A (step-)grandmother & grandson develop a safe place in their relationship where they can share and explore their innermost fantasies with each other without fear of being judged.
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After completing high school, Mike enrolled in a college about 60 miles from home, but the school was less than a mile from his grandmother's house. Everyone in the family thought it was a good idea if Mike stayed with his grandmother during the week, and went home on weekends, at least most weekends.
His grandmother was especially fond of this idea. Carol had been living alone for the last eleven years since her husband passed away, and looked forward to having someone to care for. Mike was her only grandson and they were especially close. During the summer for the last few years, Mike would stay with her, sometimes for a couple weeks at a time.
Carol was a fairly typical grandmother. She wasn't thin, but she wasn't fat. She was curvy and carried her extra weight well. Her chest was full and round and wore a DD bra. She was 66 years old, but you wouldn't know it by looking at her. She is a natural blonde and kept her hair that color, fairly short and nicely styled.
Mike was 5'~11" and 170 pounds with a narrow waist and broad shoulders. When working in the yard during the summers, Carol would watch him work. He would usually be wearing shorts and take his shirt off. Carol would think to herself that Mike was becoming quite a man and will have to beat the girls off with a stick.
Mike would always open the car door for her when they went somewhere together. It didn't matter if they just went to the store on a quick errand, he always opened and held her door. When they would to go out for dinner, they always dressed up. When he held her door he would get a glimpse of the tops of her stockings when she was getting in or out of the car. Every time he did, he felt a tingle in his pants. He felt that same tingle every time he looked down her blouse at her cleavage when she bent over. He always admired her ample ass and hips swaying when she walked away. Mike thought his grandmother was perhaps the sexiest woman he knows.
Some evenings after they go to bed, Mike would put on a pair of his grandmother's stockings and panties while he masturbated either thinking of her or looking at his porn magazines There was something about her underwear that would make his climax even more intense.
One Saturday morning when Mike was staying the weekend, Carol got up and headed toward the kitchen. When she rounded the corner, she saw Mike in the kitchen at the sink with his back to her. She was stunned and puzzled at what she saw.
He was naked except for a pair of sheer pantyhose with the legs cut off a little above the knees. Her eyes were immediately drawn to his tight nylon clad ass. She realized that Mike was still unaware of her presence and she stood there just looking at him.
A moment later, Mike put down the cup he was drinking from and turned around. Even though Carol knew she could clearly see through the sheer pantyhose and was about to see his cock, she was still shocked to see the size of Mike's cock pointing down toward one leg being held tight against his body. It wasn't the little boy penis she saw years ago. His cock wasn't completely hard, but Carol could plainly see he was very much aroused.
Mike, on the other hand, experienced a whole new level of shock and horror seeing his grandmother standing in the doorway. Both of Mike's hands were a blur to cover his crotch as fast as he could, turning slightly to the side while covering himself.
"Holy crap!! ... Sorry Grandma. You never get up this early." he blurted out.
"It's okay, sweetie. I know what they look like. So the obvious question here is what's up with the pantyhose?" she asked with a little smirk.
Still covering himself, Mike replied, "I'm heading out for a bike ride. I wear these under my shorts to avoid chaffing."
"Very smart. Good idea actually. You go ahead and I'll wait for you to get back and I'll make us some breakfast." she said wearing a broad smile.
"That's okay, grandma, don't wait. It will be a couple hours." he replied.
"Okay, sweetie. Have a good ride."
Carol smiled to herself as Mike tried to get past her without exposing his crotch. It had been a lot of years since she saw a man's penis and found herself thinking about Mike's most of the day and just how good he looked.
# # # # #
A few nights after the kitchen incident, Carol got up to get a drink of water. She noticed a light coming from under Mike's door. She thought he must have fallen asleep doing homework and left the light on. She quietly opened the door so she could reach in and flip the light switch.
What she saw shocked her. Carol stood at the doorway and watched Mike sitting at his desk with his chair turned toward the door wearing a pair of stockings and an open bottom girdle masturbating. He was leaning back with his eyes closed and legs spread wide and stretched out. Carol didn't move or make a sound, watching for several seconds.
She finally decided to make her presence known and lightly knocked on the door.
"Oh crap!!" Mike sat up and turned away from the door. "I'm really sorry Grandma!"
"Mike, it's okay. I really didn't mean to invade your privacy. I just thought you fell asleep with the light on and was only turning it off."
Mike, still sitting in the chair with his back to the door, said "I'm so sorry."
"Mike. It's okay. Really. I know everyone has a thing that flips their switch. It's okay... Honest."
Mike didn't move or make a sound.
Carol walked over beside Mike to sit on the edge of the bed. As she was about to sit down, she noticed two magazines on Mike's desk. They looked like porn magazines, but not the usual Playboy type. One was called "Shaved", and the other was titled "Over 50". Carol said "I'm sorry I interrupted you and we have to get past this."
Still covering his crotch, Mike turned his head and looked at Carol. She was wearing her nightie. It wasn't a sexy nightie, but it was sheer enough that Mike could clearly see Carol's areolas and nipples the size of pencil erasers making a tiny tent on the fabric.
Mike felt his cock beginning to get hard again looking at her tits. Carol saw Mike's eyes were fixed on her chest and also noticed his hands pressing tighter into his crotch. Then looking at the floor, he said "I'm sorry, Grandma."
In a reassuring voice, Carol said "No sweetie. You have nothing to be sorry about. I'm sorry I invaded your privacy." She continued "Look, sweetie. I'm not a prude, I'm not judging you. And I want you to know something." there was a long pause "This is important, so look at me and listen carefully." Mike raised his head and looked at his grandmother's face as she continued "THIS... right here... with me... THIS... is a safe place for you. I'll never betray your trust, I'm not going to judge you, I won't laugh at you, or belittle you."
Mike said "I'm sorry. I just feel so ashamed."
"Oh sweetie. I don't want you to feel like that. I'm completely supportive and okay with this." she replied.
"It just makes me feel like some kind of perv that someone found out. Especially you."
"I feel bad I interrupted and you didn't get to finish and would like to help." Carol said.
