Category: first times

Dear Diary

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Well it finally happened, and not at all like I ever imagined or fantasized it would happen. What, you ask am I talking about diary?

Until yesterday, I had never cheated on my husband of 21 years. For that matter, he is the only man I have ever had sex with in my life, since I was 16 and a virgin when we first met. That all ended yesterday and I still can’t believe it. Oh sure I’ve had the usual fantasies where I meet a handsome stranger while my husband and kids are out of town. He takes me out on the town and romances me then takes me back to his luxury hotel suite and makes love to me all night long. Well he was a stranger and very handsome but that’s where the similarities end. In fact it gets pretty sick and perverted but you, dear diary, have heard it all before.

I should at least give you some background. I am a 41-year- old woman, married with two kids who live an upper middle class life in a town that I won’t mention. I don’t have the body of a 21 year old but I haven’t let myself go either. I am 5’3″ natural blonde and I weigh 135lbs. I don’t know about best but my most noticeable feature is my chest. I wear a 36 DD and fill out every inch of it. And yes, they are real. Anyway diary, this all started when my husband and I took my oldest son to college. He is a freshman this year at a state university. While none of us had ever met his roommate David, my son Andy had talked to him on the phone several times. He referred to him as nice but kind of quiet.
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Discovery of a Slut

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Like many women, thanks to what our society promotes as attractive, Lisa did not feel she was beautiful. I didn’t agree, and told her so, many, many times, but to no real change in her view of herself. I finally persuaded her to buy some sexy clothes and go out with me for a night on the town. I asked her to get a very short, skin tight skirt. Finally I asked her not to wear any underwear. She hesitated at this, but then finally agreed. The day of our celebration Lisa went shopping. She called me at work to tell me about her new dress. She seemed very excited about wearing it for me. She wasn’t sure, however, that she would feel comfortable in public wearing such a sexy outfit. I assured her that she would be a big hit with anyone who saw her. I don’t think I convinced her. The plan was to go out to dinner and then go dancing.

I couldn’t wait to see Lisa in her new outfit. She picked me up from work at 6:30. When I saw her I was stunned. She looked like one of those glamour models. She gave me a shy smile when I whistled at her. She said, “I can’t believe I’m actually wearing this.” I said, “You are the sexiest woman I have ever seen. Lisa was wearing a red dress that barely covered her privates. Her large breasts stretched the top to its limits. The dress was low cut with a full one third of her breasts exposed. I said, “I hope those shoulder straps are industrial strength.” Lisa giggled and said, “I hope so too.” I continued to stare at her as she drove out of the parking lot. I noticed two bumps in the front of Lisa’s dress. I was happy to see that she wasn’t wearing a bra. I glanced down at her legs and wondered if she was wearing panties. Lisa noticed my stare and confirmed, “No, I’m not wearing panties.” I asked her to prove it and she pulled her hem up slightly revealing her neatly trimmed bush. Lisa said, “I have to be very careful when I get out of the car or bend over.” I said, “I’ll bet.”
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Slut Wife Does My Friend

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My wife Anna is 5’7″ tall with long black hair and deep brown eyes and has awesome long legs, and a playboy bunny ass. Her breasts are small and firm, but her nipples are incredibly long and sexy when she’s turned on. We’ve always been pretty open towards sex and have shared our fantasies with each other often during our lovemaking.

My number one fantasy has always been to see her pleasure and be pleasured by another man. Recently she has been fantasizing about being taken by a man while I am forced to watch. After much thought, I decided that the timing was right to make both our fantasies come true.

Last Saturday night I invited a good friend of mine named John to come hang out, drink a few beers and smoke some joints. I didn’t tell Anna he was coming by, instead I ran her a hot bath with bubbles and candles and wine….you know, the whole ball of wax. I know that usually after one of her special baths, she’ll put on a real sexy outfit for me and we will spend the evening making passionate love.
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Bouncy

