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- The First Time
-
- 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 lithe 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.
-