Down A Dangerous Path free porn video

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His name was Ryan, a guy in his mid 30s. Married to a wife that was too consumed with her job and complaining to pay any attention to his needs so he was left to take care of himself.

From time to time he would look at porn sites. Watching clips and vids that caught his attention. One night he stumbled upon a video that started off with a beautiful woman. She had amazing tits and curves in all the right places. She looked amazing he thought. He found himself with his hands down his pants before she had even shown anything outside what you would see walking down the street.

Ryan continued to watch the video stroking his cock. He had a full hard on at this point. The lady started to strip off her pants and shirt leaving her in just panties and a bra. She danced for a bit like this and all he could think was that she was really good at teasing him. He found himself increasing the speed that he was stroking his cock. The lady in the video pulled the back side of her panties down flashing her perfect bubble butt. It was so smooth with a perfect tan. She quickly pulled her panties back up with a naughty look. He found this excited him even more.

She exposed her ass again then asked the viewer if they would like to fuck her ass. This put Ryan over the edge and he exploded. He so aroused by this that he decided to keep stroking. He was now using his cum for lube. There was a bit of sensitivity from cumming and continuing to stroke but that faded.

He kept watching the video his dick still hard he felt something he had never felt before. His dick was throbbing so hard he felt the throbbing on this anus. This both confused him and excited him so he continued to watch the video.

The lady in the video had taken her bra off at this point and he was marveling at her perfect breasts. The lady was now pulling down at her panties again. Ryan was getting close to cumming again. This was new to him as he had not cum twice in this short of time before.

Ryan was getting more and more excited. He wanted to see her whole body, every inch. She had teased him and he found himself slowing down his strokes so he would not finish before he saw all of her. She once again teased taking her panties off with her seductive dance. Then she turned around to smack her ass saying she had a surprise for the viewer.

She turned back around and started to pull her panties down. He thought yes this is finally what I wanted to see that sweet pu......his thought was cut off.

She pulled her panties down past a point and a cock flopped up. It continued to bounce. He was unsure what to do. He was so close to cumming a second time. Then she asked the viewer if they would like to suck it, offering they could finger her ass while they sucked kn her big clit. At that Ryan exploded so hard that he shot a bit of his cum into his mouth by accident. The buttery, sweet, and salty taste was new to him and out of reaction he spit it out.

He sat there after cleaning himself up and clearing his history thinking about what he saw. Wondering if he was gay, he decided that maybe he was bi and thought to himself who cares.

————————————————-

Over the next few weeks Ryan found himself jacking off more and more. He would find videos where it seemed like the lady might be trans. The surprise is what had him hooked. As time progressed he found himself just searching for transsexual videos. He knew he was on a path of self discovery and unsure where it would take him but he liked where it was going so far.

————————————————-

The weeks past and Ryan’s wife had not noticed any of this was happening. He noticed a text saying she had to go on a business trip out of the county. Her trips usually lasted a month but this one was going to be an extra long one, at three months.



Ryan decided since his wife was gone he would go out to get something to eat. There was a restaurant that had just opened up the street he had wanted to try, but his wife hated to go out for food. When he walked into the restaurant it was packed. The manager told him they were all booked up for the night and that he should come back another night. A lady grabbed onto his arm and said “my date canceled on me. Care to join me? My name is Julie.” Shocked at her beauty after a couple mumbles words he finally was able to spit out a yes.

She told him if it made him feel better he could consider this their first date. Shocked he said he would love that. They were soon seated. They really hit it off talking about their lives and such. Ryan was afraid to scare her off so he left out that he was married.

They finished their dinner and unsure if they wanted the night to finish she asked him to come over so they could see what happened. He followed her in his car to her house.

Upon arrival she took him to the living room. She explained “I have never done this. Bring a man I just met home, that is.”

He responded “It’s ok. Don’t feel like you have to do anything. We can just hang out.”

She responded “give me a second. I need to change and get my head straight. You have me flustered.”

He sat in the living room. It seemed like an hour. He decided to go find her. He walked through the house looking in each room. He saw a light on and went to that door. He looked into the room and saw her in the room. She was facing away from him. She was completely naked. She bent over to pick up her panties on the ground. Her ass was perfect. When she bent over he noticed something, something extra. She had balls!!!! Shock and excitement hit him all at once.

He stammered. “S s s s sorry. I didn’t know what happened to you.”

She turned shocked. Her cock was stiff and he couldn’t take his eyes off of it. It was not huge but his first thought was it was a perfect size to fit the entire thing in his mouth. Then he thought that was a weird thing to think.

She quickly covered up with a silk robe and said “shame on you. You peeked!” She got a smile on her face “well I guess you saw my secret. It’s only fair that I see you naked now.”

