Unexpected Lessons free porn video

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I had been dating LeeAnn for about six months. We were both ninth graders and in most of the same classes. Her parents, especially her father, were pretty strict, wanting to know where we go when we're out on a date and they also wanted to meet my folks before we first had a date. These days, that's pretty strict.

But, I think they approved of me, I get good grades and am a pretty 'straight arrow' kid, not a trouble maker or anything.

So, it was the summer before we became sophomores, and I was over at LeeAnn's house and it was almost eleven. Now, that has a significance because LeeAnn's parents have set eleven as the latest she can be out or have company even at home. Like I said, they're pretty strict.

So, I was planning on calling my mom to come and get me when LeeAnn's sister came over, she just lived next door, and offered to drive me home.

"Oh, I'll take Riley home, LeeAnn, there's no reason to bother his parents."

So, I kissed LeeAnn goodbye and her sister, Melanie, and I went next door, got in her car and drove off.

Now, a little about LeeAnn and Melanie. They are both blondes, LeeAnn is slender, about five foot three, nice figure (That means nice boobs, to a fifteen-year old boy, though I hadn't seen them, indeed, hadn't felt them.) and Melanie is several inches taller, a more full figure (Don't think 'chubby, ' she looked very good.) and was ten years older than LeeAnn. So, she was out of college and working.

In the car, we just talked about this and that and when we got to my house, she parked in my drive, turned to me and asked, "Have you and my little sister had sex together?"

Hardly what I was expecting.

"Um, no, no we haven't. I've never had sex and I'm pretty sure LeeAnn hasn't either."

She looked at me, grinned and said, "Have you ever thought about having sex with an older woman?"

"Well, no, I guess I haven't. I've never thought about it."

"I could teach you everything about sex, if you wanted me to."

Do I have to tell you the state of my cock at that moment? No, I thought not. Remember, Melanie was a very pretty girl, well, really, woman.

"Well, I don't know. I mean, the idea kind of scares me in a way. It's exciting and all but I've never done anything like this before."

"I know, that's why I offered. Maybe it's time for you to learn all about women and sex. It can happen, if you want it to. I can tell you that you will enjoy having sex with me."

"I, I think I want to."

"Okay, what are you doing tomorrow?"

"Oh, tomorrow. Um, nothing that I know of."

"Well, Riley, now you are. You're going to learn all about sex and I'm going to teach you. Um, I'll pick you up tomorrow morning at ten right around the corner over there and we'll have all day. Okay?"

"Yeah, sure, okay. I'm really excited."

"Yeah, I can see," and she gave the bulge in my pants a nice squeeze. "Save all your cum for tomorrow. No jacking off tonight, hear?"

So, after a miserable night trying to keep my hands away from my dick, I was picked up precisely at ten and we drove to Melanie's house. As we neared, she asked me to duck down, then drove into the garage and parked. Her garage was on the other side from her parent's house, so we wouldn't be seen going in.

"Here we are, Riley, follow me," and she led me back to her bedroom.

"Now, I think we'll start by taking our clothes off. Ready?"

I didn't even answer, just started peeling down. I had carefully chosen my wardrobe especially clean and new briefs which ended up on top of the pile.

As Melanie removed her clothes, I was introduced to her very beautiful breasts which were much larger than LeeAnn's, then to the rest of her naked body.

"Well, this is nice. My, you have quite a manhood, there. I'm a lucky girl, I think. Am I okay?"

"Oh, Melanie, you are beautiful. Perfect. You shave your, um, vagina."

"Ah, we need some anatomy lessons first. You know breasts, nipples, so let's get down below. Let me sit on the bed. Sit on the floor right in front of me, Riley, okay?

"Now, these lips are labia, pussy lips, and, yes, I shave all around my pussy. I like it this way but some women like their pubic hair. Now, let me pull my labia apart, see, in here, look, right up in there. Can you see a hole, oh, right there.

"That's my vagina. Would you like to put your finger in it?"

Oh, would I, I thought. And I did.

"Oh, it's nice and warm and slippery inside."

"Yes, you'll get to use it later."

Why I didn't cum right when she said that, I don't know.

"Go in and out with your finger some. Oh, yeah, that's nice. Just do that for a minute. Makes me feel good."

Well, it was making me feel pretty good, too.

"Now, I'll pull apart up here, oh, look, see that. That little bump. That's my clit. Have you heard of a girl's clit or clitoris?"

"Yeah, kind of but I don't know much about it."

