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All of my stories have a semblance of truth, some more than others.

Samantha (Sam) sat at on her couch playing with her iPad listening to the TV, it was rerun season and there was nothing worth watching. She had divorced almost a year ago and still hadn’t worked up the nerve to get back into the dating scene.
Too many nights were like this one, she would cruise the online ads, debate answering one and go to bed frustrated. She would use her boyfriend Roger the Rabbit to masturbate and fall asleep.
She saw one ad that kind of caught her attention; it simply said “Woman wanted who isn’t afraid of the dark”. There were no other details just that simple line. She was moving on to the next ad and thought, what the hell. She emailed a response “I am not afraid of the dark”. In a few minutes she got a response that simply said “Most women are why you aren’t”. She smiled and wrote back “Because I am a big girl and not afraid of anything”. She smiled and waited, but no response came.
She found herself checking her phone all day while at work to see if there was a response, but there was none. A shame she thought, that was kind of fun. On her drive home, her phone chimed and sure enough it was him. His email said “Are you willing to prove you aren’t afraid”. She paused a minute before responding and wrote back “I might be willing to prove it, it would depend”. His response was immediate, “I will give you until noon on Friday to give me a yes or no answer”.
Sam thought “who the hell is this unknown person to give me an ultimatum”. She hit the delete button and went home. All night long, this encounter kept playing in her head. Like the devil and the angel on her shoulder arguing. “I don’t need to prove anything to anyone” and then “I need to explore my boundaries, I need to be more adventurous”. Her ex husband had told her that he cheated on her because she was too vanilla, what the hell did he mean by that. She tried to sleep, but even Roger wasn’t going to help the thoughts in your head.
On Friday morning she had made up her mind, she would go along with this, at least for a bit to see where it goes. She emailed him and simply said “I am willing to prove it.” She didn’t get a response until Friday, right after noon. The note simply said “Instructions to follow”.
Now she was more intrigued than ever, “where is this going she thought” as all kind of good and bad ideas flowed through her head. Finally her phone chimed and there were the instructions. “Be at the downtown Hilton tomorrow night at 8PM; ask them if they have a message for Rose”. Please do not respond to this email, I won’t answer. Wow, not this is getting weird she thought, there is no way I am going to a hotel to meet someone I don’t know, and this is insane.
Another fitful night awaited her as she tossed and turned. By mid morning she was thinking it wouldn’t hurt to just go and see what this was about. By afternoon she was concerned on what she would wear. She settled on a sweater, a short skirt with leggings and to be safe she wore her old “Granny panties”. She would die before she let someone see these old things.
She walked up to the front desk right at 8PM and asked if they had a message for Rose. The clerk smiled and said “We have been waiting for you” and handed her a beautiful yellow rose and an envelope. She walked to the lobby and opened the envelope, inside was a room key, room 1801 and a short note “I will be there at ten”.
“Now what to do” she asked herself and than decided she was at least going to meet this mystery man. She went into the elevator and headed to the 18th floor. When she got to Room 1801, she found it was a suite with an incredible view of the city. On the table was a small gift wrapped box and the longest note yet. She opened the box first and in it was a sleeping mask, the note said “Please order room service and enjoy dinner”. I will be there at 10PM, have the lights off and be naked on the bed with the mask on”. If the lights are on and the blinds not pulled or if you aren’t on the bed, I will not come in”. If you have second thoughts, slide the dead bolt and have a good night”.
