Popping My Anal Cherry.. free porn video

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He is older and more experienced than I am. I was nineteen and only had experience with mediocre vanilla sex and was eager to experience more. I wanted to help endear myself to him. I decided that I was going to give him my ass, I was going to give him my anal cherry.

We began to make-out on the couch, I was flush with excitement and anticipation. His hands darting over my body. One up and down my thigh, flirting with the hem of my shorts. The other skillfully unhooks my bra and reaches around to cup my breast. I’m in love. I hold the back of his head as our tongues whirl around. I can feel his hard cock through his shorts. I hope I can take it.

I reach under my own shirt and tug at my bra, the underwire held in place by the weight of my tits; and toss it to the floor. I stand up and lead him to the bedroom, pulling my little t-shirt up and over my head as I go. I turn to look to him and he’s way ahead of me, he’s standing there naked, cock hard as steel with a glistening of pre-cum at the tip. A hungry look in his eyes. His cock looks amazing, I’ve never been with a guy who is totally shaved before. He’s already made me his cum slut and I need more. I unbutton my shorts as he reaches out to me and with a single quick motion both the shorts and my damp panties are past my knees. I kick them off and crawl onto the bed giving my ass a little wiggle as I do so.

I lay myself out on the bed like the wanton slut I feel like as he follows me onto the bed. My nipples are hard and sensitive as his mouth first the right one and then the left. I arch my back in ecstasy. I reach down instinctively to fondle my throbbing clit to find that he has beaten me to it. I squirm as he nibbles on my nipples and fingers me with two fingers while his thumb rocks back and forth over my clit.

I whisper into his ear that I need him to ‘fuck me’, he looks at me and smiles. I whisper that I want him to ‘fuck my ass’ and his eyes flicker with a mix of surprise and excitement. I shimmy up the bed and spread myself open. He reaches over to the nightstand and pulls out the bottle of lube.

He runs his tongue along the full length of my slit before popping the lube open. He squirts a small dollop onto his fingers and slowly massages my tight little asshole. Small circles round and around, teasing a fingertip inside. It feels good. It feels strange. I’m excited and scared. I hope I can do this. He continues to play with my ass, licking my pussy as he does. There is so much going on down there.

I tell him that I think I’m ready.

He lubes his cock and moves between my legs. He teases my pussy with his cock before placing his cockhead against my asshole. My legs wrap loosely around him. I hope that this doesn’t hurt. He slowly and gently begins to push into me. I clinch my ass as a natural reflex. He knows what I’m doing and asks me to try and relax. I will myself to relax a bit and his cockhead pops in. My eyes shot open and I let out a long gasp. He holds his position to let me adjust. It was so odd, like when I first fucked a cock but more full and delightfully taboo. After collecting myself for a moment, he continued to slide his cock deeper and deeper into my virgin ass.

I think my eyes must have rolled back as his balls hit my stretched ass. My hands grabbing onto his shoulders, nails biting in. And then he pulled back. A strange sense of emptiness filled me and then I was full again as he thrust back into me. My poor little asshole stretched to its max with a pleasurable burn. After a few thrusts I was sufficiently use to it to be able to reach down and feel his cock sliding in and out of my ass before furiously rubbing my clit.

I could tell he was trying to hold back. Not wanting to fuck me too hard but still his pace quickened. I worked my clit faster and faster until I came & screamed. It was unlike any orgasm I had had before. My ass pulsing on his cock and he thrust deep, unleashing a massive load of cum in my ass.

I caught my breath and he slowly pulled out, collapsing on his side next to me. I could feel something running down between my ass cheeks. I shot up out of bed and hurried to the bathroom. I was sure some terrible mixture of blood and shit was definitely pouring out of me. I was horrified. What was he going to think? But when I made it to the bathroom and reached down to my still gaping, sensitive asshole I was thrilled to find just ropes of cum dripping out of me. His load must have been huge. I decided then and there that I wasn’t just a cum-slut but an ass-slut too. His whore.

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We had been married for some 16 years and were not exactly living 'happily ever after' and they say. Somewhere in those years we had had the standard two k**s, both of whom were teenagers now, and while we had grown apart somewhat, we had kinda mutually agreed to stick it out and be parents until the youngest reached 18, then maybe if things hadn't improved, we'd reassess and perhaps split the sheets. Seemed reasonable and the adult thing to do to me....but I wasn't quite sure of my wife's...

