Ride Share Turns Into Rough Sex And My First Anal free porn video

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Several years ago, when I was in my late teens, I put out an ad on craigslist to get a ride from Chicago to Atlanta to see some family. Several people answered the ad and one of the rides pulled through. His name was John and he picked me up at four a.m. so we could get an early start and by 7 a.m. we were throughly discussing our sexual exploits. He was in graduate school working towards his doctorate's in criminal justice and being, in his early thirties, had had many exciting sexual experiences.
Although I was so young, I had had my fair share as well. We found out that we were both very interested in rough sex. I had only had one sexual experience where the guy was in control and demanding and it turned me on very much so I was eager to further explore this avenue of my sexuality. I told him all about this former lover of mine who had surprised me by being controlling in the bedroom and how much it turned me on. I went into intimate detail about how he held my head down on his cock the first time I sucked his dick and how this made my pussy throb with anticipation and make it so wet that I came almost the instant he started thrusting his fingers inside of me. He told me about his ex-girlfriend who loved it when he pulled her hair while he fucked her doggy style and how much he loved to hear her scream and moan while he pounded her into the bed, wall, whatever. He went into intimate detail about anal sex and how much he loved to bang a girl in her ass. I admitted to fingering my ass and how much I wanted to try anal. My pussy was getting wet by all this sharing. He adjusted his growing erection and said that our conversation was very hot and making him hard as a rock.
I reached over and began rubbing his hard cock while his hand went to my breasts and he began playing with them.
"take your tits out" he said. He had heavily tinted windows so I did just as he asked. i lifted my shirt and pulled my tits out the top of their bra. He groped them, squeezed them, and played with my nipples as I rubbed his crotch harder and harder. I took his cock out of his pants and through the hole in his boxers. I gripped his head in my hand and rubbed it up and down. It wasn't too big or too small, just a normal size and very soft. I couldn't wait to put it on my lips.
His hand went down to my crotch which was very wet. I opened the front of my jeans and slid them down over my hips. He fondled and played with my pussy lips through my panties, sliding them over my soaking pussy. Both of our hands moved faster and faster over each other's genitals and the sexual tension built. Eventually he couldn't take it anymore and he pulled over to a remote area. He put his hand on the back of my head and pushed my face onto his dick, rubbing it all over my face while his other hand once again played roughly with my tits.
"fuck baby, you're so hot. suck my cock"
I obeyed and sucked the tip of his sexy cock, putting more and more of it into my mouth while I rubbed the shaft up and down. i got into a nice rhythmn, anticipating him exploding in my mouth, when he insisted I no longer use my hands. I bobbed up and down on his erection, my tits bouncing on the consol between our seats. his hands occasionally went to the back of my head, pressing his cock further down my throat. He lifted his hips to fit more into my mouth and moaned with pleasure. once he got really turned on, he began calling me names. telling me what a dirty slut i was, how glad he was that he gave me a ride, that he was going to cum down my throat, all kinds of nasty stuff. Finally, he pumped his shaft a few times and announced that he was cumming. "Swallow all of it," he insisted and began to jizz down my throat. I sucked and sucked until he was finished.
By this time we were almost to Atlanta so we got back onto the highway and I leaned back, fingering my pussy and rubbing my clit to climax.
He dropped me off at the train which I was going to take to an outer part of Atlanta and we agreed we'd meet back there in one week. Both of us were looking forward to the ride back.
We exchanged sexy texts throughout the week and were both glad to leave our relative's houses to get back to Chicago.
On the ride back we got stuck in traffic right outside of Chicago so once again I gave him head and listened to him talk dirty. He fingered me to climax and also watched me play with my pussy and use a dildo on myself while he drove. We were both very tired from the drive and our vacation so he just dropped me off at my apartment once we got back from Chicago.
