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                 K R I S T E N' S    C O L L E C T I O N
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		                WARNING!
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Losing My Virginity To An Older Woman
By RS (rs73111@hotmail. com)
edited by easygoingca

***

How at 17 I lost my virginity an older woman. (F/M-
teen, 1st, oral)

***
 
It was a hot July and I was working at my father’s 
restaurant. Since it was seasonal the staff only worked 
there from May until September. I started working there 
when I was ten years old, but now that I am 17 I was 
promoted to a more responsible position. The restaurant 
had a cellar where we stored all the foodstuffs, a main 
floor that could accommodate 180 people, and an 
upstairs that could hold 80 people. I was in charge of 
the cellar.
 
My father employed waitresses and chefs from London and 
part of the deal was they had rooms within the 
restaurant. In fact there were about 8 different 
bedrooms, I shared one with a friend.
 
One of the regular employees was a married lady named 
Margaret. I had always liked Margaret and she always 
called me her favorite boy. She was about 5ft 2in with 
lovely blonde hair, big rounded tits, and a trim waist 
that was exaggerated by her wide belt, which she always 
wore tight, and an above the knee blue serge skirt. Her 
tits looked lovely and full inside her crisp white 
blouse. She had lovely big blue eyes set in a round 
face. Her nose had a slight turn up at the end, I 
always joked about that in a very friendly manner.
 
She had watched me grow up but had never allowed this 
to stop her from putting her arms around me and being 
very friendly. Little did she know that over the years 
I had a crush on her and had on many occasions 
masturbated myself over fantasies about her.
 
But this season I noticed that when I saw her there was 
a different feeling inside me and I couldn't play with 
her without getting a hard on. At first she pretended 
not to notice, but one day when we were having a lunch 
break together she started asking me personal 
questions. She knew I had a girl friend and she asked 
me if I had had sex with her. I lied and said, "Of 
course I have, all the time."
 
She looked at me as I blushed and she said, "Right," as 
her head kept nodding.
 
We really did have a good friendly relationship and we 
always worked together in the upstairs restaurant. She 
caught me looking at her many times and she even made 
jokes about it. I was so naive and she obviously knew 
this and caught me time after time and made things 
harder for me by rubbing herself up against me, even 
brushing her tits across my arms when we were drying 
the plates.
 
One Saturday morning in July my dad told me to go work 
in the cellar and explained to me what I had to do. I 
had been down there about an hour when Margaret called 
my name; I answered and went to meet her. She asked me 
where all the clean tablecloths were, I told her last 
room down to the right, as there were about ten rooms 
in the basement. She said that she would not go down 
there on her own, as there was no light. 

I put the light on which supplied the room and walked 
down with her. The tablecloths were on the top shelf 
and she couldn't reach them so I reached above her 
head. As I stretched above her I got the funniest 
feeling inside me, the small hairs on the back of my 
neck stood up and my arms were covered in goose bumps. 
She noticed this and turned around and looked up at me 
saying, "I really do have an effect on you don't I?"  

At the same time she brushed her lovely small soft 
fingers over my arm.  By now I was really blushing. I 
was holding these tablecloths above her head when she 
said, "What's this? Are you really pleased to see me?"
 
Her hands had dropped down and touched my already 
throbbing cock, she looked up at me and stood on her 
toes, I lowered my head and gently put my lips on hers. 
They seemed to be welded together as I dropped the 
tablecloths and put my arms around her and lifted her 
off her feet, still kissing her all over her face. 
Within seconds she had unzipped my pants and had 
somehow managed to get my cock out. She mentioned that 
it was dripping with pre-cum.

I couldn't move, I'd never had any female touch me. She 
kept telling me to relax but I couldn't and within 
seconds I'd cum I was so sexually charged. I was 
shaking and seemed to be transfixed. She told me not to 
worry and said that I must promise her to go around to 
her house on our night off. I agreed.
 
Our night off was Thursday. How I got through the next 
few days was difficult as all I seemed to do was 
masturbate. I couldn't stop thinking about her. I was 
going to fuck the woman I'd had a crush on since I was 
12. I just couldn't wait to get my hands all over her.
 
I asked one of the chefs about sex. He actually drew me 
a picture of a pussy as I'd never seen one and told me 
to work on the clitoris. He told me to tweak the 
nipples, to suck them and to lick the clit. I felt more 
at ease.
 
