Six Rules
As he got in the car, Kirk grabbed his cel phone and dialed the number marked ‘X’ in his address book. Jane answered. “Hi, sweetie.”
“Hey. I don’t have a lot of time, so I had something specific in mind.”
“Mmmm,” Jane purred. “I like when you know what you want.”
Kirk took a breath before spelling out his fantasy. “Be on your knees at the back door. Topless. Naked if you want, but I’m only going to need your mouth and your tits.”
“Okay.”
“I’m going to fuck your face and cum down your throat.”
“Sounds good baby. How soon should I expect you?”
For a moment, Kirk marveled out how easy it was to talk like this with his mom’s neighbor. “About ten minutes.”
“See you soon hun.” Jane hung up before Kirk could.
____________________________________________________
Fucking an older woman had always interested Kirk, but he’d never thought it would happen. College was an ocean of late-teens and early-twenties girls, and if you knew what you wanted, it was easy to find a good lay. He didn’t actually expect to hook up as often during the summer, when he went home to stay with his mom. But Jane Ross, his mom’s divorcee neighbor, had other plans.
Kirk was in the kitchen talking with his mom as she baked him a birthday cake. His 19th birthday had actually fallen right in the middle of finals, possibly the most stressful week of his life so far. So coming home to a home-cooked meal and a real birthday party was nice. But then Mrs. Ross came in, wearing a sundress and strappy heels.
Jane had been divorced for about ten years, but she’d kept her husband’s name, not to mention his house and a good chunk of his money. Kirk didn’t know if she did anything for work, but she appeared to live comfortably. He’d done lawn work for her occasionally growing up, but until that day, he hadn’t see her up close in a least three years.
She was blonde, in her early forties, a little bit older than Kirk’s mom, but she looked great. Yoga or Pilates or spin class, or maybe even all three, had kept her in good shape. Real tits pushed out against her dress, and Kirk did a double take when he noticed her nipples poking through the cotton. She pretended not to notice that.
Kirk and Jane — still Mrs. Ross at this point — sat at the kitchen island across from Kirk’s mom, who moved between the oven, counter-top and fridge as she worked on Kirk’s cake. Basic pleasantries exchanged, Kirk’s mom launched into a description of the shopping adventure she’d undertaken to get all the fresh ingredients for the cake. Her back was to them.
Kirk realized after a few seconds that while Mrs. Ross was responding to his mom’s talking, chiming in with the occasional comment, she was staring at him, waiting for him to make eye contact. Her mouth was open slightly, with her tongue pressed against her bottom teeth. Her hand was lightly touching her abs. When she got Kirk’s attention, she reached up and pulled her sundress down a little, exposing her left nipple.
He stared, his eyes darting between the nipple and Mrs. Ross’ eyes, which were fixed on his own. She wiggled her eyebrows. He went a little slack-jawed, and then she covered up and tilted her head toward his mom. Kirk came out of his stupor and looked to his left. His mom was just turning around, looking right at him, as if she expected him to say something. He had enough sense not to look at Mrs. Ross, so he just stared back at his mom.
“I asked if you wanted the icing to say anything special, hunny,” she repeated.
“Um, no, whatever you want is fine.” His mom nodded and turned back to the counter.
He got control of his reeling brain and turned back to Mrs. Ross, not sure if what had just happened was real. She was smiling at him, and she’d re-positioned herself on the stool. Her dress was pulled up in the back, her bare legs were resting on the seat, and she was working the front up slowly with both hands. Her knees were slowly spreading apart.
Kirk glanced at his mom again, making sure she was caught up in her baking, and her storytelling. Then he directed his full attention to Mrs. Ross’ thighs, more and more of which were coming into view. He licked his lips. He could see by now that she wasn’t wearing panties.
Then in one smooth motion, Mrs. Ross lifted the hem of her dress up to her bellybutton, exposing her pussy. There was a light bush of strawberry-blonde hair at the top, but her lips were bare and exposed. Not too firm, looking wet already. Kirk stared a few moments more, then looked up to see her grinning at him. He mouthed without speaking, “what the fuck?”
Mrs. Ross stood up and turned toward the counter, moving closer to Kirk. Her left hand snaked quickly down into his waistband, past his underwear, and grabbed his quickly growing cock. Kirk flinched, gasped, and stiffened his entire body. Mrs. Ross reached over with her other hand and closed his mouth. Then she pointed to the counter where Kirk’s mom was working, and asked, “What are you doing with the orange peels there, Becca?”
