Babysitter turns 21
My girlfriend Sharon and I have been going together for
about four years and during this courtship she has always
used one babysitter, Erin. On many occasions we have taken
Erin with us on family outings and vacations to help with
the kids. Because she is so familiar with the family it isn't
uncommon for her to walk through a room in her underwear
or with nothing but a towel wrapped around her. It has been
fun watching her grow up, and out, and change from being
a skinny teenager into an attractive young woman. This
past summer she announced to us that the babysitting would
have to end. We weren't surprised. Afterall, she was nearly
21, going to college, working part time, and Sharon's youngest
was already 10 years old and didn't need that much looking
after anyway. I suggested that we celebrate the end of an
era by taking Erin out for her first legal cocktail on her
birthday. Erin agreed and to my surprise she said that she
had never even been into a bar. When the big night came she
arrived at Sharon's house dressed to kill. Her blond hair
was pulled up in the back and she was wearing a clingy black
dress that ended about five inches above her knees. Her
black pumps had a medium heel that really defined her long
legs and caused her cute little rump to poke out just a little.
I knew she would get lots of attention because we planned
to take her to one of our regular spots where it is mostly
middle aged people. Well, I wasn't wrong. She barely got
to sit down when she was asked to dance by one of the regular
single men. The place was busy and during the first hour
or so Erin's only rest was a visit to the ladies room. She
was having the time of her life and was taking great pleasure
in showing off her beautiful legs and panties as she spun
across the dance floor with one partner then another. She
had always been kind of quiet so it was facinating to Sharon
and me to see the delight in her face as she became aware of
the effect she was having on the guys. After a few drinks
Erin started dancing a little dirtier, and spinning the
dress up a little higher, and I could see we were heading
for trouble with one or more of the single men. Sharon and
I decided that if Erin wanted to get frisky we would all be
better off in a bar where we were not so well known. So we drove
over to a place where the owner often looks the other way
while customers live out their fantasies. We have seen
customers strip tease for their partner, dance on the bar,
do a pole dance, or play strip pool. Of course it is a popular
place for bachelor parties. When we got to the bar I allowed
Erin to take it all in so that she could realize that this
was the sort of place for dirty dancing and generally acting
out in a safe way. I whispered to Sharon that I was going to
play a little joke on Erin and then had a private word with
the bartender. I then told Erin that it was customary for
every lady, on her first visit to this bar, to down a double
shooter of Wild Turkey, drop her top, allow the bartender
to spray whip cream onto her nipples, and then allow the
first two men to notice the opportunity to lick off the whip
cream. Erin laughed out load and told me to get the whiskey.
The bartender was ready and the drink was placed before
her. She looked at me as if to say "I'm not a little girl anymore"
put her head back and swallowed the drink in one gulp. She
then sat straight up and with one hand reached behind her
neck and untied the bow holding the top of the dress up. The
dress fell down to her waist revealing two of the most beautiful,
perky, nipples- pointing-up breasts I had ever seen. Her
skin was flawless and her bright pink nipples were swollen
with excitment causing them to stick out like acorns. In
a split second two volunteers were at our end of the bar.
The bartender leaned over to apply the whip cream but Erin
looked at me and said she wanted me to do it. I sprayed a nice
mound onto each nipple and Erin dutifully swiveled around
in her seat to allow the men their treat. The two guys were
in no hurry to finish and it was just as well because Erin
placed a hand on the back of each man's neck as if to hold him
there. Not to be outdone, Sharon dropped her top, grabbed
the can of cream and applied it to her own nipples. At 45 Sharon
is still very attractive and very atheletic. She hopped
up and sat on the bar so that everyone in the place could see
her. Two guys that had missed out with Erin took their place
in front of Sharon and gobbled her tities for about five
minutes. You have to understand that this is the kind of
thing that happens often in this bar and nobody thought
it was leading to a gangbang or anything close to it. But
it did liven the place up and the party was definitly on.
For the rest of the evening Erin's glass was never empty
and she danced her wheels off. She totally cut loose and
before the night was over she had danced on the bar, giving
everyone a wonderful look at her legs and panties, and learned
the basics of pole dancing from Sharon. We all got a little
toasted and had the good sense to get a cab for the ride home.
I sat between Sharon and Erin on the way home and we all played
a little grab ass. It was hard for me not to grab her because
her dress had ridden all the way up to her waist and her tits
were rubbing against my arm as she half wrestled, flirted,
and teased with me. Sharon was terrific the entire evening.
We had already had some experience with soft swinging and
swing clubs so she was not threatened at the turn our little
party had taken. When we arrived at Sharon's house I went
straight back to the bedroom, undressed, washed my face,
and got into the bed. It had been a lot of fun but I figured
the party was over and it was time to sleep. The girls were
still laughing and giggling about the evening and eventually
made their way back to the bedroom and sat on the edge of the
bed. To my surprise they each now had a glass of wine and didn't
look like they were slowing down. Sharon started to chide
me about being a party pooper and reached under the covers
and gave the little man a tug. I pretended not to notice and
she started to gently stroke me while still laughing and
joking with Erin. Now I had thought this would drive young
Erin from the room but it didn't. She sat right there and
watched Sharon's hand move under the covers. One thing
led to another and I soon had a hard-on. Sharon lifted the
covers back so that Erin could see what was happening. Erin
became very quiet and just watched as Sharon lowered her
head and took me into her mouth. It was no use trying to ignore
Sharon so I just stroked her hair and decided to see this
adventure to its conclusion. I summoned all of my nerve
and told Erin that I was a little jealous of the two young
men in the bar who were lucky enough to enjoy her young breasts.