"Well, it's like the underside of your cock right below the tip of your cock. Right where it's real sensitive. It will really get a woman off. Gently sucking or licking it will get her really hot. It needs to be treated gently. It can really hurt if you rub it too hard especially if it's dry.

"You probably can't see it but I pee out of a little hole above my vagina. I'll show you later when I need to go pee. Now why don't you get up here with me and get acquainted with my breasts while I play with your nice cock."

Did that sound like a great plan to me. Oh, her breasts were so soft and nice. This was heaven. I'd tried many times to get a feel of LeeAnn's boobs and here I am face to face with her older sister's feeling them all over.

"Rub around on my nipples, then lick them a bit. After that, try sucking them. Gently, of course."

Have I said, I'm in heaven? I'm in heaven.

Her nipples got really hard and they got bigger, I'm sure, especially after I'd sucked on them a bit. Boy, do I love doing that. I could suck her boobs all day. And, she could rub and play with my dick forever.

"Now, Riley, you can get back down on the floor right in front of me. Good, now get right up in between my legs and we'll start with giving me oral sex. So, you can kiss and lick me all around my pussy and make sure you lick not just my slit but all around. We love it when you get the whole area excited. All of it.

"Oh, that's nice, Riley. Yes, all around and you can gently suck all around, too. Mmm, yes."

My dick has never, ever been this hard before. I feel like I'm going to cum without anything even touching my cock. That would be a first.

"Now, let me widen out some, and you can just fuck me with your tongue, in and out."

She has the loveliest pussy, just perfectly formed, two luscious halves opening in the middle to heaven within. I poked my tongue in and out in the best imitation I could imagine of what fucking is like, in, out, in, out.

"Oh, Riley, yes, that's good, really good. Now, lick up and down some, then fuck me with it some more."

Following orders, I did exactly what she wanted and she was moaning and moving her hips around as I licked her pussy.

"My, yes, you're doing great. Now, go up and lick over where my clit is. Oh, yes, right there. Oh good. Gently pull back my labia and lick right on top of my clit."

I reached up and parted her pussy lips and began to lick the little knob she had introduced me to before. It seemed a bit bigger and she jerked and moaned when I softly sucked on it.

"Oh, yes, do that, oh, right there."

So, I kept licking and sucking her there and, then, she whispered, very faintly, "You can put your finger in, too," so I slipped my index finger into her pussy and she began to thrust her hips back and forth.

"Ungh, UNGH, UNGH, UNGH, UNGH, ungh, oooh, oooh, oooh, oh, don't stop, oh, please don't stop, suck my clit, oh, suck me, suck me."

Wow, I'd never seen a girl, well, woman, have an orgasm before. Oh, I've had a lot of them, sure, but, boy, she really went off big time. I kept sucking and licking and fingering her and soon, she said, "Oh, oh, that's enough. Oh, it's starting to hurt a bit. That's good."

I'm smiling, face all wet, looking up at her, kneeling in front of her between her legs, my cock standing tall, and she reaches down to hold my face between her hands and she gently pulls me up to her face and gives me a long, deep french kiss.

"Oh, Riley, if you do every girl like you did me, you'll get a lot of blowjobs and a lot of pussy. In fact, I'm giving you a blowjob right now."

So, Melanie had me get up on her bed and lay down. She took hold of my upright cock, knelt down and began to lick around the tip which was sensational. Oh, I've never been sucked before and when she put me into her mouth and began sucking, I thought I'd pass out. Nothing, nothing, has ever felt this good. Ever.

I reach over and begin to rub her butt which is near my arm. Then I move my hand and run my finger up and down her slit which is covered with moisture. As she sucks me, I insert a finger into her pussy lips and rub all around.

She keeps sucking me and as she does, I also feel her tongue swishing around over the head of my dick giving me the most incredible feeling. I just can't believe this is happening.

"Oh, that feels so good. Incredible. You are so good at this. Oh, oh."

She was rubbing my abdomen with one hand and it felt so nice and right below, my cock was being licked and sucked and caressed into paradise. I have never felt anything so wonderful.

Every suck, every lick brought me closer and closer to cumming. I was a goner. There is no way to resist cumming when Melanie was sucking me. I have never been so pleasured by someone in my lifetime.

"UNNNG, UNNNG, UNNNG, unnng, unnng, oh, oh, that was ... oh, oh."

