Category: teen

Nikki Is a Cock Tease

There she was, running the track again in those short very tight fitting pants and sports bra. She was the biggest flirt around always teasing guys with her skimpy clothes. I was there playing footy (I’m an Aussie). We were doing tackling practice and I was staring at her running past us. Little did I know it was my turn to get tackled. I may be 6 foot 4 but when your standing flatfooted with one hand down your pants being tackled really hurts. I pulled the grass from my hair and got up staring at her again, she was giggling as she ran on past.

After training she came up to me to say hello. “Hi Smitty How was training?” She asked doing her beautiful blonde hair into a pig tail. “Hey Nikki, yeah not too bad.” I started to shake, she was soo hot.

Nikki was my next door neighbour, we used to hang out as kids but when we mad high school she got sexy and lost interest in me. “Will you walk home with me Smitty?”

“Of course.”

We got walking and I could tell a few of my footy mates were excited for me. When we got to her house she asked if I wanted to come in for a while. I asked if here parents were home and she said the wont get back till late. I complied and walked behind her, her shorts had rode up and I got a great view of that sex ass of hers. I guess this would be a great time to describe her. She was a very sexy blonde not too good with heights or bra size but I guess she is about 5 foot 4 and a very descent cup size. She has a beautiful firm ass with sexy legs.

When we went inside the house was just as I remembered. We went to her room up stairs; this was also as I remembered but with the exception of all that sexy underwear on the floor. “Smitty would you please give me a massage? I’m really sore from my run.”
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Drive In Memories

I guess everyone my age has some drive in memories. I have a lot actually but one night in particular stands out in my mind. It was 1966 and I was a newly liberated young woman of 19, all graduated from High School and on my way in life. I’d managed to land a job as a stewardess and was preparing to move to Minneapolis to start work. My boyfriend Bob wasn’t thrilled at the prospect of losing his “Hot blond surfer girl” as he called me, but I was thrilled at the upcoming opportunity.

The night in question began rather awkwardly. My little sister Crissy had been seeing a boy and, after two dates to chaperoned high school events, they wanted to go to the drive in to see a movie. Our mom wasn’t too keen on the idea. I don’t know why she was so protective of Crissy. Maybe it’s because they look so much alike. My sister has small, almost non-existant tits but with large firm nipples that are actually flat on the tip. Her butt is rather prominant and she sports a shock of curly red hair. She doesn’t think so, but she’s actually really cute. Our mom has similar features and, though her hair has lost it’s color, she was a redhead too at a younger age.

Anyway it was decided that we would “Double” to the movies. “She just might need a little looking after Debbie.” My mother told me.

Oh Great. Just what I wanted. Babysit my little sister on probably my last night with Bob before I left for Minnesota. My mother was adamant and I knew I couldn’t change her mind. Bob, as you might imagine, was similarly disappointed. “She’s 18 for God’s sake! Can’t we ditch them?” he hissed.

At a drive in? Besides, we were taking my sister’s date’s car. It was a big ’65 Ford Galaxy so there would be plenty of comfortable seating. That’s just fine and dandy except Bob and I didn’t exactly want to “Sit.”

So Bob met me at our house and we waited for Crissy’s date, Matt to show up. Crissy was wearing a typical outfit for her: A short green dress that did nothing to accentuate her positive features, no bra since she didn’t really need one, and, I assumed, white cotton schoolgirl panties. The only kind we were “Allowed” to wear.

Matt finally showed up and I was surprised to find Mr. Tall Dark and Handsome standing there when my mom opened the door. I wondered why he was interested in Crissy who rarely dated and was introverted and shy by nature. He extended his hand and squeezed mine when we were introduced. His dark brown eyes just burned into mine!

“Crissy you didn’t tell me your sister was Kim Novak!” he joked. He really was a hunky guy! I guess they’d been assigned as lab partners in chemistry class and developed a little chemistry of their own! Bob and Matt knew each other from the track team so the four of us actually got along pretty well.

We headed out for the Sepulveda drive in which was considered the local “Passion Pit.” We’d told our mom we were going to a walk in theatre just to appease her but…nah! The conversation was flowing as we drove along and Matt spoke to me several times, always calling me by my name, which was…nice.

