I had been divorced for a little while now and was still cleaning out my house. Trying to get rid of everything that reminded me of my now x-wife. I had been selling things on Ebay and Craigslist. If I could not sell it then I would put it on Craigslist under the free section. The free section is what ended up making this story. The first thing I ended up giving away free was a small end table. This lady that worked close to my house came to get it. She was a nice lady probably about ten or fifteen years older than me. She weighed around 300 pounds and was missing a couple of teeth. I thought nothing of her looks. She was nice and we had a nice conversation. She was recently divorced and moved into a trailer and was trying to fill it up. As she left she told ... Read More»

The sounding buzzer on his intercom caused a frown to cross Sumner Holton's face as he was wading through a series of depositions on a case he was preparing for trial the next day. He put down the documents and in a slightly irritated voice asked his secretary, "What is it, Alice? I asked not to be disturbed." "I'm sorry, Mr. Holton," she replied. "There is a young woman out here who claims to be your wife and is demanding to see you." "My wife," he exclaimed in surprise. "I'll be right there, thank you, Alice." He strode over to the door and upon opening it, sure enough, there standing next to Alice's desk was Faye, his wife of three months. "Honey," he said in a slightly strained voice. "What on earth are you doing here? I am absolutely ... Read More»

Skyler was in the midst of attempting her Spanish assignment. She was contemplating between asking Joel for help or just not doing. She couldn't afford not to do it. Skyler stared at the message before pressing the green send button. She might be incapable of holding a decent conversation with him, but she'd be damned if she couldn't send a test. Okay. No misspelled words…Send. She went back to attempting the assignment and before long her phone lit up. It was a text from Joel. She self-consciously smoothed her hair and reached for the phone Nah, Im not busy. I was just about to work on it. Do u just have a question, or need help with the whole thing? She replied, Im lost and have no clue wat-so-ever what Im doin. K. Where do u live? Skyler ... Read More»

I like to go on gay chat sites and talk filthy with older pervy guys, but I was always too scared to go any further than just talk about my fantasies. That was until I met Andrew. I'm from Ireland, and he's from England, but I knew from talking nasty with him, that I really would go and meet him and fulfil my all-time greatest fantasy. I told him about my past. About my brother forcing me to suck his cock. About drinking cum and piss and about how I secretly enjoyed it all. Andrew asked me if I'd be free to come and stay with him for a month or two? Rent free in his place...all I would have to do is service him and his friends. I said that I would save up and travel over to serve as his sex slave. Andrew collected me from the airport. I was very nervous ... Read More»

My s****r’s marriage got fixed recently. Because of that, now she is not sent out for any jobs including as the helping hands of the milking lady. In my s****rs place amma decided to send me instead as it would give some money, however small it might be. Reluctantly I had to go to the milker’s house in my summer vacation. Her house was a small one. I called out her name and she came out. She was in her traditional mundu and blouse dress. Probably since being at home, she was not using any thorthemunde as pallu to cover her enormous big boobs or the cleavage. I was instantly awestruck by the figure in front of me. She was sweating probably from the work she was doing inside. Her navel was so deep and her cone like shaped blouse and the cleavage above it was ... Read More»

Dear Pen Pal, April 20, 2007 How are you? I am fine, well as good as it gets I guess. Thought I would start by describing to you what I look like. I am 18year old, level III girl, 5'8, long legs, great abs and long red hair. Blue eyes with long lashes, tasty pink lips, and a killer smile. Not to sound consisted but I am a knock-out. I just wish someone else would notice. I am the least popular girl in this entire town. I have never had a date; I have never even had a guy wink at me. I am a straight A student who spends most of her time studying cleaning up the house, or working at my family's business. But what my family don't know about is my secret life in my room. I probably shouldn't tell you about it, but since we will never meet and we will only be in ... Read More»

It was six months ago I planned a two week vacation to be all by myself. No work, no going out after work for drinks for shopping until I spent my entire paycheck, no crying of being alone without a man. I saved up for this vacation and bought all new clothes and kept telling myself that this will be a "me vacation" and I wouldn't think of anything or anyone else but me. I gave myself the royal treatment before I left; haircut and color, manicure and pedicure and a waxing to rid of all my body hair that I do every week for myself anyway. I packed and didn't over pack as a usually do but made sure I brought enough. I treated myself to a limo ride to the airport so I wouldn't have to ask for a ride or leave my car there for two weeks. I did, however, leave my ... Read More»

