And…if you can believe this as well Max agreed to tell her exactly how he felt about her. Cynthia was a bit surprised but happy, and I was too, seeing as he was only 18 and Grace Templeton was 25. You think to yourself what 25 year old wants to be seen with an 18 year old? She has to be a little “messed up” upstairs. But weren’t they all? Weren’t Cynthia and Max messed up as well? Personally, yes, I thought. Yes they were.

Even I was caught up in all of this a little. Honestly, well honestly, I liked Cynthia a lot. It was hard not to like her. In all honesty, she has to be the nicest and sweetest and one of the prettiest women I’ve ever known. And to think about it all, when she was 31 way back then, she had to be a catch and a half.

And nowadays, although she is only 54, she still has a figure to die for, or so I think so.

In those black jeans she wore that day and that short sleeved top she had on, well all I wanted was to be with her and on her and showing her how much I adored and loved her in ways she hadn’t ever been loved and adored. However, I think she already knew that.

She got up again for whatever reason. She saw something across the room. I didn’t see it but she did. She walked over and as she did I watched her sleek ass, which of course was small but shapely as hell, cross the room. I was astounded by its graceful eccentric qualities and I wanted to shout out to her “May I suck your ass Cynthia? I mean just for today. I’ll pay you back somehow.”

But none of that happened of course. The story continued. She knew everything that was important to her, which in the land of Cynthia and Max, well that was just about everything I suppose.

He left and went back to his own bedroom and once there he sat down on his bed. Cynthia thought about what had happened earlier. She felt this terrific need to orgasm. She stood up, went to her door, and she locked it. Back at her bed, she opened the drawer and pulled it out again, smiling. She pulled down her pajama bottoms and turned on the vibrator, leaning back against her bed as she did it. Spreading out her legs, she took her time, but before she knew it she was running the vibrator up closer and closer against her pussy.

Bam, her vibrator suddenly was inside of her. Her eyes closed almost as quickly as she slid it in her. It felt so damn nice in there. Ohhhhhhh ahhhhh she had told herself as she moved it around while she felt its generating vibrations and as her pussy became wetter and even wetter as a result of it all. The pulsations she felt induced a soon-to-be orgasm.

Her back flinched and Cynthia stiffened up. Her eyes pinched closed even tighter. Her back and thighs tightened up and she got even wetter as the vibrator caused her to orgasm at least once. In her room, alone, she cried out, quietly, and she wished he was there to lick her out. She would have loved that.

And so did I. I wished I was old enough to have known her back then.

“I orgasmed but unfortunately it was me and my vibrator. No one else was there but my vibrator,” she told me with a saddened look on her face. I felt bad for her and wished I could tell her I would’ve helped her but I didn’t.

“Anyway I got passed it all. I felt great having orgasmed as a result. I was wet, whipped kind of, and cum oozed down the inside of my thighs. Mmmmm, now that felt nice.”

I looked at her, wondering, and I think she wondered what I was thinking.

She went on with her story.

He was in his room, naked from the waist down, and he sat in his bed sort of like she was. He was sitting there and staring at his long lean cock. He wondered about masturbating as he thought about him and Grace Templeton and he thought about telling her how he felt about her. He found her to be really beautiful and extremely sexy too. And although she was a thicker, fuller figured woman, unlike Cynthia, to him she had a lot of qualities that he found attractive to him.

He sat on his bed, half naked, and thought about her and her body. He sat there, thinking about her, and possibly being able to see parts or all of her naked and he reached out. At first, he closed his eyes as he touched his penis, and as he wondered what she’d think of this if she saw him like he was. Would she like it or would he be disgusted with him if she knew that he was about to jack off because of her he asked himself.

She was his teacher of course and although she was a sweet, sweet woman who was like him in a lot of ways, she was older then him, and that alone made him unsure of what he was about to do.

He rubbed it, lightly. He closed his eyes, as he thought about Grace, and even his mom, but envisioned Grace standing or even sitting on his bed, happily, while watching her student go at himself as he gradually worked his cock into an erection.

