I was reminded of this story over the weekend, when my friend’s sister Facebooked me with pictures of her husband cleaning the windows of their home in Sacramento. My wife saw the post and didn’t think twice about it – all it said was that her husband was doing some window cleaning, and she wondered if I enjoyed a good bedroom window. Innocent enough, but I knew what she was talking about.
Back in high school I lived with my grandparents, and my best friend lived next door. We had known each other since we were little kids, and his sister and older brother were always hanging out with our family. It was summer time and I had just graduated from my sophomore year with my friend, and his sister was a year behind us. Their older brother, David, had graduated high school a year earlier and was always into sports. He played on the high school baseball team and was also on the water polo team. He was about 20 years old, was tall and fairly muscular, and had abs for days.
HIs sister and I had a teasing / flirting relationship and it drove me crazy in a good way. She was petite and cute, and I loved how large her breasts were. Many days she would come outside wearing a tube top, and her heavy tits bounced and swayed with every step. I would sneak up behind her and pull it down when I had the chance – even my best friend loved to see his sister’s giant DD-cup breasts. She had large, light pink nipples and fat areolas that stood out against her alabaster skin. At just 16 years old, she was a short little thing – maybe 5′ 2″ tall with an otherwise slender build.
At 17 years old, I was tall and skinny, with a long, fat, 9″ cock. Still a virgin, I was excited by the sight of any attractive woman and walked around with a hard on for most of the day. My buddy was a pervert too, with stories that would make you shake your head in disbelief. But back to this story. His sister, Yvette, and I had played around one summer’s day and she kept grabbing my hard on when no one noticed. Whispering in my ear, she invited me to her bedroom window later that night. At 11pm, I crawled out of my bedroom window and snuck through the backyard of my grandparents home before I jumped the fence to my buddy’s house. Their three rooms (my friend, his sister and his brother’s) were lined up on the other side of their home, with bedroom windows facing a narrow side yard. I knew her bedroom window was closest to the front of the house, with my buddy’s window situated in the middle and his brother’s near the rear of the house.
I silently made it to her window without alerting my friend to my presence, even though his window was wide open and only 10 feet away. With a light tap on the glass, I signaled to Yvette that I had arrived. Her bedroom was dimly lit, but I could see her shadow moving about inside. Within moments she drew back her curtain, and slide open her window. She then climbed up onto her bed, appearing to me in nothing but a lace bustier that barely covered her massive tits, while pushing them up and together all at once. I could see her nipples pressing against the mesh fabric and my cock grew hard instantly. The bottom of the bustier came down to her mid belly, just above her exposed belly button. And best of all, she was not wearing any panties. I could see the triangular little patch of brown pussy hair and I could barely control myself. But mere seconds later, my friend appeared in his bedroom window, looked out and saw me. Without missing a beat I told him I was bored and had snuck out of the house to chat with *him*. Thankfully he believed me!
I walked to my friend’s window and chatted with him, knowing his younger sister was standing mostly nude just feet away. Cleverly she made a rude comment out loud, telling me to keep it down, and I walked back to her window in mock anger, and began to finger her pussy. She moaned quietly as I stuck one finger deep inside, and began to pump it in and out. Moments later I went back to my friend’s window and started to talk with him again. This went on for several minutes, with me going window to window, finally fitting two fingers inside her wet little pussy on my last attempt. Finally, their mother knocked on my friend’s bedroom door, telling him to keep it down, and I ran off into the night.
Several days later, after that frustrating event, Yvette told me to meet her at her bedroom window again. My best friend was gone that night – having a sleep-over at another friend’s house. So once again I snuck out of my bedroom window and made my way to hers. This time it was her older brother who was home, and in his room – a full twenty feet away from hers, and I glanced inside to see him watching MTV while sitting on his bed. The volume was turned up loud as a music video from Def Leppard was playing. His window was wide open, letting the cool night air inside.
Moving quietly passed, I made it to her room. With a gentle knock on the glass she again appeared, but this time completely nude. Her room was lit by several candles, and I could see her large, perky breasts glistening in the light. Without invitation, I gently started to suck on her nipples, making them grow in my mouth, before I slowly fingered her. She was already warm and wet, and was grinding on top of my finger, plunging it in deeper and deeper. We kissed passionately, our lips and tongue dancing around each other. I fit two fingers inside her pussy now and slowly pumped them in and out, sending her into a frenzy. She kissed me harder as I finger fucked her harder and faster. She began to suck on my tongue as she had a massive orgasm. I could feel her vagina muscles contract and spasm around my fingers and I slowly withdrew them, and licked them clean.