The movie we went to see, Alfred Hichcock’s “The Birds” is now considered a classic but I really didn’t think it was so great back then. Especially when Bob took me in his arms and began to french me right there in the back seat. I forgot all about my little sister and her date in the car with us and eagerly returned his kisses. We both felt the urgency of our now limited remaining time together. I reached for his cock and wasn’t at all surprised to find that it had already hardened in his pants. Oh my God! what could we do?

My little sister, whom I assumed was still a virgin, and her boyfriend whom I’d virtually just met were only a few feet away in the front seat! Matt had his arm around Crissy and they seemed to be engrossed in the movie. With my heart racing, I unzipped Bob’s slacks and reached for his cock, hoping a hand job could be discreetly accomplished here in the back seat.
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Head Cheerleaders Virgin Ass

The year was 1994. I was 18 years old and about to graduate high school. The prom was only a week away and I did not have a date. I was an average looking guy. I was 5’10, 190 lbs, short dark hair, and dark eyes with a decent build. I guess my best quality was tucked away in my pants. My dick was nearly ten inches long and very thick. Having had a girlfriend in private school for three years, whom I had just broken up with, word had not really spread throughout school about my goods.

Through out my senior year I was in love with the Jeanine. She was the captain of the cheerleaders, the Student Government President and had been elected homecoming queen easily back in the fall. However, she had been dating this guy named Dan and I figured since they had been together for two years, they were never breaking up.

Much to my surprise the week of the prom, Jeanine & Dan broke up and Jeanine was now dateless to the prom. I seized my opportunity and asked her to go. Since we were friends and she knew, I too was coming out of a relationship, she figured we would have fun.

The night of the dance, Jeanine looked gorgeous. Decked out in a black strapless dress, that ended two inches above the knee, her 34 C tits were well accented and of course her blonde hair and blue eyes started giving me dirty thoughts as soon as she opened her front door. To make matters worse, Jeanine was wearing this sexy red lipstick and all I could think about was what it would be like to have her luscious lips wrapped around my dick.

I got a limo for Jeanine and me since she did not want to go with her friends because Dan would be there with his date. I took her to dinner and then off we went to the prom. In the limo we shared a bottle of wine and we were both feeling very good as we entered the prom. I was loving life considering I had the hottest girl in school on my arm.

Jeanine was also a member of the school dance team so needless to say she was a fun date. It was during the song Rump Shaker by Wrecks N Effects that I knew our night might get interesting. Freak dancing was huge at the time and during this song I was behind Jeanine who of course at the start of the song was grinding her ass on my cock. I could not stand it and got full erect almost immediately. Jeanine reached one hand behind my neck and pulled me in and whispered into my ear, “Easy tiger.” As that song ended a slow dance came on and of course Dan came over and asked if he could cut in. Jeanine said no, and of course Dan made a scene. I suggested he go back to his date but instead he pushed me. So I clenched my fist and clocked him in the nose. Jeanine smiled and thanked me, a few others patted me on the back, but the principal suggest I leave.
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Neighbor Teen

David was a twenty-seven year old postal worker who lived in a quiet suburb. Across from him lived a widow named Jill and her nineteen year old daughter. The daughter was a tall skinny girl with pale skin and freckles on her cheeks. She liked to wear halter tops and short skirts which showed off her round bottom.

One Friday as David was coming home from work, he looked up from his newspaper and noticed that Jill’s daughter was sitting cross-legged across the way from him. She had on a yellow halter top with pink roses and a green, pleated skirt.

David pretended to be looking at his newspaper, but instead gazed intently at her long legs, shiny with glimmers of perspiration. Although she was thin, the girl had strong legs from all the walking she did weekends, as a waitress at a steakhouse. David’s hands began to feel wet and clammy. The sight of this nubile teen aroused feelings of lust. He thought about rubbing his hand up and down her tight, muscular calves. She was looking out the window watching the route the bus was taking and twisting her brown hair with her finger.

