Perverts 'R' Us

First Experiences, Aug/Sep 1955 - Part 1

By Walter Howard ( m/f, m/F )

Author's note: All my stories are semi-biographical. They all happened to me in some way or another. Names, dates and participants may or may not have been changed. If you like my recollections, please respond to wahobac@email.com. Thank you.

I had spent all summer at my grand-parents house in Webb City, Missouri, and was ready to go home. I had just turned fourteen, and was looking forward to starting High School. The first part of the trip included a train ride to Kansas City, and then hooking up with my uncle for a ride in his semi truck to Hutchinson, Kansas. From there, I was to ride with his family to Denver to catch a Greyhound the rest of the way to Oakland.

I climbed into the back seat of my uncle's big Buick along with the rest of my cousins for the long ride to Denver. My aunt and uncle had five kids, so there were five of us in the back seat, while the youngest rode up front with his parents. I ended up next to the door behind my uncle. Sitting next to me was my twelve-year-old girl cousin. I could tell she was attracted to her big boy cousin by the way she had been looking at me. Karen was just average-looking and kind of skinny, but she was wearing a knee-length skirt that somehow kept riding up her legs as the miles went by. I had been on the road for two days without having a chance to jack off, and the sight of her bare legs was causing my dick to stir.

We had left just before dark, and within several hours, my other cousins in the back seat were asleep. Karen had her head on my shoulder and it seemed like she was also asleep. I shifted around so my back was more toward the door and rested my left hand on her bare leg just above her knee. I kept it there for quite awhile to see if she would stir. I then very slowly slid it around to the inside of her thigh. Her breathing never changed and I thought maybe, just maybe, she was a sound enough sleeper that I could get to feel my first pussy.

Over what was probably the next hour, I slowly and carefully moved my hand up her smooth, soft leg to within an inch of my destination. My cock was pushing tight against my jeans as I thought about my next move. My uncle was the only one awake in the car and I was sitting right behind him. It was really dark and impossible to see into the back seat, so I decided to see how far I could get. I moved my hand up until I felt her panties.

My cock was really starting to hurt as my jeans were bending my hardon, but I knew I couldn't stop now. I moved my hand up a little bit more and slipped my first two fingers past the edge of the panties. Then ever so slowly, I felt the outside of her pussy. My fingers found an opening and I carefully pushed two fingers into her cunt. It was as warm and juicy as I thought it would be.

I pushed in as far as my first knuckle. Karen hadn't stirred, so I slowly pushed in and out several times. Then, to my horror, I started noticing a strange smell which I realized was coming from Karen's pussy. I was sure that my uncle was going to smell it, so I carefully pulled my fingers out of her cunt. I took my hand out from under her skirt, and the smell got worse. The only thing I could think of was to put the fingers in my mouth to cover up the smell.

Damn good idea, because it tasted wonderful. I had no idea that cunt juices could taste so good. Not only had I felt my first pussy, but I had started on the pathway of oral sex, which would be a big part of my life. I sucked and licked my fingers clean. I took my fingers out of my mouth and finally changed my position and relieved some of the pressure on my cock. Karen kept sleeping away, and I finally fell asleep with sweet dreams.

We arrived in Denver the next morning and stopped for breakfast at a truck stop my uncle knew. I made my way to the men's room. Right inside the door were some dispensing machines with pictures of scantily-clad girls. I had never seen such things before, but soon discovered that they were dispensing condoms. I didn't know what they were, but with the pictures and my night experience, it didn't take my but a few minutes to jack off in an empty stall. Wow, two days' worth of cum felt really good squirting out of my cock into the toilet. Much relieved, I rejoined my family in the car and they took me to the bus depot.

The bus didn't leave until noon, so I spent several hours people-watching and took one more trip to the men's room to masturbate. The bus ride was long and boring. It took a day and a half to get to Reno. In the Reno bus depot, they had a counter of trinkets. I found this little telescope that when looked through had the picture of Marilyn Monroe that was the first Playboy centerfold. I bought it for ten cents, figuring that it would be a good traveling companion. We left Reno at just about dark. The bus was almost empty and I went all the way to the back and sat on the left side. I figured that if I wanted to jack off, that would be about the safest place.

