Starting Over

[wickedpen]

Emma smiled then her face turned serious.

"Richard, I am your grandmother and know what is best for you." she said sternly as she got up and started towards him. "You need to do this Richard. Do you have any idea how many men would love to be in your position? Smart, good looking, single? Come here Richard!" she demanded.

"Richard, listen" her voice growing sweeter and calmer. "Let's just talk, you and me. There are things you need, as a man," she said as her nipples were now huge in her thin sweater, even through her bra.

"First I guess I should ask, do you like girls Richard?" she said as though the world depended on it.

 

[BeachBum25]

Michael watched as Emma got up and moved toward him. She was playing the role very well, and it was obvious that she was getting aroused. Michael could feel his big cock start to twitch at the sight of Emma’s erect nipples poking through her sweater.

“Of course I like girls Grandma. You saw that girl I was going out with. She was the prettiest girl in the school. I was really sad when she broke up with me. She said I was too timid. I just haven’t found time to go on dates since I am working hard in school.”

Michael slid farther away from Emma as she approached him. Suddenly, he was at the end of the couch and there was nowhere else for him to go. He looked up at Emma; wondering what her next move would be. He started to get up from the sofa to avoid her.

 

[wickedpen]

"Timid?" Emma said looking dismayed. "Your grandfather would call you queer to hear a girl breaking up a man in his bloodline for being too timid." she said disgusted. Emma was now on her feet standing over Michael who towered over her standing but sitting on the couch, playing his roll she took the dominant role.

She took a breath as her blue eyes were laser focused on Michael. "Richard there is nothing better than sex. It is what we are put on this earth to do. The rest is time wasting." she said with the tone of a cleric giving away wisdom. "Surely you can imagine how good your cock would feel in a girls mouth?" she said as she eyed the growing bulge in Michael's shorts. She sat next to him and pressed her huge breast into his shoulder as she looked up at him.

"Richard I can show you what they want to do to you. So you won't be timid when you go back to school" her hand again on his thigh. "Would you like that Richard?" she sighed softly.

 

[BeachBum25]

He looked at Emma and smiled as she stepped up her game and really started to push the aggressiveness. He thought for a moment that he would like to be aggressive with her and show her what being aggressive truly was, but this was her play.

“Grandma. You should not be talking like that. I can’t believe what I am hearing. You are my grandmother and you should not be talking about sex with me... let alone talking about showing me sexual things. That is so wrong.

Michael started to get up from the sofa. He wondered how long Emma could hold out before she just had to go for it. He was going to see. She would have to work for it, but once she got it there was no doubt she would love it.

 

[wickedpen]

Emma smiled at Richard's words. "Little man, this is how it is done. Especially with timid boys who are unable or unwilling to..." she stopped and looked at Michael as her hand moved over the massive bulge in his pants. Her voice dropped as she exhaled with shock and awe, "unwilling to do what nature intended." Her hand immediately went for his zipper with a dexterous quality that even Michael had to appreciate. Before he could react her hand was around his solid thick shaft.

She leaned into Micheal with her chest and shoulder and stroked his cock perfectly.

"Richard Grandma Emma is going to have this one way or another. You are not my first cherry and I always get the juice" she said as her tone changed.

 

[BeachBum25]

Michael played the role of shocked virgin as his “grandmother” deftly unzipped his shorts and took his cock in her hand. As she began to stroke it, his shaft grew larger; becoming rigid.

It seemed that Emma became needier as she gripped his cock. She had definitely found something she wanted and was intent on having it. He looked into her eyes as she stroked him. “Grandma, why do you call me a little boy?”

He no longer pulled back as Emma pressed her big tits to his shoulder. He did not give in to her yet, but he was not retreating as he did originally. “What are you doing Grandma? It is wrong for a grandmother to do anything sexual with her grandson.”

 

[wickedpen]

"oh Richard" Emma breathlessly sighed as she began to feel the size of Michael's full shaft. "Doesn't this feel good?" she said seemingly lost in her own desires. "Grandma will make it all better baby" she said looking up at Michael with a dirty grin. She worked his shorts open and now had the cock out and was marveling at it's size with two hands.

"Richard do you want to see Grandma's tits?" she sighed staring at her red fingernails sliding up and down. The multiple rings on her fingers, her soft experienced fingers wrapped around this magnificent cock.

