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Subject: {ASSM} Winning Wanda/Dave Whitley 4
Date: Tue, 21 Mar 2000 05:10:02 -0500
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    While this is a multi-chapter effort, it began as a set of (unconnected,
for the most part) short stories and still retains enough of that character
that you do not have to read each one in turn to understand what is going on. 
Think of it as a series of incidents in a biography.   The sexual activity is
invariably M/F (or m/f in some cases and jurisdictions), almost invariably
consensual, there being one exception in here.  Drugs show up once or twice,
defloration more often.

                        Chapter 4.     
                 Winning Wanda   

     Wanda Skolnik had led something of a sheltered life for these
times.  She was an only child whose mother had died when Wanda was
thirteen and whose father loved her but was never sure about how to
talk to her or to deal with her.  Part, perhaps, of his problem
there was that she was turning into the perfect image of her Irish
mother, red-haired and freckled and internally beautiful.  She had
never travelled more than fifty miles from the place where she was
born.  She was shy and had never dated much.     
     The high school that she went to was a good one, with few even
of the problems high schools have in these days.  All the people
she knew there were nice.  It was a good bunch of people to be
around.  That certainly was the way Wanda was thinking when she
agreed to go out with Doug Shepherd, who had just moved into the
area.  They had been necking and petting and it gradually got more
serious.  They dated every Friday night for five months from April
until her seventeenth birthday, which was on a Friday in September.
(It later came out that he had been seeing another girl on
Saturdays.)    
     There were girls around who would put out for a movie or a
meal, and more who would let you into their pants after a few
dates, but Doug wanted something more than that.  He wanted someone
whom he could take all the way for the first time, whom he could
lead each step of the way.  He wanted to burst Wanda's hymen and
open up her vagina.  He wanted to feel her cherry pop and know that
this girl was all his, at least for a while. 
     He planned it out carefully, starting very slowly and only
getting into tongue-kissing with Wanda after three months.  Another
month and he was touching the skin at her stomach, two more and he
was caressing the inside of her legs.  In the two months before her
seventeenth birthday, he was opening her blouse and fondling her
nipples inside the bra. 
     On her seventeenth birthday, he picked her up at her home and
brought her flowers.  Her father put most of them into a vase
immediately, but Wanda kept a couple to take with her, and she kept
them at hand all night, smelling them from time to time.  She had
spent a lot of money on a sleek frilly white dress for the
occasion, and she had only had it on for a few minutes when Doug
drove up.  
     He took her to a fancy restaurant for dinner, with soft music
and candlelight.  She said later that she had never been treated
like this before in her life, with the flowers and the dinner and
all, and when he handed Wanda a little box with a brooch in it for
a birthday present, she started to cry. 
     The waiter knew that this was her birthday, and brought them
low-alcohol wine for the occasion.  This came just before he gave
Wanda the jewelry, and when she went to wash the tears from her
face, Doug drank half of his, refilled it with straight grain
alcohol, and switched glasses.       
     When they left the restaurant, he took Wanda for a long drive
out in the country, under the stars, with the top down in the June
night.  They parked in a deserted spot to talk, and he suggested
that they sit under the trees on a blanket he had brought. 
     Soon they were lying side by side and kissing heavily.  He
stroked her face, and then the skin at the top of her dress.  His
right hand held the back of her neck while his tongue probed deep
into her mouth.  Wanda moaned in excitement when he did it. 
     His right hand touched the zipper at the back of her dress and
drew it down a few inches.  Her eyes opened and looked into his. 
She looked hesitant, then she nodded for him to go on.  Doug
discovered then that beneath her dress there was nothing but Wanda
down to the panties, since the dress had a bra built into it. 
     He stroked her backbone, then her shoulderblades as he pulled
the dress wider open.  He pulled away to rest their tongues and he
lay Wanda on her back, with almost nothing but her skin against the
blanket now.  He leaned over Wanda and kissed her again, and now
drew the dress forward over her shoulders. 
     Her lips half-formed a protest, but it turned into a gasp of
desire when his lips touched one nipple and began to caress it. 
One hand found the other nipple and Wanda held his head there for
a long moment.       
     His other hand opened his shirt, so that after he had kissed
her all over her upper body, he could lie skin against skin to kiss
her open mouth.  He slid the gathered dress from under her hips bit
by bit; she was not aware of this until Doug pulled it from her
legs. 
     He continued to fondle her thighs, and now put his left hand
directly between her legs to press his palm down.  Her body tensed
and began to tremble.
     "I'm not sure," Wanda said.  "I want to, I want you very much,
but I'm not sure." 
     He drew away and kissed Wanda again.  This time his hands were
mainly occupied in taking off his pants and his shorts before he
returned to her body.  He used his hands and lips to build Wanda to
a fine passion again before he touched her panties and took them
down her legs. 
     She whimpered then, but whether in fear or desire he did not
know.  But Wanda eagerly accepted his hand at the center of her
womanhood, and his probing fingers.  He aroused her twice, but he
deliberately stopped short of bringing Wanda to a climax, so that
her desire would only be satisfied when he entered her. 
     As he spread her vaginal lips, her legs spread in response,
and he shifted to lie between them.  The end of his erection
touched the end of her tunnel now. 
     She gave a gasp at the touch and her body trembled in
anticipation of his entry.  He moved his hips forward until he met
resistance, then he broke through with one stroke.  Wanda cried out
in as they felt the tissue tear and he sank in. 
     Wanda was so tight that the pleasure was almost unendurable,
but her muscles relaxed somewhat and her uncorked passion came
forward.  Soon her hips snapped upward as his came down.  He tried
to put his erection as far into her as he could at the moment that
he ejaculated, and she arched her back to try to put him a little
further, and his semen went further yet. 
     He took her home about five minutes after the 11 P.M. curfew,
but her father was quite willing to forgive the five minutes since
it was her birthday.  He would not have forgiven Doug seducing and
deflowering his daughter that night, but he didn't know about that.

