James Junior gets a Pull your wire masturbation boy lesson
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The Lawn Boy Gets A Lesson free porn video
Her name is Shirley. She's on the far side of forty, married to a man who is a good provider but never home, always working. Their once robust sex life has now dwindled down to a plain and boring, and those are few and far between. To satisfy her cravings, Shirley as given in to her weakness for other lovers, especially young men. The younger the better but none younger than sixteen. She'd love to get a virgin and teach him how to satisfy a women's needs.
Shirley is not a ravishingly beautiful woman. She is pretty, with a Marylyn Monroe type, full-figured body. To keep her figure, she watches her diet and exercises regularly. Her skin is smooth and wrinkle-free, her 38 C cup breasts are firm and natural with no sagging, wide hips and a very nice heart-shaped ass round out the package.
She's watched Dexter, her yard boy, grow from a skinny and clumsy kid who was all arms and legs to now, at eighteen, an almost man. Lean and six-feet tall, all muscle with no hint of fat. His brown hair is cut short, his hazel eyes twinkle when he smiled. He has a nose that's a little too wide and ears a little to big that stick out a little. All in all, a handsome package. Best of all, not a single tattoo could be seen anywhere.
Dexter had always liked working for this particular client. It was a large yard, but still easy to work as the in-ground pool took up a lot of space. And he loved working it alone. After he'd finished his work, Shirley would always offer him a cold drink and sometimes, she would share a sandwich for lunch. She seemed too interested in him, talking about school and his spot on the varsity football team, and his plans for the future. Unlike the other clients in this upscale neighborhood, she treated him like an equal, not just the hired help.
This year, she decided to get bolder. Shirley would lie out on the deck working on her tan while Dexter worked. She would untie the top of her skimpy two-piece suit, and whenever possible, she made Dexter got a quick look at her breasts. A few months back, She had asked Dexter to help her find some boxes in the attic. She was wearing a short, tight dress that highlighted all her assets. Shirley asked Dexter to hold the ladder to the attic while she checked for the boxes she needed. What Dexter got was a good look at Shirley's ass cheeks as she was only wearing a pair of thong panties.
Dexter loved it. He had sneaked looks down her blouse several times and checked out her ass while helping with packages but this was the best yet. He couldn't stop staring at her smooth ass and he even thought he saw a few pubic hairs escaping from between her legs. He went home and masturbated twice to this image that was imprinted on his young brain.
Shirley thought it was now time to take the next big step in her conquest. It was time to see if she could turn this young almost man into a man. She saw that Dexter was just finishing up and preparing to leave. She untied the top of her two-piece bathing suit and raised herself up on her forearms, making sure he would get a good view of her breasts.
"Hey Dexter, there's cold lemonade up here if you'd like a glass," She said.
Yes, ma'am, I would. just as soon as put away my tools," He replied while pretending not to notice her beautiful boobs.
Trying to calm the stiffness between his legs, Dexter gathered up the yard tools and headed over to his pickup truck parked in the driveway. He dumped the tools in the truck bed, found his five-gallon water jug and a clean rag, soaked it with water and started washing up. He made sure to get his arms and legs as they were covered with grass. Sure that he was presentable, he went around back climbing the short flight of steps to the deck. He poured a glass of lemonade from the pitcher on the table, enjoying the cool liquid as it cooled his dry throat.
Still laying on her stomach, Shirley looked out on the yard, "You always make our yard one of the best looking in the neighborhood," said Shirley
"Thank you, ma'am," replied Dexter.
"I guess you're headed to the next job," She said.
"Actually, this was my last for the day," He replied.
"Well, in that case, you're welcome to take a swim in the pool, maybe cool off a bit," said Shirley.
"That would be nice," said Dexter. "But I didn't bring any swim trunks with me."
Shirley looked over at him and said, "You are wearing underwear aren't you?"
"Well, yes, of course, I am," he replied.
"Then just swim in your undies," she said.