“Oh my God” Sam thought, I am not going to let some stranger do who knows what to me, this is insane”. I am going to order some dinner and than get the hell out of here. She ordered a surf and turf dish off the menu and an $80 bottle of wine. When she was finished it was just a little after nine. She was more than a little upset that someone thought she would go through with this. She walked over and slid the dead bolt and decided she was going to enjoy the room. She checked what was on pay per view and had to go pee. She went into the bathroom and there was a giant jetted tube. She decided to run a hot bath and really enjoy this night. As she soaked she thought about how crazy this was, she never did crazy things. The longer she soaked and the more she thought maybe that was the problem. Her whole life she played it safe, not once did she ever do anything crazy. Maybe it was the wine, but maybe she needed this.
She got out of the tub and dried off; it was now 10 minutes to ten. She started to say “the heck with it”, but literally out loud said “Fuck it”. She walked over to the door and slid the deadbolt off walked by the table and grabbed the mask. At the last minute she remembered to pull the blinds. She pulled the bed spread down and propped herself up on the pillows and turned the final light off a few minutes before ten. The room was pitch black as she slid the mask over her eyes.
A few minutes later she heard the door open and the rustling sound of someone in the room. A few minutes later she felt someone climb on the bed and her legs being spread. The next thing she felt was a tongue on her pussy. If she wasn’t so freaked out she might have enjoyed it and the longer he licked her the more she did enjoy it. His tongue roamed al over her pussy and occasionally she could feel his tongue flicking her clit. After a while she felt herself breathing hard, on the brink of an orgasm and he stopped.
She felt him moving around and felt his cock at her lips. She grabbed it and guided it into her mouth. Her husband complained about her blow jobs, that she was never really into it. Well she was acting crazy so she was going to be crazy. She took both her hands and put hem on this stranger’s ass, forcing his cock into her mouth. Only stopping to lick his balls and kiss the length of his shaft. She sucked him for what felt like 20 minutes until he pulled away. He rolled on top of her and he started fucking her missionary position. She loved the way his cock felt inside of her; it had been way too long. He was kissing her neck and exploring her breasts. His tongue finding hers as they kissed deeply and passionately, as if they were long time lovers.
After a bit he rolled her over on all fours and started fucking her from behind. She felt his balls slapping into her as he fucked her as hard as he could. She felt his thumb, covered in saliva circling her asshole and just as she was getting used to it, he grabbed her hips with both his hands and started pounding her. She felt his cock grazing her clit and she felt herself start to cum. Almost sensing it, she could feel this stranger start to tense up and felt his cum fill her pussy.
They both fell on the bed exhausted. As she laid there catching here breath she felt him get up. A few minutes later she heard the toilet flush. She waited a few minutes for round two and said “Hello”. She took the mask off and turned on the light and realized he was gone. Besides the cum dripping from her pussy, there was no sign that he had even been there. She sat on the edge of the bed and hoped he returned. She waited and waited. She thought about locking the door, but didn’t as she hoped he would return.
The next morning she dressed and went down to the desk “Hi, I need to take care of the expenses for Room 1801” she said. The clerk looked it up and said “No, everything is taken care of, you are good to go”. She asked “Can you please tell me who took care of the bill”, the clerk smiled and said “I am sorry Ma’am, we cannot give out that information”. She walked across the lobby and saw the line at Starbucks, one man looked at her and smiled, she headed to the door and another man was looking at her. “Could one of these be him?” she thought.
As soon as she got home, she sent an email, all it said was “I hope I proved I wasn’t afraid of the dark”. “Perhaps we could meet in the light”. “Either way, I would be willing to meet again”. She hit the send button and within seconds got the message “Undeliverable, email address not found”.

