Driving With Cherry free porn video

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Cherry was recently divorced when we started dating and her sexual experiences had been limited to her husband (HS sweets, early pregnancy) who mostly did missionary on her except for the one drunken time when he forced himself anally and scared her away from trying it again with him.

Cherry was blessed with full round breasts with just the hint of a natural hang (she was 37 after all) and nipples that could poke an eye. Adding this to her long legs, blonde hair, trimmed pussy, and tight buns, she was quite nice to look at and to play with.

It was interesting to see her evolution, since at first, sex with her was always a new discovery and a new boundary to be crossed, and although she was willing to learn new things, she was sometimes a little self-conscious and needed a little prodding. Yet as we played, she slowly but surely opened up into a full sexual being. This is one of our stories of her development.

As part of her sexual growing up, we got into exhibitionism and playing in public. For these times, I would ask her to wear nice simple dresses, and then as we drove somewhere, to remove her panties and then go places like that. She would blush upon the request, but it was all part of the game as she knew it was meant to be one of those nights!

On this particular occasion, we headed to the Speak Easy in downtown Austin and as we drove on the interstate I turned on the dome light and asked her to push her dress up and to place her legs spread up on the dash. I started to play with her pussy, which was wet already, and I am sure more than one or two cars got an idea of what was going on as they drove by. As we pulled into downtown (I drive a stick), I needed two hands to drive so I handed her a vibrator and told her to keep playing with herself and to keep her legs spread in the dash, while I found a parking lot near the club. She did as indicated and was so wet you could smell the sweet sex aroma from the driver's seat!

Once settled in the club, I asked her to go to the ladies room and to remove her bra and put it in her purse for me. When she came out of the bathroom and came back to the top floor, I could tell that she was feeling a little insecure as her nipples could be seen a mile away in her white cotton dress. She joined me back in the couch and blushing showed me the bra in the purse (not that I needed proof).

So we drank and as we leaned on the couch (surrounded by people) we started to neck and I started to push her dress up so that her legs would be exposed to everyone. Every so often I would slide my hand to her soaking pussy, but whenever she grabbed my cock, I would pull her hand away. We drank for a while, made out like teens and flashed a little and a lot to the crowd and then decided to go home. On the way downstairs, I pulled her into a small hallway (there is bathroom there) and pulled my by now sore and very stiff cock of my pants and told her to give it a long wet kiss. She blushed and giggled, but complied and knelt in front of me and took me all the way in. I caressed her hair and let her do a couple of ups and downs, but I was saving myself for something else so I asked her to stop, and as she came up without letting go of my cock, I could tell by the look in her eyes that she was ready to do whatever I wanted and she needed it as much as I did. And that’s the mood I needed her to be in!

When we arrived to the crowded but dimly lit parking lot, I walked her to her side of the car (she had not noticed that I had my cock already out), opened the door, and then I held her with her back turned to me and her arms on the door and roof the car. I kissed her neck, reached out and opened the front of her dress to expose her boobs, and then lifted her dress and rubbed my cock all over her smooth alabaster ass and pussy. She got the idea, and with a deep moan and a deep breath, reached behind me, grabbed my cock, and adjusted herself for me to enter her and then we both went wild... so wild that people walked by in front and behind the car and we did not stop, we only slowed down and held still, pretending to be embracing and necking, until they would go away, but I know they knew what was going on. Cherry was dripping between her legs as we kept going, alternating deep slow strokes with fast and furious moves, until finally I could not contain myself and exploded with the fury of a geyser deep inside her soaking wet pussy. At that point I noticed two couples standing by a car on the row behinds and they just grinned and gave us the thumbs up signal as we hurried back into the car laughing and giggling in our drunken post-coital bliss.

Cherry was coming along a long way from her repressed married days and there would be much more to experience!

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4 years ago
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The FavorChapter 9 The Third Cherry

I couldn't believe how dirty I felt. I was walking into my mother's room with no clothes on, cum dripping down my legs. As I was picking up the new tape, I saw a drop of cum drip off me and onto my mother's shoe. I thought about what Jeff had said: "you may scoop it up." I shivered as I walked out, leaving the spending of my first sex on my mother's shoe. I went back into my bedroom and I changed the tape. Jeff was already asleep. He looked so sexy, lying nude in my bed, surrounded by...

