Jake couldn't understand it. He knew he was a reasonably good-looking 18 year old guy. He wasn't overweight, had an athletic build, didn't smoke or drink, and was well-liked by everyone. His problem was that he was ashamed of still being a virgin. Every time he would go out with someone, he would always hear the same, tired excuses when he would ask for a second date. One time the girl would tell him that she liked him, but it was more like a brother. Another time it would be more along the lines of "I don't want to mess up a perfectly good friendship." He knew he would eventually find a girlfriend but he was getting very impatient.
He had a normal family. His mom and dad both had jobs. He was a senior in high school and had a sister 2 years younger and a sophomore. He had a nice truck with a killer sound system. He had a job where he worked at the grocery store on Monday and Thursday nights and Saturday during the day. He didn't get paid a lot, but it was more than minimum wage and he occasionally got tips from women when he carried their groceries. On nights when he didn't have a date or didn't have to work, he usually found himself in front of a computer screen. As a typical teenage male, his hormones were in overdrive. He had a few favorite porn sites he visited, but his favorite site was Literotica.
One late Saturday night as he was reading some of the stories, he realized that he usually gravitated towards the 'mature' category in general, and found that he was more attracted to the stories about older women and younger men. He thought that this might be his problem. Maybe he should be trying to hook up with older women but how would he do this? He thought for a few minutes and remembered how many women he saw at the grocery store when he was working. Some of them were just plain HOT! The only problem would be how to approach them.
His approach problem solved itself the very next Monday night at work. As he was pushing a cart load of fruit to the produce section for restocking, he saw Mrs. Taylor as he rounded the corner. He saw her in the store a couple of times a week and she was always very nice to him. She was a good looking woman any time, but tonight there was just something about her that made his cock jump when he saw her. She was dressed in a pair of skin-tight jeans that looked like they had been painted on her beautifully shaped ass. Her cherry-red high heels showed flashes of light as they reflected the lights. Her tight, white tank-top completed her ensemble. All of this was topped off by a head full of shiny, jet-black hair that hung down to the middle of her back. She was leaning over the apple bin, checking them for bruises and cuts before putting some of them in the plastic bag she was holding. The longer he looked at her and the closer he got to her, the harder his cock became. He was beginning to get uncomfortable.
Just as he passed behind her, she gave a slight yelp and jumped. The apple bin was sitting at an angle and she had pulled out an apple that was holding up several of the others. As the apples cascaded down the bin, they were bouncing all around and she was doing her best to catch them but failing miserably. He jumped over to help her and caught his foot on the corner of the cart he was pushing. He stumbled lightly into her, pressing against her from behind and trapping her against the apple bin. As the apples fell around them, he realized his hardness was pressed into the crack of her ass. Immediately, he felt a rush of heat as his face turned red from shame. He told himself that maybe she didn't feel it. As she turned around and looked at him, he couldn't help himself. He hung his head from embarrassment but while he was looking down, he noticed something. She wasn't wearing a bra and her nipples were standing out against the tightly stretched fabric of the white tank-top. He looked away and hoped she didn't see where his eyes had been. As he looked further down, he saw that the front of his khaki pants were tented and his shame grew worse. He stammered his apologies and couldn't believe how bad this was turning out.
Judy Taylor had been divorced for 5 years. Her ex-husband just couldn't keep it in his pants. Since then, she was a totally changed woman. She was 35, single, hot, and she knew it. She liked to go out and have a good time and was no stranger to the effect she had on men but she was in the middle of a dry spell. When Jake stumbled into her, she felt his cock pressing into her ass. A sudden wave of heat built up in her pussy and her nipples had hardened as she realized she was the cause of it. She could feel the moisture building up inside her. She turned around and looked at Jake. She saw where his eyes had been and wondered what was going through his mind until she looked down and saw he had what appeared to be a very formidable problem in his pants. A wicked smile came across her lips as she wondered just how big it was. She made up her mind to find out.
She never said a word as she grabbed his hand and led him towards the back of the store. They went through the swinging doors and turned left. She led him all the way to the end of the warehouse and stopped in the last aisle, out of site of anyone who might be back there. Her right hand went down to rub the front of his pants. Her eyebrows lifted as she felt how big it was. She looked him in the eyes and as he tried to speak, she put a finger across his lips to keep him quite.