Ryan's Summer - Cover

Ryan's Summer

Copyright© 2004 by Gary Johns

Chapter 3

Erotica Sex Story: Chapter 3 - When Ryan Crawford takes a summer job with a pool servicing company he has no idea that the service he performs will be much more than cleaning pools.

Caution: This Erotica Sex Story contains strong sexual content, including mt/Fa   Teenagers   Consensual   First   Oral Sex   Anal Sex  

Ryan was soaked with sweat and exhausted when he arrived home that day. He had taken care of two other pools after leaving the Wellsworth estate. It was harder work than he had imagined. But, he wasn't just tired from the work. The excitement of the visit to the Wellsworth had worn him out more than the physical labor. Still, when his head hit the pillow, he couldn't sleep. And, he barely slept the rest of the night. He kept going over the events of the day, reliving every second from the moment he arrived at the mansion to the time he left. It was the strangest but most exciting day of his life. By the time the sun brightened his room, he had only slept for a total of two hours.

He got up and dressed quickly, putting on a tank top and cut off jeans. He hurried out to the car and checked to see if he had enough chemicals. Then he headed out for his second day of work with a feeling of excitement in his stomach. His first appointment was at 10 A.M. and was in the same neighborhood as the Wellsworths. He wondered what his next customer looked like as he drove through his own run-down section of town, hardly noticing the dilapidated houses and old cars on the front lawns. A bridge over an expressway separated his poor community from the ritzy section of town. As he turned into the development he saw a police cruiser sitting along the side of the road. Benny had warned him that the police would hassle him, especially driving his junk car, so he had placed a sticker on the door of his car that read, "AquaSpa Pools." He waved to the cops and they waved back. The sticker worked.

As he passed the Wellsworth's estate he felt a little chill of excitement and suddenly wished it were next week. Several houses down the street he found the next address on his list. He pulled up to the large iron gate like yesterday, but this one was already opened. He drove up the driveway until he reached the main house and stopped in front. The house was not quite as imposing as the Wellsworth's but it was nonetheless beautiful. He waited for a few minutes but when no one came out he got out of the car and walked up the steps and rang the doorbell. A moment later a woman in a casual summer dress came to the door. She was trim and in her early forties, dark hair, very pretty, with a friendly face. Ryan thought she must be Mrs. Billings.

"You must be Ryan Crawford from the pool service," the woman said.

"Yes ma'am," he answered, surprised that she knew his name.

"You're early. I'm Ms. Baker, Mrs. Billings' assistant. She is in her office. Come in and I will see if she is ready to see you."

"Uh... I'm just here to clean the pool," Ryan said, not expecting to be invited in.

"I know," Ms. Baker said and led him into the house and to a large living room.

"Please have a seat. Would you care for anything to drink?" she asked.

"No ma'am."

The woman smiled. "I love a young man with manners. I'll be right back."

A few minutes later she returned and told him that Mrs. Billings would see him in a few minutes. "Are you sure I can't offer you a drink?"

"Uh... okay, a Coke please."

She returned with a Coke on a tray and then bent over to place it on the table in front of Ryan.

His eyes grew wide when he realized that he could see down the front of her dress. Her large and mature breasts swung freely, exposing the two large orbs all the way to her nipples. As he stared, she looked up from her bent over position and saw him looking. He saw a smile come to her face.

"I'll be back for you in a few minutes." With that she left.

It took Ryan a few minutes to recover from the shock of seeing the woman's bare breasts. As he sipped his Coke nervously, he got up to look around the expensively furnished room. He figured the furnishings in the living room alone probably cost more than his entire house. There were ornate statures, giant portraits and expensive jade carvings throughout the room. On one side of the room were four tall sliding windows that looked out over the deck, the swimming pool, and several tennis courts. In the distance were rolling hills stretching as far as he could see. He was just thinking of how nice it would be to live in a place like this when the woman returned.

"Mrs. Billings will see you now." She turned and led him toward the stairs.

Ryan was eye level with her buttocks as he followed her up the wooden spiral staircase. The dress was snug at the waist and rather tight on her hips. She had a very nice shape for a woman of her age. Until yesterday, Ryan figured that any woman over 30 was old. However, after what happened at the Wellsworth's, he had begun to change his mind. Now, as he watched the woman sway her hips in front of him, he was shocked to feel a tingling in his crotch.

At the top of the stairs, the woman led him across a balcony that overlooked the living room and to a large oak door. She knocked and without waiting for an answer, she opened the door and directed him past her. As she did she whispered "Good luck," and she smiled strangely at him.

Ryan had no idea what "Good luck," meant. "Uh... thanks," he said. When he turned he saw a woman sitting at a large mahogany desk. She had her head down and was writing something and didn't look up as he walked over and stood at the desk. Ryan could see that she looked to be older than Mary Wellsworth, but younger than Ms. Baker. She had brown hair and it was elegantly styled, falling short of her shoulders and turned under. She had on a pair of horned-rimmed glasses. She almost had the appearance of a stern but pretty schoolmistress.

