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Hello, all! I’m going to try something different. From my various times posting older stories on different platforms, I used to get confessions in my inbox from girls and guys who wanted to tell their personal stories, and have me post them. Well, over time I collected quite a few. Some were long, and some were only a few sentences. But, they let me take creative license and write short “Confessions” using their little stories, and then post them.

I’m sure this has already been done, but I’m going start off with a random one. Not the best, but certainly not the worst. I’m getting a feel for CHYOA, and I’d like other people to either post their own short confession, or send me a few lines, and I’ll post it anonymously. I hope you all find this interesting. If I get good feedback from this one, I’ll post a couple tonight.

“.... I wasn’t going to, but I figured you seem to be a trustworthy guy, so what the heck. The first time I realized I loved being fucked in my butt was last year at a party. I was drinking a little, maybe a lot, and I was dancing with a bunch of people. I started twerking this guy, that I have seen before, but didn’t know, and he was really getting turned on as I was grinding on his cock. Some time went by, and I had to pee. That same guy followed me into the bathroom and locked the door behind him. He said that “I must like anal sex, to be grinding like that.” I was afraid. I told him, no, I never tried it. Which I didn’t. I had no desire to. Everyone said it was gross. That’s just the thing.

“Everyone”. Once the words “everyone” and “gross” are attached to something, it somehow becomes the truth. So, naturally I was not, AT ALL, in the mood to try it, especially with a guy I never met. I thought he was going to force himself on me, and I’d have to scream, but he didn’t. He just asked if he could “taste me”. I was a little embarrassed and kinda grossed out, but I think the fact that I was relieved he wasn’t going to force himself on me that I was a little drunk (which kinda loosens you up), I said “sure”. Not to mention, the guy was pretty hot.

I lifted my skirt, and he pulled my panties down, and he forcefully spread my legs. He started licking my asscheeks, and then the most amazing fucking thing happened. He stuck his tongue in my ass. Holy shit! I thought. Where in the fuck were these feelings coming from?! They were amazing as he fucked me with stiff tongue. This guy had a dirty mind, I remember thinking. After all I was sweating. But, he seemed to get off from that.

He had me so worked up. It felt so good. He had me so turned on that I actually asked him to enter my backdoor. Annnnd he did! I was so surprised my ass accepted his monster cock. He took it slow, which was nice, because that could of turned out horrible. But, the pain really did make it feel so fucking good! He fucked me hard in my ass, as I continued to grind him, taking it in deeper. I found my ass pushing up against his body when he was ready to cum. He blew his load in there. I loved it.

I loved it so much from that day on, I was hooked. It was my own sexual awakening. I would of never thought in a million years I would ever want something so bad in my life, let alone ass sex. Now, I fuck my own ass. I fuck my own ass reading your stories. I get it from time to time from the real thing, but sometimes it’s just better doing it yourself. I’m telling you girls that are kinda on the fence, do it. Try it yourself. Just prepare yourself for an intense anal orgasm. Just read Justin’s “What I’d Do To You”, and put yourself mentally into that position of the girl . I’m tell you, it’s good! Use your fingers first. LOTS of lube. You’ll cum, like you never have before!”......

Yep. This girl was hot. I never questioned the stories. I just liked to assume they were real. The pic of the girl at the top, is the best I could do, as what she looked like. I’d post the original one she sent me, but I told her that I wouldn’t do that, so I have to keep my word. And wouldn’t it be ironic if she actually reads this here? Ha.

Like I have said, if you like this one I’ll continue to post more. Or, if you’re up to it, send me a confession, and I’ll post it anonymously. Love you all!

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23.12.2021
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Why was my best friend telling me this? God, why couldn't he keep his mouth shut?I sat back against the hood of his car and sipped on a beer. On Javier's front lawn was a grill and flames were shooting up from the charcoal we'd just lit. We were both nineteen. I don't remember how the topic got started, but the sentence I've committed to memory was:"She really wants me to fuck her in the ass. Last night was like the hundredth time she'd asked me. She's been bugging me a lot about it lately."...

Anal Gape World

A/N: Please suspend your disbelief for parts of this story. I know a lot of it isn’t realistic or possible, but it’s just a story. It’s likely that many of the insertions that will be written are not possible in real life and should not be attempted. In a world similar to our world, the expectations for women are very different. Women are expected to have a gaping asshole virtually all the time. The size of this gape is increased over time with the help of the men of society. Men in this...

Anal Sex with my Girlfriends Anorexic Grandd

I had been dating my girlfriend for a decade. We met when I was 40 and she was 55. A notable age difference but we had had an instant attraction at first glance. She was a well-kept woman of Hispanic descent with a gorgeous face with full, plush lips, still pert, uplifting tits and an ass that you could bounce a quarter off of. On our very first date I had sodomized her tight, well-oiled asshole for hours thanks to a little blue pill. I have been gaping that elastic hole daily to the size of a...

Manali Mein Girlfriend Ki Dost Ke Sath Sex

Hi ISS readers, main apne sath recently (28th August) hua incident ko share kar raha hu. Mera naam Amanjeet hai, aur main Punjab ka rehne wala hu. Meri height 5’9″ hai, aur mujhe guitar ka bahut shaunk hai. Ab zyada time waste naa karte hue story pe aate hai. Mere aur meri girlfriend ke beech kaafi time se koi baat nahi ho rahi thi. Mujhe mutual friends se pata chala, ki wo trip plan kar rahi thi Manali ka. To maine bina kuch soche bags pack kiye, aur nikal gaya Manali usko milne. Story ke 4...

Anal slut 2016 edited

Today's date is 20/11/2016 and as im writing this post im lay on some cushions with my legs spread, exposing my fuck-hole while i slowly slide it up and down on my thick ten inch dildo. The year is almost over and when it is i will have completed 12 whole months without stroking my cock. 365 days without making myself cum the way most guys usually do. Because for my new years resolution i wanted to see if i could if i could cope with being an "anal-only slut". So whenever i was horny (which was...

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