Anal Sex Story

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Welcome to my directory of anal sex stories, my name is Jess (owner of this blog) and these stories are 100% real, written by me or one of my friends. We love sharing our sex stories and what better place to do it than on my own blog?
Anal is still a bit of a taboo subject but I know a lot of my readers get off on the idea of it and so we have put our favorite stories into this easy to find page so that you can browse, read and re-read whenever you need some erotic storytelling.
Anal sex feels amazing for me, I love feeling a c*ck inside of my tight ass and even better if I have another c*ck inside my pu**y. Cumming inside of my ass is also a big yes from me, I love the sensation of it and I would even go as far as to say that I have a bit of an anal sex kink. I really hope you enjoy our sex stories!
Update: If you want the real-life anal pictures and stories submitted from users, myself, and my friends, then sign up to my private erotic club.
We were two curious individuals who had never had anal sex before and wanted to see what all of the fuss was about, however we found that we began to enjoy it far more than normal sex and can’t stop.
We let people and opinions hold us back for too long and now we have gotten to an age where we want to experience it all and first on our list was some anal fun and it went much better than either of us had ever expected.
A gorgeous Italian woman stuns this man as she invites him back to her apartment after much anticipation and excitement. It leaves you on edge as they undress one another all night and as soon as they get back to her apartment, things get hot and heavy, fast.
I wanted to give my husband the best anal orgasm of his life and I achieved that by using my pegging sex toy. He has never came like it before, we certainly broke records with this one.
A truly erotic tale of events as we follow a couple in Paris for a romantic getaway, they meet a very stylish Parisian couple who show them the ropes and take them back to their apartment where they engage in an amazing orgy.
This story comes to you via my very good friend Mike, he went on business to Japan and there he met an amazing woman who showed him a magnificent time. He had never been with an Asian woman before and she had never been with a westerner, she showed him just what it was like to enjoy some Asian pu**y and ass. She was so sweet to him and he was totally breathtaking by her beauty and her ability to make him cum so hard. I loved reading this story, it gives you a wonderful outlook into his experience and makes you incredibly horny.
One of my favorite stories that has been written for me by my good friend Samantha. This story is all about two friends who end up hooking up after years of denying their feelings and it is intense. Samantha brings her best friend to orgasm in her ass and lets him cum inside of her. It’s thrilling and it certainly gets anyone reading it extremely hot under the collar.
This is my story, it’s about a time that I was dating a man a lot older than me. He was so intriguing, a silver-haired stallion who showed me things my body could do that even I was shocked about. Just as he showed me things, I showed him things I could do for him and in the bedroom, we were a match made in heaven. He was so intrigued by my body and made me feel amazing, the first time I did anal was with him and I loved sharing my story with you.
One of my top rated sex stories, we dive into a crumbling marriage and we find the wife seeking comfort in her father in law. They seduce one another and have some of the most arousing sex I have ever read about. The contrast between young and old and even taboo considering it’s her father in law makes this story even more exciting and a huge thrill.
She had always wanted to try out a gangbang and once we knew she was ready we organized it and well, we wanted to share that with you all because it made me so hard and she came so many times that night.
A seductive, sexy story that always has me desperate to touch myself whenever I read it. Learn all about how a girl gives her boyfriend his first-ever prostate orgasm, he can’t stop trembling, cum oozing from his cock as he dives into the mystical world of prostate stimulation.
Being seduced by my brother in law was one of my favorite moments and I was so desperate to share it here. My boyfriend was a complete dick and his older, stronger, more attractive brother fucked me hard at our garden party and unfortunately, my boyfriend walks in on us. I don’t regret a thing.
A rich divorcee heads to a massage parlous on her doctor’s orders and finds herself getting a little bit more intimate with a stranger than she bargained for. His hot oils massage her body as he gets a little bit too close to her pussy and one thing leads to another…
Camping wasn’t something I was looking insanely forward too but once I got there and began to relax I realised one thing, that having sex in a forest is actually pretty thrilling. After a few drinks my boyfriend and I fucked like animals and breathed in the crisp night air as he filled my ass with his hot cum.
I know it’s bad, I know it’s frowned upon but being sexually frustrated and filled with lust for one another we just did what we know best, we fucked each other until we passed out. The sex we have is filled with passion, it’s dirty but heck it’s fullfilling.
My wife surprised me with an amazing strap-on and fucked me so hard that I ended with a prostate orgasm (my first ever). I couldn’t believe my luck, it’s a steamy story but one not to be missed.
After giving birth a few months prior our sex life had been a little bit lackluster so when we had a rare night away and my boyfriend suggested anal I couldn’t help myself. He fucked me so hard in my tight ass filled me with his warm cum.
