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Introduction:

Hi my name is Johnathan, I am 19 years old, 6'4 with an athletic build and this is a story about how one average friday night turned into one of the best nights of my life. Before this amazing night I was a virgin, but by the end of it I had learned so much more than I could have ever asked for.
It had been an average week for me, school, homework and video games, but it was finally Friday and tonight I had to dog sit for one of my mom's friends. I was getting paid $30 just to hang out and take care of her new dog. I said yes as soon as she asked because it was easy money and I have a huge crush on my mom's friend. Her name is Linda, I don't know much about her excepted that she got divorced a few years ago, and she has a kid. Also she is around 5'8 with juicy D cup breasts and a nice round ass. She has brownish hair with streaks of blond and I've wanted to fuck her since the first time I met her.

I got dropped off by my mom at around 6:30, Linda gave me the run down for the night. There was tons of snacks, a PS3 and a laptop to entertain myself with while I watched her dog. Afer she left I chilled out for a bit then decided to take a shower. On my way to the bathroom I walked past this alcove where the washing machine and dryer where kept and something in the dryer caught my eye. I reached in and pulled out a rainbow thong, I could smell a sweet scent radiating off of it from more than a foot away. As soon as I had the thong in my hands I started to feel my penis growing and I thought to my self "this night just got infinitely more interesting".
I Pulled out my dick and started pleasuring myself right there in the hallway as I brought the rainbow thong to my nose to inhale deeply. It was the most beautiful smell I had ever smelt, it smelt like the most delicious candy and some sort of flower while still having a bit of a pussy smell to it even though it was just washed. I could already feel my orgasm building when I realized if Linda has one thong in the dryer she must have more in a drawer of her dresser. So I put the rainbow thong back and walked to Linda's room. I found her underwear drawer on my second guess. It was like opening a treasure chest but instead of gold it was full of thongs. There was a thong in every colour, thongs with pattern and thongs with strips, My dick felt hard as a rock just from looking in the drawer. I smelled each one as I pumped my dick vigorously, all of my sense where being overwhelmed. I was in heaven.
After a few minutes the excitement started to become to much and I felt my balls churning. I selected a red thong that smell the best then went to the bathroom. As I stood over the toilet pleasuring myself I felt my orgasm reach its pinnacle, I inhaled the smell of the thong one last time and erupted like a volcano. My whole body shook as my testicle emptied and I felt like I could barely stand when I was done. The rest of the night was pretty uneventful, I cleaned myself up and put the thong back then I went to take my shower. After my shower I went to sleep in the guestroom even though it was only around 10:00, I was exhausted from my powerful orgasm.

I was woken up a few hours later by the sound of someone walking around, I assumed it was Linda and rolled over to go back to sleep. I thought I heard a small gasp then the footsteps started getting louder until they stopped outside of the door to my room. Who ever was out there opened the door and turned on the light. I had my eyes partially closed so I could see who it was with out them knowing I was a wake. I was surprised to see Linda standing there with the red thong in her hand and a weird look on her face. She walked over to me and shook me shoulder.
"Johnathan wake up." she said as I pretended I was still asleep by mumbling a bit. She started shaking my hard and she almost yelled at me "Johnathan wake up this instant, I need to talk to you." There was no getting out of this so I decided to play dumb, I opened my eyes groggily.
"Uh what's up Linda?" I asked, still feinting fatigue. I propped myself up on my elbow and looked right in her eye's trying to avoid what she was holding.
She pointed to the thong and asked me "Do you know what this is?"
I looked at the thong with what I hoped was confusion, while replying "um, that's your underwear, why are you showing it to me?"
"That's not what I mean, I'm talking about this right here!" she said angrily as she pointed to a small spot on the thong. Oh shit! Knowing that there was nothing else I could do I continued to play dumb.
"I don't know, some dirt maybe?" I said trying to sound confused, I was pretty sure she wasn't buying it.
"No, its cum and you should know that because its yours." I must have had a ridiculous look of shock on my face because Linda started to smile a little as she continued "If you just admit what you did this will go a lot easier."
I was caught red handed with no way out, I did the only thing left to to tell the truth. "Fine, you've caught me. I masturbated with your thong and I don't regret it because I had one of the most amazing orgasms in my entire life." At this point I was still lying in bed, I figured I wouldn't be able to go back to sleep for a little while so I sat up and swung my feet off the side of my bed.
In my new position I had a really good look at Linda, she was wearing a very sexy black dress that show a great amount of cleavage and her shapely legs. I was snapped back to reality when Linda said "You just admitted to masturbating to my thong and you're already daydreaming about me." I blushed a little but I didn't apologize so she continued talking "Now here's what's going to happen, I am not
going to tell your mother." I let out a sigh of relief while Linda was still speaking. "But you are going to have to do something for me." she finished.
I instantly said "I'll do what ever you ask, anything just say it." Linda's smile got bigger as she walked around the room and took a seat on a black and white checkered lounge chair.
"I want you to masturbate for me." Linda obviously thought she was punishing me but the idea of masturbating for this sexy women got me hard very quickly. I tore of my clothes at nearly the speed of light and tossed them on the floor next to Linda. Since this was the second time I masturbated in the past few hours I knew I was going to last a bit longer than usual. As I laid back down on my bed I noticed Linda staring intently at my hand moving up and down the shaft of my manhood. I decided to tease her a bit by switching between rubbing just the head or just the base. She was really enjoying the sight of me masturbating so I slowed down even more, just doing long slow strokes from the top to the bottom of penis. When I had almost reached my climax I stopped for a quick breather
"Where do you want me to cum? I don't want to make a mess of your guest room."
Linda stood up and walked over to sit beside me on the bed then she said " Since you like to cum on my clothes so much, you're going to cum on me." I was a little surprised but I stood up beside her and resumed stroking my dick at a quicker pace. At first I aimed right at her face but she shook her head so I pointed a farther down, right at her amazing tits. I started stroking faster and began moaning as I got closer to my orgasm.
"Oh my god, I'm cumming!" I shouted as I started to shower Linda with my load. She looked shocked by how much I came but that look quickly changed to enjoyment.
"I hope you learned your lesson." Linda said as she stood up and walked to the bedroom door "I'm going to go clean up, but don't you go anywhere because I'm not done with you yet mister."
"Yes Ma'am" I said as she walked out the door.