Two weeks later we met up again for drinks and i figured it would be a wild night. Just in case, I had done all the proper cleaning and was anticipation the night anxiously. I was even a little nervous when we met for drinks.
We were sitting in a dark bar and after exchanging the usual nicities, he reached over to fondle my breast.
"I've been thinking about you all week. That was an incredibly hot trip we took. I haven't been blown like that in years. Are you ready to take this to the next level? because once we get back to your place, there's no going back."
A jolt of nervousness serged through me but I was definitely interested in going to the next level.
"Excellent because I'm gonna pound you so hard your legs will be sore for week." My pussy throbbed. He continued to whisper dirty nothings in my ear, telling me all the things he wanted to do to me and how it was going to feel and how he couldn't wait to see me covered in his cum. After several drinks we went back to my place and as promised, it was on.
He pulled me to him and his hands went to my ass, he lifted my skirt and squeezed my cheeks, pulling my belly to his erect penis. I moaned as his lips went to my neck and he lightly bit me. Before I knew it, his hands were all over me and half my clothes were off. He pushed me to my knees and took out his cock, his hand guiding my head, urging me to put it in my mouth. again, he told me not to use my hands and i obeyed, letting him thrust his cock down my throat further and further with each thrust. it felt amazing, my pussy was soaking wet and my nipples were at erect attention, waiting to be fondled and squeezed.
Hours passed and we did every position we were unable to achieve in his car. He ate my pussy for atleast 20 minutes and I had cum atleast 2 or 3 times before he put his dick inside of me. Finally, he mounted me and eased his cock inside of me.
"Fuck, you're so tight." He moaned. He grunted with each thrust into my soaking pussy and pulled my hair to make me scream louder while his other hand mauled my breast. He told me how good my pussy felt and that I was his whore.
He turned me over and pushed me to my knees, inserting his cock into my pussy doggy style. This is where he stuck his first finger into my tight ass. I moaned with pleasure and begged him to finger my ass while he fucked me. He obliged and began thrusting his finger into my sweet hole, adding another finger a little while later. I screamed into the pillow while he fucked me harder and harder. He got up and got the dildo and oil I had set on the night stand and squeezed out some oil onto my asshole. I gasped at the coldness of it and tensed up a bit.
"Relax, baby" he said, as he put the dildo at the entrance of my asshole. He slowly pushed it into me. I had used my dildo in my ass several times before so the sensation wasn't new and I greatly enjoyed the mixture of pleasure and pain. He got past the sphincter and pushed it in further, lubing it up mmore as he slid it in and out of my hole, further each time. I was quiet at first and later began to moan deeply. He pumped his cock, enjoying playing with me. He started to push it in and out faster and faster. I could tell it was really turning him on and he aching to get his cock balls deep into my ass.
Without a word, he took the dildo out my ass and positioned himself behind me. I was unsure if he was going to stick it back into my pussy or deep into my ass and the anticipation made me very hot. I felt him put the tip of his head at the opening of my ass. Him not telling me where he was going to stick it really turned me on and I pushed back.
"You want it in your ass?"
"Yes" I moaned
"Tell me."
"I want your cock in my ass. Please stick your cock in my ass."
He pushed the head inside of me and it felt way better and more painful than the dildo. It was thicker than the dildo and I really enjoyed the sensation of his skin on mine.
Slowly, slowly he fed my ass his cock, taking his time and lubing it up very well. I played with my pussy and moaned each time he stuck more of it into me. He began to pick up the pace and within a few minutes I was cumming again. He got faster and faster and eventually stopped so that he wouldn't cum so soon.
The night continued well into the morning and he stuck his cock in all my holes many times. He spanked me, fucked me against the wall, on the floor, from behind while on my dresser, held my hands down and pounded me into the mattress, held my hands behind my back while I gave him head, and did me in every known position. It was quite an amazing night.
We had sex like this four or five times and eventually stopped seeing one another because he was in a relationship but it was inccredibly hot and I have yet to meet a man who could fuck me like this on a regular basis.

