Pony's First Time
Between my junior and senior year in high school, my parents went to Europe
6 weeks on a vacation trip. They arranged for me to stay with my mom’s sister
who was divorced and her daughter, Angie, my cousin and my same age.
Since I was very shy around girls, I was still a virgin and really hadn’t even
dated yet. I had learned to masturbate though, and did it a lot like most boys
do. I spent all my energy playing sports and was pretty athletic. My
teammates teased me a lot when we were in the showers and called me “pony”
since my dick seemed to be a lot bigger than all of theirs. They said girls
were going to really love it when I finally got around to having sex. It was
not only pretty long, but was very thick as well. It was very embarrassing
though when for no reason it would get hard and huge and stick out and up in
the showers with other guys around, and I would always get lots of wise cracks
from my team mates.
Well, as I was saying, that summer I “moved in” with Angie and her mom. I was
given a room in the basement, while both of them had bedrooms in the 2nd
floor. On the 3rd night I was there, we were all watching TV in the den and
getting to know each other and having fun and laughing a lot. My aunt finally
said she had to go to bed because she had to leave for work early the next
day. Angie and I kept watching TV and talking about lots of things, including
sex. She said she had had sex a couple of times, and finally got me to admit I
was still a complete virgin. She couldn’t believe it, saying I was good
looking and an athlete. She offered to teach me a few things if I wanted her
to, and naturally I said “Oh Yeah, great”. The talk had “turned us both on” I
She said she would go upstairs and go to bed and pretend to be asleep, and for
me to sneak up to her room in about a half an hour. Since her room was next to
her mother’s, I must be very quiet and not turn on any lights. I was to take
my clothes off and climb into bed with her and she would start “teaching” me
about sex. Wow!..I could hardly wait.
I went to my room and stripped to my boxer shorts and lay on my bed. I got a
tremendous hard on just thinking about what lay ahead. After a half hour I tip-
toed up to the 2nd floor in my shorts with a tremendous hard-on sticking out
the front fly hole. It was very dark in the house and I was knocking against
furniture all the way.
When I got to Angie’s room I opened the door slowly, so as not to make noise.
When I closed the door it was pitch dark and I couldn’t even see my hand in
front of my face. Angie was making noises like she had fallen asleep, but
since she had told me to come up, I dropped my shorts and went over to Angie’s
bed and slipped under the covers with her.
I cuddled up next to her and started to slowly play with her breasts to gently
wake her up. Her tits felt much bigger than they had looked like they would be
downstairs with all her clothes on, but they felt great - so soft and smooth.
I wished I could see them, but it was too dark. I massaged them and started to
play with her nipples, and surprisingly, her nipples got hard and much bigger
and “stood way out” from her breasts. Wow they felt great. She was still
pretty much asleep, but was responding to my hands by moaning in her sleep and
slowly moving her body. She sleepily rolled over to face me and gave me a slow
kiss and stuck her tongue in my mouth and rolled it all around - I responded by
doing the same back to her. While we kissed, I kept playing with her breasts
since I had never done it before. She slowly reached one of her hands down my
stomach to my crotch area. She tickled my pubic hair and then touched my
dick. She gasped - even while she kept kissing me.
She gripped it and it was rock hard and throbbing. Now she started sliding her
hand up and down its length and squeezing it as she went. I whispered “Teach
me” and she started kissing my body all over; my chest and stomach, and then
started kissing my dick even. She was actually kissing it and licking it at
the same time - it felt wonderful ! She then started putting my dick in her
mouth and sucking on it in addition to licking it. I felt like I was about to
cum and I tried to hold it back, but I couldn’t. I exploded in her mouth while
she was sucking it, but instead of moving away she actually sucked it all out
into her mouth and then swallowed it.
She kept her grip on my dick and moved back up to kiss me again - long and wet
and hard. Amazingly my dick stayed rock hard - not like when I masturbated back
home - wow!. After a few minutes of kissing she put my hand between her legs.