"I think I will take a swim," said Dexter
Shirley watched as Dexter reached down and removed his work boots and socks. Next came the T-Shirt. She watched as he undid his jean shorts and unzipped them, letting them slide to the deck. He was wearing a pair of white briefs and she noticed the bulge where his cock strained against the fabric. She got up from the lounge chair, leaving her top behind. Walking to the top step of the deck, she gave Dexter a good look at her firm breasts. With her back to him, she looked over her shoulder.
"Of course, you can do what I do and swim naked!" She exclaimed.
She pulled her bottoms down, bending over to give Dexter a view of her ass, stepping out of them, she walked down the steps to the pool and dived in.
Stunned, Dexter couldn't believe his eyes. His wildest wet dream was coming true! He'd had visions of seeing Shirley naked and now here she was in the flesh. His lustful eyes took in the sight of her firm tits, beautiful ass, and the thick bush between her legs. His hard cock was straining against the fabric of his underpants. He stripped off his underpants, releasing his hard cock from its constraints. Covering his erection with his hands, Dexter walked down the steps to the pool edge, diving in at the deep end.
Shirley trod water as she watched him strip off his underwear, his hard cock springing straight out in front of him. Seeing it for the first time, she realized it was all she expected and a little more. Long and slim, with a bullet-shaped head, seven to eight inches in length, he was larger than some others she had. She watched as it bounced as he walked to the deck steps before he sheepishly covered it, stepped to the pool edge, and dived in. Shirley decided right then and there that she was going to get that thing between her legs.
Dexter was hoping the cool water would calm his erection and slow his raging hormones. He concentrated on his swimming, keeping his strokes strong and efficient. No matter how hard he tried he couldn't stop looking at Shirley. She was, to him, absolutely beautiful. Her breasts seemed to beckon him closer to her. He could see the thick patch of pubic hair that was almost the same color as her auburn hair. After a few minutes, he noticed his erection was subsiding and he felt more confident moving close to her
She moved closer to him, pressing her breasts against his chest, she reached down taking his cock in her hands. Looking down and with a coy smile, she slowly stroked his shaft causing his erection to return in full force.
"Have you had any luck using this beautiful thing on a girlfriend?" she asked.
Even with her gentle stroking, he was embarrassed as he answered that he was still a virgin. While stroking his shaft with one hand, Shirley used her other hand to gently rub his ball sack. She moved even closer to him, licking and kissing his neck and ear lobes.
"How would you like it if I were your first?" she whispered in his ear.
Dexter couldn't believe what he was hearing. Here it was, a dream come true. This sexy woman was offering him the prize he had lusted after. Now all he had to do was say the magic word.
"Well, I don't know... I've never... I mean... I'm not sure..." he stammered.
"It's okay," said Shirley. "I'll guide you and teach you. We'll both enjoy it."
She moved over to the side of the pool, hoisting herself up out of the water. Dexter followed closely behind her, watching as her heart-shaped ass wiggled as she walked up the deck steps. She picked up a towel from a nearby chair, patting herself dry. When he got close to her she toweled him off, paying particular attention to his cock and balls.
"You have a very beautiful cock," She said. "And I'm going to take good care of it and show you just how to use it."
Kneeling down in front of him, Shirley used the towel as a cushion for her knees. She took his young cock in one hand and his balls in the other. She didn't take him in her mouth immediately. Being an expert at this, she used her tongue on the head of his now stiffening cock, making slow circles around it while gently squeezing his sack.
Using just the tip of her tongue, she played with the slit at the tip. After a minute or so, Shirley took him in her mouth, moving up and down his hard shaft, she was able to take all eight inches even though it almost gagged her. She greedily licked his balls and shaft driving him crazy with pleasure.
Dexter couldn't believe this was really happening. He almost pinched himself to ensure he wasn't dreaming. Her mouth felt so good as she licked and sucked him. He could feel his balls starting to tingle, letting him know he was about to cum. His groans and loud whimpers give her warning as she suddenly stopped and got up from her knees, taking him by the hand, they walked toward the sliding glass doors to the house.
