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A Real Education

"A semi-autobiographical look at self-education (with assistance) or how I started to learn about pleasing women"

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Author's Notes

"This story describes some of the steps that I went through to begin a sexual awakening. If I obtain some reasonable feedback in this first effort, more parts are planned and have been drafted. Please provide me with your comments. Thank you for reading."

From my recollections, you will have a prime place to observe the process of my transition from a relatively naïve person sexually to someone slightly more experienced. When we share ourselves with others, we always have the opportunity to increase our knowledge because learning is continuous throughout our existence. Some people are just more aware of their discoveries than others.

Prior Experience and Background

I will spare you the details from my teenage years and early twenties but outline the time to show you my shallow experience. At the age of sixteen, I lost my virginity during a single sexual intercourse at age sixteen (yes, just one time). That was my major sexual experience until I was twenty-four. As always for men, my time in the desert was complemented with at least a daily practice session at the Onan Club. The remaining high school years and undergraduate education in chemistry were focused more on studying, but interspersed with dates and some brief kissing (is this for real? Yes, it surprises me when I look back.). After four years of college, I chose to pursue a Master of Science degree before continuing to a PhD.

After a Master of Science degree, I had a relationship that led to me marrying a woman who I met during my first advanced degree. Compared to the eight years before, my sexual experience increased (not too difficult given the situation before), but not much more. My married life initially had us making love once or twice a week, mainly in missionary position. That tapered off to once a month over six months. I still needed to visit the Club on a nearly daily basis. We decided to move to a midwestern town so that I could study for a PhD. As I wanted to indicate, this story will detail the start of my real education.

My spouse was pursuing a law degree at a distant university, completed her degree, and moved to another city an hour’s drive away. We were able to see each other almost every weekend. At that time, we were at about six sexual intercourse sessions per year. It is entirely possible that my lack of experience contributed to my spouse’s lack of desire. I tried to increase foreplay and to try other positions, but those attempts were not appreciated. A six-month dry spell led to slow maddening frustration. I was working on completing my PhD and searching for a job afterward when things changed significantly.

On a Friday afternoon in February, my wife arrived in the laboratory where I was alone. That incredible aroma of a woman who has just had sex was floating from her body. A short peck on the cheek and she announced that she had been sleeping with a man for the last two weeks. To clarify the situation, his cock was a masterpiece, that he used to make her cum at least three times each session and she could still feel his man milk in her pussy. Sucking his throbbing manhood was at the forefront of her thoughts and he had filled her mouth and cunt with his seed. All she wanted now was his flesh saber to ravage her all the time and give her the taste of his sperm. Those pronouncements preceded her decision to divorce me.

 

Initial Contact after the Break

Initially, I was broken, but things were sorted out and my friends and some new friends helped me get over most of the shock. From my divorce through the beginning of May, I was without female companionship. In May, I met someone with whom I went out several times, but ultimately a quick story about her is at least humorous. Sheila was a tall blond from Indiana and the roommate of a friend in one of the research groups with which I was associated. She was hot with long blond hair, great blue eyes, full lips, and some of the largest, fullest breasts that I had never seen (yes, never seen). We went out a few times, and it seemed slightly more than just friendly, but we never kissed. In June, after a scientific group meeting in the evening, I went to a local bar with the group. Sheila, who had recently been given the task of designing publicity for a local event, joined us. To mark the occasion, she started to drink. Everyone was in a good mood, and we stayed until around 11 PM, with my friends from the group wanting to go out again. Their suggestion was to go to the local strip joint—the OK Corral. I was a bit hesitant because Sheila was showing the effects of alcohol consumption, and I thought it would be best to take her home. Her enthusiasm to go was a bit of a shock, but I relented and drove her and three of my friends to the OK Corral.

My friends were excited to have me embarrassed because they knew that I would easily turn bright red. They also knew that I certainly would not let anything happen to Sheila. We entered and everyone sat down at a table in the establishment not far from the stage. However, Sheila’s chair was the most distant from the stage. There were only about ten or so other patrons in the place. The first song that played was the Rolling Stones “Start Me Up” and with that, a dancer (stripper) came out. The stripper began removing her clothes and Sheila was also excited by the beat of the music. She stood up and started to dance as the stripper removed her limited amount of clothes. I urged Sheila to sit down and relax rather than dance because she was wearing a tight sweater that accentuated her enormous tits. But my influence was evidently limited.

