Mr. Wilson's Lessons
by Lubrican
Copyright© 2005 by Lubrican
Erotica Sex Story: 16 year old Cindy has some questions for her neighbor, Bob, that he'd like to answer, if only it wouldn't end him up in jail. So he takes her home to her mom, who decides that She and Bob can demonstrate a few things so Cindy will understand. But watching's not enough for this hot teen, and she decides to try it out for herself.
Caution: This Erotica Sex Story contains strong sexual content, including Ma/Fa Ma/ft Consensual Heterosexual First Pregnancy .
Bob Wilson was lying in a hammock, swinging gently in the breeze and watching Cindy mow his lawn. He worked out of his house, had few needs and could probably have retired if he'd wanted to. Gloria Drasny was his next door neighbor and Cindy was her daughter. Bob had known her since she was born. He'd been her babysitter when she was a toddler, reading her stories and playing games with her. That was before her father, Gene, had died in an aircraft accident, leaving Gloria alone with an 8 year old to raise. Bob had sort of taken over the father chores in raising Cindy. He'd helped her with her science projects, put her bicycle together for her, repaired broken dolls and things like that. When she'd turned eleven he'd hired her to do his yard work and taught her the various skills a jack of all trades home handywoman needed to know to get along in the world.
Bob had never married. He couldn't have told you why, except that no woman had ever made him feel the need to do that. He'd had his share of relationships and no woman had found him wanting in bed. He just hadn't ever had his heart stolen.
Cindy was pushing the power mower across his back yard. She had on her usual summer outfit - a sleeveless button up shirt with the tails tied just above her belly button and loose gym shorts. Her dark blond hair was in a pony tail that swayed and fluttered as she walked and her once-white tennis shoes were now stained green. She was sweating and wiped the back of one hand across her forehead.
As he watched her, Bob noticed several things in a row and his whole world began to tilt to one side, making him feel like he was going to fall out of the hammock.
The first thing he noticed was when she wiped the sweat from her brow. Almost immediately he noticed that her shirt was sweat soaked and clinging to her torso like a second skin. The next thing he noticed was that she wasn't wearing a bra ... because he could clearly see the outlines of her teenaged nipples through the shirt. They were puffy cones on top of larger very firm cones. They weren't erect, exactly, but they were clearly defined. For some reason that made Bob look at her legs. The knobby knees, scrapes and scabs he expected to see were nowhere in sight. Instead he saw long slim well-tanned legs that belonged on a woman much older than Cindy's sixteen years. She turned the mower and began to walk away from him across the yard. His eyes fell to her buttocks, high, tight, saucy bouncing globes under the slick cloth of her shorts. The right one raised slightly and then dropped as the left one took it's place. Up and down, back and forth, and suddenly Bob realized his mouth was hanging open.
Where was the little girl he'd almost help raise? This creature was almost a woman and was flat ass gorgeous! He saw some of Gloria in her now. Gloria was also a knockout, though more heavily fleshed, with the rounded curves of maturity. She'd been devastated by Gene's death and had never even dated after that. Bob had lusted after her when Gene was alive, but couldn't bring himself to approach her afterward. It just hadn't seemed right. They'd been more than friends, with his involvement in her daughter's upbringing and Gloria had seemed to accept that he could provide something she couldn't, but there had never been any hanky panky between them. Now their relationship was easy and casual, like lifelong friends often have.
His eyes went back to Cindy and he realized that his penis had filled with blood. He was in good shape and rarely wore more than gym shorts, like Cindy had on, during the summertime. Those shorts now had an obvious tent in the front of them as his cock stiffened. He felt a flash of shame, but then rationalized it by admitting that Cindy was, in fact, a babe and was, in fact, in the blush of womanhood. Genetically she was the prime age to attract a mate and her body was perfectly capable of bearing children. It was only normal to notice that, being a male, and being genetically driven to help such a female become pregnant.
That, of course, wouldn't mean anything to Cindy, should she become aware of his hardon. While they had talked about a great many things in past years, sex had not been one of them. It occurred to him that neither Gloria nor he had been much of a role model for male/female relationships, and that Cindy probably knew only as much as her friends had told her about sex. That brought his eyes back to her achingly sexy body and his dick only got bigger and harder. The hammock was strung between the only two trees in the middle of his back yard, about 40 yards from the back deck. If he got up everyone in the neighborhood would be able to see his erection, Cindy included. So he stayed where he was and surreptitiously reached inside his shorts and brought the offending organ up to lay flat against his abdomen. It still made a lump in his shorts, but it wasn't quite as obvious.
