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Mature Taboo

Step-Mother Knows Best

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Jeremy
Jeremy is your typical, horny teenager. He’s currently single and although he’s a virgin, he’s gotten plenty of blow jobs under the bleachers at school. He often jerks off to thoughts of his step-mom, Sharon.
Sharon
Sharon is a 45-year-old divorcee with no children. She keeps herself young with plenty of Botox and yoga. She gets off on being in control and sexually teasing her step-son, Jeremy.

It was another steaming hot day in Arizona. I glanced over at the outside thermometer. The needle hovered at 102 degrees. I laid by the pool letting the sun’s intense rays shine down on my already bronze skin, sweat trickling down my cleavage. My tight blue bikini left little to the imagination. Shit, if I could have I would’ve been sunbathing nude. The warm caress of the heat across my bare skin made my nipples hard and my pussy throb. 

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I hated being grounded. It was such bullshit. I didn’t even do anything wrong. Kendal sent me those nude pictures all on her own. Yeah, I looked at them and maybe I showed a few of my buddies but I didn’t ask for them. My dad totally overreacted. Grounding me for 2 weeks with no phone was really killing my social life. 

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Mature Taboo

Step-Mother Knows Best

It was another steaming hot day in Arizona. I glanced over at the outside thermometer. The needle hovered at 102 degrees. I laid by the pool letting the sun’s intense rays shine down on my already bronze skin, sweat trickling down my cleavage. My tight blue bikini left little to the imagination. Shit, if I could have I would’ve been sunbathing nude. The warm caress of the heat across my bare skin made my nipples hard and my pussy throb. 

But I couldn’t unleash my round tits from their fabric enclosure. Not today. Jeremy was just inside his room, grounded after sharing naughty pictures of some slut from school. If I’m being honest, I was secretly jealous. I wondered what Jeremy would think of if he saw scandalous photos of me. Would he get hard? I fantasized about Jeremy’s young, tight body more often than I cared to admit. I was married to his father, after all. Jeremy had definitely inherited his dad’s striking good looks and strong, muscular frame. I bit my lip as I pondered whether or not Jeremy was blessed with a cock as long and strong as his dad’s. 

 

I shifted on the lounge chair. The thin fabric of my bikini bottom was stuck to my crotch — a mix of sweat and my own juices pooling at the thought of fucking Jeremy. I slowly grazed my toned stomach with my fingertips. My hand trailed up my stomach and slid over one breast and then the other. I wondered what Jeremy was doing in his room, bored and alone. It couldn’t hurt to just go check on him, right? See if he wanted a snack, a nice cold water, or a blow job?

 

I hurried to his room, knowing my husband would be home soon. As uncertainty tried to muscle its way into my mind, I shoved it aside. My desire was stronger than my doubt.

 

I knocked softly on the door and heard his voice almost instantly. 

 

“Go away, Jaime.”

 

He thought it was his brother. I knocked again, a little harder this time.

 

I heard the springs of his bed creak and a mumbled groan as he stomped toward the door. As he swung it open, my eyes immediately scanned his tight, sweaty, shirtless body. My pussy was saturated with anticipation. 

 

I bit my lip.

 

“Excuse me?” I gave him my most seductive grin. His eyes were wide. I secretly relished in satisfaction as I watched his eyes drift from my tits down to my toes. I had thrown on a thin white cover-up before entering the house but I might as well have been naked. 

 

“Oh, sorry Sharon.” Jeremy apologized for his abrupt tone. If he only knew that I was even more turned on by his aggressiveness. 

 

I smiled sweetly and brushed past him into the bedroom, my shoulder barely grazing his pecs.

 

“So, what’s up?” He asked with trepidation. 

 

“Well, your dad filled me in on what happened and I wanted to discuss it with you.” That was a total lie. I just wanted an excuse to get in his bedroom and his pants.

 

Jeremy rolled his eyes.

 

“Listen, Sharon…”. The sound of my name on his sweet young lips sent a fresh wave of desire over my nipples and down my stomach before settling on my clit.

 

I put up my hand.

 

“No, you listen Jeremy.” I matched his same firm tone. “I’m not upset with you. I understand.”

 

“Really?” he looked confused.

