Category: first times

My Wife and Her Sister

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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

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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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Stats Guy

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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

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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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The Photo Session

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I got an email from her two days ago. She said her husband was out of town and she needed some pictures taken. We’d been talking on the phone for a few weeks now, and thought it would be the perfect chance to finally meet. We were only three towns over from each other.

April and I have been talking online for a few weeks now. I stumbled upon her pictures on a website and couldn’t help but stare. The first thing I noticed on her was her eyes. She had a cute little round face, and soft lips. She had a few extra pounds on her, but to be honest, it made her look even better. She was a very sexual person, even in the pictures where she wasn’t intentionally trying; I tell you it’s her eyes.

She knew I wasn’t a professional photographer, but I took photographer very seriously. Most people think you need a good camera or a tripod to take great pictures, but I think it all depends on whose hands the camera is in.

I grabbed my point and shoot camera and the directions to April’s house and headed for the door. It was a short drive, as expected but I was really nervous about it. I had only met one woman from the Internet before and she turned out to be a complete psycho. But April seemed different from her, so I figured it might be fun. This would be an especially difficult photo session, but I had no idea just how hard things would get. But I figured I could get through it in a professional manner. I did one day want to become a professional photographer, and not just with beautiful models. This would be first foray into working with a model.

I pulled up to the apartment complex, and it was just as she had described it. I sat in the car for a few minutes, checking myself in the rear view mirror and just getting my courage to go in there. I kept telling myself nothing would sexual would happen, and you were just doing her a favor by taking these pictures for her. I had no idea what she wanted with them. It never occurred to me she was going to post them on her site. I guess I was too nervous to think this one out.

I went up to the door, camera in hand and rang the doorbell. About a minute later, the door opened and I got the shock of my life. Instead of being in regular clothes (like I expected), April opened the door in a naughty little school girl outfit, including the white dress shirt, plaid skirt, white knee high socks and even more realistic was the hair in two pony tails on the sides of her head. She looked so incredibly sexy.

“I saw your car pull up. I was wondering how long you were going to sit out there before you rang my door”, she grinned. I still thinking I was speechless, trying to take in the sight I held before me. I just kind of shrugged at her, still speechless. “And why did you bring your camera? We’re going to be using my digital camera. This is for the website, silly. And I don’t think you want to go into the pharmacy with these kind of pics. Now get in here, I’m starting to get cold.
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Watching My Sweet Wife

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My wife and I have been married for almost 7 years. She’s 31, blonde with blue eyes, with a terrific, curvy body and fantastic 36c tits. She’s shy and conservative, which makes the fantasy of seeing her with another guy just that much more erotic! I love seeing other guys checking her out, and I know that they’re wondering what those tits would look like naked! I just wish she’d show them off sometime!

I like the idea of going to a party with my wife where the lights are fairly dim, and after a few drinks I convince her to remove her bra so she can tease the guys who are checking her out. Hopefully, it would be crowded there, with lots of touching, and I’d see some guy sneaking a quick feel of her as we roamed through the crowd.

Meanwhile I’d be doing the same for any girls that happened to bump into me, enjoying knowing that my wife is watching me and the girls who let themselves be touched and groped.

She’d see me grabbing a girl’s tit or ass and smile, and let some stranger grab her in return. At some point I’d see a guy’s hand caressing her tits, not just going for a quick grab, but holding them and squeezing them… I’d see her hand reach down to his crotch, rubbing over his obviously hard cock.

As we mingle a little more, have another drink, she tells me that he’s asked her to check with her husband to see if it’s OK if he slides his hand up under her shirt. Even in the dim lights, I can see that her face is flushed, and she’s excited. I tell her to let him if she wants…. the next thing I know is the guy is standing behind her, reaching around her front, his hand caressing just under her braless full tits, still over her shirt. My shy little wife then holds out the bottom of her shirt, and he takes the cue to reach under it to grab her naked tits…. My lovely wife’s eyes widen as the stranger’s hand cups her warm, soft breast.

The whole time I’m standing nearby, watching, occasionally grabbing and rubbing the pretty girls who are talking with me or brushing past, but never taking my eyes off my wife, allowing the stranger to grope her tits under her shirt…

I keep watching, seeing his hands grabbing her tits under her tight shirt… I see the outline of his hands squeezing and caressing her tits, as she relaxes, leans back and smiles at me… her hand disappears behind her back and I know that she’s trying to grab his cock…..
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Breaking In The New Co Worker

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Over the five year period of working as a warehouse clerk at an office supply store, I have seen many employees come and go. Some would realize all of the work that is required of them and quit in a matter of weeks. But about six months ago, the store manager hired a new girl to be a cashier. She was an African-American girl whom I estimated to be 18.

