Syd was interested in sex, but usually afraid that she would be taken advantage of. She had been raised in a strict religious background and had a hard time getting around the belief that sex was dirty. Maybe that was what ruined her marriage. She refused to do certain things that her husband wanted. She would say, "that's disgusting", if he ever mentioned that he'd like to go down on her. He didn't even dare ask if she would go down on him. The marriage lasted just a little over four years. She had been divorced for nine years. Syd told herself that she was fine. She didn't need a man nor did she want one.
She was still very attractive at 39. She worked out and kept in shape. She was about 5' 7", had a great figure with large breasts and a very pretty face. She did date occasionally, but she never became interested in any of these men. She may not have given any of them half a chance, because as soon as they would try to kiss her or become physically intimate even in a small way, she would shy away and then turn them down the next time they asked her out.
Then she met Michael. Michael was tall, probably about 6'4'. He was well built and very nice looking. He was about a year younger than Syd and she was attracted to him pretty much from the start. He was a new employee at the company that Syd worked for and their positions caused them to see each other several times each day. They became friends and Syd enjoyed his attention. She kind of hoped he would ask her out. They would sometimes go to lunch together and they began to share with each other about their past lives and loves and their hopes for the future.
Michael also had had an early unsuccessful marriage. He had been single for several years. When Syd told him about her marriage and unsuccessful dating career, Michael jokingly said, "What you need is a really big man." Syd laughed thinking that he was referring to his height.
When she related the story to her friend Carol, Carol said, "Syd I think that's a come on. I think he's trying to let you know that he's well endowed."
"What are you talking about?" said Syd. There's no way that he means that."
"I think he does," said Carol "Don't complain though, it might be nice. Why don't you take him up on it?"
A friend in college had told Syd that if you made love to a guy with a big penis it would hurt and she believed that to be true. She had only had sex with two guys in her whole life; her husband, who had a dick that was about five and ½ inches and fairly thin and a guy she dated in college, whose dick was even smaller. She was kind of intrigued by the idea that Michael might have a very large penis. If it were true or not, really didn't matter much though because she really liked him anyway.
Finally he asked her out for dinner. It went well and she continued to like him more and more. Several more dates, followed and Syd was falling in love. Michael, for his part, was totally taken with Syd.
When they were together, there were a few times that Syd caught herself peeking at his crotch to see if she could determine if the "well hung" theory was true. However it wouldn't be long before she would find out in a very exciting way.
Michael was patient and on the third date he was successful in giving her a good night kiss. It was a very nice kiss. Both of them were very satisfied with it for a first time kiss. On subsequent dates they continued to kiss and these kisses soon became more than just good night kisses. On several occasions both of them had become quite passionate. Syd was cautious, but she really liked Michael and she loved the way he kissed her. They also held each other but Michael, knowing the way she was, never tried to touch her intimately and he was very careful not to press his lower body into hers. She did excite him greatly and he became immediately erect when kissing her. He had to be careful though, because when it came to sex, he knew that she was very conservative.
Then came the day when Michael telephoned and said that he would like to take her to Marcello's, a very swanky Italian restaurant. It was difficult even to get reservations at Marcello's and Syd was impressed that he was taking her there.
Syd "dressed to the nines" for the occasion. She wore her most sexy dress. It was black, short and fairly low cut. She looked fantastic. Michael thought to himself, when he picked her up, "I'm very fortunate to be with her, this woman is gorgeous!"
The restaurant was set up in a way that each table was almost in a private room. For most of the meal they were basically alone except for the waiter, wine steward, water girl and bread boy. You know how fancy restaurants are; there are so many servers, it's very specialized. As the meal progressed however, the wait staff activity lessened and Michael and Syd were left pretty much alone.
The meal was wonderful, the wine was great and they were both feeling very happy and contented. Michael leaned over and kissed her. He kissed her again and held her hand under the table. Syd felt that she was falling deeper and deeper in love with Michael. Then it happened.
Michael was kissing her passionately. He was very turned on and sensed that she was too. His tongue was searching her mouth and her tongue was responding. His hand, under the table, moved her hand to his thigh and then quickly he put her hand on top of his huge fully erect dick. She was shocked and immediately pulled her hand back.
She was embarrassed and Michael was even more embarrassed. However, Syd was both amazed and excited by the size of his penis. It was so much larger than any one she had ever felt before. She really hadn't had much time to really feel it because she moved her hand away so quickly but she knew it was long and thick.
Neither of them said anything. Michael filled their wine glasses and they each took a sip and looked at one another. Then he kissed her again. She was so curious about his dick that she did something that she never thought she would do.
As her passion rose, she moved her hand, all by herself and put it on his dick. She moved it up and down the length squeezing and feeling it as she went. It was huge, probably between nine and 10 inches and very thick. The size of it was definitely a turn on to Syd. Her breathing became very rapid and she could feel her pussy becoming very wet and her clit was fully erect. She imagined Michael making love to her and wondered if this big dick would hurt or feel good or maybe a little bit of both.
Her touch was driving Michael crazy. "Oh Syd," he said breathlessly.
All of a sudden she felt shame and embarrassment and removed her hand.
They kissed a little more, before paying the check and then left for home. On the way Michael wanted to tell her how good it felt for her to touch him so intimately. He really wished that she had put her hand into his pants rather than feeling it on the outside. He hoped that that might happen soon, maybe even tonight, if Syd were to invite him in.
All types of thoughts were going through Syd's mind. She thought that she really did love Michael. She was ashamed of her thoughts though. She really wanted him to make love to her and although she didn't want to admit it she wanted to see his huge dick and feel it way up into her pussy.
When they arrived at Syd's house, she asked Michael if he wanted to come up for a while. Michael had come up several times before, after dates and it was quite innocent, just a little making out. Tonight she had mixed feelings, so she tried to block out what her real motives might be.
Michael answered, "Yes, I'd like that a lot."
They were both pretty excited about what had happened in the restaurant.
"Can I get you anything?" Syd asked.
"No thanks, I'm fine," he answered.
They sat down on the couch and she leaned back on him with the back of her head on his chest.
Michael had taken off his suit jacket and tie and opened the collar of his shirt. When Syd sat down her short skirt hiked way up on her pretty thighs. She knew that she was being sexy, but that was the mood she was in. The hem of her skirt just barely concealed her panties. This was not lost on Michael as his prick began to harden again.