Archive-name: First/first.txt
Archive-author:
Archive-title: First Time, The
Just about every man remembers his first sexual experience and I am no
exception. I am glad to say however that mine was at the hands of an
older woman, a very nice and experienced older woman. Sally my first
woman was about 32 when I first became involved with her and I had
secretly watched her as she sunbathed in her back yard wishing I could
have sex with her for a long time. Sally was a trim blond with a nice
figure and she was married. Sadly her marriage was not on good footing
at the time and this combined with her husbands drinking must have been
what precipitated our initial tryst.
On the odd occasion that Sally could not find a suitable baby sitter for
her two small children ages 3 and 4 I would go over and sit with them in
the evenings after they had been put to bed and were asleep. I must say
that in all the times I sat for these kids they never gave me any
problem and only occasionally would they wake up. Well I could tell that
things weren't going well for Sally and her husband as many nights Sally
would come home without him and I would see someone most times a woman
drop him off the next morning. One night about 8:00pm Sally came home
while I was sitting her kids and she looked very upset and asked if I
would stay around a little while she took a bath because one of the kids
was still up and she didn't want her to get scared if she found the
house empty. I agreed and settled back to watching TV wondering if
Sally was ok because she seemed so upset. Sally was gone quite a long
time and I decided to go and look for her, so I quietly went upstairs
and checked on the kids who were both asleep then went towards the
bathroom to check on Sally. The bathroom door was slightly ajar and I
could see Sally sitting on the edge of the bathtub staring off into
space and softly crying. Sally had on just a thin robe which was open
to the waist and I could see her full firm breasts with small pink
nipples peeking out. The lower part of the robe was open across her
legs falling further open to the sides of her firm long legs. I felt a
strange mixture of sorrow, excitement, and fear as I looked at her
sitting there obviously alone and very distraught. I moved closer to
the door and looked between her legs seeing her neatly trimmed pussy
which excited me more. By this time I was having a full blown hardon
and I just stood there admiring Sally's beautiful body and wondering how
I could get to see more.
I decided on a bold approach and with a bit of a tremble I opened the
door and walked into the bathroom. I figured I could always say I
thought one of the children was having a problem and thought I should
check. But Sally didn't look upset and made no move to cover herself as
I approached. I asked her if there was anything I could do and what was
the matter as I looked directly into her eyes. Sally said it was a long
story and it really didn't matter as I was not responsible for her
problems. As she spoke Sally swiveled around to face me and her robe
opened further allowing me to see both her firm tits and her legs
splayed further providing me with a full frontal view of her pussy.
Sally was great looking and I was very excited my cock standing at
attention and clearly showing my excitement by the bulge in my pants.
Sally must have seen my condition and recognized my excitement and
confusion because she reached out and pulled me to her hugging me close.
I was the surprised one when I realized that my right hand had slipped
under her robe and I was cupping her firm tit in my hand. Sally didn't
move and just kept holding me as I felt her breast with tentative
strokes and felt her nipple harden with excitement. Sally slowly
brought her hand around to my crotch and gently rubbed my cock thru my
jeans as she asked me if I could stay a while and keep her company.
Even thought I was scared my excitement overpowered me and I told her I
would stay even though I would have felt more comfortable peeking at her
thru the open door than being in her arms. Taking me by the hand Sally
led me to her bedroom and asked me to wait for her, her robe was open in
the front now and I had a great view of her full firm tits with those
stiff pink nipples and that golden triangle of fur between her firm
legs.
I waited as she checked on her children and returned to the bedroom I
thought I would cum in my pants as I watched her come thru the bedroom
door her robe fluttering behind her giving me a full view of her naked
firm body. Sally came to the bed where I was sitting and sat next to me
taking my hand and placing it on her warm firm breast she asked if I
wanted to make love with her. I stammered a bit but assured her I
wanted her badly and would do my best to please her. Sally told me that
we could only make love if I promised not to tell anyone about it and
that she would get in a lot of trouble if I said anything to anyone
especially my friends. I assured her I could keep our secret and that I
wanted very much to make love with her.