David felt jittery as he expected the young female to notice at any moment that he was staring at her. As the bus stopped at a red light, the cute teenager leaned over to scratch her knee uncrossing her legs. Her brown hair fell forward, covering her face. Forgetting to cross her legs, she leaned back and her skirt hiked up half an inch. From his vantage, David could see a strip of white cotton between her legs, covering her pussy. David saw the way the thin material was slightly raised by the outer edge of her young vaginal lips.

David waited for her to cross her legs again, but she kept them open. Seeing this pretty teen’s white panties made his lust grow stronger. David was getting an erection that dug into his thigh and he shifted his rump to make himself more comfortable from the ache of his manhood.
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Coed Showers

“See you tomorrow morning Nicki,” Leah yelled as she headed to the shower after her early morning run. “This has to be the only part of dorm living that I can’t stand,” she thought, “coed showers. You know it’s bad when you have to get up at 5 o’clock in the morning to actually get a shower to yourself. I wouldn’t mind sharing that much, if it was girls I’d be sharing with. There’s just something wrong about showering with a guy.” When Leah reached the showers, she realized that she had forgotten to stop back to her room and get her shower supplies and clean clothes. As she was walking towards her room, she saw Matt, a fellow student heading to the showers.

“Well,” she thought, “do I skip my shower or do I just give up and share the room with a guy? I guess I’ll just have to share and be friendly.” With that thought, she hurried in to her room.

“Damn it, where did I put my shampoo Leah asked as she frantically looked around. “There it is. Great, now I have everything. On to the showers.”

When Leah got back to the showers, she carefully checked around to see if anyone else was in the shower. After she was sure no one was there, she selected a shower, turned on the water, took off her clothes and got in. Once she was used to the water, Leah began her shower routine. She started with her long blond hair, lathering it with foamy suds and then rinsing it clean. Next she worked in the conditioner. Leaving that it, she began to wash her body. Leah squirted a small amount of body wash on to a body puff, worked it into a lather and began to scrub her body.

While Leah was busy washing herself, Matt had walked in, and noticed she was there. For weeks Matt had noticed Leah, how sexy she looked when she walked, how blue her eyes were, how soft her hair looked, and how nice her tits looked when she wore some of her more revealing tops. In fact, Matt had slowly but surely become infatuated with Leah. He had been hoping for weeks to find her alone and be able to introduce himself but it just hadn’t happened. Now here was his chance, but what could he say to her? Then it dawned on him, he’d peek through the curtain and ask her if he could borrow her shampoo. It was worth a try.

So Matt got in the shower next to Leah, took off his clothes and got wet. Then her got out, walked over to Leah’s shower, pulled the curtain aside and stuck his head in.

“Excuse me,” he said, “but I seem to have forgotten my shampoo, could I borrow yours?”

“Well here’s my chance to be friendly.” thought Leah. “Sure you can, just a second, let me get it for you.” she said. “Wow he’s really hot, maybe this coed thing isn’t so bad after all. I should see if he interested in me. This might actually be pretty fun after all.” Leah thought. Then she turned to Matt and said,
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The Head Cheerleader

“Here’s a picture of me at Mt. Rushmore.” The girl in the picture was a High School aged version of my Jan. The similarities were obvious, though over 10 years had passed since this photo was taken.

It was a rainy Saturday afternoon; our planned picnic had been aborted. Looking for something to do after a morning of sex, Jan brewed a pot of coffee and we started going through old photo albums. Though a wantonly sexual creature, I had always enjoyed Jan’s sentimental side. We had been at it for hours, looking at the photos of her childhood and High School and college years.

She turned a page in the album. She grimaced. “Oh, this is me on the cheerleading team.” Once again the girl in the photo was my Jan, looking very girlish. The blue sweater she wore in the photo fit relatively loosely, her skirt shorter than anything I’d seen her wear in the six months we’d been dating, her dirty blonde hair pulled back into a ponytail.

“I like it!” I smiled wickedly. Jan wasn’t the kind of girl I would have pictured as a cheerleader. A staunch feminist, she was very vocal about girls being pigeonholed into gender roles.

“Oh, I was so dumb!” She was on the verge of getting mad. “I can’t believe I did something so stupid!”

