This Most Unusual Sister Ch 03b Interlude
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An Evening Of Exploration 3: Interlude free porn video
I walked out of the hotel in my favorite purple dress and lingerie and
headed for my car. My heels clicked loudly on the sidewalk and I was
incredibly aware of the cool breeze which brushed my nylon-clad legs and
swirled the hem of my dress and up my skirt. I had just had my first
sexual encounters with men, giving my first blowjobs, and then being
fucked by as well as fucking another crossdresser. It had been so erotic
and sensual. I thought about how hard it had been to leave Karen in bed
just now. I had planned for this evening to be a single event, and after
tonight I was to return to my life as an occasional dresser, but never
again venturing out or meeting and exploring sex with another man or
crossdresser. But this was no longer the case. My time as a woman was to
be extended for just a little longer.
I thought back to the end of our evening, as we had laid in bed, both
dressed in just bra, garter belt and stockings, Karen had been kissing my
shoulders and telling me how wonderfully fun and exciting our
experimentation had been and how she didn't want the night to end. I was
beginning to feel the same way, but felt torn about it, and as Karen
continued to rub and kiss my body, my resolve was starting to fade. I gave
her a kiss on the lips, and got up to get dressed. I needed to get home
before sunrise because I didn't want to chance being seen by any of my
neighbors. As I pulled my panties on and slid my heels onto my feet, Karen
broke the silence and asked to see me again tomorrow night. I paused and
stopped what I was doing.
"Do you want to be with me tomorrow? Do you want to be a girl one more
day?" she asked as she stroked my back with her painted fingernails.
Before I let myself think about it too much, I went with my gut and
blurted out, "Yes."
She wrapped her arms around me and hugged me tightly, telling me how happy
she was that I wanted to be with her again, but I was terribly conflicted.
I was feeling guilt about betraying my wife and giving myself over too
much to my feminine side. Was this what I wanted?
Karen and I made plans to meet again tomorrow night at the same hotel. She
would also call the boys we had met earlier that night to see if they
wanted to join us in dressing and having fun. I was excited, but nervous.
I knew I needed to follow this through all the way to the end though.
I picked up my slip and pulled it over my body, followed by my dress. Even
though I had just enjoyed an incredibly sensual and erotic evening, my
cock jumped to attention as the dress fell down my body, and I was once
again fully dressed like a woman. I walked over to the bathroom with my
purse and touched up my makeup, which had held up surprisingly well during
the night's activities. My bulge was a little too unladylike, so I pulled
up my dress and slip, and pulled down my panties, replacing the pad with a
new one from my purse, and readjusted my cock in between my legs. After
settling everything back into place, I walked back to Karen, still
lounging in the bed, and sat next to her, running my hands down her body,
along her "breasts", over her stomach, and to her cock, which was starting
to harden again from my touch.
Why not one more time, I thought to myself. And smiling at her, I lowered
my lips to Karen's cock. I licked it along its length and as soon as my
tongue touched her, her whole body twitched and she cried out with a small
yelp. I licked all over her penis, and down to her balls, but didn't take
it into my mouth, swirling my tongue around her crotch area. Soon she was
begging me to stop teasing her and to start sucking on her cock properly.
I gave her a couple more tentative licks, and then plunged my mouth onto
her penis. As my head bobbed up and down once again on her manhood, I felt
her hips bucking into my face. She grabbed hold of my head and began to
face fuck me once more. I pressed my legs together, feeling my own cock
responding to our actions.
Karen pulled my body towards her and turned me around so that my legs were
at her head. With a quick motion, she had pulled my dress and slip up to
my hips, and my panties down so that my cock head popped out. She slid her
mouth onto penis and pumped my cock in and out in rhythm to my
ministrations to her cock. Karen had come four times already during the
night, so I had expected this one to take quite a while, but she surprised
me when within five minutes, her cock was twitching and she was cumming
into my mouth again, although with significantly less semen.
I swallowed it as any good girl should, and felt her oral attention taking
its toll on me at the same time. I felt an orgasm about to burst forth,
and as she gave my testicles a final squeeze, my cock pumped out what
semen was left in my body and I let out a muffled moan, since her cock
still rested in my lips. As I pulled off her cock, I gave the tip one more
kiss, and she did the same to mine, pulling my panties back up for me, and
then placing my dress back into place. I stood up, kissed Karen once more
on the lips, and wished her a good night. She gave me a hug, told me how
wonderful I was and how great I had made her feel, and promised to take
care of all the details for our next night together and wished me a good
day. I walked out of the room, and into the hallway, and as I passed the
clerk at the front desk, she seemed to have a knowing smile on her face as
I left the hotel.