Sally kissed me and began to take off my cloths starting with my pants
which she undid with remarkable quickness and slowly pulled down rubbing
my cock with her hand while she removed my shoes and socks pulling my
jeans off. Sally pulled down my underpants and took my rock hard cock
in her hand stroking it slowly and gently squeezing my balls. I felt
like my cock was going to burst and told her she had to hurry or I would
come in her hand. Sally pulled hard on my cock and then rammed my cock
into her mouth sucking my dick for all she was worth. This was too much
and I began to climax shooting my sperm into Sally's hot wet mouth as I
tried to back away afraid She would be mad at what I had done. Sally
just held me closer and grabbed my ass forcing my prick deeper into her
mouth and sucked my sperm down her throat. Finally I stopped struggling
and let her finish me with her mouth figuring she would be disappointed
and ask me to leave. After Sally had drained the last drop of cum from
my still stiff prick she pulled back and licked her lips and thanked me
for giving her my sweet tasting cum. I was happy I had not ruined our
lovemaking and begged her to get on the bed. Sally older and wiser than
I told me to relax as we had plenty of time and stroked my cock showing
me that it was still stiff and we would get to that part of our fun
later. Sally moved me around and stripped off my shirt leaving me
standing naked next to her. She hugged me to her and I felt her ripe
breasts press against my chest as her stiff nipples burned into my
flesh. Sally told me to take off her robe and I reached up taking the
collar and pulled it back and off her shoulders letting it fall to the
floor as I wrapped my arms around her hot body. Sally pressed her body
into mine and reached around grabbing my ass and pulled me into her
cunt. I thought I would cum again as my cock and balls pressed against
her hot cunt. Sally held me this way for a while until I got
comfortable enough to move my hands down to her firm ass and pull her
harder into our embrace. All the time Sally kissed me exploring my
mouth with her hot wet tongue and lips which had just worked their magic
on my prick.
Slowly Sally moved us onto her bed and had me turn on all the lights so
that I could see her hot body clearly. As soon as I calmed down a bit
Sally had me move up over her and feel her tits some more and she began
to instruct me on how to make love. First she had me rub her nipples
slowly making her moan with pleasure and bringing her nipples to full
hardness so that they resembled tiny pricks. Next Sally took my hand
and rubbed it up and down her hard taught belly until my hand rested in
her blond bush. Sally spread her legs and had me pull back the outer
lips of her pussy exposing her pink wet hole so I could see what a woman
looked like. I loved it and wanted to put my stiff prick in right away.
Sally stopped me saying first I would have to learn how to play with it
and she reached down and showed me her erect clit telling me how
sensitive it was and gently rubbing it with her fingers. I could tell
this was really getting her hot because she moaned each time her finger
crossed the head of her stiff little button. Sally took my finger wet
it in her mouth then rubbed her clit with it moaning and thrusting her
hips to meet my finger. As her passion grew I rubbed her cunt lips with
my other finger and finally pushed my finger into her vagina making her
moan even louder. Suddenly her hands were at her breasts pulling and
twisting her pink stiff nipples and I was on my own.
I continued to push my finger in and out of her cunt and rub her clit
until she climaxed wetting my hand with her love juices. Sally's legs
twitched and jerked as she came and the muscles twitched thru her entire
pelvic region each time my finger stroked her hard clit. Sally told me
I was great and that made me want her even more, my cock was throbbing
hard and ready to fuck her but Sally had other ideas. Sally pulled my
head down to her tits and had me tongue and suck her tits and nipples
while I continued to finger her hot twitching pussy. While I was
driving her nuts with my fingers and my mouth Sally started to stroke my
ass pushing her fingers into the crack of my ass and massaging my cock
and balls with her other hand. Sally pulled my ass cheeks apart and
rubbed her finger on the rim of my anus slowly circling my butt hole and
driving me crazy. All of a sudden her finger was in my ass slowly
pushing in until her whole finger was up my asshole. Taking my cue from
Sally I rubbed her anus and slowly pushed my finger up her pulsing
rectum until it was buried as deep in her asshole as my other finger was
in her cunt. I began a slow stroking motion ramming my fingers into her
cunt and asshole with slow steady strokes. Sally was moaning quite loud
now and she released her grip on my cock and pulled her finger out of my
ass grabbing my head and pushing it down her lith belly until my tongue
was just inches from her erect hard clit. I knew what she wanted and
extended my tongue until it contacted her hard clit and instinctively
began to suck and lick her pleasure button making her cry out with
desire and pleasure. I kept pace with my fingers in her holes and soon
Sally was in the throes of another climax her hands had returned to her
nipples and she was pulling them fiercely as she climaxed over and over
again until she lay moaning her pleasure.
