Posted 20030426 to alt.sex.stories.moderated.
Stephanie's "Date" (MF,mast)
by Philip Harris
It was Friday night, still ten minutes before 10 o'clock,
and Steph was already in bed, ready for her "date." She
was dressed in her most see-through nightgown; it was
diaphanous and blue, indecently short, and with a neckline
that closed only by a small bow just at her waist. She'd
bought this nightgown seven years ago, before a first date
with a certain boy. But he hadn't asked her on a second
date, and so she'd never had a chance to wear the nightgown
for him. She'd never had a chance to wear it for anyone.
Steph had the two dildos on the bed beside her, freshly
loaded with batteries. She'd had to stop in the filthy
part of town on the way home from work to buy them. David
had instructed her to. Steph had never used a dildo.
Steph only knew David from email today. Steph was thirty-
five years old, she lived alone, and she hadn't had a real
date in at least six years. Steph was short--well, mousy,
to be honest. Her breasts were undersized, and her face
was very plain, behind practical, dull glasses. She tried
to stay skinny, but years of sitting at a desk had made her
a little large in the behind.
Five more minutes until 10 o'clock. Steph checked that she
had arranged everything right. She'd lurked on the
personals newsgroups for months before getting up the
courage to post herself. She'd
rewritten the ad again and again during her lunchtimes, for
at least a month, before finally submitting it yesterday:
Willing slave girl will submit to any man.
That's all she had posted, along with a Yahoo email
address. She must have checked her email a hundred times
since yesterday. When she first opened her email account
after the posting, her eyes lit up to see that she'd gotten
20 emails in just an hour! But there were no legitimate
responses, just ads for "penis enlargement," and other
spam.
Her only real answer came today, just after lunchtime, from
a man who called himself David. They exchanged a flurry of
emails all afternoon, each email getting bolder and more
erotic. Steph didn't have a computer at home, and she
didn't want to lose her new boyfriend over the weekend, and
so she had given him her home phone number, and he'd
proposed this "date."
Steph could remember her last real date with a boy. She
was, yes, 29. He talked about installing wallboard, which
was his job. Where was all the hand holding, the copped
feels, the sexual innuendo? Steph had never had a date
like that. She'd given her virginity to a drunken date in
college, and he hadn't even remembered it the next morning.
She'd had a boyfriend when she was twenty-four, for about
one month. She'd had sex with him every weekend. She'd
even tried oral sex on him, but he didn't seem to enjoy it.
"You like fingering, don't you?" he'd said, and he did that
to her often enough, but he only fucked her on Saturday
nights. She was horrified when he told her that she got
wetter than other girls, even though he'd claimed that it
was a complement. She learned to put a big towel beneath
herself in bed.
Steph had a few dates after he broke up with her, but
mostly she got just one date with each guy. And when they
had sex it was always a one-night stand. Steph began
worrying that her wetness disgusted men, and after that she
seldom dated.
After Steph turned thirty, she kind of forgot about sex for
a while. She felt horny sometimes, but her wetness was an
embarrassment whenever she played with herself. For a long
time she just went without.
Then about a year ago her urges seemed to grow. She
explored herself again, always using a towel underneath.
She had to start spraying her bedroom with perfume.
Steph knew that there was sex on the Internet, and
sometimes at work when there was nobody else around, she
went looking for it. Gradually she found newsgroups where
men and women hunted one another for sex, and where they
wrote erotic stories about their fantasies. After that she
had to start bringing extra, dry pairs of panties to work
with her.
Bringgg!!!! The telephone's ring startled her. It was now
six minutes past 10 o'clock, and Steph had become worried
that David wouldn't call after all.
She picked up the telephone and answered a timid, "Hello."
"Stephanie?" a man's voice asked uncertainly.
"Yes," she said. Her panties had become uncomfortably wet
while she was waiting, and she suddenly felt a renewed
flush of excitement there.
"I'm David," he said, and then after a pause, "Are you
ready to do the things that you promised me?'
"Yes," Steph answer. My god this was exciting! She felt
as nervous as if he were in her bedroom with her. She'd
never done anything like this before, and had never let a
another soul know about her urges. But in her emails today
she'd told him an awful lot. She'd promised him a lot!
"Are you in bed, ready for sex?" Dave asked.
"Yes," Steph said.
"Did you get the two dildos, the big one and the small
one?"
"Yes."
"Turn on the big one, low, just to listen to it humming for
you."
Steph turned on the bigger of the two dildos. At first it
roared to life like a racecar engine, making her afraid of
it, but then she turned the vibrator down to something
quieter.
"I don't want it shaking roughly," Dave said. "I don't you
to cum too quickly. Just let it buzz like a sleeping bunny
rabbit."
"It's quiet," Steph said. She was already gushing. She
knew that she was going to cum very easily, and very soon,
and many times.
"Put the persuader down for now, I just want you to listen
to it," Dave said. "Are your breasts bare for me?"
Steph's nightgown didn't really cover her breasts, but she
spread the neckline open to expose them anyway.
"Yes David," she said, "They're bare for you."
"Describe them to me," David said.
Steph looked down at her smallish breasts. They were
little cones, like those cone-shaped paper cups for water
coolers, and her nipples were light pink caps that turned
just slightly downward, and slightly toward the outsides.
