Introduction:
This is the story about my first time with my sister. My sister “Kate,” as I
will call her, was always talking about sex when I was growing up. This was
the early 70’s and she was a product of that era. She was nine years older
than me and I always looked to her help and friendship. When I was about
nine or ten Kate showed me how to rub her back and for the remainder of the
years she lived at home, this was my nightly duty. Not a bad chore to have
and I never complained. To this day whenever we get together I fulfill my
duty. Girlfriends and wives have always complemented me on my fine “handy”
work. As I got older Kate would always make comments about her body —
whether her tits were a good size, should she trim her pussy hair, how her
ass looked. I would try not to act embarrassed, I thought that this is how
adults talked. Plus I love to look at her body when she would ask. Once she
was trying on her bikinis and she asked me how she looked. Before I could
answer she took it off in front of me and tried on another. I couldn’t
believe what I had just seen. She acted as if nothing had happened. That was
the first time I had seen her naked and I have never forgot that picture.
When I was about thirteen or so Kate moved back home. This made me very
happy to have her back in the house. I resumed my nightly “duties” and she
would treat me to an occasional peek of her wonderful body. Around this same
time I had learned about jacking off and just shot a load for the first
time. I was growing fast and filling out. My cock was about six inches long
at this time and was really thick. One evening while watching TV, with my
Mother in the other room, Kate said that she was getting “horny.” She said
this in such a low and whispering tone that I immediately got an erection. I
had heard this saying before and I knew what it meant. She was sitting on
the couch and I was lying on my stomach in front of the TV. I looked up at
her and she was rubbing her crotch through her jeans. I noticed her hard
nipples pressing against her tee shirt. I tried to laugh, to hide my
nervousness. She told me to come and sit next to her, which I did. Mom was
right in the other room talking on the phone with her back to us. Kate took
my hand and placed it in between her legs. She leaned into me and told me
this is what they called masturbating and I had to press and rub her crotch
for her to have an “orgasm.” I did what my sister told me to do … always.
I remember sitting next to her rubbing her jeans and how hot and moist the
fabric was getting. She put her head back and was stroking her breasts and
nipples through her T-shirt. This was making me dizzy and very excited. My
cock was crammed so tight in my pants it hurt. I tried not to think of being
uncomfortable because I had a “duty” to fulfill for my sister. I rubbed my
hand on her crotch until my arm hurt. She whispered to me once or twice not
to stop, that she was almost there. She was starting to sweat and could feel
her heat and there was a scent in the air that was new to me. She sat there
playing with her tits and pinching her nipples having her little brother rub
her hot pussy through her jeans and then it happened. Her body jerked once
and than again…I stopped and she grabbed my hand and pressed it hard
between her legs then closed her thighs tightly together. I pushed my hand
hard against her and continued to rub. She made low sounds that sounded like
she was in pain. I guess she wasn’t. When we were done she told me that she
had an orgasm and that it felt really good. I should tell you that when this
happened I was nine and my sister was seventeen or eighteen. Thinking that
this was the end I started to get up when she reached over and placed her
hand on my crotch. I was so startled. Then she started to rub. WOW …I
couldn’t catch my breath…what a feeling. I sat there, frozen, while my big
sister rubbed the outside of my pants. Then she stopped. Kate looked at me
and told me to get upstairs. It was almost nine o’clock and time to get to
bed. I almost ran upstairs so no one would see my little hardon. I come from
a large family, I’m the youngest. Kate was the one that would most often
“baby-sit” me. Now though everyone was getting older and had later curfews.
I heard her come up after me saying to my mother that she was going get
ready for bed and she would make sure that I washed up and got to bed. I was
in the bathroom washing up when she walked in. She told me to wash up and
brush my teeth then get on my pj’s. When I walked into my room she went into
the bathroom with all of her shower stuff in hand. She didn’t shut the door
all the way. The bathroom was across the hall from my room and I sat at the
edge of my bed and I could see her one leg as she sat on the toilet. I heard
the sound of her peeing. Then she got up and took her shower. I waited until
I heard the shower stop then waited some more. She finally came out of the
bathroom wearing her robe and said that it was time for her back rub. I
followed her into her room and she shut the door behind me. She smelled so
good after her shower and was more beautiful than ever. We had always had
this ritual, she would pull out the lotions and we always had a warm towel
at the side of the bed. She would lie down on her bed and remove her robe.
Then I would fold it back to cover her ass and bring the lower half up to
expose as much of her legs as possible. As I got older, I got more daring in
trying to expose as much of her as I could. This night was no exception. I
then had to straddle her ass performed my duties. This was fine for when I
was younger, but now I was bigger and heavier. So I had to sit on the edge
of the bed and twist my body, which after a time became awkward and painful.