Suddenly she looked up and Ryan was staring into her big brown eyes. Her face was unsmiling but her eyes seemed to twinkle. He found himself staring into her eyes as if hypnotized.

The woman sat back and folded her hands under her chin, pressing her index fingers thoughtfully to her lips. "So you're Ryan Crawford?"

It was a statement and not a question. "Yes ma'am," Ryan answered anyway. He suddenly wondered if somehow she thought he was applying for a job. Then he added, "I'm just here to clean the pool."

"I know that. However, I insist on meeting everyone that works in my house," she said rather sternly. Then her lips curled in a slight smile. "Especially if they are handsome young men!" She motioned toward a sofa and said, "Please have a seat and I'll be with you in a second."

Ryan sat on a leather sofa, still feeling like he was being interviewed for a job. He looked around the large office/study and saw walls of books and plaques. The room appeared somewhat masculine, yet there were many feminine touches. There were fresh cut flowers in vases, frilly flowing curtains on the windows, and the room had a sweet smell of perfume. On the walls was several diplomas and he saw Sandra Billings name on all of them... Doctor Sandra Billings. One was a college diploma from Dartmouth; another was a Master's from Stanford and another PHD and MD from Johns Hopkins University. Ryan was impressed.

"May I join you," Sandra said.

Ryan was startled. He was lost in thought and hadn't heard her get up from her desk. Now she was standing over him with a smile on her face. She had taken her glasses off and Ryan could see that she had a very pretty face. She had on a white blouse that had two buttons unbuttoned at the top and there was a string of white pearls around her neck. Her beige skirt was relatively short and quite tight. She had a very attractive figure from what he could see.

"Uh... yes ma'am... sure," Ryan stuttered.

Sandra sat down on the sofa and leaned to the side, crossing her legs comfortably.

Ryan's eyes naturally focused on her legs. He saw her short skirt pull upward, exposing an expanse of thigh and revealing just the hint of the top of her nylons.

"So, I understand that you have just joined the AquaSpa team."

Ryan wouldn't have called it a team since he only knew one other guy that worked there. "Yes ma'am."

"I think it's pretty hard to get a job with them. I know that they're very selective."

Ryan didn't think he had been specially selected. It was just a program to help poor kids. Still, if she thought he was special there wasn't any reason to tell her different.

"First, let me tell you a little about me. As you can see," she said, waiving her arm toward the diploma filled walls, "I am a physiologist and a medical doctor. I deal mostly in sexual disorders but I dabble in other psychosomatic disorders as well. I specialize in unorthodox treatments... treatments that sometimes are frowned upon by my profession."

The woman looked pensive for a moment, almost lost in thought. Then she added, "However, my techniques are very successful."

Ryan wondered why she was telling him this and if she was going to psychoanalyze him. About the only thing he had a problem with was the size of the head of his penis but he certainly wasn't going to talk to her about that. A smile came to his lips as he thought of how ridiculous that would be.

"So tell me about yourself, what your aspirations are, and where you want to go with your life."

Although he felt somewhat weird, Ryan began to tell the pretty woman his short life history. He found that she seemed to really be listening to him. Occasionally she would interrupt to ask him to clarify something but for the most part she just listened. She didn't write anything down but Ryan could tell that she was filing it away. Before he knew it, Ryan was telling her things that he had never told anyone. He talked and stared into her large brown eyes, losing himself in her strange and beautiful stare.

Incredibly, after about an hour Ryan began to talk about his problem with the size of the head of his penis. "... and then I guess the worst thing was that when I went to take a shower in gym, the kids laughed at me. They started to call me mushroom head and other mean names."

"Hmmm, and how did that make you feel?"

"Ashamed."

"And do you believe that is why you're still a virgin?"

Ryan stopped for a minute. He didn't remember telling her that he was a virgin. Maybe she just guessed. "Yes," Ryan whispered.

"So you have never had a girl see you or touch you?"

Ryan thought of what had happened yesterday but decided that he wouldn't mention that. Besides, she wasn't a girl. "Well, several times girls have... have you know... jerked me off inside my pants. But no... no one but my Mom has seen me, and that was when I was a little boy."

"Did you ever talk to your mother about your problem?"

"No, I've never talked to anyone... until now. It's... it's too embarrassing."

"You don't seem too be embarrassed to talk to me about it. Why do you suppose that is?"

"I don't know. Because you're a doctor I guess."

The doctor paused and sat silently staring at Ryan.

After a minute or so, Ryan started to squirm in his seat.

"Ryan, I know we have just met but I believe that I can help you. I don't think your problem is serious right now and I am sure that physically you are fine. However, I am a little concerned about your emotional immaturity and your shyness, which is obviously a result of the shame you feel about your sexual equipment. That can manifest itself into various psychosomatic disorders later in life and can therefore be serious if left untreated." The doctor sat back with a serious look on her face and paused to let Ryan absorb this. She tried to keep from smiling.

Suddenly Ryan was concerned. Maybe his 'problem' and the resulting shyness were serious already. He remembered times when he had avoided crowds of people because he felt uncomfortable. And he had always had problems approaching girls. He had become somewhat of a loner. Sometimes he would stay in his room all weekend, reading or playing video games. The few friends that he did have were mostly like him... quiet and shy... with the exception of Benny.

