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Childhood Friend Loses Virginity

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By stiffpoles [Ignore] 07,Nov,20 04:26   Pageviews: 256

~~~This is the story of how my childhood friend, Josh lost his virginity told from Josh’s point of view~~~


Introduction

As you can imagine, it was an exciting experience for me. I was a scared nervous teen. I wanted it to happen but was frightened too. I hope you find it interesting. Most women feel embarrassed to get involved with younger guys. I sometimes wonder if more women think about it but are ashamed to admit it. Guys seem more willing to get involved with inexperienced girls. I know that the few times I have had to teach an inexperienced girl has been beautiful, and I always felt an obligation (no hardship, you understand) to make the experience as good as possible for my inexperienced partner, even at the risk of missing some pleasure myself.


On to the story…

The following is my recollections of the loss of my virginity. Some of the circumstances are clear while others are less so. I will do my best to recall the circumstances. I will tell you one thing for sure. It was one fantastic summer. When I was a kid, I had asthma and when the ragweed came out it really zapped me. Finally, my parents learned of the pollen free area in upper New York state and I used to go up there for the summer and stay until after the first week of school in the fall. That way I missed most of the problem. When I was 15, they did some traveling and so I went up earlier than usual. They planned with a woman who ran a boarding house to put me up. At 15 I looked about 19 or 20. I was 6' tall and weighed about 175. I had little self-confidence and was, essentially, a jerk. My sex drive was strong. Like most teen boys I learned how to masturbate in the 5th grade. I may have jerked off 4 times a day, But I was shy my knees would turn to jelly and my cock to steel if a girl smiled at me. I got tongue tied and I am certain that several girls finally left me alone just because they were sure that I did not like them. Some may have even thought that I was queer. Well I was not, even the teen years did have some exciting encounters and experiments with guys too. I guess that any sex was exciting sex. The problem was that all I thought about was sex and I was so embarrassed to know that as we stood and talked or danced that I was thinking about undressing her and touching her that I had difficulty in responding in a light social way. For some reason that I do not understand I also felt a lot of guilt over my sexual thoughts and desires. It turned out that the landlady had a daughter of 25 who was living there with her baby daughter. Her husband had been killed in the service. The girl (woman) had the room next to mine on the 2nd. floor of the house. Her mom slept downstairs. The woman's name was Nancy and she seemed beautiful to me. Fair skin, long blond hair, blue eyes, lovely full breasts and a tiny waist. She was small, only about 5', which has always been a turn on to me. When she moved her breasts did a beautiful dance of their own on her chest. There were no other guys around. This house was in the Adirondack Mountains and on its own private lake. For some unknown reason, this lovely lady latched onto me. Well, I guess I was the only guy around. We would pack a lunch and climb a mountain, or we would go swimming, or hiking. I could not keep my eyes off her. She gradually drew me out so that I would talk and kid with her. I loved being close to her and bumped against her or found an excuse to "accidently" touch her every chance I got. She was wise to me and apparently loved it too. Later after we were lovers, she told me that she got a charge out of touching or tickling me and watching my cock get hard in my pants and then seeing how I tried to hide the way my pants were sticking out, from her point of view. The walls between our rooms were like paper and you could hear everything. I did not know till later that she heard me jerk off and sometimes even heard me murmur the name of the girl that I was dreaming about - hers. She would often lay in her bed and masturbate along with me. God, if I had known it at the time, I might have torn the wall down. I did listen to her and imagined all kinds of things, but never in my wildest dreams did I guess that she was masturbating too. I always remember the first time she stood behind me so that her soft breast pressed against the back of my arm. I wondered if she knew her breast was touching me. I sure did and managed to press back against it.