Her pussy was very wet and soft. Her wetness was actually all over the inside
of her legs. I wished I could see it, but I couldn’t see any part of her it was
so dark, and we weren’t talking so we wouldn’t wake her mother. She would grip
my dick with both her hands and still suck the top half of it . She then
rolled me onto my back and held my dick straight up and straddled my body. I
couldn’t see, but she was putting her pussy over the top of it and was letting
herself down on it slowly. She let herself go all the way down on it and
gasped and said “Oh God, Oh God” fairly loudly. It was then I realized that it
was not Angie, but her mother, my aunt Sarah !! I had gone in the wrong room
I really didn’t know what to do. But my aunt was really going up and down and
rocking back and forth on my hard dick now and moaning and saying “Oh God” a
lot. AND, It felt soo goood ! She leaned forward and swung her large tits
against my mouth and said “suck and kiss them”. I put them in my mouth and
sucked while she kept rocking on my hard dick. It took a long time this time
since it was my 2nd, but soon she said, “I’m cumming....I’m cumming!” Now I
was afraid we were going to wake Angie up. She shuddered violently several
times, but kept right on going riding my dick. A while later, she said “I’m
cumming” again, and it was more violent than the first time. And this time I
exploded right with her - inside her hot wet pussy. It was really awesome !!
She fell off and cuddled up beside me and kissed me on my cheek. She said I had
the biggest dick she had ever seen - much less touched and fucked. She said it
had been a long time since she had had sex, since she had been divorced for
several years. She said since I was obviously very shy, she couldn’t believe I
had the nerve to just come into her bed and start making love to her.
Obviously, I couldn’t tell her about mine and Angie’s plan. She said she would
have sex with me the whole 6 weeks I would be there if I wanted. Of course I
said great. I told her I was a virgin though and didn’t know much about sex.
She laughed and said with my “equipment ”she would be happy to teach me all she
My dick had finally gone soft after that 2nd time and I figured that was it for
the night, However, my aunt said she bet she could get it up one more time to
show me one other way. I said OK if she would turn on some lights so I could
see her naked. She turned on the bed lamp - and she was really great looking.
She was probably maybe 10 or 15 lbs overweight, but in very good proportion.
She had very large breasts that still mostly stuck out and had large pinkish
brown nipples. Her nipples were hard and still sticking way out from her
excitement I guess. Her pubic hair was brown and thick and in an almost
perfect triangle on her lower stomach.
She played with my dick and sucked on it and in no time at all it was rock hard
again. This time she got on her hands and knees on the edge of the bed and had
me stand behind her and between her legs. For the first time ever I got to see
a real pussy in person (not magazines, movies, or internet). It was very sexy
looking and I could see her lips and her pink area where they slightly parted.
I licked it to get it even wetter and so I could see it up close. It was soft
and silky to touch and actually tasted pretty good. I used my fingers to part
her pussy lips and placed the head of my dick against her pink opening and
slowly pushed it into her again. It was very wet and very hot and again she
gasped as I drove it deep into her. I slowly stroked her all the way in with
my full length. I could see her big breasts and they were hanging down and
swinging with my rhythm and motion. I reached around her and squeezed both of
her breasts with both my hands. And I gently pinched her hard nipples. Then I
held her big beautiful butt in my hands so I could hold on and stroke her
deeper. We did it this way (doggie style she said) for a long time. She then
told me to try moving my dick up to put it in her other hole above her pussy.
I pulled my dick out and lined it up with this little hole and shoved... but my
dick was just too big. She turned and put her mouth on it to get it very wet
for another try - but no way - my dick was just too big for that small hole.
She rolled over then and put her legs up on my shoulders and guided my dick
back into her pussy. She told me to pump as hard and deep and fast as I could
until I came. I did and we both groaned with ecstasy as I stroked her hard and
deep. We again came at the very same time. I was as exhausted as if I had
just finished a football game. I staggered back downstairs to my room and
slept like I was dead.
As a child I had ask mom about her noises in the morning after dad left for work. She told me she worked out to stay slim for him and didn't want any one seeing her doing the silly Simmons dances...
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