So this night I choose to stand up and rub her. She laid in front of me just
showered and smelling lovely. Her white robe covering only her ass. Her legs
where spread slightly apart and I could see the sides of her tits in the
position. I had a hardon the would stop time and it poked through my
pj’s…I did wear my underwear. I started to rub Kate’s back when she told
me that she would like me to start at her feet tonight. I always loved to
massage her feet and legs. I started with one foot. How I would do this was
sit with one foot in my lap and the other behind me then change position. As
I rubbed Kate’s lovely feet I sat more on the bed and further back. This
made her have to spread her legs even farther apart and it gave me a great
view. I could see her pussy in this position and some of her ass. I was in
heaven. If the night were to end now I would have been happy. I started to
rub her ankles and calve and then to the back of her knee. This is when the
show would begin. I stood up and my cock popped right out of my pj’s. I
think she saw it but she said nothing. I just left it like that. I knelled
between her legs and started massaging I would lift her leg to get to the
front. As I would lift I could see her pussy lips move, I continued to rub
and I worked my way up to her ass. I would let a finger brush against her
ass and inner thigh. She let out a soft moan. This was wonderful. Kate had
beautiful legs, great shape and a slight tan. She told me to start on the
other leg. This time when I put her foot in my lap she moved it all over my
lap, letting it touch my cock. This sent shivers through me and I thought I
would lose it. I repeated the whole act again for my sister. Rubbing and
caressing her legs like a lover. When it got to the point when I would kneel
between her legs I would reach back with both hands and rub both legs and
slide them up to where the robe was covering her. Then I got bold and would
let my hands touch a little of her ass. Then the next time I let them slide
between the crack of her ass. This made her let out a little gasp. I just
continued doing this, a little touch here and a brush there. Kate told me
that it was time to start on her back. I had to sit next to her on the
bed…side saddle … and I started with her shoulders. She reached back
with one of her hands and placed it right next to my cock, then she lightly
touched it and put her hand back to her side. She said nothing and I said
nothing. I had to scoot down further and work her middle and lower. Kate
told me to straddle her like I used to. I told her that I was too big and
she said that it was OK. But sitting on her ass was too uncomfortable and I
scooted down and as I did her robe came with me a little at a time. I
massaged her back and for the first time her ass. She said nothing. I glided
my hands across her flesh using more lotion to make real slippery. What a
fantastic thing to do. Spending the night massaging my sister’s body. Seeing
her ass for the first time and glimpses of her pussy. Kate told me to slide
down a bit further that she was getting cramped. I did as I was told. Then
she told me to rub way up to her shoulders. This was awkward. With me so far
down and having to reach up, my cock was placed between my sisters well
greased buns. She said that that was it, to keep doing that. I did what I
was told. I stayed with my legs spread planted just below her ass and
reached up to her shoulders and back down. My cock was gliding between her
cheeks the sensation was making me dizzy. Then Kate started to rock back and
forth and jutting her ass up meet my strokes. It was too much for me I could
feel myself starting to cum. Then Kate reached back and with both hands
spread her cheeks so my cock was sandwiched between then and cheek fucked my
cock. I exploded and cum shot from my cock and over my sisters head then
another spasm and another. I shot come all over her back. I was so grateful
for the release. Kate lay there very quiet, hands still pressed my cock
between her buns. My cock throbbed and pulsated. Then my sister asked if I
had cum all over her back. When I told her I did and she told me to clean
her up, which I did. Wiping my cum off my sister’s back only made me harder.
But I did as she said. When I was finished Kate rolled over and looked at
me. I almost came again when I saw her tits. She said I was naughty for
shooting sperm on her and I felt really bad. I told her I was sorry that it
was an accident. Kate told me that I would have to start with her feet and
massage her front. I had never done this before. I just stood there with my
cock jutting out from my pj’s. “Rub!” Kate told me. I planted myself,
kneeling between her legs. I massaged both legs at the same time and worked
my way up to her pussy, which wasn’t even hidden any more under her robe.
Each time I came to the top of her legs she would spread them a bit more and
let out a soft moan or a gasp. I could only stare at her pretty tits as I
massaged her legs, my cock still sticking in front of me. Kate began playing
with herself one hand massaging her pussy and the other pinching her
nipples. This was a dream. My big sister masturbating as I watched and
massaged her. She continued this until she came. When she finished she told
me to scoot up so now I was straddling her belly and she instructed me to
massage her tits. This was the first time I had ever touched a girl’s tits.
I reached out and she guided me and told me how to move my hands around her
breasts and finger her nipples. I did this when she reached for my cock and
slowly began to stroke my young flesh. She kept her eyes closed and didn’t
say a word. She pulled me closer in time and let me slide my cock between
her tits and she asked if I could cum again and when I said yes she pulled
me close and let me enter her mouth. The warmth and softness of her mouth
caused me too shoot my second load into my sister’s mouth. I shook as more
of my cum came out in waves of pleasure. Well, that’s my story. It’s hard to
believe that that was over 20 years ago. Kate and I have always continued to
stay close. She taught me much as a kid and into adulthood. We still have
special times.

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