in
front!
"Holy sh...shit!" he gasped as I pulled away swishing my skirt back down
in embarrassment. The sound of swishing nylon and the sound of the silky
rayon material of the dress zipping over the petticoats filled the room
as they rustled. "You're, you're wearing it all!" he gasped in
amazement.
"I...I'm sorry. Look, I...I'll just get packed, I'll get out tonight, it
won't be a problem!" I gasped as I clicked backwards towards the basement
door but it was too late now.
"You're not going anywhere. I still have that data card Lane, plenty of
pictures showing you all nice and pretty and all. Be a shame to send
them to your boss, your friends or your family don't you think? Just
imagine all the trouble that would cause," he said.
My head spun as I wobbled back to the kitchen table and took my seat. I
then envisioned holding a tin cup on the street because I'd be treated
like an outcast, a leper now and would never find another job! "But it
doesn't have to be that way, does it Lane? Why not relax and maybe we
can talk things over," he said. "Be a lot easier that way. We can still
be friends," he finished. I paused in thought for a moment then got up
from the table.
"The timer will go off when the supper in the oven is done. I'm going to
go change and get a quick shower," I said as I started moving away. But
Ted got up from the table and managed to grab my arm and pull me back!
"Will you relax Lane? I'm not mad! Just a little confused for now," he
said.
It wasn't the reaction I'd expected, not at all. "Look Ted, I'm
uncomfortable and it's all too weird so just let me go down and change,"
I said but he eased me back.
"Just relax!" he said. "You're safe. Nobody saw you but me. You went
to a lot of trouble getting all dolled up like that. And since nobody
knows, why not just relax and just keep the outfit on for the rest of the
night! We can have supper then maybe watch a movie and you can just
relax and enjoy yourself. Now wouldn't it be easier that way than
running downstairs all embarrassed and getting changed back. It won't
change anything now you know," he explained as he had me sit at the
kitchen table once again. He then went to the cupboard and took out two
wine glasses and opened a bottle of wine.
After coming to the table he poured two glasses of the red wine and set
one glass on the place setting in front of me. Ted continued looking me
over. I felt uneasy and wanted to get downstairs and get changed and put
this whole embarrassing incident behind me but like he said, he'd already
seen everything now. I took a drink of the wine as did Ted and the next
several moments passed in silence with the smell of my perfume still in
the air and the aroma of the roast now coming from the stove. He noticed
the lipstick now on my wine glass.
"I don't know what it is about the clothes and all, I don't think anyone
does. Just a weird deal all around," I said as I finished the wine. He
poured me another.
"What are you padding your bra with?" he asked.
"I...I just roll up some old pantyhose, it seems to work," I returned.
"That's quite an outfit though," he said. "Women sure don't dress that
way anymore! Too bad too. I really like that style," he said as he
finished his wine and poured himself a second glass. "You look pretty
good too, very good! Nothing like a man, not all dressed and made up
like that. But, I bet if you dialed it down a notch and watched your
mannerisms and were careful with your voice I bet you could pass as a
woman outside," he said with seeming interest.
"Well, I don't know," I said not ever having entertained the thought of
trying to go out into the real world to try to actually pass as a woman.
It was an interesting thought but at the moment all a bit too much. I
finished my glass of wine and could feel the mild intoxicating buzz
setting in as Ted finished his and got up. He paused for a second then
took me by the hand. "Come on, I want to show you something," he said.
It felt surreal and more than a bit strange. In only a few minutes Ted
had gone from total shock and surprise to amazement and then to a sort of
acceptance at seeing me in the whole get up. But now he seemed
energized, excited almost as he led me through the living room and down
the hall to his bedroom. I could hear my skirts rustling and my nylons
swishing as I minced and wiggled through the house as he pulled me
quickly along but Ted wasn't put off by the sound. We then reached the
bedroom door, he switched on the light. Once inside he let go of my hand
and went to the closet.
I watched as he slid the large doors open and moved several of his suits
to the side on the clothes rod. He then rummaged at the back of the
closet for a moment longer then swung another pile of clothes aside and
then pulled more clothes into view but I noticed that these were in a
large hanging clear plastic garment bag. I could see the nightgowns, the
pastel dresses and skirts on hangers in the bag as he pulled it into
view. It was then I noticed all the clothes in that bag were women's
clothes!
"I...I never would have g...guessed!" I said with embarrassment. "I
didn't know! I didn't know you liked wearing women's stuff too Ted?" I
said with surprise.
"Oh, these aren't mine!" he said as he turned with a smile at me and then
began his story.
He'd had another roommate before me. It had been years earlier. His name
was Terry. "When I took my new job and moved out to here Terry decided
he didn't want to leave where he was so he moved out and got his own
apartment. There wasn't much I could do. He liked his job and I had to
take my own opportunity," he said with a sense of loss in his voice. He
was amazed that he had found out about Terry and now me as well! "That's
got to be a one in a million deal!" Ted said as he continued. It then
dawned on my why Ted's shock and surprise so quickly changed to interest
when he first caught me in the kitchen!