I told her that it didn't seem fair with me knowing her for
all these years and them not knowing her at all. She just
said "ok" and left the room. I thought I had finally scared
her off but she returned from the kitchen with a jar of grape
jelly and sat back down on the bed closer to my head. She said
"do you want to spread it?" and again dropped the top of her
dress. I put one finger into the jelly and touched it to the
tip of her left nipple. Erin leaned forward and pressed
her firm young breast into my mouth. It was wonderful. Being
nearly fifty years old I had never imagined that I would
have the opportunity to once again experience the springy
and natural firmness of a young womans breast. Erin offered
both titties to me and I hungerly nibbled and sucked and
squeezed them for several minutes. Sharon had positioned
herself to watch me play with Erin but had never stopped
the slow and deep sucking of my very aroused penis. I made
eye contact with Sharon and she winked her approval. Putting
my hands on Erins waist I pulled her up onto the bed and she
got the idea that I wanted her to position her crotch over
my face. As she lowered herself to my mouth the edge of her
dress fell across my forehead creating a little tent. The
mixture of her perfume, and moistness in her panties, combined
with the smoothness of her inner thighs against my face
was sheer heaven. Erin began to rock back and forth as I lightly
chewed the lips of her vagina through the fabric of her panties
and kissed and sucked the soft skin of her inner leg. After
a few moments Erin began to moan and lifted herself so that
she could pull the panties aside to fully expose herself
to me. I began to lick and suck her button while pulling and
stretching both of her nipples. Because of the dress being
in my face I was missing the visual of this beautiful young
woman working out on my face. Sharon must have read my mind
because she stopped sucking me long enough to pull Erin's
dress up and over her head freeing us both of the garment.
The moaning grew louder and the rocking motion of her hips
gave way to small spasmatic jerks as she reached her first
orgasm. She rested by scooting down my body and laying her
head on my chest. Sharon had continued to love on me and now
her face was only inches away from Erin's young pussy. Sharon
has never been sexually interested in other females but
she is not afraid or offended by the sight, feel, odor, or
taste of another womans vagina. Sharon removed Erin's
shoes and then pulled Erin's panties off. With her right
hand Sharon continued to stroke my now granite hard penis
while with her left she gently inserted her thumb into Erin's
very wet hole. Sharon slowly slid her thumb in and out of
Erin's pussy occassionally rubbing and pulling on Erin's
swollen clitoris. After just a few moments Erin began to
squirm and whispered to me that she was not a virgin. Reaching
up to her hips I gently pushed her quivering little ass down
my body. Lovely, understanding Sharon guided the mushroom
head of my prick into Erin's opening. After four or five
tentative pushes Erin sat up on her knees and sat down pushing
my entire length into her. She gasped and sat still for a
moment. Her insides gripped me like a condom. Not to be left
out Sharon positioned herself over my face and began to
rub herself into me from chin to upper lip. Having Sharon
on my face was the distraction I needed to stop me from finishing
in Erin like a schoolboy. Sitting on my face grinding on
my tongue is Sharon's favorite activity in bed and it doesn't
take her long to reach a climax. Within moments she was bucking
and jerking in the throes of an enormous orgasm. Her pleasure
put me over the edge and I absolutely lost control and exploded
inside Erin. Sharon and I are vocal when we cum together
and our crys of ectasy sent Erin into another spine bending
orgasm. Each of her contrations sent another wave of our
combined juices dripping from my balls. When we had all
caught our breath Sharon leaned forward and whispered
into Erin's ear. Erin nodded and gently raised herself
off of my still hard dick. Grasping me firmly around the
base of my cock she stroked me slowly several times to milk
the last of the semen from me and then very delicately placed
the head of my cock into her mouth and began to suck. In all
honesty I have never been much of a double cummer but after
five or six minutes I could feel the start of another orgasm.
I knew if I allowed it to continue it would be a mixture of
pain and pleasure but I couldn't help myself. As the eruption
got closer Erins began to suck and stroke harder. With tears
in my eyes I pulled Sharon close to me and told her how much
I loved her and managed to whisper "thank you baby" just
as I came so hard that every muscle in my stomach, and chest,
and neck convulsed. I thought I was going to have a stroke!
Erin had moved her mouth aside in the nick of time as several
spurts of hot cum shot a foot and a half into the air. I couldn't
move or speak for several minutes. Erin sat there with the
cutest smile on her face and a little drop of my cum on her
chin. Sharon looked at me with the satisfaction that she
had just given me the night of my life. I didn't mean for this
to be so long but a true story is easier to write than one might
think. For those of you who are curious, Erin still visits
but she is involved with a young man her own age and we have
never repeated that night. Sharon and I are still together
and I wouldn't trade her for anything.
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