I was beside myself with desire and I pulled her legs up opening her hot
wet pussy and gave her a few more licks before I moved in between her
wide spread thighs my hard cock sticking out like a flag. Sally looked
down and reached for my cock guiding me into her tight slit as I rammed
my cock in with one deep thrust. Sally put her legs on my shoulders and
I rammed my cock into her tight hot pussy for about five minutes before
she and I climaxed together. The look of pleasure on her face made me
feel like a king and I continued to pound her pussy until my cock got
hard again. Sally was as surprised as I was that I could come back so
soon and begged me to try another position. Giving way to her
experience I pulled out of her cum ladened pussy and waited for her to
get into position. Sally got on her hands and knees facing away from me
and told me to fuck her cunt from behind as I moved in on her exposed
cunt and ass she told me this was called doggy style. I bent down and
licked her cunt and rubbed my thumb over her puckered anus making sure
to nip at her still erect clit. Sally was now demanding my cock so I
brought my hips level and close to her ass and she reached between her
legs grabbing my dick and forcing the head into her hot slit. I lurched
forward burying my cock in her dripping cunny. Sally told me to hold
still and let her do some work as she rammed her cunt back and forth
impaling her sweet twat on my stiff meat. I could see her hand work
fanatically on her stiff clit as she banged my cock deep into her
slippery cunt. Seeing that look on her face I reached forward and
grabbed her tits and began to twist and pull her hard stiff nipples.
Sally began to climax again as she reamed herself on my prick and I
pulled and twisted her hot nipples.
Sally and I climaxed again together and I filled her sweet hole with
another load of my creamy sperm. Sally was too fucked out to go on
right away and she pulled me up next to her and held me close as we
recovered from our pleasure. I a few minutes the closeness of her body
and the musky smell of her sex had me hard again and Sally reached down
and took my cock in her hand saying that she had never seen such a horny
young boy. I was glad I pleased her and wanted very much for the night
to never end. Sally reversed her position and began to suck my cock as
she massaged my balls and played with my asshole. Since I was looking
right into her cunt I pulled he legs apart and began to tongue her cunt
and clit and finger fuck her well lubricated cunt and asshole. Sally
said there was one other thing she wanted to teach me tonight if I was
still willing. I told her I was ready for anything and Sally looked up
and told me to fuck her in the ass. I thought of how tight her anus was
on my fingers and wondered if I could force my cock into such a tight
hole but Sally had been right every other time so I thought I should
try. I said ok and asked what I should do. Sally told me to lay back
and watch as she bent down taking my prick into her mouth and sucking me
harder than ever before. My dick was like iron by the time Sally was
ready and she move up to a squatting position over my cock and grabbed
it rubbing the head from her clit to her asshole and back for a while.
Then Sally placed the head of my cock firmly at the entrance to her
asshole and slowly pushed down forcing my cock into her vise like
asshole. Sally continued to probe her hot anus with my cock until my
whole cock was buried in her twitching rear. Sally then took my hand
down to her cunt and forced two fingers deep into her hot wet slit and
placed my thumb on her clit. I could hardly stand the pressure as she
began to stroke herself on my cock and fingers and I had all I could do
to remember to rub her clit with my thumb. Suddenly Sally cried out and
I knew she had reached orgasm when her cunt and anus clamped around my
fingers and cock making me shoot my load up her packed asshole.
After this Sally and I rested and played with each other for a while
before I took a shower and she made me promise to sit for her more
often. I readily agreed and our relationship kept up until I went off
to college. I was very lucky to find this lady and our relationship
helped her thru some difficult times as well as giving me a great sex
education. Even after her husband and her got on better footing she and
I saw each other at least once ever few weeks but more on those meetings
later.
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