The Head Cheerleader

March 9th, 2015

“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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Sister In Law Is Sexy

March 2nd, 2015

I had only been married a few months when my wife Mary decided that she wanted to go visit her sister Holly who lived in Miami. Having not met her sister yet I had no idea what I was about to lay my eyes on but at least I new we were going to a nice place and that night time walks on the ocean front would lead to sex on the beach as my wife likes to have sex in strange places. Packing our suitcases I knew I needed to take a little inspiration for our nights together as my wife was fickle about where we had sex. So I put her collection of sex toys, a few porn movies and a bottle of baby oil in her case.

As we pulled up at Holly’s house my heart skipped a beat and I became breathless at the sight of my sister in law Linda. I was pleasantly surprised at how Mary’s sister looked and she had curves in all the right places. Holly had deep blue eyes, long blonde hair and beautiful deep sun kissed skin. She also had big boobs that caught my attention at first glance and a nice heart shaped ass. As I tried to shake the thoughts that had already entered my head my cock betray me and began to swell up in my shorts. As Holly walked about the villa you could tell she had the air conditioner on as it cause big nipples to protrude almost right through her halter top.

“You must be John, Mary has told me so much about you” Holly said as she ran up to meet me.

She hugged me so close and seemed to purposely rub her big boobs against me. I was so hot I thought my dick would explode. I loved every second of seeing and feeling her against me. Don’t get me wrong I loved my wife but seeing Holly in her little red halter top and those big nipple sticking right out got me as hard as hell. I knew I just had to get her off my mind or I would end up fucking my marriage up. I thought to myself why didn’t I find her first. All I could think about was how my hot sister in law was and that I just had to have her.

To try and take my mind off her I proceeded to unload the car and then get comfortable on the couch. As Mary and Holly went into what was to be our room while we stayed there to act like schoolgirls as I stayed on the couch and watched her big screen TV for a while. As our drive from Louisville had been a long one I began to get extremely tired and it wasn’t long before I fell asleep on the couch. The dreams I had of Linda’s pussy on my face were amazing. I dreamed of Linda riding my dick and while fucking my wife with her vibrator. Just as I was about to explode my wife woke me up.

I didn’t know how to react to the dream I just had as it was so vivid and real. And it made me want her all the more. The next few days would prove to be a real test. Every time I saw Linda my heart would pound harder and harder and it appeared that every chance she got she was flaunting that beautiful ass in my face. Every night when I was fucking my wife her sister was all I could think about. It was the best sex we had had together in a long time but just fantasizing wasn’t enough I just had to have Linda’s pussy and find out if she was a natural blonde.
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Babysitter Stripper

February 21st, 2015

It took a long time to find a babysitter for my infant child, but when my wife called one day to say she had found the perfect girl, I was thrilled that we’d finally be able to go out once again. My wife was beautiful, she had nice D cup breasts and a delicious body, but our sex life had been sapped by the arrival of a baby. At 25 we were both overwhelmed by the responsibilities of children and careers and we hadn’t had much time for each other.

Our first date in a year occurred a week later when we went out to a movie and dinner. The babysitter was a stunningly beautiful 18 year old named Victoria, who was getting ready to attend college the next year. Victoria was every man’s fantasy, a chirpy, big –breasted, thin girl with a gorgeous face and long, Italian brunette hair. The first time I saw her I nearly had an instant erection. My wife had found her through a co-worker, apparently she was an in-demand babysitter, and at least from my perspective, I could see why. She arrived in a short black skirt and a low cut top, and after making arrangements with my wife we both left her to sit with the kid. At the movie and dinner I enjoyed my alone time with my wife, but Victoria stayed in my mind. That night, my wife drove Victoria home, and I jerked off while she was gone.(to my disappointment). When my wife got home I threw her into bed and make passionate love to her, but again Victoria was nagging me with thoughts of her sumptuous body.

