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Sitter {MF, Mf, preg}
Authors name: Anonymous

***

For our vacation this year, my wife and I decided to take some time off
from taking care of the kids.  We wanted them around, but we didn't
want to have to take care of them.  One of our regular baby-sitters
didn't have anywhere to for June and was thus interested in exchaning
some child care so that she could spend some time sailing and lying on
the beech.  Karen, our sitter, really loved the kids, but she was a
bit odd, always dying her hair strange colours, or trying anything
that seemed fun to her.  Just before leaving on our vacation, we
celebrated her 15th birthday by taking her hang-gliding.  She loved it
and said it was a blast.

Her mother and step-father agreed to pick her up at the cottage and
then continue on their way to their vacation.

The cottage that we rented was a large, old wooden building on a lake
in the Adirondacks.  We owned a Laser 2 which we brought with us.
Karen didn't know how to sail, so this would be here introduction to
sailing, as well as my oldest daughter's introduction.  For the first
three weeks, my wife, Karen and I went out in pairs on the laser
(sometimes with my daughter), while the third person stayed home to
watch our son.  We would also go (all five of us, including the two
kids) on hikes all around the area.  On the fourth monday evening, we
went for a long hike just before dinnertime.  About an hour into the
hike, the children were exhausted and fell asleep when we stopped at a
rather lovely lake.  We were pretty hot as well but (fortunately) we
hadn't brought our bathing suits.  Karen suggested that since we
hadn't seen anyone (and there were no cars parked at the entrance when
we arrived) that we could just skinny-dip.  With that, she promptly
pulled her top off.  She wasn't wearing a bra.  I immediately looked
away since I didn't want to get a hard-on with my wife in full view.
That was the wrong thing to do as Ilene (my wife) and Karen decided to
pick me up and throw me in.  Not that I resisted to much.  Being
thrown into the water by two naked women was rather fun.  Once in the
water, I looked up and decided that since my wife had helped throw me
in, and since she was naked it would be safe to ogle her and also
Karen (a bit.)  I leered at both of them and they quick took the hint
and jumped into the water.

They managed to catch up to me about half-way across the lake (it was
a tiny lake, but not really a pond since the edges were rocky rather
than slimy).  Karen had gotten in front of me and with my wife behind
me, they managed to steal all my clothes.  We swam for ten minutes or
so and than returned to the shore and climbed out.  Since my clothes
were all wet (they were hanging up on a tree limb, curtesy of the
women) we all sun-bathed for a little while.  Karen had her eyes
totally closed and was resting somewhat apart from us (closer to the
kids), so I decided to tease my wife a bit.  The sun-block was in the
nap-sack with our food, so I got it and some chocolate.  I fed my wife
a piece of chocolate and then applied some sun-block to her back,
taking enough time that she enjoyed it as a massage.  I then fed her
another piece of chocolate and started with her feet.  For my wife, a
foot and leg massage is very sensual, so I spent a fair bit of time
working on her feet, occasionally at first, but with increasing
frequency rubbing up the inside of her leg.  Then I rubbed her bum
with lotion.  I could smell her love juices flowing by this time, and
so my hand gently ran down the crack of her bum and across her cunt.
A sharp intake of breath told me that she was very aroused.  I looked
up and noticed that Karen was standing leaning against a tree.  I
don't think she knew it, but I could tell she was aroused by how wide
open her labia had become.

