I accidentally spy on my best friend fingering herself...which leads to interesting consequences.
I was only 5 when Mr. and Mrs. Michaels moved in across the street. I was a curious kid, and watched from my bedroom window. There was a large moving truck with two big Samoans and a white man moving stuff out of it. The new neighbours had a lot of stuff. The coolest thing I saw coming out of the truck was a Star Wars desk. It was only kid sized, but what kid doesn't love Star Wars?
I was getting bored and was about to turn away when I saw her: there was a girl about my age running around on the yard. She had flaming red pigtails which were streaming behind her, and was wearing a grass green dress. I was captive to her beauty, despite being unable to see her perfectly.
She suddenly noticed my staring and I looked away instantly. I was sure my fact was red as a tomato. I didn't dare stand up. I just sat there on my floor, unable to think of what to do. Until my door sprung open.
There she was; she had apparently asked my mom about me and gotten permission to come up here. Now that I saw her up close, she was even more beautiful. Her dress matched her sparkling green eyes perfectly. Her face had light freckles across her nose. "Hi I'm Sam. It's short for Samantha, but I like Sam. What's your name?"
"Hi James. We just moved in. I don't have any friends here...wanna be my first one?"
I smiled and nodded. She spat in her hand and offered it to me. I must have looked confused because she said, "Spit in your hand, then we shake hands."
I looked at my hand before reluctantly spitting in it and shaking hers. We've been best friends ever since. That was 20 years ago.
I got up grudgingly, rubbing the sleep out of my eyes. I sat up in my bed and groaned as I saw the clock; it was 3 in the morning. I sighed and got up to take a piss. As usual, I was naked. I lived alone, so I was able to be naked most of the time without worrying about someone seeing me. Although Sam liked to pop over unexpectedly all the time, not that she seemed to mind seeing me naked.
After I was done I wandered into the kitchen to make some coffee. Once the Keurig was set, I walked toward my living room to see if anyt was on TV. Which is when I saw something that changed my life forever.
Sam's bedroom window was right across from my living room window, both of which were about 4 feet by 4 feet. And I happened to look over to see Sam completely naked and fingering herself against the window, facing in my direction. I stopped dead in my tracks and just...stood there.
I wanted to respect her privacy, I wanted to turn away, but I just couldn't. My legs wouldn't respond and neither would my eyes. But my dick gave a hell of a response, not that I noticed; I was too distracted. It grew to its' full 8 inches and stood up straight.
It felt like I was standing there for an eternity, but it came to a screeching halt when she looked up and stared right at me. My instincts took a couple seconds to kick in, but when they did I jumped away from the window.
It was then that my brain started functioning again. I started to panic as I realized she was going to march right over here and call me a pervert. I ran to my room and put a pair of boxer briefs on and a pair of black Jean shorts. I slipped a black tank top over my head and went to the kitchen to wait.
It wasn't long before the front door to my studio apartment burst open and Sam walked in looking angry. "What the hell do you think you were doing, you fucking perv?"
I just looked down at my feet, unable to answer.
"Where do you come off peeping on other people? I thought you were my best friend. Friends don't fucking peep on each other! Well? What do you have to say for yourself?"
"For myself?" I said slowly. "Nothing. But I am sorry. I didn't mean to-"
"Didn't mean to what? Watch me finger fucking myself while you get a fucking hard on?"
I turned bright red and murmured, "I tried to stop...my body refused to move...I'm sorry..." I could feel tears forming, and I was unable to stop them from falling.
I heard Sam take a deep breath to yell again, but let it out as she saw my tears fall. "Oh shit...Jim, I'm sorry. I didn't mean to make you cry, I was just trying to...shit, I shouldn't have yelled."
She got on her knees in front of my and just hugged me. I hugged her back. Until she said, "Just so you know, I wanted you to catch me."
I pushed her away, more hurt than before. "You what?"
"I...I saw you in your living room a couple months ago jacking off...I...I got really horny and fingered myself until I came, watching you. Ever since I've been trying to get you to..."
As she trailed off I started speaking. "Let me get this straight, you spied on me first, you make a plan to get me into bed, I accidentally spy on you, and you come over here screaming in my face and making feel like shit? And you actually think that sex is going to make everything better? Get out."
Sam looked at me in shock. "Jim, I was only trying to-"
"I said get the hell out of my apartment!"
Sam flinched at my yelling and got away. She wasn't a crier, but I was her cry that day. She walked towards my door but turned back and said, "I was just trying to have one our pretend arguments. And for the record, I didn't want sex from you; I wanted you to make love to me."
My brain shut off completely. My jaw must have hit the floor. I had one thought in my head: 'She...she loves me?'
