Alone with Ashley, Day 4 [mf][inc][mast]

“What’s up?”

I tossed my Popular Science magazine aside as Ash entered my bedroom and sat on the edge of my bed. Her friends were still hanging out downstairs probably wondering how to get me to come back so they could embarrass me further. Ash had her hair tied up in a messy bun and was wearing sweats and an oversized t-shirt. But damn did she look cute.

Ash began asking me about the type of girl I like and although she said it was because her friends were quizzing her, part of me wondered if she was asking for herself. At first I said she was my type, but in a sarcastic way and I’m glad that’s how it came out because at that exact moment her friend Simone passed by my door. I doubt she heard me, but still, I didn’t want our secret to become public knowledge. I guess I must have satisfied Ash because after I described my type she perked up, kissed me on the cheek, and dashed back downstairs. After she left I got up and closed the door, locking it behind her. I lay back on my bed, my dick already stiff and closed my eyes, remembering our time together the day before.

Early Release for Naughty Behavior [MF][Str8][BD][Heavy MDom][Sci-Fi][Prost][Dystopian]

I flipped past the eighth page of mugshots with a sigh. Too fat. Too skinny. Too young. Too old. I amazed myself at how quickly I had reduced these women into their base attributes. It had been a struggle on those first pages when I made sure to read each of their names, crimes, and sentences. I kept trying to find their story- what got them into this binder for thousands of men like me to flip through. It was easy to feel sorry for them, to think as those filthy Traditionalists did and think for a moment that this was inhumane and unjust. Around the fifth page though, it had become increasingly easy to just see them for what they were, state property to be used to get off with.

Only three types of people looked through these binders regularly: the elite, the lucky, and the seriously aggrieved. I was just happy to be on the right side of the slum gates, and I wasn’t feeling very lucky after the murder of my wife by a civil unit. Most people came to an office like this one at least once in their lives, but it was prohibitively expensive for most to come regularly. I never saw the appeal in it myself, but now I had a lifetime complete access pass.

The Downstairs Neighbor [m] [F] [gangbang] [oral] [anal] [piss] [squirt] [bukkake]

Her name was Shelley and I met her in the mail room. I was new to the building and fresh out of college. I thought about going the roommate route, but decided I’d rather give living on my own a try. Shelley was a much older woman, but looked as beautiful as you could imagine. She had bright red hair and large, fake breasts. She always wore a see-through undershirt around the building with little booty shorts heavy on the camel toe. It was like she was on the hunt for young guys—and this building was full of them.

I was the newest.

She started chatting me up as I collected my mail and went right for the jugular asking if this months Playboy Magazine had arrived yet. I laughed and said, “I don’t subscribe.” She winked and said, “I bet you don’t. Why would you need to? I bet the girls are circling the block to get a piece of you.”

“Sometimes,” I said. I knew what was going on and had no shame in admitting I was totally aroused by this older, fit woman. I mean, she was a knockout—the kind of cougar you don’t laugh at. She was rocking the sexy look—not some older chick stuck in the 80s wearing leopard print leggings.

The Break Up – a twist on literotica looking back on happier times [M] [F] [mast] [oral]

When we first got together, things were amazing. Of course they’d be. She was ready to settle down and start a family and, in her mind, you achieved that by presenting the best side of yourself. She sucked my cock three times a week. Swallowed every time. If I asked if I could cum on her face, She’d close her eyes, tilt her head back and wait for my warm load to run down her face and into her mouth.

We fucked every way possible. We fucked doggy style, missionary, we fucked in the shower, we fucked in the back seat of her car. We fucked on vacation. We fucked in the morning before work. We fucked when she came home.

One day, we were driving somewhere and she said, “Have you ever gotten road head?”

I said no and soon, she was leaving over, sucking my cock while I went 75mph down the highway. I came in her mouth and she gulped it down like she lived on my cum.

The Divorce and the New Neighbor [M] [f] [oral] [mast] [prostate] [pegging]

All of my friends had gotten divorced. That was the reason I didn’t want to get married. I believed the simple act of marriage was a relationship destroyer. Everything just got worse from there. Kids. Bigger Houses. More work to afford the life my wife wanted. I didn’t want kids, either, but I loved Mary and so I decided to go along with it.

