Tag: Anal

Alice’s Wonderland: Chapter 6: Pegged For A Pegger [F/M 20s, femdom]

I had woken up extra early. The little research I did on the usage of enemas, had taught me that the preparation, execution, the wait after the execution, and the aftermath, would take a considerable amount of time. Not something one should do when in a rush. Thankfully, the simple mixture of water and salt that I had mixed up, made for an easy and effective homemade enema. All-in-all, the procedure took up about an hour, giving me some extra time to mentally prepare for today’s training.

Suddenly, the phone lit up. “Hey babe!” the notification read. It was Laura. I quickly unlocked my phone to open our chat. A follow-up message appeared, “What have you been up to? You’ve been so quiet! When I told you to surprise me for Valentine’s Day, I did not mean for you to ghost me!”

I quickly typed back, “Sorry, love. Working on your surprise took more effort than I thought it would! But it’ll be done soon and then I can show you! I think you’d be surprised to learn what I did for you!”

“I’ll let you get back to it then! Looking forward to finding out!” Laura’s message read. Read more »

Daddy Issues, part 1 [MDom, fsub] [Daddy Dom] [MF 40s-50s] [anal, oral] [free use]

Daddy Issues, Part I (based on real events)

I broke all the rules. You know how you’re supposed to meet in a public place and make sure someone knows who you’re with and where you’ll be? Yeah, I didn’t do that. No preplanned check-in. Nothing. I drove to Daddy’s house, pussy and legs freshly shaved, butt plug snug in my ass, garters barely hidden under the hem of my tight, dark red velvet dress, and without panties as Daddy ordered.

I had 700 likes on So-So Valentine (SSV) and 500 on Play the Field (PTF). It was nice to get such a positive response upon reentering the dating scene in my mid-40s, but a little overwhelming. In the six months since I’d joined, I had only liked a handful of people back. After wasting too much time on the first guy I connected with, I moved on. I actually liked Daddy back on SSV months ago, but he’d never taken the next step and started a chat with me. When I saw him pop up in my likes on PTF, I was a little confused. Did he like me, or not? Laughing to myself, I liked him back. Again. And this time I started the chat. And then waited for a response. Thanks to the app, I could see that he’d seen my message, but no response. Read more »

Lifelong Friends Become More (MF, femdom, slow burn, fiction) – Chapter 1

Kelsey and Josh had been best friends for most of their lives, all the way back to elementary school. They grew up across the street from each other and played together every day as children, and when they got older, they continued to hang out even as their teenage tastes changed and diverged. All through that there was never any hint of sexual tension between them and they never even considered it. They maintained that friendship through loves won and lost and heartbreak. Dances and pep rallies and everything.

Their circle of friends were very different. Josh in high school played saxophone in band. Starting with alto, moving to bari, and then settling on tenor. He loved playing jazz and was even able to solo in front of the band for some concerts. He was not very athletic, but he was good looking and had his share of fun experiences with the band girls at band camp. By the time college came around, Josh was 5’10” and about 170lbs. He had longish brown hair and green eyes. Read more »

A True AIRBNB Super Host [mfmf] [anal] [oral] [squirt] [facefuck] [facials]

The first thing my boyfriend and I did when they lifted the Covid travel restrictions is book a trip. We both desperately wanted to go to Hawaii, so we found a cute little bungalow directly on the ocean and booked it for two weeks!

When I tell you we got the hell out of town as fast as we could, I mean it! We packed a small carry on bag—mostly swimsuits—called a Lyft and got on our plane as fast as we could. We landed, rented a car on the spot, hit up a grocery store for the essentials, and rushed to the beach. We got some food delivered to us, had an early dinner, and then went right to bed.

In the morning, our superhost shot over a quick text message.

“When you guys are awake, please let me know. I’d love to come introduce myself.”

“We’re up!” We responded. Not five minutes later, there was a knock on our door.

“I’m Chris,” he said, extending a hand.

“Natalia,” I said. “And this is my boyfriend Eric.”

“Nice to meet you guys,” he said. “How was your flight?” Read more »

Cici and I give her neighbor a going away present [MFM]

From day 1 Cici was pretty open about her sexuality and being an undersexed late 20’s engineer I was always happy to hear about her escapades. She was a great storyteller and they always turned me on whether in person or not. She’d told me about a couple MFM threesomes she’d had and confessed to really enjoying them. At that point I hadn’t had one, but expressed interest. Check out my previous story on Cici for a full description, but she remains one of the most beautiful girls I’ve ever seen, much less been with. Long dark hair, deep brown eyes, 32D’s and a dancer’s body to match. Think Elisha Dushku or Cristin Milioti. I’m deeply average comparatively but made up for it with a sparkling personality or something. Or just got lucky as hell.  Read more »

The Business Trip [M32/F56/M59/F30] [Femdom] [Spanking] [Anal]

When my alarm clock rang on that Saturday morning I was already out of bed. No drinking, no hanging out with friends for me the night before. I went to bed early. After reading the third reminder message the secretary had sent me. He really took his job serious. He really wanted me to be on that trip. So did I.