     Nor did he know when Doug rode her to orgasm the next Friday
night, and the night after that, nor the following Friday when he
introduced her to cunnilingus, nor the night during her period when
he talked her into sucking him off.   
     After that Doug started to take her out on Saturday nights
also -- but every night ended that same way, or in some variation
if she was on her period.  He told Wanda that she was the first
woman he had ever had sexual contact with, and she did not think to
question his obvious experience.    
     In September, he began to pick her up in his car after school,
take down her panties in a secluded spot, bang her, and drop her at
home before anyone noticed she was late.  
     While he was shrewd there, Doug was dumb in other ways, as we
shall see.     
  
     Since the reopening of school meant that she only had time to
get laid on weekends, Suzanne Elgin decided that she might as well
be open about going with Daniel, and he pumped her every Friday and
Saturday night for some time.   
     What she was not open about was that Dave Whitley was meeting
her on Sunday afternoons now and giving her everything he had on a
blanket in a clearing in the woods.     
  
    Anne Shimura had sort of so-so grades in high school, nothing
like good enough to go to any big-name college, but quite all right
for the U of M at College Park.  Her father was very disappointed
in this, in that he wanted his daughter to be an outstanding
scholar, yet sort of relieved, since he would have felt obligated
to send her to as good a place as he could afford if she had been
able to get admitted there.  But it still made for a certain kind
of friction at home over her lack of study.   
     Dave Whitley also did not study as much as he probably should
have.  He had gone out for football his first two years at Mount
Venus High, despite not liking the game much, because of pressures
on him from others.   He had a body that seemed naturally suited
for athletics, but the kind he personally preferred were
shorter-term, usually horizontal, and involving a partner of the
opposite sex.  While being on the team might have attracted some
girls, he had only been on the second-string team, and he felt the
trade-off of practice -- and the chance of injury -- wasn't worth
the way it cut into tail-chasing.  So this year Dave devoted some 
thought to an active campaign of meeting girls.   
     In the first week of classes he worked things so that he went
to the cafeteria at a slightly different time each day, and every
day he talked up a different girl in the line.  Three of the five
times he talked himself into sharing a table with her and every
time he got that far he got a date. 
     One of them he went out with maybe twice before they both
decided that they were not compatible.     
     The second one Dave went on four dates with, and the fourth
time he balled her.  He had a great time, and she certainly seemed
to, but after that she told him she wanted to try other people.  He
wasn't sure what to say in response except yes, so he did.   
     The third one was Anne Shimura.  She seemed to find his body
more of a turn-on than most girls did.  He certainly liked hers.  
     That operation in the cafeteria decided Anne that Dave was
smart and smooth enough that he deserved to be at least tried out
for a date or two.   
     She found out later about his doing exactly the same thing
with at least two other girls during that first week of classes,
but it really didn't bother her.  He hadn't been making any
promises beyond one evening and when she learned about his
technique being a practiced thing, he had already settled to just
her anyway.   
     They hit it off pretty well right from the start.  Anne dated
a couple of other guys during the first month of that school year,
but it soon got to be a steady thing with Dave. 
     Anne had not expected that she would stay with one boy so
fast, since she hadn't before.  Actually, she would have figured
that she would change partners even faster, since there were a lot
more to choose from and a lot more variety.   
     Dave figured out pretty quickly that Anne was inexperienced. 
It wasn't just that she was a virgin; she had never had a man bring
her to orgasm with his fingers, let alone jacked one off.  She had
never had somebody play with her breasts, and while she had
french-kissed, she never got anything out of it before she met
Dave.   
     Dave didn't know if her previous dates were stupid or just
timid, but he was perfectly happy to educate Anne, all the way if
possible.  The only trouble was that he had to take her slow.  This
meant that he had to work things out by hand, thinking about her,
after he dropped her off.  And a couple of times he looked up Irene
or Therese or Suzanne and had quickies with them.  Funny thing is,
he thought about Anne those times too.   
     Her parents were also a bit strict.  Dave didn't think they
ever approved of him.  Nothing personal, probably; they just wanted
Anne to marry as a virgin and marry a Japanese-American.  And
therefore they encouraged her to only date Japanese-Americans, but
all of those felt she was a slacker (or so she said) because she
was normal.   
     But Anne liked Dave, and she liked talking to him.   She liked
the way his lips pressed hard against hers just before he dropped
her off at home after a date.  She liked even more the way Dave
opened her lips up and got his tongue in, a couple of weeks later. 
Anne had let a couple of boys do that before, but Dave was the
first one to ever make her get anything out of it.  With the others
it was sort of a reward to them for being very nice; with him it
was something she found herself wanting, and she found that it made
her want other things as well.   

