My girlfriend the hooker (ch.4)

All characters of legal age.

Amelia and I hadn’t tried roleplay before, but we’d found a book of 100 suggestions for different date night sexual activities in a bookstore recently, which we couldn’t resist buying, just for fun (basically, each page the book suggested an activity in a certain setting or situation, and what props or spend would be required, and had novice, experienced, and advanced pointers). One of the first things we did from the book was the classic nurse and patient roleplay situation. Whilst the sex that resulted was good, we both found it a little bit of a cliche, and at several points couldn’t help but start laughing hysterically together. We’d try out many other activities from the book in future, but this story is about how we adapted the roleplay idea into something that also tied in to the risk and exhibition kinks that we barely realised we were both developing.

[MF] Room 1716 Part 2: choices and being mesmerized

I had a rule about seeing sex workers. It might be weird for some, but I don’t do second visits. I always saw it as just me scratching an itch. Just me having some fun with minimal emotional investment. I didn’t want any emotional attachments. I can assure you that I am never rude to the girls. Always polite and kind but I have always avoided mixing any of my emotions into it. It’s inappropriate. They are doing their job.

M is different. I couldn’t get the thoughts of her out of my system. Since I saw her on Thursday, her scent, her body, the sound of her voice has been haunting me. I talked to my friends about her. I tried to rationalize it. I tried to stick with my rule.

In the end, it felt like my brain lost out to a mixture of my heart and my dick. I set up a session against my better judgement. Or was it against my better judgement? It felt like one of those things that I would regret because I chose not to do rather than choosing to do it.

[MF] I slept with someone else’s ‘Sugar Baby’

*Once upon a time, I met a Semi-Pro Athlete in Japan.*

So, you meet a lot of people on The Apps when you’re a white man in Japan. A lot of people trying to practice their English. A lot of people just interested in talking with someone from another country. More people looking for English lessons. And eventually you find people actually looking to meet, hook up, and whatever else you’d like to do.

One day, I was bored and swiping on a train when I matched with Risa. She was really pretty, but also short and stocky, strong and built. I originally didn’t have high hopes for our interactions: while she was flirty and chatty, she also was very reluctant to meet up at all. I had filed her in the “not interested” box, but was consistently surprised about the things she would want to talk about.

Like, “What do you like about Japanese girls?”

Or, “Are you a good kisser?”

*Pro-tip: don’t ask a guy if he’s a good kisser if you don’t intend on actually kissing him!*

THE UNFAITHFUL WIFE – A man took back his unfaithful wife with an unexpected outcome

Kevin was livid. He sat across from his wife at the dining table, his hands clenching and unclenching as if trying to squeeze something dry. His face was flushed, his eyes blazing and he spoke in a harsh and angry tone. His wife looked downcast and scared.

“So he kicked you to the curb didn’t he?” he sneered.

“No…no,” his wife, Jenny replied timidly, “I left him and came back to you.”

“Bullshit!” Kevin spitted out. “If he didn’t kick you out you wouldn’t be here. You have the nerve to walk in and think you can tell me some lies to soften me and I will take you back like a sentimental fool!”

My Boss’ Reluctant Mistress [F20s/M40s][Noncon][M cheating][F sub]

*All my stories are fiction for erotic entertainment only; I do not condone nonconsensual sex.*

*This is standalone, but if you are interested, it is the first part of a 5-part series on* [Smashwords](https://www.smashwords.com/books/byseries/83761)*. Thank you for reading.*

***

“You should stop by the party, Lily,” Chris, my boss, said, smiling at me from across the limo.

I blushed. “Oh, um, I’m not sure—”

“It’ll be fun. You shouldn’t miss it—this is your first trip, after all. You have to see everything at least once.”

I smiled thinly and nodded. The last few days had been a glimpse of an entirely different world. This trade show had been a blur of bright lights, sparkling crystals, and most everyone in fancier clothes than I could afford. One of our vendors took our group to an upscale restaurant every night—places I’d never go to myself. I did want to experience it all.

He ushered me out of the car, his hand at my lower back urging me into our hotel and toward the hostess. I straightened and drew away from his touch, but I didn’t want to look awkward while the hostess was checking our badges. Chris led me to the bar and got us a couple of beers, then guided me through the crowd.

Lilly Scapegrace, Temptress at Large. An erotic fantasy about a succubus out for revenge. [F20-25, F31, M 37, M 29, Reluctant Consent, Explicit Consent, Sex Work, Creampie, Dubious Birth Control, Breeding, Magical Birthing, Magical Branding, Self-Degradation, Exhibitionism, Dom/Sub]

Lilly Scapegrace, Temptress at Large is an erotic fantasy story about a succubus out for revenge. Far from home and penniless, what is a poor devil girl to do? Sleep her way to the capital with anyone who can pay, of course! With her familiar by her side and a penchant for sticky situations, this femme fatale is destined for greatness.

