Unexpected Pleasure, Part I free porn video

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I walked back from my mail box looking through the bills. I was depressed. I wondered if anything else could go wrong in my life. The stock market was down, the man I supported for president lost the election, the economy was down, inflation raged but no one was paying attention, and a man I throughly detested was the new president of the United States. I coughed at the mere thought. We’re all going to hell in a hand basket, I said to myself. I looked at my watch, it was 3:30 pm, my wife wouldn’t be home until after 6pm.

As the cook of the home I began thinking of what I would fix for dinner. I decided on fruit salad and enchiladas. This was Southern California after all. It had been a warm fall. The temperature was hovering in the high 70s, just right for my daily mile swim in the pool.

He opened an envelope addressed to him. I recognized my mother-in-law’s handwriting and address. She was thoughtful, I had to admit. For a mother in law she wasn’t all bad. She was kind, soft spoken, a widow, and a good cook. She also had a body I wished my wife had and a wicked sense of humor that constantly bornered on the sexual side. It was a dirty birthday card.

“Whatever present you thought I was going to give you for your birthday, please accept this instead,” the cover of the card read. I opened it. The inside cover had a buxom woman in a tiny bikini with fold out lips popping out of the center of the card. It was a music card. “You’re so sexy” started playing. The credits for the song in small print was “French Affair.” I wondered who she was, or if it was a hint.

Obviously this was a hint of some kind. It was my mother in law’s way of telling me she would be visiting. I knew I would be getting the official news she would be coming for Thanksgiving from my wife Liz. Liz was a spoiled southern girl who had endured the two broken marriages of her mother, and two of her own. I was number three. The joke “third times the charm” was lost fairly quickly as I realized it was not the charm I had hoped it would be.

A divorced father of two in my own right I was not complaining, yet. I was hoping time would heal the wounds and allow for the baggage we both brought to the marriage to eventually get thrown out with the rest of the garbage. At least Annalisa is a challenging conversation and good for a fight or two, I said to myself. Thanksgiving would not be boring.

Little did I know the changes and excitement my life would be taking in many areas. Areas that would introduce him to a whole new world of thinking, and behaving. As I walked in the house and put the mail down, sex was the last thing on my mind.


* * *


When I heard my ex-wife’s mother was coming for a visit I was really bummed. For a woman in her fifties she wasn’t bad looking, that wasn’t the point, but oh my god what a bitch. She was 5’4” and about 130 pounds, a plus size c or d boobs. Her daughter, my ex, was only a c cup, and much taller at 5'8" and 165 pounds. My mother in law was a dyed blond and she was to herself everything that a movie star could be. To the world in her makeup, fur coats, glasses, expensive watches and jewelry, she was someone that people snickered at.

She had been married three times and took the men she married for half their money each time so she was well healed but stingy as hell.

My consolation was I had a man cave. A den with a fireplace, a bathroom (it had been a master bedroom on the first level of our house at one time) and I used it as my office where I do financial consulting. (Sell, buy silver).

My wife and I had a pretty good sex life I thought. In a previous life she was very sexual, now older with three children, two girls and one boy, she more married to the kids than me. More than once I had a suspicion her son was hitting on her and there might be something going on between them.

When she got horny, about twice a month, we fucked like rabbits. I even got into her butt more than once and she would scream for me to do it. She especially liked me fucking her butt while she had a dildo in her pussy. I got her a second soft rubbery dildo that she would shove in her mouth so all three holes were filled.

During those times she would talk dirty and fantasize about a foursome, always three men doing her in round robin, fuck one hole, then move to the next, then move to the next. She also liked to talk about a black masseur she had doing her with me watching. I never told her I would enjoy that but only because it would be so degrading. Most of my fantasies regarding her was about degrading her watching other men fuck her, spank her, tie her up. She got off on it never knowing just how serious I was.

So back to this story. Her mother is coming. Great. I decided to hide in my cave. I put the four big screens on my computer up to watch the finance channels, and track the trading. I figured when they went to bed I would watch a man movie, war, crime, a good western shoot ‘em up, something.

Late one night “granny” walked in, that is what my ex’s kids called her. She wasn’t wearing her normal pair of outlandish dark glasses, or a fur coat. She came in wearing a sheer nightgown with spaghetti straps that went to her calfs, and a cover up that was just as sheer with a, you guessed it, fur collar.

She had a good smell, at a couple hundred bucks a bottle she could afford to buy the best. That was the cheap stuff for her. But it did smell good.

We talked, she had been putting down a medium priced bottle of wine and my ex had gone to bed with a migraine. A migraine for her meant she would be zonked for two days. Great, I instantly wondered if I was to be the entertainment committee? So she comes in and plops down in one of my expensive leather chairs and reclines. She had good looking legs for an older woman. I would definitely call her a cougar since every workman that showed up to work on her house in Sacramento never went away without giving her a major discount.