 

“Yes, of course,” I said sympathetically, taking his hands and leading him to sit with me on the edge of his bed. 

 

I placed his hands in my lap. It took everything in me not to shove them between my legs, throw my head back, and beg him to finger fuck me. I watched as he looked from his hands to my crotch and back up at me. He swallowed hard and I wondered if blood was flowing to his young, eager dick. It didn’t take much to get a teenager horny. 

 

I explained that I knew what it was like to be Kendal (the slut from school). Wanting attention from young, good-looking boys. Sending inappropriate pictures and wearing slutty clothes.

 

I placed my hand on his knee and felt his entire body stiffen. It was time to let Jeremy know that I understood. That I was his ally, not his enemy.

 

“I know you didn’t ask for those naughty pictures. And I think your father overreacted.” 

 

“You do?” Jeremy sounded surprised.

 

Now, it was time for a little good old blackmail.

 

“And I think I know how to get you out of this little dilemma,” I continued. Jeremy had a bewildered look on his face. I smiled, amused by how clueless he was. 

 

“I told your father that we’d have a little chat and afterward, he should give you your phone back and end your punishment.” 

 

Jeremy’s posture instantly straightened. There was only one thing that got a young teen as excited as the thought of sex — their electronic devices. 

 

Jeremy leaned in to give me a hug of gratitude, but I stopped him. Placing my hand on his chest which was slick with sweat.

 

“Not so fast,” I said amusingly. “I didn’t tell you what the conditions of this little arrangement were yet.”

 

He looked puzzled. “Conditions?”

 

“I do something for you and you need to do something for me.”

 

His eyes narrowed.

 

“Um, okay. What is it?”

 

Did he really not know? Had he really not seen me eye-fucking him across the dinner table? If he only knew how many times I’d masturbated to thoughts of him eating my pussy.

 

“It’s simple, really,” I said, getting to my feet and facing him. I slowly unzipped my coverup, giving him an unobstructed view of my body. His face was directly in line with my crotch and it didn’t take long for his eyes to gravitate to my eager pussy.

 

I giggled, lifting his chin to meet my gaze. 

 

He averted his eyes and delivered an awkward apology. 

 

“All you need to do…” I said slowly as I lowered myself to my knees, gently shoving his legs apart, “… is let me taste it.” I glared up at him from between his legs, biting my lower lip eagerly. 

 

“What?” I couldn’t read his tone other than pure shock.

 

I didn’t give him time to think or protest. Instead, I grabbed hold of his waistband and slowly lowered his shorts down over his toned asscheeks to his ankles. He didn’t resist. I didn’t think he would.

 

His cock easily sprung free as the shorts passed over his lap. He was rock hard. What a pleasant change from his dad. It took at least 30 minutes of foreplay and hand jobs to get him even half as hard as Jeremy was right now. His tuft of pubic hair was an erotic symbol of his youth and I had to stop myself from running my fingers through it. He sat there mesmerized, looking down at me, as my eyes glazed over his long, thick tool. His dick was even bigger than I imagined and my pussy twitched at the thought of it sliding between my legs.

 

“Oh, you naughty boy,” I smirked as I grabbed his shaft roughly and ran my smooth hands up and down the length.

 

He let out a soft moan. I watched as he switched from relishing in the moment with closed eyes to being wide-eyed and alert, not wanting to miss a minute of the action. Taking mental pictures for later use.

 

His skin was soft and tight. The head of his penis was smooth. I licked my lips as tiny droplets of precum dripped from the tip. I jerked him off for a few more seconds, our eyes locked on one another’s before dipping down to get a taste. I’d been waiting so long for this moment.

 

I swirled my tongue around the head, licking every inch of his gorgeous dick. Strings of saliva and precum connected my full lips and his throbbing tool. My hand was still wrapped around the shaft, sliding up and down as my mouth worked the tip. My cunt was begging to be touched but I didn’t give in. The anticipation only deepened my desire. I was focused entirely on pleasuring Jeremy. I knew he’d never gotten a BJ like this. Those high school girls were fucking clueless. Good head comes with years of experience sucking dicks.

 

I decided to play with him for a moment.

 

“Wait,” I said abruptly, pulling my mouth away. “There’s one rule.”

