First Time Anal Dildo Experience free porn video

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Ever since I accidently brushed my anus with the showerhead I got to thinking how good it felt … and wondered what it would be like to try out some masturbation with something in there. This is the story of how I popped my anal cherry with a dildo.

I finally decided why not give it a try - I’m straight (I only am attracted to women) so initially I thought it was maybe gay but then realized if I’m not attracted to men why not? I ordered a realistic 9" cock off the internet with some lube and disinfectant (in case I wanted to try it more than once); the thought of it being “forbidden” was working for me. Little did I know what I was going to discover.

It was late at night and I was by myself. I had tuned into some anal porn on the web and was really hard after five or six minutes, so I whipped my cock out and started stroking. The dildo had arrived a couple days ago - it was big. Way bigger than I thought it would be. But I had been thinking about it on and off all day - it was driving me crazy with anticipation. Running the thought of the dildo in my ass around in my mind while I stroked watching anal porn nearly sent me over the edge - so I stopped. I laid down on the bed with some towels under me, and grabbed the dildo and the lube. I grabbed the video camera to record my anal cherry popping. I pressed record.

I covered the head of the dildo with lube, and let it run down all round, making sure it was properly covered. Then I held it firmly by the base, and lifted my legs into the air while placing the head of the dildo against my anus. My heart was pounding. My hands were shaking in anticipation, which made it feel fantastic actually - it was like a vibrator! I had not even put it in my ass yet and it was making me so hard I couldn’t stand it. I applied some gentle pressure - and waited. Slowly I turned the dildo from side to side and slowly it went a little ways into my ass. It was amazing. But it stopped and wouldn’t go further. I gently continued to push it in and out - just about an inch - only the head of the fake cock would go in. But the sensations were mind blowing. I continued doing this for about five minutes - heart still pounding.

I thought I should maybe see if it would go further, so I followed the same approach and applied pressure where it seemed to stop, just gently. I was moaning a little at this point, not because it hurt but because I wanted it in so bad. I wanted to be so full with that 9" cock. Finally my sphincter relented and the dildo slipped in. Deeper and deeper. My ass was so full. I started sliding it in and out - my anal cherry (or at least my masturbatory one) was well and truly popped and it was amazing. After five or six minutes my eyes being rolled back in my head, I looked down and my cock was dripping pre-cum - I had never seen that before either while masturbating or with regular sex from my cock. I couldn’t take it any more. I grabbed the shaft firmly. It was only a few seconds later and six or seven ropes of cum were splashing all over my chest. I could not breathe it was so mind blowing.

I popped the dildo out of my ass and started clean up. I felt so empty I couldn’t wait to get it in there again. I spent the next few minutes editing the video - I had to stop to jack off again because it turned me on so much to see it sliding in and out of my ass. Needless to say I’ve gone on to have a couple more awesome play sessions. Can’t wait for the next one.

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16.12.2022
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January-February, 1984, Chicago, Illinois I mailed the letter from the Lisle Post Office on Tuesday during my lunch break. I had no idea what Karin’s response would be, or how that would affect her visit. All I could do now was wait. I was also waiting for Friday, and dreading talking to Anala about the situation with Joyce. I was waiting, nervously, for my lunch date with Becky. And I was waiting for a call from Connie. All of those things weighed heavily on my mind at work and in class...

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I didn't really care for it at first, it felt like I was trying to shit but painfully, but I did notice it activated my prostate, and a nice, slippery stream of precum oozed out of me which I liberally spread all over the head of my cock with the palm of my hand eliciting an involuntary moan and a series of contractions, which only served to make the dildo pop out of my ass, damnit. I finished masturbating with my left hand and used my right middle finger to probe my depths, swirling and...

The Realistic Dildo The Warm Apple Pie

Hello, and welcome to my little story. My name was Jennie Box, a nineteen year-old still in high school. I had been in my senior year for the past couple of years as I had failed to keep my grades up to graduate. But hey, it's difficult being a teenage girl growing up, especially one who is different and weird. That's me in a nutshell.I don't socialise much, I wear make up but its hardly noticeable. I've never had a boyfriend even though I am developed up there. I'm just invisible. You know how...

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