One day on the way back to the house we were all alone in a huge field when she started roughhousing. There was lots of body contact and I loved it. I did not have enough guts to hold her breasts. I had to make it look like an accident. We were both wearing shorts and at one point as we rolled around in the tall grass, we got into kind of a 69 position. I was over her on my hands and knees and I was looking right down the leg of her shorts. I could see her white panties and even a couple of crisp pubic hairs peeking out from the panty elastic. I do not remember whether I had the guts to do it on my own, but suddenly my face was in her crotch. God, she smelled good. Then she brought her legs up and squeezed my head and I felt the soft inner flesh of her thighs. I was so excited that I thought that my cock might have burst out of my pants. It was this time when I was overcome with sexual feelings that she put her hand on my cock and squeezed it. That did it. I was too excited and could no longer control myself. I was embarrassed and horrified to feel the thick semen starting to squirt out of my cock. It did not seem as though it would ever stop. I wanted to make fucking motions against her face while my own was still buried between her legs, but I was much too ashamed to do anything but freeze up tight and stay still until the spasms passed. I was worried that my cream would run out of my pants and onto her face because of the position we were in. However, it all stayed in my underpants. After I got my breath and senses, I was too embarrassed to even speak. She told me later that she had guessed what had happened to me and it gave her a charge. We walked back to the house in silence and dinner was more subdued than usual. I was embarrassed and ashamed and did not know how to handle my feelings.

Sometime after dinner she bathed then went to her room and I took a bath in the bathroom that we shared at the end of the hall. I loved the scent of the room after she had bathed; all steamy and smelling of woman. As was always the case I would rummage in the hamper for a pair of her used panties to smell and to slide over my cock. This time I took them with me because I wanted to use them to masturbate with when I got back to my room. I loved stroking myself with her panties and sometimes lifting them to my mouth and nose to make it even more real. On the way to my room I had to pass her door. This night she called me in. I was thrilled and started to enter when I remembered her panties in my hand. What to do? I resolved the matter by tossing them in the direction of my door as I turned into her room. Interesting sidelight, women’s panties still turn me on. I love to smell them after they have been worn and to wrap them around my hardness to masturbate.

She was seated with her back to me and when I got up close, she turned in an old swivel chair. I could not believe my eyes; she was nursing her baby. I could see one whole breast and the little kid squeezing it and sucking on the nipple. Apparently, she still produced milk and nursed the baby at night and in the

morning. God, it was beautiful. and exciting. I had no idea, but she was playing the exhibitionist to turn me on and this, in turn, turned her on. She proceeded to ask me some dumb questions and I tried to divert my eyes to control my embarrassment and starting erection. She sensed my embarrassment and said things like, "What's wrong with you? Look at me when I talk to you". Then she moved the baby to the other breast, and I could see the milk around the nipple that the baby had been sucking and then

the second breast came into view. The front of my white pajama pants started sticking out like a tent as my cock grew longer and harder. I wanted to stay and enjoy everything, but I was so unable to deal with my feelings that I wanted to run. I made some excuse and tried to get away. She called me back and said

that she was not finished talking to me. Finally, when she realized that she could not keep me longer she said something about, "I hope a big strong guy like you can sleep well tonight". I mumbled that I could, and she said, "I'm not talking about you, Josh. I'm talking about him", and with that her hand came up
and she quickly curled her fingers around my hard prick, all the while smiling at me. God it felt good, but it so unnerved me that I ran out to my room to the sounds of her gentle laughter. Once in my room I stripped down and used her panties to masturbate myself to a couple of climaxes. Little did I know that I
had a partner on the other side of the wall. She told me later that she was listening and fingering herself to a climax as I squirted and whimpered her name. I fell asleep exhausted.

I awoke the next morning to the sound of her mom driving off as the warm summer air came through the open window, I lay on top of the bed thinking about the night before. My eyes were closed, and I was sniffing her panties and gently stroking my hard meat. Suddenly I was not alone. I heard a click and a shocked intake of breath. My dream girl had let herself into my room and as the door clicked, she turned and saw me playing with myself. We were both shocked, both excited but I was the one who could not
handle the situation. Despite what I really wanted I dove under the covers and yelled for her to get out of my room. I tried to cover myself and was crying in rage and complete frustration as I begged her to leave. Thank god that she stayed. I was sure that since she had caught me masturbating that she would think that I was a real kid and a jerk to boot. This was where her maturity paid off. In her white pajamas she quickly moved to the edge of the bed, sat down and reached out to cover my mouth with her hand, thereby shutting me up. As I look back on it her touch was like a person gentling a frightened animal. Then she proceeded to tell me how exciting she found me and how she had always wanted to watch a guy do that. She said that she did it all the time and I was dumbfounded. I said that I did not believe it and that girls could not do it. She smiled sweetly and reminded me that I had a lot to learn. She then went on to describe how a girl can pleasure herself and as she spoke one of her small hands creeped under the covers to curl around my once again hardening prick. After she described to this wide-eyed dumb kid the way a girl can use her fingers to produce the same kind of pleasures that I experienced she stood up saying that it was about time that I learned something about life. Before I was fully aware of what she meant she slipped off her pajama top and I could feast my eyes on the two beautiful milk-filled breasts that I had a glimpse of and had dreamed about so much. Then she shucked off her bottoms with a movement that appeared obscenely exciting and which caused her breasts to dance on her chest. Leaning over so that the lovely milk glands swung out from her body she sat down alongside of me on the bed. I was breathless with excitement. Was it really all going to happen? My luck just could not be so good.... or could it?

