14 years ago I posted a couple of stories from my first sexual experience, which…
Paper Route
Paper Route
When I was 13 years old one of my friends, Pete, asked me to take his paper route for a
month so he could go to summer camp. He said he would pay me $5.00 a week and I
could also keep the net income from the route for those four weeks. The route only had
about 50 people but we lived in a semi-rural area, so the houses were kind of far apart.
The route was about five miles long. I agreed after he told me that most of the people
usually tipped well. I went with him on the route a few times and drew myself a map so I
would remember who got the paper.
I was to collect each Friday. He put a note in with the paper so the people would know I
was going to be doing the route. The first week was uneventful and the weather was nice
so the bike ride wasn’t bad. The Sunday paper was much larger than the daily, so I had
to deliver to half of the customers and go back for the rest of the papers. This wasn’t too
bad as I planned it so I would be near to my pick-up point at that time. Collection day
was a new experience for me. I knew quite a few of the people so it wasn’t too bad. One
of the customers was a single lady of about 35. She lived at the end of a quiet lane in a
very nice home. I knocked on her door and she came almost immediately, as though she
had been waiting for me. She was really good looking and was in her housecoat. She
asked me to come in while she got my money. The housecoat wasn’t very heavy and I
could almost see through it. I waited for a few moments and she returned with an
envelope and a glass of lemonade. She said, “I’m sure you are thirsty as it is quite warm
already.” I replied that I was and thanked her for it. I noticed that the belt to her robe
had come loose and I could see most of one breast. She asked how I liked doing the route
and I replied that it was o.k. She asked me to sit down and chat while I drank my
lemonade. She sat down across from me and I noticed that the robe had come open more.
I was kind of shy and tried to look the other way. She moved her legs and the robe fell
open all the way to her stomach. She had nothing on underneath the robe. I could see the
inside of both breasts and they were very large. I couldn’t help but stare. My cock was
getting hard and I tried to hide it. She asked me if I had ever seen a woman naked. I
replied that I had not. She said that nakedness was nothing to be ashamed of and that she
often went around the house that way. She asked if I would mind if she removed her
robe. I could only shake my head, as I couldn’t speak. She stood and removed her robe.
She was totally naked now and she was beautiful. She had large breasts that stood out
and a hairy crotch. She turned around so that I could see all of her. She said, ” Well now
it’s time for you to show me yours.” I said, “What, you want me to take my clothes off?”
She said, “Sure I like to look at nice boys.” I only had a t-shirt and a pair of cut-offs on
and my shoes. So I stood up and removed my shirt and then turned my back to her as I
removed my cut-offs. I also had underpants on and she told me to remove those also. I
was embarrassed, as my cock was as hard as a rock and was standing straight out. She
said to turn around so I slowly did. She gasped as my cock came into view. I was well
hung even at twelve. She said, “God I have seen fully grown men with cocks a lot
smaller than that. Pete said you had a big one.” I said, “Pete told you about my cock?”
She said, “Yes, that’s why you have this job. I told him to get someone who was well
hung, and he sure did.” “I’ll be right back” she said, and turned away. She was quickly
back with a ruler in her hand. “Come here” she said, “I want to measure it.” I slowly
walked toward her and she took my cock in her hand a laid the ruler along the top. “My
God, it’s 7 ¾”s long.” She held it in her hand for a moment and I almost came right
there. She released me and asked if I had ever felt a tit. I shook my head no and she took
my hands and placed them on her tits. They felt wonderful. I said, “Gee I better get
going, I still have some more collections to make.” She said, “Pete told me that you and
he jack off together sometimes, is that true?” I nodded yes. She asked me if we did each
other and I told her no we didn’t. She said, “I want to see you cum. Jack it for me as I
play with your balls.” I was really embarrassed about this, but I was also very excited. I
took my cock in my hand and started to stroke it. She reached down and cupped my balls
in her hand. I was so excited it only took me a couple of minutes to cum. She cupped
her hand and caught it all. “That was very nice” she said,” a little fast but very nice.”
“Now I will let you watch me masturbate.” She sat down and spread her legs. “Get close
so you can really see what I am doing.” She spread herself open and there was this small
knob-like thing that she said is called a clitoris. She said it is sort of like the knob on a
guys cock. She stuck a finger into her pussy and got it wet and started to rub her clitoris.
She told me to try it. I also stuck my finger into her pussy and then started to rub her
clitoris. She started to breathe harder and said it felt great. She then told me to use my
other hand and stick a couple of fingers into her pussy. I did this and her hips started to
move. She reached down and grabbed my cock. She said, “Wow you are hard again
already.” She told me to move my fingers in and out of her pussy and keep rubbing her
pussy. I did and lots of liquid came from her pussy. She told me to use more fingers. So
I did. She was stroking my cock now and I was getting really excited. She said “More,
more, faster, faster.” I rubbed her clitoris hard and fast and shoved all of the fingers of
my other hand into her pussy. She screamed, “I’m cumming, I’m cumming,
ooohhhhhhhh aaahhhhhhhhhh.” At the same time cum started to spurt out of my cock. It
went all over the chair and onto the carpet. She held my cock tight. I kept up my rubbing
and she screamed again that she was cumming again. She did this three times before she
told me to stop. She pulled me up so I was standing in front of her. My cock was still
hard. She pulled me closer and grabbed my cock. My cock was only inches from her
face. She pulled me even closer and licked the end of my cock. My knees almost
buckled it felt so good. Then she opened her mouth and sucked my cock in. She put her
hands on each of my butt cheeks and pulled me forward. She had almost all of my cock
in her mouth. She started to swirl her tongue around my cock head and moved her head
back and forth. I had my hands on her tits and tweaked her nipples. Soon I was ready to
cum again and I told her so. I thought she would take me out of her mouth. But instead
she started to suck faster. Soon I was spurting my third cum of the day into her mouth
and she was swallowing it. I was breathing so hard it felt like I had just run the 400-
meter race.