Ryan was a bit shy when it came to being naked. She came over and pulled his belt off. Then unbuttoned his pants. They fell to the floor. She then pulled his underwear down. Shocked at the sight of his hard cock she said “my someone is excited. Have you been with a girl like me before?”

Ryan responded “no but I have dreamed about it for a long time”

Julie responded “well then I hope I can live up to your dreams.”

She leaned in to kiss him. Her robe coming open and their cocks brushed each other. A shiver shot up Ryan’s spine, a feeling of excitement.

She pushed him to the bed and said now let’s see how tight you are. Not understanding what she meant and enthralled in the moment. She started to kiss his cock and then suck on it. Then he felt her hand reach around and the felt a pressure. And then he jumped as one of her fingers went into his ass.

After licking his cock from shaft to tip she asked him “how does that finger inside you feel?”

He responded “different but not...” She wiggled her finger around and started to massage just inside. He moaned.

She said “ok let’s see if we can fit more.” She thrust another finger inside him. “See that wasn’t so bad.”

He could feel the pressure. She went to add a third finger. He let out a scream in paid. She said “oh sorry. You are really tight. We will work on that another time. “

Relieved, Ryan was just wondering what was next. She laid beside him on the bed. Her cock right in his face and his next to her face. She looked down and said “you know what to do. “

Confused and not he wrapped his mouth around her cock. He was excited to see what it taste like and if he actually could fit it all in his mouth. He bobbing his head up and down. The taste was not much different that sucking his finger. The smell thrilled him. It was indescribable and arousing. He decided he wanted it all in his mouth. He slowly took more and more into his mouth. He was over halfway and he started to worry he couldn’t do it.

She told him, “you don’t have to take it all”

He replied with excitement “I want to. I need to! I have to!”

She said “ok go for it.”

He started to go back down on her. He got almost all the way down and he felt the head of her cock on the back of his throat. He felt like he was about to gag. He knew he wasn’t going to make it. He felt so bad and then he heard her say “want some help?” He hummed “mmm hmmm”. She pushed his head down the rest of the way. He felt head of her member slide down his throat. It was exciting. He started to raise his head and she pushed him back down while moaning. She asked him if she could finish. He didn’t answer but kept going. She took this as a yes and pushed her cock back down his throat. She started thrusting down his throat faster and faster. He could feel the head of her cock getting bigger with her moans getting louder.

He decided to do as she had done to him. He took two fingers and plunged them into her ass. She moaned with pleasure and then screamed “more!!” He obliged and put another finger in. He singled them around massaging inside her.

Suddenly she started to twitch. And he felt it happen. She shot her load right down his throat. She rolled onto her back still breathing hard saying “you are amazing at sucking cock.” He laughed a bit saying “I have never done it before. You are my first.”

She looked at him and said “ok we need to get you off. How would you like to get off. Anything except in my ass. I don’t have anal on the first date.”

He looked at her and said “you choose”

She said ok. She started to oil up her ass. He watched confused. She then told him to rub his dick between her ass cheeks. She reached around and put his cock between her cheeks. He thrust up and down.

This felt amazing he though. Looking down at her back with those sexy dimples he loved. Her ass shiny from the oil. He felt a tingle. She re adjusted as he thrust back. Upon thrusting back he felt his cock enter into a warm and inviting area. He looked down and noticed he was inside her ass. He apologized “I’m sorry I know you said not on the first date. I didn’t mean to. “. She didn’t seem frustrated. The look on her face was pure ecstasy. She didn’t respond to him in words. She just pushed her ass against him, forcing him deeper inside her. She was tight and felt amazing. He knew he wouldn’t last long.

A few thrusts later and he exploded inside her. She moaned with delight. “Oh baby yes. Keep going. Give me more!!!” Each thrust he shot more into her.

He roll off of her his cock laying on his stomach. Cum still dripping from the tip. She laid next to him. Her cock laying over his leg. She told him “you are an amazing lover. We must do this again.”

A feeling of guilt flushed over him. He said “I’m married”.

She responded “I will not tell anyone if you keep me satisfied. No one will ever know. Make up whatever story you need. I will play along. All I want is more of this. Eventually your ass will be ready for my cock. Until then your throat will have to do.”

They fell asleep in each others arms.

To be continued.....

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I've been wanting to submit a story for a long time. I have a ton of ideas for some fictional sex stories but very few real life stories to talk about since my sex life is fairly normal. this story was special because it happens out of the blue and with a dream girl.My buddies and I had been planning to attend this festival downtown. To avoid the traffic and trying to find parking, which can always be a bitch and not to mention the parking tickets if the meter runs out, i decided to leave the...