She continued to suck as I emptied my cum into her mouth. She never slowed, never let up. The feelings just went on and on. It was, by far, the best orgasm I've ever had. Oh, by far.

She got up, lay down next to me and we hugged and kissed for a while as I ran my hands over her trying to forever memorize every detail of her naked body.

"Oh, Melanie, you were so good. That was the best thing in my whole life."

"Just wait 'til I fuck you, Riley. You'll see just how good I am in bed. I see you're pretty hard again. I just love you younger guys. Such nice hard cocks."

Well, I was loving it, too.

"Let me suck you a bit, get you really hard, then, I'll fuck your brains out. Okay?"

I smiled and said, "Who needs brains, right?" as she got down and started sucking me. She had just sucked me off about ten minutes before and it seemed even more intense this time.

Soon, she raised up off my cock, lay down and I got up between her legs and she gripped my cock and led it right inside her.

"Now, Riley, fuck me good."

I was determined to try my hardest (you can read that two ways, if you wish) and was fucking her like I only had five minutes of her time.

"Uh, slow down some, Riley, just take your time. Girls like it fast sometimes but we often like it nice and slow so we can enjoy and feel every little feeling. Just like a fine meal."

So, I slowed down and took deliberated strokes in and out and she began twisting her butt around as I went in and out. Oh, did that feel good. Oh, yes, slow and nice.

"Mmm, see, doesn't that feel good? Make your cock happy?"

"Oh, does it. You sure are good at this. I think I'm in heaven."

"Told you I was good. Lots of practice. I'm a girl that just loves to fuck. And be fucked. Like right now," and she started twisting her hips the other way around. Oh, delicious.

"Oh, that feels so good. I can't ... UNNN, UNNN, UNNN, unnn, unnn, oh, Melanie, oh, feels so good, oh, man."

I dropped down and was kissing her and thrusting my cock into her and she wrapped her legs up around my back and pulled me tight into her.

"Ew, I want all your cum, Riley. Every drop. Mmm. Squeeze it all out. Right into my pussy."

She rolled over and on to me and began kissing and licking my face and shoulders and chest. I was getting hard again. Oh, yes.

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Hi this is Arjun again for ISS. This is my second story for ISS. To get to know a little about myself and to know what happened before this story PLS check out the previous story “Unexpected Restroom lust”. The previous story had a few spelling mistakes and I think this will too :P. Pls bear with me. This story is a continuation of my first sexperience with my college mate JananiPriya, that too in our college restroom. Weird place to have sex isn’t it. So, with no time to waste; ill start the...

4 years ago
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Unexpected Sex Experience With Lustful Neighbor

Hi friends… Gary from Calcutta. Thanks to ISS for publishing all my previous stories and the wonderful responses from the readers. I have been blessed amazingly in matters of love and sex, especially in last 3 years after coming to Calcutta. For those who are reading my escapade for the first time, I am a 34 year old guy with lots of sex drive. I love to keep myself fit by regularly gymming, and various sports. And being a part of a high end residential society, get many chances to interact...

2 years ago
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Unexpected Sex With School Friend

Hi this is Rohi, I am gonna share with you a story of me and my School friend I use to live in a rented house in Mumbai alone. My daily chores include of morning office evening making dinner and sleep.one day I was bored of going office so decided to skip by giving reason of not well. It was raining heavily outside suddenly I called my school friend Priyanka who was working in nearby area and told her to visit at my place as I was alone and bored . She came within an hour fully drenched in...

4 years ago
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Unexpected Fun After A Ball Party

Hi, this is my first story at ISS. I have been a regular reader of sex stories over here and at last thought to pen down my real experiences. This is my first experience which I am writing here. I am not a descriptive writer so Please forgive me for my mistakes. Fair comments will encourage me to further share my other experiences in a better way. You can send your feedback on my mail address at I m raj at present 32 years of age, highly educated,well mannered, suave and articulate . I stand...

4 years ago
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Unexpected Mommy Parts 1 2 and 3

Unexpected Mommy - Part 1 By Trish5160 My name is Alex. I'm 14 and out of three boys born in my family, I was the youngest and like the runt in a litter of kitties. I am either blessed or cursed with gynecomastia, depending on your perspective. Gynecomastia is unexplained breast development in guys. No one really knows why this condition exists or what triggers it. There are a lot of theories, one being an imbalance of hormones at birth. A boy like me who's body has produced...

