Caught

Note: The story, all names, characters, and incidents portrayed in this work are fictitious. No identification with actual persons (living or deceased), places, buildings, and products is intended or should be inferred. Everyone in this story is 18 years of age or older.

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Today, I was cutting classes. I knew I shouldn't be, but it was the last month of senior year. Finals were coming up and I felt like I deserved a break.

After all, I had a 3.8 GPA--which was genius level compared to most of the other 18-year old boys at my high school. Seemed like a lot of the students at my school just didn't care that much about grades. But I'd worked hard the last four years so today was my day for relaxation.

My parents were out of town this week so I slept in without a care. It was cool being an adult finally. Had my own car and the house to myself. It would be my first taste of real freedom.

I think it was 10:00 am when I woke up. That was sleeping in by high school standards since I usually woke up at 5:30. I stretched and took in the softness of my sheets and blanket while yawning.

At the same time, I felt that familiar feeling pretty much every guy on planet Earth has felt at least once--morning wood. Looking down, I saw the bulge pushing upward against my briefs and blanket, creating that tent-like shape.

Not really thinking about it, I scratched my balls and felt the hardness of my warm cock on my hand. My scratching motion pushed my cock back and forth ever so slightly, causing the head to rub along the fabric of my grey briefs.

Well, you know how it is once you're down there. That shit felt nice, and I was home alone. Once again, today was the day to relax so I figured I'd get it started.

With my hand still in my boxers, I gripped the head of my dick and started to play with it a little bit. Using small up and down movements, my cock started to tingle. Damn, I was really hard.

I started to think about Olivia. She was a friend of mine since freshman year. We'd always had some weird sexual tension that neither of us had the guts to address. There was one summer afternoon recently where we went swimming with mutual friends.

She wore a baby blue bikini that day, and I caught myself glimpsing at her feet, legs, thighs, and midriff in a constant cycle as we all tanned in the sun. Her skin was pale and creamy.

Then, as we all started to swim more, I found myself catching looks at her boobs as she came up out of the water. They jiggled a bit every time she came up for air. I don't know what size they were (it's not really a question you ask your friend) but they looked like they would fit perfectly in my palms.

Sometimes, she would climb out of the pool at one of the edges and lift her leg up omto the wall for support. I remember images of it lying flat on the stone walls, her white-painted toes curling and her ass cheeks clenching as she heaved herself up.

Shit, I started to leak some precum. But I also felt a little guilty thinking of my friend this way. Can you blame me, though?

We were a bunch of young adults going through puberty at the time. I had no intentions of being creepy, she was just really pretty. And we would flirt sometimes anyway. Maybe I should say something to her.

I started to think about what it might be like if she was here now. No parents to interrupt us. Just me and Olivia in my bed, kissing and rubbing our naked bodies together.

I felt my cock squirm in my hand.

I decided to slip my boxers off. Now I was completely naked in my bed. Easier to imagine what it'd be like to lie here naked with Olivia.

Fuck. This was dirty. I thought about my friend holding the base of my cock while her pale tits rested on my chest. I could only imagine how perfectly pink her nipples were.

I started to stoke my cock faster.

I lifted off the blanket and saw my cock. It was pretty average if I'm being honest. Just over 5 inches, but girthy and veiny. I could see some precum leaking from the tip.

I imagined what Olivia would look like licking it up and stroked harder. I needed some lube. I reached into the nightstand and shuffled through the contents of the drawer. Eventually, I found Vaseline. It would have to do.

I scooped some onto my fingers and spread along the shaft of my hard cock. The skin started to glisten now and it became easier for my hand to glide up and down. I could really imagine Olivia's mouth around it.

Fuck, I wondered what her pale ass would look like as she slowly slobbered all over my cock. I imagined grabbing a handful of it and spanking her.

I got up on my knees and saw myself in the mirror hung up on the wall directly across from my bed. I could see my fully naked body in the late morning light coming though my blinds.

I'd been riding my bike a lot more and started going to the gym a bit with a buddy the last few months. I could see my dark brown hair and tanned skin. Some hair was starting to come in on my chest which I was proud of. I appreciated my slightly toned abs, arms, and chest as I continued to stroke myself.

I loved looking in the mirror when I masturbated. It allowed me to imagine what I'd look like fucking someone. Fucking Olivia. On my knees, I imagined Olivia bent over at the end of the bed, ass right in front of me.

My heart pounded and I got butterflies in my stomach as the next thoughts came into my head. I pictured her ass cheeks spread open so I could see her wet pussy and tight butthole starting right back up at me. I had a feeling she shaved her pubes clean. She was really into personal hygiene and grooming and all that stuff.

Pretending to line up my cock with her vagina, I positioned my cupped hand right onto the tip of my cock. Slowly, slid my dick into the hole my hand was making and moaned, "oh, fuck Liv. I'm gonna fuck you so hard."

I started thrusting faster, thinking about how her ass cheeks would jiggle as my pelvis hit her legs. How my balls would slap against her clit as I got deeper into my friend's pussy.