She leaned over me so that her nipples touched my tummy and told me that while I had the body of a man my mind still worked like a little boy. She was sitting on the bed and as she looked at me one hand reached to gently manipulate my cock and balls. Then she leaned over and kissed me. It was my first sexy kiss, and I was so dumb that I was not sure what to do when her warm pink little tongue probed at my teeth, but it did not take me long to learn. All the while her fingers were rolling my balls in their furry sack and when she began to milk the soft outer skin of my hard penis I held her to me and started to make wild fucking motions into her hand. It was a different touch than I used when I jerked off, but it sure was exciting. Fortunately, she realized what was happening and broke it off by pulling away. She explained that it was better to take it slow. She said that she promised to make me cum with her hand another time but that she had something else in store for me now.

Then she told me the story of her first sex. The sounds she heard coming from her parents’ room that she did not understand. What a couple of friends at school told her about those sounds, and the time she eased the door open to peek, and saw her mother sucking on the strange part of her father that she had accidentally seen a few times. Later at 14 when she had flirted with a repairman alone in the house, and the kisses they shared, the first tongue in her mouth, hand on her young breast and later is mouth. She was both frightened and intrigued by the erect organ he brought out into the open and the soft loose bag of balls under it. He showed her how to handle him and she was a willing student. Those man organs were so much fun to play with. Sucking had seemed natural to her. There were about a dozen trysts with the repairman. She loved to make his cream squirt out and acquired a lifelong taste for the salty white elixir of love. The first sex hurt but in an exciting way. She would not let him stop. She realized she was lucky that she did not become pregnant from having her womb bathed in his semen. He never invaded her rectum with his hard penis, but his finger did, and she knew she was anal erotic. Later she shared the secret with her best friend who was going through a similar experience with the married man of the couple she babysat for.

Her story excited me, although it did not all come out the first time. I can remember the feelings and thoughts as though it was yesterday. I was so excited that I could hardly breathe. When she spoke, I looked at her sexy lips and mouth, but my eyes were constantly drawn to her breasts with their soft curves and the exciting nipples at the ends. They were like nothing I had ever seen in pictures. She broke off the kiss and moved down so that those lovely breasts dragged over my chest and tummy and finally she moved so that they dragged over my hard prick and balls. She teased the head of my cock with first one nipple and then the other. She giggled when she saw me staring at her breasts and asked me if I had not seen a woman's breasts before. I mumbled yes, but that they never looked so beautiful or exciting. She embarrassed me by making me tell about the times at the locker room at the beach when I peeked over the barrier into the women's section or peaked through a hole in the wall. She took one of my hands and guided it over her breast and proceeded to embarrass me further as she wanted to know if my cock got hard and if I masturbated as I peaked at girls. When I nodded "yes" to both questions she wanted to know if I caught my ejaculate in my hand or where it squirted when I came. She saw that I was too embarrassed to answer those questions, so she moved up until her left nipple was touching my lips. Then she said that it was all mine to play with and I brought my hands up to cup and fondle the soft flesh as my lips captured the teat like the baby in the other room. I had forgotten the nursing incident with the excitement of the moment so I was unprepared for the sweet warm taste of mother's milk which flowed into my mouth as I sucked at and manipulated the body of the breast. I was excited by the taste and shocked that I may have done something wrong. I pushed the soft breast away and looked up into her eyes. With complete understanding, she said, "Its ok, Josh. You can be my baby. Go ahead and suck. It excites me that you are drinking my milk." That is all it took, and I went back to feeding at her,
first one nipple then the other as she stroked my hair and whispered loving things to me.