“It’s just something girls that age do,” I stroked her hair lightly, “besides, you were definitely cute enough to pull it off!”

“Oh stop!”

“No, really,” I grinned, “you could still pull that look off if you wanted to.”

I was trying to flatter her, but I wasn’t exaggerating. at 28, Jan still had a cute quality about her with her slightly upturned nose and infectious smile. Her body was still trim, though her hips had widened a bit over the years.

“I don’t ever want to look so stupid again!” She was a little angry.

“I’m sorry,” I said, “I’m just teasing you a little.”

“It’s not you.” She turned the page in the album. That page contained a number of cheerleader photos as well.

“What is it then?” I asked. I was a little concerned about her mood. “Bad memories?”

“Sort of. Do you see this picture?” She pointed to a photo of her and the rest of the squad in a posed photo. “This was before my first game. Just before the game my boyfriend saw me in the hallway. We stepped into a doorway and made out for a couple of minutes. His dick was so hard! He was feeling me up under my sweater and I was getting really hot for him. I told him how bad I wanted him and we decided to meet after the game.

“During the game, boys I knew from school came up and talked to me. Boys who normally didn’t talk to me now acted like we were old friends. I noticed a few of them had hard ons.” She grinned at me. “Yeah, girls notice that sort of thing. I started realizing the effect I had on boys, and it was getting me a little worked up. I was a little more enthusiastic, my leg kicks were higher, and I wiggled my ass more seductively. Cheering was making me really hot!

“By the end of the game, my panties were soaked! I needed my boyfriend so bad! We met just outside the locker room right after the game. I pushed him into an unlocked Janitor’s closet and started kissing him. I had planned to take him home and fuck him, but I was so horny. I could feel his hard cock as he ground it against my belly.
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The Hot Spot

I am a 26 year old marketing consultant who works in New York City and lives in the suburbs. I have always done very well for myself with women, I am “boyishly” good looking, very well built, and what some call a smooth talker . I have charmed many a woman into bed, but, The experience that I had a few weeks ago was by far the best of my life.

I have just gotten out of a relationship with a 22 year old woman, she was unbelievably good looking and was great in the bedroom. Unfortunately we didn’t see eye to eye on relationship issues and we parted ways. Now, I was a bit upset I cant lie, we had spent a lot of time with each other’s families and had really grown fond of the set-up. My friends trying to cheer me up convinced me one night to meet them at a club in the City they have been frequenting.

I hopped the train after work and hit the Club. It was an old theater and it was really nice from the inside, the techno music was so loud that you felt every beat in your chest. I had been to a few Raves before, but, this one was the livest so far. I bellied up to the bar and began to notice all the hot young women around. Dressed in hardly anything they were grinding to the music and doing shots all around me.

I guess this is what I have been missing not going out and all I said to myself as I ordered a drink. Just then I spotted my friends and went over to them. My one friend handed me a little tablet and smiled as he popped one in his mouth as well. I tried to ask him what it was but the music was way to loud. I mouthed the word Ecstasy to him and he smiled and nodded. I popped the pill and swigged my beer to wash it down and we high-fived and laughed. We had quite a few drinks at the bar when finally I had to go to the bathroom . It was so jammed packed with people I could hardly move. I was definitely feeling the effects as I made my way through the crowd. The girls in the club were absolutely beautiful. when I brushed up against a girl as we tried to pass each other in the club I felt waves go through me. The bass was sending waves through me as well. I watched as a girl belly danced to the beat, the dance floor was a sea of people grinding and that’s when I saw her. My ex-girlfriends sister was grinding on the dance floor!!!

She looked amazing. She was blonde and very very petite. Green eyes and pouty lips. She wore a metallic silver half shirt which not only showed off her pierced belly button, but, her hard nipples and her small perky tits as well. She wore tight leather pants and swayed her hips rhythmically to the droning Techno beat.

I always fantasized about making love to her. We would exchange a kiss hello and goodbye at family functions, but, I always thought there was something more to the hugs and kisses and looks we exchanged.