So after waking up I had some breakfast, then I went into the bathroom and then I got dressed. In some of the fancy looking new clothes I bought with the credit card that was given to me in one of the stores the secretary later recommended to me. Once my morning routine was over, it was close to pick up time. So I grabbed my stuff, went downstairs and waited for a few minutes.

Then a big black car stopped in front of me. The driver got out, told me that he would take care of my luggage and opened the backdoor of the car for me. I climbed into the open door and there she was. My girlfriend, my mistress and back then still my CEO. Read more »

Tale of Two Friends: Part 11 [ff] [college] [ffffm] [femdom] [cbt] [anal] [harem]

The second semester of our sophomore year started to fly by in the same way our freshman year had once Sarah and I started sleeping together. This time it felt even faster with all four of us fucked constantly and without regrade for what what going on. A pair of us would be fucking while another cooked or cleaned or whatever constantly. I don’t think a day went by in the suite without an orgasm occurring within it for at least a month. Beyond that a more emotional relationship has developed between all of us. Not a fully blown I love you relationship for everyone but for the most part we all considered ourselves to be dating one another. Emma was the only one who consistently hooked up with guys outside of Sarah and I’s plaything Jon. Read more »

Amaranth – the Future of Sex – 03 – The Rules

The next day, Jonathan sat in the large common room, having breakfast, when she woke up. “Oh my”, she said, startled, “Master, you should have told me that you were getting up! I’d have prepared…”.

“No”, he interrupted her, “I don’t want and I don’t need an aid in the kitchen. Please come over here and have breakfast with me.”

Her head swirled. “They always told me, I was supposed to be the keeper of the house as well”, she thought, “Am I not proficient for his needs?”. She was more than a little bit shaken about her suspicion. Of course, she did as she was told anyway, taking a silk bathrobe he had given her last night; putting it on, she walked over to the table, where he’d put plate and a cup of steaming coffee for her as well.

“Enjoy, he said. And while you do, I think we should take our Bonding phase to good use: as you know we’re legally required to set up a Facilitator-contract if we decide to stay together after the Bonding.”, he explained. Read more »

[MF] My experiences with the fetish model – The first time we did anal

I hope you all enjoyed my first post about my first date with Ellen, the fetish model. To refresh you, I was 23 at the time and had recently started seeing Ellen, a gorgeous 29 year old fetish model that, to this day, is one of the sexiest girls I’ve ever been with. With a simple seductive glance she could get me stiff as a rock in seconds.

Ellen is about 5’4, 120 lbs, bright green dyed hair, and had the most perfect c cup breasts I’ve ever seen. Her voluptuous tits stood full and perky on her petite frame with pink areolas about the size of silver dollars surrounding her sensitive and pointy nipples. Ellen’s only greater asset may have been her perfectly round ass, almost always accentuated by a skimpy little thong that didn’t often last long when I was around.

At this point, Ellen and I had been seeing each other for almost two months and our sexual chemistry had only continued to exponentially increase over that time. One of the things that we had always discussed and had begun exploring was ass play. Despite the fact that she oozed sex appeal and worked in the adult industry, Ellen had never had anal sex, however, wanted to begin exploring butt play. At this point in my life, I had never experienced the joys of anal sex either and was just beginning to explore the wonders that it offered. Read more »

Unknown Things Lurking in the Water Part 3 [F18-19/M+ 18-55] [Alien][ScFi][Bondage][Exhib][Anal][mc]

*1 and 2 in my post history…*

She stretched and yawned, the afternoon sun peeking through her curtains. A sudden wash of shame flooded over her, remembering intimately what she had done early that morning. Her wrists were marked from the coarse rope they had strung her up with. She wondered how she would explain that. She shrugged it off, reaching between her legs. She teased her clit while her other hand slid under her t-shirt and began to play with her breasts. She could never remember being this desperate or horny before. Her back arched, biting her lip as she tried to stay quiet. She didn’t know if her parents were around. Fuck she missed the dorms. Her eyes closed as she sunk her finger past her lips. The memories of the night before flooded her. The feeling of being strung up, so vulnerable and exposed. She had only offered herself to the three of them, hadn’t she? The first orgasm washed over as she contemplated the idea that she had been raped in some way, never truly agreeing or consenting to take that whole group. The whole crew? Fuck, what had he meant by that? She remembered how it felt, the feeling of two men inside her. One man cupping and groping her breasts with rough, dirty hands as the other held her legs apart. She could distinctly remember the larger ones, the feeling of the head of his cock driving into her cervix with each thrust. A mix of pain and pleasure that only seemed to enhance each orgasm. How many times had she cum last night? It was just an ebb and flow, no real break. Her breasts, her nipples and clit so sensitive and so easy to push her over the edge with the slightest touch. She remembered the one who had held her tight by the hair, grunting in her ear as he sodomized her, the smell of cheap cigarettes on his breath. Another orgasm washed over her. Why was this so easy? She had never felt compelled to keep going before. Read more »