I was fortunate, one afternoon, to meet her in the employee’s lounge during our lunch break.

Surprisingly, I made conversation with her and we got along great. She told me that her name was Tracy and she attended the high school that was right up the block from my apartment. We spoke throughout our entire break and, after a week, we began taking our lunch breaks at the same time. Tracy and I began having a close friendly relationship, despite our age difference of about 10 years.

One evening, Tracy told me that she was going to have to quit the job because there was no means of transportation for her to get to work after school. She explained , “Think about it, Craig. I am using most of the money that I make here just catching the bus here everyday. That doesn’t make much sense.”

“Well, I have an idea, Tracy. What if I just pick you up from school on my way to work and we can ride together?” She liked the idea and called me her savior for helping out. In time, Tracy was like a close friend to me. We spoke of everything. I would tell her of my women problems and she would tell me of her boy problems.

One Wednesday afternoon, I was relaxed in front of my television and VCR. It was one of those lonely times when I would pop in a video of myself and an ex-girlfriend having sex. Gradually, my cock began rising to the occasion and, of course, I would put my hand to work on it. Listening to the heavy breathing and moaning had me totally aroused. But just when it felt as though I was going to explode, there was a knock at the door. Needless to say, my erect cock began going soft. I quickly adjusted myself, turn off the VCR, and yelled out, “Who is it?” To my surprise, it was Tracy. “But, I thought, ‘what in the hell is she doing here. She’s not due out of school for another 2 hours.” I opened the door for her and there stood a young lady whom I had never realized how attractive she was. Her hair was combed back and down to her shoulder. She wore just enough cosmetic to enhance her natural beauty. Tracy was wearing her school uniform of white blouse and brown skirt. Her blouse was unbuttoned at the top to reveal her beautiful black cleavage and her skirt was hemmed short enough to see that she had the most beautiful pair of tight black legs that I had ever seen. From the looks of her legs, I could tell that she, obviously, ran track at her school.
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Stripper Spice

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My wife and I have been married for almost three years. We live in the suburbs of a big city so we are not sheltered from the goings on of the clubs and night scenes. A thirty-minute drive will lead you to whatever excitement you are looking for. We met in college and fell in love right away. We got married right after graduation.

Kelly had a few experiences with guys, but since we dated for almost two years, it was safe to say that I was pretty much the only guy she knew intimately. Kelly was very conservative, almost painfully shy. She was a knockout though. She was tall and slim with very nice breasts. She weighed about 115 lbs, blonde hair, and blue eyes. She was the typical all American girl. She had a great sense of humor and we got along great.

Although the sex was good, I longed for Kelly to be a little more adventuresome in bed. She shied away when I tried to introduce porn or sex toys. I wanted more than the typical missionary position ho hum sex life than we were engaged in. I wanted some spice. I needed to keep things lively. Little did I know that things were about to take a 180-degree turn for the better.

One of Kelly’s friends from college got engaged and asked Kelly to be her maid of honor. Of course Kelly didn’t hesitate to agree. They spent the next couple of weeks doing what it is women do when the start planning a wedding. I tried to stay out of it as much as possible. One day Kelly came told me she was having difficulty deciding what to do for Kelly’s bachelorette party. I made a few suggestions, but Kelly seemed to think they weren’t wild enough for her friend Michelle. Kelly really wanted to show Michelle a good time on her last night of freedom.

“Why don’t you guys head into the city to one of the strip clubs? You can’t go wrong with a strip club,” I said.

“I don’t know Jim. I’ve never been to one of those places and I don’t think I would be comfortable at one.”

“What do you mean,” I asked.

“Well I just don’t know. Do they get totally..you know…naked?”

I couldn’t help but laugh. Kelly was so naive. You could tell the subject was embarrassing her.

“Of course they do. Why do you think the call it a strip club? It’s not like you haven’t seen a man naked before. What are you scared of?”

“Well what if one of them tries something? I mean what if they try to rape us or something?”

Again I laughed, “Kelly they have security there, and besides no touching is allowed. You will be completely safe. Trust me.” Although hesitant, Kelly agreed that is what they would do for Michelle. She acted like the thought of going to a strip club disgusted her. I, on the other hand was hoping she would enjoy it. Maybe this would be the outlet I was looking for to loosen her up in bed a little bit. It could backfire on me though and send her further in the other direction.
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Fucked Hard Before Marriage

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I did something at my bachelorette party that I thought was totally shameful at the time. It was really out of character for me but it turned out to be one of those life-changing experiences.