Group encouragement from the other patrons and my friends helped Sheila decide she should compete with the paid strippers. She lifted her skin-hugging sweater. Her almost transparent bra showed that her nipples appreciated the movement of her tits scraping against her bra for liberation. She started to pinch her nipples through the bra. Seeing that everyone there in a few moments was destined to have a great view of her uncovered tits, I helped Sheila to her seat, but she was not to be restrained as my friends found my dilemma amusing. Several other dancers followed and the inability to contain the ebullient and superbly endowed Sheila led me to suggest that we finally leave the bar. I took my friends home and then it was time to take Sheila home. She was in my car and quite intoxicated. She kissed me with her tongue, and I helped her to the door. I let her navigate inside her apartment and went home. (Sorry, but this part isn’t me taking advantage of her condition. You must live with the boring outcome—but the story will advance to more interesting areas). That was the last time that I went out with Sheila. I am sure that she was okay with that because the only time that she acted like she wanted to be anything more than a friend to me was when she was drunk. She would certainly be a great person, but not with me. The summer was uneventful for meeting women, but I was happy to work and continue to approach the end of my thesis and move on to the postdoctoral work in Wisconsin.

 

Learning Begins

In the office of one of my advisors, I was friendly with his secretary Alana. She had long blonde hair, piercing blue eyes, a sexy figure, and was extremely attractive. I found it odd, probably due to my inexperience, that Alana appeared to continue to talk with me after my meetings with my advisor. After one such instance, she asked me if I would like to go to the circus in a city an hour away. I was a bit surprised but responded that it would be nice, even though I had never considered the circus one of the things that I found interesting. My car had expensive problems that needed to be resolved, and my graduate student salary was not helpful, but she told me she would pick me up at my apartment. I was a little surprised but agreed.

Upon arrival, Alana told me she would like me to drive, and I agreed. The car was a little old and had a seat all across the front. Alana sat next to me. As I mentioned, the circus wasn’t my deal, but I was glad to be with an attractive woman, who I thought was just being very friendly. We arrived at the arena and the circus unfolded like I thought and was okay and I was glad I kept an open mind about it despite my previous lack of interest.

During the ride home, Alana told me that she was recently divorced and was just adjusting to the situation. Her ex-husband had slept with another woman and was now living with her. I felt bad that she was in that situation, but thought she was nice and at the end of the circus I drove back to my apartment. Alana sat really close to me, slowly moved her hand up from my knee, until she arrived just at the edge of my penis. That caused an almost instantaneous erection, because it had been over a year since I had any real sexual activity (except for my practice when I was alone), and she showed interest. Alana dropped me at my apartment, and I thought that it was a lovely evening. My thoughts did not imagine anything more to the “date”, because she was just being friendly and we closed the evening with a friendly peck on the cheek. Moreover, I had never been seduced, so I was not reading anything into the situation, except for the erection that was not touched.

Things changed the next week. I had items to collect from my former spouse's apartment, which was an hour away. I scheduled a date and time to retrieve them, approximately 100 km from my university town. I talked with Alana in her office and told her that I would be going to pick up some things in the city and return early in the evening. Her small town was almost on the way back and she asked me if I would like to stop in to say hello. I told her that it was neighborly of her, but I wasn’t sure that it would be a time that would be convenient for her, because it was during the work week. She said not to worry and if it was after 10 PM, she would invite me another day. I thought she was simply being friendly and thought it would be interesting to visit a non-college town in Indiana. I told her I would stop at a pay phone (this was before cell phones) and call if I thought it would be too late to visit.

In the time before GPS (yes, a time that is almost impossible to imagine), it necessitated the use of a map and directions from someone to find a location. I had the address information and found Alana’s house at around 8 PM. There was no indication of what might occur next, as Alana had been described by my friends as amicable, but also as a member of a very strict evangelical church. Talking with her also left me with the same impression. From that premise, the rest of the evening was difficult to imagine beforehand.

I knocked on the door not knowing what to think. Alana greeted me in the house she rented wearing a house robe that was not sexy, but smart and well cared for. She asked me to come in and sit on the couch. We talked about what it was like in my hometown in the northeast, and I asked her if she grew up in Indiana. She was originally from Kentucky, but her parents moved to Indiana when she was about five, so she spent most of her childhood in Indiana. We talked about my family a little and then she asked if I would like something to drink—nonalcoholic. I said please and she brought a cola for both of us. I asked her some questions that were easier to ask without others close by. I wanted to know how long she had been divorced, and she told me about eight months.

Curious to follow up about her breakup, I asked her if she knew why her husband wanted a divorce. She told me again that he had found someone he worked with and was living with her. Her husband wanted to have someone with whom he wanted to sleep that he found more attractive and was more interested in sex. That statement led me to the misguided conclusion that my idea about her seeking friendship was correct, because she was very religious. I soon found that first impressions are not generally correct.