As we talked I decided to find out something about her. Why not?

The wine began to loosen her up. She told me how her roommate in college during the Vietnam war had been kicked out of Balboa for being a prostitute. They moved together to Long Beach. She confessed having many boyfriends and admirers. I asked her what she did for work then and she said “gifts from men who liked me.” Oh my god the woman was a prostitute. She was screwing men for money and my wife had to have known it. Come to think about it, my wife admitted screwing the starting members of a football team in college. Her sexuality was one of the things that attracted me to her when I met her. She said in her youth she had sex with men she was attracted to like some women shake hands at a political fund raiser. Come to think about it, same thing isn't it?

In any case I had something on her, I wanted more. She was a prostitute and I pushed it. She finally admitted it by saying she had only done an honest days job for two weeks in her life and hated it. Getting “gifts” was much better. She kicked off her slippers. The gas fireplace was going and she warmed her feet. Another few gulps of wine provided a pause.

Her first husband it turned out thought she was pregnant, and as a prominent family from Chicago he had to marry her. The elite of Chicago it seemed didn’t mind as her father in law welcomed her into the family by hitting on her. Yes, she did it with him. Her husband though was an exhibitionist and liked to get drunk at high class parties and take his clothes off and walk around in front of everyone. That wasn’t objectionable to her though. Nor was it objectionable that he disappeared during the night with various female guests.

"I had money, all the jewelry I wanted, and for the first time in my life a place in society. I loved it," she said.

Nor was it objectionable that in her disgust of his behavior that she finally found consolation in the bed of her father in law. A couple more glasses of wine and I needed to go get a second bottle. I was enjoying the voyeuristic nature of our discussion so excused myself and went in and grabbed another bottle for her. I got the cheap stuff, no sense wasting expensive wine on a lush. It didn't last long either. She was getting hot and the wrap was falling off her shoulders.

When I got back with the bottle the fur top had fallen off her shoulders and was draped behind her back. She claimed it was warm in the room. She was fanning her face with her hand. I noticed the sheer nightgown really was sheer and I could see she wan’t a true blonde. I also noticed she had really good boobs and they looked like full Ds. She had great nipples that were large with great pink aerola that stood out from the boob like a mushroom top on top of a cantaloupe. Her nipples were like almonds on top of that. So without the wine, she had my attention.

I put an extra log on the fire by turning up the gas a little. She laughed taunting me that I was trying to get her so hot she would take all her clothes off. I told her I didn’t care if she took her clothes off or not, she could do what she wanted.

She told me more about her life and why she got a divorce. She said she put her foot down when she found her husband teaching her daughter how to give him a blow job. The daughter spoken of was my ex, that explained why she gave such lousy head and never wanted to do it. Okay, I would let up on her from now on about that. One of the spaghetti straps dropped and the cleavage between those two cantaloupes could be easily seen. They were very smooth and pretty.

They were the oldest boobs I had seen in my life up until that time. I began to stare, which she noticed and evidently liked as soon the other strap fell and the sheer gown had dropped so low that what couldn’t be seen through the sheer fabric was about to be revealed.

She told me how her second husband also married her because he thought she was pregnant. An officer home from Vietnam, another child, and no she didn’t have a job in between marriages. The first divorce left her with a bundle and a yearning. She rubbed her pubic mound like it was an itch, the hem of the nightgown was now up to her mid thigh.

I began to think about her legs. They were pretty and better looking than her daughters. I wondered about that itch, and noticed there wasn’t much darkness there. She was almost completely shaved. Not totally, but short hair, really short. As she moved her hand away I thought I could see the mounds and slit.

One of her hands rubbed one of her breasts and the nipple stood to attention like that soldier. He didn’t last long though, but the nipple hard as a rock sure did. He was a drunk and pain medication addict. The story about husband number three and his death from cancer revealed one whole boob and half of the other. She pretended not to notice as she bent over for an itch on her shin revealing both boobs fully to me.

That was when I thought she was coming on to me. She looked up at me with those doe eyes women have looking to see if I was looking down her front. She saw I was and smiled. She didn’t cover up.

“Do you think I am still good looking, my body,” she asked.

“Yes, you have a very attractive body for an old broad,” I wasn’t going to make it easy for her and really, I liked looking at the boobs but not much else.

She pulled the top down to her waist, “god it’s hot in here, do you mind?” she asked.

“No, I told you before,” I said. “Do what you want.”

She laughed a wicked laugh, “Oh I couldn’t do that you wouldn’t have your pants on for long.”

I decided to throw it back at her.

“I told you do what you want. Anything you think your daughter won’t mind, go ahead and do.”

