Tuesday, July 12, 2005

Losing My Virginity!


Okay now I'm going to tell you the true story about how I lost my virginity! My jack off fantasies always had me losing my virginity to one of the cutest girls in school. Every night when I jacked off I fantasized fucking Teresa or Mary Alice or Jean, three cute girls who I most lusted after at Napa High School. I would fantasize popping their cherries and at the same time losing my own virginity. However I was too shy to even approach those three babes or any other babes so I wasn't sure when the big event (my first fuck) was to take place...if ever! Getting laid was no easy task back in the 1950's. I suspect the great majority of my classmates, male and female, were  virgins when they graduated!


Many times at the Uptown Theater in downtown Napa I sat up in the last row of the stadium balcony and jacked off while I fantasized about fucking and losing my virginity to Marilyn Monroe, Kim Novak, Jayne Mansfield and every other starlet who was up there on the big silver screen. Remember there was no nudity back then in the movies and barely a mention of sex but even a little cleavage was enough to make me unzip my pants and pull out my dick, assuming there was nobody close to me in the theater. Yup long before the porno theater age, I was jerking off at the movies! Thank God that asshole Uptown Theater manager never caught me playing with me weenie in the balcony!


The big event, losing my virginity, finally came in the fall of 1955 when I was 15, just starting my sophomore year at Napa High. It came in a way that I never would have expected. I had a paper route delivering the Napa Register in the outskirts of Napa. One of my customers was Barbara, a pretty red haired, divorced lady in her mid 30's. She lived in half of a duplex and was always very friendly to me. She was the only customer who ever give me a tip when I collected and sometimes invited me in for a Coke on hot Saturday afternoons. I never had any sexual feelings toward her in the beginning. She was after all as old as my mother! She always seemed sort of lonely and I thought she just needed somebody to talk to. I'm not sure how long she had been divorced but it had been a while. She started being a little affectionate (putting her arm around me) as we sat on the couch drinking our cokes sometimes but I didn't even pay that much attention to that. She just seemed sort of like my aunt, who was also very affectionate. The attention from both women made me sort of uncomfortable but I figured it was just something you had to put up with as a teenage boy.


One Saturday afternoon we were sitting there watching some old movie on TV and drinking Cokes. Barbara had some rum in her Coke I think because she seemed a bit tipsy and I could smell the liquor on her breath. She was asking me if I had a girlfriend and when I told her no she said I wouldn't have any problem because I was so cute. My face turned beet red (a common thing back then!) She put her hand on my knee and laughed at my embarrassment. Then she moved her hand to my thigh and I started to feel my cock becoming erect. For the first time I was starting to get turned on by her and I wondered what was in store...another hand job perhaps...and that made my cock even harder. Her hand brushed against my erection and she said something silly like "Oh Mike! Did I do that to you?" I was just speechless. I don't think spoke a word but my red face said it all! She rubbed my cock up through my pants for a couple of minutes and then she kissed me. This was the first full on the lips kiss of my young life I think. I'd had pecks on the cheek from my mom and aunt and even my sister but nothing like this.


As Barbara kissed me I felt her unzip my jeans and reach in and take out my cock. She stopped kissing and we both looked down to see it standing up like a flagpole. "Ooooh that's a nice one Mike!" she said. "Big too! The girls are really going to like you!" She got up and pulled me up, still holding on to my cock. "Come on honey, let's go into my bedroom!" I remember my legs were shaking when I got up. I was scared and yet extremely turned on. There was no way I was going to back down now. We went into her bedroom and I sat on the bed as she took my shoes and socks off and then pulled my jeans and shorts off. She told me to take off my T shirt off which I did. Then I laid there as she undressed. She had slacks and a light blouse as outer clothing and bra and panties underneath. She came over and asked me to unhook her bra. After some fumbling I finally managed and her big tits were released. Then she lay down beside me and pulled her panties off and I got my first look an adult pussy. A big patch of red hair covered her slit. It was both sexy and a bit scary!


She took me in her arms and we kissed some more. She continued to rub my cock slowly as we kissed. I put my hand on one of her tits and felt her nipple become erect. I asked her if I could suck it and she said sure. As I was cupping her breast in my hand and sucking the nipple, she took my other free hand and guided it down to her pussy. I soon found the slit and felt the same wetness I had felt with my sister in that motel room. I even found the clit and rubbed it as I did with my sis. She kept saying things like "Oh that feels so good honey!" Her hand was starting to bring me close to cumming and I told her that. She said "Not yet baby!" and stopped rubbing me. I continued to rub her clit and wondered if I was doing it right. The look on her face made me believe that I was doing okay for the first time. Finally she laid back on the bed, spread her legs and pulled me on top of her. She guided my cock into her slit (good thing because I wasn't really sure where it went!) and I started fucking her.

Oh my God fucking felt GREAT, so different from my own jacking off and even the hand jobs I had received from my sister and my friend Darren. My dick fell out a couple of times and Barbara guided it back in with a giggle. She was saying things like "Oooh you feel so good honey!" My pump was primed and I knew I wasn't going to last very long. I told her I was going to cum and she wrapped her legs around me and told me to do it whenever I was ready. I didn't even think about the possibility of getting her pregnant and I was beyond "the point of no return" anyway! A few more strokes and my volcano erupted! SPURT!!! My cock throbbed and throbbed as I shot my first load into a woman. My first fuck was over and I felt great! I wasn't a virgin anymore! Hallelujah! A day to remember for the rest of my life! When I finished cumming, I started to pull my dick out but she told me to stay in her and let it go down inside her. She was kissing me on the lips some more and suddenly I felt a bit uncomfortable again. Finally she released her legs from around me and I pulled my still partially erect cock out of her pussy. I looked down to see a big wet spot on the sheets.


Afterwards we laid there in bed for a while. Barbara cried a little bit, something I really didn't understand at the time. I apologized for what I did but she said it was all her fault and asked me to please never tell anybody what happened. I told her I would never tell. It was getting almost dinner time so I told her I had to go and finish my paper route. She took me into the bathroom and washed my cock off for me. We got dressed and she kissed me goodbye, again pleading that I not tell anyone what happened. It was really a weird feeling walking home. I had some more papers to deliver but my mind was of course on what just happened.

When I got home I went into the bathroom to piss and I could still smell Barbara's perfume and that new to me aroma of  pussy on my fingers and I thought even my clothes. I was worried my parents might be able to smell that too so I took a shower and changed clothes before having dinner with the family. I think I was really quiet around the house that night and for several days thereafter. I remember my mom asking me if everything was okay and I said sure. Fifty years later I still remember that afternoon as vividly as if it was yesterday. You just NEVER forget your first fuck!

4 comments:

Wants And Needs said...

Wow. Like a pron fantasy.

Sometimes no nudity is much sexier than gratutious nudity.

Emmanuel.K.Bensah II said...

my God...did you ever find out what she's doing now?...where she is? she must be old, though...ouch!

Horny Old Guy said...

I have no idea what she's doing now, even if she's still alive. She would be in her mid 80's now (Wow!) Our affair didn't last that long and she moved to Vallejo to move in with a new boyfriend. I remember looking in the Vallejo phone directory a couple of different times and there was no listing for her. She probably got married or moved again. A new girlfriend for me soon sort of pushed her to the back of my memory back then but you never forget the person who introduced you to the wonderful world of fucking. She really was a nice gal too!

Supermog said...

You lucky devil! I dreamed about this happening to me , but it never did. I was 26 before I met a girl who liked me and was available. Before that, the girls I wanted, I couldn't have; the girls I could have, I didn't want.