Lockdown in a New City Pt. 3 [MF Bro/Sis, Inc, Oral, Preg?] (Fiction OC)

My little sister had just taken my cum deep inside her ass and pussy. Had that really just happened? I was awestruck by her, I had always found her attractive, but had never really envisioned what sex between us would be like. My forbidden exploits last night had given me a rush but now seemed trivial in comparison to the passion Missy had just unleashed on my cock. She felt incredible, an indescribable tightness that gripped me to the perfect degree, like her holes were made for me.

I gazed longingly at Missy, she stared back and for a moment I lost myself in her deep blue eyes. she smiled at me with a face I had never seen before on her, she was gorgeous, sunlight peering in between curtains softly lighting her naked figure. She was slim, her blonde hair falling just above her pert C-cup breasts, her delicious hips just curvy enough to hold on to, she was a purpose-built sex goddess. 24hrs ago the idea of my sister as my lover had been so foreign to me but now I couldn’t think of anything else, sex had never felt so right. At that moment I could picture a future for us, a future where we could raise a family together, indulge every incestuous whim, and satisfy every one of our carnal desires together.

[M] [F]ound a free-use slut and a hotwife, had my first threesome, dabbled in some drugs, and won some money on my first cruise ever. (Part 2)

It seemed like the second this girl’s door closed behind me, we were starting. We were both drunk, she was likely really happy that I’d gotten her a room after she’d been kicked out of her FWB’s, and we were both attracted to each other. We made out for a bit before I told her that my skin was itchy from the pool water. Just an excuse to get naked — and thinly veiled, at that — but she suggested we both take a shower so she could get my back washed. We shower and I was full-staff from the moment she hopped in. Maybe 5’6”, 110 lbs, tight, toned, and confident. I loved it. If I weren’t as drunk as I was, I might’ve cum from just the first few tugs on my cock that she gave me.

After the shower, we climbed into bed and 69’d. She came shortly after I got my second finger against her G spot while licking her clit. She took control, climbed on top, and swapped between cowgirl and reverse until I came. I told her I’d give her some privacy to sleep while I went to check on my friends. We spent the rest of the night in the ship’s club, not really having any more luck than the two girls we originally met (both friends ended up fucking them on their twin-sized beds at the same time and said it was weird).

[MF] Cheating BBW Coworker takes my cum in her (out of sync picture gallery included)

It was about 2 months into a new job I had gotten in a small office. It was just my and 3 women in there, two in long term relationships and one to old for me. It was a normal office job where I had an office and my own space. The job itself was challenging and I was beginning to feel like it was too much work. The days seemed long and when I got home I would think about work all night. One of my coworkers Joss took the bus with me in the mornings. We began talking and building a work related relationship.

T[F]W you Masturbate in Front of Someone Else for the First Time

I had an affair earlier this year. I’ve been married almost 8 years – I know, I know, how stereotypical to get the itch after 7 – and I did not actively look for this but I feel into a relationship with another woman and it was thrilling for us both. We were each sensing that the risks were growing too high and then lockdown made the final break somewhat easier.

I have told the story about our first time together [here](https://www.reddit.com/r/gonewildstories/comments/eio6in/i_cheated_on_my_husband_for_the_first_time/) and [here](https://www.reddit.com/r/gonewildstories/comments/g2yiaf/i_cheated_on_my_husband_for_the_first_time_with_a/), but someone asked me to share more. I’ve tried repeatedly to do that but each time the words seem so paltry and thin and cliché that I have deleted everything in embarrassment. This is no different. I will never laugh at those [stories in the press about the “worst sex scenes of the year” in fiction again](https://literaryreview.co.uk/bad-sex-in-fiction-award), because it is incredibly hard to put down on paper what it feels like to have sex, which is not nearly as good a descriptor of what Lucy and I did as *fuck*, but that removes the element of it all that (cringe) ought to be described as _making love_. In my job I am trained to write and read with precision, so I constantly want to stop myself here and clarify or elaborate. But when you strip away all the other layers, the reason why it is so hard to write this kind of thing is because we just don’t have enough words to describe great sex. It’s too abstract or too anatomical. And I think the problem is intensified when it comes to the particularities of lesbian sex.