Kirk’s Sahabet mom glanced back at them, but the island counter-top hid what was going on in Kirk’s pants, where Mrs. Ross was slowly stroking him. “Oh, this is supposed to be some sort of ‘H&G secret’, to keep the chocolate fresh. I don’t know, I thought it was worth a try.” She turned back to her work and started talking about the daytime talk show that had showcased the orange peel trick.
Mrs. Ross took Kirk’s right hand in her right hand, and lifted it over her head to behind her back. She let go and reached behind herself, taking his hand again, and guided it down to her butt. Kirk took her meaning well enough and grabbed her ass. She gave his cock a squeeze to signal her approval.
Kirk’s mom’s phone rang, and she picked it up and began talking to someone from her work. She’d taken a day off to cook for her son, but apparently her job couldn’t be done without her, so she began a lengthy explanation of a computer procedure to the person on the phone.
Mrs. Ross and Kirk both stood at the island counter, facing Kirk’s mom, groping each other. Kirk quickly ventured under the sundress, and down between Mrs. Ross’s thighs, each progression marked by another playful squeeze on his cock. In a few minutes, he’d worked a finger up into her pussy, and found her smooth and well-lubricated. He was just about to get another finger in when she broke off and pulled away.
“I gotta go check on my laundry Becca, I’ll be right back,” she chirped. Kirk’s mom responded, “OK” without turning around, and continued her phone call.
But Mrs. Ross didn’t leave. Instead, she squatted down below the counter-top and slipped the straps of the sundress off both her shoulders, pulling it down and exposing her tits. She rubbed her nipples and made sexy faces up at Kirk, who watched in amazement, occasionally checking that his mom wasn’t looking toward him.
After less than a minute had passed, Kirk grew adventurous, and unzipped his pants. He slid them down past his waist and pulled his cock out. Mrs. Ross leaned forward and took it in her mouth. She sucked his cock better than any college girl ever had. Her technique was amazing.
It only lasted a few minutes, because Kirk couldn’t contain his moaning. He realized he’d been vocalizing when his mom turned to him and asked, “Hmmm, what’s that dear?”
“Oh!” Mrs. Ross let his cock go and slid back along the floor, staying under the counter. “Nothing. I’m just gonna, go use the bathroom.”
“Okay.”
Mrs. Ross pointed upstairs, and Kirk nodded. He wrestled his cock back into his jeans while Mrs. Ross snuck out the back door and began to walk around to the front of the house. He met her at the front door, opening it as quietly as possible as his mom continued to bake and talk.
Mrs. Ross tiptoed past him and went up the stairs. Kirk paused a moment, trying to comprehend what was happening. But at the top of the stairs, Mrs. Ross reached down, grabbed the bottom of her dress, and lifted the whole thing over her head. She stood there grinning, completely naked except for her shoes, and then she tossed her dress down at him.
Kirk caught it, and Mrs. Ross disappeared down the upstairs hallway. He cursed under his breath and walked lightly up the stairs, then down the hall to his bedroom.
She was waiting for him, legs spread, rubbing her pussy. “Lay on the floor,” she told him. Kirk did. “Get your cock out, baby.”
“Oh, right, yeah,” Kirk felt a little stupid, and raised his hips up as he slid his pants and underwear down to his knees. Mrs. Ross — he still wasn’t thinking of her by any other name yet — stepped over him, slowly lowering her pussy toward his cock. Just as the tip grazed her lips, she flexed her hips expertly, taking him just inside her, but making him wait for anything more.
“Stay down. No raising up.” Kirk nodded, but stretched out his arms in frustration, wanting to press his palms against the floor to raise himself, or grab her hips. She saw his flailing and took both hands, guiding them to her tits.
They were real, and while a little saggy, were certainly not old. They felt good in his hands. He kneaded the flesh, working to get the nipples between his fingers.
She kept her hips balanced above him for even longer, teasing him. Then, when something must have told her the time was right, she lowered herself fully onto him, and Kirk gasped as his cock was enveloped in her wet cunt. He felt her squeezing him, and she shuddered, and Kirk realized she was cumming.
Her eyes closed, and a quiet, so quiet, moan came from her mouth. Then she stood up. She retrieved her sundress from where Kirk had dropped it by the door, and spent a moment arranging it to put it back on. “Don’t jerk off,” she told him. “You’re not done.”
Kirk lay on the floor, staring incredulously. “Huh?”
Mrs. Ross lifted the dress and slid into it smoothly. “Come over to my house after your birthday party. Tell your mom you’re going out with Sahabet Giriş friends.”