4 years ago
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Unexpected

I have always loved reading. I read all sorts of books, both fact and fiction. I like travel books, history books, biographies, mysteries, murders, in fact all sorts of reading material. My very favourite are short stories with a twist in the tale: Those clever stories that have an unexpected ending. A favourite author is Jack Finney whose tales are often about shifts in time. The titles of his various books on Amazon give the clue to his obsession with time - “Time and Time Again,” “About...

1 year ago
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Unexpected Surprise on a Road Trip and Pleasure Free Sex Stories and Adult Erotica Stories

I was going home after a long day’s work and didn’t feel like driving in the crappy weather. It was raining cats and dogs, anything was hardly visible and roads were flooded. In that weather, I found a girl looking for lift. I had to stop and I watched her as she slowly walked towards my car. She stood at the window hesitating. I assured her I am not some kind of psycho. She smiled and slowly got in. I turned on the blower, she was dripping wet. I started the car and slowly drove around. I...

Shemale
3 years ago
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Salvation Ch 26 Painful Lessons

Miss Hilda Ashton sat at her desk reviewing the newcomer's reports, the most recent being that of Emily Ashby. She remembered Emily from the special lesson that she gave her during her interview, a warning if nothing else, but nevertheless an opportunity to enjoy her lovely charms. From Emily's report, Miss Ashton was able to see that she had settled in well and was becoming an able and studious pupil, but secretly she hoped that the child would rebel. Several soundproofed...

2 years ago
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Driving Lessons

Riding the bus home from school, Amanda looked out the rain-streaked window. "It's not raining too hard," she thought to herself, "maybe Mike won't cancel out on me." Mike was Amanda's older brother and the person who would be giving her driving lessons. He was volunteered for the position by their parents and although he was soon to be 19 and getting ready to graduate, he didn't really protest much. Mike and Amanda had learned early to help each other out as their parents had high-pressure...

2 years ago
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Piano Lessons

Monica’s piano students were mostly younger beginners, but she did teach a few very committed and talented high-schoolers and one or two grads. One of her brightest stars, Josh, was about to turn 18, and for some time now, he had shown a boyishly awkward, obvious crush on his gorgeous 31-year-old teacher.She found it, and him, absolutely adorable, and after a time, his attentions even boosted her erotic daydreams. It never got in the way of the lessons, as once they got concentrated on the...

2 years ago
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Private Lessons

Private Lessons Adrienne groaned in frustration. The professor walked through the classroom passing out the rest of the tests. The big, red, 52/100 mark glared up at her from the paper on the desk. Another F. With only two more weeks until finals, there was no way that Adrienne would be ready to pass the big exam in her grammar class. Maybe she should just drop it and switch her major, that way she wouldn’t have to take this stupid class. But she wanted to be a journalist so badly. ...

3 years ago
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Lessons

Lessons Inspired by a movie, a husband tries to paint his wife's nails. He's not very good, so he ends up with a very public lesson in the proper technique. Don't try this at home. That's the disclaimer they give on those extreme stunt shows. Maybe they should have put that in the movies, too. For when I tried to copy a scene in one movie, things just got out of control. My story begins happily. I was in my mid twenties, employed as an advertising copy writer and already...

4 years ago
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Innocent Keerthana Gets Sex Lessons

Raj was looking for a new place to stay. It became hard for him to search for a place as he is a bachelor. His office colleagues suggested a place where a family of the mother (Anjali) and daughter (Keerthana) stays. Keerthana is a 19 years old traditional, orthodox, Brahmin girl, whose father was very strict. He restricted her talking to boys and made her study in an all-girls’ school and even made her quit studies after the 10th. So she had no knowledge of how to behave with boys and was not...

3 years ago
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Dancing Lessons

From our perspective, all our teachers were old, but knowing this was Miss Hanson’s first year at least distinguished her from Miss McGraw who’d taught our parents. I liked Miss Hanson from the first because she knew about everything. How glaciers scooped out lakes, how Amelia Earhart crossed the Atlantic, whatever struck our fancy. We boys were more interested in glaciers; the girls, of course, Miss Earhart. “It’s a big old world, but not too big for not getting back,” as Miss Hanson put...

4 years ago
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Driving Lessons

I had a real problem. My parents promised to buy me a car once I got my license. Sounds easy right? Well, it wasn't. Every time I approached them about taking me for a driving lesson, they were always too busy. This went on for two years until my 18th birthday came and went, and I still wasn't any closer to a set of wheels. Luckily, Grandpa Boyd offered to teach me. Even though he's over 65, he doesn't drive like it, so i figured I'd be in very good hands. But Grandpa ended up teaching...

