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Tiffany by Barry Wagstaff
All stories on this web site are purely FICTIONAL. The people depicted within these stories only exist in someone's IMAGINATION. Any resemblence between anyone depicted in these stories and any real person, living or dead, is an incredible COINCIDENCE too bizarre to be believed. If you think that you or someone you know is depicted in one of these stories it's only because you're a twisted perverted little fucker who sees conspiracies and plots where none exist. You probably suspect that your own MOTHER had sex with ALIENS and COWS and stuff. Well, she didn't. It's all in your head. Now take your tranquilizers and RELAX.
Tiffany
by Barry Wagstaff
I had known her for about 5 years when this incident happened...
Tiffany is 5'7" tall, very thin, with smallish breasts, a perfect butt and
shoulder length, beautiful dark brown hair. She is 7 years younger than I.
At the time this occurred, I was involved with her older sister (we lived
together).
Tiffany had come to visit for an extended time. Her sister was at work for a
16 hour shift and Tiffany and I were hanging around the house seeking
something to occupy our time. By around 8pm our TV-interrupted conversation
had changed to sex. Tiffany was not a virgin, but she admitted that she had
not had a lot of experience, either. Curious, and not really expecting
anything to come of it, I asked her what she liked and disliked about sex so
far. She ran over a variety of issues which ticked her off and some things
she said she liked especially. I asked her to fantasize a bit about some
things she would like to try. She looked at me funny and said she did not
think she should share that sort of thing with me, what with my relationship
with her sister and all. I suggested that it could be fun - we would light
some candles so it would be dark and we could semi-hide from each other in the
darkness, we could drink some wine to anesthetize our inhibitions a bit, and
that we should get a bit more comfortable, clothing-wise. She muttered
something about it not being a good idea, but we went to our respective rooms
to done other clothes, looser fitting clothes.
I donned a pair of surgical scrubs and returned to the living room. Tiffany
was not back yet, so I set about lighting some candles - not too few - I
wanted to be sure that I could see Tiffany even if only in dim light. I
poured some wine and was waiting with the stereo playing softly in the
background.
Tiffany returned with her loose-fitting, floor-length, high-necked nightgown
on. There was little chance of identifying her as a woman save her hair which
gave it away. I toasted her visit and we set off on our mutual, cerebral
fantasy trip.
After about a half hour of howling laughter associated with her fantasy, it
was my turn. I related a party I had had some 10 years before attended by 6
women and myself. During the course of the evening, one of the women had
challenged another to see who had the tightest pussy. At the time, I had
hoped that the women were intending to use me as the judge, but such was not
to be the case. Instead they had opted to construct an experiment in which
the judge would be completely impartial, something which they were sure I
could not do. One of the uninvolved women searched around the apartment and
found an empty wine bottle, washed it out, and returned to the assemblage with
the freshen judge. I almost came in my pants with what my mind was imagining.
All of the women looked at the wine bottle and knew instantly what was
required. The deal was hammered out that the wine bottle had to be grasped by
each competing woman's pussy, without the use of hands, feet or thighs, and
lifted up off the floor. I could not believe that they had not ruled that I
had to leave. Everyone was drunk as skunks myself included. I was very
worried that one of these wonderful creatures might slip and impale herself on
the bottle.
While I was explaining this whole scenario to Tiffany, she continued to drink
up the bottle of wine and watch me while listening intently. This was
obviously a bit far beyond the pencil test for droopy boobs.
Continuing the story, I explained that the first woman slipped off her jeans
and stood there in her panties looking at me. She announced to the party that
she was a bit embarrassed with me in the room. A discussion followed which
included perhaps banishing me to the other room. One of the women objected
saying that perhaps I would be needed to judge some aspect of the contest.
Another woman, whom I had only met that evening, said that having me present
lent an air of sexiness to the event which was really arousing her. So it was
settled, I would stay. From my vantage point I could see fairly clearly even
though the room was candlelit only. The woman becoming aroused noticed me
squinting and reached up flicking on the light switch. My heart was racing, I
explained to Tiffany. One of the women volunteered the skirt she was wearing
for those squeamish about having me sit in on this, and #1 slipped into it
with eagerness and ease and with her back turned to me. All of the women were
of the same general physique, and I fretted that my show was to be waylayed by
all of these women sharing this mid-calf length skirt. My fears were
groundless.