“Ok. Uh, Mrs. Ross, I…” She interrupted him with a shush.
“I just came on you, Kirk, you can call me Jane.”
“Right, uh, Jane, uh,” he paused, trying to figure out what to ask first. The only thing he could manage was, “What the fuck?”
Jane smiled down at him. “I’ll explain tonight, baby. Remember, don’t jerk off.” She walked out, and went back downstairs to gab with his mom some more.
____________________________________________________
Remembering their first encounter had gotten Kirk hard in his car. He pulled into his mom’s garage, where her car was normally parked. She was out, running some kind of errand, but she’d be back soon, and Kirk already knew he’d have to get his rocks off quick. He went in the garage door, not too worried about hiding his erection. He went straight through the house to the backyard, hopped a spot on the decorative fence where a rock was close enough to provide a step, and approached Jane’s back door.
He opened it and she was there waiting for him, a pillow under her knees, bare ass naked. She was playing with herself. When he opened the door, she opened her mouth.
Kirk had already dropped his pants, and he took hold of her head, and pushed his cock into her. Jane accepted him eagerly, her throat opening. He began to thrust. He could see in a wall-length mirror across the room that she was working her hands rapidly between her legs.
He looked down at her and saw she was looking up at him. She winked at him, and wiggled her eyebrows in encouragement. He thrusted harder and faster.
Kirk new Jane could deepthroat with ease. She’d gone down on him many times at this point, and his amazement at her ability gave rise to this new fantasy in his head. As he felt himself getting close to orgasm, he told her the final part of his fantasy.
“Almost there Jane, keep it up.” A few more thrusts. “Fight back. Grab my hips and try to pull away. If you really can’t take it, poke the back of my knees.” Jane moaned in acknowledgement, and did as he asked. She let go of her pussy and placed both hands on Kirk’s hips, pushing them back. Kirk overpowered her and continued to thrust. She pushed more frantically, and shook her head a little.
The immersion in the fantasy drove Kirk closer to the edge, and he began to grunt. “Almost, yes, UGH!” he cried, as he pushed hard on the back of Jane’s head, forcing his cock completely into her mouth, and his cum began to spurt down into her throat. He held on tight as the orgasm swept through him. Jane had stopped struggling.
When he was finished, he let go, and Jane gasped hard for air. She wiped her mouth and said, “Wow!”
“Yeah,” agreed Kirk, as he pulled up his pants. “Thanks, that was great.”
“Thank you baby. See you again soon, I hope.” Jane’s hands had gone back down to her pussy, and she was working herself over pretty good. But Kirk zipped up and walked out the door.
____________________________________________________
The dynamic of their relationship was well established by this point, which is why Kirk felt so comfortable asking for such a rough act. Jane had laid out the ground rules that first night, after his birthday party, when she went over the Six Rules.
“Here’s how this works,” she told him, as she got comfortable on a cushioned chair in her bedroom. “I take on a new fucktoy each summer, a young man, full of energy, to fuck me good for a few months. You’re… a bit close to home, but I think I can make this work. I’ve actually been looking forward to this for a few years.” Having found a good spot, she spread her legs wide, and motioned Kirk forward.
He was already naked, and he got into position and inserted his cock. Jane continued talking as he worked his way into a rhythm. “I have six Rules. Rule Number One, you can’t tell anybody. This is our secret. This is the most important Rule. Grab my ankles.”
Kirk blinked, confused. Concentrating on both fucking and listening was a bit much for him at the moment, and he hadn’t realized that ‘grab my ankles’ wasn’t part of the Rules. But he figured out Jane’s meaning quickly, and did as she asked.
“Good”, she told him. “Just like that. Rule Number Two, you can fuck me anytime you want.” She put her hands on his chin and directed him to look her right in the eyes. “Any. Time. Rule number Three, you can’t fuck any girls this summer. Just me. I want this cock,” she squeezed him with her cunt muscles, and Kirk grunted with pleasure, “all to myself. I want all your sexual energy.”
“OK,” he said. “No problem there.” Jane let go of his head.
“Rule Number Four, you can cum anywhere you want. I’ve been fixed or years, so cum in my pussy all you like, but if you want to try cumming elsewhere, go for it.”
“Wow. Uh, OK.” Kirk thought for a moment whether he wanted to cum on Jane’s face right away, but he decided to keep things simple this first time.
“Rule Number Five, Sahabet Yeni Giriş when the summer’s over, we’re done. No drama, no heartbreak, no strings. You go back to school to your college girls, and use what I’ve taught you. No hard feelings. Got it?”