Amy’s Adventures

Amy liked working in the city. It seemed to be an escape from the sometimes dreariness of being a mother in the suburbs. Seeing the different faces, and the hustle and bustle a big city provided gave her something to look forward to. Amy had married her college sweetheart, bought a house in the suburbs, and had two children who were her entire world. The spark in her marriage had disappeared for the most part, and her husband spent more time gaming than paying attention to her or her needs. This led her back to the workforce, in a demanding job that she quite enjoyed as a respite from the mundane. Sure, she was an accountant in a mid-size law firm, which doesn’t seem to be the most exciting of professions, but interacting outside the closed circle of mothers groups, as she had done for the last few years was a welcome change. She had a small office in one corner of the building, and while the rest of the building was awash with floor to ceiling glass windows, her office was only filled with artificial light.
It was not uncommon for her to work late, especially at the end of a billing quarter. She had realised early on that law firms were exactly what people thought them to be. Turning over large sums of money, charging for the most inane tasks, usually performed by interns or juniors. It was also true that most of the partners were middle aged men, who usually hired young attractive staff, in the hope that their drive to climb the ladder to success would be enough to entice them into become willing play things for their bosses. Amy didn’t worry about that too much, she was a good ten years older than most of the interns, and whilst her body still looked slim and toned for a married mother of two, she felt she would be one of the least desirable in the office.
Amy also had a secret. She had always had a high sex drive. Although she grew up in a conservative household, she had discovered her body and the joys it could be bring fairly early. Late in high school she discovered boys and how they could bring different pleasures to her. By the time she was in college, Amy had become quite liberal with getting her needs met. In fact, prior to meeting Tony she had been intimate with several of his friends, which on one occasion included a lot of liquor and being shared amongst a couple of them. Those days were well behind her, but the desires that drove her back then, had subsided when motherhood took over, but now were back as the children grew older. Tony had lost interest, preferring to watch “cheerleader” porn for his quick fix, before dozing off into a snoring slumber. Too lazy to delete his browser history, or maybe he just didn’t care.
So working late agreed with her, because it gave her something she couldn’t get anywhere else. It gave her the opportunity to be alone with her thoughts, or her memories, or her fantasies. It allowed her to escape in silence to places where she could meet the needs of her desires, even if only inside her head. Pleasuring herself in comfort was not possible at home. She very rarely showered alone, nor did she get much time where there wasn’t another body present. She would sometimes sneak into the bathroom and quickly bring herself to orgasm but that didn’t allow her much time to enjoy the moment she was desiring. The proximity of her office allowed her to use this alone time to savour such a pleasure. She would always do a sweep of the office to confirm she was alone, and she knew the cleaners always came after midnight.
It was after 8pm now and she was confident that she was alone. She had just messaged Tony to let him know she would be home around 10. She always dressed a particular way on these days. In some ways it made her feel sexy, but mainly it was for convenience and access. Although she liked the idea of it being risky, she certainly hadn’t wanted to get caught. She wore red heels, with a black a line skirt. Under the skirt she wore black lace panties. She felt black looked best against her white skin. She wore a white blouse, whilst not sheer, certainly allowed her lacey white bra to show through, her nipples making a small yet noticeable bulge in the cup. She wanted to be noticed on those days so that by the time she was ready to entertain herself, her body had been warming up at the ogling she had been receiving. Today she felt she had got more attention than usual, and on more than one occasion caught the men in the office staring at her, particularly her perky nipples. She had been mulling this all day, and this time couldn’t have come soon enough.
She did a final wander through the office to ensure there was nobody around. She drifted past the offices of the partners, those with views of the city, it seemed that every had somewhat of a view except for herself. The path she walked was well travelled, it took her to the bathroom if she ever ran into anyone, and her return would take her past the ones she missed on the way over. It was so quiet she could hear the sound her heels made every time they pressed into the carpet. She reached her turnaround point at the corner of the floor. The largest office belonged to the managing partner Terry. An average looking man but seemed well built. It was hard to say if he worked out or it was just his natural physique. He invoked fear in most of the staff, especially the younger ones but he and Amy always seemed cordial. Maybe because she was older or maybe because the company’s financial secrets that she was privy to. His office overlooked the entire city. The view was even more amazing at night. He had a large mahogany desk, with a maroon leather chair. There was a matching lounge on the other side of the room that sat behind a coffee table. She walked back to her office ready to enjoy what shed been longing for all day.
Amy got to her office and realised how dreary it looked compared to the any of the others. She thought that she deserved a treat that she wouldn’t normally be afforded and would add to the excitement of her adventure. She would use Terrys office and turn his chair to face the city as she did. She would embrace the exhibitionist in her, and truth be told that even with all the planning that went into these days, she usually came within the first ten minutes or so.
She walked back down the hallway and into the open office. She admired the view for a moment before she sat herself down into his chair. It was more comfortable than she imagined. She felt a sense of power behind that desk, but a sense of excitement was starting to bubble between her legs and she knew she needed to attend to that sooner rather than later. She hiked her skirt up to her waist and slid her hand into her panties, her fingers gliding over her hairless mound. She ran a finger over her clit, and she could already feel it pulsing. She made her way a little further down and slide a finger inside herself. She let out a little gasp, even surprising herself with how wet she was. She spun the chair towards the glass window and spread her legs a little wider. She knew it was unlikely, but she was further aroused by the fact that somebody might be watching her and pleasuring themselves at the same. Her eyes closed and her head hung over the side of the chair as another finger joined the first with ease. She pushed them in and out of herself moaning with every deep probe.
She opened her eyes to admire the view briefly, maybe even catch some ogling eyes in a neighbouring building. Her vision darting across the glass quickly. Her eyes caught a shadowy figure. Was it her imagination? She looked again and realised that there was a silhouette reflecting off the glass. Her heart sank, and the pleasure drained from her body. She was in shock, but she didn’t have a choice. She had to turn around and face whoever had seen her. She didn’t know what she could or would say that would make this ok. She had removed her hand and slide her skirt down before spinning the chair around.