"Since everything's out in the open now, you can wear any of this stuff
you want. It looks like it might fit you. And Terry was a snappy
dresser too. Not quite as good looking as you are though Lane. You're
even prettier," he said with growing interest as he moved away from the
closet and approached. "Come on, look things over, see if there's
anything you might like. There's a trunk in there too, full of lingerie
and all the rest and several pairs of high heels and oh..," he said as he
returned to the closet and began rummaging once again. He brought out
two white boxes from the top shelf and set them on his desk near his
computer.
He then opened them and took out two large silicone breast forms! "These
might be a little big for you but there's plenty of brassieres in the
trunk that fit these. Why don't you give them a try? They are softer
rounder and are weighted to feel and act just like the real thing. They
were expensive but well worth it. Terry really enjoyed them. Anyway,
sure beats stuffing your bra with pantyhose," he said as he put the forms
back in the boxes.
Then I learned that Ted had bought all those ladies clothes for Terry and
when he moved out he didn't feel right about taking them with him. "I
told them the clothes were his, I'd bought them for him but I guess he
didn't feel right about taking them since he had to move out. I miss
him. He was a good friend," Ted finished.
"Well, maybe I should check on dinner!" I said trying to break the
tension by changing the subject. It was a little strange seeing that
garment bag hanging there with dozens of outfits and those breast forms
in their boxes on Ted's desk. I turned to leave but he wasn't dissuaded.
He came over and gently stopped me. He turned me around facing the large
floor to ceiling mirror on the bedroom wall then stood behind me looking
me over. He then put his arms around my waist and began feeling my dress
as he whispered quietly in my ear!
"Is it just the feel of all that satin and nylon? The frilly lingerie
and the dresses or maybe something more?" he asked as he eased closer and
started hugging me, feeling the dress making the silky material swish as
he ran his hands over my hips and then across my front!
"I...I really should check on supper Ted!" I said trying to pull away but
Ted only continued as we stood there in front of the mirror with him
holding me close caressing me.
"Don't worry, we'll hear the buzzer on the timer when it goes off. Just
relax Lane," he said. I could sense his excitement as he held me,
feeling the slippery rayon of the dress and how it swished and slithered
over the lingerie I had on underneath. He could smell my perfume in the
air too and it only seemed to make him more excited!
"You're shorter than Terry, more delicate more slightly built. You are
prettier than Terry," he said. "I want you to quit your job Lane." I
thought it strange in him mentioning my job now. "B...but I n...need my
job, I have to work," I exclaimed.
"You have a new job now. I want you keep house for me, cook the meals
and take care of things around here," he said. "Wouldn't it be exciting
to get up in the morning and be able to spend the whole day all nice and
pretty just like a woman? You could wear your boy clothes to go to the
store and run errands if you want but I'll bet if we got you some other
more up to date casual women's clothes so you don't attract too much
attention it wouldn't be long until you could go out totally dressed as a
woman. Wouldn't that be exciting Lane? Imagine going to the store to do
the marketing and running your errands in a dress and nylons and some
pretty high heels and all made up nice and pretty carrying a purse over
your shoulder and everything. I bet you'd take to that in no time at
all, no time at all Lane," he said in his low toned voice mesmerizing me,
filling my mind with the thought of actually being able to go outside.
And then in not having to work anymore. My head started to swim but he
continued.
"You get all dolled up and you're a knock out Lane," he said his
excitement growing. He then held me closer and tighter his arms wrapped
around me. I then felt him pressing at the front of my dress with his
hand working it into my crotch as he leaned over me and whispered!
"Spread your pretty legs, just a little, that's it!" he said gently as I
gasped teetering on my heels as I felt him now cupping my tightly tucked
and girdled crotch right through the dress. "That's it Lane, relax, just
relax and enjoy," he cooed in an almost hypnotic tone. "Yesssssss, feels
so good doesn't it?" he said as he began rubbing my tightly tucked mound!
I felt the room growing warm, I felt dizzy. I tried to move to wriggle
free but Ted was much larger and stronger than I was. He controlled me
easily. I turned my head to the side turning away from the mirror so I
didn't have to watch as he worked his hand in and out of my tightly
girdled crotch. I could hear the swish of the shiny rayon dress and the
nylon slip and the chiffon petticoats and could smell the perfume
encircling my head like a feminine cloud now. I gasped at the sensation.
I could then feel the stirring sensation in my abdomen and in my girdled
crotch as he continued without letting up. At hearing my gasps he only
redoubled his efforts as he rubbed and massaged my girdled crotch!
"There we go, yessssss feeling it now aren't you. Feels sooooo good
doesn't it, mmmmm," he said as he continued I could hear his breathing
deepen and feel his hot breath in my ear now.
"P...Please!" I gasped. I... I ha....have to check on dinner!" I gasped
again as I began to squirm but Ted only continued.
