Tag: Anal

I met a guy at a bar and then fucked him in his friend’s backyard [FM]

This is my first time writing a sex story so I hope you enjoy. PMs, questios/comments are welcome. Oh and if you’re curious as to what I look like check my profile, I post a lot of pictures and videos.

So…basically the background is in the title. But I’ll give a bit more context to set the scene.

I went out with my friend. I was wearing jeans that make my ass look great and a low cut black bodysuit. I was dressed to impress, as per usual when I head out. I never wear a bra and wasn’t wearing panties either this particular night. I didn’t go out with the intention of getting laid, but here we are.

Long story short a guy named Jason approached me and we got to chatting. My friend was talking to his friend. There were 3 or 4 of the guys altogether. The bar was closing and we all decided to continue the party at one of the guy’s houses. Read more »

Trials of the Buxom Trio – Chapter 9 and Epilogue – (Busty, Thicc, Hardcore Sex and Adventure throughout)

**Now here we are folks. It’s been a long road that we’ve watched the Trio travel on but at this point everything was looking to change in their favor. They’d found out about the dark deeds the baron was doing and they had a new ally in the dark ranger. This man Seris knew that to survive any battle with the orc host the force of the main city Evecroft would need to battle the orcs on their terms. To do this the new commander of the guardians at Evecroft put a plan in work. One way or another as the dawn settled on the fourth day of their journey the Buxom Trio knew their fate would decided before another sun rose.**

    The ploy had worked. After the scouts from Evecroft had gone out and destroyed one of the orc advance camps it had only been a matter of time till the orc host would be on the warpath. The night after the decimation of the camp the warhost was outside the gates of Evecroft. Their chants were terrifying to both civilian and soldiers alike but with their new ruling body using Marshal Isther’s plans to coordinate the defensive and hopefully future offensive strategies. Read more »

[M]y first anal play

So to start, no I am not gay but this will make you question that lol. So about 3 years ago, some buddies of mine gave me a huge black dildo as a gag gift. I kept it as a joke and show it to people randomly.

So recently I have been taking an interest in anal play. So when I was masturbating today, I stuck a finger in my ass. It went in easily amazingly (this is seriously my first time trying this) I start trying to push my prostate to make my orgasm a lot better but it wasn’t working out to well. So since I was about to shower, I decided that I was going to get the dildo and see if I could get it in. As an experiment. Read more »

Dragonfly [MF] Dom-Sub BDSM Forced Orgasm

When she opened the door, the look in her eyes was a mixture of fear and excitement. Her big green eyes looked up at me and followed a path across my wide shoulders and down to the whip coiled in my right hand. I had the strap of a duffel bag slung across my chest. I had been given a list of things that she wanted and it contained the tools that I would need to accomplish them. This was a bit out of the ordinary. Usually, I show up and take instructions, but this five and a half foot, dirty blonde beauty wanted to be dominated.

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She had a sheer white robe, tied in front, and I could see that she was wearing an outfit of leather straps, with no cups covering her breasts, that stopped at a belt just above her hips. She was wearing heels and stockings that came to a stop, mid-way up her gloriously thick thighs. She was clean shaven, or waxed, and she had a small gap just below her vulva. She was breathtakingly beautiful and her dark blonde hair was pulled back revealing a leather collar with a large metal ring in the front. In her hand was a long, leather leash, which she offered to me with a submissive smile. Read more »

[MF] My wife calls me ‘daddy’ and takes me from ass-to-mouth multiple times

For a good part of yesterday my wife and I were sending each other flirty, and later dirty, text messages to signal that last night was a night to bust the dam (we’ve been in a rut) and get back to our sexual good place. When I got home yesterday evening, before we took our daughter to swimming, my wife and I played a little grab-ass and made out in the kitchen some. I asked her if I could put a butt plug in for her, before we left for swimming. She told me “no” (for fear that she’ll end up uncomfortable in public with no good way to resolve it), which I didn’t let deflate my excitement. We held hands on the way to swimming, and were each doing what we could to not get back to resentful communication (or lack thereof) Read more »

My best friends boyfriend took my anal virgintity [FM] (BDSMish)

This is my first time writing something like this, so go easy on me!!My best friend, (we’ll call Catie) and her boyfriend (John) go to school in a different state. I miss them, and they flew up and visited me for my birthday.