Over the next several months Victoria babysat for us about every two weeks, and the routine continued. I gradually got to know her through our short, two minute encounters. One night, my wife drank too much wine and asked me to take Victoria home instead. I obliged, and realizing I needed to write Victoria a check for her work, I quickly sat down at the kitchen table and opened the checkbook. As I was writing Victoria walked by, accidentally dropping some of her makeup on the floor. I couldn’t help but stare as she bent over to pick it up, giving me a view to die for. Her pleated skirt was just the right length, rising just high enough to give me a peak of a sexy black thong. I had an instant hard-on, and suddenly she caught my gaze and blushed. I continued writing, but we both knew that I had been looking and enjoying the view.

I drove her home after her little bending over incident, but she seemed extra interested in me in a way that she hadn’t happened before. She laughed at my mini-jokes that weren’t funny, she smiled at me, and I swear that she pressed those sexy breasts together just to give me a view as she sat in the passenger seat. In the weeks that followed the flirting continued, I even caught one glare from my wife, but I figured it was just playful fun. About eight weeks after my gaze, I drove Victoria home again. This time Victoria started asking about the health of my marriage and my sex life. I told her that I loved my wife, but our sex life was a bit boring. She said that was too bad, and then she told me about her sex life. Apparently she had a boyfriend who had gotten pretty serious, and the implicit message was that she wasn’t a virgin. They had a hard breakup three months back, and now Victoria was out on the prowl, looking for a decent man. She finished her story as we pulled up to her house, and I said “Ok, See ya next time.” As she got out, she smiled, her red bra was visible all the way around her low cut tank top, and she climbed out of the car. This time though, she gave me a deliberate view of her red panties. They were see through boy shorts that hugged her beautiful ass, and I nearly burst in my pants. We smiled at each other as she walked away; I rushed home to masturbate and fuck my wife.
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Naughty Time

February 5th, 2015

I can never forget the most naughtiest fuck of my life. I think it’s because It was also one of my best as well….

I was at one of my best friends wedding reception. We had known each other for years and we had grown up and learnt everything together. And I mean EVERYTHING! I was wearing quite a revealing dress for the occasion as it was mid summer and very hot. The combination of the dress and the heat was really starting to turn me on and I couldn’t help but discreetly sneak my fingers up my dress underneath the table. After a while of pleasing myself, my glance briefly came in line with the groom, Tony. He was staring right at me with a very mischievious grin on his face. I had always thought he was quite attractive and knowing he had caught me out just turned me on even more. I had also heard that he had quite a lot in a certain department and that he knew how to use it.

Without thinking, I got up from the table and slowly walked past where he was sitting. As I past him, I turned around slightly and mouthed out “room 14″ really slowly. I detected a slight nod from him and he mouthed back “5 minutes.” I couldn’t believe what I was doing, but sure enough I was on my way to my room, number 14 and getting more and more excited by the second.

I had just gone inside when I heard a knock on the door. Starting to breathe heavily, I spun around and opened it. It was Tony, who immediately grabbed me and threw me on the bed. He slammed the door shut and took off his jacket shirt and tie straight away staring at me all the time. He then told me how he had always wanted to fuck me hard ever since he had first met me and that because it was his wedding day to someone else, just turned him on so much.

He grabbed the back of my neck and pulled the zip on my dress down while I started to loosen his belt. As we did this, my tits popped out right in front of his face and Tony just burried his head in them. He then stripped my dress and panties off me and took a step back. By now I was getting extremely wet, and there was only one thing I wanted: COCK!
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Hot Tub Party

January 23rd, 2015

It was just a normal night out. I night filled with drinking and dancing and socializing. Little did I know that it had been worth my while to wear the nice black lace bra and panties that my lover had bought for me as he had quite the night planned out for me. I didn’t have a clue.

As the night wore on I became tipsier and flirtier. I was shamelessly flirting with most of my lover’s friends until one of them half jokingly said if I didn’t stop teasing, he would follow me up on my innuendoes. I laughed him off telling him only in his wildest, hottest, steamiest fantasies. He just gave me a look that melted my pussy and made my knees weak. If I had known at that time what they had planned and what lay in store for me, I would have acted on that right then and there.