We got married nine years ago and it came with some pretty strict rules: We would live in the city. Our kid would go to public school until it was time for high school, and then we’d have to bite the bullet and send her to private school. We would have two cars. Our “fun” car—a Mustang convertible—and our family car—a Hyundai Santa Fe. We would live below our means. This would ensure that our marriage would last. Everyone else rushed out to the burbs, got a big house, a big minivan, and their misery levels skyrocketed.

Doing things my way would ensure these things wouldn’t happen to us.

[F] – Mirror Monster – Part 3 [Fsub] [bd] [nc] [sci-fi] [Tentacles]

I could feel a bright light on my face. It was warm. I felt safe. My eyelids slowly fluttered open. My eyes taking a moment to adjust to the brightness in the room. There was a soft bed sheet under me. As my eyes focused I began to realize that I was in my own bed. I was naked. It was morning. But I was alive. I shifted my weight, testing my legs, and then arms. Everything still worked. My body was a little sore, especially my groin and my breasts. But I was alive. I was sure the monster would kill me right then and there. I sat up quickly.

“Shit, the monster!” I gasped looking towards the only mirror in my bedroom. It looked perfectly normal, there were no black tentacles seeping from it. There was nothing. But I had learned my lesson this time. Quickly throwing on a t-shirt and sweats I immediately grabbed the biggest garbage bag I had in the house and set on collecting the mirrors. Smashing each one before neatly picking up the pieces and placing them inside. I saved the large one inside my bathroom for last. It took the most about of time and nearly its own garbage bag. Once I was done I took both bags downstairs to the communal garbage disposal and then returned to my room finally feeling safe.

End of the Affair – [Mf] [cheating]

Something felt different this time when I was inside her.

Cara’s long black ponytail followed her head’s movement in time-delay. I could see the auburn strands highlighted in the weak light of the hotel room. I savored the feel of her soft light brown skin as I pulled her hips into me, creating more resistance as I push up inside her. Normally, she would quickly respond by grinding into me, but she hesitated. Was her mind somewhere else? There were plenty of reasons for that–I had never lost her while we fucked before, though.

I reached up and grabbed her assertively by the back of neck to force eye contact. “Stay with me.” She nods and I reach up to grab the ponytail. I pull her head back as I increase the cadence of my thrusts, enjoying the path of least resistance through her small breasts shaking wildly.

Her hips begin grinding in concert with my pounding and I know I have her back, even if only briefly. I pull her down again and wrap my muscular arms around her thin frame–holding her tight against my pale white skin as I bring us closer. I feel her nipples harden against my chest and her breath against my neck. I squeeze her and feel her gasp. I release and she takes in a deep breath to speak.

Looking for a Cabin in the Woods [MMF] [anal] [mast][oral][facials][piss]

I wanted a cabin in the woods. A little getaway from all of life’s difficulties. A place where I could sit back on my deck, look at the mountains and smoke a cigar in peace. I told a buddy of my plans and he said he’d go with me and we could scope out some properties. He was handy, so we’d be able to spruce up the place with ease over a few weekends.

We drove out to the mountains, walked into a real estate office and asked for help. A beautiful woman in high heels came over to us. She had curly blonde hair, muscular, long legs, and a beautiful smile. Freckles, too, on her cleavage.

“Hi boys,” she said with a smirk.

We told her what we wanted and she pulled up a few properties and pretty soon, we were off to see what the small mountain town had to offer. The first property was fine, but nothing special. The views were weak, but it had tons of property. As she walked from room to room, her heels clicking on the floor, she’d always toss us a sexy grin or wink.

A new Roommate [M] [F] [piss] [oral] [squirt] [prostate] [cumplay]

THE ROOMMATE

About seven years ago, I was sitting by the pool chatting with a neighbor of mine. She didn’t actually live in the building, though, so she’d walk down from her place and we’d meet outside. I’d hand her my second pool pass and essentially sneak her in.

On one particularly hot day, she got into the pool and sat on a pool float. I got in the water and we chatted as I rested on her float. I guess I must have moved in some way and accidentally splashed her, but she groaned with delight.

“That feels good, do it again.”

This time, though, I filled my hands up with pool water and poured it over her flat stomach. She was a runner and had a body to prove it. She was tight, athletic, but had a great ass and small, perky tits.

As time passed, I gradually got more comfortable bathing her, running my hands across her abs, inching my fingers closer and closer to her pussy. Of course, discretion was crucial.