Renata’s Online Encounter

I had always been a bit of an adventurous soul, especially when it came to my sexual desires. At 42, I still felt young at heart, eager to explore new experiences and indulge in my fantasies. So, when I stumbled upon an online chat room one lonely evening, I couldn’t resist the temptation to dive into the unknown.

As I scrolled through the various conversations, a private message popped up on my screen. “Hey there, sexy lady. You look like you could use some company.” The sender’s username was ‘YoungFinn,’ and his profile picture showed a handsome young man with a mischievous smile and piercing blue eyes. I was instantly intrigued.

“Well, hello there, YoungFinn. What makes you think I need company?” I replied, playing along. “Oh, I can sense these things. I bet you’re craving some excitement, something to spice up your night.” His words sent a shiver down my spine. I couldn’t deny that he was right. My life had become a bit mundane, and the idea of a virtual adventure with a stranger was enticing.

We exchanged a few more messages, flirting and teasing each other. Finn was witty and charming, and his youthful energy was infectious. Before I knew it, we were discussing our fantasies and desires, each word making my heart race faster.

“You know, I’ve always had a thing for older women,” he confessed. “There’s something so sexy about an experienced woman who knows what she wants.” I blushed, feeling a surge of confidence. “And what is it that I want, in your opinion?” I asked, my voice dripping with anticipation.

“I think you want to watch me,” he said, his tone turning husky. “I want to show you what a young stud like me can do. Let me prove that age is just a number.” The thought of watching this mysterious young man perform for me sent a rush of heat between my thighs. I felt my pussy growing wet, and I knew I was already getting turned on by the idea.

“Oh, really? And what makes you think I’d be interested in watching you, Finn?” I teased, trying to sound nonchalant, but failing miserably.

“I can show you,” he replied, his voice confident. “Let’s take this to the next level. I’ll turn on my webcam, and you can watch me do whatever you want.”

My heart was pounding as I considered his proposal. I had never done anything like this before, but the idea of a private show just for me was irresistible. With a few clicks, we exchanged webcam links, and soon I was staring at a live feed of Finn’s bedroom.

He was shirtless, his toned chest glistening in the soft light. His hair was tousled, and his eyes sparkled with anticipation. “Are you ready for me, Renata?” he asked, his voice low and seductive.

“I’m ready,” I whispered, my fingers trembling as I adjusted my own webcam, making sure it was focused on my face. I wanted him to see my reactions, to witness the effect he had on me.

Finn grinned, and my heart skipped a beat. “I’m going to start slow, but feel free to guide me. Tell me what you want to see.”

“Show me your hands,” I said, my voice hoarse with desire. I wanted to see those strong, young hands caressing his body, touching himself for my pleasure.

Finn obliged, bringing his hands into the frame. His fingers were long and graceful, and he slowly traced them down his chest, teasingly close to his nipples but never quite touching them. I bit my lip, my eyes fixed on his every move.

“Do you like what you see?” he asked, his voice a soft purr.

“Oh, yes,” I breathed, my voice barely audible. “Keep going, Finn.”

He smiled, a devilish glint in his eyes. “As you wish.”

With that, he reached for the button of his jeans, slowly undoing them as if he was unwrapping a precious gift. My breath caught in my throat as I watched the denim slide down his narrow hips, revealing a pair of black boxer briefs that hugged his growing erection.

“Oh, Finn,” I moaned, my hand unconsciously moving to my own breast, squeezing it gently as I imagined it was his hand on my body.

He chuckled, the sound sending a thrill through me. “You like that, don’t you? Want to see more?”

“Yes,” I whispered, my voice hoarse with need. “Show me everything.”

In one swift motion, he pushed down his underwear, freeing his thick, throbbing cock. It stood proudly, the head glistening with pre-cum. I couldn’t tear my eyes away, my mouth watering at the sight.

“Is this what you wanted?” he asked, his voice thick with desire.

“Yes,” I managed to say, my throat dry. “It’s perfect.”

Finn’s hand wrapped around his shaft, and he began to stroke himself slowly, his eyes never leaving the screen. “Tell me what you want me to do, Renata. I’ll do anything for you.”

His words sent a jolt of power through me. I felt like a goddess, commanding this beautiful young man to pleasure himself for my entertainment.

“Touch yourself,” I commanded, my voice gaining strength. “Show me how you like to be touched.”

Finn complied, his fingers moving to his nipples, pinching and rolling them gently. He let out a soft moan, and my pussy clenched in response. I could feel my own juices trickling down my thighs as I watched, transfixed.

