Chapter 1

His name was Eric and he was 23 years old. He could not have told you how or when his desire for an "older woman" started. Perhaps it was because he had seen too many movies in which Joan Collins played an irresistible seductress? Like many young men he quickly discovered that most "older women" are not interested in post adolescent males. He also learned that these women have lives, and sometimes even a husband and kids. Unlike most young men he did not give up and his fantasy gradually became his dream. He knew he was very attractive and could almost have his choice of girls his own age, but his desire for a more mature woman was overpowering. He was 23 years old and determined to make his dream a reality.

He placed a personals ad "Boy Toy seeks Dragon Lady" and got no response for the first two weeks, but on the 3rd week a lady with a sexy voice left him a message. He called her and they exchanged pleasantries. Her name was Caroline and the two of them agreed to meet for lunch. He got to the restaurant first and the sight of her when she walked in the door made his heart stop. She was the most drop dead gorgeous, elegant, classy, lady he had ever seen. It was impossible to guess her age... Was she forty something? Perhaps even fifty something? He knew that a gentleman never asks a lady's age, so Eric quickly forgot all that. They got a booth in a quiet corner. He did not know how to begin the conversation, but she started first. "You should know upfront that I am married" she informed him, and then continued "but my husband and I have an open marriage. We can each see other people on occasion. I am not in any way promiscuous, and I am not inclined to jump into bed with someone right away." The boy replied, "I would not have thought so anyway."

"So... why are you interested in 'older women' anyway?" she asked. He responded, "Well... You probably think it's just about sex, but it is a lot more than that. I just don't find girls my own age interesting to talk to or exciting. I think a lot of them are cute, but none of them are beautiful the way you are." She burst out laughing and said, " Perhaps you just need to give it time."

After a few seconds pause she continued, "I don't like to be thought of as 'older' and certainly not as a 'dragon lady'. I almost didn't respond to your ad." Eric confessed, "You were the only one that did."

"What did you mean when you said you wanted to be a 'boy toy?'"

"I guess... uh. Just that I would really like to please a woman."

"Please a woman in what way? Do you want to bring her flowers and write poetry to her?"

"I could do that I guess. But I really dream of passionate... uh ya know... with a more uh 'mature woman."

"Passionate what?"

"Cunnilingus-it could be so warm and wonderful. Some days it's all I day dream about" he confessed in a whisper.

She burst out laughing once again and the young man's face reddened in embarrassment.

"Well! At least you gave me a specific answer." She stated flatly. "That could be very nice... assuming of course that you know what you are doing. "Perhaps you would like to know what my idea of a "boy toy" would be?"

The question hung in the air for a moment before the young man realized that she was waiting for his response. Finally he blurted, "Yes. Please tell me."

She reached for his hand and said, "I'd like a handsome, dignified young man who behaves like a true gentleman. He must be very respectful of me and... (She lowered her voice to just above a whisper) do anything I want. Anything." She paused and then continued, "As I've told you I am a married woman and I love my husband so any relationship I engage in must meet with his approval. My husband... is very fond of (and she lowered her voice once more) anal sex, but I do not much care to be on the receiving end if you know what I mean."

Once more the boy sat in semi-stunned silence before stammering, "I've never tried that, uh, I guess if you really want me to I could do that with you."

"No sweetie," she laughed, "Not with me-with my husband."

"Oh" he replied and then as realization dawned, "Uh, oh shit! Err sorry. I mean, I'm not gay if that's what you were thinking. I can't take my eyes off of you, but I don't do that sort of thing."

She started to gather her things from the table and said, "Well... Why don't you think it over and give me a call sometime. I really do think you are very nice and attractive. We could probably have a good time together." She laughed and said, "Maybe we could go to a movie sometime."

He replied, "OK. I'll give you a call later." She walked out of the restaurant.

The young man remained seated in the booth for nearly an hour. He could not make sense of what she was asking him. Did she want him to be her lover or not? Was she just looking for a buddy to go to the movies with? The whole situation was absurd. His greatest fear was that she did not want him at all. Maybe she was only looking for some kind of lover boy for her husband. That's sick! he thought, and pushed the idea out of his mind. After all she was the one who responded to his ad and not her husband.

A waitress finally tired of watching him stare into the distance, so he left the restaurant.