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Fernanda Teenage Lust

I had just finished my first year of college and my mom and dad insisted that I go with them on a quick summer trip to visit one of mom’s old college buddies in Austin, Texas. Normally, I don’t mind such gatherings, but for some reason or another, Austin just didn’t appeal to me. I had been there many years before and didn’t find the city attractive. When we arrived, there were the customary hugs and greetings- since our family is Hispanic. (You have to love a culture that embraces hugging!) I...

First Time
2 years ago
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Ms Nandhini ndash My School Teacher Chapter 2 How

Ms Nandhini – My School TeacherBy KINGPHANTOMEmail: [email protected] 2Lesson – 1 – How to MasturbateThe morning after I Dry Humped our new class teacher’s ass on our school bus. I woke up hearing my older sister Nithya chechi (Starring “Nithya Menon”) calling out my name. “Shyam you idiot, come on get up. You are late for school. I am gonna tell mom, you better get up.” She shouted at me. It’s a curse to share a room with your older sister. She wants to decide on everything that’s...

4 years ago
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Andee Heats Up Houston Day 1

Andee edged her way through the crowd surrounding the luggage belt. She was happy to finally be off the plane after the three hour flight from Toronto, but still had some peculiar emotions about being in Houston. Ever since her encounter with Don back at the conference in Chicago she had been maintaining a casual connection with him, mostly on a professional level. When she received his invitation to come to Texas for a few days to explore first hand some of the research developments his...

Wife Lovers
1 year ago
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Becoming Brandee Chapter Eight

Becoming Brandee Chapter Eight: Sitting at my vanity I carefully outlined my lips. Then I pulled out a tube of china pink lipstick and coated them. My refection pleased me so much. Finally, I coated my pretty colored lips with two coats of shiny sticky lip gloss. I winked at Richard reflected in my mirror who was watching me get ready for work. I then stood up to face him in my freshly ironed cocktail waitress uniform. Today I would be wearing my pink uniform. I loved wearing...

2 years ago
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Andee Heats Up Houston Day 2

Andee woke to the sound of the shower running. Looking at the digital clock beside the bed she saw that it was just after 6:00 a.m. As she sat up in the bed, she was trying to shake out the cobwebs and jetlag in her head when the realization of what had gone on the night before became obvious. She was naked but couldn’t exactly remember at what point during the night her lingerie had come off. She rolled out of the bed, made her way to the closet and pulled on a t-shirt from her suitcase. She...

Wife Lovers
4 years ago
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Andee Loses a Bet and Her Panties

The whole matter began shortly after Andee’s 38th birthday. She had made one of the biggest decisions of her life and cropped her long brown hair into a cute “pixie” cut. It was a drastic change in her mind, and not long after she began to feel that she wasn’t being “noticed” as much as she had been when her hair was long. “Men prefer long hair,” she complained to her husband one night, not long after she made the dramatic transformation. But despite his constant reassurances, she still felt...

Wife Lovers
3 years ago
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Sandhya8217s Sexcapades 8211 Part I

Author: kamaraju (I thank Mr.Chacko for sharing the details of his wife’s adventures and Miss Sindhu for sharing her experiences and giving me freedom to add spice. Sandhya’s experiences prior to marriage are Sindhu’s and after marriage are Mrs.Chacko’s. Please send suggestions and comments to or ) I couldn’t hold back my tears and hugged my mother and cried bitterly. Everyone including Mother thought that I was crying because I was leaving them and entering an unknown territory of Husband’s...

3 years ago
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Sex With My Maid Nandhini

Hello to all the iss reader’s. Let me first introduce myself, I am sparta with nice athletic body and this incident happened in boys hostel when I studing my bachelor’s degree. The heroine of this story is the maid nandhini who works in that hostel. She is black in color and good looking. Her size is 38-26-38 which will make everyone tempt. This is the real incident happened between me and my sexy maid few months back. Nandhini was working as a maid in that hostel for more than three years. Her...

2 years ago
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My First Sex Experience With Nandu At Boarding School

Hi guys, this is Aryan from Bangalore, this is my first story on ISS. So readers and writers are requested to suggest me to enhance my writing skills in further stories. Coming to me, I am an average guy, age 23, height 5.4ft working in a mnc as a software developer in Bangalore and I am the best in massaging and on bed, at least once a week ill have sex with any one of my friends, colleagues or aunties for sex I am an expert in powder body massaging, if anyone in Bangalore interested in trying...

1 year ago
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Andee Poses For A Friend

It had been a long time in coming. Andee wasn’t sure if having to “pay up” for losing a friendly bet with her co-worker was just a passing joke in the hallway, or if he was serious about collecting on it. As a thirty-eight year old mom of two very active boys and career woman, she enjoyed a bit of adventure in her life and this was the second time in a year she had found herself confronted with a sexual complication with her friend. Without question, Andee had been a shameless flirt with Paul,...

Wife Lovers
2 years ago
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Sex Studio Secrets 1 Alessandra again1

Alessandra lacks respect and shows no gratitude. High time to teach her a lesson she'll never forget.We set up a ploy to take Alessandra into our power. We visit her town and I ask Petra to contact her.Petra meets her for a walk and a talk in first early spring nice sunny weather. I wait at the corner.We easily overpower her and take her with us to Amsterdam. In the train she does not dare to escape.Petra ironically invites her, only I get her sarcasm: Welcome back blonde beauty at our sex...