“Oh she wouldn’t mind if I fucked you I can tell you that.”

That wasn't my first hint my marriage wasn’t what I thought it was. Suddenly drunken granny was revealing more than what she was saying.

“Oh?” I asked. “Tell me.”

“She wouldn’t mind if you fucked me seven ways to Sunday.”

“How do you know that?” I asked.

“Because she told me so at your wedding. I said I thought you were a stud and would fuck you if I had the chance, if she wasn’t marrying you, and she said to go for it if I wanted.”

“So do you want to or are you just playing tipsy drunk.” I said. I know knew the apple didn’t fall far from the tree and perhaps the training her mother gave her extended to how we ended up getting married.

“So is that why you are here?” I asked.

“Oh you are too much of a chicken, a manly chicken, but a chicken nonetheless. A stud chicken,” she was laughing, “a fucking stud chicken.”

“Well, I’m not the one saying one thing, but doing nothing about it.”

I turned to my computer, I have four screens on a Mac for my work, they are the big screens 27”.

“Can you pull up some porn on that?” she asked.

“I could, but don’t really know any sites.” I lied of course. Her boobs had been out long enough now I wanted to touch them. They were really good looking. Sagged a little, not much, big, round, firm looking. I noticed as high up as her hem was, she had really good looking legs all the way to her hip.

Her legs were more toned and in better shape than my wife had. I wondered what it would be like to mess with them. I wondered what she would do if I just knelt down and lifted up that hem to see her bush and that slit. I wondered what she would do if I put that hard erect nipple in my mouth and sucked on it. I didn’t think I would be interested in kissing her, yuck. I had never kissed an older woman before.

“Any site you interested in?” I asked.

“Go to,” and she gave me a site. It was a free site. “Go to the paid area,” it needed a password, she gave it to me. “Search for,” she gave me a name.

I pulled it up. OH MY GOD!. It was her at age 42. She was naked and in nature. Walking in a forest, sitting on a log humping it, showing her butt, (great butt by the way, I hadn’t noticed), her boobs floating in water in her pool at home. A second post, a third. There was a category, “see my previous posts” and there were easily 200 pictures in all.

“Do you like them?”

“They are hot,” I told the truth. If she weren’t sitting in the room I would have pulled out my dick and jacked off to them.

She reached over to my chair and touched my hard dick. “I can see that.”

I didn’t move. Her hand fondled me a little, I just turned my hand and looked at her. Her boobs hung down and were clearly in reach. They were not much changed from age 42, and she was gorgeous then, they were gorgeous in the firelight. I wanted to touch them.

I swiveled in the chair with pictures of her naked on all four screens and looked at her boobs. I lifted my head to see if her top had dropped far enough to get a look at that pussy. She saw what I was looking at and pulled the hem up. I could see the light brown and grey bush. There wasn’t much, I could see she had shaved not too long ago, perhaps a month ago. It glistened.

I swiveled giving her better access to fondling my dick. She stroked it. I unbuttoned my pants. She unzipped them. She reached into my boxers and pulled my hard dong out freeing it. She hummed getting closer. “Mmmmm”.

I reached out and took one of her boobs in my hand. SHIT!, they were real. I looked back at the pictures and quickly started hitting “save as” on each screen and hitting the back key. By time she had my pants down around my ankles I had saved over 50 pictures.

Her mouth enveloped my dick as I fondled her boobs, while saving pictures as fast as I could. I parted my legs and saved the pictures sideways while she swallowed my dick down to the base. She fondled my butt and tried to pull me out of my seat to get at my butt.

“Take that off,” I said to her.

She was obedient. She stood up and let it slip from her hips down her legs to the floor. It fell slowly. I reached out while four files were downloading, one of them of a man fucking her with her legs pulled up so high her ankles were behind her neck.

I looked at the picture and at her.

“Too bad I didn’t know you then,” I teased.

“You know me now, you want to try that?” she asked.

She pulled my pants off my legs along with my socks. She came closer and I reached out and fondled that pussy mound. The hair was really short, and I liked short hair pussies to suck on. I put my face close to her but my lips met her nipples first. My head buried in her soft mounds. God those nipples were great to suck on and no matter how hard I sucked the more it turned her on. I bit them and bit them so hard I left red marks. She was coming to a climax and I put the nipples together and sucked on both of them at the same time.

Her hips bucked and rocked at me as she came. She oozed and fluid ran down her long. I stood up and while taking off my shirt, and watching another four pictures downloading, went into my bathroom and got a towel. I laid it on the carpet and she laid down on it. I quickly down loaded another four pictures while she started fingering herself.

