Going from protected to unprotected sex with FWB- [FM]

I’m a married Asian women, in my 40’s 5’2” and around 130 pounds.

I had a FWB (his name was Ron) with my husband’s blessing while he was away from work. Ron was an ex co-worker of mine that owned his own business and I would only see him when hubby was away, normally meeting him at his work during the day for a quickie. It was understood that Ron and I would use condoms, and we did…for a while.

One day while Ron was giving me oral he talked about feeling me bare. Said how much he been thinking about and was dying to try it. I shot him down as I knew hubby would not approve and he kept using condoms but in the back of my mind I had thought about it as well. He kept asking over time, but was nice and patient in his asking. He would occasionally rub his bare cock on me before putting a condom on. He took pics and clips for hubby sometimes, but started taking some just for himself where he had his bare cock just on and touching my pussy. He told me later on he used to masturbate to those pictures wondering what it would feel like to go in bare. Read more »

I [M] had an unexpected night with my sister’s best friend [F]

Well after lurking for a long time, I finally have a story of my own! Alt acct. And name changes For obvious reasons. Also, I’m on mobile so apologies for formatting issues.

A little back story. I’ve been trying to end things with my gf for a little while but she’s been stubborn and I’m too concerned about her well being too break her heart enough to accept a breakup. Along with this, my sister’s best friend Jenna had been flirty with me for a few years. I recently moved back in with my parents until I get a new place because I got a new job, and I’ve been seeing Jenna a lot more often.

Jenna is cute, about 5’4″ with big eyes, fairly small chested, light brown hair, and super friendly. I’ve always found her rather attractive, despite her not being my usual type. I always had fun being flirty with her. I guess it was the confidence boost, because I’ve had no intention of cheating on my gf regardless of our situation. Read more »

A birthday treat [FM]

I walked i to the hotel room – I was wearing a wraparound dress stockings and not much else. The lights were off and the curtains were drawn – it was really dark. I could hear some music playing softly and I giggled “Are you actually in here?”

In response I felt arms hold me from behind and a blindfold slipped on.

“You are all mine now’ he said. “Time for your birthday present” .

I felt myself getting really turned on as he led me over to the bed. The knot on my dress was undone and he slipped my dress off and pushed me gently onto the bed.

“Ohhhh no knickers… what kind of evening were you expecting??” He said stroking down my body, over my sensitive nipples and down to my pussy. I writhed around trying to get those fingers to go deeper into my pussy. I was ready for him now but he made me wait – his lips following the fingers…

He slid two fingers into me as he started to lick my pussy. His fingers were rubbing my g spot as my orgasm built and built until I came. Read more »

Crossing the line [MMF]

Back in March I crossed a line I never thought I’d cross. It was just before my 22nd birthday. I’m a server at Twin Peaks in Scottsdale and March is a pretty good time for tips with March Madness going on and all. Which was good because I was trying to save as much money as possible because my friend and I were going to Coachella. These guys had come in and ran up a pretty big bill watching one of the basketball games. They looked a little older than my dad, so were probably in their mid fifties. Their flirting was kind of embarrassing but they seemed mostly harmless. At the end they left a $100 tip on a $150 bill so I was pretty happy.

The next night my friends and I were out in Old Town. After a mostly boring night my friend and I were waiting for our Lyft when two of the guys from the night before ran up to say hi. I was a little wierded out at first but they seemed mostly harmless. One of them, Tom begged me to have one drink with them. My friend looked at me exasperated so I said no. They looked so disappointed and walked away. Just before the Lyft pulled up my friend got a call from her boyfriend who’d called because he’d gotten off work early and wanted to see her. When the Lyft arrived I told her to take it and go see him and I’d get another and go home. Read more »

Wife requested I write her something that will get us off, me[M]27 her[44] we have been together since I was [M]19 this is a first erotica type attempt for me

Just a little history – known her since I was 19 gave me a cock sucking at 19 she told me she could give the BEST blowjob I ever had, this made me curious I lived with her at this time (there’s more to how/who we met though but I won’t get into that detail just yet but maybe eventually if this turns out to be decent it’s a different kind of situation. anyways my ears perked when I was told the best, basically outright told me she wanted to suck me dry! well the inevitable happened one night as I was walking in my room she called out my name and told me to come lay down with her in the pitch black room, before I even sat down my cock was rock solid hard! After she gave me a full body rub down making me full on hard she completed what she said and I loaded her throat with cum and watched as she swallowed it down even cleaning me up after with her mouth. We didn’t have sex that night, I was asked for it but had to decline due to specific reasons again I’m not getting into right now. This story is about our current sex life not the blowjob but if you would like that or more details fire away. Read more »

Hey, Other Human [MF][fantasy][porn with plot][porn with feelings][gentle femdom]

*This is a chapter from a longer work by me that I’ve adapted to work as its own stand-alone story. I’ve previously posted another chapter [here](https://www.reddit.com/r/eroticliterature/comments/c38gx2/even_dungeons_can_be_pleasant_in_a_good_company/). The full story (WIP) can be found [here](https://archiveofourown.org/works/19054345), but you don’t need to read it to get the stand-alones.*

___

Scandalous events were unfolding at Behem Castle.