The first lass moved over to the center of the room, swigged down the rest of
her glass of wine, muttering that she had to be drunk to be doing this, and
hiked the skirt up to just above her knees. She squatted down slowly with her
hands on her thighs until her crotch hit the bottle. "Shit!", she exclaimed,
"Damn panties...". She eyed me carefully to be sure that I could not see her
femaleness, then, as an extra measure of safety, elected to leave the panties
on, merely pulling aside the crotch of the panties to expose her vagina. I
could see nothing, but her wobbling around in a semi-squatting position was
both funny, in and of itself, and was evoking sexually oriented comments from
the rest of the women. One of them finally suggested that contestant #1 might
be a virgin. Contestant #1 looked around and assured everyone that she was
indeed not a virgin. I wondered....
With that she lowered herself onto the bottle taking some unknown amount into
her. She drew in a deep breath and closed her eyes. I could swear that I saw
her bounce up-and-down slightly, enjoying the bottle more than intended. I
thought my nuts would explode. It sure was unfortunate that only two of the
women at the party were willing to take part in the experiment. This first
woman then opened her eyes, grit her teeth and clenched her fists. All eyes
moved to the bottle which was visible still standing on the floor. As she
began rising we could see plainly that the bottle was not moving. She
mumbled, "Shit!", and with an audible sucking sound the bottle slipped out of
her pussy not once leaving the floor.
Tiffany had a look of incredible fascination on her face. She proclaimed
disbelief about the story. I assured her that this was 100% accurate and
true.
The first contestant begged for another chance but it was denied by all
present who scoffed at her and proclaimed her a tramp with a loose pussy.
Loose or not, I would love to have gotten into it. It was time for the next
contestant. The next woman got up and slipped out of her jeans *and* her
panties while doing a sexy strip-tease for me. She looked at the bottle and
asked if we should not wash it off first. I, being turned on and ready to
explode, quickly volunteered to take care of the bottle and moved forward
swiping it away from other hands reaching. This action put my face within
inches of contestant #2's pussy and I could smell her musk. Incredible! I
almost got up to wash off the bottle but decided to try something else
instead. Looking at the first contestant for a moment, then the second,
waiting, contestant, I carefully licked the neck and top of the bottle clean
of residual puss juices. Then I sucked on the end of the bottle. Looking
around the room I could see that all of the women had differing expressions,
from open-mouth astonishment to knowing smiles and raised eyebrows.
Tiffany interrupted to ask if I liked the taste of the bottle. I explained
that I love to eat pussy and am marvelous at it.
I replaced the bottle in the center of the room and asked if that would serve
as adequate cleaning. Contestant #2 stated that it could not be better under
any circumstances, in her opinion. The first contestant offered #2 the skirt,
which #2 refused. #2 then turned to face me squarely and began squatting over
the bottle. As she lowered herself, her outer labia began parting
automatically. She reached into her labia and one of the other women cried
foul. #2 explained that she merely wanted to spread her inner lips so that
her vagina had clean access to the bottle rim and neck. She continued her
descent and I could see all of her womanhood within 2 feet of me. I wondered
now if they had been rehashing the rules of the game they might not have
elected me the judge after all. I watched as the bottle began disappearing
inside of her. She closed her eyes and moaned softly bringing her hands to
the front of her thighs. I was wearing surgical scrubs during this contest,
without the benefit of underwear, and I could feel the pre-cum almost running
out of the end of my dick. #2 opened her eyes and looked at my crotch. My
erection was obvious as was the quite large wet spot on the scrubs. She
smiled and began rising, slowly, with her legs cleanly spread apart for all to
see. Please let me hold on, I prayed. Don't fire off a load in my pants! I
watched the place where the bottle touched the floor to see if it would rise
up. I doubted that it was possible, since the bottle weighed a good pound.
As her pussy slid back up the neck of the bottle toward the rim, I imagined
that it was my penis. She paused when she reached the lip of the bottle and I
could see her belly tense up. She was obviously contracting her vaginal
orifice. Continuing to rise, she picked up the bottle with her pussy.
Everyone began applauding. When she had the bottle about 1 foot off the
floor, she let out her breath which she had been holding, relaxed her pussy
muscles and the bottle dropped to the floor. It bounced once and I leaned
over and caught it, immediately began licking and sucking her juices from it.
She leaned down and whispered to me that that was naughty.
Taking a chance that the group's drunkeness had advanced, I replaced the
bottle in the middle of the floor as an invitational challenge to any others
who might have decided in the interim to participate. I was loving the taste
of their pussies and wanted as much as I could get.
Nothing happened for a moment. Just as I said, "Next?", the woman who had
stated that the idea of having me there watching was tremendously arousing to
her stood up. She was very pretty. I had seen her around the college campus
but had not actually met her.