His fantasy, at that time, was she would entice him a little bit by unfastening the buttons on the front of her dress. He always wished he could see her cleavage and bosoms. How they made him feel inside was, well it was magical to him when he thought about it all.

He was sure off this too. As thick and as curvy as the woman was she had to have the nicest, thickest cleavage around. Her boobs, as big as they were, had to support that supporting cleavage she housed inside her clothing and bra. He smiled, finally, knowing that her breasts and cleavage were an invitation to say something to her about her body.

He felt aroused simply because of that alone. But he did not get hard. He only sat against his backboard, thinking about Grace, Cynthia, and talking to Grace about her and possibly them. He admitted it wasn’t likely he’d get to together with her seeing as she was older although so was his mom.

But being with his mom was entirely different he told himself as he smiled.

The very next day, he greeted his mom and hugged her too but Cynthia could tell something was different, something was unusual. She wasn’t sure what it was but Max was not his normal self. Still he had “classes,” so to speak, and Grace was on her way. This having been the normal schedule, she did not get involved, letting these two do their own thing as she went about her wifely duties, what little there were for her.

“Hi Max, good morning,” she said.

“Good morning Ms. Templeton,” he came back.

They immediately sat down. She started to teach but right away she noticed that he was distracted. Something was up and he was not paying attention to her at all. She asked what was bothering him.

“Oh nothing,” he said, “just something uhhh personal.” Now seeing as they had grown “close,” in a manner of speaking she inquired as to what it was that seemed to be bothering him. “Awwww nothing…nothing really,” he lied.

“Listen Max,” she replied. “We’ve known one another for what? Over two years?” she said. He said yes. “You’re doing well, really well. Let’s do something a little different. Let’s go outside, get a little fresh air, and clear that mind of yours. How’s that sound?”

He said okay. They put their pens and papers down and took off on a walking trail so he could clear his mind. They walked for ten minutes, not saying a word to one another.

All of a sudden, she realized something grave was bothering him. “What’s wrong Max?” He would not tell her. She asked again in a similar tone of voice his mom spoke in. All of a sudden he realized he loved that tone of voice. “Come on, Max,” she said again. “We’ve known each other for over two years…so what’s bothering you?”

He thought about it. Should I tell her? Should I break down and really tell her how I feel?

He slowed then stopped walking altogether. She stopped too. He turned to look her in the face. She grew curious as to why he stopped to look at her like he was. He swallowed, hard, again which she noticed, but she waited. She waited to hear what he had to say.

And finally he told her.

His eyes looked down and then his head. She stood, waiting, and didn’t say a word. He looked up, slowly, but wouldn’t look her in the eyes. Finally he said “As you know, I don’t go to a regular high school. Seeing as I don’t I don’t get to interact with people like uhhh boys and girls, okay?” She said okay. He shut up for a moment, looking back at the ground. He thought how he wanted to tell her what was on his mind.

He looked back up at her. She didn’t see “it” yet. “See, I feel like I’m starting to umm discover uhhh girls, kind of. I’m realizing that I uhhh like girls…and girl’s bodies.”

He stopped and realized who he was telling his most inner thoughts to. He was telling them to Ms. Templeton. Of all people, the woman he liked the most in life, next to his mother, was standing in front of him, and so he shut his mouth for a little bit. Once he did, Grace Templeton looked right into his eyes while wearing a warm smile on her lips.

Nodding, she said “Hmmm, that’s interesting Max.”

“You think so, uhhh honestly?” he said, his eyes big and round and inquisitive. “Why’s that?” he asked.

 

“Because almost all women I know are attracted to men, and men’s bodies too, for probably the same reasons as you Max.” She paused, smiling and then said “From what I’ve learned, for one reason or another, girls or women, want to feel as if they are liked and loved deeply and intimately Max.” She didn’t really know for sure if that would help him and added “See, I don’t think I’m cute, but I think you are.”

