Category: first times

My Wifes First Threesome

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It had been about six years since my wife and I had bought our house, and our guest bedroom was in need of a good painting. So, I hired a local painter to take care of the job. The guy had been recommended to me by a friend, and after doing a quick appraisal, he told me he could take care of the room in one day. “No problem,” I said, “we’ll be here all Saturday.”

Around noon on Saturday, the painter — Rob was his name — arrived at the house. My wife, Emily, greeted him at the door, and showed him up to the guest room while I took care of some work in the den. After leading him upstairs, Emily returned to the den to join me, sitting on my lap as I looked over some business reports. Nonchalantly, I grazed my hand across her leg, rubbing her thigh and continuing my reading. Emily was wearing this tight little miniskirt, and after a few minutes, my mind had drifted from what was on those reports to what was concealed underneath that skirt. I began thinking about the amazing sex we had had last night, and I was becoming increasingly horny as I relived those memories. Subtly, I slid my hand in between my wife’s tanned, juicy thighs, and began to edge closer to her nether-regions.

Upon realizing what I was up to, Emily quickly snapped her legs completely closed. “Jason!” she scolded, “the painter is right upstairs!” I rolled my eyes. Yes, sex with Emily was great, but sometimes, I wished she could be just a little less uptight. While she was by no means shy in the bedroom — she loved to suck cock and had demanded anal on multiple occasions — she was absolutely adamant about keeping our sex life entirely between us. She disliked PDA, wasn’t fond of nude beaches, and absolutely loathed porn. Basically, she felt sex and nudity should be shared between one man and one woman, without others seeing or knowing about it. Obviously, with this firm stance, a quickie with the painter upstairs was out of the question.

But, being a horny male, I persisted. “Come on, baby, just a quick one.” She frowned.

“And what if the painter comes down and sees us?” she asked.

I thought about this for a minute. Desperate to just get into those panties — sex or not — I compromised. “You just sit here and I’ll finger you,” I proposed. “If we hear him coming, I’ll move my hand, and he’ll be none the wiser.” To make my offer even more appealing, I slid my hand a little further up Emily’s leg, prodding her pussy with my pinky finger. Reluctantly, she spread her legs a few inches.
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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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Camping With My Mom

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This started recently before I finished high school. I wasn’t into normal sports (football, basketball, baseball) but I loved the alternate sports. Hiking, mountain climbing, biking…Things I could do by myself. I really enjoyed hiking alone for days in the wilderness. A 2 or 3 day hike in the mountains was one of my favorites. For my graduation gift my mom was giving me a 2 week hike in the Rockies. To prep for this adventure I shopped for weeks to get all the gear I would need and to ensure I had everything I needed I decided to setup camp in the backyard. The weekend finally came and I started setting up my camp to make sure I had everything. Mom stopped by to visit as she was on her way to our in ground pool to get some sun to see if there was anything else I needed. She looked a little sad as I had never been away from home for 2 full weeks and she was already hinting that maybe the 2 weeks away may be too much. I assured her that I would be fine but the more I talked the more she tried to convince me otherwise.

After a while she finally gave up and went to get some sun. That night at dinner she brought up the subject again and asked me if there wasn’t something she could do to entice me to stay home.

I got a chuckle out of that. You see I am an only child and my mom and dad have been divorced since I was 2. It has been she and I for just over 18 years. She is also very beautiful and sexy woman that I have had many fantasies about over the past 5 years. She dates occasionally but rarely dated the same man more the 2 or 3 times before she breaks it off.

“OK mom….what are you offering?”

“What do you want?”

I laughed. “I don’t know. What can you give me that I don’t already have?” Mom hesitated and gave me a little smile then we both started to laugh as we finished our dinner.
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Mile High Club

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I’ve always wanted to join the mile high club. The thought of fast exciting sex at thirty thousand feet makes my blood race. When it finally happened, reality was much better than fantasy. I was on my way to Las Vegas on a much deserved weekend of R&R. While waiting to board at the gate in the airport I had the opportunity to look over the passengers on my evening flight. It’s always been a habit of mine to play little sex scenarios in my mind with the women I see. On this particular evening the red head in the black skirt was looking very enticing.

Mmmm, the taste of those pouty lips was so delicious and the warmth of her soft, delicate, skin was almost intoxicating. I could just feel her erect nipples through her silk blouse poking into my chest. My erection was making it’s presence known … “Flight 404 now boarding at gate 7.”

Well, back to reality. Let’s see whom I get to share the ride with. As I made my way to my seat, I couldn’t help but notice the incredible rear end on Ms. Black Skirt. My heart skipped a beat when I noticed her sitting in the same row as my assigned seat. As I took my place, next to this gorgeous woman, I could feel and uncomfortable strain in my pants. I smiled and introduced myself. She smiled back with that incredibly sexy mouth and my manhood stirred all the more. The take-off was pretty normal and I carried on a nice conversation with this fine example of womanhood.

