"Hey, Tommy," his mother called out from downstairs. "I'm leaving now. I won't be back until about 7:00 o'clock. TV dinner's in the freezer." Tommy glanced at his watch. 11:00 AM. "Okay, Mom. Don't worry; I can take care of myself."
"I know, dear, you're nineteen, you're a man now. Oh, by the way, I told Flora Ann she could borrow some of our linens; she's got a house full of company coming over this weekend and she needs some of our sheets and pillow cases. She'll be over sometime today to pick them up, so don't be startled if she pops in."
"Okay, Mom, thanks, see you tonight."
When he heard the front door close, Tommy got up and went to his second floor cupola window and looked down into Penny Detmeyer's first floor bedroom next door. Penney was Flora Anne's sixteen-year-old daughter. She was the most beautiful girl he had ever known, but she wouldn't give him the time of day. The sun glared off of her window pane, preventing him from seeing into the room. Night time would be the only time he'd be able to see her. Last night she had given him an exceptionally hot show. She left her window shades up and her curtains wide open. Bright bedroom lights shined on her like spotlights. It seemed that she was either unaware she could be seen from outside at night, or else she didn't care. Maybe she liked showing herself off naked. Wow! What he wouldn't give for her to strip right in front of him, to show every inch of her bodyβespecially her tits and between her legs.
Tommy moved his gaze to the upstairs bedroom window of Flora Anne Detmeyer. Sometimes she also ran around naked at night, but this afternoon he couldn't see through her window either. Mrs. Detmeyer was pretty, sexy and divorced, but she was as old as his mother. Downstairs her daughter was young and fresh. He was still a virgin and more than anything else in the world he wanted to crack his cherry with Penny.
He went back to his bed and sat down. Thinking about Penny was making him horny. Last night she had taken off all of her clothes and stood before her full length mirror admiring herself. She'd cupped her ample firm titties, gently squeezed them, offered them to herself in the mirror, and then began to dance like a stripper. Tommy wondered if she knew he was watching, because while she was dancing, she had bent over with her butt facing him, showing off her beautiful, exciting ass. He had gotten so horny from that one move that he'd almost cum without even touching himself. He reached under his bed and withdrew a triple-X girly magazine and opened it to his most recent favorite picture.
"Oh god," he whispered. He was so horny now he couldn't help himself, so he quickly undressed. Completely naked now he began to stroke himself. He thought he heard the back door close, but he was so engrossed in his fantasy the fact that someone might have entered never registered.
"Oh my god," he whispered again. The thrill of orgasm had begun to build in his loins.
And then without warning there was a light tapping on his opened bedroom door. He looked up, and framed in the doorway, Mrs. Detmeyer stood looking at him. She was smiling and there was a twinkle in her eyes.
"I'm sorry, Tommy, I didn't mean to startle you."
"Oh my, I'm so sorry, Mrs. Detmeyer." He grabbed his underwear from the floor and tried to cover his genitals. Impossible. No matter what he did something always stuck out.
How long had she been standing there looking at me? What must she think?
"Don't worry about me, dear. Your mother said to be sure to check your closet for sheets and pillow cases. You just pretend I'm not here," and she strode boldly into the room. As she passed him on the way to his closet, she admired his nakedness and smiled. "Just keep on doing whatever you were doing, honey, I don't mind, it doesn't bother me at all."
As Mrs. Detmeyer rummaged through his closet, it occurred to Tommy that she had seemed to like looking at him naked. Maybe she wanted to see all of his hard prick and balls, maybe even wanted to watch him jack off. Maybe even more than that. He slowly pushed his clothes back onto the floor, grasped his throbbing penis and slowly pumped it. "Mrs. Detmeyer, does it bother you that I have no clothes on?"
She turned and watched him masturbate for a long moment before answering. "No, sweetheart, I don't mind, if it doesn't bother you it sure doesn't bother me."
He thought a moment before saying what was most on his mind. Maybe he shouldn't say it. Mrs. Detmeyer might be offended, maybe Penny would hear about it, and his mother would surely find out. How embarrassing that would be. But then he took a deep breath and said it anyway, "Maybe I shouldn't say this, Mrs. Detmeyer, but I kind of like it when you look at me like this. In fact, it really turns me on, big time."
Her smile remained, and he was sure the look of amusement in her eyes had changed to desire. "It really turns me on too, looking at you like that," she whispered hoarsely.