Freddy and I have known each other for several years, but only recently has our relationship become sexual. He had been doing a poor job of hiding his crush on me for years, so when he turned 18, I knew exactly what to get him. Since then, we’ve been seeing each other every couple weeks, he comes over, mows my lawn, then comes in for his usual payment, and a quick fuck. He’s been a wonderful student and a very gracious partner.

That’s not exactly what this story is about, though.

On a Sunday, Freddy called me. That wasn’t unusual, he made a habit for years of calling me before coming over to make sure that I didn’t have anything planned that a roaring lawn mower would get in the way of. He was off, though. What would have normally been a quick, simple phone call worked its way in circles of him asking if I was busy, or had plans, or if I wanted to see him, but if not, that was okay. Finally, I managed to work a word in and told him to get to the point. His mother, whom he still lived with, was gone for the day, and she wouldn’t be back until late. He wanted to know if I wouldn’t mind very much coming over so that we could do something in his own bed for a change. If I wasn’t busy. And it wasn’t too much of an imposition. And if I didn’t mind.

I told him I would be over in 15 minutes.

I’d never been to his house before, even though it was easy walking distance from my home. I’d barely finished knocking on the front door before he answered, like he’d been waiting right next to it for me. We exchanged pleasantries and he invited me in, all very innocent. We had our rules, after all. I am 20 years older than him, and small town neighbors can be incredibly nosy. So, we keep up appearances for the public eye. That didn’t last long after the door closes, though. I barely had time to process my surroundings before he grabbed me and pulled me into a heated kiss, which I eagerly returned. Freddy lifted me off the ground, his young arms that were so used to yard work handling my 5’6” slender frame with almost no difficulty at all as he set me down on the back of the couch. His strong hands went to my 36C tits immediately, and I made short work of the buttons on my cardigan. He groaned when his hands slipped under the thick fabric and found nothing but bare skin. It didn’t take long for his lips to move from mine to my already stiffening nipples with the kind of urgency that only a teenager can muster.

I let him enjoy himself for several minutes, sighing happily as he moved from one nipple to the other while gently squeezing the opposite breast, sending gentle waves of pleasure through my body. Part of me thought that he would be perfectly happy to spend the rest of the evening right there had my back not started to give out. I gently interrupted him with a finger under his chin, leading him upward and into a lingering kiss before I asked where his bedroom was. He smiled and grabbed my hand, leading me down the hall.

It had been a long time since I’d been in a teenager’s bedroom. Freddy’s was cleaner than I remember most of them being, but there’s still a special something baked into them. The TV that was easily visible from the bed, the chair that was conveniently placed just outside the viewpoint of anyone walking through the door with tissues right next to it, the trophies on the shelves, it was all textbook. Even the complete lack of dirty clothes and the smell of Febreze in the air was a nostalgia trip. He stood nervously in the door while I looked around it, as if the opinion of a mostly topless 38 year old mattered to him, but I told him it was nice, which seemed to give him some measure of pride. I approached him, grabbing his hand and pulling him in and coyly asked him how often he had imagined me being in that exact room. He blushed and shrugged before mumbling an admission that he’d lost track. I nodded toward the chair that was obviously there for less-than-wholesome purposes and asked if he was usually sitting over there when he thought of it, and he nodded nervously. I led him the couple of steps over to the chair and gently pushed him down into it. He didn’t resist.

I shrugged my cardigan off and tossed it aside, then pointed at his pants. He took my signal and made surprisingly short work of his belt, button and fly, shimmying his pants and boxers down quickly, leaving his gorgeous young cock rock hard and swaying in the air. I stepped forward, stepping out of my shoes as I went, I hooked a toe under his pants as he stepped out of them and kicking them aside. I rested my hands on his knees and slid them up his thighs as I sank to my knees, looking up at him seductively as I, wearing nothing but a skirt, slid up to his cock and blew a jet of cool air over the head, causing him to hiss sharply as it twitched violently. Then I asked, scarcely above a whisper, if that was how he imagined me during all those times he sat in that chair. Unable to speak, he gulped sharply and nodded.