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Karen tapped Steffi on the shoulder and told her that Miss Peters wanted to see her in her office right away. Steffi finished buttoning her blouse and asked, “Did she say what she wanted?” “Nope,” shot back Karen as she hurried out of the locker room, “she didn’t seem upset or anything, she just wants to seeya!” “Christ,” muttered Steffi, “it’s lunch time and I’m being held over after gym class,” as she scooped up her towel and gym clothes and stuffed them in her back pack. “Karen said you wanted to see me,” Steffi remarked in a questioning voice after knocking on the door frame. “Yes, Steffi, please sit down,” commented Miss Peters, “I have something I wish to discuss with you.” Steffi sat down and waited patiently for the gym teacher to get to the point while in a matter of fact voice, Miss Peters began, “I’ve noticed in gym class that during strenuous exercises your teen breasts seem to bounce much more than normal, I don’t know why, but it’s bad for your chest muscles to have them banging and moving around so much!” Steffi was dumbfounded at this line of inquiry, but she managed to nod her head in agreement and wait for the teacher to continue. “Now it’s quite evident that you have a much larger chest than most of the other girls in your class, but it’s important that you take proper care of your breasts so that they don’t begin to sag prematurely, so what I want to know is if you are wearing a proper sports bra during gym class,” Miss Peters asked? “Oh, yes,” Steffi replied quickly, “here it is,” she said while fishing it out of her back pack and handed it to Miss Peters who carefully studied the sweaty garment for several seconds before returning her gaze to Steffi. Of course, with a chest your size, this will not do at all,” she opined while flipping the gray bra back to Steffi, “this will not do at all.”
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Sam Has a Wild Night

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My name is Samantha, but my friends call me Sam. I had been dating Jake for a little over a year and a half. We were both juniors at State University and had met at the end of our freshman year. He was a great guy who I was probably going to spend the rest of my life with, and the sex was absolutely amazing. Never once was there a dull moment and we always kept it exciting. This is the story of one of those nights.

I’ve always had a craving for girls that has gone unsatisfied. I love the way their skin feels to the touch, as soft as anything imaginable. Sometimes in class I would find myself daydreaming of someone I had met the weekend before, wishing I could sink my tongue into her mouth and explore her body with my hands. I had never told Jake this, because he would have pushed me to try it. It wasn’t that I needed a push, I needed the right girl. I wanted a girl who was like me, because after all, it wasn’t only for me, but for Jake too, but he didn’t know that. I knew his tastes and they complimented mine quite nicely.

You see, I’m about 5’7″ and well toned with a large B cup, shoulder length brown hair with killer hips. I mean my butt is my best asset and I love looking at ripe round asses. The only thing different about me that I like on a girl is long blonde hair. I love imagining that little tuft of barely visible blonde hair just above beautifully shaven lips. I have quite often amused myself at night to this and many similar thoughts.
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Housewifes Tale

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Hi readers, this is my first time posting and it may be my last, but my life has changed over the past few years and I’m looking for an outlet for some memories. (I guess I am also looking for a way to replay them in my mind!) So here goes . this will be written as a letter from me to you.

First off I need to tell you a bit about me, not who I am today but who I was for the 7 years I spent chasing higher education. I had come from a small high school, where I did not deserve the reputation that I was given. The truth is, I fell in love and pursued those feelings. The trouble was that I fell for a boy with an inferiority complex (undeserved) who needed to act like a big man around his friends. Anyway, he talked and I paid the social cost. These things happen.

But they were not going to happen to me while I was in school. I am a fairly driven person and I had planned on competing in athletics, graduating near or at the top of my class, and getting accepted to a graduate program. A serious boyfriend would make this impossible by taking up time, making it difficult to apply to distant programs, and all the rest. So, no boys for me. No problem, right?

Wrong. It was easy for a while but eventually I missed the feeling of being on a date, of being held, of all of that. Well I was (and am) stubborn, so I hatched my own little plan that wouldn’t force me to go back on the promise that I had made to myself. Please don’t think poorly of me, but I decided to answer a few of those free adult Internet ads just for the attention.
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The Tits Next Door

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I lived in an apartment complex in Los Angeles for several years. There was a woman who had moved in next door to me about four months ago, during the winter. I didn’t know a whole lot about her, since I worked at night.

I had never seen anyone else at her place, so I figured that she must live alone. I didn’t really care, either. I had been divorced for about five years, and didn’t really want to get involved with a female. I was content to rent an occasional big-tit video and beat my meat, watching the enormous melons on my television screen get covered by some enormous dick shooting cum all over them.

It was a Saturday afternoon, and it was my day off. I slept strange hours, and I seldom had any visitors. I was flipping the channels on the TV, looking for some tits on one of the cable channels, when there was a knock on the door.