Ted was my fiancée and my first lover. I went to bed with him the night we got engaged. It was a nice experience but certainly not spectacular. We had sex fairly regularly after that and it got a little better. I mentioned this to Carla, a friend of mine who had the reputation of being a little too much fun at a party.

She told me she would show me something at my party that would help me out. My party was on a Friday night, the same as Ted’s bachelor party. We both figured we would need Saturday to recover for our Sunday afternoon wedding at St. Mark’s. St. Mark’s is a nice little parochial school where Ted and I went all 13 years.

Carla suggested the theme; we all came dressed in our parochial school clothes. Plaid skirt, white blouse, white knee socks, mary janes. Most of us looked pretty good even though a few, including me, had shortened those skirts way beyond what was allowed in high school.

A dozen of us partied at Carla’s house. We had a great time and drank to much. There were presents, of course. Some were nice and some were definitely naughty. Just before midnight, Carla asked if I was ready for my special present.

“OK, ” I said, just a little nervous about what she might have in mind.

She said she knew about my secret lust for cowboys and it was way past time to meet one. She started some music and a huge black man strutted down the stairs. He was dressed in tight jeans, a cowboy hat, boots, a western shirt and one of those long, black dusters. He had a six-gun strapped to his waist and he was carrying a rope.

He started to dance around me – he was one of those male strippers. The girls were urging him on, laughing and giggling at my embarrassment as he stripped to a little red thong. I couldn’t help but notice that the thong was concealing something massive.

He kept taunting me about being a “virgin” bride. He danced me around the room, sliding his hands around. grabbing a feel every now and then. Soon he was kneeling at my feet. He leaned back with his legs spread and said, “Let me teach this young virgin bride what’s going to happen Sunday night.” Your man is going to grab you….he’s going to take your fine young body straight to bed.”

The other girls were laughing at my embarrassment and urging him on.
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Hot Wife

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I was sitting here thinking just how lucky I am. First of all, I am married to the most wonderful man on this earth. Now I know all women should feel like that their first few years of marriage. I feel that this feeling will never go away. You see, Bobby is two years older than I am and he is great. I knew him all through high school, and when he joined the Air Force, we kept in touch. I dated almost every night and the month after I graduated, Bobby came home on a 30-day leave. Well, I won’t bore you, so I’ll just say that at the end of those 30 days, I was married, and off to Texas I went with him to his new base.

I remember that wonderful day I got married, I was 18 and Bobby had just turned 20 a couple months earlier. To say that we were a young married couple is an understatement. Yes, I was a virgin my wedding night. I decided very young to remain a virgin no matter what and I did just that. Bobby had tried, as did many other boys, to persuade me otherwise, but I was always pretty good about knowing how to cool them off. Oh, don’t get me wrong, I am no prude, I was just good at keeping my virginity intact.

Now Bobby works on an air tanker; it is one of those great big planes that refuel other planes in the air. Therefore, with this kind of work there were times that Bobby would leave for work at 7 in the morning and not get back until 4-5 days later. The biggest problem for us both was he never knew until he arrived at work what his day or days were going to be. In addition, once he did know, he was not allowed to let me know.

Trust has always been big in my life as it has been in his. I know that when Bobby is flying and if he has to stay over night some place in the world, he is always thinking of me as I do him. I don’t worry about him going into towns and messing with the bar girls and he knows I am home watching TV or reading or sleeping or just doing nothing until he returns. Now, when he does get home, we always kiss and make love the minute he walks in the door. No matter if he has been gone just a few hours or several days.

You see, while I was a virgin on our wedding night, I knew I would love sex because of the way I felt about it prior to that wonderful night. Bobby is just like me; well, maybe a little more into sex than I am. I say that because he has so many sex books he reads on his flights. You see, in his job he is in the plane for hours on end so he keeps his mind busy reading those dirty pocket books. He has been collecting them ever since he went into the service, so here at the apartment he has this footlocker crammed packed with them.

Since I just sit here doing nothing, I began reading them and they all are very explicit in their story lines. So by the time Bobby gets home I am going crazy with my pent-up lust. Oh, sure, I masturbated a whole lot reading them, but masturbating never will take the place of making love. And after about six months of a steady diet of those sex books, (I have to tell you some of those books are downright filthy!) I began thinking of sex in a whole new light.

Now, I am telling you all this so you have a better understanding of where I am coming from (so to speak) We are getting along just fine on Bobby’s pay; our rent is low, and we stay at home (when he is home) and when he is gone, well, I stay at home. That has brought a big change in both of our lives. Two nights ago, after we made love for a good hour, we began to just talk. Bobby feels bad because his job is always taking him away from me and I end up staying in the apartment alone. I also had been thinking about that same thing, and I asked him how he would feel if I got a job to help me pass the time while he was gone.
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