Anal Archives — Page 463 of 957 — NSFW story

[FMM] My first ever spitroast… and I had an audience!

Last year I (f23) went to my first fetish party. The party itself was quite a big event, with stage performances etc, hundreds of sexy people dressed in all sorts of kinky outfits. While there, I met a man who invited me to an after party… deciding to throw myself in to the whole experience I accept the invitation!

The after party was back at his apartment, and there was around 30 people there, none of whom I knew. The host who had invited me, introduced me to his friend, they were both sexy older men in their 40s.

After a couple of drinks I was feeling very comfortable and relaxed and the host began to to kiss me, first on the lips and then slowly moving down my neck. After a moment, I felt his friends fingers stroking the inside of my thigh. Turning towards him I began to kiss him also, as the hosts hands began to move over my breasts, teasing my nipples. The men stood me up and led me to the middle of the room, where they began to slowly undress me, the rest of the party goers were sitting around drinking and talking and they all turned to watch what was happening. Read more »

The Rabbit Hole Part 3 [MM] [Sissy] [Forced Gay] [Femdom] [Hypnosis]

**Chapter 3: Misdirection**

**Penny**

It wasn’t the equipment.

As soon as Nadia left, Penny checked in on Joe. He was fine, right where she left him: drooling in front of the monitors and learning the valuable lesson that lace and silk are better against his skin than anything masculine. The more flowy, the better. The more sheer, the better. The softer, the better. Less is better.

It’s an important lesson for a slut to learn.

But he was safe. He was twenty feet from Nadia the whole time, and she had no idea. Penny wasn’t worried about Joe. She’d never been caught before. She wouldn’t be caught now.

But she was worried about Nadia. She should have gone under. She should have gone down the Rabbit Hole. Her mind should have been in Penny’s hand, like clay for the making. Everything was fine. The sounds and lighting worked. She checked her rings three times. Those were fine. It should have worked.

But she couldn’t trance Nadia. Read more »

Shower for 2….or….. [MFM] [anal] [3some] [spit roasted] [unexpected encounter]

The smell of coffee tickles my senses, as I stretch naked, in your warm bed. Without opening my eyes, I reach for you….touching a cold bedsheet, I look to discover you’re not in bed next to me. Disappointed, I prop on one elbow to look around….the room is empty but I hear the shower running. Smiling, I picture your sexy naked body…wet…soapy….throwing back the warm covers, I shiver for a moment but am warmed at the thought of joining my sexy man in the shower…with any luck, I’ll have you back in bed soon enough.

Pushing open the bathroom door, the room is steamy from the hot water. Quietly slipping into the shower, I put my arms around your waist….my hard nipples pressed into your wet back, my eyes close slowly….kissing across your back, I murmur softly “baby…you feel so good…you’d feel even better thrusting deeply into me again and again….” my voice trails off as you turn around, your fingertips bringing my chin to your lips. My full, firm breasts press into your chest as you crush your lips to mine….moaning softly at your kiss, my eyes fly open as I jerk back, breaking the kiss….”oh my God…Skyler…I’m…I’m so sorry….” I start to say, loosening my arms around his body. “Don’t be, gorgeous…best surprise I’ve had in months” Skyler says, drawing my body closer to his, finding my lips with his. His kiss is demanding yet sweet, it’s difficult for me to enjoy his kiss as I feel his hard cock growing and pressing against my stomach…the thought his excitement is because of me is sexy….but I don’t belong here…he’s not Cole. Read more »

I took my chem exam while having my asshole plugged [F]20

I’ve been spending time at my cousins house since the election last week. I had an online chemistry exam last night, and was about to start taking it, when a redditor messaged me. He has been helping me train my asshole recently. Literally five minutes before my exam started, he recommended I put my plug back in. Now, I had had my butt plug in for about 15 hours previously (even slept with it) before I took it out. It had been 8 hours since then. When he realized I was about to take my exam, he said it was ok to do it after.

Me being the good girl that I am, I decided that it would be interesting to put my plug in. My cousins were sleeping, so I had to be really quiet when I went upstairs to grab it. I quickly went to the bathroom downstairs, pulled my dress up and thong down, applied a liberal amount of lube, and inserted the anal plug. I moaned when I put it in. My asshole ate the plug right up. [Here](https://imgur.com/a/q2Ptawi) it is. Read more »

File Explorer [MF] [edging] [masturbation] [toys]

Rebecca was a masturbator. There were no other words to describe her habit. Every day she returned home from her manager position at a prestigious tech firm, she could not wait to dive into her own cunt with her soft feminine hands. Standing about 5′ tall, Becca was quite easy on the eyes of her coworkers, with long curly brunette hair and D cup breasts that never failed to elicit stares. She had been propositioned by several since starting at her job in the fall, but she had so far turned all of them down; her own hand and arsenal of sex toys were the best lovers she could ever hope for.

