Anal Archives — Page 82 of 957 — NSFW story

Fucking Her Ass to Save His Long Distance Relationship [MFM]

“Tonight will be the last night” I said.

Paul and I were walking through a park near my apartment. He seemed to know immediately what I meant. He kept walking but looked over in interest.

“Yes?”

“We’ve given it a lot of thought. With everything that we’ve done, there should be a final night. A night to celebrate our time together.” Paul’s fiancé Kim had been studying abroad for almost two years. She’d just graduated with her doctorate and was due to return to him in a week. To keep Paul from straying while she was away she arranged a number of sexual encounters with my wife Anne. The last such night he had fucked her for the first time.

“Thank you.” He said simple.

Anne was prepared for us when we got to the house. She was waiting for us on the bed, lying flat, in the same position as when he’d fucked her.

She was almost completely nude. There was no outfit this time. All she wore was her white high heels and her panties, already bunched down around her right ankle. Read more »

How Did I Get Here? Pt 2 [bdsm][chair bondage][sex toys][edging]

I lose track of time as I slowly go insane with desire. Pussy juice splashes onto the floor while tears run down my cheeks. My clit throbs repeatedly, and I’m surprised I haven’t cum already. If I concentrate hard enough, I’m sure I could. Almost as if someone can hear my thoughts, I feel a shock of electricity on my inner thighs, bringing me back to the present. I yelp around the cock gag, and my legs shake weakly.

At this point, I’ve given up control of my body. Sitting in the same position for so long has made my limbs numb. I no longer try to squirm and get out of the ropes. Awaiting the next sensation, I sit in anticipation, trying to guess what will happen.

I feel the strings around my nipples get even tighter. Wincing in pain, I wonder if they’re gonna get pulled off. I arch my back deeper trying to give them a break, but the machine pulls the thread taut again. Unable to move an inch, I whimper as more tears trickle down my cheeks. Read more »

Our Babysitter, The Trap [M37/F35/F22] [Trap] [Caught] [Threesome] [Anal]

My wife and I are hard working people in our mid thirties. We want to get somewhere in life. We wanted to achieve something. So our work days tend to be long ones. We often have to attend to work related events in the evening. So we often hire a babysitter to take care of our children. To prevent them from starving or dying an incredible stupid, totally pointless accidental death.

Our babysitter was working for us for about two years back then. She was a twenty two year old, good looking and smart college student that always took her time to look after our offspring. Because she needed the money. We paid her more than just well. Because finding someone you can trust to look after your children, not a that easy task to do.

When at work, when she was over at our place, looking after our children, she had the usual tasks to full fill: Feed our three children, wash them and make sure that they went to bed. Once the three monsters were asleep, she was allowed to do whatever she wanted in our place. Well, organizing a wild college party at our place was no option, but I think you know what I am trying to tell you here. Read more »

We Don’t Use Condoms Because of This [MF]

My friend Lauren was convinced that she could keep up with me when it comes to drinking bourbon. I told her that all she ever drinks is Ultra and White Claws. She wanted to prove that she could hold her own.

One night, I invited her over for drinks. We exclusively drank bourbon to the point where we were both very much drunk. That led to us fooling around and ending up in the bedroom.

She asked me if I could push it into her ass. She’s never done that before and was feeling brave. How could I say no? I’m not sure if it was the condom or the liquor, or maybe how tight her ass was, but I could NOT get it in her ass. She reached back and pulled the condom off and then tried to guide my dick into her ass herself. Somehow it actually worked.

It ended up being successful. Her body language and moans showed me that she was actually enjoying it!

The next day, we texted and basically agreed that we want to incorporate anal when we have sex. She enjoyed the experience and wanted it to be a regular thing. Read more »

[F]22 finds anal=meh; first double penetration=amazing [MFM]

Hi Dear readers. I’m seeking to understand why my past experiences with anal sex left me feeling ambivalent about the act, but when my BF recently slipped into my ass for my first DP, I went wild with pleasure.

I have enjoyed being sexually adventurous for almost 4 years and therefore have had a number of occasions to try anal……I think about 8 or 9 times, including three times with my current BF, Tomas. I can say, one thing that I have enjoyed about anal is how my partners got turned on, which, of course, turned me on. However, the pleasurable feelings that others rave about never really happened for me. I certainly have never orgasmed on account of a dick in my ass and I don’t spend time thinking about doing it. Read more »

[FM] Two Childhood Best Friends Try Butt Stuff – Waxing our butts and rimming each other

Hey…everyone. Allie and “Adam” here…been awhile. Welcome to my sex journal detailing our sexual adventures. This story took a place a few months ago back when we first started experimenting with the idea of anal and a whole buncha stuff.

We’ve been dabbling with the idea butt stuff for awhile but I was really trying to get over the mental hurdle of handling his rather … wide penis. It brings me a pinch of pain when doing PIV so there was some reservations about doing anal. Most of the times we’d just get a bit in and I’d feel uncomfortable and he immediately stop and would never try anything more than that. Over time I tried getting a butt “training” kit of progressively large butt plugs but the dirt path was a dark and treacherous pathway to.. you know

So over time it lead to a whole bunch of recurring jokes between us about butt stuff. “Can I shave your butt? It’s gonna be so fun. For… me…?” To which he always quipped back with “Only if you comfort me with your tongue after”. Or like “This tastes like ass” then he’d always glance at me with a stupid shit eating grip and say “Good thing I love eating ass”. But he never did eat my ass up until this whole adventure. Read more »

[MF] I’m a college professor and during the first few weeks of the Pandemic, one of my students needed a place to stay. She insisted on paying me back with her body, and I started off by whipping her ass, fucking it, and making her my sex slave.

Geeta arched her back and let out a groan–one so loud, I was sure the rest of the neighborhood would hear her. Her asshole, virgin until a few moments ago, stretched lewdly around my cock. Her moans became hoarse and then, strangled–sobs of pain and pleasure.

“Are you okay?”

“Of course,” she whimpered. My hands slid down her body, slick with sweat, gripping her breasts and then her tits as I drove into her tightness.

“This is how I’m going to pay rent, right?”

~

All right. Let me back up.

Before you think this was actually some sort of anal-for-housing arrangement (2022, am I right?), allow me to offer some context.

My first semester teaching at a certain prestigious girls-only liberal arts college was autumn 2019. I was remarkably optimistic back then: I had just finished my dissertation, I had found a tenure track job in my field, and, residual Trumpism aside, it seemed like the ghosts of 2016 might finally be fading. How wrong I was, obviously. Read more »

My wife takes three on the beach [M+F][MMM/50, F/45][orgy]

When you have sex with your wife, I mean, I’m sure this happened to anyone, you may call her a bitch, a whore, all in good faith. Maybe a little spank too. Whatever, I slowly dared a little bit more, she initially seemed indifferent, but then, she slowly started to get a taste for it. Words became bolder, “You’re so good at fucking that you must be a whore” and as I spoke I felt her pussy getting wet, so I spanked her harder and I could tell she was really enjoying it.
I bought a silicone cock on Amazon, and as we fucked she was enjoying like crazy sticking it in her ass.
Then we bought at a sex shop a vibrator made especially to put in her cunt along with the cock.
She fantasized about enjoying two real cocks and always said that sooner or later at the gym she would fuck someone.
Then I would ask her if she would give her ass right away as well, and she would say yes and it would turn me on so much.
I bought an anal plug, which she would put in every so often to prepare her for an eventual ass-fucking, and when she put it on she was like electrified. Read more »