All would have been well except for one small thing. Cindy just happened to be looking at Bob when he reached into his shorts to adjust his boner. At first she didn't understand what she was seeing. Why would "Uncle" Bob reach into his shorts? He was moving his hand around in there. What in the world was he doing? Then, the only possible answer flooded her mind and she stopped walking for a few seconds.
Cindy wasn't quite as ignorant as Bob had thought. She knew what boys wanted. Some of her friends had given the boys what they wanted, and had talked about it endlessly afterward. It all sounded painful and icky and a lot of trouble over something that was simple and fun if you used your own two fingers. She'd stumbled onto using her own two fingers one time while she was in the bathtub. Her mother had told her to wash everything well, and when she'd washed where she peed from she noticed now nice it felt. So she washed and washed and washed and suddenly she felt all prickly and buzzy inside and had wanted to roll up in a tight little ball.
Later in bed, in the dark, she'd remembered that feeling and had experimented. She found out she could get that buzzy feeling in her own bed any time she wanted to. Since then she spent a part of each day lying on her bed, her coltish legs spread wide, fingers busy stroking her labia and punishing her teenaged clitty. She'd never felt driven to go out with boys like her friends did, but she knew about what hung between their legs, and that they usually wanted a girl to do something with it. She was a bit vague about exactly what they wanted the girls to do, but she thought it might be something like what she liked to do to herself.
So when she realized that Bob had been touching his penis, she wondered why. Had any other male done that in front of her she'd have thought it was horrible, but Bob was different. He was her pal, her Uncle, her friend. He was the only male who had ever treated her like she had a brain and knew how to use it. She remembered her dad, and she still missed him sometimes, but if Bob had left her life she'd have been devastated. So if Bob was touching his penis, then it must be for some good reason. That led her to think about all of the wondering she'd been doing lately about this penis thing. What did they look like? Denise had described her boyfriend's, but she'd obviously been lying. If any guy had something iron hard, seven inches long and as big around as three fingers between his legs there was no way it could ever be hidden. It would stick out like a sore thumb. But Bob had one and maybe he'd let her look at it ... just so she'd know what one looked like.
She looked back at him. Hmmmmm. There WAS a sort of lump in the front of his shorts. AND, it WAS about seven inches long! AND it held the material away from him about as much as three of her fingers would! Could Denise have been telling the truth?! She had to find out. Without thinking a thing about it she shut off the mower and went over to sit in a lawn chair next to Bob. She was still sweating heavily and she flopped in the chair.
"Hey" she said.
Bob opened the eye he'd just closed so she'd think he'd been napping instead of checking her out. "What's up? Too hot? Cop a squat and take a load off." For some reason, using the word "squat" to her made Bob's penis harden even more. He wanted to put his hands over the lump in his shorts, but that would draw her attention to it for sure. He began to sweat too.
"Yeah, I'm just taking a break," she said. She pulled the wet shirt away from her breasts and flopped it back and forth, trying to get some air into it. Bob sighed as her perfect teen titties disappeared from view. Well, sort of. "Hey Bob?" she said.
"Yeah sweetie?" He closed his eyes again, trying to will his penis to wilt.
"I have a question."
Silence. Bob cracked an eye and looked at her. She was staring at him intently. "Yeah?" he prompted.
"Well, it's something we've never talked about and ... um ... well, I don't quite know how to ask."
She licked her lips and Bob almost groaned. "Just ask sweetie. I can't think of anything we can't talk about." He took a sip of his tea.
"OK. Well, it's about your penis," she said as if she was talking about a piece of jewelry, or his glasses, or something else run-of-the-mill.
Bob choked, coughed and rolled all at the same time and ended up on the ground, under the hammock, right at Cindy's feet. He looked up at the girl dumbly. "My penis?" he said, and then couldn't believe he'd said it.
"Yeah. I'd like to see it. I mean I've never seen one and I've been wondering about them, and I thought maybe it would be OK if I saw yours so I'd know what they look like and..." she petered off, eyes downcast.