     Doug Shepherd had a girl who was willing to do anything for
him in bed, so he talked about it.  Maybe he realized that Wanda
was more serious about him than he was about her; she was more
serious about damn near anything than he was, as were most people. 
     Probably he was just dumb, though.    
     There was a birthday party at the corner sandwich place.  Doug
had several beers before he got there, and when the party ended
there were six guys left (among them Dave Whitley) and two girls,
Wanda and an older girl named Anne, the sister of one of the guys. 
Both the girls were off at the restroom, and Doug started talking
about how great Wanda was in bed, about how great it had been to
get into her pants and pop her cherry, about how he had given her
a real education in what a woman should do for a man.  He was
giving details, and he was saying it loud, too. 
     Doug was saying it loud enough that he didn't hear Wanda come
back.  He did hear the glasses falling to the floor when she
grabbed the drink tray to slam it down on his neck.  Somebody
knocked her arm aside; maybe it's a pity.  Then she broke three
nails on his shoulder.  Dave saw the emergency room take out the
fragments.  Doug was lucky Wanda was too mad to think straight;
that drink tray was heavy enough to slow her down, and there was a
steak knife sitting right beside it.     
     For the next month Wanda went straight home, talked to almost
nobody at school, and refused any offer of a date.  Wanda felt,
perhaps rightly, that the guys at school who would ask her out now
would just want to see for themselves -- quickly -- how hot she
really was. 
     That month of October saw some progress in the relationship
between Dave Whitley and Anne Shimura, emotional and especially
physical.  Dave got Anne breathing heavy in less than a minute
after the first time he got his tongue into her mouth.  When that
had happened on three dates in a row, she slumped against him in
tension and exhaustion and Dave decided it was time to up the ante.
     He pulled up the edge of her blouse and touched the skin on
Anne's stomach and began to caress it.  Then he reached down to her
feet and he slipped one shoe off and massaged her foot, following
that by manipulating her ankle.  And then he moved up.     
     This became a routine for them.  By the end of the month the
massage had progressed from her soles to her calves and half-way up
her thighs.  Dave had big and strong hands, and he had found them
very useful for doing things like that.   
     Anne was now relaxing completely with him.  While her
inhibitions were undoubtedly still in place, she was coming to
trust Dave more and more.  And he was becoming more sure all the
time that he would be able to eventually guide her to where he
wanted her to be.   
     He was not -- yet -- trying to arouse her.  But she was
becoming very receptive and reactive.   

-- 
Pursuant to the Berne Convention, this work is copyright with all rights
reserved by its author unless explicitly indicated.
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