[M] [F]ound a free-use slut and a hotwife, had my first threesome, dabbled in some drugs, and won some money on my first cruise ever.

This was years ago, before my current partner. Two friends [20s M] and I [22 M] begrudgingly booked a 3-day cruise because our other friend [22 M] was pressuring us to. It wasn’t spring break season, so I didn’t have high hopes. I’d also heard how awful cruises can be, but I started dreaming up fantasies a month or so before-hand so I could find a way to look forward to it.

I had only a handful of aspirations for the cruise; I wanted to gamble as much as possible, fuck someone, and sneak some coke back onto the boat from the Mexican port we would dock at. I achieved all three, much to my surprise.

As we boarded, it was a gloomy day. I hadn’t seen the two friends in a while (the other friend was my roommate and lifelong best friend) so we spent some time getting drunk at the bar and catching up with them. Didn’t take more than an hour until two girls approached us and started hitting it off with the two friends. Roommate and I were happy about this because the girls weren’t really our type and we were on a mission for all of us to get laid.

Extra Credit: Part 3 (MF) (Student/Professor) (F pov)

Peek my profile for Part 1 & 2 :)

It was around 11:30pm and my heart was pounding in anticipation of what was about to happen tonight. I was still reeling from yesterday’s steamy “meeting” in Professor Wells’ office. As I wondered exactly what this extra credit assignment would be, I could feel myself start to get wet between my legs. He was so fucking sexy yesterday when he took charge of me in his office, I wondered how it could even get better that that. I started running my hand along my neck and chest as I remembered him spanking my ass with his strong hand and the way he looked at me as he was cumming. I brought my hands slowly down to touch myself over my skirt and after a few minutes of this, I was totally soaked just in time to leave for the track field. I threw on an oversized denim jacket, grabbed my phone, and headed for the door. I gave myself one last look in the mirror and hurried off.

Tired [MF] [warm fuzzies] [soft] [going to bed] [thoroughly fucked]

You’ve loved me good, deep, firm, warm. Quite literally fucked the doubt out of me. I don’t know what I expected to be in its place, but rawness wasn’t it. You don’t mind.

You laugh a bit as you gather your nerves, start to extract yourself from my grip until I tighten my legs around you, my hands to the breadth of your back: “Stay. For a minute.” So, you settle back down, forearms framing my head, fingers reaching to brush the bit of hair in my face behind me. You keep the back of your hand against my cheek while you tell me stories of afternoons you’d like to spend together, evenings you’ve spent staring anywhere but my dress, singing me little songs, until I’m not quite so misty-eyed. 

“Ready?” you ask, a tilt to your smile. “Ready,” I nod, leaning into your palm as you brush one last dewdrop from my lashes. So, so gently, you break away from me, lean down, and gather me up. I’ve always felt like a weight but you raise me, one palm each under my shoulder and thigh, as if I lighten you just by the holding. 

[FM] My boyfriend finally agreed to try anal play…on him

My boyfriend and I have always been open-minded. We aren’t each other’s first sexual partners (far from it in fact), but we have achieved a lot of firsts together – first public sex, first group sex, first extensive bondage, etc. I could potentially be convinced to write up these stories another time. Who knows? We’ll see. But, without a doubt, the biggest, sexiest first for us was the first time I played with his ass.

For some background on us, we were in our mid-twenties and had been together about six months when this finally happened. Pegging and anal play had been a joke between us for so long that I didn’t think it would ever actually happen. We even joked about it the first time we had sex; we had talked about Broad City earlier in the evening, and when we changed positions I joked that I was going to peg him like in one episode. From then on it was almost a meme. We’d be lounging around on a weekend morning and he’d ask what I wanted to do that day and I’d say “oh wasn’t I supposed to peg you today?” or “oh my gosh I totally forgot that I have an appointment to peg you raw.” I never actually expected it to go anywhere.