Margaret would now touch my hand, and put her arms 
across me so that her breast was right in front of my 
face. She was flirting all the time. On the Wednesday 
before we were to get together I mentioned that I'd 
never bought any condoms. She laughed and said that she 
was on the pill and that everything would be ok.
 
Thursday arrived and I got in so much trouble during 
the day because I was making so many mistakes and kept 
dropping plates. Finally I was at her front door, 
Margaret opened it and had on a lovely yellow summer 
dress. She could see I was nervous and took me into her 
front room and we sat down on the sofa. She told me 
that her husband was away on a trip and wouldn't be 
back till Saturday. 

We sat talking for what seemed ages. I could feel my 
cock really throbbing and leaking pre-cum. I just hoped 
that I could hold on to it but knew that I was good for 
at least three orgasms as I had jerked myself silly all 
week, at least three or four times a night.
 
Margaret said, "Come on then, let's go upstairs." I'd 
been waiting impatiently for this moment, I was sure 
that I loved her. When we finally got in the bedroom 
she asked me to undress her. The dress undid from the 
back and I undid the buttons as I kissed her neck. I 
slid the dress over her shoulders and let it drop to 
the floor. I was standing behind her and as the dress 
hit the ground I looked down to see that she was naked. 

Her ass was exactly how I imagined it, round, lovely, 
and with firm cheeks. Her waist was slim and her 
shoulders square and straight. When she turned around 
and I saw her breasts, they were amazing. Her nipples 
were large and prominent. Both tits were full but firm. 
She had a flat stomach and tight curly blonde pubic 
hair. She looked like a million dollars.
 
She told me to take my time as she started to undress 
me. It felt strange being naked in front of a woman. 
She put me at my ease by kissing my nipples and biting 
them till it hurt. We kissed and kissed. She wouldn't 
let me touch her pussy but I was content to fondle the 
best tits in the world. I sucked her nipples and 
tweaked them really hard, pulling them out. They 
extended a full inch.
 
She told me to lie down on my back on the bed and she 
came to my side and knelt over me. She gently took hold 
of my cock in two hands and told me that I should be 
proud of the fact that I had such a big cock. She 
slowly pulled back the foreskin and saw all the pre-
cum. She bent over and put my swollen knob in her mouth 
and nibbled on it, gradually sucking it into her mouth 
and twirling her magical tongue all the way around the 
head. I could not bear it and could feel the rush 
coming from deep within. I told her this, she said she 
knew and carried on until I filled her mouth full of my 
seed, which she swallowed.
 
My erection wasn't impaired at all, and I wanted to see 
her pussy. She turned over and opened her legs as wide 
as she could. I knelt between her legs and just looked 
at her glorious pink flesh. She used her fingers to 
open her lips wide. I could see her pink magic hole. 
She told me to lick it. It tasted nice and I remembered 
what I was told and began to suck her clit, I also 
began to slide my fingers inside her cunt. One, two, 
three fingers slid in so easily. She told me to slow up 
and to keep sucking her clit. 

After awhile I noticed her body stiffen she began to 
shout faster, faster, fucking faster. Then all of a 
sudden she shouted out and dug her fingernails in my 
back, and then she came and I felt her relax.
 
We both lay there for a while and since I still had a 
raging hard on she told me the time had come for me to 
lose my virginity. She said that I would always 
remember this night because she had passed on her 
experience to make it special for me. At the time I 
didn't understand what she meant, but now years later I 
know she was right. I will always recommend a young man 
to be seduced by an older woman.
 
She gently guided my cock inside her cunt and began to 
ride me slowly; I couldn't believe how great it felt. I 
came within a minute but I asked her not to stop. She 
kept going as I saw all my juices dripping from her. I 
turned her on her back and started to pump her quicker, 
I so wanted her to come. I began to sweat and moan as I 
could feel that special feeling coming from right 
inside me. She began to shout, "Fuck me hard Ronnie, 
fuck me harder, fuck me, oh god I’m coming."
 
She dug her fingernails in my back and pulled me really 
hard into her, until I saw the blood rush to her face 
and knew then that she was spent. Seconds later I came 
for the third time.
 
She was right I’ve never forgotten her and at the time 
I’m sure I did love her that summer. Thursdays have 
never the same for me.
 
***

There is more, but let me have your feedback first.

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. You only have one body per lifetime,
so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 46