Shortly after the stewardess rolled by with her beverage cart, I broached the subject of the mile high club. She was a bit shocked at the idea but at the same time I noticed a twinkle in her eye, not to mention the rigidity of her nipples clearly visible through her blouse. At what I judged to be the right moment, I excused myself and made my way to the restroom hoping she would follow my lead.
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Meat The Preachers Wife

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Amber Sullivan sat at the kitchen table, sipped tea, and thought about her husband and her marriage. The day before had been her third wedding anniversary, but her husband had not mentioned it, had not acknowledged it. Amber sighed and a frown crossed her face. It’s not as if he forgot it, she thought; it’s as if he ignored it, as if it didn’t mean anything to him.

Three years…and he…She sighed again. Of course, Lucas had a lot on his mind, and he was a minister, and he naturally…She wagged her head as she thought about her husband, and about the past few months.

Lucas had gradually stopped showing any affection for her, or even any interest in her. He spent more and more time away from her, ministering to his “flock,” visiting the sick, the infirm, the aged, preparing his sermons. And sex–forget about it. She gave out a sardonic little chuckle.

From the first day of their marriage, Lucas had been squeamish, finicky, prudish when it came to sex. It almost seemed as if he looked upon sex as debasing, distasteful, a painful duty to perform. And gradually he had shown, he had made it clear, that he wasn’t interested in sex.

When was the last time we did it? she asked herself. Two weeks ago? Again, she gave out a wry chuckle. And even then, it was…She wagged her head as she thought about it. Lucas had mounted her, had given her a dozen strokes, shot his load, and then had rolled off her. And that had been it….

Hammering sounds from the porch interrupted her thought. She walked to the kitchen screen door and looked out. Cliff Mason was hard at work, repairing a section of the parsonage porch.

Amber watched the carpenter for a moment, and she felt a tingle run over her and a warmth that was centered in her breasts and between her thighs. He wore a tank-top and cutoff jeans. He was black and big and muscular, and his neck, arms and legs glowed with a light sheen of perspiration. Her gaze was drawn to his thick pink lips, and she felt a fizzy tingling run up and down her body; her heart beat faster and her throat and lips were suddenly dry.

She opened the screen door and said, “About time for a break, isn’t it? Would you like some iced tea?”

Cliff Mason looked up, smiled, and said, “You read my mind.”
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First Time at The Frat House

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“Tony,” yelled Brian. “Come over here.”

From across the crowded frat house basement, I hear Brian call and walked over through the crowd. The crowd was thinning though. It was 1:30 in the morning, and even though it was a Friday night, some people were heading out early since the next night was a themed party and everyone knew they’d be back and out until at least four in the morning for it.

Brian was standing with a very hot blonde who was wearing a loose t-shirt and a very low cut skirt.

“Tony,” said Brian. “This is Cindi. Cindi, this is Gudzinya. You oughta let him get in ya.”

He laughed. He’d said that to so many girls in the basement of this frat house trying to get me laid. And he could never remember how to pronounce my last name, which is Getculli. But as many girls as he’d said it to, everyone always figured he was just being his usual self—the comedian.

“Okay,” said Cindi.

We both looked at her. Neither of her had expected her to give that answer.

I felt myself grow hard. I was really hoping I had heard her correctly.

“Well what are you waiting for, man. Take her upstairs.”

I was lucky I had my own room. I’d only just joined the fraternity a few weeks back in the semester, but there was an open room in The House and I was invited to move in and get out of the dorm.

I put my arm around Cindy’s shoulder and began walking her to the stairs leading out of the basement. As we walked away, Brian grabbed my hand and put it onto her ass, under her skirt. I could feel the string of her thong panties.
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Best Friends Share Everything

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Sarah and V have been best friends for more than 15 years. They do everything girls do together. Lay out by the pool. Go see movies. Go out to eat. On this afternoon, V and her husband, Joe, came over because the ladies where going out for an afternoon of shopping in town while their husbands watched a game on TV.

They wasted no time in getting their afternoon started. Sarah grabbed a few beers for the road and headed for the door.

“See you boys later.” V said.

“You girls going partying?” Joe asked.

They giggled and devilishly answered, “Uh huh. We sure are. Don’t wait up boys.” With that they locked arms and bounced out of the house, laughing all the way to the car.

Sarah stopped in front of the car as V rounded the other side. “You know they wonder about it.”

They got in and V looked over at Sarah. “Yeah. I’ve wondered what Joe would say if… Isn’t it fun to keeping them wondering.”

They gave each other that secret grin and Sarah backed out of the driveway.

“So where are we going?” V asked.

