This is a major re-write of my first story, "Susan, Bob, and Me." I had some helpful suggestions on improvements. I decided to start over. This version and subsequent chapters are the result.
As background, much of this story is based on my actual experiences. Other parts are fiction but represent fantasies some of which might happen in the right circumstances. I was very much the nerd in school as described in the story. Physically I am very similar to Jim, tall, slender and have filled out so I'm no longer skinny. I'm proud to say that my cock fits the description in the story. More than one girl friend has told me I could be in porno. Not sure about that but it helped give me confidence and overcome my shyness. Susan in my story is a composite of several real girl friends who were very patient in showing me how to satisfy a woman.
*
My name is Jim and I'm 20 years old. A year ago I was very much a nerd. Only one date in my life, with a friend. Girls were scary creatures. I was always the shortest in my class and wore thick glasses. Kids called me four eyes back then.
During the past two years I grew a bunch and am now an even six feet tall and not quite so skinny. I changed to contact lenses, no more thick glasses. But these changes had not yet caused an improvement in my self image. To me I was still the short, geeky, four eyes that other guys picked on and girls ignored.
I was good at two sports, running, and swimming. In high school phys ed, we ran the mile and I could frequently could beat the track team guys. Coach wanted me to join the team, but I was far too shy to actually do it. One reason for my shyness was discomfort in showering with other guys. I not only put on some height but some significant length in a more vital area. I wasn't interest in guys but it seemed that my cock had a tendency to grow at inopportune times. Doing so in the high school locker room would have been bad. It never did but I worried.
Swimming was my other sport, not that I did it in any organized way. I was just good at it. Nice clean dives, good swim strokes, and able to swim like a fish under water. I took a course in scuba and loved it.
Our small town had a nice community pool and after leaving my part-time summer job, I usually went swimming. One day, I remember it well, was different. As I climbed out of the water I saw a very good looking girl sitting in a chair next to mine. Being my shy self, I didn't say anything, but she did.
"You looked really good out there." Are you on a swim team?"
"No, I just like to swim."
"I have seen you before and like to watch you."
"Thank you." (as I said, I was pretty shy, no great conversationalist)
As it turned out, however, I did have a nice chat with her. She asked me about school, my interests and hobbies, and so forth. Her name was Susan. She was married, and would be a senior in college the next semester. I later found out she was 23. Oh, she also was very, very good looking: blond, about 5ft 7, maybe B or C cups, slim with a cute bubble butt. Her yellow bikini suit barely met pool standards. I might have been shy but my eyes worked well.
That night featured terrific fantasies and my hand on my cock worked overtime.
A couple of days later we met up again at the pool. This time I was much more comfortable being around her.
"You really look good in that swim suit."
Self-consciously I looked down and to my horror saw a fairly large bulge in the front of my nylon suit. The suit wasn't exactly a Speedo but close to it. Oops. And now that she said that the problem was definitely getting worse.
"That suit fits you perfectly. And I can tell that you are well built where it counts. I'll bet the girls have fun with you."
Blushing furiously, I responded "Not really, I'm pretty shy around girls."
"Are you a virgin?" Susan was very forward.
More blushing, "yes."
"All you need is a little more confidence and some experience and girls will be falling all over you. You need someone to get you started."
I didn't know what to say to that.
"The day is still early. Let's go over to my house and I'll fix you some ice tea and we can talk."
"OK." (puppy dog me)
Now I was sitting in her kitchen as Susan fixed some ice tea. My focus was on her sexy bubble butt, barely covered by her bikini. My suit had this terrific bulge in front which I attempted to hid by keeping my legs partly under the table.
"My husband and I have a lot of fun in bed and he also lets me play around a little with other guys. I would like to be your teacher."
"How are you doing back there?" she asked.
"Fine."
"Do you like my butt?"
"Yeah, it's very sexy."
Turning around, she said "How about my front? Do you like my boobs?"
"Yes, you are the sexiest girl I have ever seen."
"Stand up, let me see if you really mean it."
By now, of course, my cock was straining every fiber of my swim suit. Licking her lips she said "I'll show you mine if you show me yours."
What a deal. Zip, down went the suit. Actually I had to work at it a bit due the expansive nature of my cock. My new-found pride and joy sprang out.
"My, that's a big one. Have you ever measured it?"
Blushing, I said no. Actually I had but what guy wants to admit it. My honest measurement was 8 1/2" and 7" circumference at the base. A bit smaller at the head.
"It's beautiful. Can I touch it? It's so big and hard, even bigger than my husband's. He will be jealous."
Susan played a little with my cock. No girl had ever before seen my cock, much less touched it. She stroked up and down a few times. "Nice tight balls. You have great equipment. Do you like what I'm doing?"
"Yeh, but I might start squirting pretty soon."
"I better stop then. I want to have more fun with you."
"Can you take off your suit? You promised to show me. I want to see."
Susan unfastened the upper part of her bikini. Here I was, my cock sticking out, looking at the best set of boobs a young guy could dream for. Maybe midway between B and C cups with a perky up-tilt.
"Do you like them? Shall I take my bottoms off too?"
"Yes, please, I want to see all of you."
Golden pubic hair, she was a true blond.
"I'm only a few years older than you but I've had experience with guys. At your age your cock is your center of the universe. But if you want to be popular with women you have to learn how to satisfy them sexually. Most guys just want to stick it in, finish all too quickly, and leave the girl hanging. Not good for your reputation!"
"You have everything it takes to be a successful lover: a nice personality, a really big cock, broad shoulders, nice lean butt. Do you want me to teach you?"
"You bet, that would be great!"
"OK, we start by being clean. If you want a girl to give you a blowjob or if you eat her pussy, cleanliness is real important. A shower together is perfect. Let's do it."
Susan led me by my cock to her shower.
"First thing, we wet ourselves down. Good. I'll go first and show you what to do. This will be fun. I take a big squirt of body wash on my hand and apply to your chest. A second squirt for your cock. Now I start washing you with both hands, just like this."
Susan used her hands like a wash cloth. She put one hand on my cock and the other on my ass. As she stroked my cock she rubbed between my ass cheeks and slipped a a finger into my butt.
"Do you like my finger in there?"
"Yeah, feels kinda funny but good."
"OK, I don't want to do too much right now. Now your turn."
Similarly, I washed Susan, paying lots of attention to her breasts and pussy. She placed her hands on mine and moved it up to her breasts. "Play with them. Feel my nipples. Squeeze them with your fingers. Not too hard, yes that's good."
She moved my right hand down to her pussy and moved it around in a circular motion. "That feels good. Now slide a couple of fingers along my slit."
My hand and fingers worked around her pussy. She shifted slightly and I put the two fingers inside her. "Yes, keep doing that."
"Now take your other hand and rub it on my butt. Slip your hand between my cheeks, then back up the crack of my ass. Here, like this."
My inexperience was embarrassing. "Stick your finger in my butt, move it around."
"OK, now get behind me and slide your cock between my legs. Not in my pussy, just along my slit. That's right. Now go back and forth like you are fucking me. Perfect! Wow, your cock is so big I can play with the head when you push towards me."
"On another occasion we could fuck in this position, but not this time. Let's rinse off."
Susan led me to the bed and started playing with my cock.
"Here, taste this." My cock was leaking precum and she used her finger to pick up some and put it in my mouth. "How's that?"
"OK, doesn't taste like much, maybe a little salty."
"Here's some more."
"You know what a blowjob is?" "Yeah, I've seen porno movies." "Would you like me to do that to you?"
"Would you really? That would be super!"