Tiffany interrupted me to say she had to pee, but that she wanted to hear the
rest of the story. She headed for the bathroom and I followed her since I
wanted to listen to her water splash out. I also wondered if she might not be
going to masturbate which would indicate that she was getting very turned on
by this. I heard the john seat squeak slightly indicating that she had sat
down. Within a second I could hear her pee hitting the water in the bowl.
She peed a lot, so I headed back to the living room and awaited her return
which was just seconds after me.
"Please continue!", she implored.
Anyway this femme who had expressed an interest in the proceedings moved to
the center of the room, reached up under her skirt and pulled off her panties.
Crud; she was going to leave her skirt on - drats. She took her panties and
tossed them into my lap. Incredible. Picking them up I could tell that they
were completely soaked with her lubrication. I could feel the cum rising and
I had not touched my dick. I wanted to stick it in this creature so bad I
almost could not stand it. Bringing her panties to my lips I sniffed and
licked her juices from the crotch of her panties. As soggy as were the
panties I wondered why she was going to try this contest as surely she was too
wet to hold onto anything. I presumed it was just a ruse to show off her body
for me. She turned her back on the other women present and hiked up her skirt
to above her waist in the front, facing me. The full skirt fell aside in such
a way that no one but me had a clear shot of her pussy. She squatted down
with the bottle just in front of her and used her finger to massage her
clitoris and occasionally dip into her well. That was too much for me and I
very visibly came in my scrub pants. Jerking and twitching with my hands
holding onto my knees (I was sitting cross-legged on the floor), the front of
my scrubs became instantly soaked with a huge load of semen. All of the girls
strained to look and watch me fill my pants with cum. The giggled and really
carried on about it, asking contestant #3 what she had done to bring me off
without touching me. She explained in slow motion detail what she had done. I
was spent.
#3 then cupped her hand and used it to scoop up a bunch of her own juices
which were clearly preparing to drip onto the carpet. She leaned forward and
offered her nectar to me to lick, which I readily did. While I was lapping at
her hand, she reached into my scrubs with her other hand and scooped up a
bunch of my cum into her palm. She spun around and showed off her hand held
treasure for all the girls to see, Then her hand disappeared from my view.
She twirled back toward me and I could see that she was cupping her sperm-
filled, cupped hand to her own pussy, smearing my produce with her own. I
suggested that there was an easier way for us to mingle our juices. She
laughed and said perhaps another time. With that she unzipped her skirt and
removed it. She pulled her top off over her head in spite of the objections
of some of the girls present. God - what beautiful breasts she had.
Tiffany was starting to squirm around quite a bit. I asked her what was wrong
and she explained that this story was driving her a bit wild. i asked her to
elaborate and she said her pussy was getting wet. Knowing the answer, I asked
if that was a pleasant sensation. She said, "You bet it is - the best...
except for...", and she smiled. I slithered over closer to where she was
sitting on the floor. My reliving this experience had given me a seam
splitting hard on and I wanted Tiffany to see it, plainly. I was also leaking
pre-cum which she would be able to see as well. She saw it, and smiled. "Go
on.", she said, and I wondered if she meant with just the story.
#3 then smeared the remainder of the mixture of my cum and her lubrication
onto her breasts. She announced quite loudly that all present should draw
near and pay close attention to witness something which they would probably
never see again. First she sat down flatly on the floor with her spread-open
legs facing me. I could see that her outer labia were open, engorged from the
increased blood supply, and that her labia minora were engorged to the max.
This woman was hot and ready for it. She moved the bottle over to her and
grasping the thickest part of the bottle with both hands she inserted the open
end and neck into her pussy. The other girls looked on with fascination
painted on their faces. #3 then proceeded to masturbate herself with the
bottle with one hand and rubbing her clitoral hood with the fingers of the
other hand. Hell, I thought, I got have some of this action even with an
audience. When I made a move toward her, she stopped and made a face at me.
A solo performance I determined and sat back to watch. Untying my scrub
pants, I released my pecker and started stroking it back to hardness. #3
continued on her way to Nirvana. The assembled girls divided their attention
between watching me beat my meat and watching #3 bring herself off, which she
did in very short order. Shortly after that, I came again squirting my cum up
in the air about a foot. The girl nearest me immediately covered my dick with
her hand so that it was bathed with my cum. She laughed, unzipped her jeans
and buried her hand in her crotch to mingle her juices with mine, too. Two
of the girls complained that #3 did not show them anything they could not do
themselves. With that, #3 squatted, inserted the bottle into her vagina, rose
to a semi-standing position with the bottle clearly off the floor and not
using anything but her vaginal muscle ring to hold the bottle. She then
walked (rather hobbled) around the room like that finally dropping the bottle
in my lap. I grabbed the backs of her thighs and drew her pussy to my mouth.