Fast forward to my birthday party, and we’re all super drunk and playing Never Have I Ever. When it gets to me I start with “Never Have I Ever been fucked in the ass”. Catie mumbles something about me missing out and takes a shot. She comes up to me after and starts telling me I should try it, going on about how great John is in bed, etc. I had just gotten through a nasty breakup and was getting jealous and upset. She saw it on my face and whispered: ” John thinks you’re cute, it’s your birthday, go have fun”.I asked her if she was sure. She nodded and waved him over to us. After all three of us talked for a bit, she asked to go to sleep in my spare room. Read more »

Megan’s Slutty Adventures: Theater Girl [mf] [anal] [deepthroat] [college]

So I met Megan in college. It was this small musical theater program. She’s two years older than I am — at the time she was a Senior and I was a Sophomore — so we didn’t really have classes together or anything, but I often saw her around the building and it was a small enough program that everyone kind of knew everyone else a bit anyway. We were both cast in a show that Spring semester, where I did get to spend a lot more time around her, with rehearsals being almost every night for much of the semester.

She was a real cutie — long dark brown hair and eyes, great smile, and a tight, fit body. Always dressed nicely, with cute, tasteful tops over jeans or leggings. Very girl-nextdoor look to her. She had a good sense of humor and I could tell that she would be a fun person to hang out with. Someone to go out with a group of friends and have a few drinks and laughs. I kind of had a crush on her, if I’m being honest. really cute, but I didn’t think she’d have much interest, being a couple years older, and preparing herself to graduate. I don’t even know if she dated, she always seemed pretty focused on her classwork. Read more »

[MF] Fondly remembering my very first time anal experience

Wrote this several years ago…
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It’s been a very long time since anyone has worked my ass over. My boyfriend’s not into it, which is fine, but I do remember the first time, when I was an innocent barely 18 year old girl, me and a boy got a toothpaste-style tube of KY and we headed back to his place. It was only our second meeting. On our first, I was so wet with anticipation before even our first kiss that I had soaked my panties completely through. It was maybe the wettest I’ve ever been, aside from the luxurious, wild gushing I later became capable of so many years later. In fact, that was also with someone unfamiliar, a playfully rough man and his delicious, smooth girlfriend.

But that is another story. Back to my boy, the first boy to take my ass. He gave me such good head, which was the first time for me to get licked and fingered at the same time… and patiently, with him listening, feeling for the cues of my body– now speeding up to match my quickening rhythm, now slowing down to tease me, curling his fingers inside me, making me pull his head in closer, demanding, pleading don’t stop, oh please don’t stop. And while I was being consumed in this new bliss, he started sliding just the tip of his lubed pinky finger into my ass. Read more »

Exploring Cara – Part 2 [MF][MMF]

Things got interesting with Cara immediately after I ordered her to her knees, she sucked me off, and swallowed everything. After this, the texts and emails began to pile up. She kept telling me how hot it was and that she couldn’t stop thinking about me. I was doing the same and couldn’t stop thinking about how much fun it was to dominate her. I told her she was mine to do with as I pleased and that the next time we met, she had better be prepared.

Fast Forward – One Week

We were schedule to meet at my studio around noon that Saturday. We had been messaging prior and I instructed her to bring something sexy to wear as we would be working and playing today. When Cara showed up, I wasted no time in getting started. I demanded that she show me what she had brought and she seemed a bit embarrassed. She told me she would go to the bathroom and get changed for me but I told her to strip and change in front of me. As she began taking her clothes off, I couldn’t believe how beautiful her body was. She was thin, long brown hair, quite tall, with beautiful C-Cup tits. She slipped on a very slutty teddy with a pair of crotch less panties and said very softly that she had been waiting to wear this for quite some time. I asked what else she brought and she told me that she had brought a vibrator and a dildo in her bag as well. I then told her we were going to play a little game. Read more »

A Graphic Anal Play By Play. A True Story From Last Night. [MF]

After over a month of daily plugging I finally let hubby put his dick in my ass! Oh my lord what a show it was.. it was the best sex ever.

It had been nearly 3 years since the last time we tried anal. When we did, it was always awkward, rushed and even painful so eventually we stopped altogether.

About a month ago, we decided to give it another try- but not right away. The rules were simple: let’s wait until the time is right- no pressure, just wait. In the meantime, I agreed to train and stretch almost every day – the goal being, that when the time was right he would be able to painlessly and naturally slip his dick in my ass during playtime.

It started, as usual, like many playtimes had before. Our naked bodies clutched together, I could feel his dick filling out with every touch of my soft skin against his chest and every flick of my hot tongue on his neck. Read more »