It was time to leave the bar as it was almost closing time. The guys had decided to go back to John’s to drink more beer and order pizza. I was game. I was also wishing for some lounge wear if we were hanging around. Bar clothes are great for being out, but not for hanging out. John assured me he would definitely make me comfortable when we got to his house.

The cars pulled up to the house and we all piled out. I realized that my sweet and darling lover was not in the first to cars that were at the house, he was in the beer run vehicle. I didn’t think anything of it. We headed in and as I explored the house, I discovered John was holding out on us, as there was a hot tub in the back. I gleefully cried out ‘Hot Tub Party’ and we all headed out the back. Now when you take a bunch of good-looking mid-20 early 30-year-olds add alcohol and mix in a hot tub, things can get very interesting.

I wasn’t even thinking about Jake’s early threats of revenge, I was just concerned with relaxing in the tub and having some laughs and a few more drinks. That is until I felt a hand on my thigh. Above the water, you wouldn’t know what was happening, and beneath the concealment of the bubbles and darkness of the back yard I started to receive some caresses which were working their way up my thigh. I was hiding that there was anything goin on uder the water, continuing the conversation with Mark who was on my other side. I finally realized that it wasn’t my lover beside but his buddy Jake. He whispered that the revenge had just begun. I realized that during my intense conversation that the other girls had disappeared into the house with their respective guys and that it was only Mark, Dave and Jake in the tub with me.
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My Wife and Her Sister

January 8th, 2015

My wife, Susan, is five feet, one inch tall, under a hundred pounds — a tiny lady. She is a beautiful, red-haired, green-eyed, sexy, young woman. She has great legs, a tight, round ass, and the biggest tits imaginable on such a petite frame. They don’t sag and look positively mouthwatering without a bra.
I love Susan very much and respect her as a person, but I have to admit that what first caught my eye were these huge, firm 34-D’s on such a tiny girl. We’ve been married a little over five years, and have had a great marriage — until now. Susan has a much older sister, Linda, who looks completely different from Susan.

Linda is tall and skinny (not thin — skinny), probably 5’10” or 5’11”, with no ass or tits. Anyway, Linda is a very successful realtor living in San Diego, and we hadn’t seen her since our wedding day. We exchanged Christmas cards and photos, and the sisters called each other, but that was it, until last month. I don’t get to travel as often as I used to (damned FAX machines!), so when I was assigned a trip to San Diego, I called Susan right away and suggested she join me so she could visit her sister.

Susan wanted to surprise Linda so we didn’t announce our arrival, and instead, we just drove to her house, walked up to the front door, and rang the bell. There was no answer. Susan suggested we look around back in case Linda was in the pool or gardening. As we approached the high privacy fence around the pool area, we heard voices.

Both Susan and I pushed our faces close to the fence and peeked between the redwood slats. I had never seen anything like it in my life! Linda was face down on several towels, on her knees with her ass high in the air, while this tan, young guy was ramming in and out of her cunt with the biggest cock I have ever seen on a man — and it wasn’t just long, it was thick, too. And that’s when all my troubles began! Watching Susan’s reaction to the sight before us, I could see that she was completely turned-on. A virgin when we married, she had often told me that my normal six-inch cock was perfect and that even it stretched her tight cunt at times.

I’m sure she had never even imagined a cock the size of the one plowing into her sister. I have seen more than a few x-rated videos, and the cock I was watching was bigger than any I had ever seen, even on the famous professional stars. I felt major male insecurities at that moment. I saw that this wasn’t the right time to disturb Linda and her friend and I pulled Susan away from the fence. We returned to the rental car and waited about an hour.

Later, when Linda opened the door to our knock, the two sisters had a happy, tear-filled reunion and we met Jason, the guy now living with Linda. At 20 years old, Jason was 21 years Linda’s junior, and was almost five years younger than Susan and I. He was muscle- beefy, tanned, and blonde — the perfect California stud. Over dinner, we found out that Jason had been Linda’s pool maintenance boy before he moved in with her. Linda insisted that Susan and I stay with her and Jason, so after dinner we collected our things from the hotel and drove back out to Linda’s house.
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Thigh Highs

January 2nd, 2015

Funny how you have flash-backs at strange times. I was trying to recover from an incredibly hot orgasm and all I could think of was more! more!