“Yeah, I get that, no problem.”
“And finally, Rule Number Six. Any fantasy you want to indulge, any roleplay, any position you want to try, I’m up for it. Just discuss it with me first, but I’m…” with that, Jane raised her ass up off the chair, and pounded her pussy down onto Kirk’s cock. “… really flexible.”
Kirk flinched a little in surprise, but adjusted quickly to the new arrangement, concentrating on holding up Jane’s legs so she could get the leverage to fuck him. He still fully couldn’t believe he was fucking his mom’s neighbor, who used to pay him to rake her leaves. He had discovered that her age wasn’t really a problem for him at this point, in fact her obvious experience made the whole situation better. So he decided to make the most of it.
“Let’s fuck doggystyle then.” He pulled out and stood up.
“Okay.” Jane put out her hand for Kirk to help her up, and he did. She walked to the center of the room, spread her legs, and bent over, grabbing her own ankles. She looked back at Kirk, face upside-down, between her own legs. “Like this?”
“Uh, yeah, that works.” Kirk strode forward and took hold of both her hips. He was just about to thrust into her but Jane reached up between her legs and grabbed his balls in her hand. She gave them a little squeeze, and Kirk winced.
“What’s Rule Number One?”
“Uh, secret. Keep it a secret.”
“Correct. You understand what that entails?” Her pressure on his balls was gentle, but firm and controlling. “You can’t tell your frat buddies. Can’t post anonymously online about how you fucked an older woman. Can’t send me any dirty emails. And NO pictures. Can’t put me down as ‘Milf’ in your phone. Also, since you’re living so close, you need to be discreet about moving between my house and yours. You mom CAN’T find out.” She gave another soft squeeze on the word ‘can’t’, for emphasis.
“Yeah, I get it. Secret.” She let him go, and he pushed his cock into her, a little more gently than he had planned before. They rocked against each other for a minute in silence. Kirk looked down at her asshole, trying to decide if anal sex was something he wanted to try with her.
Jane worked her hands up her legs, until her palms were on her ass cheeks. Then she told him, “Grab my wrists.” Kirk did, and Jane stood part way up, going from a jackknife position to more of a ninety-degree bend at the waist. “Hold on tight.”
Kirk held her arms as Jane rocked back against him, and he struggled to maintain his balance. She’d clearly done this before, because she wasn’t afraid of falling. He, however, had to step back with one foot, to ensure he wouldn’t tip. He heard her say, “What’s Rule Number Two, baby?”
“Any… ugh…. anytime I want.”
“That’s right.” Jane bounced harder as she talked to him, without looking back in his direction. “I have practically no social life during the summer. No visitors. Come on over for a quickie, or tell your mom you’re seeing friends and spend the weekend here instead. If you get horny during the night, sneak out, come over, get into bed with me, and finger me ’til I wake up. I once had a boy who came in while I was sleeping, jerked off on my face, and left, without waking me. I mean, if that’s your thing, go for it, but it’s much more fun when I participate, right?”
“Definitely.”
Jane lowered her head and quickly raised it, letting her hair toss up onto her back. “Hold my hair. Both hands.”
Kirk let go of one wrist and took a handful of fine blonde hair. Then he switched the other hand, until he was holding her up by her hair. Jane put her hands on her knees, and told him, “Don’t cum, but fuck me really hard.”
He gave her a few test thrusts with more force, and she moaned, then he let loose and began to fuck fast and hard. He couldn’t imagine the strain on her neck and her scalp in this position, but she seemed to be into it, so he really let himself go and pound her cunt.
“What’s… aaahhh…. What’s Rule Number Three?” Jane struggled to talk from the strain he was putting on her.
“No other girls. That’s… oh fuck. That’s fine.” Kirk felt he was getting close, but still had time, so he kept up the pace. At this point he was a little worried about how to stop. Letting go of Jane’s hair might drop her on her face.
“Four… What’s Rule Number Four?”
“Cum anywhere I want.” Speaking of which…
“That’s right, but not yet, not yet. Let go.” Kirk released her hair, and Jane did pitch forward a little, but caught herself with her hands. Kirk put his hands on his own knees and caught his breathe. Jane turned around and looked at him, confidence and lust in her eyes. “Lay down,” she told him.
Kirk clambered down onto the floor, laying on his back. He thought she was going to squat over him, like she’d done before, but Jane had another trick up her sleeve. She turned around, and walked backwards over his body, so she was straddling him but facing his feet. She got down on her knees, her hips above Kirk’s hips. “Put it in my pussy,” she told him.
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