"Christ Amy never let on" she sighed just before she leaned over and took it into her mouth, using her body to push Michael back into the corner of the couch. Her lips were warm and wet as her tongue slowly moved around the head before taking it in.

 

[BeachBum25]

Michael saw her dirty grin and he knew she had just reached her level of resistance. No longer did Emma want to be denied. Once she realized how big his cock was, she had to have it..... right then.

He heard her mention that his mother had never let her know just how big his shaft was just before she slid her mouth over it. “Oh Grandma, wha..... what are you doing? You aren’t supposed to do that to your grandson....... oh fuck that feels good, though.”

Michael places his hand behind Emma’s head as she licked and sucked his big member. Her oral skills were very good. Michael was impressed. His cock grew harder and thicker still as she took it in her mouth. “Oh grandma. You are good at that.”

 

[wickedpen]

Emma felt like did in her twenties with a fresh lover, rock hard for her. Her heart pounded wonderfully pushing blood to every inch of her. She sucked on Michael with long slow draws up his shaft. Hie words rung in her head as the role play of Richard was gone and now she was with this new lover. This beast of a man she had dreamed of for years since her husband passed and then some.

"Brilliant!" she gasped as she inhaled air to keep herself going before plunging down Michael again. Up and down, up and down she was in heaven. Finally she stopped and looked up as saliva ran down her chin and she did not care. She was engaged fully.

"No more Richard, I want this real man." she said as she peeled her top up off her and threw it behind her. Then she unclasped her bra and let her massive tits free as big sand dollar nipples ached to be kissed and licked and sucked.

She moved up and kissed Michael running her hands behind his head and aggressively pushing her tongue into his mouth and sucking his into hers.

"Are you a timid man?" she gasped quietly as she kissed him. "You don;t need me to show you what to do, do you Michael?" she said lifting her face up and looking at him,

 

[BeachBum25]

The sudden transformation of Emma from nurturing grandmother to needy, mature woman happened in an instant. Michael smiled at her as he watched her practically tear her top from her body and remove her bra so that her big tits were exposed to him.

He almost laughed at her taunts. She had no idea what she was getting herself into. She obviously had not spoken to Carol or his mother about what he was capable of, but he was certainly going to find out.

"Emma, I do not believe that you are going to need to show me anything. I do think, however, that you will enjoy our time together. I know how to please a woman, and I think you know that I have the equipment necessary to satisfy your every desire."

Michael reached for her bit breasts and began to caress them.... rolling her erect nipples between his fingers. He could see from the look in her eyes that he was on the right track. Leaning in, Michael kissed and licked each nipple before moving his lips to Emma's and kissing her deeply and passionately.

After breaking the kiss, he looked into Emma's eyes. "Do you want to continue this here Emma, or would you rather take it to your bedroom? I want to spend the next several hours pleasing you, and I want you to determine where that will take place." Before she could respond, he moved his mouth back to her tits and began to lick, kiss and nibble each of her nipples while his hands began to caress her back.

 

[wickedpen]

Emma was overwhelmed by his tender touch and firm confident way.

"Michael I want you, I want to give you what only a mature widow can, anything you can dream. And if you can't come up with anything I had some ideas" her eyes sparkled as he looked up with her nipples between his teeth.

"You like momma's tit? Momma likes that big dick" she said confident and highly aroused. "What do you want Michael? What really gets you off?" she sighed sitting up and running her hand to his cock.

 

[BeachBum25]

Michael circles Emma’s nipple with his tongue as he listened to her. She was giving herself to him for his pleasure. He had every intention of making sure that Emma’s pleasure was more than she had ever experienced before.

Releasing her nipple and taking her giant breasts in his hands, Michael looked at her. Emma, I want you to ride me. I want you to lower yourself into my big hard cock and take it at your pace. I want you to ride me long and slow. I want you to ride me fast and hard, and I want everything in between. I want you to have my big, young cock at your pace.”

He leaned in and kissed her softly while continuing to caress her wonderful breasts. He pulled lightly on her nipples with his fingers as the kiss became deeper. Then, he released her breasts and reached down and unbuttoned her skirt before slowly lowering the zipper.

 

[wickedpen]

Emma moaned appreciatively as Michael suckled her long untended breasts.