We stayed at her window and kissed and fondled each other, while talking about our next adventure before I mentioned that her older brother was in his room, so we needed to be quiet. She asked what he was doing, so I carefully tip toed back to his room and saw him in bed, watching a Pat Benatar music video. He was touching himself through the fabric of his underwear, working up a hard on. I laughed a little and it startled him, making him turn around. “What the fuck dude!” he yelled, and covered himself up.
I stood quiet for a moment, thinking up an excuse. I told him I was just heading to my friend’s window to say hello, and didn’t mean to bother him. “He ain’t here man”, he replied angrily, and walked around his room as if he were cleaning up. In the distance I could hear his sister Yvette closing her window – she had heard the conversation and was closing up shop fast. A moment later, her room went dark. I would have to say good bye to her another day. Standing outside his window we made small talk, and I watched his TV through his window for a few minutes before I left, and said “later bro” to him. But I was still keyed-up from my encounter with Yvette, and was curious to see if he was about to jerk off. I retreated to the shadows of his backyard and tried to come up with a reason to return to his window.
It was maybe thirty minutes later when I crept back to his window to peep inside – with the excuse of wanting to give my friend a message as the reason for my return – just in case I got caught. As I crept closer to his window I could see his lights were out, with only the glow of the TV giving off illumination. I could see that David was in bed, and was masturbating to the videos. His blankets rose and fell with every stroke and I could hear the slapping of his hand on his groin as he pounded his meat. I stood there silent and mesmerized, hoping to see more. But for the longest time he stayed under the covers, happily jerking off before finally I got my wish. Kicking off his blankets he was now fully nude, and he lay spread eagle while stroking his hard cock. I studied his body as he lay there; his strong legs, his chiseled abs, his muscular arms, chest, and shoulders. And when he removed his hand from his crotch, I gazed upon his hard, fat cock. His big dick was hard like granite and twitched up and down on his belly. It had a fat, juicy head like a massive ripe strawberry, and a huge set of hairy balls. Seconds later he returned to masturbating, and you could hear the sound with each stroke – fwap, fwap, fwap. My own cock grew hard and I reached down to touch myself as I peeped into his window. Then without notice, he looked back out of his window and spotted me. Holy shit! I dropped down as fast as I could but it was no use, I was caught.
“Asshole!” he said to me, and he pulled the covers over himself quickly. “What the fuck!”
Innocently I offered my excuse, telling him I had a message for my friend and I was hoping he would give it to him. He stared at me for what seemed forever before he said “Bullshit. I know you were sneaking to my sisters window. I see how you two mess around. I should kick your fucking ass!”
I didn’t know what to say and just stood there with a blank look on my face, before he spoke again. “How long you been standing out there?” he asked inquisitively.
“Not long” I said, “Just for a second.”
“You’re an idiot you know that? You got no business being back here this late. You’re lucky someone didn’t shoot your ass!”
“I know” I said remorsefully. “Sorry about that.”
David then did something unexpected. Pulling down his blankets, he said he was just about to go to bed, and he stood up before walking to the TV. His cock was still fully hard and it swayed to-and-fro as he strolled across the room. It was an amazing cock – so thick and full of veins! His ass was perfectly round, smooth, and muscular, You could see it jiggle up and down with every step he took. David made no effort to hide himself as he shut off the TV, and returned to his bed – his room now completely dark. Laying back on his bed he told me that he understood, and that he was young once too. He said he knew everyone loved to stare at his sisters big tits, and that she dressed way too scantily. “I get it man – my sister’s got a great set of fucking tits. But you can’t be doing shit like this.”
Once again we made small talk and I agreed that his sisters tits were unreal, and that I loved it when she wore tube tops so I could see them sway and bounce around. I mentioned how I had played with them many times, and how she had grabbed my hard-on earlier that day. And then I heard a familiar sound… “fwap, fwap, fwap”, coming from his bedroom. I made no mention of it at first, hoping my eyes would adjust to the dark fast enough to catch him jerking off that thick cock of his again.
I kept up the conversation, and described how her big, milky white tits felt in my hands, and how they had faint blue veins running down them. I detailed how she had puffy, silver dollar sized areolas and light pink nipples. It were as-if her tits were blowing soft, pink bubbles that needed to be sucked. I then went on to tell him about her creamy soft thighs and her tight little pussy. I told him how I had just fingered her while we French kissed, and how she had a huge, wet orgasm. I wanted him to get excited, and it was working. I heard the sound getting louder and faster – FWAP, FWAP, FWAP, FWAP… and his breathing was raspy and shallow. I could now see the silhouette of his naked body in the shallow moonlight, with his long legs spread wide across the bed.