My panties were gone, my legs were sweaty and trembling, but I was insatiable. This night was far from over that much was sure.

As I sat and contemplated my next move, my mind drifted back to my high school days. It was just after my 18th birthday and my mom had arranged for me to babysit for the couple next door. I didn’t mind at all, I actually liked Rob and Sharon. I even liked their kids. But I especially liked Rob.

Rob and Sharon were in their early thirties, well built, both worked out all the time. I must admit I used to fantasize about Rob. I dreamed of him taking me by force, holding me down, ripping my panties away and having his way with me. I often watched him do yard work, hoping he would shed his shirt just to get a glimpse of his mountainous chest.

I guess I felt such fantasy was safe because I knew it would never happen. It was just a school girl crush, but it was still enjoyable. It made me wet and horny enough to get me through many a lonely night of fingering myself into fantastic release.

This day would be no different. I was to drive over to their house after church on Sunday, watch the kids for a few hours while they went to some social thing. No big deal.

Maybe subconsciously that was the reason I dressed the way I did, I’ll never know. It was just fun to dress up when Rob was around. When I was alone in their house I would sometimes pretend he was married to me… imagining all the things I would do to that body when he got home from work… all the places his tongue would explore as he tasted every inch of my young, tanned, submissive body.

I remember, because it was the first time I ever wore thigh highs. Smooth, silky, cream-colored thigh highs with that sexy, lacy, rubbery grip top. They felt so erotic when I put them on… and the matching creamy lace thong was just perfect. Just looking at them in the mirror made me want to play with myself, but I had no time for that. Still, I felt so sexy in church I just kept crossing and uncrossing my legs so I could hear that delicious swishing sound.

I could feel the eyes of all the young guys staring at me, even the married ones. Once I even thought I caught the minister trying to get a glimpse up my dress, and that just made it worse. It only served to fan the voyeuristic fire that was burning deep within my panties.

Finally the service was over and I headed over to meet up with the kids. When I got there, Rob emerged from the bedroom in a short muscle shirt and skin-tight work-out pants. He said Sharon had been at her mother’s house for the weekend, and would be a couple of hours late.

I started to go home, but he said to hang out there and wait, no sense making another trip. His deep voice made my heart skip, he was so insistent that I stay. My fantasy began to take shape again, there we were, the perfect little married couple, home alone on Sunday afternoon.
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Strip Poker With The Guys

December 16th, 2014

Hubby would be home any minute with his buddies. The food was prepped and the beer was cold. Their monthly Poker Night was their little tradition and I had no problem with it. It normally consisted of a trip to a couple of strip clubs then back to one of their homes for a night of cards and drinking.

It was our turn to host the poker night and I had gone all out. Tons of food, cold beers and the hot little French Maid outfit I would be wearing while I served them. My husband knew about the food and beer but even he would be surprised at my attire for the evening. My husband works hard and I wanted the night to be a little extra special for him.

I was in the final stages of primping when I heard the car pull up. I stuffed my big tits into my new black bra with white lace trim and stepped into my thong with matching white lace trim. I pulled on my black stockings and attached them to my garter belt and stepped into my high heels. I stepped in front of the mirror and put the final touch of my little black apron around my waist. I stood at the mirror and admired my outfit and my well toned body. My tits were bulging and my thong framed my tight ass very nicely.

The door opened and I could hear them downstairs obviously still horny from watching the big fake tits prancing around the strip clubs. With one last adjustment in the mirror I was pretty confident that this outfit would cause them to quickly forget the strippers.

I waltzed down the steps and into the dining room where they had settled at the table to start playing cards. One pair of eyes looked up and then another. The another and another until all 6 pairs of eyes were fixed on me.