 

What did she just say he asked himself. Did she just say she thought he was cute? Honestly, is that what he heard out of his teacher’s mouth? Once he realized what she’d said he was, and he felt, astounded. His eyes, open wide, looked at her. Even his mouth was open wide too.

“Come on,” he said in a surprised tone of voice to what she said. “You…well you Ms. Templeton to me are the most…the most incredibly beautiful woman I know!” I mean next to my mom that is he told himself. Then he added “I mean that too! I do…I really do mam. Umm you’re actually gorgeous,” he declared as seemed to grow hair on his balls so that he could tell her truthfully how he felt about her. At that point, Ms. Templeton was surprised as ever. She couldn’t believe anyone would feel that way about her. She was shocked. Her eyes were big and as she stood facing him he went on to tell her “Ms. Templeton, I think…I think you’re really, really, and I mean really very pretty!”

Yes, she was shocked as ever to hear those words out of his mouth. He looked right at her, right into her eyes as he said it. He smiled once she did but as stunned as she was she wasn’t sure she could return his smile. Still, it did feel nice to hear that, and her student was standing in front of her. She didn’t know it but Max was proud as hell of himself for saying what he’d said.

“Ms. Templeton, I mean that too! I mean…I mean I guess I’ve been thinking…about that for…for a while too mam. I guess I’ve…I’ve wanted to uhhh tell you that for…for a long time now. I don’t know how long…but I guess it’s been a really long time. I know you uhhh probably don’t believe me.”

 

Yep, she was astonished as ever to hear what he had to say. She didn’t know what to say in response to it all. At that point, she didn’t know if whether or not she felt happy, shocked, or what but then she spoke up finally.

“I’m sorry Max but what do you mean?”

Like he hadn’t already explained himself? “I mean…you come here all the time and so I see you all the time.

I’m able to see you and look at you and I start to wonder. I uhhh look at your face and well Ms. Templeton its soooo pretty. There are all kinds of pretty features on you I like. I mean it too mam. I look at your uhhh your upper,” and he paused a moment and then said “your body.” Then he stopped speaking altogether. He looked her over as she stood vulnerable to his eyes. She didn’t know what or how to feel. Then he went on to tell her “Well you know I uhhh see your uhhh bosoms, your breasts mam. I look at them and the rest of your body too. I see your waists and mam…I see beauty beyond beauty that most men probably do not see mam. You are simply beautiful as ever. And mam,” and he looked down further to look at them and told her. “You have the most awesome looking set of hips I know.”

 

She was shocked. She was stunned. She felt weird that a boy, an 18 year old boy would look at a woman, her age, and see these features. Yes, okay, she had big boobs and she knew most guys saw that when they looked at her, but the rest of her body including her hips she thought. What 18 year old boy takes a liking, an appreciation to her wide, wide hips? She felt…different, totally different at that point. She wasn’t sure she felt sexy but it was nice that he had said something to that effect. She was not sure what to tell him and wondered if she should say anything at all.

“Well thank you Max,” she finally said. “That’s umm a nice thing to uhhh hear.”

She felt good all over as she thought about what she’d just heard out of his mouth. As she began to think about it a little more suddenly she felt warm all over. Now that to her was weird. It was a very odd feeling that what an 18 year old boy told her start6ed making her feel that way. Yes, it was a special comment, or better yet a compliment she told herself. She felt the heat growing throughout her. Suddenly she felt the heat intensify all over her and she told herself that this had come from an 18 year guy. An 18 year old “boy.”

Okay, he really wasn’t a boy anymore. Max, in truth, was a man amongst men and in truth she was a single wantonly woman, and she did kind of like him too. But that was it.

So again she told him “Well thank you Max.” A smile finally appeared on her face. He looked over and saw the smile. He loved that smile of hers and knew that he did. She went on to say “That has to be the sweetest thing anyone has ever told me, honestly.” She was smiling and nodding her head. With that, out of nowhere, she leaned in, and she kissed his cheek. “Thank you again Max.”

