Tag: Masturbation

“Blackmailing My Stepmom For Sex” [MF] [anal] [blackmail]

“Blackmailing My Stepmom For Sex”
“I’m in love with my stepmom. I don’t live with my Dad, but I stay with him and her two weeks a month. I swear, those two weeks are constant masturbation for me. She’s 18 years older than me, but, for some reason I always wanted to fuck her. I’ve known her all my life. She stays home and takes care of my half baby sister, while my Dad goes to work. I’m always sneaking around trying to catch her bending over or something. Taking a shower. Lying out in the sun with a bikini on. Anything.

Until the luckiest day of my life occurred. I left the house, but, ten minutes later, I came back to get something that I had forgotten, after I told my stepmom I was going to a friends house. I ran upstairs to my room. My baby sister was taking a nap. I walked by my stepmom’s room and the door was cracked open slightly. What I saw was a gift given to me. She was halfway sitting up in bed. She had a T-shirt on, and nothing else. She had her head back behind the headboard with her eyes shut, and her legs spread in the air, going to town on her pussy with a huge flesh colored dildo. I instantly got hard. I mean fucking instantly. I didn’t care. I pulled down my shorts and started to jerkoff right there outside her door. Read more »

Closing Time. [Quite Long] [Oral]

Hi all. This is my first time writing a story, I’d really appreciate any feedback. Enjoy:)

Edit: Formatting error.

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I waved to my last patient for the day, no change to her specs presciption. As she left, I locked the door to the store, turning back to see Ellie counting the days takings. She was the manager on for the day, it had just been the two of us from three as a colleague went home sick. She was wearing her usual work outfit, a close-fitted black dress that hugged her curves, twitching whenever she moved. As I walked toward my testing room, I couldn’t help steal a glance, not for the first time. She was small, standing just over 5 foot, with long, wavy blonde hair that she was constantly tucking behind her ears when it drifted across her lightly freckled nose. She’d always been thin, but had a child a couple of years back, and her breasts had stayed full and large ever since. Her plump, round butt looked like it could’ve been sculpted by an artist, and she put in the work for it at the gym most nights. Read more »

The one in which I got lost, went home with a stranger, and ended up at the beach. [MF]

It was 2011 and I was going to a lot of concerts at the time. Mostly indie bands “you’ve probably never heard of,” because I was that guy. But I did go to a Mumford and Sons concert that year with a group of friends. We pregamed in the parking lot and it was a pavilion event, then we got high af throughout the evening.

As happens when your group has the weed on the lawn, people wander over. This older hippie couple came over and we hooked them up for sure. The stories alone. They had brought their daughter, a 25 year old free spirit, for her birthday present. They had pit passes, but wanted to see what the weed situation was up on the lawn and there we were. Besides, the pit was getting loud for the wife/mom.

I don’t if they’re still doing it, but at that time this particular pavilion used wrist bands to get in, but they let you put them on. I love being in the pit, but for Mumford that year is was like $300 I think. I start in with, “hey if you’re not gonna use the pit, anyway I can get that wrist band?” She pretty much throws it at me, as she had it on pretty loose. It’s tight, but I squeeze it on. Sweet. Pit pass! Read more »

[MF] …..My ‘second’ time in college

[PART 1]([https://www.reddit.com/r/gonewildstories/comments/btp6tt/mf_my_first_time_in_college/](https://www.reddit.com/r/gonewildstories/comments/btp6tt/mf_my_first_time_in_college/))

After exchanging a few more texts that evening, Jenn and I decided to meet in my dorm the next day during a mutual free period. I’ll be honest inasmuch that I didn’t sleep much more than a wink or two that night. I was lost in a circle of anxiety revolving around all of the possible negative outcomes that could or would happen since I slept with Jenn.

*Was her fiance going to kill me?* It was certainly possible. *Was she pregnant?* Of course, she wouldn’t know so fast, but I wasn’t thinking clearly. *Did she have some sort of awful disease?* I was a pre-med student at the time, so that one really ef’d with my brain. Suffice it to say that it never dawned on me, that just maybe nothing was actually wrong, maybe Jenn just wanted to talk.

Either way, my anxiety/stress level in the period before meeting Jenn was as close to 10/10 as I had experienced in my life up to that point. I got back to my room swiftly and tidied up as best I could. Just a few minutes later there came a gentle knock on my door. Jenn had let herself into the pod. I sat down at my desk. Read more »

I [30F] fucked a shy 19yo from Tinder [FM]

Recently I was away travelling for work and one evening I just felt super horny. So going on Tinder, I found James – he was just 19 and pretty hot. We texted for a bit but I was desperate so I arranged to meet him in my hotel bar.

We had a drink at the bar and I noticed his eyes drift down to my chest. It was a huge confidence boost to know my body could still draw attention. Our conversation soon turned flirty and the tension was obvious so we headed upstairs to my room.