It can be found on [Archive of Our Own](https://archiveofourown.org/works/46461115), [Hentai-Foundry](https://www.hentai-foundry.com/stories/user/ryanasmith94/64441/Lilly-Scapegrace-Temptress-at-Large), and [Questionable Questing](https://forum.questionablequesting.com/threads/lilly-scapegrace-temptress-at-large-dungeons-dragons.22041/). If you’re into D&D, Lilly’s character sheet as well as a poll for the level/lineage of her rival are on the Questionable Questing site, the only downside is that’s the one that requires an account :( They’re all updated equally tho, chapter 3 goes up tomorrow.

The story is directly inspired by the artist cherry-gig’s *Honeypot – Larissa Booty* on Hentai-Foundry and links to that and other art (all on Hentai-Foundry) are embedded in relevant scenes for visual convenience.

An orgasm to remember

First time writing errotica so I hope this is good!

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I looked at my collection of ropes and toys I had set out for the night. I had to do my best for her, anything less would be insufficient for my love for her. I closed my eyes and took a deep breath as I waited, listening to the shower running, the songs she thought I couldn’t hear. I had to make her understand tonight, I had to make her see, all the little things that drove me crazy for her. I knew her anxieties made her think she was less than the beauties person she is. I hear her finish her song and turn off the shower; the drapes being pulled back; and all I could think of is how not to mess this night up. I waited infront of my chosen tools of pleasure.

Song of the Naiad [F20/F99+] [Fantasy] [Tentacles?] [Consensual] [Lesbian] [SCP-054?]

There it was. That voice. Marina stood still on her boat, just listening. The voice was truly a beautiful and breathtaking thing, its highs and lows mixing into an amazing sound. It sang its enchanting song as Marina’s small boat neared it. The voice became louder and clearer as she got closer, and Marina couldn’t help but feel curious about who possessed such a voice. She felt her heart thumping in her chest, complementing the song that filled her mind. Her mind stayed stuck on the voice that tantalized her from afar, not bothering to remind her of the many legends she had been told growing up about sirens and evil beings that lead sailors to their death.

How could such a beautiful thing lead to her death? That didn’t make any sense. Marina didn’t bother moving the trajectory of her boat as it approached a large rock. She was too busy listening to the alluring voice that pulled her closer and closer.

[F] 21 While hooking up with my FWB, I had a condom break, so I let him finish raw.

I’ve been tinkering with this one for a long; although the writing style is a little different from my usual ones, I believe I’ve finally done the memory justice. I hope it’s enjoyable to read.

Although this guy is always a terrific fuck, this particular time was especially amazing. We hadn’t fucked each other in about a week and a half, so we were both ready to make up for lost time. It was the kind of sex that completely engulfs you and causes you to lose track of everything else. Where pleasure turns from a want to a need when you simply lose yourself in the intensity. I needed him then just as much as I needed to breathe.

My legs were dangling limply over the side of his bed, and my jeans were still wrapped around my knees where he had left them. For more than ten minutes, he had been systematically fucking me from behind. In a desperate attempt to get each stroke a little deeper, I was arching my back and thrusting my ass back into him. He was clapping against my ass and pulling groans out of me with each thrust, yet the silence in the room was somehow deafening. I always try to keep quiet, but he seems to enjoy making me talkative, and I don’t think any of his roommates are still in any doubt about the kind of lady I am at this point, lol.

Using a sissy to get off (M53/M31) [I swear I’m straight!][ATM, painal, slut]

_everyone mentioned here is at least 18 years old._

I’ve (M53) invited Joey (31), a pretty girl, to my hotel room. She wants to be good for daddy. Joey goes straight to the bathroom to get ready. She’s already shaved all over, locked up her little cock, and is wearing a big buttplug. Now she’s getting her sexy little body dressed up for me.

I’m sitting in a comfortable chair when she comes out to show off her skimpy outfit. I stroke my cock under my shorts as she dances around and shows me that she’s not wearing panties under her silly little skirt. I pull the plug out and tease her anus with it, then shove it back in place.

Joey knows what to do. She kneels before me and pulls my shorts down my hairy legs. Daddy’s cock is already stiffening and she just touches the head with her tongue to get some precum that’s leaked out. But she’s not here to tease me. We’ve been texting all morning and I’m horny as fuck. I pull her head down by the hair and she starts giving me delicious head. My balls are already full as she attacks my dick like a good little whore. I tell her what a cheap slut she is, sucking me off in the middle of the day in a hotel. Joey murmurs, sending vibes through my supersensitive cockhead.