Anal Archives — Page 438 of 957 — NSFW story

The Sexy MILF Next-Door Part 3: The Birthday Surprises Continue [mFF, oral, anal]

If you would have told me a week ago that the MILF I’ve been fantasizing about for years would have brought me to a hotel balcony in Vegas and let me cover her with my cum, I would have thought you were absolutely insane. But here we were, my dick still semi-hard and my load dripping down Bev’s tits. We walked back into the hotel room, where I promptly collapsed onto the bed, trying to gather my thoughts. Wearing only her heels and my cum, Bev walked over too me, leaned forward, and gave me a passionate kiss, slowly teasing the tip of my cock with her fingers as as she did so.

“We need to clean up a bit before we continue on with our night,” she said as she pulled back from my lips. With that, she took a drip of my cum onto her finger and licked it as if it were ice cream. She then grabbed my hand and pulled me up off the bed. Turning around, she led me across the hotel suite to the bathroom, turned on the light, and brought me to the shower. Before opening the glass shower door, she gently pushed me up against it, cupping my balls in her hand and once again, kissing me before moving her kisses to my neck and chest. After she released, I opened up the door and started the shower, making sure the water was warm before stepping in. Read more »

The Dinner Party [MFMF] [Swinging] [Cuckold] [Cuckqueen] [Humiliation]

He tapped nervously at his phone screen and checked the time again. Where were they? Part of him hoped they wouldn’t show up, and he could just spend a nice normal Saturday evening alone with his wife. But, he had finally convinced her to try this experience and, he had to admit, every time he thought about this evening’s plans it made his stomach knot up with excited energy.

After all, he had been the one to originally suggest this and, to his great surprise, Amy had said she would think about it. Then, a few weeks later whilst he was working, she unexpectedly sent him a message which simply read: “Okay, let’s do it”. They had then arranged it all online together, eventually finding a suitable young couple – Charlie and Ella – who were supposedly in an “open” relationship and were “looking for fun”.

They were going to come round, share a few drinks together, and then Amy was going to have sex with Charlie while he and Ella watched them. It seemed straightforward enough. Their profile made it clear that they had done this before and, whilst Ella was completely comfortable with sharing Charlie, she never participated herself and was purely coming along to watch. Read more »

Ironing out my kinks [MM] [Gay] [cheating] [deepthroat] [anal] [creampie]

My pulse is racing as I am standing at the entry to the staircase to your Apartment. My mind is rushing through thousands of thoughts as I am comparing the address I had noted down on my phone with the address listings at the door.

I snap a photo of the door and send it to you through the burner snapchat account I had created for this occasion. I stand nervously and look around, hoping not to spot anyone who might recognize me as my girlfriends’ fiance

A short moment later my phone vibrates with a snap from you, that I quickly check.

“That’s my place, come on up ?” is written on the bottom of a picture taken down the back of your nude, slender, girly body, lying on your stomach in a double sized bed, with your rear perking up

I hear the buzzer unlocking the door, and I grab the handle and enter. On my way up the stairs my brain is cross-interrogating me; “What the fuck are you doing?” “Are you gay?” “What the hell would your girlfriend say if she found out about this” Read more »

Just roommates, right? Part 5 [MF]

After a busy day at work, I get back home and my roommate is there alone with her boyfriend. They’re on Ubereats, deciding what to order for dinner. She’s dressed quite casually, in a vintage white t-shirt tucked into her light blue Levi’s, which hug her little butt perfectly. There’s a bit of tension in the room, which is apparent as I get closer to greet them. I’m looking at her boyfriend, trying to see if she’s let anything slip.

As I see her, she looks up at me, her eyes slowly taking me in, scanning up my whole body. The energy in the room shifts, and I can tell we all notice it; her boyfriend’s posture changes, as he seems a little more on edge than usual. She stands up to give me a hug, wrapping her arms around me, as I feel her tight little body on mine. She definitely isn’t wearing a bra, as I feel her chest rub up against me, feeling her nipples through her shirt. I start the embrace with one arm, trying to diffuse the situation slightly, but then decide to pull her in with almost my full force, squeezing her little torso and hearing her softly exhale in my ear, just for me. Read more »

[mf] I (m41) met a woman (29) for coffee and ended up letting myself into her house for unexpected anal

TL;DR: I met a woman from tinder for coffee and ended up fucking her ass…

A couple of years ago, I matched with a woman on tinder using an account I use solely for finding hookups/fwbs. I’m dominant and she turned out to be submissive. We had kinks in common. We decided to meet for a coffee. We met at a busy rest stop on a sunny day and drank our coffee outside. We chatted and flirted and I pushed her a little, playing on some of our shared kinks. I touched her bare thigh under the table, just below the hem of her short skirt. We chatted normally while people passed, unaware that I was pushing my hand between her legs. All credit to her, she maintained her composure extremely well; even when I was rubbing her little cunt through her knickers. I told her I would love to follow her back to hers and show her what my fingers could really do. She laughed and said no, she didn’t fuck on the first date, but she liked me so there’d be a second. Eventually, we finished our drinks and parted ways. I had a smoke before I got back in my car and as I was about to leave I got a message from her giving me her address and telling me where to find her. Read more »