As I got to my car and unlocked the door, I looked back up to the hotel
window, and actually saw Karen looking out at me. She blew me a kiss and
waved, and I returned her wave, along with a smile. I smoothed down my
skirt, stepped into the car, and began the drive home. With light traffic,
I was back at my place quickly, and managed to go in through the front
door of the building and into my apartment without running into anyone,
although my heels did make a lot of noise as I strode up the stairs.
I entered my apartment, and stripped off my dress and slip. I felt sad to
be removing all the vestments of my evening, but I was content in the fact
that soon enough I would be getting a chance to be back in full girl mode.
I unhooked my bra and placed the breast forms back in their case. Down to
just my panties, stockings, and garter belt, I walked out into the kitchen
and got myself a beer from the refrigerator. I sat on my couch and turned
on the television, and almost unconsciously crossed my legs while flipping
through the channels. With one hand, I rubbed up and down my nylons,
enjoying the soft silky smoothness of my legs. I finally decided to head
to bed, pulled the stockings and garter belt off, and then removed my
panties.
Then I walked into the bathroom and took a shower, removing the makeup and
all final traces of femininity. As I toweled off and looked at my
distinctly male self now, I resolved to allow the weekend to take its
course, and not to fight it. When I finally put it all away on Sunday, I
would decide what to do about my marriage and my life. I walked back to
the bedroom and pulled out a fresh pair of panties, a pink thong with lace
edging and a satin panel. It barely held my cock in and as soon as I
pulled the panties snuggly against my crotch, I felt my erection start to
push out the front of the panties. Next I pulled a silk pink nightgown out
of my underwear drawer, and slipped it over my head. It was long, reaching
down to my calves, with lots of lace and frills. I rubbed my hands down
the silky material and luxuriated in the sensual texture of the gown. I
crawled into bed, and allowed myself to drift off to sleep and begin
thinking about my next exciting day.
That night I dreamed of being fucked in the ass, but suddenly it was no
longer my asshole, but my pussy, and I now had a female body with breasts.
I looked up at who was fucking me, and it wasn't Karen, but my wife,
except that she had a giant cock which she was ramming into me. We
screamed and moaned that we loved each other, and just as I was reaching
orgasm, I awoke. The sun was streaming into my apartment, and I was laying
in bed, still in my nighty, but with a huge erection. I wanted to
masturbate, but decided instead to save myself a bit for the fun I would
have tonight. What had my dream meant? I wasn't sure.
I got out of bed, went to the bathroom and took off the nighty and
panties. I got into the shower and cleaned myself off. I then reshaved my
face, before setting down at the vanity where I applied just a bit of
lipstick and shadow to my eyes. I placed my wig on my head, and pulled the
hair back into a ponytail on top of my head. I then went over to my
dresser, and pulled out my lingerie for the day. A pair of light blue
French cut panties with a lot of lace throughout, and a matching long line
bra went on my body. I inserted my breast forms and ran my hands down over
my new shape.
Since I was just doing work for the day, I decided to go with a pair of
nude hose. Although stockings were very sexy, there was something amazing
about the feel of pantyhose which made me want to wear them from time to
time. I rolled the pantyhose into a ball and slowly unrolled them up my
legs, feeling the soft constriction of the nylon material. I went over to
the bathroom again and pulled the hose and my panties down. I inserted a
fresh maxipad to catch any stains. It was common for me to cum in my
panties while I was walking around during the day, just because the
friction of the silky material against my cock often excited me to the
point where I would lose control and have an orgasm, so it was always
safer to be prepared.
I also pulled out the one sex toy I had, a two inch wide butt plug, which
would not only keep me loose in anticipation of the sex to come tonight,
but it also forced me into walking in a much more feminine manner, and
kept me aroused throughout the day. I poured some lube onto the plug, and
then slowly worked it into my ass. I was actually quite loose already, but
still enjoyed the feeling of being penetrated and filled up. I pulled the
panties and hose back up and walked back over to my bedroom. I chose a
sleeveless sky blue turtleneck and a simple black pencil skirt from my
closet. I pulled the turtleneck over my head and then stepped into the
skirt, smoothing it out after I zipped it up. I really liked how defined
my breasts were in tight turtlenecks.