"Grab your stuff," She said, pointing to his pile of clothes.
Inside the house it was cool dim, The main part of the house leads off to the left where there was a kitchen and dining area. Turning to the right, they passed a laundry room and next to it, Shirley opened the door to a spare bedroom. The room was good-sized, containing a full-sized bed, dress,r and chest of drawers. As she pulled the covers back Dexter dropped his clothes by the door.
Sitting on the side of the bed, Shirley spread her legs wide, giving him an excellent view of her womanhood.
"Have you tasted pussy yet?" she asked.
"No," he replied.
"Well, then come here, sweetie, and get your first taste!" She exclaimed.
Dexter moved over to her and kneeled down between her thighs, getting his first close up view of that one thing all men lusted for. She reached down and spread her pussy lips open.
"Use your tongue here," She said.
He started by running his tongue along her outer lips, starting at her asshole and moving up to where her clit was hidden by its hood. He was amazed at how she tasted, a little salty but still sweet and earthy at the same time. As he moved up to the top of her pussy, he was surprised at how soft her bush felt on his chin and nose, a faint smell of honeysuckle lingered in his nostrils.
"Lick me here," She said as she gently used her hand to guide his tongue to her clit.
He found her little clit with his tongue, making gentle circles around it. She reached for his hand, taking two of his fingers and guided them into her pussy.
"Fuck me with your fingers while you lick me," She instructed.
Shirley's toes were curling as he licked her and moved his fingers in her. Somehow he had found her G-spot and the feeling was glorious. She had a tingling sensation running up her spine and small almost pleasurable electric shocks ran from her fingertips to her toes. Waves of joy flooded her and she could feel an urge to cum building in her.
She reached down, gently moving his head back from her now moist, wet pussy, he pulled his fingers out of her cunt. She scooted over to the center of the bed. She pulled him close to her kissing him their mouths exploring each other with their tongues.
"Finger fuck me again, love," She said. "Only this time, use your thumb to rub my clit."
He easily found her wet love tunnel, slipping his fore and middle fingers. With his thumb, he gently started rubbing her swollen clit. By instinct, he licked her nipples and gently pulled them with his teeth, using his other hand to rub and pull the other nipple. She reached down for his cock, still covered with her wetness, feeling it grow and stiffen in her hand.
She felt that all too familiar warn tingling feeling in thighs, waves of pleasure washing over her like the tide rolling in on a beach. Her hips were pushing against his fingers as he stroked her g-spot. It was ecstatic, this feeling she was having. She gave in to it. letting loose of all control, soft moans and sighs escaped from her lips. Suddenly without warning, she let out a scream as her orgasm reached its climax, her juices squirting over his fingers
Her scream scared Dexter half to death. He quickly pulled his hand out of her and stopped biting and pulling her nipples.
"Are you okay?" He asked. "Did I hurt you?"
"No, no, love, you didn't hurt me," She said. "You made me cum and that's exactly what you want a woman to do."
She smiled as she pulled him close to her, kissing him hard on the mouth. She reached down between them, searching for and finding his cock. Stroking it gently she felt it grow in her hand.
"Now it's your turn. Put this big piece of meat in me and fuck me!" She exclaimed.
He rolled over on top of her, using his elbows for support. She spread her legs giving full access to her moist and ready pussy. His cock hard and throbbing, he pressed it against her pussy pushing to enter her. His cock slipped out, frustrating him making even more difficult to get in her.
Smiling, she took his shaft in her hand, rubbing the head of his cock from the top to the bottom of her pussy lips. Finding the entrance to her tunnel, she gently pushed it in giving him full access. Now fully inside her, Dexter couldn't believe just how good it felt. Warm, moist, and tight it felt good around his cock. He immediately started pumping away at it using short hard thrusts. He could feel the tingling in his balls telling him his climax was near.