“Good evening Gentlemen,” I said in my best French accent. “I’ll be serving you tonight. Have you been naughty tonight?”

They all yelled “yes” and I told them with a twinkle in my eye that I would serve them anyway. I walked around the table and bent over to take each ones order. Their eyes followed my cleavage as they tried to order a beer and I could feel the guy behind me staring at my barely covered ass. I brought their beers back and then brought in some trays of appetizers I had made. I had left empty spaces on the trays for my tits to rest on while I served each guy individually. Their hands were within inches of my tits as they helped themselves to the appetizers.
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Stats Guy

November 16th, 2014

Dave entered the bus after the late girl’s basketball game at Waynesboro. He found a seat near the front, close to the coaches and prepared to nap on the ride back to the quad. With getting back to the university around midnight, he would not be done with figuring out the statistics until two or three in the morning. So he wanted to take advantage of the opportunity to sleep when he could.

The girls filed onto the bus and when Kim went past, he noticed that she gave him a strange look that he could not identify. Well, that could wait, he thought. He would ask her about it at the next game. After everyone had settled down, the trip home began.

Shortly after the bus began to move, Kim called toward the front of the bus, “Dave, we want to see you about some statistics.”

“Yeah, we want you to come back here,” her close friend Diane added.

“Oh, all right,” Dave replied sullenly and got the stat books together and headed back to where the girls were. He found Kim and Diane seated together about three seats from the back.

When he prepared to sit across the aisle from them, Diane said, “No, Dave, sit between us,” and moved into the aisle to allow him to sit down. He slid onto the seat and she squeezed in beside him.

He started to open the stat book and asked, “Well girls, what stats did you want to discuss?” “No, not those, silly,” Diane laughed as she took the books from his hand and placed them on the seat across the aisle. He looked bewildered and queried, “Then what ones do you mean?”

“We meant some performance statistics of yours,” Kim quietly answered, sliding her hand up along his leg to his crotch.
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Birthday Bang

November 6th, 2014

It was a boring evening. All I was doing was stare at the television in a blue funk. The Mets were losing; crime was up, and much like my love life, the stock market sucked. Nothing new or exciting. And then the telephone rang.

I answered it to a woman on the other end. “Hello,” she said, “This is Mary. Is Kevin there?”

How nice! I thought, a sweet sexy sounding woman’s voice to talk to. But she was asking for another guy.

“Sorry, ma’am,” I answered, “but you’ve got the wrong number.” I hung up. But that voice stayed on my mind and I wondered what she looked like.

Minutes later the phone rang again. When I answered it I was surprised and pleased to hear her voice again. She asked the same question. Only this time, I thought I would be a bit flirtatious, and see what happened.

“No, Mary…. Kevin isn’t here but if you don’t mind my saying, I truly love your voice and I’d love to entertain you even though I’m not Kevin.”

She laughed at my response and asked my name.

“I’m Roger. But you can Rog.”

She giggled a little and said, “Well, Rog. Your voice sounds pretty sexy.”

We ended up talking for hours that evening. We learned a lot about each other. Mary told me that she was a 39- year-old office assistant and part-time personal trainer at a gym franchise. She explained that she just had her divorce of 5 years finalized and that she was looking for her friend, Kevin, to spend a few hours with to relieve her of her misery.

However, our telephone conversation managed to do the trick. I kept Mary laughing and in a good mood. That one evening turned into a daily, 2-hour telephone conversation between Mary and I.

Two weeks after our first conversation, Mary called feeling depressed because it was her birthday and she didn’t have her husband or friend to spend it with. I suggested to her that I would be happy to take her out for her birthday. But she said, “Rog, I am a bit older than you baby. I doubt that we would have anything in common.”

I am 25 and work as a department store manager. I explained to her, “But Mary, this doesn’t have to be a romantic thing if you don’t want. This is a simple Happy Birthday ‘get together’ to bring in your 40th birthday.”

She was somehow convinced so we agreed to meet at a public location and celebrate her birthday. But I had a great surprise for her.
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