Part 2 – I [F] play a game of ‘Spin the Sex Wheel’ with Brad and 2 girls [MF] [MFFF]

Hi there! This is Part 2 of the ‘Spin the Sex Wheel’ game which Stacey, Alessandra and I agreed to play for Brad, to determine which one of us would be lucky enough to go on holiday with him. Part 1 is [here](https://www.reddit.com/r/gonewildstories/comments/k26ony/i_f_played_a_game_of_spin_the_sex_wheel_with_my/?utm_medium=android_app&utm_source=share) – I continue right where I left off. Hope you enjoy!

**

Brad lay back on the couch and stared straight at me as he showed where the dial had landed on the Sex Wheel.

“So Cassie, are you ready for your Challenge? I think perhaps Stacey can help you out… I’ll reward 2 points to whoever pleases me the most”. There was that cocky grin from Brad again.

I raised an eyebrow at the mention of Stacey, and glanced at the [Sex Wheel](http://imgur.com/a/kCPivtE)

My heart practically beat out of my chest – there, in bold letters displayed the Challenge: **Double Blowjob**.

**

Stacey raised her arms in glee and gave a cute little hop, letting her luscious tits bounce and jiggle in the air. “Yay, I’m up to join the Challenge. Thank you Brad!”, she squealed in delight. Read more »

The [NB] across the screen saw [M]e take my anal virginity, and I couldn’t be happier

A few months ago, I (18M) downloaded Tinder. I was bored, lonely, and unbelievably horny, and for some reason my engineering homework wasn’t really scratching that primal itch. I spent a while messaging people, but nothing really felt right, at least not in *that* way. That is, until I met them.

For the sake of privacy, we’ll call them (19NB) “C.” C matched with me, and I honestly couldn’t believe my eyes. They were so unbelievably attractive, I thought they had accidentally swiped right on me. The punk mullet, the smirk, the enchanting gaze. C has it all.

We start messaging, and immediately hit it off. By the end of the next day, we’re FaceTiming well through the night and into the morning, talking about anything and everything. Then we both got horny. We’d talked about being “vaguely horny” earlier in the day, and about being a little bit kinky. When we both realized we were horny, we decided to try a bit of kinky phone sex. That’s when I realized that they were the beneficial friend for me. Read more »

How a Day of Teasing Led to a Threesome [MFF]

Sheila and I started dating after a year of working together. I was an executive in the company and she was a relatively new analyst so we had to keep our relationship secret. However, we both loved public play and the risk of it all. A lot of buildup at work led to a wild night of sex and a threesome the following day. This is how it all unfolded.

**Sales Meeting – Friday, 9:30am**

Our weekly Sales meeting had just concluded. She stayed to speak with me after. She said she had a few questions so wanted to speak after the meeting. I ran my finger over her collar bone and down her spine. I felt her shiver as my finger reached the top of her ass. I could feel her nervousness. Our all glass conference rooms had just a two-foot opaque frosting wrapped around the four corners. And unlike outside of the office, inside of the office she knew we had to be absolutely discreet. She started to ask me a question.

I lowered the zipper on the back of her pencil skirt. My finger continued in between the crack of her ass, over her asshole. I held my finger still in-between the soft ridges of her cunt stretched over her clit. It was barely 10am and she was already drenced. Read more »

“Casper pounded my tiny little asshole, he put his yummy doggy cock inside me and bred me”. The sentencing of Annalise H. and the travesty of Room 307 [Fiction, Beast, MF, Mind Control]

`The Right Honourable, Annalise Horton Schuster, an officer of the THIRTY-FOURTH..`

Neither honorable nor right, she blinks. She never really appreciated a sip of cold water but today, her throat couldn’t get any more dryer. The seat makes her back ache, going back to plebeian wood from fine leather would make anybody ache, she says to herself.

“On seven counts of defrauding the state, Ms. Schuster will be required to, in accordance with The Procedure on the Remedy for Malfeasance, be subject to treatment stipulated under Chapter XIII, Section 8.” She gulps.

In the Commune, the only way to become a public official is by being selected by former officials, officials who themselves were selected by their predecessors, who believed that officials that citizens trust must be representative of the Commune’s finest.

You couldn’t buy your way, fuck your way, threaten your way to have the honor of serving citizens of the Commune, you had to work for it. You were appointed based on your skill and acumen. For the fruits of your labor, you have privileges and exemptions, a lavish home and extremely generous pay, your official expenses covered by the taxpayer, and the distinct honor of being a first-class citizen, life couldn’t get better than this. No scandal, no scrutiny, all the space in the world, and a work-life balance that would make some of the wealthiest blush. Read more »