2 years ago
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Sexcapades in Iceland I

Even still, Jake’s love knew no boundaries. Chivalrous and gentlemanly, he was convinced that this was the girl for him. If he showed her how much he cared, if he showed her he would do anything for her, he’d eventually win her heart. After all, she wasn’t like all the skanks at his school – no, she was different. She was intelligent, studied hard, and above all, was the object of his affection. How could she possibly be a slut? He looked at the girl on his screen. Today, she was laying...

1 year ago
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Becoming Brandee Chapter Seven

Becoming Brandee Chapter Seven Today may be one of the most important days of my new bimbo life. I go for my job interview today. I am so nervous. I so want to get this job. Lisa seems to think I am a shoe in. But I am nervous. I so want this job. It means a lot to me and I think it will mean a lot to Richard and I know it will help continue to rein....reinfer...re...make me more comfortable as a bimbo girl happy in her role.To support me, Lisa came over and we went through my...

3 years ago
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Becoming Brandee Chapter Eleven

Disclaimer: This chapter, like all chapters of the Becoming Brandee series are intended for adult readers only. Reproduction in any form may not be done without permission of the author. Becoming Brandee, Chapter Eleven: Julie and I crawled into bed together spent as Richard retired to his room. However, just before heading up to bed, Benjamin and I shared a private moment at the door before he headed back to his home. He kissed me tenderly and told me that he'd like to see me...

2 years ago
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From Candace to CandyChapter 5

We woke up mid morning the next day. I rang down to the servants house and asked that breakfast be served in about an hour. I hustled Candace into the shower, telling Candy that we couldn't play; I had a big day planned for us. And that of course set off a round of what? and why won't you tell me, and I don't care if it's a surprise, which finally ended with several swats to the ass cheeks and a gesture towards the shower. Point made, game, set, match; for now anyway. I went through...

1 year ago
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Becoming Brandee Chapter Twelve

Disclaimer: Like all chapters of the Brandee series, this one is inteded for adult readers only. Becoming Brandee, Chapter Twelve I am now in my fourth month of my tour of gentleman's clubs and adult bookstores and I am really enjoying myself. Julie came out a few weekends ago and had such a fun time watching me in my glory. She says she is going to finish up her Doctorial work sooner than expected and that we might get some more time together. I would really enjoy that as I...

4 years ago
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Grandpa and Grandma come for a visit and the entire family enjoys an incestuous orgy

“We’re here!” Grandma cried as she and Grandpa came through the front door with their suitcases. “Grandma!” the children shouted as quickly the five of them surrounded their Grandparents. Grandma and Grandpa hugged them all – letting their hands grab the firm young asses of their grandchildren. Grandma took special care to press her massive bosom against their chests feeling her nipples harden as she did. Grandpa’s large pecker had been hard since...

2 years ago
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Chandigarh Ki Bhabhi Ko Bnaya Randi

Mera naam harman hai. Yeh meri pehli story hai indian sex stories pe. Yeh story meri bhabhi k baare me hai. Iss story mein m btaunga k kaise mene apni bhabhi ko apni randi bnaya. Apne baare me btata hoon. Mera lund 7 inch ka hai aur height 6 foot. M chandigarh ka rehne wala hoon. Mujhe ladkiyo ko randiyo ki tarah chodne meh bahut maaza aata hai. Chandigarh ki agar koi ladki, bhabhi ya aunty ko badeh aur motte lund ki talaash hai toh meri email pe msg kre: .Chlo story shuru krte hai. Meri...

3 years ago
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Becoming Brandee Chapter Thirteen

Disclaimer: Like all chapters in the Brandee series, this one is also intended for adults only. And, like all other chapters, no part of this story may be reproduced without permission of the author. Enjoy. Becoming Brandee Chapter Thirteen: I think I was telling you all about my publicity and promotional tour before getting side-tracked by hygiene issues in the last chapter. Let me fill you in on a few of my adventures with some fascinating audience members who've won the "Win...

2 years ago
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Vandana The Sexy Bitch Part 1

Hi friends !! I am Ramon and I am here with my second story. Contact me @ The boy here is Ramon. A half Bihari and half Bengali guy. Brought up in Delhi. He joined a college at Delhi University.And with the start of the session, he met a girl named Vandana. Vandana was a short heightened sexy bitch. Round boobs.Sexy bulging ass. Wearing shorts of the time.And the strap of her bag going between her boobs would make it even more prompt. Vandana and Ramon became friends.One day Ramon was given...

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