3 years ago
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A New Career Path

A NEW CAREER PATH Up to that day Evan Jones thought that he and his wife Kathlyn had a good marriage. Although she had been the heiress to quite a large fortune that her father had made in business, Evan had insisted in continuing working in one of those businesses and being the breadwinner. It rewarded her judgement that he wasn't marrying her for her money. She liked to keep occupied and had set up a dance studio in the nearby town, teaching youngsters the skills she had...

3 years ago
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A Dangerous Night

A Dangerous NightOkay, so I was pissed off and that probably wasn't the best time to suddenly accept an invitation to meet some friends at a bar but frankly, I just didn't care anymore. My husband was a no show for the third Saturday night in a row. He always had a good reason usually work, don’t get me wrong I love my husband but between our hectic schedules our only day off together was Saturday but enough was enough. The reality was that I had dressed up expecting a good time and I was stuck...

2 years ago
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Lockdown Four Vignettes

LOCKDOWN Four Vignettes A walk Peter was bored. Lockdown had been in place for four weeks now, and he was sick of it. At first sight, you might think, he was better off than many. His work for a nature conservancy allowed him to get out of the house for fieldwork, and he lived in an attractive Welsh village, lodging in an old farmhouse a short distance from the high street. But his social life had come to a full stop. The social life in question was not conducted in the...

4 years ago
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Dangerous 2

There they lay for what seemed like an eternity in just a few minutes. She in a trance like state from her ordeal, he just happy to be there, with his plaything; this woman. His face in her hair as she lay on him almost drifting into sleep as she relaxed more with this man, who had so taken her almost to the edge just previously. He was enjoying this moment; he could feel her warmth, smell her perfume, intoxicating him He could lie here with this woman forever, breathing in her scent,...

2 years ago
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The Knight and the Acolyte Book 8 Chapter 7 Shifting Paths

Book Eight: Labyrinth of Love Chapter Seven: Shifting Paths By mypenname3000 Copyright 2016 Note: Thanks to B0b for beta reading this. Knight Kevin – The Free City of Grahata, Yalut Island I walked into the Temple of Luben, a small structure dwarfed by the more popular religions of Pater, Slata, and Seljan. It was modest on the outside and plain in the inside. The floors were a checkered pattern of black and white stone, dark-stained pews forming two rows advancing towards an altar...

3 years ago
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Dangerous Dealings

Author’s Note: ‘Dangerous Dealings’ (DD) is a one-off story, serving as a prequel to a series of full-length novels featuring Heather Hunter. Because she was only six years old in 1988, Heather does not appear in DD, but some of the characters that do appear become major players alongside her. Please be forewarned: DD only contains a small amount of sex, and it is ‘straight’ at that. I realize this submission is very different to anything I have offered previously but do value feedback from...

3 years ago
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Zip ties are dangerous

Zip-ties are dangerous by Aur?lie Catena (Aurelie.Catena@gmail) [death, strangulation, bondage] Oph?lie was trembling with excitement when she returned home. She had just gone to the hardware store and bought a pack of long cable ties and she was urging to try them. For the whole time she had fantasised about what she would do with them and now at last it was time to make it happen. Of course, as always, her fantasies were much harder than what was reasonable to do but still she liked to push her l...

3 years ago
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Lockdown

Jack and mum were on the first week of lockdown, the coronavirus was affecting everyone's lives. Mum was an Accountant with her own firm; all her staff were working from home apart from the receptionist, who was still working from the office. She was the contact for everyone who was handing in files; once she had them, she would arrange delivery of them to the staff member that was handling the audit. Once they had it, all the files were available on the secure Cloud that the firm used. Mum,...

3 years ago
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Lockdown with my SIL

Hello everyone. Please do not proceed if you want to experience sex from the first line. I believe that the sequence of events that result in two people having sex is the most erotic if described in the right way. A brief intro about my family. Dad, Mom, Me and my elder brother. Dad is a businessman and used to travel a lot. Mom is a homemaker. My brother works in an IT firm. I followed in his footsteps and ended up in an IT job. We are from the southern part of India. My brother moved to...

Incest
3 years ago
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Wish Shift Pathways

Wish Shift: Chapter Eight Pathways Year 1 A.S. Day 46 Jenny heard the car pull into her lot in the dim glow of light just before dawn. She had been up until almost midnight the night before and had needed to rush to the toilet sometime in the early morning hours to deal with a bout of morning sickness. Those had been coming less frequently this last week and she was starting to hope that she may be close to parting ways with this particular aspect of being a woman soon. Leaning...