 

His entire body stiffened as my mouth broke the connection. 

 

“Ok,” he said breathily, clutching the bedspread.

 

“You can’t cum too fast,” I said with a grin.

 

He stared at me wide-eyed. If I could read his mind, I was sure he was thinking, “Oh shit.”

 

I didn’t wait another minute before returning my hungry mouth to his eager cock. I took the entire length of it in one fluid motion, deep throating his beautiful shaft. I slid my tongue back up the sides of his tool before pulling him from my mouth again, saliva dripping down my chin. 

 

I smiled up at Jeremy who sat with his eyes wide and mouth gaping open. I went back to work, flicking my tongue against the tip of his shaft. I cupped his balls and stroked his shaft while firmly sucking the head. I switched from fast, eager motions to slow, more gentle strokes as I brought him to the edge multiple times. The door to the bedroom was still open which made the entire experience all the more risky and exciting. 

 

I knew he was getting close. The muscles in his legs were tight and bulging. His toes curled under, gripping the carpet. He still had a tight grip on his comforter. Not just yet, I thought. I wasn’t done with him.

 

I slipped his cock from my mouth, lubricating the shaft with a mix of saliva and precum before sliding it between my oversized tits. It fit perfectly. Jeremy fell right into a rhythm, lifting and lowering his hips as he slowly tit-fucked me. I positioned my mouth so that with each stroke, the tip of his dick met my waiting lips. I squeezed my breasts tightly together, creating a snug grip around his throbbing cock. My pinkies worked my nipples as I enjoyed every stroke of his tool between the soft skin on my chest.

 

I moaned as I felt his body tense and knew he was about to come. My hips writhed beneath me, gyrating the open-air. I imagined riding Jeremy’s face. Next time.

 

I felt his body start to shake and prepared myself to catch his hot, glorious load. I opened wide as his cock exploded into my mouth. Thick gobs of hot, creamy jizz filled my mouth and slid down my throat. He tasted fucking amazing, sweeter than his dad. I tried to catch it all but some dripped down the side of my lips and onto my chin. His body jerked and twitched before coming to rest. He looked exhausted, relaxing onto the bed and letting out a heavy, satisfied sigh.

 

I used the edge of my cover-up to wipe the remnants of jizz from around my lips. Good ‘til the last drop, I thought. I zipped up my cover-up and got to my feet. Jeremy lay there on the bed, his now half-flaccid dick resting lazily on his pale thigh. He started to sit up and came to rest on his elbows. 

 

“Well,” I said, letting out a satisfied sigh. “I think you’ve paid your dues, Jeremy. I’ll have a talk with your father but I think you’d agree that from now on, I should handle all of your punishments,” I explained. I was going to use Jeremy’s rebellious teenager behavior to my benefit. 

 

He didn’t speak and he didn’t have to.

 

“Now,” I said as I walked toward the door, “Get yourself cleaned up and I’ll see you downstairs in an hour for dinner.” 

 

I exited his room, closing the door behind me. I felt exhilarated. Powerful. Sexy. And in control. I had big plans for that boy. As I made my way downstairs to the kitchen to prepare dinner and greet my husband, I wondered just how long it would take for Jeremy to get into trouble — first at school and then with me. 

 

I hated being grounded. It was such bullshit. I didn’t even do anything wrong. Kendal sent me those nude pictures all on her own. Yeah, I looked at them and maybe I showed a few of my buddies but I didn’t ask for them. My dad totally overreacted. Grounding me for 2 weeks with no phone was really killing my social life. 

It didn’t help that my room was about 100 degrees. Arizona summers were no joke. I laid on my bed in just a pair of gym shorts, the pedestal fan oscillating nearby. I tossed a tennis ball up toward the ceiling, catching it right before it connected with my nose. 

 

I was so fucking bored.

 

Just then I heard a soft tapping on my door. That better not be my little brother asking to borrow something, I thought.

 

“Go away, Jaime.”

 

Silence. Then another soft knock.

 

I huffed angrily and lifted myself off the bed, ripping the door open.

 

“I said….”

 

But it wasn’t Jaime. It was my step-mom. I didn’t even know anyone was home. 