"Just relax, nobody knows, nobody's watching. I'll bet you and Terry are
a lot a like. I learned a lot from him. If a man enjoys dressing up as
a woman he must sometimes wonder what it would be like to actually be' a
woman. And the more completely he dresses and the more feminine he acts
the more those feelings intensify. Don't they Lane?" He asked as he
continued stroking me. "I... it's the cl... clothes T... Ted, the f...
feel." I gasped. "And those feminine feelings?" he asked. I... I d...
don't, I d... don't know!" I gasped my head spinning once again.
"Nothing to be embarrassed about. You want to feel like a woman, don't
you Lane. I can tell because it feels too good to stop doesn't it. Just
relax, yes, that's it." He cooed as he continued rubbing me. "I want
you to get your things. I want you to move up here with me, there's
plenty of room. It's an exciting thought isn't it Lane. Not to have to
work anymore? You can stay home and just take care of the house for me,
and now here we are," he said pulling me deeper and deeper into his
thoughts!
"I... I d... don't know!" I gasped but he only continued as he stood
behind me, holding me, his hand wedged between my legs swishing my dress
tightly in and out of my tightly tucked and girdled crotch with my legs
spread as I teetered on the stiletto heels! "I think you do know, don't
you Lane. It feels so good to be dressed all soft and pretty like a
woman doesn't it. And now you're having feminine thoughts aren't you.
So much more complete isn't it, to feel as pretty as you look?" He said.
I was tucked so tightly in my girdle I wasn't even hard. But the
sensation was just as real and exciting as if I was! My mind was in a
whirl, I began to moan as I stumbled on my heels as Ted worked his hand
tightly up and down my girdled mound in a constant rhythm. I gasped as
I felt the coming twinge then whimpered slightly and tried to turn away.
Ted knew exactly what he was doing. "That's it, yes, that's it baby.
Just let it go, just relax and let me work you let me rub that tight
little mound of yours." He noticed as I tossed my head slowly unable to
fight the sensation any longer.
"You like having those feminine thoughts don't you. You like feeling
like a woman and now I know, I can tell you like being treated like a
woman too. Don't you Lane?" He heard me gasp and then moan again as the
sensation continued to build. "You'll move up here with me Lane, tonight.
You're going to be my new lady-of-the-house. You're going to like it,
you're going to like it a lot. Just imagine, dressing like a woman every
day and then sleeping in a pretty nightgown every night. I'm going to
keep you in pretty dresses all the time now. I know you'll just love
that. I'm going to treat you like a lady Lane. I'm going to treat you
like a lady!" he said.
My thoughts weren't right! I tried to fight the sensation of my now
conflicted thoughts but it was no use. My head spun and my ears began to
ring at his words and at the sensation in my crotch as he continued
rubbing me. And then it all became too much. I gasped again then
shuddered. He then held his hand tight and felt the twitching as I came
deep inside my girdle soaking all of my lingerie! I felt my legs widen as
I stumbled on my heels. I felt limp and dazed as he held me. He then
spun me around and hugged me around my waist then kissed me deeply on the
lips! I could feel my lipstick smearing and could feel his tongue begin
to probe me! I could feel his hands swishing over the material of the
dress then as he pulled me closer and tighter I could feel the large hard
on in his pants as he pressed tightly against me!
He started grinding against me, moaning with excitement. I was beside
myself at the sensation and was in a panic at my swirl of thoughts. Then
suddenly, I heard the buzzer from the oven timer in the kitchen! The
supper was done! I gasped as I pulled away and as Ted noticed the buzzer
blaring he came to his senses and finally let me go. I stumbled away on
my heels my dress now a wrinkled mess and my makeup ruined as I swished
to the kitchen to take the casserole out. I left it covered and set it
aside then had to go downstairs to get cleaned up.
I was a little late for supper but Ted waited. We both sat at the table
eating now and with me back in my T-shirt, blue jeans and tennis shoes
and him still in his shirt and tie we looked just like the two roommates
we started out as, only now we knew there was quite a difference, quite a
difference indeed.
I then noticed the data card from the camera sitting on the table! While
I had been showering and changing Ted must have retrieved it and brought
it back to the house.
"I thought you wanted this as leverage?" I asked picking it up.
Ted took the little data card and snapped it in two then tossed it in the
ashtray. "That isn't my style," he said. "Besides, that's no way to
start a relationship don't you agree?" he asked.
I could feel my face redden at the embarrassment at what we'd done. Ted
took notice. "If you relax and go with your feelings it'll get easier
for you over time you'll see. But it's up to you. I won't force you
Lane. There's no pressure. If you are intent on packing up and moving
out tonight I guess that's up to you," he added. "But I think I know
what you like, and what you need. You don't have to work anymore. You
can stay here at home and spend your days dressed as pretty as you like.
Give it a week or two. It's worth looking into don't you think?" he said
with a satisfied smile as he continued enjoying his supper.
Uma
- 01.11.2020
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