I tried calling her a few times, but she didn't return any of my messages. I tried knocking on her door, but no answer. It was a couple of weeks before I decided I'd had enough. I marched right over to her apartment and, when I found it locked, kicked the door open. Sam came running in wearing nothing but a shocked expression. "Jim, what the fu-"
That was all she had gotten out because I had marched right over, grabbed her naked body in my arms, and forced our lips together. She tried to resist for a few seconds before she melted into me.
When we finally broke the kiss, I picked her up in my arms and carried her to her bedroom. She just smiled and said nothing.
Upon entering her bedroom I threw her down onto the mattress, which drew a giggle from her. I didn't want to waste time, so I tore my clothes off and dove my face between her legs. Problem is I didn't know exactly what to do. I was staring at her beautiful pink pussy and didn't know how to please her. "Sam...I...I don't know how to do this..."
"You're not the only virgin in here, Jim. Just do what I tell you. I'll show all my sensitive spots, and you can pick it up from there."
And pick it up I did. I started by licking her lips up and down a few times. She said she liked it, but it wasn't enough. She spread her lips apart and told me to put my tongue inside. I did the best I could, but I could tell I wasn't getting there. I moved my hand up and rubbed her pussy bottom to top, pressing into her. When I reached the top, her body involuntarily bucked toward me. "Do...do that again..."
I repeated it and was rewarded with another buck when I reached the top. I wasn't an idiot, so I figured it out quickly. I pressed my thumb to the top of her pussy and started rubbing roughly. She responded by bucking wildly. I smiled and leaned in to suck the place I was just rubbing. "Oh fuck!" she cried out. I knew then how to please her. I inserted a finger into her as I sucked hard on the pussy. She was bucking like a fish out of water and screaming swear words left and right. She was obviously a screamer.
Then I thought to curl my finger as it penetrated her, hitting her g-spot, causing her to scream in ecstasy as she came hard. I drank down the sweet juice that came out of her and licked her gently as she cooled down. When she was able to talk, she said, "Oh fuck...that was...so good...better than I thought it would be..."
I smiled and kissed her. When I pulled away she asked, "Is that what my pussy tastes like? It's...kinda good, actually."
My dick which was raging hard at this point twitched, getting her attention. "Shit...it's so much more impressive in person..."
"Are you ready to lose your virginity?"
Sam looked uncertain. After all, my dick was pretty thick. "I'll go slow okay?"
Sam shook her head. "I think it's the same concept as waxing; the faster you go, the less it hurts."
"Are you sure? I don't want to hurt you."
"I'm sure. The sooner the pain is taken care of, the sooner we can get to the pleasure."
I got between her legs and guided my dick towards her entrance. I aimed at the top, but when I touched her, she said, "Lower."
I managed to find her entrance and pushed in far enough to not slip out. It was nothing I'd ever felt before; the velvety embrace wrapped around my dick was indescribable. I looked into Sam's face, but her eyes were closed. "Ready, my love?"
She looked at me, blushing. "Really? My dick is penetrating your virgin pussy and you blush because I said 'my love?'"
She giggled and said, "Shut up, you damn perv."
I smiled, but remembered what was about to happen. "Are you ready?
She nodded and held me tightly, placing her head on my shoulder and closing her eyes tightly. I pulled out just to the head, and hesitated. But I wanted this part over with as much as she did. So, I put my muscle into it and slammed into her, crashing through her hymen and ending up balls deep inside her. She kept her mouth shut, but still she screamed. I saw her eyes tearing up, and mine started to tear up, too. "Are you alright?" I asked her when her screams turned to pain filled whimpers. "I'm...I'm ok. Just give me a couple minutes..."
I leaned down and kissed her neck softly, waiting patiently for the pain to subside. After a few minutes she said, "OK. Just go slow."
I slowly pulled out to the head then pushed back in, eliciting a moan from her. I kept giving long, slow strokes until she asked me to start moving faster. Pretty soon I was slamming in and out of her at Mach 3. Obviously I came pretty quick. Not that I was done; I was still rock hard.
After I rested a few minutes, I pushed back into her and proceeded to Mach 4. She was screaming my name as her arms and legs wrapped around me. Her pussy was making loud squelches as my dick rapidly slammed in and out of her. By the time we were finished I had cum three times, and she had cum six times.
We laid side by side with our fingers entwined, drenched in sweat and completely worn out. "My pussy aches so good...I don't think I'm gonna be able to walk anytime soon...you were magnificent Jim..."
I blushed heavily. She noticed and barely managed a giggle. "Perv."
"I love you too, Sam."
She never called me James unless she was serious about something. "Er...yeah?"
She looked me dead in the eye and asked, "Will you marry me?"