Tag: Fisting

Uncomfortable First Anal [FMF]

The first time my future wife, Anne, had anal sex it was…uncomfortable.

She was with her friends, Jane and Emma, in Jane’s basement bedroom along with Jane’s boyfriend Ed. They were gossiping about a girl they knew who’d let her boyfriend fuck her ass. Jane was disgusted. She couldn’t understand how anyone could enjoy it.

Anne, who thought of herself as kinky but who hadn’t really experienced all that much, was indignant. She defended the poor maligned girl and the entire concept of anal sex. Unfortunately for Anne Emma liked to push boundaries. She kept challenging Anne, demanding to know how far Anne had gone, why Anne thought anal sex would be nice, whether Anne herself would do it. Anne kept making bolder and bolder statements, while Jane got more and more disgusted. Finally Emma asked a question that shocked them all.

“Would you let Ed fuck you up the ass? Right now?” Emma had a huge grin on her face. Jane gasped in shock. “Jane will, obviously, never let him, so it’s not cheating. If it would be so great, prove it.” Read more »

Chapter 4b: Anita is exposed at bowling [F42, M22, M48, M36, F46]

It was Friday, my wife called me in the afternoon, and said she n her colleagues were meeting for bowling night, asked me to join them at 7:00 pm. Kids were going to be picked up by the babysitter n spend the evening with her.

I got dressed, t-shirt and khakis, went to Snakes head bowling alley in downtown. The place was dim, colored lights flashed around, the eyes quickly got adjusted n I could see again.

I saw a familiar gentleman Jake. Jake was the director of research on a parallel team at my wife’s company, he was about 48 years, was a very close friend of Anita. He had gone through a divorce n I had seen conversations where he n Anita would talk about why his marriage was failing n who he has been dating since etc. He had an affair with another colleague Sally [F46]. Sally was seated next to him, she’s married to an Asian man, who rarely shows up to these events as he is typically taking care of their daughter. Sally has a good frame, wide shoulders n about 5’10 tall. Read more »

Summertime Fun: Playing With Your Good Girl While I Float In The Pool 🖤 [M/F] [sexy] [teasing] [foreplay] [pussy licking] [fingering] [my cum dripping down your chin]

You get home from work after a long day. It’s humid and muggy which has put you in a mood. As you walk in the door, the cool air conditioning hits you and you flop down on the couch to cool down for a moment. As you start to relax, you realize I’m not around. You don’t think much of it until you look out the window you see me drifting in the water of our pool.

I’m laying on my back on a raft, just floating on the water. It’s such a hot day and the cool water was so inviting. My eyes are closed, I am completely relaxed soaking up the sun in my bikini. Today I opted for the black strapless top and the colorful tie-dye cheeky bottoms. I thought I’d have as much skin exposed to the sun as possible but you have other plans…

You walk out to the edge of the pool and watch me for a moment. If I had been aware of you, I’d see that you were unbuttoning your shirt, stopping every few moments to grip and adjust the bulge in your pants. I don’t take notice until I hear your belt unbuckle and your pants fall to the ground. When I look towards the sound I see you naked and hard, stepping in to the shallow end as you slowly pump your cock with your fist. Read more »

The Widower (28M) Gets Snowed In – Part 2 [Long]

Writing is fun and a stress relief, but also doesn’t pay the bills. If you enjoyed the stories, leave a tip on CashApp at $NotTyWriting. Every $1 tip makes a difference and encourages me to write more for you all.

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The next morning I woke up just after 8:30 am. I had nowhere to be given the snow that we had received. I looked to my left and there was the stunning beauty that had visited me last night. We had showered and laid down in bed where we talked until we dozed off to sleep. The last twelve hours had been a whirlwind that I had never expected.

I got up to make a small breakfast for us. I brought it back into the bedroom where Angela had just woken up. I walked the tv tray around the bed to her side.

“Hello, beautiful,” I said with a smile as I sat down on the edge of the bed and sat the tray straddling her.

“Good morning,” she said, smiling, “what’s all this?”

“Just a little something for you,” Read more »

Free labor [M|F|20s][Teasing][insinuation of Free-Use][Clothed]

Disclaimer: This is a work of fiction and all characters depicted are over the age of 18.

***

It was the umpteenth time Oliver had climbed the stairs. The image of Norah’s wobbly, clap-able ass hadn’t quite faded from his mind. Watching her lusciously thick booty, half-draped in those pink chiffon short-shorts, bouncing up and down as she climbed the stairs, was the only thing keeping him going. The day was hot and miserable. The midday sun felt like it was three inches from his face and he needed something to distract him from the fact that it was unbearably humid.

He didn’t know Norah, not really. She looked like the kind of girl he would’ve dreamt up if he had fallen asleep scrolling through his old Tumblr feed with Phantogram playing in the background. She was extremely cute, raven-haired with violet streaks, and an ass that inexplicably reminded him of those fluffy Japanese cheesecakes.

