[M]y [F]irst Day as a Chicagoan

Three and a half weeks ago I accepted a job offer in the city, that started the ball rolling of quickly finding a new apartment, in a new city, 2 hours away.

I couldn’t have been more excited though. I was finally going to be living alone again and In the city that has always felt like home. My Sir, having been in the city for 10+ years, was so helpful, making neighborhood recommendations and coming to see apartments with me. A couple of weeks and 6 apartment showings later, I found home!

Being the wonderful person he is, Sir took my first full day in city off work to help get me settled.

And the fun begins.

He surprises me with a bottle of champagne and a pint of my favorite ice cream, but also new toys! Included were: new restraints, a mouth gag, and (my favorite) a butt plug that has balls inside so every time he smacked my ass, I was reminded of its presence.

Hooking up in college, with the help of a Milf. [MF]

Okay hopefully I will keep this short. Freshman year of college I became friends with a cute girl (Jess) who I just happened to hold an umbrella for her b/c she forgot to bring one. (IK romantic) It quickly became more than friends as we began hooking up 1-2 times a week. Everything is going smooth until the beginning of December when she starts pushing hard for us to become a couple. I was fine with it, she was cute, friendly, smart, the whole works.

Over X-mas break I get invited over her house, we lived only a half hour apart. As soon as we walk through the door, the mom (Let’s call her Katie) almost runs me over, gives me a huge hug (an extremely intimate hug considering we just met). And to put the cherry on top of the awkwardness sundae she feels up my bicep as she is pulling away.

Some background on Katie, divorced from a super-rich, attorney. Total blonde trophy wife, that works hard to stay in shape and young. (Later found out she dated some guy that no homo was sexy and was still in his late 20’s) Dinner was fine except that Katie kept sliding in comments about how attractive I was and how cute we were. Those comments said once are harmless but repeated five times each is creepy. But I shrugged it off at the time.

The List: Number 5 [M/F] [True Story]

His smile is unbreakable: jubilant, fun, real. His energy lifts me up and makes me feel like I’m exploring fun sex again for the first time. He tells me all the sexy things, touches all those sexy spots. Even while he grunts and comes inside me, I can see that his flirty smile is just a moment away. We lay together, after, and make small talk, but it’s not awkward because it’s intended to be nothing of consequence. In this moment, I am content. He is sexy… and cute… and I have no desire to expand the relationship beyond a casual fuck. It feels liberating.

The List: Number 13 [M/F] [True story] [D/s]

He excites my darker fantasies, with a commanding voice, impossibly tall stature, and the the longest dick I have ever met. He has an attitude that tells me I’m nothing special, I’m a pretty little slut, one among thousands. He brings my submissiveness out to completely take control, and all I want is for him to fuck me like a ragdoll. His strong, long-fingered hands are experts in slapping, spanking, and choking. He strikes me with the perfect amount of force to bring a jolt of pain and a leaping pleasure from deep inside me. I am his sub slut, his whore, just a set of holes for him to fuck… and I enjoy it more than I ever thought I would.

The List: Number 22 [F/M] [True Story] [Prose?]

He is a smart, funny, sarcastic friend-of-friend-of-mutual friends that I matched with on tinder. He makes smart, dry jokes, but laughs freely. There is romance lurking under the surface— how he kisses me gently enough to make me ache for more; in the way he deliberately presses his hips into mine against the balcony of the rooftop bar where we met. His moves are slow, calculated, firm in their subtlety. He tortures me with time. I don’t quite get to orgasm, but all that does is leave me wanting more. We’ve seen each other since then at various events and casual evenings. I’m always aware of his presence, and resist the constant, humming urge to grab him and tell him hoarsely to just fuck me hard already…

[MF] Quick story of the first of many BJs from my ex

My ex, Tina, and a few of our friends were going back to her house after leaving a small city festival nearby. Me and our friend Max were feeling pretty tipsy and were not able to drive home so Tina brought out blankets and spare mattresses so we could sleep it off safely. We all tried to stay up and talk about the festival and watch TV but we were too tired so Max slumped over on their mattress and quickly fell asleep while Tina and I tried to keep our eyes open, but that was proving fruitless, so she turned the tv off and snuggled up to me on our mattress just a few feet away from Max’s.