He was…turned on by the kiss on his cheek. It was as if he had fallen in love with her. They went back and she “tried” teaching him but his mind was off in a fantasy land of him and her as they held hands, laughed, talked, and loved one another. Oh he did great on his test but he knew one thing. He knew he wanted to be with her, romantically.

He got his test back. He did perfect. She assisted him with getting into the best college, which he loved having her help, and his mom was happy too. Seeing as he was so taken by his teacher, he and Cynthia were not getting it on at all.

“Weren’t you upset or disappointed about that?” I asked her.

“Ohhhhhh honey nooooo,” she said. “Whatever my son wants he gets dear.”

“So…if he wants her and the teacher doesn’t know it because he hasn’t said so what will you do?” I asked.

“Well if I know it I’ll see what the situation is between them. I’d speak with my son,” she told me.

“And did you two talk about that?” I asked.

She smiled, as if mischievously, and she looked into my eyes. “Honey, I always, and I’ll repeat this, as you’ve probably figured this out by now, I always want something this like this to happen.”

Hmmm, now she had me wondering. God, let’s go upstairs and lets just get undressed and play around. But I didn’t see that in her eyes. Maybe she was masking it but I wasn’t sure of it. Anyway, she went on with the story about her son.

She had on one of her silky clingy pairs of pajamas, again, and as she left her room that night she headed down to her son’s room. She knocked, lightly, and he was in there and reading a book. He heard her knock and said to come in. He saw her. Wearing that soft, clingy, and satiny pair of pajamas his eyes again locked in on his mom’s body. She smiled as usual as she appreciated the look he gave his mother.

“Hi honey,” she said as she smiled warmly as usual. He heard that soft sweet tone of voice of hers as she stepped into his room. He stared at her in that pair of pajamas she had on and she knew right away that he’d like how she looked in them. He said hi to her. “So dear, how things go today?”

He didn’t know what to tell her or how to tell her. She could tell that something was up. “Did you have a good day to day?” He said yes as he thought about what he’d said to Grace. She didn’t have a clue. “Did Ms. Templeton and you clear everything up? Is she helping you out, right dear?”

With that, Cynthia sat down on his bed and as she sat there she looked at him and wondered about his day. She immediately felt like undoing her pajama top for him. She immediately felt like displaying her titties for her boy so that he could play around with him but she saw this look in his eyes. Something had happened but what it was she wasn’t sure.

“Something’s up,” she said. “What is it?” she asked.

“I don’t know mom,” and he slid his body over as if inviting her to lay down next to her. It was quiet for a reason. He didn’t want to tell her that he’d spoken to Ms. Templeton. He didn’t want to tell her that he’d told her what he did. That was, he thought, between him and her, and that was that. “I had a nice day I guess.”

“That’s good,” she told him as she smiled and wondered about him toying around with her bosoms. “Can I do anything at all for you?” He looked at her but quickly looked down at her boobs.

“Nooooo, I don’t think so,” he said.

In a calm voice she asked “Would you like me to undo my top so you can play with these?” She pointed to her boobs.

He looked at them again but surprised her saying “Nooooo, that’s okay.”

“You don’t want to play with my nipples and boobs?” she asked, calmly.

“Nooooo, not tonight mom.” He went silent and then said “I guess I have…uhhh stuff on my mind. That’s all.”

“Alright,” she said. “If you do you can come and see me. You always know that.”

He said okay and she slid out of his bed and headed to the door. At the door, he stopped her. “Mom…what’s your uhhh vagina look like?”

That stunned her a little bit. She turned around, smiling, and asked him if he wanted to see hers. She told herself that she’d like that. Mmmmm, my son wants to see my pussy. “I can show you if you want to see it dear.”

He looked down in that direction. He looked back up at her and her top was already undone. He saw the inner portion of her breasts. His eyes grew bigger. He didn’t know it but she wanted a little action out of her son and if she could get it she’d get it any way she could. She took a few steps back into his room and wondered what she should do.

She wore no panties beneath her pajama bottoms. Rarely did she wear them and thankfully she wasn’t wearing them that day. She loved that this was one of those days. “Honey, I’ll do whatever it is you want dear.”