Finally, she pulled away saying, "Now that you have tasted milk from my body, I want to drink milk from yours". I had no idea of what she was talking about, particularly since she started kissing and sucking at my nipples. I thought she was teasing, and I said something about my not having any milk. She looked up and said something like, "Not here silly." kissing a nipple quickly. "I'll bet you have lots of warm thick creamy milk" and when I clearly didn't understand she added as her hand slid down, "Its salty and you store it in these two big beautiful testicles". Wow!!! She was talking about giving me a blow job.... Was it possible? When she saw that I finally got the message she added, "And I bet you taste delicious. I'm going to find out." With that she moved down, I felt her breasts flatten against my thighs as she milked the hard shaft of my cock with her fingers and stared at the cockhead.

Although my body was as big as a man's, my sexual organs were probably halfway between a boy's little wiener and a man's thick cock. I remember being flattered when she commented that her little fingers could not circle my cock. My balls, even as a little boy always hung down low. Now however, the testicles were bigger and heavier but the bag they hung in was still pink with just a light dusting of fur. She scooped them up and they looked like two birds’ eggs laying in the palm or her hand. That is when I first realized that I could be excited by a woman looking at and examining my body. Her manipulations and my excitement caused a fat drop of clear pre-cum to ooze up out of the little mouth of my cock and her pink tongue snaked out to tease it and finally lick it away. I was in heaven, but so scared that I was afraid that I would piss. Then as her eyes stayed locked on mine her mouth opened and her lips slipped over the head of my cock. One hand manipulated my balls in their hairy sack the other moved the soft outer skin up and down the shaft while her mouth and tongue performed their own magic. I realized how close I was to cumming and I pushed her away, the scrape of her teeth producing a breathtaking sensation as they slipped past the edge of the glans. She realized what my problem was. I was afraid that she would be shocked if I lost control and climaxed into her mouth. She told me that she knew what I was worried about and that she wanted me to cum. That she knew what a man's semen tasted like and that she liked the taste of it and liked to please a man that way. Every time she used the word "man" if was flattering and a prod to the ego of a 15-year-old boy. She went back to her magic again, and once again as I approached my orgasm, I pushed her away in fear and embarrassment. This time as her mouth came off my cock, she slapped me - hard enough to be quite a shock. I could not believe it and tears started to roll as she spoke sternly. "Josh, I would like to help you grow up. I know you have been dreaming about the things that have happened. You are ready to be a man. You have a man's body, but you still think and feel like a little boy. You have this one chance to cross the line and become a man. You have beautiful big heavy man's balls hanging under your cock but the rest of you is still a boy. Now are you going to let me teach you or are you going to stay a little boy for a few more years?" God, how I wanted it to happen, but she was right I did not have the guts to speak out and say "Yes". Instead I mumbled something. She would not accept it and pressed me for an answer. Again, the mumble and again, her demand that I get my act together and acknowledge that I was lying in bed with a naked woman who wanted to teach and share sexual pleasure with me. She reminded me that I was no longer peeking through a hole at someone else and I was not sitting in my room alone and jerking off with dirty thoughts, or her panties, I was with a partner who liked me but with whom I had to participate. She finally got an embarrassed "yes" out of me, and she then reminded me that I had to communicate even though I might be embarrassed. I agreed and ever since that day have been open with my sexual partners. Getting to be able to be open or to be a sexual partner is something else again.

By this time, I had grown soft and she teased me in a gentle loving way about my limp noodle. Her fingers and lips quickly started it stirring. She said that she wanted to feel it grow in her mouth and she quickly sucked all of me in. I watched fascinated as my whole prick disappeared into her mouth. Her lips were against my pubic hair at the base of my cock and her chin was digging into my balls in a most exciting way. As I grew longer and thicker her mouth slipped up along my cock until just the head was in her mouth and her fingers took up them previous play with the shaft and my balls. It was so beautifully exciting. As though I was watching a fantastically dirty movie where I was the actor, the star and the audience, all rolled up into one. I felt the tip of her tongue worming its way into the tiny mouth of my cock. Many women never learn how sensitive that meatus is. The bulk of semen moving through that passage adds immensely to the pleasure of a male during his ejaculation and just stimulation to the end is exciting. (Its funny that I have never read anything about that feeling as contributing significantly to a man's pleasure, not even in Masters & Johnson's works, but it is a fact.)