"OK, now lets do the other side.".  She let me gently take her
shoulder and turn her over (away from Karen, so that she wouldn't see
her).  In a very quiet whisper she said "someone might see, or Karen
might come over here.  And we don't have any condoms." In response I
whispered "well, we had better be real quiet".  And then I applied the
lotion to her tummy, and around her breasts.  Her tits were perky by
this point, so before covering them with cream, I leaned over her and
sucked on one.  Ilene tried to push me away, but not to vigourously.
After sucking both tits for a while I rubbed them with lotion and then
moved down to her legs.  Ilene allowed me to have easy access in order
to better put the lotion on.  She was so excited by this point that
her clit was clearly visible.  She likes having it sucked good and
hard so I took it into my mouth and started sucking.  Almost
immediately she started arching her back and thrashing a bit.  She
made an effor to be quiet, not entirely successful, but mostly so.
Since her clit continued to be sucked after her orgasm subsided, she
quickly built up to another one.  Just before she came, I stopped and
took my now throbbing penis and started tickling her clit with it.
Then I pushed it into my wife's vagina.  Feeling herself filled by my
cock, my wife started coming.  This time she wasn't so successful and
cried out in pleasure.  As she was starting to come down off her
orgasm high, she looked around and saw Karen watching us.  "KAREN IS
WATCHING US, GET OFF!" she whispered.   At the same time she realized
that I wasn't using a condom either.  She started to struggle to get
away, but I held her there and continued thrusting into her.
Although she didn't really want to, I think it aroused her to know
that Karen was watching.  She started coming again, while whispering
"don't cum in me, I will get pregnant, I can tell I'm ovulating
today."  However, I had already started to cum.  Ilene could tell that
I was cumming at the same time she was but her orgasm was too intense
for her to be able to push me out.  I came inside her, pushing the tip
of my penis right up against her cervix.  She cried out as waves of
pleasure overtook her better judgement.  This time she was quite loud.
After she finished I heard Karen moaning just a bit as she also came.

My wife was so concerned about being pregnant that she jumped into the
water to try to wash herself out.  I knew it was hopeless, because I
had felt myself come right against her cervix and knew that the sperm
was too deeply buried.  To tell the truth, I had come down by this
point and was rather concerned about her pregnancy as well, but I
figured that we would deal with having another child.  Even with the
cold water, my wife was beet red when she huriedly came out of the
water and put her clothes on.  Karen was a bit embarassed as well and
apologized for having watched. I was the last to put my clothes on
since they were still a bit damp.  The children had been asleep for
about an hour now, so we gently woke them and fed them.  The trail
back was walked in silence.

A week later, on our second to last day, my wife confirmed that she
was pregnant.  She was both happy about having another child and
rather anxious since we hadn't planned to have another child at all,
let alone so soon.  How she would take care of the child while
working, she couldn't figure out.  Neither could I, but I thought
something would turn up.

That afternoon was Ilene's turn with the kids, and it was a bit gray
out so I took Karen for a canoe and a hike without any of the kids.
We tied the canoe up at the bottom of a path leading up to a lookout
over the lake.  The entrance to the trail is only accessible by canoe
or other small boat, and again we were the only ones there.  After a
15 minute very steep hike up to the lookout, we were presented with a
glorious view of rain coming across the lake.  Almost immediately, it
started raining quite hard and so we took shelter in the lean-to
provided by the kindly rangers.

Karen asked "Should we wait this out or get back now".  I replied that
since there was some lightning, we shouldn't canoe until that was
over.  Also, that lightning storms in the Adirondacks are often fairly
short.  Then we sat down with our backs against the lean-to wall and
watched the storm.  We had a spectacular view.  After half an hour of
it, though, it started to get boring and we discussed playing a game.
Neither of us had any cards, and neither of us really wanted to play
word games.  Those got tiring after hearing them from a 4 year old for
several hours in a car.  Finally Karen suggested playing truth or
dare.

"Since you suggested it, I get the first question.  Truth: How have
you been most embarassed in the last year."

She and I traded questions along this type of line, until she asked:
"Truth: Describe your first intimate kiss."