I raised myself slightly, leaning in and dangling my tits over his dick before placing a hand on each breast and pushing them around, looking back up at him and asking if he’d imagined that. He nodded again, though he stopped as I started bobbing up and down, letting his cock slide between my tits slowly, spreading precum between them. He seemed entranced at his swollen red cock head repeatedly peeking up over my pale, glistening tit flesh and, while I’m not particularly fond of tit fucking, I admit it looked enticing. So enticing, in fact, that before long, I found that I couldn’t resist it, and let my tits fall and transitioned into a slow blowjob, not one designed to get him off immediately, but one to stoke the fire. Slow up, slow down, feeling every vein and irregularity as my red lips glided over it. He groaned happily and reached down, taking my dark auburn hair and pulling it back, not trying to steer me, but keeping it out of my face and letting me shower him with attention. My hand went to my skirt, hiking it up to give myself access to my naked, smooth pussy, tracing lazy circles around my clit. I didn’t need much to get ready. Hell, I didn’t need anything. The thought of fucking this 18 year old stud while his mother was out had me dripping wet before I had even knocked on his door.

After several minutes of soaking in the gentle waves of pleasure, him as I lazily sucked his cock, me as I slowly traced my fingers down my slit, then back up around my clit and back down again, Freddy softly told me that he was ready. I let his cock fall from my lips with a loud pop, and looked up at him. He stood up, and I moved to accommodate him. He helped me to my feet and pulled me into a deep kiss, not caring about the fact that my mouth tasted like his dick. I unzipped my skirt and let it fall to the floor, leaving me naked in his room. He took a step back and looked me over, something somewhere between lust and affection in his eyes. He gently reached out and ran a hand over my tits, his big, strong hands making me shiver. He turned me around gently, facing his neatly made bed. I stepped towards it, ready to spend the next however long with my ankles around my ears while Freddy showed me what I good teacher I had been.

Instead, I felt his hand on my shoulder only fractions of a second before he pushed me forward, bent over his twin mattress, the slightly lower than hip height of the bed meant my ass was thrust in the air. I gasped and cried out, but then giggled and wagged my ass back at him, asking if he was going to show me who was boss. He had other plans, though. Rather than fucking me, which would have been fine by me, I was ready for it, he settled down on his knees, pulling my lips apart. I didn’t need the extra attention, I didn’t need to be primed and stoked and readied for his cock, but I also didn’t tell him that. When he leaned in, dragging his tongue across my folds, I cooed and pushed back at him. He took the invitation as it was intended.

One of the reasons I like breaking in virgins is, more often than not, they’re excellent students. No weird preconceptions, no ex-girlfriends who laid the moaning on thick to make him think that his rapid, arhythmic thrusting was the best they’d ever had, just a blank slate. Freddy was a very eager blank slate, and in our months together, he’d given every lesson I’d taught him his full attention. I was never more aware of this than when he started eating me out that day. That wasn’t the awkward fumbling of someone imitating what he’d seen in porn. Freddy had studied at my altar and had every nook and cranny imprinted on his brain. He knew how to ramp me up just enough, then let me settle back down, creating an ebb and flow that sent my mind spinning. He knew when to focus on the clit, for how long and with just the right intensity. He was right to invite me over when his mother was gone. With just a couple fingers and his mouth, he had me wailing so loudly that there was no mistaking what we were up to from anywhere in the house. Hell, his neighbors were probably fully aware. He had my body sliding between sensations, feeling so hot I could hardly stand it, then with chills that left the hair on my arm stood up. Screaming, cooing, grabbing fistfuls of his comforter as I gritted my teeth so hard that I’m amazed I didn’t do some kind of damage. He’s not the best I’ve ever had in that department, after 20 years of getting into all the trouble I have, that’s a long list to top, but I am still genuinely amazed that, after a couple of months, he was that fucking good.