"Cindy, honey" he started. "What in the world brought this on?"
She looked up. "Well, I saw you put your hand in your shorts, and that made me think about what you were doing and I figured you were touching your penis. And I've been thinking about them lately. Denise told me about her boyfriend's but I didn't believe her cause I didn't think one could be that big. But then I saw the lump in your shorts and it was about the same size as the one Denise was talking about and I thought maybe you'd let me see yours..." She ran out of steam again, a little less sure of herself now.
Probably ten scenarios flashed through Bob's mind at that instant. He fantasized about standing up, whipping it out and what that would lead to - in his fantasy, of course. He thought about trying to be clinical about it, but that led to the same thing in his fantasy.
In fact, no matter how he thought about it, in his mind's eye he ended up on top of her naked teen form, fucking her brains out. Now not only was he hard, but he was leaking too. He suddenly realized where he was, and that the whole neighborhood could see him. His next flash was of the Police, putting him into the back of a car. That cooled him off a little. But only a little. He had to do the sensible thing - the only thing that might salvage the situation. "Is Gloria home?" he said.
"Yeah, I think so," she said in a puzzled voice.
"Come on" he said. He stood up and, realizing that his prick was advertising exactly what was on his mind, grabbed up another lawn chair. He folded it and held it in front of him. Then he grabbed Cindy by the hand and marched her over to her house. They went in through the back door. Bob had been going and coming from their house for years, and he always announced himself the same way. "Knock knock" he yelled. "Anybody home?"
"In here" came a female voice from deeper in the house. He followed the voice, Cindy in tow.
"Bob!" Cindy whispered loudly "Wait ... No ... Don't tell her what I said ... Bob! UNCLE BOB!!!" The last was said aloud, and just as they entered the family room where Gloria was using her Stairmaster. She was dressed in spandex shorts, with an oversized T shirt. She had her own hair in the same kind of pony tail that Cindy favored.
Gloria punched buttons until the machine slowed down. She looked at her neighbor, who was beet red and panting like he'd run a marathon. He was sweating profusely and holding a lawn chair in front of his body. Behind him, and to one side, he was holding her daughter's hand. Her daughter wasn't exactly trying to pull her hand free, but she was obviously embarrassed about something.
"Bob! Cindy! What in the world is going on?" asked Gloria.
Bob started to blurt out "Cindy wants to see my cock!" but after the word "Cindy" his brain caught up with his emotions and he stopped cold. He couldn't say that. Well he couldn't say it that way. While he was trying to think of what to say Cindy blurted "Please Uncle Bob, don't tell her."
Gloria stopped stepping and the machine let her down to the floor. She got off and stood staring at both of them, hands on hips. This was getting very very curious. "Does somebody want to tell me what's going on here?" she said.
Bob stared at her. Suddenly he saw Cindy as she'd be years from now. Fit, trim, firm, beautiful. A real woman, and astonishingly beautiful. He gulped as his boner twitched in his pants. Oh shit. What was he going to do? Gloria kept staring at him.
"Bob?" she said. Her head swiveled to face her daughter. "Cindy? SOMEBODY?" she yelled.
Her yell startled Bob, and he dropped the chair. In an instant, the state of his arousal was painfully visible. His cock had dropped down from his stomach and was sticking almost straight out. It looked like he had a broomstick in his pants. Gloria stared directly at it. Bob yelped and dropped Cindy's hand.
Both of his hands flew to cover his hardon. "SHIT!" he yelled. "Shit shit SHIT!!"
Gloria realized her mouth was hanging open. She glanced at her daughter, who was staring at the front of Bob's shorts with a sort of longing look on her face. Gloria looked back. She hadn't thought about what was making that tent in Bob's shorts for a long time, but it all came flooding back. She felt her face begin to flame. "Bob ... BOB!!" she yelled.
He looked up at her, abject misery on his face.
"Bob" she said again. "Sit down." He stared at her. "SIT!" she barked.
He sat - on the couch. Cindy sat down at the other end, not clear at the end, but not next to him either. Gloria's eyes narrowed. Obviously Cindy wasn't uncomfortable about the fact that her neighbor had what looked like the King of erections in his pants. What was going on?
"OK Bob. Just breathe for a minute. Something's obviously upset you. Take your time and tell me what's going on," she said in a calm voice. She hoped it was calm anyway. She realized her own heart was beating very fast, and it wasn't because of the Stairmaster.