“Dude, what the hell are you doing in there?” I asked sarcastically.
“What do you think I’m doing idiot…” he responded between heavy breaths.
“I don’t know,” I said, “It’s too dark in there for me to see.”
“This!” he said smartly, and sat up on his knees to get closer to the window. I could clearly see his hand wrapped around his thick member as he continued to stroke it without pause. The large, mushroom head of his cock grew fatter and redder by the second.
“*I can’t see anything*,” I whispered. “*What are you doing*?”
“I’m jerking off!” he shot back under his breath, and he rose up out of bed with his stiff cock now pointing straight at me. His naked body was fully revealed in the moonlight, and I took it all in; his big shoulders, chest, and arms, his rock hard abs, and that thick cock. It was within arms length of me and I could see every vein, curve and inch of it now.
“I should make you jerk me off for what you were doing. Or maybe I should tell your family about it.”
“Dude, I’m sorry” I pleaded. “I won’t do it again I swear.” I started to move backwards, not wanting to get in trouble.
But David was having none of it. “Hey, get over here…” he demanded, and he stood closer to his open window. “Grab it -” he said firmly. “You stupid ass.”
I remember shuffling forward not knowing what to do. Without thinking I slowly raised my right hand and wrapped it around his thick shaft, and slowly began to pull on it. It felt hot and solid in my hand and I tugged on it faster.
“Slower” he purred out. “I don’t want to cum yet.” I moved in closer, his thick cock in one hand, and I started to massage his big balls. They felt heavy and warm. “Fucking faggot,” he groaned as he leaned slightly back. “Keep jerking me off ’til I tell you to stop.”
I felt like my hands had a mind of their own and I started to jerk him off with two hands, feeling the blood surge in his cock with every stroke. Then I put one hand on his stomach and explored his body. His abs were so hard and defined. I then did the unthinkable. I wrapped my arm around his waist, grabbed his ass cheeks and pulled him closer. Guiding his cock to my mouth, I opened wide and began to suck. It was an effort to get his fat cock head in my mouth – it filled me from cheek to cheek. He made no effort to pull away, so I pumped his cock faster, and pulled it in deeper. I could feel it hitting the back of my throat as I sucked and jerked his mighty cock with all I had.
Having had no experience with this before, I did not know what to do next. I knew he would eventually cum, but how would I know when? I did not have the answer, but I knew that I was having a great time eagerly sucking and stroking his big dick in the dark. I licked, sucked and stroked that monster until my jaw felt like it was about to fall off, before I felt his body tense up. Quickly he began to cum and a large load filled my mouth and throat. I felt his thick, wet cum shoot over my tongue and I sucked faster now. “Fuuuuuuuuck” he moaned out as I continued to milk the cum right out of him. I was so turned on that I was ready to explode! His cum was warm and salty-sweet- a great midnight snack. He started to pull away but I had his cock in a vacuum seal, with my lips firmly wrapped around his still hard shaft. I held onto it and continued to hungrily jerk and suck it, making sure I drained every last bit of sweet nectar from his balls. When I was sure I had gotten everything I wanted out of him, I released his softening cock from my mouth and watched it hang impressively from between his legs. It was still shiny from my saliva, and looked delicious.
“You can’t tell ANYBODY about this, do you hear me?” he said firmly. “I mean it. You can’t tell a soul.”
“I won’t” I said honestly. To be truthful, I wouldn’t know who I would tell anyway. He then retreated from his room and down the hallway to clean up.
I left their yard right after and then jumped the fence back into my grandparent’s yard. Climbing back into my room I slowly shut my window and climbed into bed. I lay there for a long time, thinking about my dual encounter, and I pounded my hard cock feverishly until I shot a massive load of cum onto my belly.
That summer, I would get to suck on David’s cock one final time when the rest of his family were out to lunch. I went into his house and sucked him off, licked his asshole while jerking his hard cock, until he sent a thick ribbons of cum onto his stomach. I licked it off without complaint. Later that month, he got a girlfriend and moved out of the house. I only saw him a couple more times in social settings, and neither of us mentioned our encounters until I have now.
As for Yvette, we had many more adventures and we fucked and sucked several times in her bedroom and in mine. She was an incredible fuck and was as nasty as I was. There was nothing she wouldn’t try… and we tried it all. I know I will never again have the chance to have her or her brother again, but getting her Facebook message, and writing this story down as a reminder, gets me rock hard as I relive those amazing days.
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