I was having trouble getting comfortable to fall asleep so I was shifting around trying not to disturb Tina, which turned out to be a lost cause as she turned around to face me, but before I could say anything she kissed me with a quick peck followed by a long, slow, passionate kiss. She had just enough of her strawberry chap stick on for me to get a faint test every few seconds. As we were making out our hands were exploring each other as best as we could without creating too much noise and after a bit more fumbling around, Tina broke our kiss and whispered for me to be quiet and after a quick bite of my bottom lip she slid herself down the mattress, pulled my underwear off and took my eager cock into her mouth as I lay mostly still on my side.

Pool Party [F]estivities with [M]y Neighbor

This is another tale about Diane.

She and Jack had a pool and would often times, during the summer, invite neighbors over for pool parties. It was on one such afternoon that I found myself waist deep in chlorinated water with a beer in my hand. Jack was manning the barbecue and Diane was playing hostess and all was right.

Diane and I had been fooling around for a few months at this point and neither of us could help stealing knowing glances at each other as she made her rounds at the pool talking to guest, maybe around 30 in all. I wasn’t the only one glancing at Diane though, she was wearing a black and white diagonal striped bikini that was somehow modest and slutty all at the same time somehow. The top was a triangle top that she had jammed her large fake breasts into and the bottoms tied at the sides. They covered most of her ass but there was still some spilling out of the sides of the bikini and it looked as though it was painted on.

It was driving me absolutely crazy.

Alexis The Dark Fairy Chapter 4

*I have other works on my Deviant Art page if you wanna check them out :).* [*https://www.deviantart.com/calx86*](https://www.deviantart.com/calx86)

After getting into her car Alexis changed back to her normal self and began flying around inside the car.

“What are you doing?” Vanessa asked.

“I’ve never actually been inside a car before. We fairies had always relied on magic and flying. What makes it work?” Alexis was buzzing around so fast Vanessa could hardly keep up with her. Vanessa let out a soft giggle.

“I’m not a mechanic so could not tell you exactly but to put it simply it runs off of gasoline, which is a flammable substance that the engine runs off of.” Vanessa replied.

“I have to admit, I haven’t been entirely honest with you. I was excommunicated from my fairy clan due to my curiosity in human technology.” Alexis stated while she was eyeballing the stereo in the car.

“Why would they care about your interest in our technology?” Vanessa asked.

Enchanted Panties Chapter 8

*I have other works on my Deviant Art page if you wanna check them out :).* [*https://www.deviantart.com/calx86*](https://www.deviantart.com/calx86)

“You don`t have to shout, darling,” Said a sultry female voice from between her legs. “I`m right here.”

“What the fuck?!! It talks now?” Jenna screamed.

“Well not completely true. Yes I have possessed your wonderful pussy but know it does not have a mind of it’s own. I’ll eventually control you completely but until then I have ways to make you do what I want”.

A cold chill went down Jenna’s spine as she asked “What…gulp….do you want with me?”

Caleb’s ice cold grin got even bigger.

“Nothing much sweet thing. I’m just a succubus that wants to fuck, anyone and anywhere. Right now, I wanna fuck my Caleb, and believe me you will”.

Jenna gasped as her nipples started tweaking themselves and her cunt juices began flowing down her legs.

“I don’t think so bitch. You better find yourself another host”.

Enchanted Panties Chapter 7

*I have other works on my Deviant Art page if you wanna check them out :).* [*https://www.deviantart.com/calx86*](https://www.deviantart.com/calx86)

In the heart of New York City, there existed a hidden organization of witches and wizards who upheld the law of all wielders of magic. A witch by the name of Victoria Ainsley was the head of this organization, currently in an emergency meeting with her board of trustees regarding the outbreak of rogue magic in a town called Luxemburg, Florida. Mrs. Ainsley was 84 years old, but due to her conjuring abilities and anti-aging spells, she looked no older than 25. Her long brown hair fell all the way down her back; her black robe tightly hugged her perfect hour-glass figure. She was among the most powerful witches in her organization, and the wisest among them by far…

“Mr. Adams, if I`m not mistaken I believe it was your agent that was sent to Luxemburg to neutralize this outbreak–am I not correct?” Victoria`s accusing eyes met his.

“Yes, I sent Caleb Ricci.” Adams’ hands trembled. “He`s a Class A wizard–more than capable of handling this situation. I don`t understand why it is not resolved.” He tried to match Victoria`s gaze, directing his own accusation to his absent student.