2 years ago
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Daddy pops her ass cherry

Part of me was glad that this was the last hole Daddy was going to claim. It's the only one I've never experienced. And while the little ass play I've had has felt amazing, I know this is going to be very different from what I've had. I am ready for Daddy to do this, but to be honest it's quite scary as well. I know I need to relax and not worry about it. This will be a true test of my trust in Daddy. I have to truly surrender for this to work. Daddy taking my mouth and cunt were easy...

3 years ago
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Cherry

***** Cherry, He was a mountain of a man. Standing six foot six, weighing in at 240 pounds of bones and muscles. Bones and muscles are not uncommon for a man, any man, but this Adonis was the alpha; wherever he went he commanded the room. His size intimidated me, so we didn't hang out much. Actually never. I think he was a model, bodybuilder or something like that. Paid ridiculous amounts of money to show off. Who really knew? I know he was making great money. It's almost a prerequisite on...

2 years ago
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The Taking of Pamelas Anal Cherry

Lesley is my wife, she is a self confessed raving bi-sexual, in fact if we hadn’t been married I think she would have been a raving lesbian. Sex was always high on Lesley’s mind. Because of this we started to experiment early on in our relationship. Firstly it was with other men, then it progressed to couples and eventually we found ourselves entering the swinging scene. It was total sexual liberation for me and for her. We both loved nothing more than to see each other give and receive...

2 years ago
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took my anal cherry

I Really Like GuyS ...Don't Get Me Wrong , I Think Women Are Beautiful Creatures That Deserve The best But There's Something About Boys That Gets Me Over The Edge.Maybe It's Because We're All Interconnected Or Because I Know What Makes Them Tick. Whatever The Reason I Have Always Found Them Irresistible.When I Was Younger I Attended An All Male Boarding Private School Parent Placed M There because They Thought I Would Be More Focused With Girls Out Of The Picture....Little Did They Know That...

4 years ago
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Anal Cherry

J's ass was amazing. She had a round bubble butt. I fucked her tight pussy all the time, made her squirt too, her juice spurting over my balls, but I wanted to fuck her asshole. Her tight pussy was so good to fuck, and she had quite big tits, I enjoyed watching her asshole pucker when she orgasmed on my cock, and I wanted to push my cock balls deep in her ass, I knew she hadn't been assfucked before.I eventually got my chance. She was foolish enough to lie naked on the bed, face down one...

2 years ago
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San Diego Part 3 Losing my Anal Cherry

Part 3.Well after two days without sex, I was quite horny. I showed up to Scott’s room a little after 7pm and we decided to go down to the bar for a drink or two. After about 2 hours and nursing a few drinks we went back up to his room. I could tell he was already getting excited and we got naked, got on his bed and tuned in some porn. We immediately began caressing all over each other’s naked hairy body’s. He asked me if I wanted to be fucked tonight and I said no, I am not into that. ...

1 year ago
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Coed Cherry

College chicks at CoedCherry have the hottest bodies, perkiest tits, tightest assess, and they are kinky as fuck. Everyone knows that the best sex in the world is with a freshly 18 or 19-year-old teen slut. Especially if they’re inexperienced. You know that pussy is going to be so damn tight. But teen porn is always hard to find without getting put on some sort of list. No, you don’t want that creepy, questionable age shit, right? I hope not. Shits illegal. You want quality, legal teen porn...

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2 years ago
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Part 8 Popping Cherrys

I was in love with dick sucking from the first time I did it. I had been dying to do it for a while, I loved the way mom looked doing it, and had fantasized about doing it myself many times. I was in heaven for the rest of the day, after I sucked Juan. It didn't last long, but I loved the experience. I loved how slutty I felt having a second boyfriend. I loved how he thought I was stupid and tried tricking me into sucking him, and I played along. I loved how he groped at me, without asking...

2 years ago
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Part 8 Popping Cherrys

Introduction: I feel what its like to have sex Thank you for your comments, they motivate to keep writing. I recommend you read my prior stories to get a good understanding of what is going on in this story. This story picks up right after my last one. Hope you enjoy, and comment. I was in love with dick sucking from the first time I did it. I had been dying to do it for a while, I loved the way mom looked doing it, and had fantasized about doing it myself many times. I was in heaven for the...

4 years ago
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Futas Wild Passion 01 Futa Pops Her Little Sisters Cherry

Chapter One: Futa Pops Her Little Sister's Cherry By mypenname3000 Copyright 2019 Note: Thanks to FallenAngelX00 for beta reading this! One in a hundred million odds. Those words echoed over and over through my head as I slouched into my bedroom. I was nineteen, and my life was ruined. One in a hundred million odds of being afflicted with the big, dumb, stupid condition. I couldn't believe it. I closed the door behind me then leaned against it, rattling the latch. My left arm was sore...

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