2 years ago
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Lockdown Sex Story Tinder Hookup To Bed

Hello Old Friends! Your favorite writer (I guess) is back with another of her sex episode of a Tinder hookup that will leave you wanting more. I thank you all wholeheartedly for appreciating so much. It is because of you guys that I keep coming back to this platform to share more stories. For those who are new to my sex escapades, let me tell you a bit about myself. I am Chahat Khanna, 5’7″ tall, fair-complexioned, and have big eyes, always looking out for hot sex partners. I have been blessed...

2 years ago
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Dangerous Heels Pt 05

I hope that you’ve enjoyed the story series and the conclusion to this tale. Your feedback or comments are welcomed. I’ll be submitting more works in a variety of areas on literotica. Cheers! ***** The weekends never lasted long enough. Monday morning felt a bit ominous as the weather was overcast and raining softly. Dr. Connie Hatcher put on her champagne coloured satin blouse, maroon dress skirt and black jacket. She smiled as she adjusted her garter belt and smoky nylon stockings. Then...

3 years ago
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Dangerous Paths Ch 02

Part 2 Chapter 5 Mark picked up the ringing phone,’ Rutherford.’ ‘Santiago just left Holloway’s house. He was in there for a good long time.’ The cop laughed. ‘Just don’t let him out of your sight. And Peters?’ ‘Yeah?’ ‘Be careful. This man is extremely dangerous. DO NOT let him know you’re on his tail.’ ‘Don’t worry he wont have a clue.’ Mark sat up in bed,’ Shit, Trinity, I thought you’d be smarter than this.’ He made his way inside the bathroom and began splashing water on his...

4 years ago
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Brahmin Herding is Dangerous Work

I beat his draw and I shot him Shot him six times just as fast as the bullets could fly My gun is empty or more I would shoot him Now there are others just like him that want me to die Their bullets are coming my way, how they hurt when they hit me The pain makes me fall to the ground. She smiled to herself as she wiped the sweat from her brow before tilting her wide-brimmed straw cowboy hat down to shield her green eyes from the sun. Their ranch hadn’t seen any trouble in some time, but...

4 years ago
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Dangerous Affairs Ch 04

Michael was gripping his cell phone so tight he could have snapped the damn thing in two. He was furious. He’d been waiting for two hours for them to go. First, that blond bitch had gotten there before him and now, these guys. ‘Who the hell were they?’ One thing he knew for sure, he didn’t like it one bit. He didn’t want anyone sniffing around what was his. Michael was getting restless, since he had done away with William, Leigh had distanced herself from him even more. However, He’d made sure...

2 years ago
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A Dangerous Legacy Pt 21

Author’s Note: Thank you, dear reader, for bearing with me on this long journey. A total of 191,500 words in this story are wrapped up here. This has been the story of Anna’s coming-of-age in a dangerous time for all magic. The trials of her conscience, the pull between love and duty, and the challenges of trying to fit into a world she doesn’t understand conclude here. For those of you interested please let me know if you would like to hear Malachai’s story or anyone else’s. As always, thanks...

2 years ago
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Dangerous Dorms

You read the rules of the "Dorm Game" carefully, since losing means losing your scholarship. Honestly, considering the price of this place, you'd rather just leave if that happened. For a second, you consider dropping out of this madness, but then you realize that the amount of sex as well as the fact that graduating from here sets you up for life combined offset the risks. Even one semester here would leave you well off. You grab your belongings and head up to your room, 307. On the doors are...

4 years ago
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A Dangerous Game

“Oh, yes, yes, fuck!”I slumped back on the bed and lay there breathing deeply. My fingers slid away from my wet pussy and I wiped them on the sheet. I had come but what I really wanted was a hard cock to fill me up. It had been two years since the last one and my body and mind was going crazy. No matter how many times I rubbed myself off or used my toy I needed more. It was so damn frustrating.Living in the hills outside a small town didn’t make things easier. I couldn’t just pop down to the...

Cheating
3 years ago
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A Dangerous Liaison

A dangerous Liaison.I’d just spent a night at Sara and Jeff’s home, where they drank copious amounts of alcohol, performed hilarious renditions on the karaoke and had a fun evening all round. As the evening drew to a close Jeff had obviously had one or two more than his capacity and said something out of earshot which didn’t sit well with Sara. She was more angry than upset, but escorted me to the door in her usual jovial flirty manner. I bent to give her cheek a kiss goodbye when she stopped...

3 years ago
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Another dangerous taxi driver

Another dangerous taxi driverVictor and I had attended a very nice joyful party that summer night.We have danced for hours, chatted to some friends and had really had a good time.But as I danced with some of my girlfriends, my lovely Victor had visited the bar; more times than I had waited.Then later that night I found my sweet husband was “out of order”…When it was time for me to leave I hunted him up, easy enough, because he was at the bar still and suggested that it was time to go. No way...

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