I only got two licks of her pussy and clitoris and she pulled away saying,
"Oh, no you don't!" I gleaned the rest of my pleasure from her pussy by
licking and sucking her juices from the bottle. Her juice tasted more sweet
than honey. I wished I could have this lady as my own to share and care
together...
This was incredible, I told Tiffany. Here I was in a group sex encounter and
not one of us had had sex with anyone in the group, yet in a sense we all had
sex with each other. I explained that since the girls were all spending the
night anyway, I would love to sleep with all of them. They all declined my
invitation. That was the end of my fantasy story, which I explained again was
actually true.
I looked at Tiffany and she was sensually licking her lips. "What do you
think?", I asked her. She just mumbled something about being horny and
wishing that I weren't her sister's boyfriend. I moved slightly and brought
my hand down on her breast. She moaned and thrust her breast up against my
hand. Massaging her breast I could feel her breathing quicken. She took my
left hand and led it to her pussy, which I could feel through her nightgown
was still covered by her panties. I massaged as best I could and she
responded briskly. My mouth found hers briefly and she pulled hers away
panting, "No...No...". I wondered what her young pussy would taste like and
began pulling up her nightgown. She lifted her hips to assist me. I knew we
would be undisturbed until 7am at the earliest so remaining on the living
floor rug was not going to be a problem. With her panties exposed I could
more easily masturbate her clitoris and she spread her legs in eagerness. Her
crotch was soaked and the lubrication had soaked clear through the nylon
panties. I placed my mouth on her breast still covered by her gown. She
pushed my head away. Interesting, I thought, she only wants her pussy played
with.
I slipped my hand into the waistband of her panties and put my fingers into
her vagina. She clutched my head and began breathing quite heavily. I was
impressed and wondered if she wanted me to replace my exploring fingers with
my dick. I reached for the string holding up my scrubs and she shook her
head, and said, "Uh-Uh!". So I kept massaging her clitoris and spreading her
wetness around her pudenda and on up over her Venus mound. She whispered
something I could not hear, so I moved closer and she repeated, "Bed...
bed...". Now that I understood. The rug covered floor was a bit
uncomfortable. We headed for her bedroom. Once there, she doffed her gown
and panties and hopped into bed. With the light off I could not see much, but
caught a glimpse of her breasts and myyyyyyy, were they nice. Firm, round and
pert with upturned nipples. I took off my scrubs without an objection from
Tiffany and hopped into bed with her. My right hand went immediately to her
pussy and my mouth went to her tits. She squirmed and moaned and thrashed
around the bed. I now knew what a double-breasted mattress thrasher is, and
ornithology was really not one of my strongest suits. I wrapped my leg over
one of hers in preparation for getting myself completely between her legs. My
dick was ready to bust. She shook her head and said, "No sex!" What did she
think we had been doing. I persisted and she rolled over onto her stomach.
"What do you want me to do?", I asked. She said that she wanted me to lie on
her back and reach around to her front and rub her breasts and finger fuck her
with my middle and ring fingers. She was sopping wet and even if I could not
get my dick into her, I wanted to continue to play with her. I rolled onto
Tiffany placing my dick comfortably in the crack of her ass. Reaching around
as she had directed, my fingers soon had her bucking wildly. With my legs
spread to straddle hers, I found I could fake-fuck her by flexing knees and
thrusting my hips. She was so wet that her vagina was not very tight at all.
I could easily bury 3 fingers in her muff. The wetness was staggering and
soon had extended all along her slit and clean back beyond her anus. I could
feel her wetness and smell her pungent musk all over the both of us. My dick
was soaked just by proximity. A thought occurred to me. With her as worked
up as she was would she notice that I replaced my fingers with my dick?
Time to try, I figured, and I established a regular rhythm of pulling my
fingers in and out while pushing my dick against her perineum between her
vaginal orifice and her anus, thereby placing the head of my dick less than 1
inch from Heaven. She moaned and cried out, "More and faster - I'm gonna cum
all over you!" I whispered in her ear, "Please cum to me baby, cum to me." I
felt her leg muscles tighten against me and took the opportunity to smoothly
pull my fingers out of her while pushing my dick inside. She instantly
noticed the difference and her pussy tightened up dramatically against the
invading dick. Ahhh, that was better. She cried out, "I'm cumming." I
joined her with, "Me, too!", and with that dumped a gallon of cum into her
pulsating twat. From the amount of wetness in the bed one would have thought
that we had spilled a bucket of water in the bed. I continued to thrust into
her until she literally threw me off. Then she gave me hell since she had
not wanted me to fuck her. Then she thanked me for the glorious sex session.
Though we played around several more times, we never made love again.
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