It was raining heavily as Cassie Lewis was walking rapidly while holding her handbag above her head trying to save herself from getting too drenched, Her car had stalled and she had to leave it where it was. Her friend Molly Carpenter lived only a few blocks away, so she headed there. They worked in the same office and had been friends for years. Cassie was single while forty-five year old Molly had divorced her husband five years ago when she found him in their shower with a young woman. Since then Molly was living with her youngest son Adam who was soon turning nineteen, and in the local college. Adam was a decent looking guy, and from what Molly had said, a bit shy.
Cassie had just turned thirty and had men asking her out all the time, Since most had made some sort of sexual reference or stared her well-developed boobs, she turned them down, hoping to find a man who would like her for who she was. Molly and Cassie worked out often so they were quite fit. They felt the eyes of most men in the office staring at them, and most likely mentally undressing them. Although they were not fond of it, they realized the term "MILF" fit them.
As Cassie walked that rainy she knew the few men she passed were staring at her because she was wearing a white shirt which was transparent and showing the curves of her upper body. She was also wearing a red bra, which was clearly visible.
She reached Molly's house and knocked on the door. Her son Adam opened the door after a minute.
"Hey Adam, Can I come in?"
"Of course Cassie!"
Adam closed the door letting her in and said, "Mom has gone to see her sister and won't be back till late."
Cassie saw him looking at her face, but she knew his eyes rolled down to her chest, which was clearly visible through the wet transparent shirt.
"I really need to get out of these wet clothes. Could you get me a towel honey?"
"Be glad to."
Cassie went to Molly's bedroom to pick out something to wear, then headed to the bathroom. She began taking off her clothes, leaving them on the floor. She had removed her shirt and jeans, and as she was taking off her bra, Adam came in with a fresh towel in his hands.
"Sorry," He said when he saw her nearly naked.
"It's okay Adam," Cassie said like it wasn't a big deal that her friend's son had just walked in while she was undressing.
Adam was a pleasant young man, but he was young compared to her. Cassie watched him check her out quickly before leaving the room. As Cassie pulled her panties down and off, she wondered what Adam was thinking about the quick view he had seen of her nearly nude.
She took a quick shower and dried off, curious if Adam would think of her the next time he jerked off. She slipped into the borrowed blue night gown with buttons in the front and lace around the neckline and hem. She wore nothing underneath.
Cassie left the bathroom and saw Adam at the kitchen table. Cassie made them some coffee. A smile was on her face, knowing Adam was constantly looking at her. The phone rang and Adam left to answer it. A moment later he returned with the handset.
"It's my Mom." he said.
"Hello! Molly, where are you?" She asked.
"I'm at Linda's house, but it's raining heavily and I don't really want to head home until it stops."
Cassie said, "My car stalled so I came here since it was closer."
"That's fine with me. Stay as long as you like."
"Thank you," Cassie said and they hung up.
As she put down the phone Adam dropped his spoon and went under the table to find it. Cassie smiled again knowing how naughty Adam was being. She didn't spread her legs, which she knew he hoped so he would get a better peek.
"Do you see it?" She asked slyly.
"What?" he said.
"The spoon, silly."
"Oh yea I got it," Adam said as he slid back into his chair.
Cassie could tell he was nervous by his voice, and wondered what he was thinking. Or what she was.
Cassie and Adam talked awhile and she sensed the shyness his mom had mentioned. When she asked if he had a girlfriend, he timidly said that he never had. She sensed that he was probably inexperienced in the ways of love and sex. They finished the coffee and Cassie went back to Molly's bedroom.
She didn't know Adam was following, and when she turned back to close the door, they bumped into each other with his chest meeting her boobs. They lost balance and collapsed onto the floor with Cassie on her back and Adam over her. One of his hands was over her right boob and his cock was pushing against the left side of her pelvis.
Neither moved or said anything. He was not getting up and she was not asking him to get off. Cassie looked into his eyes which were filled with desire. She could feel his cock growing hard and pushing against her pelvis. Adam bent his head down and their lips met in gentle kisses. Cassie's hand caressed his soft hair. They had a chance, and time to bring them closer. Cassie knew she should have asked Adam to get off, but she really didn't want him to.
While kissing, his hand was slowly squeezing her boob and he was pushing his hard cock on her body. They kept kissing for few minutes on the floor and not moving much. She let his hand rest on her breasts and enjoyed how hard he felt pressed against her thighs. Soon Adam started kissing near her boobs. Cassie wanted to moan but didn't because that could have made things more dirty and she didn't want that.
"Stop, stop!" Cassie finally said.