Naked, I laid down with a knee in between her legs. I rubbed her clit with it, she came again. I rubbed more, she came more. I played with her clit with my fingers while sucking on those tits and rubbing the boobs. She came more. Her back arched, my dick ached. The towel was getting wetter. I stuck my finger up in her, then two. It didn’t faze her. Three, at four she was “oohing”. I pushed more and my thumb found her butt hole. She leaked so much it was so wet my thumb was covered. It went into her butt as easily as my finger in her pussy. I reached in further and further until my finger tickled her cervix. My thumb and finger rubbed between the walls and she began to buck in rolling climaxes.

I sucked on her nipples so hard they were turning purple.

Finally she pulled me onto her, “fuck me,” she said. “Come on, put that dick in me.”

I moved into position and it slipped into her right to the hilt. She was lose, but it was a good fuck. I rammed her all I was worth. I rode up on her clit with my dick and she came more but I wasn’t getting a good tight fit. But my guess was where I could. I pushed in and came out. Went in and came out over and over giving her the sensation of my dick pumping into her.

Then on one of the times I pulled out I dropped my body just a bit. It hit in between her cunt and butt hole. She squealed, with delight as it turned out. I pumped the space in between pushing on it and about the fourth push my dick landed on her butt hole. I pushed, hard, harder, and in it went.

She squealed and I covered her mouth with the hand I had in her pussy. She bit my fingers and sucked them into her mouth. She pulled her legs up and out to the side giving me more access to her butt. Pounded her pushing harder and harder. My excitement grew as she came to more climaxes.

Finally I blew my load into her butt slamming my dick up into her. Damn it was a great, far better than her daughter. She was good and took anything I did to her.

After a few minutes I pulled out and walked into the bathroom and took a quick shower washing my dick off triple clean. Then washed it again to make sure. When I came out she was still on the floor. She motioned to me to come over and stand over her. She took hold of my thighs and pulled herself up to a sitting position. She took my soft dick in her mouth and swallowed the entire thing.

It began to grow in her mouth. She held it and wouldn’t let it go. The harder it got the more she held onto it.

“Push” she said as my dick got fully hard. She took my hands and put them on the back of her head.
I pushed. “Fuck me,” she said as best as she could with my dick in her mouth.

I pushed and fucked her face. It was getting better and better. I got harder, and the more I pushed the more she got excited. She wheezed gasping for breath as I shoved my dick into the old lady’s mouth harder and harder.

“More” she mouthed. I pushed harder until I was about to cum, I paused.

“No, no, push,” she demanded.

I pushed for all I was worth as I came to a second time. I don’t think a drop got in her mouth as it went straight down her throat. She sucked on my dick for all I was worth. It hurt so damn bad I thought she was going to eat and swallow the fucking thing.

Soft, I was finally able to get it away from her. She laid back down on the towel and fingered herself to a half dozen more climaxes in front of me as I down loaded another fifty or sixty pictures.

“My soldier liked pictures. He took them. I didn’t know he posted them until after the divorce. You can take all you want if you will do something for me.”

I turned to her. “What is that?”

“Do that again sometime, maybe tomorrow. Liz will still be smashed on pain drugs.”

I agreed as I came out of the bathroom washing my sore dick thinking about her offer. I paged through the pictures again and decided to down load everyone that was on the site.

“Ok, deal,” I said. “Let’s go over this again, how do you think your daughter is going to feel about you fucking me.”

“Oh,” she waved me off, “she won’t care. Believe me, I know, I told her if I had a chance to fuck you while I was here, I would. She told me to go for it that she wasn’t fucking you but once or twice a month, so you were probably ripe for it by now if you weren’t already fucking someone else.”

“So, she isn’t fucking me on purpose,” I said as casually as I could.

“Of course,” she said as she rolled on her side and curled up. She was about asleep.

“She is planning on getting a divorce and leaving isn’t she, she already told me.”

She was almost passed out and barely could say it she was so dopey. “Yes.” She passed out as I downloaded all the rest of the pictures. I looked at her naked body on the floor and the pictures on my computer. I loaded them all onto a thumb drive and stuck it in a drawer then deleted them off my computer and logged off the site.
I walked over to her and bent down fondling her butt. It was a great butt. She was leaking. I fondled her boobs laying there. Great nipples, but she flinched as I touched them, they were obviously sore.

I got out my camera and took a couple pictures of her laying there. Put her night gown near by, propped her up against my couch, spread her legs for the world to see, there were plenty of those already on that site. I put my dick in her mouth and took some pictures. I pulled her to the floor just for fun and fucked her while she was passed out. I had never done that and it was an interesting experience. I decided I liked live participants. I ended up taking over 50 posed pictures. Then I dressed her in her nightgown and lifted her onto my couch and covered her with an afghan throw.

I stood over her. “Deal” I said.