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Then she asked me why I was divorced, and I told her my story; I was a little shocked at first, but I told her that my ex-wife had found another person. Following up on that, I mentioned it offered me the opportunity to change my career. Although initially tough, I was okay now, but I still had some difficulty with the circumstances. I told her that the best thing was that I had friends, and they were extremely important in helping me through the situation. She put her left arm around my shoulder and then also offered to be of assistance if I needed it. After the initial discussions she asked me if I would like to see more of the house. She showed me the kitchen, and then the enclosed porch with a couch and some other pieces of furniture.

It was a little chilly outside, but the covered porch was fairly warm. We sat down on the couch on the porch and continued to talk. She put her arm around my shoulder and stared at me warmly in the eyes. I was somewhat excited and surprised by her subtle moves toward me. Then she placed her hand behind my head and directed my lips to hers and we kissed. Already surprised, she startled me further when she forced her tongue into my mouth and circled around my tongue. My cock started an inevitable rise to the erotic occasion. The excitation of feeling a woman’s tongue showing desire had my cock hard and I was happy to share her passion. We continued French kissing for at least twenty minutes with our hands touching our backs and faces languorously. But our embrace heated up the situation with my penis at full attention and our breathing becoming more labored. My speculation was that her honey pot was wet, and her clit was engorged. Finally, I had the correct estimation about Alana.

Opening her robe slowly, Alana revealed a small lace babydoll nightgown. Deftly with her hand, she gently placed my hand on her breast, and I felt her hard nipple underneath her filmy gown. She moaned in my mouth and my tongue vibrated with her response that sent a pulse directly to my penis. Touching my cheek, she caressed my hair and groaned with yearning. My dick grew even harder as I felt her undulating more with each kiss and her breathing was more and more labored. Her breasts were hardened, her chest heaving as we kissed, and she started to reach another level of lust. At the same time, I felt my penis pulse rhythmically with precum leaking to signal my desire. As it had been a such long time for me to know if a woman was interested in me sexually, my cock indicated that it approved the sensation, and Alana sensed my heightened excitation.  

Without hesitation, she moved her hand onto my member and felt my stiffness through my jeans. I responded by kissing her deeply fondling her right breast from underneath and lifting it while holding a nipple between my fingers. Pressing harder on my cock, I was carried away by her wanton behavior. Almost breaking the sexual spell, she stood up while we kissed and sat on a higher piece of furniture. With her legs spread, her womanhood was opened, and she moved my hand to touch her wetness. With my middle finger, I touched her almost hairless slit, feeling her juices on the outside of her slit coat my finger while our tongues were entwined. At that point, her hand carefully moved my finger into her pussy while we circled our tongues and both of us moaned. Her legs moved erotically as my finger slipped into her sex her love liquid flowing and covering my middle finger and running down the back of my hand. After a few in-and-out motions, she moved my finger out to caress her breasts and closed her legs around my body as I stood between her thighs. Although surprised that Alana only wanted me to feel her wetness, she reassured me in an erotic tone that she was hot for me with her breathing still deep and groans punctuating our kisses.

Moving me slightly back she again massaged my hard flesh stick through my pants as she punctuated her caresses with, “I want to feel your cock, you make me wet!”

The next new experience was a Spanish kiss. We were twisting our tongues, when I put my tongue into her mouth. Her breathing was even harder, and she was rubbing my dick through my jeans. Instead of circling my tongue, she sucked my tongue softly, as if it were her lips encasing my penis, with her tongue flicking the end of my tongue. Instantly that new feeling made my cock throb. The Spanish kiss enhanced the sensual atmosphere, increasing my level of excitement, but the night was not over.

As I continued to knead her breasts, I sensed her hand undoing my belt. My pants were a little tight, so she opened the top button and felt my hard shaft through my underwear. Kneading her tits with the hardened nipples, I gently caressed her head during her next movements. Her lips sucked my tongue, and I moaned while moving my ass while being groped. We changed positions sitting on a different chair still on the porch. With the move, Alana completed her initial assault by slipping her hand into my pants directly onto my cock. Holding my dick with her hand in a vertical position, wrapping her thumb and little finger around my hardened member. Once she had encased my thick cock, she stroked it up and down.

Breaking our kiss briefly she moaned, “It’s so hard. I feel it move for me,” as she began to jack me off in a way I had not experienced.

Traversing from the head to the base had me in a near-ecstatic state. Her index and middle fingers touched the base of my penis at the point of the perineum and kept the blood in my rod on the down stroke. Pushing her fingers on the taint just before the upstroke, the pad of her palm excited my frenulum. Each thrust of her hand was met with the augmented movement of her tongue wrapping around mine. My shaft pulsed with her tight grip and my precum coated my dick.