He wandered aimlessly in his car for the rest of the afternoon. He felt feverish and tense. He could not get Caroline out of his mind.

He could not wait to see her again so he called her the very next day. Just as she had suggested (was she joking?) he asked her out to a movie. They met at the theatre next to the mall. The film was "Jerry Maguire" starring Tom Cruise. He was uncomfortable during the show. Should he hold her hand? Should he sit closer to her? He sat like a lump in his seat and watched the film while Caroline sat next to him. After the show was over they walked into that mall. She asked, "So... What shall we do now? Would you like to go back to my place?" He hesitated and then said "sure". She jotted down an address on a slip of paper and told him that he could follow her car. He did as she suggested and after 15 minutes or so they arrived at a stylish two-story house. Caroline unlocked the door and took her shoes off as she went inside. He did the same. They went into her living room together. "This is the 'dragon lady's lair" she said and smiled at the silliness of it. It seemed that no one else was around. She offered him a drink and he accepted a glass of water gratefully.

They sat together on her leather couch and he put his arm over her on the top of the couch. She moved closer to him, but did not say anything. She seemed to be waiting for him to say something. At last he said, "I guess I'm still not clear on what you expect of me, but it has been really good being with you tonight."

She leaned close to him and said, "Let's see how you are at 'boy toy.'" And then she kissed him as her left hand went behind his head. Her kiss was soft at first and then she kissed him hungrily-her tongue exploring his mouth. She thought to herself he's so sweet. He even tastes sweet, and so innocent. He was still off balance, but he kissed her back as best he could. Their mouths parted and she kissed his neck and chest. She fingered the buttons of his shirt, but did not undo them.

"My bedroom is back here," she said and they went together hand in hand. She led him to her bed and they kissed for quite some time. She undid the buttons of his shirt, kissing his chest and teasing his nipples. He was still tense as hell because in his experience girls were not very aggressive sexually. He helped her off with her blouse then and kissed the full softness of her breasts through her lacy bra. He felt the soft weight of them as she reached behind herself and undid the catches. She was breathtakingly beautiful. He stood up and took off his trousers and underpants. He was standing nude next to the bed when she sat up on the edge of the bed closest to him. "Kneel for me," she commanded softly and he knelt in front of her. He knelt between her legs and she leaned slightly forward to kiss him. She removed her skirt and then leaned forward to kiss him again. Her full soft breasts were swaying and brushing against his muscular chest. She took his head in her hands and guided him lower, so he knelt lower for her kissing her softly as he went down. She guided his face between her legs and commanded him, "go slow now."

She was still wearing her panties and he kissed her pubic mound well above her vulva. He kissed her inner thighs and enjoyed the warmth of her. She was soaking wet and her musky scent was heavy. She had obviously been aroused for a while. He was finally starting to relax a little bit. He had a bit of experience with kissing women to climax because a lot of the girls he had dated did not want to "go all the way." For some reason these same girls did not mind having cunnilingus so he had learned a bit about it. He did not consider himself an expert, but he knew more than most guys.

He pressed his face to her warmth allowing her to feel the simple pleasure of warm pressure against her pubic bone. He very gently traced his tongue over her outer labia through the sheer fabric of her moist panties. Finally Caroline could not wait any longer and she pushed him back and pulled her panties off. She took his hands and then his head and drew his kiss back to the valley of pleasure. "Worship Me," she said, but he was already doing just that. Now he softly traced her outer labia with his tongue several more times and then parted it with his mouth. His lips found the firm button of her clitoris, but he avoided direct contact with it. He licked her inner labia and gently suckled only the outer part of her vaginal opening as he brought his mouth more fully into contact with her delicious warmth. His upper lip was softly stimulating the underside of her clitoris at the same time, and Caroline allowed herself to relax fully into the loving kiss of her boy lover. She leaned back on the bed and parted her legs wider. He rose slightly on his knees, but never let his kiss leave the warmth of his mistress. He finally brought his kiss to bear on her clitoris, gently suckling under and beside it, but never directly over the top of it where experience had taught him it could be painful for a woman. Caroline was fucking his face passionately by now. There was no other word for what the sexy older woman was doing as she writhed on the bed and pulled his head into even closer contact with her. She was moaning deeply, and then she nearly came off the bed as she bucked her hips upward and climaxed against his soft kisses.