“That’s it, Finn,” I encouraged, my voice growing bolder. “Now, take your cock in your hand and show me how you’d fuck me.”

He smiled, a wicked smile that made my knees weak. “Like this?” He began to stroke his cock with long, firm strokes, his hand moving in a slow, rhythmic motion.

“Yes, just like that,” I whispered, my free hand now sliding down my body, finding the damp fabric of my panties. I began to rub my clit through the silk, my eyes never leaving the screen.

Finn’s breathing became ragged as he increased the pace of his strokes. “I wish I could feel your hands on me, Renata. I’d love to feel your touch.”

His words sent a wave of desire through me. I imagined my hands on his hard body, my fingers wrapped around his cock, guiding it into my wetness.

“I want to see you come, Finn,” I said, my voice thick with need. “Show me how you’d make me feel.”

He groaned, his hand moving faster, his eyes locked on mine. “I’m close, Renata. I want you to watch me explode.”

I couldn’t take my eyes off him as he brought himself to the brink. His hand moved in a blur, and his hips bucked off the bed. With a loud, guttural moan, he came, his cum shooting onto his chest and stomach, the white streaks contrasting with his tanned skin.

I watched, mesmerized, as he continued to stroke himself through his orgasm, milking every last drop of pleasure. My own fingers worked furiously between my legs, matching his rhythm, and I climaxed with him, my body shaking with the intensity of my release.

As our breathing slowed, Finn smiled at me, his eyes sparkling. “That was incredible, Renata. Thank you.”

I smiled back, feeling a sense of connection I hadn’t expected. “It was my pleasure, Finn. Truly.”

From that night on, our online encounters became a regular affair. We would meet in the chat room, eagerly anticipating each other’s company. Sometimes, I would watch him perform, his body a work of art in motion. Other times, he would watch me, his eyes burning with desire as I touched myself, imagining his hands on my body.

Our virtual trysts became a secret addiction, a steamy escape from the mundane realities of everyday life. And as the days turned into weeks, I found myself craving more, eager to explore the depths of this digital connection with the captivating YoungFinn.

The Secret Affair

I should have known better than to snoop around like that. But curiosity got the better of me, and little did I know, that innocent peek would lead to a night of forbidden passion. It all started when I went to visit my old college friend, Brenda, for the weekend. She had invited me to stay over at her place, a cozy suburban home, to catch up on old times. As I settled into the guest room, I noticed the closet door was slightly ajar, and a thin ray of light was seeping through a crack in the paneling. Intrigued, I approached it, wondering if it was a hidden window or a crack in the wall.

As I moved closer, I realized the crack was just wide enough to provide a glimpse into the adjacent room—Max’s room, Brenda’s son. I felt a twinge of guilt, but my curiosity got the better of me. I peered through the crack, expecting to see an ordinary teenage boy’s room. But what I saw took my breath away.

Max, a tall, lanky 18-year-old with dark hair and a mischievous smile, was sitting at his desk, his computer screen glowing in the dimly lit room. At first, I thought he was doing homework, but as I watched, I realized he was watching something on his computer—something that had him completely engrossed.

My heart raced as I realized it was porn. Max was watching a video of a mature woman, a MILF, being seduced by a younger man. The woman’s moans filled the room, and Max’s eyes were glued to the screen. I felt a rush of excitement as I watched him, knowing I shouldn’t be spying on him like this, but unable to look away.

As the video reached its climax, Max’s hand moved to his crotch, and he began to stroke himself through his jeans. I could see the bulge growing, and my own body responded, my nipples hardening under my shirt. I bit my lip, feeling a strange mix of arousal and guilt. Max’s breathing became heavier, and he unzipped his pants, freeing his erect cock.

He started stroking himself, his hand moving in a steady rhythm. I watched, transfixed, as his long, slender fingers wrapped around his shaft, his thumb teasing the tip. His eyes were closed, his head tilted back in pleasure. I could see the muscles in his forearm flexing with each stroke, and my own hand unconsciously moved to my thigh, my fingers curling into the fabric of my pants.

Max’s moans filled the room, and I could see his face contort with pleasure. I imagined what it would be like to be the one touching him, to feel his hard cock in my hand. I bit my lip harder, trying to stifle my own moans as I watched him bring himself to the edge.

And then, it happened. Max’s body tensed, and he let out a low, guttural groan as he came. His hand moved faster, milking his cock as he shot his load onto his stomach and the desk. I watched, mesmerized, as his cum glistened in the dim light. My own breath was ragged, and I felt a throbbing between my legs, a wetness forming in my panties.