"Wonderful" she sighed as she raised her hips for him to slide her skirt off. "Carol told me you like it rough" she sighed "but I hope we can have a different relationship." She looked at him as her hand deftly opened his shorts and the slid down as easily as her soft warm hand wrapped around his shaft.

"Oh yes, I think we are going to get along just fine Michael" she said looking into his eyes as she stroked his full hard on. She steadily stroked it and asked "how do you treat your mother?" The conversation was very calm. It was a bit unusual as the attraction between them was clearly apparent and mutual satisfaction was in sight, yet they delayed. "Do you force her to her knees and submit to your needs?" she said as though having been there for his previous night.

She tightened her grip and ran her thumb over his head. "I am not like that. I am not looking to be submissive. I spent thirty years on my knees to a man and now I only let equals into my.... hot tub." she said with a growing smile. "Would you like to join me in my hot tub Michael? Or would you like to be Richard and see what grandma would teach him?" her voice raspy and hot as she grew more excited. She leaned up and into Michael's face and breathed "Grandma Emma promises you will not leave unfulfilled."

 

[BeachBum25]

Michael could not believe how much information these women shared. Not only did they kiss and tell, they were into fuck and tell. It was as if Carol and his mother had given Emma a detailed account of everything that happened between them yesterday.

Michael nibbles on each of her erect nipples as he listened to her. It was as if she was taunting him. He smiled at her. “Since you know what happened with Carol and my mother yesterday, you know that I am nothing like Richard. You know you don’t have to worry about that. However, if there is anything you want to teach me, I will be happy to add it to my repertoire.”

He kissed her passionately and then said to her, “I believe that we should adjourn to your hot tub Emma. I believe that would be the perfect location for me to continue to explore your wonderful body.”

 

[wickedpen]

Emma stripped off the last of her clothes and stood saying "then lets go." with a big smile. She walked towards the sliding glass doors but then turned and went to a door Michael had not noticed coming it. She opened it and it was a stairway down.

"We have a spa, sauna, hot tub, workout room down here." she explained as she walked down the carpeted steps. It was not open and ornate like the rest of the house. Narrow halls, no windows, it was the basement. The walls were painted a metallic grey and the thick carpet was red. They passed a door with a window that was the sauna. At the end of the hall was another plain metal door. As Emma reached it she looked back smiling.

"You Americans are all so, what's the word, dominant. What is that? Your mother beat you too hard or something?" she asked. She then opened the door and the lights went on illuminating a full indoor pool and what looked like a smaller pool but with the press of a button it turned into a churning cauldron of steaming water. She looked back as Michael was surprised and impressed by this underground oasis.

Emma smiled and then dove into the pool, effortlessly sliding into and through the water. She surfaces turning onto her back and saying "always a perfect temperature."

 

[BeachBum25]

Michael followed Emma toward the sliding glass doors. She then redirected and started down the stairs to the basement. He looked around; wondering what was going on. He saw the sauna and was shocked that Emma had one in her basement.

The sight of the swimming pool as Emma opened the other door shocked Michael. What was going on here he wondered. How did she ever have such a wonderful space built into her basement.

His thoughts were quickly diverted to the swimming pool as Emma gracefully entered the water and then surfaced again. “Not only is it the perfect temperature, but it looks like the perfect place for you and me to be together.”

Michael dove into the pool and went down and touched the bottom. He then slowly drifted to the surface of the water. He swam over to Emma and wrapped his arms around her from behind. Gently caressing her breasts, he began to kiss and nibble her neck and shoulders as he pushed his hips to her; pressing his cock against her ass cheeks.

 

[wickedpen]

Emma wrapped herself around the man as he kissed her.

"Now isn't this better than dragging me by the hair like a cave man with a cave girl?" she asked laughing, which echoed through the tiled cave.

She did not let him answer but kissed him and let her long slippery tongue glide over his. She pressed her tits to his chest and ran her hand down and found his cock and began pulling it up against her lips.

"You wanna fuck grandma Emma, Michael?" she asked as her bright blue eyes sparkled as the surface of the pool calmed almost into glass..

 

[BeachBum25]

Michael grasped the edge of the pool with his hands and pressed Emma to the side wall of the pool. Her big tits, only partially above the water, pressed firmly against his strong chest felt so good.

The feel of her tongue slivering over his was outstanding and oh-so-arousing. He moved his tongue against hers. They began an erotic dance with their tongues; each one wrapping itself around the other.