She pulled off my cock and smiled up at me. “Oh that tasted so good, I wish I hadn’t
wasted the other two,” she said. I told her I had to sit down. I slumped to the floor and
took a deep breath. She said, “You have a beautiful cock Larry, I want to do this again.”
I said, “Not today I hope, I am tired.” She laughed and said, “No not today, maybe
Monday if you can stop by, I want to show you how to lick my pussy. Then after that I
will show you how to fuck. But we will take it slow.”
I got dressed and finished my collections. None were as good as the one at
the end of the
lane though. That night I thought about the afternoon. I had to jack-off twice before I
could get to sleep In the following weeks, Jackie (that was her name) tu
rned me into an
excellent lover. I wonder why Pete hadn’t told me about Jackie. I will tell you more in
Chapter II.
Chapter II
On Monday after my deliveries I told my mother that I was going fishing for a while.
This is something I often did in the summer, so she didn’t question me. I rode over to
Jackie’s place. I was careful not to let anyone see me. She was already naked when I got
there. She undressed me as soon as the door was closed. My cock was hard at once. She
told me lay on the couch on my back. I lay down and my cock was sticking straight up.
She came over and looked me up and down. “I can’t get over how big your cock is” she
said. “I just love it.” She played with my cock and balls for a while. She sucked my
cock and my balls and tickled my asshole. She had me get on my hands and knees and
then rest my head and chest on the couch. This caused my ass to be up with my cock
hanging down. I felt something warm and wet on my asshole. It was Jackie’s tongue.
She was actually licking my asshole. I think my cock grew another half inch. She did
this for a few minutes while gently stroking my balls and cock. Then I heard something
buzzing. I looked back and she had this thing that looked like a flashlight but had a
tapered end on it. She said it was a vibrator. She touched my cock with it and it felt
really good. Then she rubbed it over my balls. Finally she touched my asshole with it.
She shut the vibration off. Then she started to slowly shove it up my ass. It hurt a little
and I told her. She withdrew it and put some sort of lubrication on it. She soon had it
buried in my ass. Then she turned the vibration back on. My god it felt wonderful. She
slowly moved it in and out. She slid under me so she could suck my cock. She fucked
my ass with the vibrator while she sucked me. Soon I was cumming in her mouth. She
wriggled the vibrator and sucked me hard. It was the best cum I had ever had. I really
shot a lot.
Then she pulled the vibrator out and told me it was her turn. I was ready and willing to
do anything she wanted me to. She got a bigger vibrator and told me to get up so she
could lie down. She laid on her back and spread her legs. She spread her pussy lips for
me and showed me how to lick her clitoris and pussy. I licked and sucked and licked
some more. Then she told me to turn the vibrator on and slide it into her pussy. I did this
and she gasped in pleasure. I licked her clit and sucked on it and slid the vibrator in and
out. Soon she was cumming. I gave her five orgasms this way. She screamed and cried.
Then she told me to shove the smaller vibrator up her asshole and the bigger one into her
pussy. I did this and licked and sucked her clit some more. This time it took only a few
minutes until she came. She pulled me over on top of her so she could suck on my cock.
She said this was called 69. We each came twice this way. This must be what heaven is
like I thought.
After this she brought out a vibrator that looked exactly like a big cock. It must have
been about 9 inches long. She told me to lie on my back and close my eyes and open my
mouth. I did and then I felt the small vibrator in my ass again. Then a soft thing touched
my lips. It was the cock vibrator. She shoved it in until the head was fully in and then
told me to suck on it, I was not to open my eyes. I did and she started sucking my balls.
She had me hold the cock and suck it as she diddled my ass and sucked my cock. Soon I
was cumming again. Suddenly I felt this warm salty liquid shooting into my mouth. I
opened my eyes and some guy had his cock in my mouth dumping his load. I glanced
down and another guy was sucking my dick. I almost choked on the guys cum there was
so much of it. At that instant I shot my load and the other guy sucked it all up. I gasped
and said, “What the heck is going on?” I looked down and Jackie had the cock of the guy
who was sucking me in her mouth. He must have cum because there was cum running
down her chin. I was a little angry that I had been suckered into this, although I had to
admit it wasn’t so bad. The guy who had shot into my mouth had a huge dick. It must
have been 10 inches long. It turned out to be Jackie’s brother. We all rested for a while
and then Jackie wanted me to fuck her. She lay back and the guy who had sucked my
dick slid his cock into her asshole. I crawled on top and shoved my dick into her pussy.
Her brother slid his dick into her mouth. The guy on the bottom came first. I could feel
his dick throb as he emptied his load into Jackie’s ass. Then Her brother started to cum.
He pulled out and shot his big load all over her face. Then I came, my first time shooting
into a real live pussy. I pulled out and Jackie’s brother licked my dick clean and then
sucked what cum he could get from Jackie’s pussy. Later on that day I fucked both of the
other guys in the ass. I also sucked the other guy’s dick although he never came. I sure
learned a lot on that Monday. I even got to fish a little afterward and caught a couple of
fish to take home. The rest of the month was very interesting as I went to Jackie’s place
every chance I could get there. Ususally it was just me and her, but sometimes the other
guys were there too. It sure was the best summer of my life.