After a few minutes of this, I decided to grab some headphones. Sometimes, when I knew I was completely alone, I would put my headphones in wihile masturbating and listen to EDM. Trap music or dubstep mostly. I liked to thrust to the beat.

I did just that, and suddenly, I found myself imagining Olivia and I at the homecoming dance, fucking on the dance floor with no regrets in an orgy made up of all our fellow classmates. Fuck, this was new territory and all of the sensations felt so good.

My cock felt ready to burst, but I wanted this to last a while since I was using today as a special day to relax. For probably 15 more minutes, I changed up the speed of my strokes based on the music in my ears and began to imagine other girls in my graduating class. Switching between different chicks on the dance floor and watching others get fucked too. Even some teachers made it into the mix.

I knew it was a fucked up fantasy, but it felt so good. I was jumping away at my hand as fast as possible, currently pretending it was my young geometry teacher from sophomore year. I could feel my cum getting ready to shoot out.

It was so close but then, I heard a muffled yelp through the music and my eyes shot open. Standing in my door was Melinda, the cleaning lady my parents hired. She came to the house twice a month. I guess today was one of those days. Fuck, I had no idea.

She covered her eyes with her right hand and put the left one out as if to block me from her view even more. In a panic, took out my headphones and grabbed a pillow to cover up in one swift motion.

In her Latina accent she said, "Ay, ay, ay! Lo siento, I'm sorry! I knocked but no one said anything. I didn't see nothing!"

All I could say was "Oh shit, oh shit, oh shit." She closes the door quickly and I took the opportunity to put on my briefs again. I yelled through the door, nearly tripping over my own words. "Melinda, I am so sorry. I had no idea you'd be here and I had my headphones in so I guess I didn't hear you knock and this is just really embarrassing, I'm sorry."

It took a moment for her to respond. I assumed she'd left, but then I heard her gasp under her breath, "Oh my god, dios mio."

She took another beat and then said, "Ah, I understand. Let's just...forget about it."

Feeling dissatisfied at not being able to finish, I dejectedly said, "Alright, well, I'm gonna get dressed so you can finish my room. Again, I'm really sorry. Please don't tell my parents. It was an honest mistake."

I found boxer briefs crumpled on the floor in front of my bed and slid them back on. My cock was still semi-hard and while the tingling sensations had died down, my balls felt full and ready to burst. I considered just finishing up in the bathroom while Melinda cleaned my room.

Before I could get any other clothes on, my bedroom door opened again. Melinda stood with her eyes and head averted from me. Her cheeks were red in embarrassment and she was now holding her cleaning supplies.

I'd seen her before a few times. I was normally at school when she was cleaning the house. But I got a better look at her now.

If I had to guess, she was in her mid-30s.

Her hair was straight and jet black. It rested just on her shoulders. Wearing a plain hot pink T-shirt, I could see she was skinny, but not unhealthy looking. More like petite, even athletic.

Even though she was skinny, she did have some curves. She wore tight blue leggings which accentuated her toned thighs and calves (it looked like she might run in her free time). Her ankles were showing at the bottom and she wore black, white and hot pink running shoes.

Like Olivia, her skin was pale and creamy. She had a pretty face too, a small pointed nose and big blue eyes. Sort of a classic beauty with the maturity of a mother. I had no idea if she had kids, but she could certainly be classified as a MILF by the teenage guys I knew.

Shaking her leg anxiously, she shook her head and repeated, "Dios mio." Quickly, she looked at me (making a point to look past me, not quite into my eyes) and said, "Look chico, I gotta be to my next house in 30 minutes and it's a bit of a drive. I need to start cleaning your room right now, alright? It's the last one."

As she finished talking, I saw her eyes ever so slightly glance downward. Her cheeks seemed to get redder and her mouth opened just a tad. Instinctively, I looked down and saw what had caused the reaction.

Through my grey briefs, a dark stain had appeared where the tip of my cock was resting. It wasn't just a little dot either, it looked like a full on blot of sticky paint seeping through the fabric. Yep, it was precum soaking my underwear.

My body was still prepared to cum, and my cock wasn't hiding it. Upon realizing that the cleaning lady was seeing my precum and the outline of my half-chubbed penis, my cock began to grow once again.

Trying to keep my cool, I simply responded, "I understand. I'll just finish mysel--I mean, finish dressing myself!"

I saw her glance down again at my now growing cock (which made it feel even harder somehow). I don't know if in my horny state I imagined this, but it looked like she raised an eye brow and curled her lip slightly as if to privately say "not bad".

She came into my room and placed her cleaning supplies next to her on the floor. She pulled out a duster and started with it along my dresser where all my clothes were. Unfortunately, with her in there way, I couldn't get to them.

Unsure what to do, I just stood and waited. I couldn't help but take a look at Melinda's ass in her leggings. It looked tight and round, probably well-toned from the running I assumed she did. The skin on my cock seemed to tighten even more as it throbbed and I felt it spew out a bit more precum.

After a few moments, Melinda looked over her shoulder as she dusted. "Uh, you all good, chico?"

I had my hands clasped awkwardly together in front of my hard cock and chuckled. "Well, it's just that...my clothes are...in there." I just barely got out.