The feel of her hand on his big shaft in the water was incredible, and when Emma pulled his cock against her lips, he pressed his hips closer to her. “Yes Emma. I want to fuck you. I want to please you like you have never been pleased before. I want to give you everything that you want and need.”

 

[wickedpen]

Emma smiled at his words as he kissed her neck and pushed his hips into her thighs.

"I have been pleased plenty and need much less than I want, but you are a strapping lad with a sizable interest so I think we should slip into the hot tub. I find the warmer water really brings out the sensations" she said as she pushed Michael back than swam to the ladder by the hot tub. She got out as Michael watched, completely uninhibited and confident even with this stud. She was not like Carol or Amy. She was here on an equal footing and was going to give as good as she got.

She stepped into the churning water and stood with her hips at water level. She stopped Michael as he stepped in onto the bench. The water level was about his calves and his cock was at her eye level. She reached out with her hand warm from the water and wrapped it around Michael.

"May I suck your cock Michael?" she asked as she stroked it slowly.

 

[BeachBum25]

Emma’s demeanor made Michael smile. This group of his mother’s friends had some variety. Yes, there was definitely some spice, and it was a wide enough variety to hit all of the taste buds on his sexual palate.

He watched Emma climb out of the pool and step into the hot tub. Even in the cool water of the pool, his cock was as hard as a steel girder. Slowly, Michael moved toward the ladder and exited the pool before making his way to the hot tub.

When Emma gripped his big cock as he stepped into the hot tub, he smiled down to her. Yes, he was going to enjoy Emma. This was different than yesterday, and Michael was just fine with that. “Yes Grandma Emma, I would love for you to suck my coxk. I would love for you to enjoy my young shaft.” He reached down and cupped her cheek as they made eye contact.

 

[wickedpen]

It had been a few years since she had a shaft of such weight in her lustful hand. She looked up at Michael cupped her chin and smile down on her.

“Yes Grandma Emma, I would love for you to suck my cock...." he said sending a thrill through her as her own grandsons were not man enough to say or do this.

"I certainly will" she smiled before refocusing on the task as hand. She stroked him as the hot water churned around her hips. She ran her free hand up over her stomach to her big tit and gave it a good squeeze before leaning her mouth forward and enveloping nearly his full length into her magic mouth and throat before slowly pulling back on him. He was strong and familiar with being in a woman's mouth and turning over control to her. She liked this and let her tongue snake along his throbbing veined shaft. Then slow but deliberate back down taking him deeper and deeper. Oh the places she would take him.

 

[BeachBum25]

Michael stood over Emma and reveled in the way she took his big cock into her mouth. "Damn Emma, that tongue is incredible. I love the way you use it on my hard cock." He looked down and watched his cock disappear into her mouth and then reappear again as she moved on him so well.

He reached down and caressed her cheek with one hand while the other hand moved to her big tits. She certainly seemed to be enjoying herself; especially since he was allowing her to have her way with him.

Moving his hand from her cheek to her breast, Michael began to caress her tits firmly. he dug his fingers into the flesh of her breasts as he kneaded them. Finding her erect nipples, he began to roll them between his fingers and pull on them. "Oh Emma, that is so good. You certainly know your way around a cock."

 

[wickedpen]

Emma smile with Michael's attention and compliments.

"Not my first rodeo" she smiled up at him before slow and steady taking his full length for only a few seconds. "Wow you are big!" she exhaled and then moved back away from him. "Hot enough to fuck an old woman like me?" she asked in a self deprecating tone.

 

[BeachBum25]

Michael smiles down at Emma as she posed the question to him. “I think you are the one that should answer that question. I will be more than happy to fuck the hot mature woman that is enjoying my big, hard cock.”

He licked his lips and then ran his fingers through Emma’s hair. “Do you think that I am hot enough to fuck you? If you do, you need to know that I will give you whatever you want...... wherever you want. Just say the word.”

 

[wickedpen]

Emma smiled as the young man played with words around her. She did not care. She stood and moved in front of him looking into his eyes. She brought her hands to his cheeks. She stood on her tip toes and kissed him softly. "Thank you Michael" she said softly smiling at him.

She stepped back and sat on the edge of the hot tub. She opened her legs and smiled. "Kiss me" as she leaned back on her hands.