"Would you like me to try and help?"

Ryan was startled at the sound of her voice. "Uh... I can't afford to pay anything."

Sandra Billings laughed. "I wouldn't charge you anything. I don't need the money, as I am sure you know. However, your case interests me very much. But... if I am to help you, you must trust me completely. Will you trust me?"

"Uh... yeah, sure," Ryan said almost eagerly.

"Very good. First, I need to understand if you really have a physical problem, but before I do that, let me share a little secret with you. When I was a young girl... many years ago," she added with a smile, "I had a problem much like you. The fact is that many of the problems we have as adults stem from things that happen to us as children. It can be from abuse, a tragedy or sometimes, just things that grow too large in our adolescence minds. In my case, when I was twelve and beginning to mature, I woke up one morning and found I had breasts." Sandra laughed and continued. "Now all girls do that. However, I thought that my breasts seemed to be different. They were larger than my girlfriends, but that wasn't all." The woman paused as she stared at Ryan and she reached up and idly began to unbutton her blouse.

Ryan eyes opened wide as he watched her fingers.

"I thought my nipples were deformed," Sandra said. She saw Ryan's surprised face turn red. "Please don't be embarrassed. 'Nipples' is just a word... like tits or cock or pussy."

Ryan's eyes opened wider.

The older woman stopped after the second button and reached over and placed her hand on Ryan's bare leg. "You trust me don't you?"

Ryan felt her warm hand on his thigh and an electric shock rushed through him. His penis twitched in his shorts. "Uh... yes," he lied. He didn't know what he thought. But he knew that he felt excitement and fear coursing through him.

"This will be our little secret, right?" she said, looking at him with a serious expression.

"Uh... sure," Ryan stuttered, wondering what she was going to do that had to be a secret.

With that the woman began to unbutton her blouse again. When she got to the last button, she pulled the blouse out of her skirt and let it fall open.

Suddenly Ryan was staring at her lacy bra, which barely held her two large breasts. His heart was now pounding in his chest.

"Ryan, I was embarrassed by how my nipples looked. They weren't what I thought were 'normal'. Most girls had small areolas with little nubs on the end. Me... well..." again Sandra paused as if she were making a decision. "Let me show you." With that, she reached between her breasts and unclipped the clasp holding her bra together. She hesitated for a second before she let go. Suddenly the elastic sprung open, pulling the lacy bra from her large orbs.

Ryan gasped as her breasts fell out in front of his eyes. They were quite large but sat up firmly on her chest. There was just a hint of sag attesting to her maturity. However, the most amazing thing was that the entire front sections of both breasts were brown: the areolas covered the entire surface. In the middle was the nub of her nipples. They were a chocolate brown with the rest of her breasts a lighter shade of brown.

As the pretty doctor sat proudly in front of Ryan, she continued. "As you can see, my breasts are almost all nipple... better known as areolas." She reached up with her palm and lifted one of her breasts as if Ryan couldn't see them well enough. As she held it up she circled the nipple with her finger. "This area... beyond the nipple, on most girls is white breast skin with the nipple in the middle." She touched the nipple and it seemed to spring to life. "I thought I was a freak. I cried and tried to talk my mother into letting me skip gym. I made up all kinds of excuses and I could never talk to anyone about it. However, if I had, I would have known that I wasn't all that different. As a result, similar to you, I never took a shower throughout high school. I was also very reluctant to date for fear that if we got that far... if I let a boy open my blouse... well, it would be very embarrassing."

Ryan was already hard as he stared the woman's beautiful breasts. He barely heard what she was saying. But what he did hear had a familiar ring. He squirmed in his seat and hoped that Doctor Billings didn't notice his erection. However, that was impossible. He saw her eyes glance down and a slight smile curl at her lips.

"I met a female doctor while I was an intern and we became very good 'friends', she said with an emphasis on friends that was lost on Ryan. "She helped me a great deal. With her support, I learned that all of us are different. We are tall, short, blue eyes, brown eyes, large breasted, small breasted, etc." Then she paused and stared at Ryan. She saw his eyes look from her beast to her face and back to her breasts again. She continued. "I'm sure you have seen pictures of women's breasts Ryan. Do you think my breasts are odd?" She lifted both breasts as if to present them to him.

"Uh... uh... no... uh their beautiful," Ryan stuttered, his penis now pulsing in his shorts.

"Thank you. But like you Ryan, I thought I was deformed." Then she looked pointedly at his crotch and a smile came to her face. "From your reaction, I would say that you think they are exciting. That is a normal and healthy reaction."

Again, Ryan's face flushed in embarrassment.

"So, do you see my point?"

Ryan's mouth was so dry he could barely swallow. He licked his lips and whispered, "Uh... yes I guess I do."

"That's okay, we'll work on it. Most problems are not solved without a lot of give and take." Sandra stood up, her blouse flipping open, her breasts hovering above the confused young man. "Ryan, if you will let me, I would like to give you a physical and do some tests. Have you ever had a physical?"

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