She was also a bit plucky and overly familiar despite being a friend of a friend. Hardly the basis of a relationship that warranted free labor. Read more »

Our First Time (M20s/F20s)(Romantic)(FPOV)

It had started so innocently, me shyly asking him if he could help me with some weights some dumbass hadn’t put away properly. I picked him because he looked like he could lift more than I weigh, and as it turned out I wasn’t wrong. He offered to spot me and left with a wink when my trainer finally showed up, and I couldn’t get his boyish smile and blue eyes out of my mind, so I paid for his latte the next day at the cafeteria. He came over and we had an awkward conversation about how I’d seen him before when my friend and I were eating lunch on the mezzanine and had been ogling at the sweaty lifters below. He left with another wink and a chuckle, thanking me for the latte, and I couldn’t help but sneak a peak at his chiseled ass as he left. Read more »

Tired and Horny on the way home – Part 3

My dreams were troubled last night. I know I had more than one but I cannot remember them all. I was lost in a great featureless corridor of shining walls. Light was coming from somewhere and as I moved forward searching for a door, the temperature slowly began to rise. The more I hurried, the worse it became until finally I sat down in despair, sweating profusely; thoroughly trapped.

When I awoke, I really was damp with perspiration. My heart fluttered unnaturally as I wandered through into the kitchen to fill a tall glass with cold water. I sipped in the dark, leaning on the counter, looking out into the yard and listening. My heartbeat slowed with each sip and somehow my consciousness reached out to him in my increasingly sleepy state; probing what might be, considering, speculating.

In my mind’s eye, he is on his back, one foot slightly entangled in a white twisted sheet. His arms are thrown out wide; he feels safe, confident and strong even in his sleep.

Certain things stand out to me in my imagining. His strong jaw. I think of running my fingers over it, of painting it, smelling it because I’m damn sure he exudes powerful pheromones from there. I contemplate where else he might exude pheromones from… Read more »

The Secret To A Happy Marriage

“You can’t keep doing this every time” You shout.

“I can and I will, my life’s like a roller-coaster, you either get on, or it moves on without you” I reply.

“You always put me in this position and I hate it” You say back to me.

I walk up to you slowly, and stare straight into your eyes. You can see the darkness in my pupils and I can feel the butterflies in your stomach as I get closer.

I kiss you softly on the lips, just a brief tease, as I grab your shoulders firmly with my strong hands. I begin pushing you down as I whisper in your ear

“You love being put in this position, we both know it. I swear it’s almost like you start these arguments because you know how every single one gets resolved”.

I can see you blush as your cheeks warm and we both know I’m right as I lower you carefully to your knees.

I won’t admit it but your eyes are exceptionally beautiful. A literal window into your soul as the wise scholars say, I love staring into your soul and seeing the pleasure we both get, but especially yours when I play with you. Read more »

[MF] Owning You

I’m gonna tell you to get on all fours like a dog.

My favourite position.

You know what’s coming. But you know I love teasing you so much. It makes you so wet, the anticipation, the tension, the edging. Your pussy tingles just thinking about it.

I take my firm cock and rub it on your soft ass cheeks. Slowly, round like the hands of a clock. Then I start rubbing it between those beautiful cheeks God gave you. Running it sooooo slowly along your butt crack.

“Head Down Baby. Ass Up. Spread Those Cheeks.” I Tell You.

“Yes daddy” you mumble.

As you obediently lean forward and your ass is opened, I get even harder and more animalistic. I grab your head with the heel my fingers and push it down to the ground.

Then I lift it and make sure there’s soemthing in your mouth. Your panties at least. Then I’ll push your head down hard. Driving it into the ground with the heel of my hand.

My veiny dick is so excited, hard and pumping, dripping wet with the warm saliva of your soft sucks. Read more »

Her first time outdoors. [MF, public, cheating]

I am a boring creature of habit. I run the same loop of urban trail three times a week in an attempt to keep my fitness in my late 40s. I have a bit of a dad bod, but with broad shoulders, and strong quads and calves. I’ve been told my eyes, smile and hands were my best features by my female friends. The fringe benefit of running that loop was to get to flirt and run with the local housewives staying fit for their husbands. I started to chat with a few and give them some pointers on fitness.

One in particular I loved to run/flirt/tease was a very sexy brunette in her late 30s. She looked a decade younger. She has the most sexy crooked smile, a button nose with a cute piercing, sexy C cup breasts and the right amount of curves. Her impossibly hard nipples would poke through every one of her outfits no matter the weather.

We were out on our favorite trail which ran beside some trees and a small stream cutting through our city when she let out a yelp of pain. She started hobbling. Read more »