I wasn’t wearing a shirt, and had on only a pair of loose shorts. I went to the door and pulled it open a crack. There stood my neighbor, in a short bath robe.
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Making Candles Threesome

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I couldn’t have predicted what was to happen, there was no warning. My two friends, Bob and Anna, had introduced me to Nancy and Sandy the previous week while I was helping to make some bookcases. They were pretty, but didn’t impress.

Nancy surprised me with her call, asking to come over so we could make candles after I finished my evening work. I baked bread at the time, you see, so I could pay for those little extras that made a college education fulfilling, like dope and gas money. I’d bake 100 or so loaves a night while studying. Making bread involves a lot of waiting around for yeast to rise. I think sex is a little like that, too, except for the waiting. Nancy’s call was a surprise because I didn’t think she was any more impressed with me than I was with her and her friend. But what the hell, the approach was unique and, besides, I figured candlemaking might be fun.

Does this sound corny to you, my friend? I mean it’s twenty years later, the times are different and we don’t do those things anymore but, really, nobody’d think it wierd to have two girls over to make candles twenty years ago. Now it sounds like a ridiculous come on. Then, it was normal. When I mentioned to some of folks that Bob and Anna’s friends were coming to make candles tonight, nobody blinked, nobody got sarcastic, nobody cared. It was normal.

They showed up at nine, Nancy in jeans and a check shirt, Sandy in virgin polyester. They took over the front room and started cooking paraffin, taking out boxes of equipment, dyes and things. I quickly realized I had no interest whatsoever in paraffin, dyes or candles. Nancy, on the other hand, was more and more intriguing. Somehow, our bodies made contact a little more often than statistics would predict. Her tits would brush, accidentally, on my arm as she turned. She backed her ass against me as I was pretending to be interested in melting candlewax, and then did it again, without arousing Sandy’s suspicion as far as I could see.
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Terms Of Probation

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I am 21 years old and have been married a little over two years. I’m blonde, blue-eyed, 5’6″ tall, and my measurements are 36-22-34. My husband, Scott, is a “10” in any woman’s book, but he has a serious problem – he can’t handle drinking. That’s how I became involved in my current situation.

Every time Scott drinks, he gets into fights, and because of this, he has been arrested on several occasions. The last time he went to court, the judge placed him on a supervised probation, warning Scott that the next time he was arrested, he would be facing serious jail time.

Well, Scott refuses to go anywhere for professional help with his problem, and sure enough, he got in trouble, again. We went out to dinner and of course, Scott couldn’t stop with one beer. I couldn’t stop him, and before I could get him out of the restaurant, he went over to a table where four guys were sitting and proceeded to punch two of them before he could be restrained.

Someone had called the police and they arrived shortly after the fighting stopped and questioned everybody involved. I went up to one of the guys my husband had hit and begged him not to press charges against Scott, telling him he was already on probation and I didn’t want him to go to jail. The guy’s name was Mark, and he walked me off to the side a little and said the only way he wouldn’t press charges was if I would put out for him and his friends. Seeing little choice in the matter, and wanting to get Scott home before he punched somebody else, I agreed to Mark’s blackmail. Mark talked to his three friends, and they told the police that they wanted to talk the matter over with their lawyer, before they proceeded. The police agreed and escorted Scott into our car with a warning. So, now I knew I was going to have to put out or else risk the possibility of Scott going to jail. Before I left, Mark got my address and then surprised me by saying that he would be by around nine in the morning.
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Beth At Work

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It started as any other typical day at work, I sat at my desk, toiling at the paperwork that stared me in the face. My reddish-brown hair needed to be cut, my miniskirt needed to be washed, and other errands needed to be done. A typical day, until he walked in the door. It was his first day, and my supervisor introduced me to him. “Beth, this is Chaz, he’ll be working with us.

“Hi,” he said with a smile. All I could do was smile back at him, with a slightly nervous “Hello.”

My immediate thought was, “Oh my GOD he’s so CUTE I can’t stand it!” I had to calm myself, and started to concentrate on the impending paperwork. But how could I? The cubicle next to mine was empty, and they were going to put Chaz there, I just KNEW it. God, he was so cute. He had dark hair, brown eyes, medium build, and he looked like someone famous but I wasn’t quite sure who. I wondered what he thought of me, did he think I was pretty? I had considered myself attractive, straight hair down to my shoulders, cute face, brown eyes, full, red lips, a figure with all the curves in the right places including a quite slender waist, and great legs (or at least my last boyfriend told me so!) I’d never felt like such a schoolgirl! But, duty called, and back to the grindstone, shuffle those papers…
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