My husband enjoys it when I use a big fat dildo on his cute little ass and really show him who is boss. I have him doing anything I like and he submits to me which as a femdom mistress, it’s all you want.
My boyfriend bought us some restraints to try out in the bedroom, I love the sensation of having no control and being totally submissive. He f*cks me so good and so hard and even cums in my ass. It’s such a thrill and something I recommend to any kinkster.
After years of talking about it, we finally decided it was time to turn my husband into the sissy slut he had always wanted to be. It’s been an eye-opening, erotic journey and we couldn’t be happier.
My sissy is such a slut and when I penetrated her ass for the first time she was euphoric. She came so hard and it just turned her into an even bigger anal-loving whore, which I am pleased with.
This page gets updated all the time, so the second a new anal story is shared I post it here, so make sure you check back.
I currently love anal sex, it took me a little while to get over the mental side and once I did that I’ve had some of the best anal sex of my life, I’ll put it all in an article soon. <3

The first time a boyfriend asked me to try anal sex was in high school. I was 17. And because I loved him — in the way you can only when love when everything is fantastical and a first — I agreed to try it. We dated for three years, and basically introduced each other to every type of sex there could be: I even gave him a Kama Sutra book for Valentine’s Day one year, not realizing that experimenting with so much inexperience would never be quite as hot as my coveted Cosmopolitan magazines promised it would be.
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Even so, after reading about what to do, we gave it a try. But as soon as he barely entered me, I asked him to stop and apologized, telling him that I just couldn’t do it. It was too scary. Too much. It hurt.
Fast forward to a few months after I turn 22 and I’m desperately in love with a "mature 29-year-old" man that we’ll call Scott*. After years of lackluster, jack-rabbit sex, I’m amazed at what this older dude can do with his tongue, with his hands, and with his body. He isn’t the most well-endowed man I’d ever known, but he is the first to ever give me a stellar orgasm and to really, as the romance novels put it, worship my body.
We’ve been dating for a while, and after a quickie in the morning, he casually asks if I’d ever be up for trying anal sex. I go into the story about my ex-boyfriend from when I was younger and he rolls his eyes, kisses my cheeks and says, “But I know what I’m doing. It’ll be good for you, I promise.” I tell him I’ll think about it, but secretly, I just want to do more research (my journalist brain never stops investigating!) to figure out if anal sex is ever good for women.
The very idea of someone entering into your backside seems a little gross — right? You’re only supposed to dispose of (gross) things back there, not put something inside that’ll be painful as it moves deeper. I couldn’t understand — for the life of me — why in the world anal sex would make me as turned on as I am in doggy style?
The first time we went for it, he started by going down on me. It was as good as it always was and right when I thought I couldn’t take it, we started having "normal" sex. It was slow and sensual and he made sure to focus on kissing my neck and ears, getting me more and more turned on. He then flipped me over and we had really hard doggy style for a while, and without lube or anything, he easily slipped inside my backend.
Like before, it was painful, but he told me to breathe as slowly eased all the way in. He then reached around and started to play with me with his fingers as he gradually moved faster. I got more comfortable as he went on, and almost forgot where he was. As I let go more, the tension faded. It didn’t hurt as much. And without even thinking about it, I had one of those explosive orgasms that you feel all the way up to your face.
For the duration of our year-and-a-half relationship, we worked in anal sex at least once a week. We got into such a steamy rhythm that we eventually tried different anal sex positions — including missionary and spooning. It easily became one of my favorite ways to have sex, and though the clean-up was pretty messy every time, I loved how the orgasms varied and how much fun we had with it.
Nowadays, the "anal sex conversation" is one I bring up with guys I’m dating. Once we make it exclusive, I casually bring up the topic of things to try in bed, just like my previous ex-boyfriends had done. Most of the time, like 9.5 out of 10, men are pleasantly surprised with my appetite for non-traditional intercourse. It isn’t always good, and to be fair, sometimes a guy is simply way too big for it to feel good. But sometimes, I get lucky (and ahem, he does too) and I find that happy place with anal sex again.
It might seem invasive to some — and yeah, a little dirty — to have anal sex as part of your bedroom adventures, but I think it's always worth a shot. And frankly, a few shots. Just like when you lose your virginity, losing your anal sex virginity isn’t exactly pleasurable. But with the right person, the right patience, and the right movement, you might just find yourself persuaded to the other side.
My biggest recommendation? Though my first anal sex experience was sans lube and it was fine, lube will be your best friend. And a nice, warm shower before you get it on.
Want more of Bustle's Sex and Relationships coverage? Check out our video on sex positions for small penises:
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