I didn’t want the usual awkwardness that happens at the beginning so I just leaned up to kiss him. We kissed slowly, with our hands staying relatively still on each other. Leaning in, I kissed him harder and started going down his neck whilst reaching up to tangle my fingers in his hair. He brought his hands tentatively to my waist and drew me in closer. I put my hands up under his shirt, feeling his warm back, pulling him against me. He took the hint and slipped his hands under my top. I was on edge already so I got soaking wet pretty quickly. His cock was already rock hard, which again made me feel proud to be able turn him on so much. I was breathing heavily as I reached to the sides of his shirt and slid it off. He had a nice chest and he let out a hot little moan as I made my way down his body. Read more »

The Friday Show – the following morning (3) [F-solo] [M-solo] [FFMM] [exhibitionism] [mc]

Laura was woken up by the unrelenting ring of her phone. She struggled to keep her eyes open. Her mouth was dry and with a foul taste.

She swallowed and reached clumsily for the phone to answer the call.

Her voice slurry as she answered:
“Yes”

There was a pause from the other side.
“Laura? It’s Ron. Ron Hayden. From the Post”.

Ron was an old acquaintance, almost a friend. Laura cleared her throat: “Hi Ron. How are you?”

“Worried. Are you home?”

“Uh, yes”

“What are you doing?”

Laura’s eyes were fixed on the screen. The same studio as the day before, but with three different people now.

The blond girl had been replaced by a redhead with curly hair, an hourglass figure, and long, slender legs. She was wearing green lace lingerie and nothing else.

She was kneeling on the floor in the middle of the studio, in front of a tall, dark-haired man. He had the muscular body of an athlete and the impressive cock of a pornstar. The girl was holding his ass with both hands and slowly, methodically and passionately licking and sucking the hard member in front of her face. Read more »

HIGH SCHOOL TEACHER, PT 2 [anal] [mast] [cheat]

The tickets were booked. My high school teacher’s husband was taking the kids to see the grandparents for a very long four day weekend. She messaged me to say she had “begged him” to let her stay home for some much needed R&R. A little “stay-cation,” which he supported, only because he knew his parents would do most of the work involving the kids.

“So excited to see you!” She said.

Her name was Mallory (or Ms. Jacobsen) and even though she was quickly approaching 50, she looked as youthful as I remembered in her high school classes, when I would get erections under my desk as she walked around the classroom giving her lectures.

“I want you to cum inside of my asshole,” she texted. “I feel like a 20 year old again. I swear. I am SO excited. I need some ass play. I need it so bad! I swear!”

I would respond by sending her dick pics, which she frequently requested.

“Do you like to deep throat?” I asked.

“Are you kidding? Wait. Hold on,” she said in response. Read more »

HIGH SCHOOL TEACHER, PT. 1 [MAST, CHEAT]

I posted a photo of some food. That’s how it all started. An old high school teacher commented saying how delicious the food looked. So, I DM’d her to share a few more food pics. She joked that she was stuck at home with two young kids and that I was making her jealous.

“What can I do to make you less jealous?” I asked.

“Hmmm,” she said. “Post less pics?”

“Hah ok,” I said.

A lengthy catch up unfolded. What are you up to? Where are you living these days? She said I looked like I’d turned into quite the handsome man. I confessed that I’d always had a crush on her as a teacher. She said she was the older teacher now, at a different school, halfway across the country. And she didn’t feel like the sexy young teacher anymore. I told her she was still gorgeous, and I was sure as many kids were hot for her today as they were in my class.

She said it was nice to catch up, but, speaking of kids … she had to pick the older one up from school. Read more »

Pent up demand results in explosive sexual exploration. [MF]

I’m Male, 52, muscular, slender.

I fetishize sexual growth. I met women, date them for a few years and change their perceptions of sex/relationships. They always seem to use the tools I provide to move on in positive relationship directions.

My last student was a babe in the woods 5 years ago after her divorce. I took her to her first festival, her first sex club, had her first threesomes and so many more firsts. She’s a proud slut and kinkster now.

I never fall into routine. It’s more like I learn how to pleasure a lady, then use those individual things to build a language, then write poetry.

My current student is a tall, slim, muscular, with no boobs but amazing nips that can make her come. She is about to be 50.

She likes to be told what to do, especially because she has always been rewarded with pleasure for it.

I’ve seen her for 15 months. She was a babe in the woods when we met, and had not sex in 4 years. Generally poor relationships with men in the past including her marriage. She’s certainly never had someone dedicated to pleasing. Read more »

Family Sunday! [incest] [brother and sister] [mom and dad] [masturbation] [porn]

So, I have this really warped fantasy of porn and masturbation being a norm among family members, so much so, that it would be done in front of family members. For example, a daughter masturbating in the kitchen, in the presence of her father and mother, but it would be a norm, and no one would find fault in it. It’s a crazy fantasy, and probably super weird, but I think it’s also super hot! So enjoy my little piece on an alternate reality in which a family engages in watching porn and masturbating together!

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It was a beautiful Sunday afternoon, and the Jonas family were all sitting in the living room watching tv. The porn that was playing on tv was just loud enough, and there the family sat, each one naked fondling their most intimate parts, just like every other Sunday afternoon.

The mother, Stephanie turned to her husband, John and they started making out and touching each other’s private parts. The daughter, Alice and the son, Jackson watched on and picked up their own tempo. Read more »