Shirley knew that unless she did something this was going to over in a flash, robbing her of the orgasm she wanted so badly. She wrapped her legs around his waist and ass, locking her ankles together, keeping him from moving
"Slow down, love," She whispered in his ear. "You want to make it last as long as possible. Use long, deep slow thrusts."
She slowly released the pressure on his ass, allowing him to move. He gained control and changed his approach as she instructed. It felt like the muscles of her pussy were pulling him in. As he got into a rhythm, he started softly kissing her, seeking her tongue with his. She returned the kiss, holding him close to her. She pushed his head down to her nipples, pushing the left one in his mouth. He licked it while pulling the right nipple between the thumb and forefinger of his hand.
Reaching over, she grabbed a nearby pillow and lifting her ass, placed it under her, giving him a better angle at her G spot. His deep strokes were hitting her cervix, causing a little pain but a lot of pleasure. With her ass up slightly, he was rubbing her G-spot with every stroke now. Slowly she could feel the waves of intense joy washing over her, her toes curling, breath coming in short gasps. Electric tingles were moving through her body. Soon it would be there.
Dexter wasn't sure how much longer he could last. He could feel the pleasant burning sensation in his balls and the head of his cock. He knew he was about to cum. Playing with her tits and passionate kisses delayed it but soon he wouldn't be able to control it.
Shirley was now moving her hips and pushing to meet his powerful thrusts. She could feel her orgasm building and suddenly it was there. She arched her back letting out a loud moan. She grabbed Dexter's head pulling him close.
"Shoot your load on me! Take it out so I can see you cum!" She exclaimed.
Withdrawing himself from her now soaking wet pussy, He got up on his knees and moved closer to her. Taking his shaft in his hand he started stroking it. After three strokes, he started shooting his load on her. The first string hit just below her chin, the next few went on her breasts and stomach, the last few dribbles landed in her belly button.
Panting, he collapsed beside her. She looked at him, smiling and gave him another long passionate kiss.
"How did you like it?" She asked
"Wonderful, fantastic, great, absolutely cool! I can't describe the feeling and can't wait to do it again! I just hope that you liked it too," He exclaimed
"You were good, love," She said. "You made me cum more than once and that's a good thing. I have more I want to teach you. But now its time for you to get going. My husband will be home soon and he wouldn't like finding a naked guy in his house!" She exclaimed.
Dexter crawled out of bed and went for his pile of clothes. Pawing through them, He asked, "Have you seen my underwear? They're not here with my stuff."
Sitting on the side of the bed, Shirley replied, "Just go commando, we'll find them later. You need to get going."
He quickly dressed, walked over, and gave her a quick kiss. "I'll make sure you are my only customer a week from today," he said
Shirley sat listening to the sound of his leaving. After she heard the pickup truck start up and pull out the driveway, she went out to the deck and found his underpants that she had discreetly hidden under a chair. Retrieving them, she went back into the house. Moving through the kitchen and dining room to the front part of the house, she went upstairs to her private room. She went over to an antique dresser looking at herself in the mirror above it.
She held his underwear close to her face, smelling his scent, she closed her eyes and remembered how good he felt in her. Opening her legs, she rubbed her clit with the soft cotton material. She felt the wetness between her legs, her hips swaying from side to side, reliving the last few hours. Coming back to reality, she opened the bottom drawer and added this pair to the others in her collection. She closed the drawer, went to the master bath, and stepped in the shower, already planning for his next visit.
Dexter hardly remembered driving home that day. A day he would always remember. In one day he not only lost his cherry but also tasted a woman and had his cock sucked. And this was just for starters. For the rest of the summer, he would be the willing student and her the patient teacher. He would learn much from her and would appreciate it.
However, their last session together before he left for college would be different. He would be in control and she would be the student.
But that is another story for another time... Maybe.
Cheryl
- 11.08.2021
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- First Time