* * *

Part II - Deception is a Two Edged Sword

The next day my mother in law woke up in my office and with a drunken hang over. She made her way to her bedroom and sank into the queen size bed. She didn’t wake up until after noon. By then her daughter was up stumbling around with a migraine.

(I will post Part II, the next chapter, in a second post. If you have editing suggestions, or would like to be an unpaid reviewer for stories being submitted for publishing, send an email to high [email protected], woman are especially wanted for reading manuscripts in the erotic and romance genre.)

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Unexpected Desire

To understand how totally unexpected the event of several months ago was, knowing my history, well my sexual history, is helpful. I am a twenty-four year old lesbian. Well, at least I was a lesbian, but now I'm probably bi. The change in sexual orientation is what this story is about. I learned I was attracted to girls when I first turned sixteen and began exploring the secret world of sex in high school. Earlier, I didn't think much about the subject, and it wasn't a topic at home. Some of...

Lesbian
2 years ago
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Unexpected Night With My Best Friend

Hey this is Dhruv. This is my first sex experience which I want to share with u guys. This experience and situation was completely unexpected. Its with my best friend Tina. Tina and me are best friends from childhood.. but one unexpected night got us together physically too.. Coming to info about me I am a boy age 21, and I am studying.. and good looking. My best friend Tina is my childhood friend. Both of us played together, shared everything..but never had such feelings of getting physical....

4 years ago
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Unexpected Sex Experience With Lustful Neighbor

Hi friends… Gary from Calcutta. Thanks to ISS for publishing all my previous stories and the wonderful responses from the readers. I have been blessed amazingly in matters of love and sex, especially in last 3 years after coming to Calcutta. For those who are reading my escapade for the first time, I am a 34 year old guy with lots of sex drive. I love to keep myself fit by regularly gymming, and various sports. And being a part of a high end residential society, get many chances to interact...

2 years ago
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Unexpected Sex With School Friend

Hi this is Rohi, I am gonna share with you a story of me and my School friend I use to live in a rented house in Mumbai alone. My daily chores include of morning office evening making dinner and sleep.one day I was bored of going office so decided to skip by giving reason of not well. It was raining heavily outside suddenly I called my school friend Priyanka who was working in nearby area and told her to visit at my place as I was alone and bored . She came within an hour fully drenched in...

3 years ago
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Unexpected Mommy Parts 1 2 and 3

Unexpected Mommy - Part 1 By Trish5160 My name is Alex. I'm 14 and out of three boys born in my family, I was the youngest and like the runt in a litter of kitties. I am either blessed or cursed with gynecomastia, depending on your perspective. Gynecomastia is unexplained breast development in guys. No one really knows why this condition exists or what triggers it. There are a lot of theories, one being an imbalance of hormones at birth. A boy like me who's body has produced...

3 years ago
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Unexpected

I have always loved reading. I read all sorts of books, both fact and fiction. I like travel books, history books, biographies, mysteries, murders, in fact all sorts of reading material. My very favourite are short stories with a twist in the tale: Those clever stories that have an unexpected ending. A favourite author is Jack Finney whose tales are often about shifts in time. The titles of his various books on Amazon give the clue to his obsession with time - “Time and Time Again,” “About...

4 years ago
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Xena Versus The Spartans

It was a time of horrible raids by terrible marrauding hordes, which caused untold misery, fear and poverty in all of Pelopones. It was a time when Xena and Gabrielle were needed by all the towns, before it is too late, but she was nowhere to be found. The century before had been a good time for all, under the Cooperation Accord of Olympia, there was piece between all the polises, and Xena could concentrate on petty crime and feuding Gods. But now Xena had been on a mission in Asia for years,...

2 years ago
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Unexpected Consequences

Unexpected Consequences A cross-dressing husband is caught, understood and surprised! My gorgeous wife had taken the weekend away to look after a sick friend of ours and would be away from Friday night to late Sunday. I had mixed feelings, being sad at her absence over the weekend but.............well my hidden 'special' needs were screaming out for fulfilment and here was a rare but opportune time to indulge them! Saturday mid-morning saw the sudden re-appearance of Claire. I heard...

3 years ago
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Unexpected Pleasure With Young Guy

Hello readers and I am fond of reading and enjoying sex stories and became fan of ISS after this incident which I am going to narrate for you. That happened before 3 years before proceeding let me introduce myself. I am 43 years old at the time of this incident I was 40. I am good looking plum woman with fair skin and with height 5’3 weight 70 Kgs and having vital statistics 38 32 36. I am a housewife having 2 daughters studying in college. My husband is a businessman and he is cool, calm and...