3 years ago
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Daughters Slut TrainingChapter 11 Watching Daughter Pop Her Cherry

Note: Thanks to wrc264 for beta reading this! Mrs. Umayyah “Leyla!” Kimmy shrieked when she opened her door. The blonde girl bounced on the balls of her feet, her braces flashing on her teeth. “Kimmy!” my daughter answered. The girls hugged each other like they hadn’t seen the other in weeks instead of at school just a few hours ago. They were so energetic, both of them making those excited noises only a teenage girl could make. I couldn’t help smiling while Todd Myers, Kimmy’s father...

1 year ago
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CherryPimps

I’ve heard Cherry Pimps come up during a lot of conversations lately. Sometimes it’s among the kind of porn enthusiasts I associate with or the horny fans who DM me asking for a review of their favorite paysite. I’ve even had a few girls mention the site to me when they came by for an intimate visit on the PornDudeCasting couch. I’m not usually this late to the party, and I knew it was about goddamn time to rectify that. The joint’s getting nearly a million visits per month, so I’d know it...

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4 years ago
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How IMORNERY81 Lost His Cherry

A young female friend on here asked me how I lost my virginity. I tried to describe it for her. I'm sure it isn't a unique story, but ... I decided to share it, not just with her but with all of my readers.----------------I can remember every detail of that first time! It was prom. I was Junior, she was a Senior. God I was a stupid, naive idiot!! It had been a wonderful night, lots of laughs, dancing, and the after prom was in a town not too far away. We had rented out a movie theater for the...

2 years ago
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A Rainy Night With a Cherry

I had driven my truck for about an hour down a Florida freeway and then the rain became so heavy that cars began to pull off to the side until it got easier to see. I took the first exit I could find and found a large parking lot. I went to the back of the abandoned building and found a two-story garage for employees of the building. The building was empty and I was the only one here.I had escaped the torrential rain and pulled into the darkest corner and finally stopped my windshield wipers...

3 years ago
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Popping Janes Cherry

Well never mind my thoughts,. Now it was time to get ready for work. I needed to look sexy for my boss. So, I slid my navy laced panties on, after I pushed my butt plug into my ass and slid my vibrator into my wet pussy. I tossed the remote for my vibrator into my workbag. I always hoped that maybe one time, even if it was a random time, I might orgasm. So I tried with everything I had. Next was my awesome, lovely, custom-made bra. What's so special about it is that there are holes for the...

2 years ago
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Master pops his mommywhores anal cherry

It's been a few days since my sweet sub turned me from his mommy-dom into his personal fucktoy. He has really enjoyed his new role as my Master, as he has used my mouth and pussy several times already, he has made me crawl on the floor and beg for him to fuck my face. He has shot his cum on or in me several times per day.I'm in deep sleep in our bed, exhausted from the days activities, sleeping naked as my new Master has told me to do. Suddenly I feel something. I don't wake up fully, not...

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4 years ago
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Nicki Picks Up Another Old Man And Loses Her Anal Cherry

After her pickup of Rick at the mall, Nicki realized that her ability to pick up older men was not exactly what she had originally thought. She had focused on dressing in a super sexy little outfit, and showing off her teen tits with a tight crop top, and a form-fitting mini-skirt.While her outfit probably helped, she realized that the fact that she was approached by Rick, and actually picked up, was more about her appearing to be distressed and vulnerable, and needing help. It was sitting in...

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4 years ago
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My StepMum Convinces My Dad to Pop My Cherry

My father and mother had divorced as my mother recently decided to live with a man who organised work for women as call-girls or escorts.I live with my father as I didn’t feel safe with my mother's new partner. He had made a few suggestions to me about having sex with him, even though he was living with my mother. I am seventeen and a virgin. I have a job in an office in town.My father soon found a new partner, from the sounds that they were making in the bedroom, they had sex a lot. Julie was...

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2 years ago
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Who took my Cherry

was really starting to develop strong feeling for him. I asked my Dad when would be the right time to go farther with him. Dad just said that I would know when the time was right. My 15 year old brother was also jealous that I was dating. I'd known for awhile he liked peeking at me whenever he could get a chance. Sometimes I didn't even mind, it may me feel attractive. It was a Friday night, I'd came home after another wonderful date with John. We kissed at the door when he dropped...

2 years ago
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A brother enjoys taking his lovely sister8217s cherry

“Billy, come here!” my sister loudly demanded. “I need a favor.” So I stopped what I was doing and crossed the hall, not wishing to anger her since she was a tyrant when she was mad. She was laying on her bed, naked, one knee raised and smiling at me. I blinked at her and waited, feeling my cock tremble. My sister is super hot, a high school senior with a killer body, a fine athlete and a real brain. She smiled at me and licked her lips. Her pussy lips were bulging out...

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