Experience popping my cherry with my dad’s friend… [Mm] [anal]

I wanted to share a story of an experience I had when I was younger involving me popping my cherry with one of my dad’s friends. I kept this story bottled up for a long time thinking it was weird and embarrassing, until I finally told a friend recently. He found it sexy and told me he was jealous, which motivated me to post it here. Regardless, I hope it helps to take some of the shame away from something that is supposedly common, and maybe show some people out there that it isn’t wrong to explore your sexuality with someone more experienced

My sexuality started budding late for a somewhat jock-type guy. Whenever boys in the lacrosse locker rooms shared nudes of girls or talked about their middle-school sex experiences like hand-jobs and making out, I felt uncomfortable. Like an outsider. Whenever they tried to hook me up with girls I would say I was waiting for marriage or something to hold them off. I was ribbed constantly for it.

[F] Dom meets Sub, a surreal experience with orgasm control, chastity and in this instance; spanking. (photos inside)

**Ahti**

**It feels like a dream. I’m not really sure how I managed to stumble across** [Peach](https://imgur.com/QFtbmj7)**, you see what makes her so special is that she mirrors my kinks, curiosities and darkest desires. Whenever I want to give she wants to take and wherever I want to take I find her dying to give. But then the curveball that was orgasm control and denial was thrown at me, it was a fantasy of hers that I’d never heard of before. Before I had time to process any of it in my head, my hard throbbing cock made the decision for me, YES it said! Yes that sounds so so hot! Shortly after my brain followed and the implications and possibilities dawned on me. What was offered on the table: the dream that is having a constantly horny submissive who is keen to please me however I wish.**

An illicit internet encounter [FM]

As something of a change of pace, here’s a recounting of something recent, told from her perspective…

“What floor?” I say, a wink and naughty smile masking the tempest of nerves building inside me.

This is not at all what I intended. This was supposed to be just an online experiment—an exchange of flirty emails I could use as fodder for fantasy every now and then. Yet, here I am, almost suddenly, ready to ride an elevator to the hotel room of a stranger I met only hours ago.

In silence, he leads me down the hall, each step signaling an escalation of the anticipation building between my legs. As we cross the threshold into the room, I turn to look at him, the angles of his face shifting upwards into a smile as he met my eyes, making my pulse quicken.

“I want you to relax,” he says gently. “We won’t do anything you don’t want to do.”

“No…,” I say, almost too quickly. “I’m just… this is all new to me,” I say shyly, a hint of embarrassment in my tone.

“If it helps, I’m a little nervous too,” he offers, my smile and ease in his presence quickly returning.

[MF] Everything was going great, until…

My wife is all over the place when it comes to sex. She feels like she had an almost unnatural obsession with it when she was a child, but then grew up in a very religious household where her Mom taught her that intercourse is only for makin’ babies, not something to be enjoyed. So now, as an adult, she goes through long periods where she is extremely prudish, followed by shorter periods where she acts like some sexual demon. (During one of these periods we even went to a swinger’s club and had sex in front of other people!)

About a month ago she told me she wanted to be my “sex slave” but she was coming from a bad place when she said it, and thanks to feedback I received in /rsex I didn’t follow through with this request.

Anyway, Friday morning her sexual side came out in a big way. She didn’t bring up the “sex slave” thing again but she said she wanted me to take her, and use her any way I wanted to. She was rubbing up against me in bed when she said this so I knew she was serious. I was pretty surprised because she hates the idea of being “submissive”, but she explained that it wasn’t about GIVING me control… it was about me TAKING control. This is something I rarely do in our relationship and I guess the idea was turning her on for some reason.

[MF] Sex on the streets of New Orleans

(This happened in 2009. A meetup with a woman I’d been flirting with for a while after she responded to my post on Craig’s List)

“You’re not to talk for the next five minute.”

Her big blue eyes widened.

“I can do that,” she said.

“I don’t believe you.”

She was nervous. And that was causing her to prattle on. I found it endearing. But she needed to be tested. I needed to see if she would comply. Or if it was all just a fantasy.

“Five minutes,” I repeated. “Not a sound.”

“We’re just going to stand here for five minutes?”

She glanced around. We were standing near the Mississippi in New Orleans. The sun was down. We were within site of Jackson Square, but away from the crowds.

“Starting now,” I said.

I took her hand in mine and we walked closer to the water. We stood at an overlook point. She stepped up and gripped the rail. She was wearing a lacy white dress with short sleeves and an asymetrical skirt. I stood behind her and leaned in so she could feel me weight.

I fucked Jasons on St. Patty’s Day. Not a typo. [MFM]

Long time reader, first time poster. I thought I’d write about one of my top sexual experiences, although there is no way I could possibly do it justice. Except for the second photo which was taken that day, the photos I linked were taken around the time this happened and included for your visualization/[self love](https://imgur.com/a/wE0x1ss) purposes.