He stopped and looked at her, probably thinking things were not going to continue. Cassie stood up and looked at him. She grabbed his hand and took him to Molly's bedroom. She didn't bother to close the door because they were alone in the house. They faced each other and she opened a few buttons of her night gown, revealing what he wanted to see. Cassie didn't tease him much and took it off totally, letting it fall down on the floor. Cassie was standing naked in front of Adam and wondered if he had imagined her that way before.
She sensed he was too nervous to touch her. She approached him and put his hands on her round boobs and erect nipples. If he had reached between her legs, he would have found how wet she was, but he didn't. He seemed happy to feel her breasts, like he had forgotten she was totally naked, and had other areas he could explore.
Cassie tried to lift his t-shirt but he took it off himself. When Cassie undid his belt, he took off his pants. He was hard like steel inside his white underwear. She controlled her feelings and let him feel her as both hands caressed her boobs. He seemed to enjoy playing with them, and Cassie got the feeling he had never done it before. He came closer and they began kissing again. His hands moved to her back, and Cassie's hands were around his body.
"Do you want to suck my boobs?" Cassie asked while looking straight into his eyes.
He seemed confused how to answer so Cassie moved his head down to her chest. He kissed her boobs near the nipples, and then started to suck on them. He was really good at sucking her nipples and kissing the soft flesh around them. Cassie could not control her moans, so he knew how well she enjoyed what he did. Cassie knew something was going to happen between them soon, but was not sure exactly what.
***
Fifty year old Alex Carpenter had spent the past five years wishing he had not screwed up his marriage to Cassie by making out with a younger woman. They had brought three children into the world. Ginger was the oldest at twenty-five, while Lexie and her twin brother were approaching nineteen. Lexie and Ginger each had their own apartments located in the same city where their Father he lived, and Adam was living with his Mom a few hours away..
Alex's life felt empty. He had added several modifications to the three-bedroom house in the past several years. The central air unit was fairly new, and he had the outside painted a few months ago. The large backyard was surrounded by a high privacy fence, and Alex had installed a four-person Jacuzzi when the kids were young.
Things were good in his life for the most part, except for being alone. His job was going well, and he had built a solid reputation. Since he always had an interest in law enforcement, he was able to do something he enjoyed, despite the occasional dangers. He did not have any real hobbies or interest besides being an avid bowler, which he made time for when possible.
He recalled the various sexual things they tried. He could never forget her body, and considered her breasts to be well rounded and superb. Her long black hair had been so silky smooth, and he loved the way it hung over her shoulders. She had been a very giving lover who wanted to please him in any way she could. Since losing her, Alex put too much into his job and never made time to become intimately involved with anyone, so any sexual relief was self-provided.
As his son was becoming involved with Cassie, Alex nervously walked up to the door of a woman who gave massages from her home. He had heard about it from a male friend, and decided to check it out. He felt nervous but yet excited at being touched by a woman again, but had no clue what to expect or ask for.
He was greeted by an attractive woman with ebony skin and jet-black hair that cascaded down to her mid back. She wore a white top and shorts and Alex quickly admired her toned legs. She introduced herself as Jewel and led him to the room. Then she told him to undress and lay on the padded table face down, and that she would return in a moment. Alex was not sure if he was supposed to remove everything, but decided to take the chance and stripped completely. Then he climbed onto the table and covered his mid-section with the provided towel just as she re-joined him.
"So what brings you in Alex?"
"My job is often stressful and I've had a lot of depression in my life. My wife divorced me five years ago and I haven't had any attention from a woman since."
"Sorry to hear that. Hope you are getting along well."
"Doing what I can, but it's still hard being alone."
"I suppose you masturbate a lot," Jewel said.
"Yea at times, but not much. It seems so alone."
"I know what you mean," Jewel replied. "I have yet to find the kind of man I can see having a future with. But I keep hoping."
"Same here," Alex told her. "Except I am looking for a woman."
"Well that's good to know," Jewel said with a smile.
"I was referred here by a friend, but he did not tell me what to expect."
"I will try to help you feel better." Jewel responded. "And I always give the full hour you paid for. Just relax and enjoy. You sure are tall."
"Seven feet exactly," he responded.
"Well I like big men," Jewel said with a sly grin as she warmed her hands with heated massage oil and began to slowly massage his back.
"Feels great," he said softly.
Alex could feel the tension between his shoulders and back start to reduce, and was sure she would help him feel more relaxed. He asked how long she had been a Massage Therapist, and she replied it had been seven years. Jewel added that prior she had been an airline stewardess. He groaned as her strong fingers worked on his tense muscles. After finishing his back, she moved to his feet, and began kneading them.
"The feet have nerve endings that go to most areas of the body, and stimulating the pressure spots helps to relieve pain," she explained.