2 years ago
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Unexpected Opportunity Unexpected Bonus Pt 2

I stood naked in front of my full length mirror. I absently stroked my shaven pussy as I thought about my evening with Gerald. It had been two weeks since we had our unexpected encounter. I constantly thought about seeing him again. He hadn’t come back the following day and I was beginning to think he was regretting what he had done. I didn’t completely blame him, I mean he did have a wife and kids. I’d better get dressed, I thought. I was meeting the girls downtown at our favorite bar. I...

4 years ago
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Unexpected Hot Sex With A Hot Stranger

Two totally true stories from when I was much younger. Two different strangers (both of them hot by the way) try to hit on me. And they both succeed...Story 1: I was 22. Me and a friend walk into a jazz bar for one last drink to cap off a long night of bar hopping. A live jazz band was playing and they were very very good. The place wasn't crowded but it wasn't empty either. It had a great vibe going that night.I notice a very pretty woman with a hot body sitting on some much older guy's lap a...

3 years ago
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Unexpected morning

Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body she...

3 years ago
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Unexpected night of fun

It was a warm spring evening and the smell of the rains from that afternoon was still in the air. With the windows of my truck rolled down as I drove, I could smell the sweet smell of the spring plants mixed in with the wet stone smell coming up from the streets. I enjoyed the refreshing air. I had been home alone, bored, and decided to seek some excitement. I had no idea what awesome experiences were in store for me this night. In my head I had been going back and forth about where to go. A...

3 years ago
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Unexpected Experiences

I had been house sitting for the last week while friends were away. A beautiful home that had a gorgeous pool and hot tub that I had been dying to use. Unfortunately terrible weather had prevented it until today.  Today was perfect for a lazy day lounging by the pool and I intended to make the most of it. I slipped into my bikini, grabbed all the essentials for the day and made my way to a banana lounge where I could read, doze and work on my tan for as long as I wished. By mid-morning I'd...

Straight Sex
2 years ago
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  • 15
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Unexpected date

“Just a minute,” I yelled. Rolling out of bed I picked up some random clothes that where laying around, not bothering to check exactly what I was putting on and not caring at this time in the morning. Whoever was knocking had better have a good reason for waking me up early on the weekend. There's no way I'd be able to fall back asleep either. My German Shepherd was barking, it's tail wagging, no doubt happy I was starting the day early. I walked to my front door, running my hand through my...

4 years ago
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Unexpected Morning

Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body...

2 years ago
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Unexpected Encounter In A Park

Hi guys, I’m Varun(name changed) from Bangalore. I’m a bisexual strongly attracted to men who are older than me. Possibilities do exist. So if you wanna know more about me and my experiences, get in touch with me. So this story is about an unexpected encounter that happened to me last year. I was 19 years old then. I was always fascinated to see new dicks and gave a fetish for underwears. Also, I like exploring sex in public places. This story outsets when I wanted to inquisitively experience...

Gay Male
3 years ago
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Unexpected Morning

Unexpected MorningWhen looked upon her eyes shined as if to radiate the passion for life which lay within. Eva stood in the cool morning air, her flesh tingling after the cold water of the lake. Every morning she took delight in the peace this sheltered lake gave her before the day really began. It made her feel centered and had the effect of purifying her of any worries she might have of what the day held in store. But as she stood there naked letting the suns spring rays dance on her body...

3 years ago
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UNEXPECTED TURN

When Jake first realised he was attracted to his mother, he had no idea that his lust would take such an unexpected turn, leading him down roads he never would have imagined in his wildest dreams. Jake was eighteen, and had just finished high school when he started planning to seduce his beautiful, 42 year old mother. Just the thought of sucking on Lucy's big, delicious breasts was enough to make Jake's uncut 7-inch cock stand up straight and start oozing with pre-cum. Following the advice of...

2 years ago
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Unexpected Restroom Sex 8211 Part 3 8211 The Restroom Again

This story is the continuation of the previous story. As I told before having sex with one girl led to a snowball effect. It’s really surprising to see that there have been so many women around me; whom I thought didn’t even care about boys or made people feel that they were confined to themselves; were not like that. It was the case of Janani Priya that taught me a lesson. We are all deluded about people. We just can’t find who is what. Ok enough philosophy for today. Ill introduce myself...

3 years ago
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Unexpected Turn 8211 Event Of A Lifetime

Hey all this is Raj, 23 from Bangalore. This is story of mine having sex with an unexpected person and how it turned out to be one of the best ever had. The story begins when I completed my boards exam and waiting for the results. During that time my family decided to go on a vacation to Andaman and Nicobar islands but I stayed back with a lot of stubbornness as was not interested to roam around so being the only son my parents weren’t so confident on letting me stay home alone so they asked my...

Incest
3 years ago
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Unexpected Sex With Neha

Hi guys this is a story when I was I had a huge crush on a girl called Neha. We were good friends but she always used me in her studies to get her work done. I helped her thinking that she respected me and we were good friends but that was not to be… After knowing each other for two years we were supposed to go for a college trip to Manali for a couple of weeks. My friends always told me that she was a bad girl and stay away from her but I never listened. I wanted to propose her but I never...