I started to notice how sexually she was grinding to the music and decided I was gonna go for it. I danced my way over and “accidentally ” bumped into her. She turned around and when she saw me her face lit up.
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Cheerleaders First Time

It was a chilly night in November, the football team sucked a big one but Mike just went to hang out with his friends, and watch 18 year old Stacia cheer in front of the stands. She was beautiful. They had known each other for as long as they both could remember. High School had been harsh on both of them. Stacia had just got out of a long term relationship and Mike had just had a few short-timers.

Stacia was still a virgin, an extremely sexy one. She was about 5’6” tall and probably about 105 lbs. She had beautiful blonde hair just past her shoulders, and the smoothest, sexiest tan legs. One of the things that made Mike squirm the most was Stacia’s lips. Her lips were perfect. Mike had fantasized about her lips since he started fantasizing about anything.

It was halftime and Mike decided to go get a drink at the concession stand and he saw Stacia standing alone at the back of the line. Mike joined her and they talked a little bit about what was happening with people at school, just the latest gossip. Just before Mike was about to return to his seat Stacia told him that she did not have a ride home from the game, her mom had her car for some reason, so she needed a ride. Mike happily agreed and returned to his seat.

After the game Mike went to his Chevy Blazer and pulled it up to the exit from the stadium and waited for the beautiful blonde, slim cheerleader. After about 5 minutes of watching her talk with some of her friends she skipped to the vehicle.

“Hey! I’m ready”, Stacia said as she got in the car. Mike started down the road and they listened to the radio and talked some more. Finally, Mike decided this was the time to admit his—for lack of a better word—crush on Stacia.

“You know, Stacia, I’ve always wanted to tell you what I think of you”

“Yeah? Well what do you think?”, she said with a smile.

“Well, you’re just so nice to everyone and so beautiful, and I’ve always admired you, you know, ever since I’ve known you I guess.”

“Awwwww, Mike”, she giggled a little bit, “I know how you feel.”

“What do you mean by that?”, he said with an anxious look.

“Well, I’ve felt pretty much the same way about you for a long time”, she smiled.

“Really!?”, he exclaimed in surprise.

“Yeah”, she said blushing a little.

“That’s really weird, I expected to get shot down or laughed at, this is great!”

She giggled a little bit and thought about what was happening and told Mike that she was a little bit hungry. They talked about their newfound emotions for each other as Mike drove to Sonic. Mike bought Stacia what she wanted and he just got a Coke.

Stacia lived out of town on a dirt road, so Mike started that way. It was about a 20-minute drive from where they were. Stacia took some ketchup and smeared it on Mike’s face.

“Hey! What the…”

Stacia giggled as Mike turned his vehicle onto the dirt road, “Oops, it looks like you have something on your cheek.” Stacia leaned over and slowly licked it off.

Mike shivered and pulled over. He turned his head to her and softly kissed her lips. He had been hauling something in the back of his Blazer earlier that day, so he had the back seat folded down. He remembered this and motioned for her to crawl in the back. He followed close. They laid down facing each other and he kissed her again. She slipped her tongue between his lips and he massaged it with his. Mike slid his hand around her waist and pulled her cheerleading skirt up and put his hand on her ass. With the other hand, he slid it under her right side and pulled her on top of him.

Stacia rested her body on Mike’s waist as they passionately made out. Mike placed both of his hands on her beautiful ass and massaged it. Stacia’s hands made their way to the top of Mike’s hands and she squeezed, too.

Stacia stopped kissing him and bit her bottom lip as she slid his shirt off him. Mike slid his hands up her cheerleading top and slid it off. She was wearing a white sports bra underneath. With one hand he helped her slide her bra off and with the other he massaged her slightly damp, tight virgin pussy through her cheerleading panties. She slid her hand down and helped him massage her pussy, and at the same time she unbuttoned his jeans.

Once she had them unzipped, she slid her body down and pulled his shoes off and then his jeans. She slithered back up and Mike couldn’t take his eyes off her beautiful body. Stacia slid his boxers down and off and began to work his cock, which was as hard as a rock by now, with her hand. Mike stared at the ceiling of his Blazer while she jacked him off slowly. His breathing picked up and finally he looked down to see that the lips that he had fantasized for so many years were about to take his cock between him. His heart rate increased in anticipation and finally she slid his cock into her mouth and started to suck.