Max slumped back in his chair, his chest heaving as he caught his breath. I realized I had been holding my breath, too, and let out a quiet sigh. I felt a rush of adrenaline and guilt as I realized what I had just witnessed. I quickly stepped away from the closet, my heart pounding.

I spent the rest of the evening trying to act normal, chatting with Brenda over dinner and pretending everything was fine. But my mind kept drifting back to Max, and the image of him stroking his cock was burned into my memory. I couldn’t believe I had just watched my friend’s son masturbate, and the thought of it made me both excited and ashamed.

As the night wore on, I retired to the guest room, unable to shake the arousal that had been building since my clandestine viewing. I lay in bed, my body tingling with desire. I knew I should be sleeping, but my mind kept replaying the scene from earlier. I felt my hand drift down to my pussy, my fingers tracing the outline of my wetness through my panties.

I couldn’t help myself; I had to touch myself. I slid my hand inside my panties, my fingers immediately greeted by the warmth and wetness of my arousal. I moaned softly, my body craving release. I began to stroke my clit, my fingers moving in slow circles, imagining it was Max’s hand on me.

As I brought myself closer to the edge, I heard a soft creak from the door. My eyes flew open, and I froze, my hand still between my legs. There, in the doorway, stood Max, his eyes wide with surprise. I realized he must have heard my moans and come to investigate.

“Meredith?” he whispered, his voice hoarse. “Are you okay?”

I was mortified, caught in the act by the very person I had been fantasizing about. I tried to pull my hand away, but it was too late. Max had seen everything.

“I… I’m sorry,” I stammered, my face flushing with embarrassment. “I didn’t mean for you to see that.”

Max took a step into the room, his eyes never leaving mine. “It’s okay,” he said, his voice low and husky. “I just… I heard noises and wanted to check on you.”

I could see the bulge in his pajama pants, and I knew he was aroused. The thought of him watching me touch myself sent a jolt of desire through my body. I couldn’t believe this was happening, but I couldn’t deny the intense attraction I felt towards him.

“Come here,” I whispered, patting the bed beside me.

Max hesitated for a moment, then closed the door softly and approached the bed. I moved over, making room for him. He sat down, his body close to mine, and I could feel the heat radiating from him.

“I couldn’t sleep,” I confessed, my voice barely above a whisper. “I kept thinking about what I saw earlier.”

Max’s eyes darkened, and he leaned in close, his breath warm on my neck. “Me too,” he murmured. “I couldn’t get the image of you out of my mind.”

I turned to face him, our lips inches apart. “Show me,” I whispered, my voice laced with desire.

Max’s hands found my waist, and he pulled me towards him, his lips crashing down on mine. The kiss was hungry, passionate, and I could taste the desire on his tongue. I wrapped my arms around his neck, pulling him closer, our bodies pressing together.

His hands roamed over my body, exploring my curves through my thin nightgown. I moaned into his mouth, my hands tugging at his shirt, eager to feel his skin. He broke the kiss, his breath coming in ragged gasps.

“I want you,” he whispered, his voice raw with need.

I nodded, my heart pounding. “I want you, too.”

Max’s hands found the hem of my nightgown, and he lifted it over my head, revealing my naked body to his hungry gaze. I shivered as his eyes traveled over my breasts, my nipples already hard and aching. He cupped them in his hands, thumbs brushing over the sensitive peaks, making me arch into his touch.

“You’re so beautiful,” he whispered, his lips finding my neck, his teeth gently grazing my skin.

I ran my hands down his chest, feeling the muscles beneath his warm skin. I unbuttoned his pajama top, exposing his toned torso, and traced my fingers along the ridges of his abs. He sucked in a sharp breath as I lowered my hand, my fingers brushing the waistband of his pajama bottoms.

“Touch me,” he pleaded, his voice thick with desire.

I smiled, my fingers already reaching for the drawstring of his pants. I tugged them down, revealing his hard cock, standing proudly, already glistening with pre-cum. I stroked him gently, my fingers wrapping around his length, feeling his throbbing veins.

“Oh, Meredith,” he groaned, his head falling back as I pumped my hand up and down his shaft.

I wanted to taste him, to feel him in my mouth. I leaned down, taking the head of his cock into my mouth, swirling my tongue around the tip, tasting his salty essence. He moaned, his hands threading through my hair, guiding my movements as I took more of him into my eager mouth.

“Fuck, that feels so good,” he whispered, his hips thrusting gently, encouraging me to take him deeper.

I sucked him eagerly, my hand stroking the base of his cock as I bobbed my head, taking him to the back of my throat. He was so hard, so thick, and I loved the way he filled my mouth. I could feel his balls tightening as his orgasm approached.