I then chose a pair of 2 inch black pumps to finish off the look. From my
jewelry box came a pair of clip on hoops and a simple gold necklace. I
looked in the mirror, and being satisfied with my appearance, got to work,
cleaning up a little around the house and then settling down to do some
bill paying and accounting. I felt like the woman of the house, running
errands and I began to imagine that I was cleaning up for my husband, who
would be home later and once he saw how well I had cleaned up for him,
would take me to the bedroom and ravage my body.
I was hard for much of the day imagining being fucked, enjoying the
sensation of my feminine attire, and the butt plug shifting and moving in
my anus, reminding me of Karen's cock plowing into me during our sex. I
shifted at my desk with my legs crossed, and became even more aware of the
soft feminine sensations that tingled all over my body as I tried to do
everyday errands. My hand slipped from the desk to my body and I ran them
over my breasts and down my hips to my legs. As I rubbed my hands on my
pantyhose, I pressed my legs together, putting pressure on my cock, and
also wiggled my ass a bit to move the plug around in my ass. I was
fantasizing that someone else's hands were on me, and I was being seduced.
With all these sensations happening at once, I slipped a finger into my
mouth, began running my tongue around it and reminiscing about the cocks I
had sucked. I imagined I was being fucked by some young stud, sitting on
his lap, and his cock in my ass. Soon I felt an orgasm begin to rack my
body, feeling waves of pleasure flow over me, and I gave a sharp gasp as I
came into the pad in my panties. It was a gentle, pleasant orgasm, giving
me some relief and a bit of a glow. As I came down from my orgasm high,
the phone rang and picking it up, I heard Karen's voice. She told me that
she was missing me, and that she couldn't wait to feel my cock in her
mouth again that evening. I smiled and told her how much I was missing
her, and how I longed to feel her pumping her dick into my ass later
tonight. She laughed and then told me that we were all set up with our new
friends, and that they would get dressed with us at the hotel, so we would
have a girl's night of prep and fun.
I asked Karen what she had been doing all day, and she told me she had
gone over to her storage locker and picked up a couple of outfits for the
evening, and was now just hanging out at the hotel until we arrived. After
hearing this I told her that I wasn't doing anything either, and that I
would love to come over and spend some more time with her for the day. She
responded with a laugh, and asked how quickly I could be there. I blew her
a kiss, told her to be ready for me, and hung up the phone. I was going to
see Karen again, and Joseph and Damon as well!
I imagined the sexual combinations that awaited and became more excited. I
went to the bathroom and swapped out my maxipad once again, and then I
went to the closet to decide what to wear! I would leave the house in my
current outfit, but needed to pick out at least a couple more. One would
be my pink scoop neck sheath, which had a matching jacket. I also decided
on a light blue chiffon dress with split sleeves and a bias cut hem which
dropped to below my knee and a great strapless evening gown in emerald
green which I loved to put on and then fantasize that I was being escorted
to a ball or an opera. It gathered underneath the bust and spilled out in
layers of silk to the floor. If I was to wear it though, I had special
lingerie that would be needed to go with it. I grabbed my strapless
bustier from the lingerie drawer, as well as several pairs of hose and
stockings. A couple pairs of panties, another bra, and a nightgown
completed my undergarments. I also decided to pick out matching shoes for
each outfit, pink round toe pumps with a black accent, sky blue open toed
slingbacks, and green four inch pumps.
Everything went in a suit bag, and I threw my cosmetics, as well as my
entire jewelry case into an overnight bag. One could never tell what
jewelry she might need. And with my bags in tow, I grabbed my coat from
the closet, and went out the door to my car. Although it was light out
still, I managed to make a dash from my front door to my car, and then
loaded everything into the back seat. As I leaned over to place my bags in
the car, another car drove by and I heard a catcall and a whistle. I shook
my ass just a bit, and then stood up to see a group of teenage boys who
had been admiring my rear. It gave me a little boost to my confidence, and
as I got in my car and pulled into the road, I began fantasizing about the
fun that awaited me.
Pansy
- 06.06.2020
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