“I thought we’d go into town, do a little shopping and grab a bite around six o’clock. Um… And then maybe go pick up a guy or something. Ha. Ha. Ha.”
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Drive In Memories

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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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Wendys Audition

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Wendy was an aspiring actress. She moved to New York when she was 19 and spent two years trying to get a break into showbiz. She desperately wanted to be a stage actress, with the respect and professionalism that is admired throughout the entertainment world. But New York, just like LA is filled with aspiring actresses, all vying for the same roles.

It wasn’t that Wendy wasn’t attractive. As a tall brunette, 36c, tomboyish frame, off-the-farm fresh good loks, Wendy definitely turned her fair share of heads as she walked down the street. On most days she wore her hair up, especially on auditions as she wanted to be as versatile as possible. It was on her current audition that she realized just how versatile she’d have to be. She had told her temp agency she couldn’t come into work and took the subway to an off-off-off (might as well been in Jersey) Broadway theater.

The ad for the audition didn’t say too much about the production and none of her friends had ever heard of the theater, but she was desperate to get some performances under her belt so she would be taken more seriously at other auditions. As she walked up to the theater she noticed several of the other actresses – all attractive, various ages, various sizes. It was the nature of an open call, all of these women were desperate on some level to perform.

Wendy signed in with the assistant over seeing the group and tried to get some information from him regarding the nature of the play, what roles were open, anything, but all the assistant would say is “the director will give you all the information you need.” He then handed her a form to fill out for the director to look at during the audition.

Wendy took a seat and started going over the form. Most of the questions were what was to be expected: name, date of birth, experience, but some of them were a bit odd: Are you a virgin?, Have you ever done a nude scene?, Would you be adverse to doing a nude scene for a play?

She hesitated and decided that it wasn’t like it was a movie, it was a play in an out of the way theater that no one would ever see. So she indicated she would be willing to do a nude performance.

The auditions were moving quick. Most women went to the stage and returned minutes later rushing out of the theater. When they called Wendy’s name she took a deep breath and walked down the hallway and onto the stage. There were maybe 8 people sitting in the front row. One of them flipped through a stack of papers.

“What is your name, honey?”

“Wendy, Wendy Carlson.”

“Ah, here you are,” he said as he plucked on piece of paper from the small pile. “Let me see, it says here you’ve only done amateur productions with one bit part at the Tyler Theater.”

“That is correct.”

“It also says here that you are willing to perform nude.”

“Uh,” Wendy hesitated.

“Well, are you or aren’t you?”
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Co-Op Ed

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I’ve had sex with eight girls so far in my life. Almost of all of them have been decently long relationships. It was not until the summer before I moved to Berkeley that I really understood what it meant to take it easy, you know, not get too excited when dealing with girls who like you. Man, I wished I had learned that lesson sooner, but I’m happy just so long as I had learned it.

As you have guessed, I am living in Berkeley, and I decided upon the advice of my friends to skip the dorms and move straight into the co-ops. That was probably one of the best decisions of my life. So let me tell you about my “Welcome Week,” my first week at my new co-op.

I was feeling awkward like a one-legged flamingo, let me tell you. I grouped with all the other new people as we watched the old clones break glass bottles against the wal and scream bloody murder, loving every second of it. Oh Franzia, you helped me so well those first few days. But I don’t want to talk about those days. I want to talk about that one night. That one night that forever endeared me to the co-ops.

“Hi, I’m Will.” I said to this girl I had yet to have the courage to talk to before. We were at a co-op apartment complex, where a former resident of my house was having a damn fine party. Lots of alcohol, beer, it was nice to say the least. And after the alcohol drove away my sorry insecurities, I was ready to talk to my new, beautiful, housemates.

“I’m Sarah, nice to meet you. Did you move into {co-op which I will keep nameless}?

“Yeah, I decided to skip the dorms, since I transferred in. How do you like it?”

“You’re going to have so much fun, this is, like, the best place to live.” I nodded, smiling, trying desperately to think up something intelligent and humorous to say in response. Nothing came to my mind. Luckily, almost godsent-like, another girl came up and interjected.

“Hey Marian, we’re thinking about driving over and breaking into Ridge’s hottub, do you want to come?”

Marian, (so I have named her, the names have been changed to protect the innocent) says “Hell yeah, lets get that shit started.”

I, of course, am disheartened. Not five minutes after I start talking to this, this, this 5’9″ beautiful, busty, extremely hot girl who back in my home town I never dreamed of having a chance with, this other extremely hot girl comes up and starts stealing her away from me. I prepare myself for disappointment, when the bright sun shines down on me.

“Hi, I’m Megan,” says the girl who just showed up, turning towards me. She had dark brown hair, and large brown eyes that bore into me like a soggy cliché. “Would you like to come with us?”

“Um, yes.” That was it, that’s all I had the sense or the gumption to respond with. Here I was, new to the area, new to the experience, and already there were two hot, no, fucking hot, girls asking me if I wanted to go hottubbing with them. “Sure, I’ll go along.” I lamely replied.
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