Now if you told that to anyone in the entire kingdom, you’d be met with immediate incredulity. What, Behem? But that’s the most proper and respectable place in this whole proper and respectable country! All misbehaviour is efficiently culled there, thanks to the efforts of that stern and pious soul, the Lady of Behem, a true guardian of morality. Surely, you must be mistaken?

Not the least surprised would be the castle’s denizens themselves. These long hot days just after Midsummer looked to them perfectly ordinary. Even with that war going on less than a hundred miles away, the atmosphere here, within these well-guarded walls, was sleepy and stagnant. The soldiers kept their dull watch, posted along the battlements. The servants criss-crossed the grassy courtyard, going on about their respectable business. An elderly cook adjusted her apron and swept the dust off the kitchen’s threshold with an elderly broom. Then she leaned against the whitewashed wall, pleasantly cool in the deep blue shadow, and scrutinised this familiar space. Read more »

[MFM] first threesome experience

My roommate and I were joking around at the gym one day about threesomes and thought why not. We were trying to think of a girl that we both found attractive and would join. We both thought of my ex, she’s thick with big E tits. I called her up and asked her what she thought. She said she was down, but a bit nervous. The next couple days we figured out when and where. We wanted to keep it somewhat of a secret.

The day arrived and we decided to get some drinks and hang out a bit first. Afterwards we went back to our place and went to my roommates room. We planned it for when our other roommates were at work. We were all kind of feeling out the situation and didn’t know where to start. So I started kissing my ex then my buddy started caressing her. She undressed and I picked her up and put her on the bed. I started eating her out while she sucked his dick. I didn’t realize how much I enjoyed watching her suck someone else’s dick. It was a little awkward in the position so she got on all fours and continued to suck him. Read more »

Megan’s Slutty Adventures: Final fling with her bestie

“How crazy was that weekend?” Megan asked Jasmine while buckling her seat belt.

“Insane. Do you remember that stripper?”

Megan’s cheeks turned a rosy red as she answered, “Yes, course.”

“What are you laughing about?” one of Jasmine’s bridesmaids commented.

Megan and Jasmine continued their brief stare and giggled one last time before saying together aloud “inside joke.”

“Please fasten your seatbelts and prepare for take off,” the pilot said over the intercom.”

Jasmine turned over her right shoulder to look at her friend who, obviously still drunk from last night, lay passed out against the window.

“Wow she’s out.” Jasmine said to Megan. The two then locked eyes like they previously had done 2 minutes ago.

“Let’s go out with a bang?” Megan asked while beckoning over the stewardess and asking for 2 wines.

“Make it 2 each,” Jasmine added. The girls cheers’d as they took off from Vegas back towards New York following Jasmine’s bachelorette party. The girls drank, gossiped and and laughed while the plane found a comfortable altitude in the stratosphere to glide through the sky. The seatbelt signed pinged and the stewardess made her way down the aisle to serve beverages. Megan added 4 more wines to the order, which prompted a sigh of both frustration and excitement from Jasmine. Read more »

Two Squirters In One Day [F] [M]

I had just landed in Tel Aviv, and I was excited. I had successfully lined up a sex date via Adult Friend Finder with a woman named Marie, and would be meeting her for coffee in a few days. But I had a lot more time to fill up during the upcoming week, in and around the business meetings that had brought me to town.

I pulled out trusty old Tinder and started swiping. A few minutes later, I was getting hits in return and conversations were starting. A possible drink date here and there, and then a promising thread with a woman named Rachel – blonde, intelligent, attractive, and a transplant from New York. By the time the taxi pulled up to my hotel she and I had dinner plans the next day.

Fast forward a bit. Marie (the date I had lined up via AFF) was a very attractive French woman living with her husband and children in Israel and who had discovered six months previously that he was having an affair. Being French, rather than filing for a divorce she decided she would have her own fun and even out the scorecard. She had been sleeping with a small handful of men in Israel but had had her interest piqued by my entreaties. She was very sexy and very good in bed. Read more »

Using the magic wand on [m]y coworker girl[f]riend and cumming inside her [PART II]

I did some oopsies. I forgot to label the title as ‘part II’ because I can be a forgetful little dummy boy sometimes, some parts needed a bit more detail, and I have a few parts a major overhaul. Mods don’t worry this is the final reupload and will be going onto part 3 when I feel like posting it, I’m always overly critical of all works I do and wanted to make sure I got this story right. I felt happy with the [first story](https://www.reddit.com/r/gonewildstories/comments/cbsa2v/how_my_adorable_and_sexy_coworker_became_my) but never really could make up my mind on a final draft for this story so hopefully you like it as much as the first.

Stella and I pretty much fell for each other overnight. We both secretly had mutual attraction to one another ever since we met as we both revealed our hidden feelings about each other the next morning. Stella fell for me a month or so after we first and I was the same with her, both of us were just nervous that we both didn’t reciprocated the attraction and it would not only ruin our work relationship but our friendship as a whole. Both of us were relieved as we quickly became an item. It should’ve been obvious from the start this is where it was going to lead. Anytime we were both available we’d meet up and fuck like jackrabbits either at my place or her place if her roommates weren’t around. It may have started out as a fling between friendly coworkers but it quickly grew into the most fulfilling romantic relationship both of us have had. Read more »