 

“Excuse me?” she said, her lips curling into a grin. 

 

If I’m being honest, my step-mom was kind of a MILF. Which was no real surprise since my dad was a good-looking guy for his age. Sharon’s hair was honey-colored and soft. She always smelled amazing when she walked past me in the hallway. Her scent lingering in the air just long enough for me to get a good whiff. She had an amazing body for someone her age. Nice round tits, a small waist, and muscular legs. Her skin was tan and I imagined pretty soft. 

 

Sharon stood there with her arms crossed under her tits, like a built-in shelf. She was wearing a cover-up and what appeared to be an electric blue bikini underneath. She must’ve been outside by the pool this whole time.

 

“Oh, sorry Sharon. I thought you were Jaime asking to borrow something. He’s always in here taking my shit.”

 

She didn’t respond and instead pushed past me into the bedroom, her long hair gliding across my bare chest. When she still didn’t say anything I felt the need to break the awkward silence.

 

“So, what’s up?” I asked confused. 

 

“Well, your dad filled me in on what happened and I wanted to discuss it with you.”

 

Great, I thought. Another fucking lecture.

 

“Listen, Sharon…” But before I could finish she lifted her hand up.

 

“No, you listen Jeremy. I’m not upset with you. I understand.”

 

I reeled backwards in surprise. “Really?”

 

“Yes, of course,” she said with what appeared to be a genuine smile.

 

She took my hands and led me over to the bed, encouraging me to sit down. She took a seat beside me, still clutching my left hand in hers, resting it in her lap. I was suddenly very aware of how close my hand was to her pussy.

 

“Although it may be hard to believe, I was once a very attractive, promiscuous teen,” she explained. “I know what it’s like to be Kendal.”

 

I listened intently, wanting to know more.

 

“I know what it’s like to want to feel attractive, desirable, sensual.”

 

With that last word Sharon placed her hand on my knee. A simple movement that instantly gave me flow. 

 

Wait, fuck. What was happening?

 

“I know you didn’t ask for those naughty pictures. And I think your father overreacted.”

 

“You do?” I swallowed hard. Fuck, I was nervous. Why? 

 

Sharon nodded her head, staring at me with a look I’d never seen before.

 

“And I think I know how to get you out of this little dilemma.”

 

I stared at her, clueless as to what she meant.

 

“I told your father that we’d have a little chat and afterward, he should give you your phone back and end your punishment.”

 

I sat up excitedly.

 

“Really?! Oh my god, that’d be awesome! Thank you!”

 

I leaned in to give her a hug but she stopped me, placing her hand firmly on my chest and pushing me away. 

 

“Not so fast,” she said amusingly. “I didn’t tell you what the conditions of this little arrangement were yet.”

 

“Conditions?”, I asked. 

 

Parents. There was always a fucking loop hole.

 

“I do something for you and you need to do something for me.”

 

I thought for a minute before answering.

 

“Um, okay. What is it?”

 

Was she going to make me clean the bathrooms? Do laundry? Mow the neighbor’s grass? 

 

“It’s simple, really,” she said standing up in front of me, uncomfortably close. I watched as she slowly unzipped her cover-up, exposing her toned, tan stomach. I was right — she was wearing a string bikini. My eyes instantly gravitated to her mound. She giggled and pushed my chin upward, redirecting my gaze to her face.

 

“Oh.. um… sorry”, I felt myself nervously stuttering. 

 

What the fuck was wrong with me?

 

“All you need to do…”, as she spoke Sharon slowly lowered herself down between my legs. She was kneeling in front of me now and I could feel my palms start to sweat. “…is let me taste it.”

 

I sat in shock, staring at her. Sharon. My step-mom. Was she really asking what I thought she was asking?

 

“What?” The words escaped my lips before I could stop them.

 

But Sharon didn’t answer me. In fact, she didn’t speak at all. I sat motionless as she slid her manicured fingers into the waistband of my shorts and slowly lowered them down over my asscheeks. I didn’t stop her. Why wasn’t I stopping her?

 

I wasn’t wearing any underwear. She gasped slightly, then smiled devilishly.

 

“Oh you naughty boy.”