Mike could tell that Stacia had some experience in this field, and he was grateful. Stacia slid her head up and down on Mike’s cock, taking in as much as she could handle and sucked with all her might. She used her hand to massage is balls. Stacia took his cock out of her mouth and licked up and down all of it’s sides and licked down and started to suck and lick his balls, one by one. This put Mike over the edge, he began to moan loudly and breath extremely hard. She jacked him off hard as she worked his balls with her mouth. Mike ran his fingers through her beautiful blonde hair. Stacia licked back up and took his cock back into her mouth and kept jacking it off. Finally, Mike shot the most violent load of cum he had ever unloaded, deep into her throat. She swallowed it happily and smiled at him.

Stacia crawled up his body and rested on him and kissed him.

“Stacia, baby, that was unbelievable”

“He he, Mikey, it’s not over”, she told him.

This made Mike’s cock grow for the second time nearly instantly. He reached around Stacia’s cheerleading skirt and unzipped it. He crawled up on top of her and went down and slid her soaked panties off. Mike began to lick her tasty wet virgin pussy and she began to moan loudly. She grasped his hair in both hands as he slid his middle finger into her pussy until he brushed up against her cherry. He smiled. Mike began to work her pussy with his middle finger as he took her clit between his lips and worked it with his tongue and lips. After a while, Mike licked his index finger and tried to slide it into her wet pussy. He was amazed to find that even thought she was so wet, he could not get a second finger in her!

Mike realized that his cock was at least the width of three of his own fingers. He wondered how hard it would be to open up this virgin hole. He licked and fingered her until she screeched and came all over his fingers.

Mike crawled up on top of her and kissed her passionately as he slid the bottom of his cock up and down on her clit. Then, he rested the head of his cock at the opening of her pussy and stared deeply into her eyes. He slowly slid the head of his cock into her pussy and she started to moan. He worked the head in and out of her about 10 times before he slid another inch into her. She moaned louder. After another 10 pumps he slid the rest of his cock in, feeling her cherry tear apart.

Stacia screamed loud and grabbed Mike’s ass hard. She felt a tear roll down her cheek, and didn’t bother to wipe it. She could feel his massive cock slide into her pussy. She felt him fill up her tight hole. She was overcome by pain and pleasure and she didn’t care about anything but Mike’s cock filling her up. She moved her hips up to meet Mike’s cock. After a good 5 minutes of Mike working her. His cock was all the way in her.

Stacia breathed heavily and looked into Mike’s eyes, trying with her hands to pull him in deeper. Mike left his cock as far in her as he could get it for about a minute, he moved it a few millimeters every few seconds. Finally, he pulled it out all the way and slid it back in. Stacia rested her head on the floor and stared up. Mike pumped her pussy very slowly. Stacia was moaning loudly.

Mike was so amazed at how tight her pussy was. It wrapped around his cock like a glove, a very tight glove. His eyes rolled back into his skull. The pleasure her tighter than tight, recently virgin pussy was bringing him was 20 on a scale of 1-10. He began to pick up speed, sliding his cock deep into her and back out. He could hear her moaning loudly.

“Mike! Go faster baby”, she cried out.

Stacia could feel the pressure every time he slid his cock into her. She moaned loudly every time he reached the limit of her depths. Stacia met Mike’s pumps by moving her hips every time. She started breathing more heavily and slammed her body up bringing his cock deeper than it had been before and she cummed hard, covering mike’s cock.

Mike could feel her hot cum all over him and it took him the rest of the way. He slammed his cock deeper into her a few times and shot his load deep into her tight pussy. She screamed and moaned as Mike collapsed onto her petite, tan, beautiful body. She kissed him all over. Mike lay there breathing heavily, catching his breath while Stacia patted his cock as it softened. Stacia’s pussy leaked cum out all over. The windows on the vehicle were fogged up all the way. It was really late.

