Jim Rodgers told me this story while we were in college in New Orleans in the '90s. He swore it was true. I've often wondered whether it actually happened, but the details have stuck with me for almost 20 years.
Jim's Dad hit the bricks when Jim was 11 years old and never reappeared. His mother apparently swore off men for the rest of his teenage years, because no other man set foot in the house during those years. His Mom never had a sex talk with him and this was before sex education was taught in school. As a result Jim was incredibly naïve. He didn't discover masturbation until he was 18 and a senior in high school.
He discovered the deed quite by accident. He was in the bathroom one summer day and happened to look out the second floor window. His house was on a small city lot and his yard was framed by two large, tall wooden fences. There was a small strip of grass between the house and fence. When Jim looked out the bathroom window that afternoon he discovered his Mom was laying on a chaise lounge on the grass strip, sunbathing in small pink bikini. Mom was on her stomach. As he watched and peed, his Mom's hand reached back and untied the string of her bikini top. She spread the straps to her side and exposed her bare back to the sun's brilliant rays.
Grace Rodgers had long brown hair that bordered on black. It was always parted in the middle. When outside she wore large bug-eyed sunglasses perched on her thin perfect nose. Her skin was soft, her face pale. Medium black eyebrows curved around a set of big blue eyes. Her mouth was pouty and her lips were thin. She reminded Jim of one of the old time movie stars, Lauren Bacall perhaps.
Jim looked down on her bare back and felt his dick getting hard. Jim instinctively wrapped his left hand around his dick and squeezed it. He looked down at his Mother and felt a rush of joy and guilt. He wasn't used to spying on people. He continued to squeeze his dick and look at his Mom's bare back and the sunglasses on top of her head. At that moment he heard a squeal of vinyl as his Mom rolled over and pulled the sunglasses forward over her eyes. Her other hand trapped the small bikini top against her chest.
Jim snapped his head back from the window. His breathing became very rapid. 'Had she seen him?' He dropped to his knees and peeked out the window. She was laying on her back now, arms at her side, the unattached bikini top draped across her chest. His Mom was curvy, like the women in the '50s, and more than once Jim had stared at her breasts and wondered what they looked like. Jim's boner had disappeared but there was a drop of goo glistening at the tip of his penis. Jim slipped out of his pants and underwear and sat on the edge of the tub, thinking hard. The porcelain was cold on his bare ass and the underside of his balls. In the stillness he heard a noise from the yard. He crawled to the window and listened. It was snoring. He realized his Mom had fallen asleep in the sun. He regained his confidence and his boner. He stood up, wrapped his hand around his tool and looked out the window. He gasped softly. The bikini top had slipped off his Mom's chest and fallen to the ground next to the chaise lounge. Her hands were at her side, with the thumb of one hand slipped under the edge of her v-shaped bikini bottom.
Jim ran to his room and grabbed his binoculars. He returned and spent 15 minutes staring at a magnified view of his mother's beautiful tits. His dick was achingly hard the entire time. Even laying spread against her ribcage her tits were beautiful. Her nipples were small, pink, and hard against the sun's rays. The two mounds of perfect flesh rose up from her ribcage and stood like a front range at the foot of her small waist and well-toned abs.
Jim held the binoculars with one hand and his dick with the other. He slowly pushed his penis flesh forward as a long string of clear pre cum slipped from his dick slit. A minute later Jim felt a rush of electricity surging through his gut. Cum pumped from his dick and onto the floor in front of the toilet. His first cum shot had been long in arriving but unforgettable.
Jim began frequenting the bathroom whenever he saw his Mom slip out the side door in her bathing suit or bathroom. He was rewarded with a few more breast shots but soon began to appreciate the fine lines of her body even through her bathing suit. She spent most of her time topless and laying on her stomach. He developed a deep appreciation for her rounded shoulders, smooth bare back, and tight round ass.
He got to the point where he came so fast he would have to take a break from jacking off and watching her and circle the bathroom floor for a moment or two just to make the experience last. He became determined to let his mother see him naked. It never crossed his mind that she had seen him naked at various other stages throughout his life. He wanted her to see him naked and admire his fresh, hard dick.
His mother was a creature of habit. Wednesday was laundry day and Jim was usually at the YMCA playing basketball. On the rare days when he was home he noticed his Mom would finish the laundry precisely at 4 p.m., fold it and deliver it to the bedrooms minutes later.
And thus the plan was hatched. The following Wednesday at 4 p.m. Jim stripped and stood in his bedroom stroking his cock in front of the mirror that hung on the back of his door. He merely choked and teased his cock, turning the shaft and head purple. He heard his Mother's footsteps in the hallway and the door to her bedroom opened. He closed his eyes and began to pump with earnest. Seconds later his Mom flung open the door to his bedroom, a white laundry basket tucked under her arm.
Jim opened his eyes and said: "MOM!!"
She dropped the laundry basket, muttered "Oh my God," and rushed out of the room. The door slammed behind her. Jim knew she would be back. He heard her footsteps stop in the hallway. He knew she would be giving herself a pep talk, embarrassed or not. Something along the lines of: "He's your son, his father's gone; don't you run away from his sexuality."
Jim slumped on the bed, still naked, and began an internal countdown. Seconds later there was a light knock on the door.
"Honey," his Mom said, "can I come in."
He didn't answer.
"Jim, may I come in your room please?"
"Okay," he said quietly and dropped his head.
His Mom returned to the room, brushed a wisp of hair from her face, and put on a smile. When she saw Jim was naked she looked around for clothes or a towel, but apparently decided to let him stay in his birthday suit to show it was not a big deal.
She took a deep breath and sat on the bed. He kept his head down. She placed a warm hand on his shoulder.
"I'm sorry I didn't knock earlier," she said. "I thought you were at basketball practice. I guess I caught you playing with... errr masturbating. I just wanted to let you know it's completely natural and there's nothing to be ashamed about. It's part of becoming a man."