He finally began to breathe more slowly. "OK. Um ... well ... Cindy was mowing the lawn." he started. Then he stopped, like that explained something.
"And... ?" Gloria said.
"Oh!. Yes. Well, um she was sweating a lot, and her shirt sort of stuck to her." Gloria looked at Cindy, saw the material sticking to her young breasts and immediately realized what had happened.
"And you got an erection," she said simply. His eyes opened wide. His mouth opened wide too and then closed. Gloria looked at Cindy, who appeared to be stunned with amazement.
"That was because of me?" Cindy said in a small voice.
"Um ... well, yes, I guess it was." Bob said miserably. "But that's not the problem" he followed quickly.
Now Gloria was confused. It showed on her face.
Bob plunged on. "Yeah, well, I had to ... adjust it. And I guess Cindy saw me, and then she came up to me and wanted to know if I'd show it to her and..." He didn't know what to say now. "So I brought her home." he finished.
Gloria wanted to laugh and cry at the same time. She looked at Cindy, who was suddenly examining a smudge on her leg as if it were the most important thing in the world. "Is that true, Cindy?" she said.
Cindy looked up at her and then her gaze flickered away. "Yes Mommy. I was curious." Cindy had never lied to her mother and wasn't going to start now. She hoped that "curious" wouldn't make her punishment too bad.
Gloria looked back at Bob, who also was having a hard time looking at her. She couldn't believe what he'd done. Any other man would have used the situation to jump her daughter's bones. And he was obviously attracted to her too! She looked at her daughter again and suddenly saw how much of a woman Cindy was. This had been a long time coming, but it was here at last. And Gloria wasn't prepared for it. She knew it would happen, but had been in denial for ... well since Gene had died. She looked at Bob again and saw him as a man. To her surprise she felt a tingle in her belly and the tell tale feeling of moisture gathering in her pussy.
She made her decision then and there. She walked over to where Bob was sitting, hands in his lap, took his chin in her hand and tilted his head up. Then she kissed him on the lips. It was a longer kiss than any of them expected. She opened her eyes and saw that his were wide.
"Bob Wilson, you're a good man," she said. Then she kissed him again. This time she slipped him just a hint of tongue.
She turned to Cindy. "So, you're curious about the birds and the bees" she said.
Cindy blushed but came right back. "Mom! I know about all that stuff. I just never saw one before ... a penis I mean, and when I saw Uncle Bob's making a lump in his pants I just wondered what it would look like." She decided not to say anything about Denise just yet.
"And you thought Bob might be willing to show it to you?" Gloria smiled.
Cindy looked at her feet. "Well ... yeah." Her mom didn't exactly sound mad. She looked up quickly and saw the smile on her mother's face. What?
Gloria turned to Bob. "So. What do you say Bob? You gonna let her see it?"
Bob's eyes jerked to her own. "What?"
Gloria reached for his hand. He sat numbly while she took both of his hands in hers. "Stand up Bob" she said gently. He stood like he was in a dream. The tent in his shorts was smaller. He must have shrunk some from the embarrassment of things. Gloria had complete confidence that she could take care of that problem. "Cindy would like to see what a penis looks like, Bob," she said patiently. "I'd much rather she see yours than some pimply faced boy's."
Bob looked like he might freak out any second. "What?" he said again.
Gloria stood on tiptoes and reached up to kiss him on the lips again. "Why don't you let me take care of this Bob, OK?" Her hands slid up his arms to his shoulders, then down his sides and came to a stop at the waist of his shorts. She knelt in front of him and grasped the waistband firmly.
She turned her head and looked at her daughter. "Well?" she said. "Do you want to see it or not?"
Now Cindy didn't know what to do or say. "Mom?" she said hesitantly. She saw her mother frown. She knew that was a bad sign and that it would soon lead to a lecture, and possibly being grounded. "YES!" she blurted out. Then, more softly "If it's OK." She moved over beside her mother and she too got to her knees.
Gloria began to pull Bob's shorts down over his hips. Very slowly, almost sensually, she moved the fabric. His hands came to the front of his shorts, covering himself. She stopped, took his hands firmly and placed them on his hips. "Just leave them right there, Bob." she commanded. "Cindy would like to see your penis."
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