Pony's First Time

The next morning at breakfast Angie asked me what happened to me and why didn’t
I come to her room as we planned. I told her I “bumped into” her mom when I
started to her room and was afraid she would catch us. She said she had to go
to cheerleading practice this morning, but would start “teaching” me when she
got home around noon. I said great (I really needed some sleep to recover from
last night anyway).

She came home at noon and suggested we take a shower together to break the ice
and make sure we were clean and smelled good. We undressed and stepped into
the shower together. Angie looked like the cover of a teen magazine. She was
very trim and in great shape. She had very nice C cup breasts - firm and
high. She was on her way to being as large as her mom some day. She had a
very well proportioned figure from cheerleading and swim team. She didn’t have
a lot of pubic hair yet so I could see her pussy lips as we got wet in the
shower. She reacted and was staring at my soft dick and commented that it was
the largest she had seen, but that wasn’t very many as it turns out.

She suggested we wash each other to get used to our bodies. She soaped me up
first and really seemed to enjoy it and it felt good to me too. She covered
every inch of my body which is very muscled from all my sports activities. She
said she really loved my tight butt and spent a long time soaping it up. And
then she turned me around and started soaping my dick and balls. She said they
were a lot larger than what she had seen with the two neighborhood boys she had
played around with so far. I cant believe I didn’t get a hard on as she washed
me, but I didn’t - I guess due to the last night’s activity with her mom.

She then said “its your turn” and handed me the soap. Wow... where to start!
I started with her back, which was trim and muscled. And then her cute little
tight butt - I washed and washed it till she eventually turned around for me to
soap her front. I soaped her neck and quickly moved to her breasts. I really
soaped them up and massaged them a lot - this was like heaven to me. After a
while she pushed my hands down to her flat stomach and her pussy. It was very
soft and felt so sexy. She moved around as I rubbed her pussy, since I guess it
was pretty sensitive, but she said not to stop. I now think she had a small
orgasm - but I’m not sure. She said, “Lets rinse off and get out and dry each
other off.”

We dried off and she had me sit on the side of the bed. I still didn’t have
confidence that I knew what to do since her mother had taken charge last
night. She lifted my soft plump dick and played with it. She also played with
my balls. Slowly, my dick finally started to grow and get hard for her. She
started to masturbate me like I do at home in my bathroom and bedroom. It got
to its full size and she gasped and said she couldn’t believe it was so large.
I asked her to let me play with her body now, so she lay back on the bed and
relaxed. I massaged her breasts and rolled her nipples between my finger and
thumb and watched them grow and get hard like her mother’s had. I then spread
her legs apart so I could see and play with her sweet little pussy. She had
neat lips on her pussy which I stretched a little and rolled between my fingers
and thumb. She moaned and started to roll her hips and arch upward as I
continued to play with her pussy. She took my hand and showed me where her
clit was, and told me to include it in my massaging of her pussy, which I did.
She moaned and arched until she shouted she was about to come - and not to stop
playing with her pussy. She was massaging her own breasts and pinching her
nipples while I played with her pussy. She finally shouted “I’m coming...I’m
coming” and arched her hips and bucked violently and actually squirted out
something similar to my come. It was beautiful to watch.

I had stayed hard as nails throughout her performance and assumed we would now
have intercourse. She was obviously still very turned on. However, she said
even though she would love to have intercourse with me, she didn’t think my
huge dick would fit in her small tight pussy and wasn’t very anxious to try.
She said she would try, but made me promise not to force it and let it be
entirely her decision how far to go with it. Of course I agreed and meant it -
since she was very nice and was now my good friend. She was still very wet
inside and out of her pussy. She told me to put spit on my dick to get it wet
and slippery also. She sat on the edge of the bed and spread her legs wide and
had me stand in between them. She looked at my huge hard dick and just shook
her head and actually looked a little scared. She and I guided the head of my
dick to the center of her pussy opening. I applied a little pressure and tried
to enter her. No luck. The head of my dick was much larger than her opening
and wouldn’t even start in at all. She was massaging her clit all the time we
were trying, but we didn’t even come close and it was hurting her to keep
trying so we stopped.

She said she was sorry but would help me come in the other way. So she
masturbated me with both hands - it felt great. She said she had never given
a “blow job” but would try that for me. She first licked my dick and then
tried to put it in her mouth. She did get it in but it hurt her mouth to get
even the head in. It looked like her mouth would explode. So she decided to
just lick it and keep stroking it with her hands. I finally came a lot and it
spurted a couple of feet in the air. We both laughed and admitted we enjoyed
all we had done and we did it a lot more that summer while I stayed with her
and her mom.

Well her mom, aunt Sarah, and I had all forms of sex almost every night of the
6 weeks I was there. Her pussy was a good fit for my dick and was actually
tight and felt wonderful - an advantage of an older woman for me. She was
almost 40. Angie and I also had several more “sessions” too, and enjoyed them
a lot. But we were never able to have intercourse because of the size
difference. I never told either of them about my sex with the other, and am
sure they would have been mad if they knew of it, since they aren’t trashy or
anything. But they are still my best friends and favorite relatives. I hope to
visit with them again in the future. And I’m hoping we will continue our
sexual “lessons”.

But let me tell you - size does matter, and it isn’t all good. At least half
of the girls I have tried to have sex with now that I am in college, either
wouldn’t or couldn’t because of the large size of my dick. The ones who could
take it have said it was awesome. But, in spite of all the jokes, I have
missed out on having sex with some fantastic girls, like Angie. I worry about
falling in love with a girl who can’t handle my dick size.