I explained that when I was 14, I started dating a girl named Annie
that I met while in Quebec on an exchange program.  We would hold
hands but not kiss, until one day she took me behind the stairway at
the school and kissed me.  I kissed her back exactly the way I would
one of my parents, except on her mouth instead of on her cheek.  She
then shocked me by sticking her tongue into my mouth.  We spent the
next half hour trading saliva.  I have never again been as shocked as
I was by that.  I guess I never really payed attention to what my
parents did, and since they never watched porn or allowed us kids to
watch anything with anything remotely sexual, I never realized what
adults did.  "Dare: stand at the tip of the watching point naked,
looking over the whole lake for 2 minutes."  By this point it was
starting to clear up, so she would easily be visible from all around.
I didn't think she would do it, but quick as a bunny, she stripped and
stood up, visible to anyone looking this direction.  I counted off 1
mississipi, 2 mississipi up to 120.  She came back and sat down for a
moment with a thoughtful expression.

"Dare: using your own body, show me all of the male body parts."  I
started showing her my fingers, arms, elbows, toes etc, and she said
"No, that isn't what I mean, all of them, including your private
parts."  So I took off my clothes and showed her my penis, testicles,
the tip of the penis, all the while explaining what parts where
sensitive and how they needed to be treated.

"Truth: tell who and how you made love the first time."

At this, Karen blushed deeply and said, "I haven't ever made love with
anyone.  Since I was 12 years old, I've only dreamed about making love
with one guy.  He and I have never had a chance to make love, so I'm
still a virgin."

My reply was, "Ok, then, demonstrate by showing me your maidenhead."
She lay down on her back and opened up her labia with her fingers.  I
couldn't help but notice that she had recently shaved it, something my
wife won't do.  She stuck her little finger into her hole and
demonstrated the little piece of flesh that proclaimed she was a
virgin.  I looked close and then she grabbed my hand and pulled it to
herself so that I was touching her.  I rubbed her gently a bit, and
then stopped, not wanting to continue because she was too young.

She continued rubbing herself a bit and said: "Dare: make love to me."

"I would really like to make love to you, but I'm married, and you are
just a girl."

"Please, I won't tell Ilene, and I don't want to be a girl anymore.
I've dreamed for over a year now about making love with you."

"No, I don't have a condom, and you are too young."

She looked disappointed, but got up and stood in front of me.
"Alright, but as your forfeit for losing the game, I want a proper
french kiss from you."   And with that she sat down in my lap and
kissed me thoroughly.  I couldn't resist it felt so good, and I
thought it wouldn't go any farther.  Karen obviously had other ideas.
She rubbed her hands down my chest and took my penis in her hands.
She started to get up, but then suddenly kissed me deeply again.  I
closed my eyes in bliss at having this nubile girl kiss me.  My hands
ran across her small breasts, wondering at how different they were
from my wife's breasts.  Instead of finishing getting off of me, she
pulled my cock towards here against her cunt.  "Surprise" she said and
sat down.  My eyes opened wide as I felt my penis break her
maidenhead.  Her eyes opened wide as she felt the pain of becoming a
woman.

"This isn't a good idea" I said, but I was too overwhelmed by her
tight cunt to resist too much.  She bobbed up and down on my cock, and
then said, "It's my turn today."  When I looked bewildered, she said
"I'm ovulating today, and unless you can stop, you are going to cum
inside me and make me pregnant.  I have wanted to have your baby since
I was 12 and first started looking after your kids.  I have been
practicing the kegel excercises since I found that book in your
library, and I think I can make you cum real soon.  Indeed, she was
squeezing my penis rythmically and I was on the brink of cumming.  She
must have been able to tell I was going to try to stop because she
grabbed me and squeezed hard while pushing herself down on  my penis.
I start squirting into her and she must have been holding herself back
for that moment because she then start moaning and I could feel the
ripples of her orgasm milking every last drop of cum out of me.
Again, my penis was right against a woman's cervix, so there wasn't
much hope of not making her pregnant.  She gave me this wonderful
smile and said, "I love you and I will always love you.  You don't
need to tell Ilene that you fathered my child.  My mother will
understand, after all, she had me when she was 14.  You can make love
with me whenever you want, just ask."