With a low erotic voice, she stated, “Your cock is as wet as my pussy.”

With my seminal fluid lubricating my dick, my cock started throbbing and I started to feel my hard-on give the first signals that I would cum.

Not sure what she wanted, I blurted out, ”If you don’t stop I will cum.”

The reply was offered with Alana's lips sucking my tongue and her saying, “Give it to me.”

Continuing her sensual caress, I could feel my cock beginning the spasms of orgasm. The sperm was rising fast just prior to the inevitable spurt and deluge of my sperm. My involuntary contractions were met with a continual kiss with her tongue sucking mine, a large groan of success from Alana, coupled with my release of a huge amount of cum. Unsure of what she wanted, I waited for her to pull away afterward in disgust with the touch of my semen. Rather than stopping, she kept her fingers at the base of my cock to maintain pressure on my perineum and keep my cock fully erect. In place of revulsion, Alana used my load to continue pumping my shaft. She smiled as we kissed while still fondling my manhood and all the man milk coating it. It was a shock and highly erotic that she wasn’t repulsed by my gism. She kept her hand inside my pants as she caressed and kept my cock slippery. The action of her kissing and masturbating me lubricating my shaft with my cum, left me in a sexual trance as we moved inside with her continuing to masturbate me while we went to the couch.

With stimulation, she very adeptly removed her flimsy nightgown and then lowered me onto my back on the couch. With her free hand, she undid my pants, I quickly put them around my knees, and mounted me, and guided me to her pussy.

Whispering softly and with wantonness, she said, “I want you so much, fuck me!”

The lubrication from my sperm along with her own free-flowing fluid helped me enter her rapidly, but she maintained her fingers on the base of my cock until she was sure that I was not going to go soft while we fucked. Her nipples were hard as I stroked her breasts. Her pussy was tight and slippery with our juices with her body moving back and forth with mine.

We continued for ten to fifiteen minutes, but I was still so horny and excited from her hand job that I couldn’t hold out too long, even though I had just shot a huge load. My balls started to move up, I felt the head of my cock throb with each of her thrusts. She kissed me hard, while she held me with her legs and my hands massaged her tits and back. As I gently rolled her nipples between my fingers, I sensed another climax start to form. Realizing that I was close, Alana reached back and cupped my balls. Her body shook uncontrollably, she bucked up and then fell onto me with her tongue piercing my mouth searching to help me arrive at orgasm as she had started hers.

Whimpering in my mouth, I heard and tasted her say on my tongue, “So good, mmm.”

Driven by her sexual urge as she was still shuddering, she looked into my eyes and then pleaded, “My cunt is on fire! Shoot it in me, now!”

Almost on cue, my body responded. My whole sex twitched and spasmed with my balls boiling over to explode another load that found Alana’s love hole. My second dose of cum was rapidly fired as five ropes of man milk deep into her tight, slick pussy.

As my cock pulsed with the aftershock of our orgasms, Alana held me and exclaimed, “I can feel your cock throbbing.”

Afterward, Alana and I were on our sides and continued to kiss as we caressed. My penis was relaxing, and I felt it slowly slip out of Alana’s pussy with our love juices coating my cock and running out of her vagina. She lovingly took my cock and balls in her hand and massaged them as I kneaded her breasts and we kissed languidly. My real education had started.



This is the end of Part 1. Still, there is a long way to go. In future episodes, I will describe other aspects that helped my education and prepared me for life. With all my education, there were more important things to discover.

 

 Lessons from this study session

Probably the most important lesson. Looking back, this episode was when I first understood how to assist a woman in experiencing pleasure. Knowing that giving pleasure is as rewarding as receiving it was wonderful. This was the first time I truly felt both giving and receiving in sexual relations. The feedback from that reciprocity created a synergy that enhanced our enjoyment. This would be something that I would put into practice in future lessons and help guide my sexual life.

Remember, my sexual experience was extremely limited. The whole scene was surprising to me. I had never had a woman be so direct and sexual with me—or seduce me. Also, to that point in time the women I had been with acted like touching sperm would cause them to melt like the Wicked Witch in the Wizard of Oz. Just having Alana ask for my sperm, touch it, and use my seminal fluid to lubricate and keep me hard was erotic. This experience profoundly influenced me, teaching me the importance of committing fully and unreservedly to another person.

The last point for this session in my development was that I realized that when sharing in sex I found I was not limited to a single orgasm. Once I ejaculated, I wasn’t through for the day or evening. It was possible for me to cum several times to last longer and hopefully assist my partner in obtaining pleasure. It was a joint effort to have both of us reach multiple orgasms as I will explain in later parts.

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