He stopped abruptly. I wish I knew how long he’d been down there, but any woman will tell you that, when a guy is doing all the right things, time doesn’t really matter anymore. I looked back at him, and he smiled at me, my juices glistening on his face. He asked if I had enjoyed myself and I just giggled, bit my lip, and wagged my ass at him again. I asked what was next, and he told me to get on the bed. I did as I was told. I tend to be more in charge, but this was his fantasy, in his house, so I crawled up and rolled over onto my back, adjusting the pillow so that I was propped up. I looked back to him just in time to see him finishing rolling a condom on. He crawled onto the bed, positioning himself between my legs, the smell of my own juices and latex filling the air. He dipped his head down close to mine and kissed me on my lips, chapped from all the screaming and wailing I’d been doing. Then he told me that I was beautiful, and that he’d always wanted to have me in his bed. I told him that I was proud of the man he was becoming, and that he was so good to me, but that if he didn’t fuck me soon, I would never speak to him again. We both laughed at the joke, but then his hips started moving, and he moved a hand between my legs to help his aim. He rubbed his cock over my slit a coupe of times, then he found the right spot and pushed.

Freddy isn’t huge, either in length or girth, but he has a really nice cock. Prominent veins, just a bit of a curve upward and to the left, and I treasured every inch of it. He didn’t take long to bottom out, and he gave me a second to sit there with my mouth agape, soundless. From the tittyfucking to the blowjob to him eating me out, this had been what I wanted all along, and he was gracious enough to give it to me properly. As he pulled out, every thought left my mind, replaced with a beautiful blankness and a pleasant ringing in my ears. I clenched my eyes shut to savor it, and was somehow both vaguely and entirely aware of him blasting his hips back forward, filling me again in ways that I will never tire of. Then again. Then again. Faster, harder, deeper, but regular, always at an identifiable pace. I opened my eyes and the beautiful blankness gave way to the dim light of the room and him suspended over me, breathing hard through gritted teeth as he fucked me just the way I wanted him to. Just the way I’d taught him. I wrapped my arms around his neck and pulled him in for a kiss, then let him rest his head next to mine as I whimpered in his ear. I took a certain amount of pleasure in the way each thrust caused my nipples to rub against his chest, though that was just a faint echo in the sea of carnal pleasures he was bathing me in.

He fucked me like that for what felt like forever, in the most exquisite way, our sweaty bodies rubbing against each other with each move, my moans slowly giving way to hoarse, ragged breathing, the loudest sound in the entire house. When he finally whispered in my ear, urgently, that he was about to cum, I couldn’t find words, but I managed a strained “uh huh” to let him know I was ready. Oddly, he didn’t cum in my pussy, like he normally did. He pulled free, yanked off the condom, and jerked himself onto my stomach, sending long, beautiful ropes of jizz over my flat stomach and tits, slowly dribbling off to specks over my hips.

He collapsed back on his haunches, breathing hard and looking suddenly very tired. I could have slept for hours, too, but I was all too aware that I had to be gone before his mother came home. She and I get along well enough, but catching me in bed with her only son would have almost certainly soured things. So I got up, happy that the aching that comes from a good fucking hadn’t yet started to fade in. He grabbed my arm and pulled me in to another searing kiss that I let linger until he started to sway uneasily. I pulled back and gently laid him down in his bed, covering him up. He was already snoring before I’d finished pulling the blankets up. I looked down at the mess he’d made and briefly thought about using his shower, but realized that the last thing either of us needed was for his mom to find my hair, far longer and darker than either Freddy’s or hers, in his drain.

So, with some hesitation, I pulled my cardigan on, feeling it stick to the drying cum as I buttoned it up, then the skirt followed. I slipped my shoes on, then went over to the snoring Freddy, wiping some of my lipstick off his face. I kissed my fingers and gently placed them on his cheek before walking out, pulling my hair back into a tight bun as I walked. I stepped out the front door and into the sunlight, amazed that, after such a monumental event, there was still hours of daylight to go.