When I was not looking at her mouth, her fingers or my own hard dick I would look up and most times her eyes were watching my expression and my reaction. Slowly she removed her lips and I raised my hips to maintain contact if possible. She whispered something like, "Josh darling, I know that you are close. Remember that I want this to happen. I want you to cum in my mouth. I want to enjoy the taste of your man-cream and I intend to swallow it. When it happens, I want you to let yourself go completely. Do not be embarrassed that I am here watching and playing and drinking the most intimate gift that a man can offer a woman. If you want to cry out, go ahead. If you want to grab my head or make fucking motions into my mouth go ahead. Do not hold back at all. The more you react from what I am doing to you the more you will please me." Then she went down on me again and the pleasure started all over again. This time I was more relaxed, and I reached out to caress her soft hair. I overcame my nervousness enough to smile at her, and I sensed an encouraging smile in return - although her smile was impossible with a mouthful of me. My excitement grew and grew until I was once again at the peak. I could see in her eyes that she was again concerned about how I would react, and she tensed for the push which might be coming from me. I could sense it. Instead I whispered how beautiful it was and begged her not to stop. Immediately I sensed the change. I think it was her eyes that smiled at me, and her stimulation increased. Suddenly it was happening. My knees opened wide as I sought to thrust myself into her warm wet mouth. Her fist on the shaft of my cock kept everything under control for her. My testicles drew up tight as I felt the first gush of thick creamy sperm start up the shaft of my cock. Oh God! It was finally happening. Her eyes opened wider and her mouth drew back a bit as streams of salty semen gushed into her mouth. By this time, my legs were locked around her rib cage and I was lost in the ecstasy of the orgasm. My head was rolling, I was crying out her name, I was kicking the bed and the back of her thighs with my heels and I was out of my mind with pleasure. I noticed at least once that she had swallowed and this excited me even more. My pleasure was also intensified by the fact that I saw her looking up at me as she fed on the essence of my new manhood. At that age, my cockhead was intensely sensitive after an orgasm, so much so that it hurt to touch immediately after a climax. Suddenly, what had been pleasure turned to pain and I had to free myself from her mouth. This time she had something to learn. At first, she did not understand, but my new-found ability to express myself about sexual matters got the message across. As her beautiful mouth slowly moved away from my still hard penis we were, for a moment, connected by a silken thread of semen with a glistening pearl at the center. I felt like a king who had conquered an army: in reality - I had been conquered.

As I was getting my breath and glorying in what had just happened the woman who had made it all happen moved up to kiss me. I noticed my semen on her lips and that excited me. As her mouth moved close to mine I could smell the pungent odor of fresh sperm, and then I could taste it. Her warm wet lips touched mine in a kiss which would be different from any I could ever imagine. Her tongue slipped into my mouth and I gently sucked it. I tasted myself and it was almost as though I was sucking a small penis. Slowly she extracted her tongue even though I tried to keep it. Then the surprise. She had saved some of my semen and slowly fed it back to me as the kiss continued. At first, I was shocked to feel the salty fluid run into my mouth. I pushed her away and this time our lips were connected by the same thread. It broke, and before I could speak, she said, "Swallow it", and "I want to share the rest with you". Her lips came down again and I swallowed before she fed me another dollop of my boy cream. I loved it and licked her lips and teeth and sucked her tongue again for each trace of salty semen. As the kiss continued, I felt her playing with my cock which was hard again. She marveled at my youthful vitality and said it was time to experience something new. Laying on her back with her legs spread and her knees slightly bent she urged me to kneel between them. I felt so awkward, but my heart was pounding. At last I was going to get to fuck a woman... and what a woman. She reached down for my hardness and pulled me close. Then she teased herself with my cock head until she finally lodged the bloated head in the notch leading to her vagina, and then she teased me with talk while I was dying to get started.