The closest person to me was a lady about six rows up on the other side of the aisle. She was already seated when I climbed aboard and I saw her looking at me as I went past. I was only 14, but already over six feet tall. I had blond hair and green eyes and I had heard folks tell my mom that I was good-looking. I had measured my dick when hard and it was 8 inches long and pretty fat. I didn't know if it was going to get any bigger, but I exercised it as often as possible. I didn't make any eye contact with the woman as I walked by and settled into my seat. I took the scope out of my shirt pocket and looked at Marilyn as we pulled out of town.

After it got dark, I continued to put the little scope to my eye when oncoming traffic provided some light. I had my cock out of my pants and was slowly stroking it and dreaming about how much fun it would be to play with a woman like Marilyn when I noticed a movement out of the corner of my eye. For some reason, the woman from up the aisle was coming toward the back of the bus. I quickly pulled my shirt down over my cock, which was shriveling fast, and put the scope into my shirt pocket. She slid into the seat and scooted over, pinning me to the outside wall. She looked at me and asked me what I was so intently looking at through the little toy telescope. I was too shocked to reply, and all kind of thoughts were running through my mind, none of them good.

"Come on," she said, "I have been watching you look through that thing the whole trip, and I want to know what's so interesting to a young man like you, so hand it over." She had a sound of authority in her voice, like maybe a school teacher and I was too scared not to do as she asked. She put it up to her eye toward the oncoming lights. "So, just as I thought," she said. "You are a nasty young man, aren't you?" I had no reply. "Why do young men look at filth like this? What is so fascinating about this woman?"

I was finally able to stammer out that I didn't know. "You were mainly looking at her tits, weren't you? That's all you bad boys think about, isn't it, getting your filthy hands on some tits?" She paused for a moment, then surprised the heck out of me when she said, "Mine are bigger than hers. Would you like to feel them, you sinful, nasty little boy?"

I'm sure my eyes must have been as big as silver dollars as she started to unbutton her blouse from the bottom up. She left the top buttoned up, but spread it apart and placed both of my hands onto her bra. She squeezed my hands into her breasts and my cock started to rise again.

"Now let's see just how bad you've been. Have you been playing with yourself, you nasty little boy?" She reached out with her right hand and reached under my shirt and found my hardening cock. "Oh," she whispered, "You're not such a nasty "little" boy, after all, are you?"

She squeezed my prick several times, and then reached back up inside her blouse and unhooked her bra where it came together in the front. She pulled her bra apart and these soft squishy globes fell into my hands. "Go ahead, you dirty boy. Play with my titties while momma makes your nasty penis feel all better."

I gladly did as she asked and she started beating me off. I squeezed and fondled and rolled her nipples between my thumb and fingers. I didn't know if they were bigger than Marilyn's or not, but I really didn't care. All I knew was I had my hands on some real tits, like I'd always dreamed about, and some strange lady was jacking off my really stiff prick.

Just before I was about to shoot my wad, she reached into her purse with her left hand and took out a handkerchief. She placed it over the end of my cock, and then increased her up-and-down motion until I exploded into the handkerchief. She folded it up and brought it up to her nose and took a deep whiff. Then she put it back into her purse. She removed my hands off her tits, and put herself back together. She then leaned over and kissed me on the top of my head, and without another word, went back to her seat.

To say that I was in a state of shock would be an understatement. I had gone from real fear all the way to something I never have dreamed would have happened. The lady never looked back at me as she got off in Sacramento, and I rode the rest of the way to Oakland reliving my trip home. First pussy feel, first taste of cunt juice, first hands on tits, and first hand-job from a woman. I was really feeling grown-up as I climbed off the bus to meet my parents and go home and get ready for High School.

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