3 years ago
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Unexpected Move From Asha

This happened a four months ago. We have one manufacturing at Nagpur. As I am the head for India and as part of employee engagement we used to have our family day function at each location. I had requested my assistant Asha to go to Nagpur and help the team a week before so that we have 100% participation from employees and their family. While discussing this I got a call from Nagpur factory that employee involvement is not at all there and that he is confused. Local HR is busy with day to day...

4 years ago
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Unexpected Experience With Sanjay Uncle 8211 Part 2

Hi! All friends, I am back with another interesting episode of my unexpected. but exciting and real encounter. Your valuable comments are welcome. After that exciting evening in his house, we became very intimate and one  day, he planned for a long night-session of sexecitement, as his mother would return only after one more week, but I discarded it as impracticable and left it at that.  The following Sunday, Sanjay anna(uncle) lunched with us and with my parents’ permission, both of us went to...

Gay Male
2 years ago
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Unexpected Encounter With Sanjay Uncle 8211 Part 1

Hello friends, hope you liked my earlier story with my master. Here is another one for you to read and offer your valuable comments and encouragement With the summer camp and the feverish activities associated with it coming to a close, and sir’s absence for nearly three weeks( on domestic reasons), I felt miserable, like a fish out of water. The fantastic taste of that unbelievable and unexpected sweet forbidden pleasure with sir (My master love-locked me -3) was haunting and making me...

Gay Male
3 years ago
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Unexpected Outcome

Unexpected Outcome At the ripe young age of 25, I had everything going for me. I could get all the dates I wanted and with almost any of the town's hottest- looking ladies, too. I had college degree and a good, well-paying job, a nice car and a decent apartment. Then, one day, my world came crashing down around me and everyone else too, for that matter. No one knew it at the time for the only news available at this point was that the Earth was going to have a near-miss experience...

3 years ago
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Unexpected Outing Part 1

"Unexpected Outing" Part 1. John returns home in female clothes following an accident. Fiction by Johnny Cumlately. John's earliest recollection of cross dressing when he was about 12. He would surreptitiously "borrow" his mother's underwear. She was even then years behind the times and wore pink satin knickers with elastic at waist and thighs. She also wore corsets with miles of lacing. John, now 35, had been happily married to Mary for about ten years. They lived in a pleasant...

2 years ago
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Unexpected Mommy revised Parts 4 and 5

Unexpected Mommy - Part 4 by Trish5160 Mrs. Stone could not believe the erotic display on her couch this evening.? She instinctively knew Alix was participating in sexual intercourse even though it was just a dream for him.? She knew by his movements.? Voluntarily he had parted his own legs wide, his moans, the thrashing of his head from side to side, the heavy breathing.? All signs of a female in heat.? All signs of a female being taken. There was...

3 years ago
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Unexpected Outcome

Unexpected outcome. At the ripe young age of 25, I had everything going for me. I could get all the dates I wanted and with almost any of the town's hottest- looking ladies, too. I had college degree and a good, well-paying job, a nice car and a decent apartment. Then, one day, my world came crashing down around me and everyone else too, for that matter. No one knew it at the time for the only news available at this point was that the Earth was going to have a near- miss...

2 years ago
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Unexpected Meeting Coming Home

Unexpected Meeting - Coming home by strangefun WARNING: This story contains graphic depiction of depraved sexual acts, sisification, sexual abuse, humiliation and torture. Read at your own discretion! From the author: This is a continuation of the "unexpected meeting" story, and for all the sissies, I recommend reading it wearing your favorite sissy outfit and, of course, a chastity device, so you can feel the same confinement and sexual frustration I felt when writing...

3 years ago
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Unexpected Sissy Transformation

An Unexpected Sissy Transformation My unexpected transformation actually began at the company Christmas party, when Jennifer, our HR Manager of all people, sauntered over to me with an odd smile on her face. "Merry Christmas, Sean," she said, never taking her eyes off my face. "Do you mind if I ask you something personal?" Here we go again. I am an out gay male living in Texas. I can't tell you how many women have quizzed me about my "fabulous" gay lifestyle. The truth of the...

1 year ago
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Unexpected Opportunity Unexpected Bonus Pt 2

I stood naked in front of my full length mirror. I absently stroked my shaven pussy as I thought about my evening with Gerald. It had been two weeks since we had our unexpected encounter. I constantly thought about seeing him again. He hadn’t come back the following day and I was beginning to think he was regretting what he had done. I didn’t completely blame him, I mean he did have a wife and kids. I’d better get dressed, I thought. I was meeting the girls downtown at our favorite bar. I...