Finally, she removed her fingers and ordered me to fuck her. I pushed it in until I was fully sheathed in her warm wetness. I do not remember as much of the rest as I should, except that the direction that my hardness moved to enter her surprised me by being more down than straight forward. I do remember her urging me on in very "un-ladylike" words which served to excite me. I do remember how good it felt as she brought her legs up around me and at the very end she grabbed the cheeks of my ass and as I started to spout streams of thick cum into her vagina she worked a finger into my tight ass. I had a glorious orgasm deep within her body and lay exhausted and panting, cradled between her thighs as my once hard prick shriveled up inside of her.


We played together all summer. She continually asked me questions about my previous sex life, such as it was. Learning to masturbate, my first orgasm and ejaculation, how often I masturbated, how far I could ejaculate, guys that I had jerked off with and things we did together. I found the talking about sex to be extremely exciting, and still enjoy it. I have also found that many people cannot adjust to it and are embarrassed by it. Before the summer was over I had entered each opening in her body which could accept a hard penis, she let me fuck her breasts, and was very fascinated with the idea of a guy sucking himself that she urged me to try as she watched until I could finally accept half of my hardness into my mouth. As excited as I was, the first time that I ejaculated into my own mouth I could not for the life of me bring myself to swallow. The longer I held the salty sperm in my mouth the more I did not want to swallow. This led me to have a better understanding of the reaction of some girls to having a guy climax in their mouth. She loved to watch me do this and would lay alongside of me and masturbate as she watched. This was exciting for me. Sometimes while I was doing it she would play with my bag of balls or bite a testicle. Often she would stimulate me with a finger in my ass, and she introduced me to the pleasures of prostate massage. Sometimes we would share my warm cream and she would pull my still spouting cock from my mouth to get it into hers. Despite my first reaction to swallowing semen I guess this also taught me to like it. I have always loved having a partner share my cum in a kiss after she sucks it out of me. I also enjoy going down on a woman after I have ejaculated into her honeypot to taste our mixed juices - perhaps in the same way that many women enjoy taking a man's cock into their mouth after he pulls out of their vagina and is covered with their juices and still leaking his own.

She taught me to please her orally. I loved the idea of opening and kissing and licking a woman's sexual parts, but the first time I found myself looking at her pinkness I was not sure that I wanted to put my mouth there. I went ahead because she had told me how much it excited her ever since a teen girlfriend
had done it to her, and because my commonsense overwhelmed the squeamishness. Once I realized how much pleasure I could give her that way. I learned to love pleasing a woman that way.

We made love in her bed and mine, out in the fields, in the lake and on the bank after a swim. We took baths together, and after she taught me about anal sex. I loved to bend her over and slide my soapy hardness up into her tight bottom reaching around to play with her dangling breasts as I fucked her in the shower. We explored fantasies "ideas" together from golden showers to animal sex and from cross dressing to group sex. Some we tried. I raped her (with rules) as she cried, kicked, struggled and fought to get free. We tied each other up and spanked each other, and we masturbated together; sometimes watching each other and sometimes doing it to each other. She kept coming up with new ideas and I loved everyone. She taught me how to get into head games and how they could be weird but exciting. In one case she wanted me to pretend to be a "daddy" and she would be my teenage daughter. Then another time we reversed roles and she was the "mommy," and we were alone on a deserted island doing it to each other.

She loved to have me "cream" all over her breasts or to pull out of her mouth at the last minute and ejaculate over her face and breasts, or sometimes to pull out of her vagina and finish in her mouth. She introduced me to talking "dirty" and calling her my pretty little cocksucker or, as I started to cum, she might be a whore or a fucking baby bitch.

While the sex was fantastic, I was also thrilled that this lovely older woman was so interested in me. She admitted that she had always wanted to seduce a virgin guy and she milked it (and me) for every drop of pleasure (and semen) she could get. Perhaps because of that early experience I too enjoy teaching inexperienced partners and widening their sexual horizons, whether they are, in fact, actual virgins or women married for 20 years but EXTREMELY limited in their sex play. Toward the end of the summer she was visited by a gal friend who she had written to about me. The newcomer was interested in "trying" me out and it led to a 3 some. By this time I was able to express myself and I urged the 2 girls to touch and play while we were all undressed. They had both thought about it and decided to try. I loved watching and participating. I guess that I am part voyeur and part exhibitionist. In the case of my first sex I would now suspect that my first partner acted in such a bold fashion because she realized that we would never see each other again. It was a once in a lifetime chance to let all the stops out. I loved it.