Stacia and Mike got dressed and they finished their trip back to Stacia’s house. Once they got there, Mike kissed her passionately and she told him to come over tomorrow. Mike smiled and drove off; he was the happiest man alive.

Stacia couldn’t believe how wonderful it felt having Mike’s cock deep inside her. She couldn’t wait until tomorrow when Mike would come over.

I Bet You I Could

“I bet I could suck his cock by the end of the week!” boasted Jessica, flipping her blonde hair behind her.

“You little slut!” laughed her best friend Amy, lightly pushing her, the two tumbling into each other. The pair were hanging out on Amy’s bed after school, as they had done almost every day since they were eight. Growing up together, the two would use the time to share whatever was on their mind, from fashion to fights with their parents. Now that they were eighteen, what was usually on their minds was sex.

Amy rolled off Jessica so that they were now laying down side by side, staring at the ceiling. “But, Mr. Crandall is, like, 10 years older than you for chrissakes, not to mention he could lose his job!”

“Yeah, but he still has a cock, doesn’t he?” Jessica pushed her tits up and together, straining her cleavage upward toward Amy. “And no matter who it’s on, the cock wants what it wants.” The two broke up into hysterical giggles once again.

Amy sat back up. “All right, Miss Confident, prove it. I’ll bet you fifty bucks.”

Jessica pursed her lips, intrigued. “If I suck off Mr. Crandall–”

“Within seven days,” interrupted Amy.

“–then you’ll give me fifty bucks?” finished Jessica. Amy nodded. “I’d do it for free!” she shouted, to more giggles from both.

“Fine,” eeked out Amy, her voice still choked with laughter. “I’ll up the challenge. You have to tell him up-front what you’re trying to do!”

Jessica’s eyebrows shot up. “That all you got?”
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Annas First Time

I have a girl that works for me in my law office every Saturday. Her name is Anna. She’s such a delight, a sweet innocent young girl. Saturday is the day I’m always there alone catching up from the week while Anna does all my filing for me. Anna is really quite a cute little girl; at least that’s the way I see her. She’s about 5′ 7″ tall and very, very slender. I figure she only weighs about 100 pounds. Anna just turned eighteen a few weeks ago, but you’d never guess that. She looks like she’s only 14 or 15 years old. Maybe that’s what makes her so exciting to me. She’s got a great body with small breasts maybe only a 30 or 32 inch chest. Her waist is very thin perhaps 22 inches if that, and hips matching her attractive figure. But then there’s Anna’s rear end. Yes, her ass. Her ass is what always catches my attention. Many Saturday afternoons I’ve stared at her while she was filing and just gazed at her well-proportioned bottom.

I always loved those days when Anna would wear a blouse and a short skirt, especially her pleated skirt. When she wears that, she looks like she’s ready for cheerleading practice. Needless to say I have a hard time concentrating on my work those days. I would spend most of my time watching Anna and those smooth slender legs. Every time she bent down and her skirt rode up higher, I’d catch a glimpse of her soft supple thighs.

“My God,” I would think. “Look at those gorgeous legs.” You talk about driving a man nuts; well this is what was happening to me. Sometimes when she sat at the table next to my desk her legs would be apart a bit and I would get a peek up underneath her skirt. One day she inadvertently had her legs spread allot and I could see everything. “Pink panties,’ I said to myself. “What a fucking cute girl.” It took allot of willpower to keep from grabbing her and feeling her up.

Anna is a very proper young lady always being quite polite and appreciative of having a job and working for me. Although I’ve daydreamed many times of having a go at her petite gorgeous body, I never really thought anything more of it or that anything could happen because she always acted so professional. She did her work, went home and that was that.

Well this one Saturday everything was normal. Anna was filing some papers bending down to the bottom drawer and I was staring at her cute ass as I usually did. And she had on that pleated skirt. I must have been daydreaming more than usual looking up her dress, because the next thing I realized was Anna staring right back at me. At first I was a little embarrassed for being caught staring at her, but she just smiled and looked back at me. However, what started out as a simple glance at each other soon became a long inviting stare. I was wondering what she was thinking and I was convinced she was thinking about my nasty thoughts.
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