Mature
3 years ago
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Unexpected circumstances

Unexpected circumstances.I don’t really know why I did it. I still don’t. Boredom I guess. I hadn’t used the Hotmail account I’d set up years earlier for as long as I could remember. Fully expecting it to have been closed, I navigated to the website and typed in my username and what I thought was the password I’d selected at the time of creating the account. To my surprise, the account hadn’t been closed, just suspended due to inactivity. As I watched the list of e-mails populate on the screen,...

3 years ago
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Unexpected Weekend Chapter 3 Final

"So what did you end up buying for dinner tonight, Mr Chef?" Alice said excitedly "I got us a couple of steaks and thought maybe a nice steak dinner with all of the trimmings, chunky steak cut chips, mushroom, tomato, onion rings and peppercorn sauce" He replied "Oohh very nice, getting the real VIP treatment here" she said with glee "Well only the best for my guests" he said "I wanted to make you something nice and if I can be rather blunt, something that I won't have to slave...

1 year ago
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Unexpected Gifts

"You sure you don't need me, Sir? I don't mind sticking around." "No, Don. Go on, enjoy a few days off before we get swamped." "All right, then. Thanks." Don left his boss, who was in remarkably good spirits considering how close Christmas was and how busy they would get in a week. However, he decided, if the boss said take some time, Don wasn't one to argue. He knew he'd be working his ass off soon enough, so he'd get while the getting was good. After speaking to the boss, he...

1 year ago
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Unexpected pleasure

Once again we were heading to Gary's house after a night out. There was Gary, me, my wife Lisa and another friend of Lisa and Gary, Caroline. Caroline had come out with us because her husband was working away for a couple of days. Not long after we arrived I went to the kitchen to get a drink and Lisa followed me in. She said I want to ask you something. Go ahead I told her. She said If you and Gary just happen to end up doing what you do best would you have any objections to her and Caroline...

4 years ago
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Unexpected Pleasures part II

Deception is a Two Edged Sword The next day my mother in law woke up in my office with a drunken hang over. She made her way to her bedroom and sank into the queen size bed. She didn’t wake until after noon. By then her daughter was up stumbling around with a migraine. I asked my wife into my office and we talked a few minutes. She had taken a Imitrex pill for the migraine. Her mother had left behind the shawl covering with the fur trim. She didn’t seem to notice, or care. I didn’t...

4 years ago
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Unexpected Pleasures

It started out as my boyfriend’s idea of course, but I must admit it sounded pretty good to me. Jason said he always wanted to see me sucking his cock and fucking me at the same time, but since he could not be in two places at once, he needed help. That is where his friend Jim came in. Now I liked Jim Ok, he was pretty good looking, and nice besides, but I did not want Jason’s friends thinking I was a slut either, so we came up with the disguise idea. Jim and Jason often went out on Saturday...

1 year ago
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Unexpected Pleasure

It all started one day when I went for a walk, I was walking down the street when I spotted a woman walking toward me from the intersecting street. I stopped on the corner and occasionally glimpsed her way pretending not to look at her. As she got closer, I realized I knew this woman and said, “Hey, Julie how have you been, long time no see?” “Hi, its good to see you. I’m great I lost the ten pounds I gained when I was pregnant, so I’m feeling pretty good.” “You look good… sorry, maybe I should...

Erotic
4 years ago
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Unexpected Pleasures part III

I had seen enough on the local little remote security camera I had picked up at Radio Shack. It wasn’t high enough grade to get the pictures I wanted. I wasn’t sure I was seeing what I was seeing. Was my wife’s son Zac really drugging her? Was he really having sex with her? It took three days but I got what I wanted and UPS second day delivery brought it to me. It was a nearly invisible pinhole camera with 780 resolution, low light, and remote control. The camera was $425, plus shipping. I...

3 years ago
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Unexpected Pleasures part III

Introduction: Steves true story of lust and sex continue with his mother in law Prying Eyes I had seen enough on the local little remote security camera I had picked up at Radio Shack. It wasnt high enough grade to get the pictures I wanted. I wasnt sure I was seeing what I was seeing. Was my wifes son Zac really drugging her? Was he really having sex with her? It took three days but I got what I wanted and UPS second day delivery brought it to me. It was a nearly invisible pinhole camera...

2 years ago
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unexpected night of pleasure

My mate’s wife went to bed early and I was asked to go and give her a goodnight kiss by her hubby, and when I got there she was led on the bed with her legs wide apart sliding her fingers in her pussySo I crossed the bedroom and climbed onto the bed and joined her, she was so wet; she grabbed my hand and slid it onto her pussy. I knew what she wanted as she reached forward and released my throbbing shaft from behind the jeans I was wearing.As she undid my jeans and pulled my cock out, she...

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