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"Well, okay, but only for one weekend." She finally said."Thanks honey, you will never regret your decision." We will have a wonderful weekend. His home is more than twice as big as ours. I don't know why a single man needs such a large home, and I never asked him." I was talking too fast to cover up my nervousness.That evening as we were laying in bed talking, she was gently caressing my prick. It stayed soft, even though I wanted her. I was too nervous, thinking about what was going to happen...

2 years ago
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Teasing on Miami pt 2

Chelsea said "It's not a sex beach, it's just a beach with some nude people... just ask Matt if he's ok with it, he might not mind as long as you keep the bathing suit on". Samantha shrugged and said "maybe if he doesn't mind, but I highly doubt that will be the case". "Let him see what your wearing", I said as I held up my phone to take her picture. Samantha hesitated slightly, and then struck a pose, saying "send me the pic and delete it, and I'll send it to him". I chuckled and...

3 years ago
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Mr Whiskers Comes To Visit

It was during San Francisco's Summer of Love that he first showed up in our Backyard. (Don't you just hate it when you have an unannounced visitor?) Well, anyway, there we were having breakfast one Saturday morning—we looked out—and there he was! Since we had some eggs left over, my wife being the waste not - want not kind of girl decided we should see if he was hungry. "You know... He's kinda cute for such a little guy," she said. Those whiskers really make him look sort of...

2 years ago
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Faeophobia What Boys Like

"Nothing wrong with big tits," I told myself. I'd been warned about the Fae. With their huge breasts, wide hips, and raging libidos. They said you couldn't trust them; they were too frivolous and impulsive. And they had dangerous, magical powers. The people in the small town I grew up in made a special point to tell me not to stare at their tits; because they'd notice me. I decided to dismiss most of the warnings. Ever since the special Celestial Conjunction of this century, magic had...

2 years ago
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I Can Explain

"Honey, it's not what it looks like. I can explain." Right! That pathetic bit of sophistry has been around since before the dawn of recorded history. I'm sure that the first chronicled account appeared in a set of drawings on the wall of a cave. The first picture would have shown the offended mate catching his woman in flagrante delicto, his club over his shoulder. Her hands are up in a gesture that tells him to wait. "Honey, it's not what it looks like. I can explain," she must have...

2 years ago
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Inside Maple Grove Chapter 7

A story about one black family’s bid to conquer Boston’s EliteA Fantasy created by Ted Guy based on an idea by Julie Van.(Please read previous chapters to get maximum enjoyment).Chapter 7 - Cuckold time.continued from Chap 6…….Several days after her visit to the Jackson’s Sophie was sitting having dinner at home with her husband Adam. Things were still a little frosty between them but she was now making the effort to create a nice atmosphere between them as Stella had been in touch and made...

3 years ago
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The Singer

"Connie Franks to open at the Cave Lounge Friday evening" read the headline on the promo article in the Bridgeport Times. Connie was pleased that her manager had found enough time to at least get the promo piece in the paper. Connie hated playing these little towns, and especially hated playing motel lounge sets. "Why do you book me in these holes?" she screamed at her agent when he called her that morning? "You know that I hate them. The rooms are always dumpy and the lounge holds maybe...

4 years ago
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First BDSM Chapter 4

-          Wake up, you lazy bum – came the voice of my wife. I retorted, whaaaat, it is Saturday, let me be . . . . -          No, we need to go places, we have things to do and you are coming with me. -          Can’t we do it later???? Was my poor pleading for mercy . . . . -          No, wake, wake, and with that she slapped my ass . . . .   We had a bit of a breakfast and off we went. – Where are we going? I managed to ask while she was driving. – We are going to the mall first. I...

BDSM
1 year ago
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WeFuckBlackGirls Sarai Minx 04292019

When Prince married Sarai Minx’s mom, he had no idea what he was getting himself into! Sarai Minx has been a tease ever since! She’s a college student who loves to dress to get attention…if you know what we mean! Just look at today’s jogging outfit! Imagine living with Sarai when she’s walking around the house in a skimpy thong and tiny top! She loves teasing “Daddy” Prince and watching him try and conceal a boner in front of her mom! Today, Prince has...

xmoviesforyou
2 years ago
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2 twin horny girls

Dear friends, this is bobby here again with a very new refreshing experience with 2 ladies. For the people who don’t know me i am 36/m from india and have posted many stories here at iss. Coming to this experience, through my friend ranjana i met 2 twin sisters nearly a month back. They are ranjana neighbours. Their names are veena and priya. Ranjana introduced me to them and later they got in touch with me through phone. Veena called me once and wanted to meet me. I called her at my office as...