“Umm well,” but he stopped. What he really wanted was for him and Grace Templeton to be together. That’s what he wanted. And he hoped that day would come. “Nooooo, I guess I’m fine. Not tonight mom…sorry.”

Still, she smiled but she wondered about him. She would’ve given it all up. She would’ve gone all nine yards with him. She was that kind of person. She would have put out for him no matter what seeing as she was that horny.

“So then what happened?” I asked her.

Out of nowhere, as odd as this seems, Cynthia got a little promiscuous with me.

“He went on to college,” she said. “We barely ever saw him after that. But what about you honey…don’t you have a girlfriend? I mean you’re a nice looking man. I’ve seen a lot of nice looking guys in my life and well you’re a very nice looking man.”

Whoa, I told myself. Is she like hitting on me? This 54 year old, good looking woman, is hitting on me…honestly? “Well thank you,” I replied with a smile and she smiled that smile of hers and invited me to take a walk on the grounds of their property instead. “Well, we can do that tomorrow,” I said.

“Like you don’t have time to do that today dear? Come on,” she went on to say. “I’ve watched you. I’ve watched your eyes. I’ve seen how much they’ve…you’ve looked me over…which only means one thing of course dear.”

She stared hard into me and smiled at me at the very same time. I felt weird as she smiled and stared me down. It didn’t matter. I knew I wanted her. It didn’t matter if the woman was 54. She has a body. A body that does not quit. Back then she had it and to this day she has it. Not many women are like that.

“You want me,” she said softly as she looked into my eyes. I was falling for her, this 54 year old beautiful woman as she continued on. “But let me make it easy on you too dear.” She kept on smiling, as she shook her head, and added “I want you too.”

Holy freaking shit, I said mouthing the words. You…you want me, I thought. She nodded her head and moved over to my body, a little. I felt…hot. I knew I felt like jumping this older woman’s body and I’m sure she felt what I was feeling too.

“Soooo dear…care to come with me…up to my room so that you and I can…can learn about other portions of my home?” she asked in that soft, inviting tone of voice of hers.

I swallowed hard. My eyes, like her sons, bug out. I was not expecting that of course but to her none of that mattered. However, before I asked her something else, she pushed her body practically against mine, and guess what she did? She reached out and rubbed my leg. I stared at her lovely hand on my leg and wondered. I wondered about a few things.

“So like where did your uhhh son umm go, Cynthia?” I asked as I tried bringing the conversation back to its original intention. She just smiled and wore those eyes of hers as she, what I thought, was caressing of my leg.

“Ohhhhhhh dear, honey,” she said as she looked up from my knee to my eyes. “You and I can always,” and she paused a moment then said “talk about him, me, and other stuff later on. Right now,” and she stood up and took my hand in hers and I let her “we should

Oh…my…God, I thought. I wanted to collapse. I wanted to close my eyes and “run” off into a world which I did not know. All of a sudden, I didn’t what to do. All of a sudden, I felt I was losing my composure. In truth I was fine but I sure didn’t feel it inside of me.

“Soooo, care to explore the house a little?” I heard her ask. “Care to see his room and my room too?”

I swallowed hard, again. “Uh no…no that’s okay,” and for whatever reason I said it. I said something I shouldn’t have said. I know that to be true. “Maybe some other time, okay?”

“Ohhhhhh alright,” she said. “Maybe tomorrow, alright?”

“Okay,” I said, not thinking.

And that afternoon and that night I knew I had fucked up. But…but I knew where I wanted to be. I wanted to be back over at her mansion. I wanted to be back there and visiting this older, gorgeous woman. However, I also knew I wanted us to be naked, naked as naked could be. I started to prepare, in my thoughts, what exactly we’d be doing. Passion filled my thoughts as I pictured me on her and her on me as we fucked and we fucked and we lit up the mansion tomorrow night as if there was no tomorrow.

That was what I planned on doing tomorrow. God, I could not wait.