About a year ago while living in a hotel and living there as a Transexual I was used by a young black man as his whore for the night. He moved in about two weeks ago with a couple friends. They where maybe 5 rooms away from me on 1st floor. As the week wore on I would be coimg and going and would notice them watching me. When I would walk by they never said anything but one of the guys always smiled at me. While one night I got a phone call and he said his name was Rick and he lived down the hall from me. He told me what he looked like and then I realized it was the young black guy that has been smiling at me. He said he would like to come down to my room and talk to me but he didn't want anyone to see him come there. I was scared and didn't really know him ... Read More»

Lance and I had met when we were both freshmen at USC, and since then, we have been the best of friends. The one ability we both shared was the ability to snag girls at the snap of a finger. Neither of us knew why, but it was just that easy. We had been roomates since our freshmen year, and we're now juniors and decided "What the hell? Let's get an apartment" Both of us knew that having our own rooms meant privacy, whether it was beating off, or getting pussy, we were set. Since it was so easy for us to get girls in the house, we both knew it was going to be an unforgettable year. I should have known that I would lose any bet that I would make with Lance, because he was one of the most competitive people I knew. Anything you challenged him to, he won, and won ... Read More»

My name is B..., well, alright, Bill. You won't know much about me unless you've read another story I shared on Literotica some time ago, but I think only Fiona read that. The other story was about Fiona and me. I can give you the short version. An internet flirtation led me take a trip to the frozen North to see a red-haired lady musician play bass with her rock band 2000 miles from my home. The show at a municipal auditorium was fine and I hung around the stage entrance afterward just like any groupie hoping to get some attention from someone in a band. I succeeded in getting Fiona's attention. We went for drinks, talked, flirted and ended up cavorting naked in a big, king size hotel bed. Fiona cleaned my clock; I was thoroughly smitten, and I decided I ... Read More»

You're standing there in front of your mirror getting ready for the evening. Sir promised to take you out. You are standing there in your panties and bra. He walks in and right behind him is a woman that you don't know. She is beautiful. She is blonde, tall and very curvaceous. He tells you to assume the position and you know exactly what that means. You get on your knees with your arms behind your back. As this pushes your chest forward. You may not be as curvy as the woman he has brought but Sir loves you just the way you are. He unzips his pants and you can already see his long and thick cock trying to burst free. He looks at the other woman and beckons her with his finger. As she walks to where he is standing you realize you are already getting ... Read More»

I had seen one of Premier Inn's periodic giveaway offers and booked three of four up a few months ago. I booked two Thursday evenings after your work, one Thursday during the day and a Monday night. The 3rd October was the first Thursday and wow was it a good one!!! We weren't going to have that much time as you'd probably be getting there about 7.45 and we'd have to go about 9.15, but we did cram a lot in..... So I check in and wait for you to get there - I go back downstairs and as always I pin you to the wall of the lift as we go up to our room. We come together like North and South poles of a magnet kissing deeply immediately, clothes coming off very quickly and I sit or rather sprawl in the armchair. You take a little lube onto your hand and start to ... Read More»

I stood in the middle of my room, frozen in shock and total disarray. On the other side of the doorway stood my roommate Brian, staring at me in disbelief. It wasn't a very confusing situation, and not many excuses I could come up with. I had my boxers around my ankles, and my lotion covered hand wrapped around my dick. Well, not much of my dick was showing. It wasn't exactly a decently sized one, topping out at just under 4 inches. On my computer was a porno starring a very obvious transvestite getting penetrated by a man. I was beet red, naturally, and was almost ready to cry when he suddenly burst out laughing. Not just a few giggles either; he was doubled over laughing till tears came to his eyes. Finally he sobered up enough to collect himself again, and ... Read More»

Last Saturday was a warm one for Michigan this time of year, and I was sitting out on my front porch having a smoke. After just a few minutes out there, my new neighbors pulled up in their driveway and I watched as the husband, his name was Bill, got out of the car and started walking towards his house. It looked like his wife fell out of her door and he had to come back and practically carry her into the house. "Must have been a fun night." I thought. More fun than mine anyway. It was about midnight and my wife had been asleep for almost two hours already, and here I sat on the porch smoking and having a few beers. After a short time Bill came back out and lit up a smoke. He must have seen me under the porch light because he waved. I waved back and ... Read More»

He sighed and took a sip of his drink. He hadn't wanted to come out tonight but his friend had dragged him out, wouldn't take no for an answer. He glanced at his watch. It was nearly eleven, they had been out for a couple hours and soon he would be able to make his excuses and go home. He scanned the crowd for his friend and found him in a corner making out with a blonde. 'Excellent', he thought finishing off his drink. He would just slip out and make it up to his friend the next day. He was about to leave when something on the dance floor caught his eye. Or rather, someone. She was beautiful, wearing a skin tight black dress, the bottom of which flashed a hint of suspender belt. Her heels were tall and black, the perfect end to perfect stockinged legs. Her dark ... Read More»