2 years ago
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Bobbys Reward

johnstr Bobby lay looking at the ceiling of his room. His smile was plastered across his face. Who would believe that two short weeks ago he and his sister Marsha could barely be in the same house without fighting, and now they were having sex every chance they had. He thought to himself, “If I only knew, I would have been a lot nicer, a lot sooner.” It was hard to hide their new relationship from the parents. They had to put on a good act. Yesterday had been Bobby’s 15th birthday and...

2 years ago
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Start of my kink

I know this will probably cover a fews different fetishes. I got caught by my cousin, but I was watching her. I was 14 years old at the time and she was 16. We were at our f****y summer home in Wisconsin, and one night, being the insomniac I am, I couldn’t sl**p. I started reading a book, and after awhile I had to get up and go to the washroom. As I walked down the hall I heard something. Something I never heard before. I didn’t think anything of it, but on my way back to my room I noticed the...

1 year ago
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Hubby likes seconds or thirds

I knew from the first time I met Melanie that I was hooked on her, and even though she at told me that it was just an infatuation and I must be fucken’ crazy, I was persistent and told her many times that it was indeed true love. She’d never had a guy love her, for her, I understood that. Love was as weird for her as it was for me. But once I told her that I enjoyed watching her fuck other men; as long as I could watch and join in, she agreed to be my girlfriend. … Heck I thought, who knew you...

Group Sex
2 years ago
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Preethi8217s Nude Trip With Male Friends

Hello all, this is Preethi. I am 26 years old, fair, and with 5’7 height and 52 kgs weight. My sizes are 34C-28-30. All my stories will have a mix of reality and fantasies, I encourage you to decode to me which is which. I will send my personal replies back. Coming to my story, this happened when I was 23 and I was in my first job. I and my four friends (Arun, Sanjay, Deepak, and Hari) regularly fuck and we always keep it exciting. And I love typical where I am the only girl and everyone’s...

4 years ago
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Mr Darcy meets Miss Eliza Bennet

History Humour. ----------------------------------------------------------------------------------------------------------------------------------- “Mr D’arcy how delightful!” Mrs Bennet simpered as her new neighbour arrived on horseback quite unannounced one spring morning. “Indeed Madam the pleasure is all mine!” Mr D’arcy replied airily, “Tis a pleasant enough little place you have here, quite like my lodging at Manderly but somewhat smaller I fear.” “Oh Mr D’arcy you are too kind,” Mrs...

3 years ago
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Lost my ass cherry

ok so one day after work i decided to go to the local XXX theater to see what was on. nothing really good in the straight theater. so i went over to the next theater and saw some gay porn. it was a twink being rimmed by a tranny. I decided to go in and in the far back corner of this theater there was a group of 3 men and when i walked in they came up to me and asked if i wanted to "play". so i said why not. so they all took out thier dicks and their sizes were outstanding. the white guy had at...

2 years ago
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My deepest desire

The musty smell of the barn filled my nostrils with each breath. The hay, the a****ls and just the general smell all barn seem to have. There in the rubber matted wash bay stood a small bench. Having been modified several time until now in which it stood 34 inches tall. It was about 4 feet wide and just a little bit longer than 4 feet long. On top it has a pad running down the center and on each side of it more of the same rubber mat that covered the stall floor. The pad was meant as a non slip...

4 years ago
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Bright Star Quest I The Book of BaysilChapter 10 Anji Soldier

"Today and tomorrow we hunt!" Anji looked up from her morning meal at Darrick's words. It took a few moments for his meaning to sink in. Indeed, it was some moments before anyone answered him. "Why the delay?" Kargh snarled the words, coming to his feet at a bound. He was a properly warlike figure, she thought, sword and beloved axe slung from each side of his broad leather belt. "We've found the road to the deeper levels. That's where real treasure lies waiting for us!" "We've...

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