As I laid back on my bed wondering what could possible happen next I heard the shower start. I was reliving what had just happened when Linda started yelling at me.
"John! Come here this instant!" She sounded quite angry so I hurried to the bathroom, to my surprise the door was wide open and Linda was looking at me through the frosted glass shower doors. "Hurry up and get in here, I need you to wash my back" She said. From her tone of voice I would have thought I was in trouble but this was no punishment. I didn't put my clothes back on after I finished jacking off for her, so I hopped right into the shower. Linda turned her back to me with out saying another word. I grabbed the wash cloth and began to wash her back. The whole time I was staring at her ass, it looked like it was
sculpted by some amazing god, both cheeks were perfectly proportionate.
I felt my penis start to engorge and I could not stop my self from rubbing it a bit. When I finished her back I knelt down and started to massage her gorgeous butt, doing figure eights around each cheek then down the crack. Linda seemed to be enjoying it and she spread her legs apart a little bit, giving me an unobstructed view of her pussy. Just from looking at her vagina I could tell she was enjoying what I was doing. I decided to be a little bold so on my next figure eight around her butt went down her butt crack I brushed her pussy lips with one of my fingers, her whole body shook.
On my next lap I got even bolder and slid my fingers right along her labia and rubbed her clitoris, her body shook even more than before. I abandoned washing her and set my full attention on her vagina. Linda clearly knew what I was doing because she spread her legs wider giving me better access. This was my first time fingering a girl but I knew a bit from porn and I hoped I would learn the rest as I went along. I continued rubbing her clitoris as I slowly inserted one of my other fingers in to her vagina. It was a lot tighter than I thought it would be for a women with a kid.
As I pushed my finger in as deep as it could go I heard Linda moan a breathless "Oh my god." I took that for a green light and began moving my finger in and out making her moan even more. As I continued rubbing her clit and finger fucking her I could feel her pussy getting hotter. It was also getting wetter, so the next time my finger was almost out I added another one, this brought even more moans. Linda was starting to get loud, she was practically screaming with pleasure. "Don't stop, don't stop, don't stop!" She screamed, I
wouldn't have stopped even if I could. I was getting immense satisfaction just from know I could pleasure her so well for my first time.
Suddenly Linda stopped moaning and said "John There's one more thing I want you to do for me. I want you to take that dick of yours and fuck me with it!" She grabbed something that was by the shampoo bottles then passed it back to me with out turning around. To my surprise it was a condom. I didn't even know if it was the right size since I had never used one before but I was not about to let that stop me.
I put it on and it fit perfectly. Linda was already bent over waiting for my cock, I looked at her vagina for a second before I stepped up and prepared to penetrate her. I lined my penis up with my goal and as I slid in I was immediately rewarded with Linda moaning.
"Oh my god John, please fuck me gently it's been a while." I was already so focused on my breathing and my rhythm I could only grunt in reply. Her pussy was the greatest thing I had ever felt, it was hot, wet and tight, focusing on my breath was all I could do to keep from cumming to soon. I slowly pushed my penis in as far as I could go then withdrew even slower.
I barely heard Linda utter a low moan "Oooooooohhhhhh". I continued pounding her pussy at the same steady pace, until Linda said "Fuck me like the dirty whore I am, fuck me hard I deserve it!" I put my hands on her hips then began speeding up and ramming my cock into her vagina with a bit more force. "Yeah fuck me, I'm a naughty girl then needs to be punished." All the dirty talk was getting to me and I could feel myself getting close to orgasm. I wanted to slow down to keep from cumming but Linda's moaning made me keep going.
"Don't stop" She moaned loudly, then she yelled even louder "DON't STOP, I'M GONNA CUMMMMMMM!!!!" I felt her pussy muscles clamp down on my penis and it sent me over the edge. I buried my dick as deep as it could go just as I came. It was the best orgasm I had ever felt, even better than the one earlier that night, but I had a feeling it was nothing compared to what Linda felt. Her whole body bucked and thrashed while I
had to hold on to her to keep her from falling over. As her orgasm faded I pulled my dick out and took the condom off, I grabbed the soap and gave myself a quick wash. Linda was still recovering from the intense orgasm she had but eventually she stood up and turned around to look at me.
For the first time that night I had a full view of her beautiful breasts. They were big, and sagged a bit but they were the first breasts I had ever seen and that made them very special. Linda had dark areolas about an inch across with nipples that looked perfect for sucking. We both stood staring at each other for a while then Linda finally spoke up.
"I think we're even now, I won't tell your mother what you did with my thongs as long as you keep fucking me." She still sounded like she was pretending to punish me but we both knew what was really going on. "Alright I'll fuck you when ever you want, but I don't know if I can go another round tonight, I'm very tired." I Said while I was still staring at her amazing tits, I had a very strong urge to motorboat them but there would be time for that later. Linda turned off the water and stepped out of the shower and started toweling off, I was close behind her. After we dried off Linda led me by the hand to her bed room. I watched her ass sway back and forth as we walked to the bedroom, it was almost hypnotic. We climbed into her bed and cuddled for a bit, I had my hand around her body caressing one of her tits as I finally passed out.

