Intimate Secrets

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.

Jewel moved up his legs, then he felt her hands slide under the towel and onto his butt. He moaned softly as she spent several minutes working on his firm buttocks. He was enjoying her methods, perhaps a little too much since he felt himself becoming aroused.

"Can I remove the towel?" She asked.

"Yea I suppose so."

"Are you married?" Alex inquired.

"I was, but he died suddenly about eighteen months ago from anaphylactic shock. He was only twenty-five. He got stung by a bee during a jog, and the Doctor said he had a severe allergic reaction, causing him to have breathing difficulty. He was alone until someone passed by and saw him. But it was too late."

"I am so sorry Jewel. I guess we have both been through hard times."

"Yea we have. Don't like being alone at twenty-one."

After about a half hour she asked, "I need you to roll over now. Do you want me to replace the towel first?"

"Not really," Alex responded, feeling concern at being partially erect, and hoped she would not take it badly.

He rolled over and rested his head on the pillow. He saw her eyes travel over his body and wondered what she may think or say about him being fully exposed.

"I see you are enjoying this," Jewel said with a smile.

"Sorry, your hands felt so good and I . . ."

"Don't be. It happens a lot. Actually I take it as a compliment. I take pride in helping my clients feel totally relaxed, in all ways."

Jewel massaged his arms and hands before moving to his calves and feet. He could feel his muscles relaxing from her touch and knew much of his tension was being reduced. As she approached his thighs, Alex felt his erection grow even more. Taking more massage oil in her hands, Jewel rubbed it into his chest. He was surprised when she then removed her top and stood beside him topless.

Alex admired her breasts, which he considered to be perfectly proportioned for her frame. Not overly large, but yet not small. She poured lotion on his chest and caressed the area slowly using slow circular motions. Alex felt his arousal growing as her fingers moves downward to his abdomen. His cock bobbed as her fingertips grazed though his pubic hairs.

"Shall I take care of that for you?"

"If it's OK . . . sure. What can you do?"

"I rarely do this until I have built a solid trust, but I know it would help you feel better. I can offer you a hand release. Your cock appears to be as long and thick as a banana. Just relax, and you can touch my tits and legs if you like."

Jewel poured more lotion into her hand then grasped his shaft gently in one hand. She began stroking slowly as the other hand massaged his balls tenderly. Alex reached up and grasped one breast and felt her excited nipple in his palm. He sensed she did not want to rush his climax but also wondered if the session time was growing short. As he switched to the other breast, she began to stroke a little faster.

She smiled and asked softly, "Is this all right?"

"Better than all right. Feels fabulous."

Jewel used steady strokes while focusing on the head as the other hand continued its manipulation of his balls. He felt his cock pulse in her hand as she increased the pace slightly faster. He moved his hand to one leg and glided it up to her shorts. He knew he could not hold off any longer, and saw that her gaze was focused on his cock, and sensed she enjoyed what she was doing for him.

Jewel looked into his eyes and said, "Go ahead. Let it happen."

Alex moaned as he exploded from the grip of her hands. Jewel pointed his cock towards her chest, and he was amazed at the force of his eruption. Her dark skinned breasts were heavily coated by the time his orgasm was over. She rubbed it into her skin, obviously enjoying the warmth and feeling. She then went over to the sink and washed her hands. After that she grabbed a damp towel and wiped him down.

"Well was everything up to your expectations?"

"I can't describe how much better I feel." Alex replied.

"I'm glad. I love a good cum shot. You said your job was stressful. May I ask what you do for a living?"

"I've been a U.S. Marshal for the past twelve years."

"Oh my," Jewel replied. "After what I just did for you. Am I . . .?"

"No, you are not in any trouble. I enjoyed what you did. I really needed it. I work with the witness protection program and transfer prisoners, along with other duties. "

"Good. Would you like to use the shower before you leave?" She asked.

"I would like that," Alex replied. "Not sure I should ask this, but would you possibly like to go out with me?"

"Yea I would, if you really mean it."

"How about this coming Saturday night?"

They exchanged contact info before he left, and arranged a time for him to pick her up. Driving home, Alex hoped he may have found someone to share good times with in the future.

***

Back at Molly's house, Adam moved his fingers through the thick black bush below Cassie's waist. Then his hand moved between her legs. He was fumbling around, feeling and rubbing, and unknowingly rubbing her clit. Everything that was happening made her lose control, and she moaned loud in pleasure.

Cassie debated on jerking him off, but the way he was touching her while sucking her tits made her ready to do almost anything. His finger slipped in her wet hole while he was kissing below her tits. They went to he bed where Cassie spread her legs, and asked him to come to her. He sat down near her legs.

She knew he was waiting for her to say something, but when she kept quiet, he slowly moved his hand on her leg and moved upward. She felt his hand between her legs again and then his finger dived deep inside. He moved his finger in and out, and eventually found her clit. Cassie grabbed onto the sheets and enjoyed it immensely. After a few more minutes of fingering, her body shivered in a very satisfying orgasm.

He watched her breathing heavy, with his hand on her thigh. His cock was still hard, and Cassie knew she had to take care of it.

"Had you done it before?" Cassie asked, rubbing her hand on his leg.

"What?" he asked.

"What you just did with your finger?"

"No," he admitted while looking down.

"You were good, you made me cum," She told him, but he was still looking down.

Cassie got off the bed and stood in front of him, then went on her knees. She looked up into his eyes while her hands reached for his hard cock. He closed his eyes as she squeezed it a little, and felt himself getting ever harder.

Cassie stroked his cock as he looked down, then she wrapped her lips around the head. She moved her mouth over the entire length and stroked with her hands at the same time. In just a couple of minutes he shot off in her mouth. Cassie kept sucking and let him unload his cum all in her mouth.

"I am... I am sorry," He said gasping. "I should have warned you."

"It's okay," Cassie said clearly. "I already swallowed all the cum. I have always had great oral talents and really enjoy getting guys off with my mouth."

She laid back on the bed and asked him to lie down next to her. His cock was going soft, so she put her hand on his chest and felt his heartbeat.

"Have you had sex before?" I asked him.

"No," he replied softly.

Cassie was a little shocked because she wasn't expecting him to be a virgin.

She moved her hand around his chest, feeling his body. Then she went lower, down to his cock and slipped it back between her warm lips.

"You are getting hard again," Cassie said. "You have a nice cock Adam."

Cassie was wondering if she should stop things, or go for more. She looked at him and lost all control. She grabbed his cock, moved over his torso, and lowered herself onto him. His cock was quickly buried fully inside her, and Cassie sat motionless, enjoying the fullness.

"Ah..." He moaned and opened his eyes.

"Do you want me to stop?" She asked.

He nodded his head and replied, "No...please don't."

Cassie put one hand on his chest, and kept slowly riding his cock. She enjoyed the feeling and hoped she could reach another climax, this time with him inside her. She felt pride knowing she was his first lover, but also some guilt because he was her best friend's son. Either way, she was going to enjoy the experience, even if it never happened again.

"This time let me know when you are near," Cassie told him. "Although I can't get pregnant, I don't want you to cum inside me."

She bent towards his face, placing her boobs closer to his mouth. He licked each nipple in turn and fondled her tits. Cassie wanted to hold him off for a while, and had to sit motionless on him several times to prevent Adam from climaxing too quickly.