 

There was no hiding my rock hard cock. It was on display now, out in the open — inches from her face. Sharon stared at it, her eyes widening in delight. She licked her full, red lips and grabbed the shaft roughly with both hands. I jumped — more in surprise than pain. 

 

She loosened her grip slightly, slowly moving her palms up and down its length. I let out a heavy sigh. Fuck that felt good.

 

Her eyes stayed locked on mine as she pumped my shaft up and down, twisting her hands in opposite directions. Then, to my surprise and delight, she lowered her lips to the tip, gently licking it. A fresh wave of blood rushed to my cock. 

 

She swirled her tongue in tiny circles around the head, strings of precum connecting her gorgeous mouth to my virgin cock. 

 

“Wait!” She stopped abruptly, pulling her mouth away.

 

Wait? What? Why? Fuck, was she having second thoughts? Was she gonna tell my dad? I’d be grounded until I was 25.

 

“There’s one rule,” she said teasingly.

 

I managed to breathe out the word, “Ok?” as more of a question than a statement.

 

“You can’t cum too fast.”

 

I sat silent. I almost came right then and there. Fuck, this was gonna be hard. 

 

Without another word, she replaced her mouth on the head of my cock and slowly swallowed the entire thing. I felt the tip slam into the back of her throat. The muscles in her mouth twitched and tightened as she gagged. She grabbed the shaft and pulled her mouth off in one fluid motion. My cock was covered in her thick saliva. 

 

I watched intently as she expertly worked my cock in and out of her mouth and hands. She was a fucking magician. Granted, I’d only ever had two other girls give me head and they were completely inexperienced. I ended up having to finish the job myself. But not Sharon. Fuck, she was good. No wonder my dad was dating her. 

 

Wait. Gross. I shoved all thoughts of my father far far away.

 

I turned my focus back to Sharon who was feverishly running her tongue up and down my shaft, flicking it against the tip. I tried hard not to make any noise. My bedroom door was still open and I had no idea where my dad or brother were.

 

But before long, I couldn’t think about that. All I could think about was how good Sharon’s mouth felt on my cock and balls. She expertly massaged my nut sack while her mouth fucked my dick. I hadn’t jerked off in a couple of days and I knew I’d explode any minute.

 

Fuck. Don’t cum, Jeremy. Come on, you can hold off. 

 

Just then I felt an odd sensation. I looked down to see Sharon slowly running my cock up and down her breasts. She had moved her bathing suit aside and was using the head of my dick to rub her nipples, which were fully erect.

 

I moved closer to the edge of the bed so she could slide my wet dick between her breasts. I thrusted upward, titty-fucking her. With every stroke, the tip of my cock met her waiting lips. She sucked it eagerly. I started moving faster. Her soft skin slid easily up and down my member, which was saturated with a mix of spit and precum.

 

She let out a moan of pleasure, squeezing her tits an inch closer together. The muscles in my legs and ass tightened. I felt the orgasm start in my stomach, warming my torso and pelvis. I couldn’t stop it. I fucked faster. She sucked harder and moaned louder.

 

With a deep grunt, I delivered a hot load of salty cum into Sharon’s mouth. I watched as some dripped from the edges of her lips, sliding down her chin. My legs shook violently against her arms. She grinned in amusement as my jizz kept coming in long, steady waves. I couldn’t take my eyes off of her as she swallowed every last drop like the experienced woman she was.

 

When my dick finally went limp, I relaxed my body onto the bed, letting it slip from her mouth. She used her cover-up to gently pat the corners of her mouth where my cum still clung to her face. 

 

I looked at Sharon over my bare stomach, not knowing what to say or do next. 

 

She slowly covered her breasts and zipped the front of her cover-up, getting to her feet. I sat up. Should I stand up? Walk her out? Thank her? I wasn’t sure, but before I could make a decision she spoke. 

 

“Well”, she said, taking a deep breath. “I think you’ve paid your dues, Jeremy. I’ll have a talk with your father but I think you’d agree that from now on, I should handle all of your punishments.”

 

I didn’t know what to say. I sat there staring at her in awe and disbelief.

 

“Now get yourself cleaned up and I’ll see you downstairs in an hour for dinner.” And with that, she left the room and closed the door behind her. 

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