So it’s St. Patrick’s Day 2012. I’m newly divorced and just turned 30. The weather is beautiful, sunny and unseasonably warm. I’m wearing a [green v-neck minidress with green shoes](https://imgur.com/a/I5isSzX) and am spending the day with my friend Chrissy, who is also recently divorced and 30 at the time. We start the day at a friend’s party in the morning, then head downtown to meet up with some of my coworkers in the afternoon. By evening, everyone else is ready to head home, but Chrissy and I are still looking for trouble and thinking about where we should go next. Then Jason texts me.

I was dating (read: fucking) a few guys at the time, but Jason was my favorite. He was in his late 30s, 6’3”, shaved head, charming, witty, with an easy laugh and eyes that revealed when he was having a devilish thought. He tells me he is at a bar in a trendy section of our city with a friend I hadn’t met before. I text that we’ll join them.

Fantasies [mf]

And the naughty fantasies we have…the rape fantasy in the park at night….me breaking in…the street hooker fantasy where I pick her up on hooker row and we both play the part..the repair man fantasy..the dominatrix hooker fantasy where we switch roles…we’ve picked each other up in a seedy bar, and we play the naughty sir and kitten games. We can’t be the only ones right?!?

The Foursome [Group]

Daniel called me yesterday. I’d known that he was getting married, to a very fierce and cool as fuck gal who could almost beat his ass if she ever needed to. She won’t; he’s never hit a woman, well, well, not unless she asked for it during sex. They’re coming out to the West Coast for their honeymoon, and I’ll get to see them.

How strange (but also kinda cool) when the rowdy ones rowdy on down. I’ve always known that he wanted a family, since family is so important to him that he moved back home to care for his ailing grandmother after his grandfather died. It’s nice that he’s found a girl who allows him to be who is while attracting him enough that who he is is not *quite* so promiscuous as before.

I met Daniel when I was 19. He was in the drama department with my best and oldest friend, Sally, We’ve been friends since like 7th grade. Our lives have taken radically different paths through the years, yet we’ve always kept in touch. When she was considering cheating on her husband and/or leaving him (she didn’t) I was the one she turned to for advice.

Jessica’s Despair – Chapter 3 [MF] [Rape] [BDSM] [Teen] [Crying] [Breathplay] [Cunnilingus] [Pain] [Sadism] [Slave] [Age] [Burning] [Cutting] [Blood] [Creampie] [Kissing]

**This story is by and for adults and is purely fiction and fantasy. This story is purely for private enjoyment within one’s own imagination and does not condone any real life actions**

##(Part One) Jessica’s Torment

[Chapter One](https://www.reddit.com/r/eroticliterature/comments/997mq7/jessicas_torment_chapter_1_rape_bdsm_teen_age/)

[Chapter Two](https://www.reddit.com/r/eroticliterature/comments/998f6i/jessicas_torment_chapter_2_mf_rape_bdsm_teen_age/)

[Chapter Three](https://www.reddit.com/r/eroticliterature/comments/99fow2/jessicas_torment_chapter_3_mf_rape_age_bdsm_anal/)

##(Part Two) Jessica’s Despair

[Chapter One](https://www.reddit.com/r/eroticliterature/comments/9a04al/jessicas_despair_chapter_1_mf_rape_age_bdsm_slave/)

[Chapter Two](https://www.reddit.com/r/eroticliterature/comments/9er6fj/jessicas_despair_chapter_2_mf_rape_bdsm_teen/)

Jessica and Kelsey endure the worst torture yet. It becomes clear to Jessica that there is no more hope left and despair washes over her.

Now, she waits for eventual day her mother arrives to share in the sisters’ torment and despair.

 

But things sure are looking up for the guys! For them life is pretty good.

Michael entered the dungeon to be greeted by a beautiful, yet gruesome sight.

Jessica was being hung purely from rope wrapped around her neck. There was enough slack for her to stand on her toes, but the rope was still tight and she could barely breathe. Her face was strained and her eyes were slightly crossed, as if she was lost in the sensations around her…

Kinky Game [MF] Pic in Comments

“Chris” and I had a short little fling a while back before he moved away for work. It was fun and exactly what I needed at the time. We were both super busy at that point so we needed to make the most of our time together. Fairly quickly he started doing small dominant things, like pinning my arms down, that I found I really liked. I’d never experienced that before. We were definitely compatible.

Our routine went something like this: flirty texts throughout the day Friday, go out Friday night, collapse at his place, spend a lazy Saturday cuddling and fucking and relaxing. As we got to know each other it started getting more intense. I trusted him more and he got a little bolder. I became his thing.

He’d send the text: Tits