I awoke in a state of confusion, as I looked around the room I realized where I was and everything came back to me. I was already hard by the time Linda rolled over and looked at me. "Good morning handsome." She said quietly while looking deep into my eyes.
I returned her stare as I replied "Good Morning beautiful."
"Are you ready for round two?" She asked, with out waiting for an answer she tossed back the covers and positioned her head above my now rock hard dick. I watched her lick the tip then she opened wide and slide my dick into her mouth all the way down to the base. After having sex for the first time last night I thought nothing could top the feeling of being balls deep in a tight vagina, but damn this came really close. I didn't want her to stop but at the same time I really wanted to fuck her again.
"Wow, Linda you're amazing at that but I really want to fuck you good before I blow my load." I said, with out taking her mouth of my dick she looked at me with a mix of disappointment and anticipation. With out saying a word she stopped sucking my cock and got into position to ride it. She lowered all the way down my shaft slowly, moaning the whole way.
"Ooohhhh, your cock is mine now John, anytime I want it your going to come her and give it to me." she said as she bounced up and down on my dick. I was so distracted by the motion of her tits that I barely heard her. I mumbled some random gibberish in reply as I started to meet her on the way down with my own thrusting. "Fuck me good John" she screamed as my dick went deep into her vagina. Linda was smiling and yelling from the pleasure my prick was giving her and I was all serious business, trying not to cum so I could enjoy her pussy as long as I could.
She could see that what she was doing to me was going to send me over the edge soon so Linda stopped bouncing and leaned forward resting her breasts on my chest and kissing me passionately. Our tongues connected as our mouths moved in unison. As she laid on top of me I began to thrust my dick deep into her pussy very slowly, savoring every sensation. Linda moaned into my mouth as we continued making out. She eventually broke of our kiss and pushed her self up a bit so her tits were hanging right in front of my face. I began caressing them one in at a time while fucking her a bit harder to watch them jiggle. Linda was really enjoying this and every time I rubbed her nipples she would close her eyes and moan.
"Don't stop Johnathan, I wan't to feel you inside of me forever." she said, and I suddenly realize I wasn't wearing a condom like I did last night.
"Uh Linda" I said "Should I be wearing a condom right now?"
She looked sort of shock but then she quickly gave me a sexy grin. "No,I only made you where that condom last night to keep you from cumming to quick." She said with a wink. I was really enjoying the way we were fucking but I wanted to be in control so I flipped her over onto her back and got up between her legs. I spread her legs wide and pointed upwards as I got into position to penetrate her pussy with my penis. "Oh a man who takes charge I like that." Linda said as she stared at my dick sliding into her. "Oh fuck me hard john, I need that cock." I held onto her legs as I fucked her, they were so smooth and long, I ran my hands up and down them I was really getting into the dirty talk.
"Yeah you little whore I'm gonna fuck you so hard you'll be sore for a week." I said as I pounded her vagina. "Oh you've got a filthy mouth Johnathan, I may need to wash it out with my pussy juice." Linda was giving me a devilish grin and I knew that little minx was being serious. The entire time we were talking dirty I was fucking her faster. My balls where making a rhythmic slapping sound on her ass. "I'm getting close John don't stop." Linda moaned "OOOOOHHHHH yeeaaaahhhh baby fuck me good." I put my hands on her hips and really started giving it to her, I slammed my dick deep into her pussy as I pulled her body close to mine. "Oh my god, I'm about to come, get down there and finish me off with your tongue." Linda almost screamed.
I quickly pulled out and put my head between her legs. I licked around the outside of her pussy then stuck my tongue in as far as I could go. While I was doing this I gently rubbed her clit. Linda was alternating between moaning and screaming in extacy as she pushes my head farther into her pussy.