Somehow in this awkward situation, she laughed and said "Of course they are." She stopped dusting for a moment and turned to face me. She put her hands on her hips, looked straight at me with a smirk and said, "Looks like you got a problem there."

With one hand, she loosely gestured toward my crotch. My mind went blank. Did the cleaning lady really just do that?

All I could muster was "Uh, yeah."

She laughed again and said, "I'm guessing you were...almost done?"

All I could do was nod. My cock was throbbing.

"Yeah, looked like it when I opened the door. Listen chico, you 18?"

Once again, all I could do is nod. I still held my hands in front of the bulge in my briefs.

She smiled. "Alright then, I'll cut you a deal. This is your room after all. You go ahead and finish up while I finish up. I don't see no reason for either of us to delay each other."

I felt shocked. Was this actually happening? All of a sudden, Melinda seemed calm--almost playful. I was speechless.

She snapped, "Ay, come on chico I told you I don't got all day. If you wanna finish then finish."

With a soft voice I said, "You--you sure?"

She chuckled. "Yeah, you think I've never seen a cock before on the job, chico? I've had some perverts who are much harder on the eyes jerk their tiny little dicks in front of me before. At least you didn't mean to do it like those sick fucks."

She continued. "I'm cool with it chico. You're a nice looking guy anyway. Just make a decision. Whatever you do, I gotta get going soon."

She went back to cleaning the dresser. Unbelievably hard, I pulled down my briefs. They brushed past my cock and it bounced up and down as the bottoms came fully off.

I stood naked in my bedroom while Melinda, just two or three feet away, cleaned.

I got onto my bed and laid on my back as Melinda finished up the dressers. She turned around and came over to the side of my bed to start dusting my nightstand. My Vaseline was on there so she grabbed it and held it out over me, taking another glance at my cock.

"Just pretend I'm not even here." she said as I grabbed the container from her.

Shakily I said, "Okay."

She started dusting and I started lubing. Here I was, stroking my cock with Melinda standing essentially right over me. I could see her glance to the side as my hand started to speed up.

It didn't take long for my heart rate to get back up to where it was right before Melinda walked in. My cock was starting to feel pretty much the same too--like a champagne bottle ready to pop.

Part of me wanted to hold on longer. I felt a primal urge overtaking me as if I was doing a mating ritual of some kind, trying to impress the female. Melinda finished with the nightstand and walked back into the middle of the room, right in front of my bed.

She grabbed her vacuum and began to unfurl the wire. Still feeling my primal energy, I followed her with my head as she walked around the room. She seemed to notice, as she did what must have been a purposeful tease. She squatted down on her tippy toes to finish unfurling the vacuum, showcasing her tight, toned ass cheeks through the leggings.

I got up on my knees again and began humping my hand in approval. She never looked at me, trying to play coy at what was going on, but I knew she was aware of the intensity at which I was jerking myself off.

She plugged in the vacuum, filling the room with a loud whirring sound. For some reason, this loud noise made it easier for me to feel comfortable with grunting and groaning as I pleasured myself.

Moving my hand and thrusting my hips as fast as I could, I saw the head of my cock turning purple. I clenched my teeth and grunted like an animal, staring at Melinda as she moved the vacuum along the floor. Every once in a while, she glanced at my cock with more focus.

I was close now. I felt my face glowing hot red in both strange embarrassment and pure exhaustion as my mind and body began to lose control of itself. Suddenly, as I got a last look at Melinda, I saw an image of myself mounting the cleaning lady on my floor. My full balls clapped against her clit in a rhythmic succession and I imagined what it would be like to fill the woman with my teenage seed.

As loud as I could over the sound of the vacuum, I shouted, "OH YES. OH FUCK. MELINDA. I--I'M CUMMING."

With the force of what seemed like a bullet, a glob of semen shot from the tip of my cock. It landed on the floor in front of me, at least a solid foot away. Then, more eruptions came streaming out of me. Huge thick globs finally freeing themselves after nearly an hour of holding back.

If the thoughts of Olivia were doing it for me earlier, the reality of a flesh and blood woman in the room with me as I masturbated must've compounded the amount of cum from my balls threefold.

I sprayed it freely while Melinda watched. With a final squeeze of the tip and a grunt through gritted teeth, the last thick shot of cum hit the floor.

Finally coming out of my blissful state, I looked at Melinda. She turned off the vacuum and we stood in silence for a moment. I could feel my body was sweaty. I looked down and saw drops of semen covering the carpet in front of me. Some of it dribbled onto my blanket in the chaos as well.

My chest glistened with sweat, I was breathing heavy, and I felt a bead drip down my forehead. Finally, Melinda moved and pulled a rag from her supplies. She bent down and wiped up my cum from the carpet and then from my blanket.

Now standing right in front of me, she folded the towel in half and wiped the sweat off of my forehead. "Muy bien, chico. That was a lot. Good thing I'm here to clean it up."

She smiled and said, "It's not really my area of expertise," she bent forward and squeezed my balls with her free hand before continuing, "but maybe next time you're here while I'm cleaning, I can try to fix a leak for you."

She winked and left the room. It was a good day to cut classes.