Becca’s favorite activity was sitting in front of her computer screen chatting with other masturbators and watching her favorite porn genres. Her favourites changed almost weekly. Today, big tits and creampies were making her work her horny cunt. She sat with her legs spread wide, having just returned home from work, and felt her warm wetness through her panties. Read more »

Training Week

You have been seeing this new guy now for about a month. Something about his has your knees buckling just at the thought of him coming over. His voice just melts you like butter. You have taken great care in planning for tonight tho. He has shown interest in popping your anal cherry tonight and you think tonight’s the night you will give it.

Earlier this week you went to the local adult store and shopped around for some anal plugs. You asked the store clerk what he would recommend for anal training as you have never had anal sex before. He expertly gives you advice on which ones to try first. You make sure you have plenty of lube as well. You get them home and like a kid with new candy you open them up and inspect them. You pour lube all over the smallest one first making sure it’s nice and slippery. Then you pour lube over your fingers and rub it generously over your rosebud and in between your ass cheeks. Now or never you think as you take the anal plug and push it slowly into your awaiting hole. It resists at first and you feel a little bit of pain. You force yourself to relax a bit then push a bit harder and with a pop it goes all the way in. At first the pain is high, but it quickly subsides. You relax a bit and just stand there letting the feeling run through your body. You wonder what it will feel like while you walk around. So you decide your going to leave it in all day while you do your chores around the house. You get dressed in a mini skirt and tight shirt with no bra and panties. You love how naughty this is making you feel. The cool air running across your exposed pussy. Your nipples pushing hard against the tight top. Read more »

The Softening, Part 1 – Clara woke grumbling, a blaring alarm in one hand and a throbbing one night stand in the other.

She let the first go to voicemail without looking; it would be her agent Tasha, anal and worried about where she was, still hours before she had to be anywhere or smile for any cameras.

She placed her phone quietly on the nightstand, trying to see how far she could tug her new toy toward release without waking him. It was better that way. His words always ruined the moment.

His cock, however…almost made up for it.

As she stroked she wrapped long fingers around to her palm. She squeezed until the head got thick and red, so red against the ivory sheets. He filled her grip like a beer bottle. The girth…*god why did it have to be attached to-*

“H-hey, beautiful. Good morning to you too!” Eddy sat up, big stupid grin on his face. His blond hair fell over his eyes in places and stood up with static in others. *A perfectly fine fuck any day of the week*, Tasha would say. Clara forced a smile, even bit her lip for him as he climaxed across her chest and stomach. All for show.

“Ready for your big day?” Eddy sighed, flopping back into bed spent and oblivious. Read more »

Please come again! (M47) (M45) (F45) (F42) Orgy, Anal, Explicit, Masturbation

We had talked about a threesome on a few occasions but I wanted to test the his limits. I think he would like another male caressing his hard cock. Just close your eyes and enjoy the sensation I tell him. He wasn’t sure until we had gone out one night.

I saw him make eye contact with the waitress across the room upon entry. She was a sexy petite woman with a great smile and plump lips, long dark hair. Her breasts were quite plump for as small as she was. She was wearing one of the school girl skirts. You know, like cheerleader short. I couldn’t blame him for checking her out, I was too.

I had worn a silk lavender top minus the accessories that run underneath. The warm breeze blew against my silk shirt brushing against my nipples making them poke out in all the right places. I was also wearing a tight pair of soft pink lacy panties and a small vibrator. The flowing skirt I wore provided just enough space to be slid up when we are ready. We liked living on the edge in our sexual life. Read more »

[MFM] I got high and had anal sex with my cousin while her boyfriend watched.

So, I’m pretty close with one “household” of my cousins. We hang out and stuff more often than other cousins do. We’re all well into our 20s and 30s and they’re all either married or partnered, and as such I’m pretty close with their SOs as well. Specifically, I’m pretty close to my one cousin Emily [F36] and her boyfriend Thomas [M37]. The three of us have the same interests in movies, music, politics and hobbies, so I hang out with them the most. Read more »