"That was the most powerful orgasm of my life, to this point.  Making
you into a woman and making you pregnant at the same time."  I relaxed
against the wall and enjoyed the feeling of Karen surrounding my cock.
My hands rubbed all over her body, touch her breasts, her leggings.  I
could feel our juices starting to flow out of her, but I wanted to
touch her more still.  I cupped my hand under her for a moment and
said "Come up for a moment.  Our juices overflowed my hand.  I rubbed
them over her back, breasts, and bum.  She was so wet, and I wanted to
touch her everywhere, so I slipped my finger into her asshole.  It
slipped in easily because of all our juice.  I rubbed her a while
there and she started to get excited again.  I could tell she was
ready to come again, and this made me hard enough to slip my penis
back into her.  The feel of her warm, wet pussy drove me wild.  She
strained against me, and pull me over onto our sides.  Continuing her
orgasm, she reached around and  put her finger into my asshole and
rubbed me.  I couldn't take it anymore and came inside her again.  We
lay there relaxing.  She lazily cupped her hand under her dripping
pussy and then wiped our juices over me.  "We had better go now, Ilene
will be worried about us."  We put our shoes and clothes on and walked
down the path.  At the bottom, we jumped in to clean ourselves off,
clothes and all.

When we arrived back, Ilene looked stricken and was crying.  Quickly
rushing to here side, I put my arms around her and asked what was
wrong.  She replied, "Karen's mother and step-father were killed in an
accident on the way up."  At this Karen and I started crying as well.
Ilene and I had been fairly close to Karen's parents, and indeed had
introduced them.  Karen sobbed and said that now her mother wouldn't
be able to meet her grandchild.  Just the way she said it made Ilene
start and look at Karen.  She said, "Are you pregnant?

Karen replied, "I think so, I'm not sure yet, I haven't taken a test
yet." Ilene said that she had bought two tests, and that Karen could
come take one now.  Karen said, "don't they take 7 days or around that
to tell?" Ilene was looking definitely suspicious by this point, and
so asked Karen if she thought I was a good lover.  Karen was too
distressed to think about what was being asked, and so replied that
she thought I was a good lover.  Ilene just nodded and held Karen
tight while glaring at me.  I knew I was in deep trouble at that
point.

I packed while Ilene and Karen cried in each other's arms.
Fortunately with all that crying going on, the kids just wanted to be
held and so stayed out of reach.

The funeral was held a week later.  During that time, Ilene hardly
spoke to me at all.  After the funeral, Ilene invited Karen home.  I
got ready for the fireworks, but Ilene got home, and pulled Karen by
the hand to the bathroom.  Then, she handed Karen the second pregnancy
test.  Karen peed on the strip and we all waited the requisite 30
seconds.  The little heart showed up quite clearly indicating that
Karen was indeed pregnant.   Ilene then pulled both myself and Karen
into the kitchen and sat us down.   "You two probably don't know this
yet, but your mother asked me to be your guardian.  I can't condone
what you two have done, but I also find I can't stop caring for you.
Karen, your punishment will be to have this baby, here, without
medication.  After that, you will take care of both my child and your
child during the day, every day."  And turning to me, she said "and
your punishment will be having two of us to cope with."  She gave an
enigmatic smile, "Oh, and Karen, you can have him three nights a week.
I will have him three nights a week, and then we will share him once a
week."

Ilene had a baby boy, and Karen had identical twin girls.  Yes, having
two women is nice, but it is also a lot of work.  Ilene doesn't often
make love anymore, and works lots of overtime at her office.  Karen
and I make love almost every day.  If she doesn't have me at night,
then during the day we make love.  She refuses to use birth control,
and so after she had had 6 children in as many years, I went out and
got a vasectomy.  Ilene never wanted another child, and indeed her son
usually calls Karen mom rather than Ilene.