When summer was over and I had to leave, I cried. I was deeply hurt that she said she would not write or attempt to see me again. I was sure that I was truly in love, but of course the situation was impossible. When I returned to school, I had a lot of un-learning to do. The girls I dated were not ready for my skills. I also found that the openness which I had with Nancy deserted me with someone new. A couple of years later when I was able to make love to a girl my age it was much different. She was too embarrassed to communicate, and she almost pretended that it was not happening. I think that the next good sexual experience was with another older woman. No, I do not think that I was hung up on them. I was just lucky. She was a widow, a secretary for a company where I had a job. Unlike Nancy she was somewhat shy and embarrassed to let herself go. In many ways I ended up being her teacher, since she had never tasted a man's seed or had her bottom played with. Just getting her to take my cock in her mouth was a big deal much less drinking my semen. She really wanted to but had to over-come some strong feelings. In some ways it was fun teaching her. Despite being married and having one teenage son she was almost like a frightened young virgin once I undressed her and then exposed myself just inches from her face.... however that is another story.


Last Thoughts from Josh on His Having Sex

Well, there you have it. I told it as best I remember it. No, I did not have a tape recorder there although it might seem as though I did. If I ever ran into a whole room full of women like Nancy, they would probably find me the next morning dead in a puddle of warm sperm with a smile on my face. Well, the semen would probably be cold and yucky, but the smile would be frozen there.

I enjoy communicating with and helping inexperienced guys and girls to discover their sexuality.

~Josh~

New Comment

Comments:
By nekekal [Ignore] 07,Nov,20 16:01
Great story. Reminded me of the first time that I got my cock sucked. It turned out later that a lot of women would rather suck my cock than fuck it. I have quite a bit of cock.

Anyway, the first time that I got it sucked, I was really trying to fuck her. Up the cunt. But after we got naked, she told me to lay back. Almost all of the women that agreed to put my cock into them during this portion of my life wanted to be on top. I really thought that this was the normal way people fucked. But I digress. She had me lay back, got between m legs, and started sucking my cock. She only got the head into her mouth and had both hands on the shaft. She sucked and jacked the shaft. Occasionally playing with my balls.

I was in heaven. I didn't know anything could feel this good. But I was pretty sure that it would be over soon. I had a fleeting moment where I wondered what I should do about the cum. Pull out? No. It felt much too good for me to stop. Say something before I came? She didn't mention it, and this obviously was not the first cock that she sucked, so she knew what was going to happen. So, I just enjoyed it, felt the tension rise and filled her mouth with cum. She swallowed. I might have passed out since I don't remember what happened next. At that age, my cock just stayed hard for a long time after ejaculation. But I think I went to sleep and she went home.

If she would have agreed to suck my cock like that always, I would have married her. i didn't seem to be what she wanted and she never sucked my cock again.
Reply
By stiffpoles [Ignore] 07,Nov,20 23:37
Some people are more adept at sucking dick. Seems like that first tongue on your dick was delightful. Also, if she didn't come back to suck it again then she's a quitter and doesn't deserve to have your penis in her mouth. I got your back guy!
By nekekal [Ignore] 08,Nov,20 15:38
It is true. Some people just understand cock. Some people really enjoy doing it. She was good at it I think, looking back anyway. At the time I thought that she was terrific, but had nothing to compare to.

I didn't know at the time that my cock was pretty big, and mostly too big for good sucking. I think that is why she left. Too much to suck, she didn't want to fuck.
By stiffpoles [Ignore] 08,Nov,20 16:52
lmao Ok, now....I think you need to be writing these tales.


By furluvr [Ignore] 07,Nov,20 12:35
Great story!
Reply
By stiffpoles [Ignore] 07,Nov,20 15:05
Thanks furluvr! I'm glad you enjoyed!
By furluvr [Ignore] 07,Nov,20 15:08
Having a good, patient guide is the best way to explore sexuality. Good for Josh, paying it forward!


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