"Um, they're pink, and small, and . . ."
"Touch them," David interrupted. "Tell me what they'd feel
like in my hands right now."
Steph cupped her left breast with her right hand. It
didn't feel special to her at all, but she tried to imagine
what it would feel like to a man.
"Uh, they're soft, warm. They feel good to my fingertips.
It feels good having my fingertips touch them."
"Rub them Stephanie," David said. Open your fingers flat,
and rub them in circles on your nipples for me."
"Okay," Steph said, doing as he wanted, holding the phone
to her ear by tilting her head.
"Where is the big dildo now?" he asked.
"It's buzzing on the bed. It's rolled down against my
knee."
"Then you are sitting up?"
"Yes."
"Then keep rubbing your nipples for me, but use your knees
to work the vibrator between your legs. Press your clit
against the dildo's head."
Steph did it. It took her several tries to get the dildo
into place without using her hands. But oh! She was ready
to cum as soon as it touched near her clit.
"Okay," she said. "It's working on me."
"Hump it," he said.
"It keeps moving away." By now she'd stopped rubbing her
nipples, but she kept her hands clenched on her breasts,
trying to get the dildo to her pussy using only her legs
and hips.
"Keep doing that until your panties are wet for me," David
said.
"Oh they're soaked now," Steph confessed.
"Good girl. Now you can stop rubbing your nipples. Are
they erect and ready for me? If I sucked on them now would
your nipples be firm for my tongue?"
"Yes," Steph answered truthfully. Her nipples never showed
through her clothing the way nipples sometimes did on other
girls, but now they were truthfully aroused and betraying.
"Lie down in bed now Stephanie," David said. "Leave your
panties on, but pull them aside and slide the big dildo
inside you. Deeply."
Steph did as he asked, although she'd never put anything
other than a tampon into her before. She climaxed right
away, luxuriantly, discovering a spot inside her that she'd
never known before. Gasping for breath, she held the
telephone away from her face to prevent David from hearing
that she'd cum so soon.
"Is it inside you?" David asked.
"Oh yes," Steph answered, after a deep gulp. For a moment
she could hardly breath.
"Now slide it in and out slowly," he instructed. "Let it
make you horny."
Steph's pussy was still quivering from splendid orgasm.
Ordinarily this would have been enough for her, and she
wanted to rest, but she did what David asked her to do,
passionately easing the buzzing coaxer in and out of her
pussy.
"Press it in deeply," David said. "Make it fuck you. Let
it rape you. Are you fucking yourself with it Stephanie?"
"Yes," she said, "I'm fucking myself with it." She pressed
in deeply, but kind of upward toward that spot. Oh god!
"Put the phone down there and let me hear," he said. "I'm
going to time you with my watch, and I want to listen to
five minutes of Stephanie fucking herself slowly and
deeply with a dildo, understand?"
"Yes," Steph said, and with her left hand she held the
phone receiver between her legs while she dildoed with her
right hand, timing herself using her bedside clock.
The five minutes seemed to last forever, and Steph was a
gushing mess. She had at least two quivering climaxes, and
juice kept flowing from her.
"There," she said into the telephone after the five minutes
were up. Even the phone was messy. "Can I rest for a
moment now?"
"No, now I want to hear you cum for me," he said. "Take
your panties off now, and put the telephone down next to
your head. Take the little vibrator and turn it up half
way. Let me hear it. Turn it higher than that. Now I
want to you keep penetrating with the big vibrator, but use
the little dildo on your clit. Keep it working there. I
want five minutes of that Stephanie, and I want to hear you
cumming loudly."
Stephanie's yelling confessions of orgasm were genuine.
She did just as he said, although she couldn't keep the
little dildo on her clit for more than a few seconds. He
made her do it again and again, and
although the ordeal didn't last an entire five minutes,
Steph's climaxes became painful. Still he made her
continue, until she pleaded that she could give no more.
Tears soaked her eyes, both from pleasure and ordeal, and
she was sure that her juices had soaked through the towel
beneath her and onto the
bed.
They talked on the telephone for another forty-five minutes
after that, with David insisting that Steph lie naked, her
tits exposed and her tired pussy dripping, while she
confessed sexual fantasies to him. It felt good to her,
being naked and sexual while revealing herself to a man.
She felt intensely sexual. Her breasts even felt . . .
more womanly.
David praised her sexual performance, coaxing two short
repeats from her. The last time, before they ended the
call, David came with her. Steph had never really heard a
man cum before. Her other lovers had been silent grunters,
while David shared his sensations aloud as he described his
actions to her. When he described his semen, shooting hot
and sticky upward and then raining down onto his hand,
Steph stroked her breasts, feeling as if she were actually
taking his rough, man's hand and using it to rub his cum
onto her tits.
Cautiously, Steph revealed to David the nearest big city to
where she lived, and David revealed what state he lived in.
They lived close enough together that they might actually
arrange to meet sometime, but David made no offer. Steph
deliberately didn't ask David if he was married or
anything.
As they said goodbye, she didn't ask him for another
"date," thinking sadly that this was probably just another
one-night stand. But then, before David hung up, he asked,
"What time should I telephone you tomorrow for breakfast
sex?"
-end-