3 years ago
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Unexpected Consequences

Unexpected Consequences A cross-dressing husband is caught, understood and surprised! My gorgeous wife had taken the weekend away to look after a sick friend of ours and would be away from Friday night to late Sunday. I had mixed feelings, being sad at her absence over the weekend but.............well my hidden 'special' needs were screaming out for fulfilment and here was a rare but opportune time to indulge them! Saturday mid-morning saw the sudden re-appearance of Claire. I heard...

1 year ago
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BBW Emmy Gets Cocksucking Lessons

This story was told to me by my girlfriend Emmy, it happened a few months after our fun summer together when we were teens, and obviously before we started dating 25 years later.This is how she became the best cocksucker around.Emmy was 15 at the time, a sophomore in high school. She's short, 5'2" tall, and chubby, at 170-180 lbs. She had a pear shaped body, with small, A cup tits, and a big, perfectly round ass.Her best features are her nipples, which are as big as my fingernail, and that big,...

3 years ago
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Anatomy Lessons

Anatomy Lessons By billy69boyI was so engrossed in solving my daily crossword puzzle that I hadn't noticed my young neighbor approaching. "Good morning, Mr. Gaines! You're up early today," the sweet voiced girl called out cheerily. I immediately looked up from my newspaper and instinctively closed my legs so as not to embarrass the girl, or myself, for that matter."Hello Kendra, how are you?" I had forgotten that school was done for the summer, and as in years past, Kendra had come over to...

2 years ago
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Allison and the PrimdalesChapter 68 Lessons

Lissa felt a little nervous sitting in Meg's car as the two of them drove to Sandy's apartment. She had never been to Sandy's place before, but that wasn't the reason. It was only natural for a girl to be a little scared knowing that in a few minutes she would be starting on the road to becoming a lesbian. Meg asked her for the fourth time if she was sure this was what she wanted, and Lissa nodded. She had made up her mind. This wasn't just about seducing Alya, though that was a large...

1 year ago
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Driving lessons

Rachel Doyle stirred drowsily in the fragrant bubble bath as the shrill ring of the alarm clock woke her from her slumber. She had fallen asleep for 20 minutes in the warm scented water and reached drowsily for the bath-tub plug to release the soapy suds and quickly shower. The pretty 24 year old brunette was 6 months into her in-turnship with JP Morgan and was anxious to climb the corporate ladder and join the rat race in the world of investment banking. Thus far she was well on her way, with...

Group Sex
1 year ago
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Love Lessons

It was the summer between my freshman year and sophomore year of college. My parents had run off to Europe for 2 months---without me. I was bored and spent a lot of time reading magazines and texting my best friend Veronica from the comfort of a pool chair. One evening after dinner, I was finishing yet another magazine when a frisbee flew over the fence. Through the slats I could see my next door neighbor's face. His name was Lance, and he had been my neighbor for about 5 years. He and his wife...

First Time
2 years ago
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Unexpected Opportunity Unexpected Bonus Pt 2

I stood naked in front of my full length mirror. I absently stroked my shaven pussy as I thought about my evening with Gerald. It had been two weeks since we had our unexpected encounter. I constantly thought about seeing him again. He hadn’t come back the following day and I was beginning to think he was regretting what he had done. I didn’t completely blame him, I mean he did have a wife and kids. I’d better get dressed, I thought. I was meeting the girls downtown at our favorite bar. I...

4 years ago
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Unexpected Hot Sex With A Hot Stranger

Two totally true stories from when I was much younger. Two different strangers (both of them hot by the way) try to hit on me. And they both succeed...Story 1: I was 22. Me and a friend walk into a jazz bar for one last drink to cap off a long night of bar hopping. A live jazz band was playing and they were very very good. The place wasn't crowded but it wasn't empty either. It had a great vibe going that night.I notice a very pretty woman with a hot body sitting on some much older guy's lap a...

4 years ago
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Unexpected morning

Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body she...

3 years ago
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Unexpected night of fun

It was a warm spring evening and the smell of the rains from that afternoon was still in the air. With the windows of my truck rolled down as I drove, I could smell the sweet smell of the spring plants mixed in with the wet stone smell coming up from the streets. I enjoyed the refreshing air. I had been home alone, bored, and decided to seek some excitement. I had no idea what awesome experiences were in store for me this night. In my head I had been going back and forth about where to go. A...

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