“I’m gonna come, Meredith,” he warned, his voice strained.

I pulled off his cock, my hand stroking him faster, wanting to see him lose control. He gripped the bedsheets, his body tensing, and then he exploded, his hot cum shooting onto my breasts, some landing on my face, the taste of him mixing with my own arousal.

“Oh, God,” he panted, his body trembling.

I smiled, licking his cum from my lips. “That was incredible.”

Max collapsed beside me, his chest rising and falling rapidly. I snuggled up to him, my hand resting on his chest, feeling his heart racing.

“We shouldn’t have done that,” he said, his voice filled with both satisfaction and guilt.

I turned to face him, my finger tracing his jawline. “Why not? We’re both consenting adults.”

He shook his head. “You’re my mom’s friend. It’s just… complicated.”

I understood his concern, but I couldn’t deny the connection we had just shared. “It doesn’t have to be complicated,” I whispered, leaning in to kiss him gently. “This can be our secret.”

Max smiled, his eyes filled with desire and uncertainty. “Our secret, huh?”

I nodded, my hand finding his cock again, already hardening at my touch. “And there’s no reason we can’t enjoy each other while we’re here.”

He groaned, pulling me closer, his lips finding mine once more. “I think I can agree to that.”

And so, in the quiet of the night, with the risk of being discovered by Brenda, we began a passionate affair, exploring each other’s bodies with a hunger that could not be denied.

Watching Me Masturbate

Being more mature does not mean having no sex drive. Sometimes it means having to work harder for that orgasm that came so effortlessly in our younger days, but many women that are older now have the time to explore their bodies like never before. I’ve always enjoyed masturbating in many different ways. With my fingers, with the water massager in the shower, with a vibrator, pool jets in swimming pools. There’s so many different ways. Fingers always seemed the most natural way, but as we get older, some of us may lubricate a bit less than before, and a good lube to keep things slick is a must.

Many times callers will confess they will wake up in the middle of the night and masturbate and then go back to bed. That does happen. In the morning, it can almost seem dreamlike and surreal. I have my bottle of lube on the bedside table, easy to access at any time. To reach over in the dark and make my fingertips all slippery and then start to caress my already excited clit feels wonderful. Masturbating on your back can be the most comfortable for some, it is for me, but sometimes laying on your side and just bucking against your own hand can be very arousing as well.

So many callers will say they edge themselves for hours, days or weeks even. Teasing themselves and not allowing themselves to come to orgasm. In the knowledge that when they do finally allow themselves to cum, it will be a blockbuster. All the frustration of bringing yourself to the brink and back again. Many callers ask if I’ve masturbated in front of my man, since most men love to see a woman pleasure themselves. Yes, I honestly think it’s quite educational for the man to watch that. Men don’t know how to read our minds, if they see how you like to be touched by watching you do it yourself, then they will be better able to please you.

Years ago a boyfriend of mine asked rather sheepishly if he could maybe watch me masturbate. It was so cute how he asked, I could see him blushing as he did. I knew he wanted to, but he didn’t want to seem like some kind of pervert. His timid nature was cute at times. I told him yes, he was free to watch as I made myself cum. I didn’t want a spotlight or anything, but there was soft lighting and candles. He pulled a chair in my bedroom closer to the bed. I laid back and raised my knees a bit, my feet on the bed. I caressed the outside of my pussy before opening my lips. I have long nails, and it feels nice to lightly run the nails all over the pubic area.

Slowly teasing myself, I opened my cunt lips. They were already getting moist. I spread myself wide and I could feel his eyes on me. I could hear him breathing a bit heavily. My performance was obviously arousing him. I dipped my fingertips into my pussy, scooping up some wetness to smear it on my clit. It felt so good. I began to slowly buck my hips up and down as I ground my fingers into my clit. My nipples were hard, my breasts shaking a bit as I bucked back and forth. The squeaking of the bed as I rocked back and forth on it made it all the more real as he watched me with rapt interest.

I alternated between making tiny circles and up and down motions on my pussy. I glanced over at him and smiled as I saw he’d taken out his cock and was stroking it up and down in his hand as he watched me masturbate. He was getting close to cumming as I myself was approaching my own orgasm. I love masturbating, but with someone so intently staring at my crotch is a bit nerve wracking. I did understand however he was learning how I enjoyed being touched, and this little educational show and tell would pay off for me later, when it was his turn to touch me and he knew exactly how I liked to be touched. I came and cried out. So did he. It was enough excitement for one night for us both. I do look forward to the next time we get together and I can see how much he learned from our little lesson.