"Don't stop, DON'T STOP" She yelled, "I'm gonna cum!" She was moaning so loud then suddenly she stopped as I felt her sweet nectar fill my mouth, I lapped up as much as I could but she kept cumming. I felt like I was going to drowned but it was so tasty I couldn't stop. Finally she stopped coming, I sat up and looked at her with my face covered in her delicious juices. Linda reached out and brushed my face with her hand, to my surprise she then stuck her fingers right in her mouth. She obviously like her cum as much as I did because she pulled me on top of her and started passionately kissing me entire face. When she had pretty much cleaned me off she noticed my raging hard on.
"Let's take care of that." Linda said as she wiggled out from under me. She got off the bed and headed out of the room, just before she left she looked back and said "Don't get soft on me mister, I'll be right back." With a shake of her ass she was gone. I Didn't think it was possible for me to lose my erection right now but I rubbed my dick anyways. After a few minutes Linda had returned holding something behind her back. I was so enticed by her amazing breasts that I barely noticed when she showed me what she was hiding, it was a video camera!
"I want to record us so I can watch us fuck when you're not able to come over here and fuck me good." Linda said as she set up the camera on a shelf.
"That's a great idea you filthy slut." I said "but hurry up I want to fuck your tight twat again." She hoped on the bed making her titties bounce as she landed ready to fuck doggy style. I quickly got behind her and gave her pussy a quick rub before I slid my dick in. Her pussy was so wet that it made a quiet squishing sounds as I entered her. I had only thrusted in and out of Linda when she started to moan and talk dirty again.
"Fuck me with that big cock of yours." She said quietly.
"You're my fucking whore, and I'm going fuck you until you scream." I replied as my cock slid in and out of her soaking vagina.
"Yeah baby that's what I want, oh yeah oh yeah right there!" She yelled loudly. I was fucking her hard and fast when I decided to tease her a bit. I thrusted my cock in as far as I could, and waited a few seconds before pulling all the way out. As soon as my dick was all the way out Linda said "What are you doing, don't stop fucking me." She sounded a very upset that I stopped, before she could say anything else I rammed my dick back into her. I was pounding her pussy with a renewed vigour and Linda was continuously moaning Oh and ah.
The inside of Linda's pussy was squeezing my dick, I wasn't sure how she was doing but it felt great. I leaned forward and reached under her to grab her tits. The felt like silk in my hands and the force of my thrusts where making them jiggle. I was in the zone, I could barely hear Linda screaming from pure pleasure. My entire focus was on pounding her pussy as best as I could. The sensations of her vagina where beginning to send me over the edge, I looked right at the camera as I was getting closer to orgasm. "I'm going to fill you up with my cum Linda." I said half to her and half to the camera, she just moaned in response. I was about to come so I grabbed her shoulders and pulled her into me as I buried my dick with my final thrust. When my cock couldn't go any further I erupted send waves of my cum deep into her vagina. At the same time I felt Linda's pussy clamping down more than it was before, I was pretty sure she was cumming too and it just made me cum harder. I finally pulled out of her with a slick plop sound. I laid back on the bed as Linda went get the camera.
"Oh fuck, I left the lens cap on." Linda yelled.
"Well we're just going to have to do it again then." I said with a grin.
"Your mom's going to be her to pick you so it will have to wait until next." Oh shit, I looked at the clock it was
10:30, my mom was picking me up in 15 minutes. Linda and I quickly took a shower together, the whole time I was oggling her beautiful body. We had just got finished getting dress when I heard a car pull into the driveway. I quickly gave Linda a kiss and ran out the door to the car, the entire ride home I thought to my self this is going to be the start of a awesome relationship.

Authors note: Hey everyone, if you made it this far I would just like to say thanks for reading, this is my first sex story but I hope to write plenty more. Please take the time to post so feedback as I would love to know what I can do better. My next story will continue the sexcapades of Johnathan and there may possible be some incest in his future so stay tuned.
53 comments

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