ssweetlove, Author at NSFW story

[FM] My first post-Covid One Night Stand

I always enjoyed one-night stands, particularly when traveling. Commitment-free sex with strangers in different settings was something I loved. As with so many things in my sexual life, thought, Covid isolation shot this down. Last week, however, I made my first post-shutdown business trip to New York City. It was a quick trip; flying up in the morning, meeting with a potential client in the afternoon, having dinner with the clients in the evening, then flying home early the following day. I had not been to New York in over five years and was looking forward to the visit.

The clients and I had already discussed our proposal on Zoom, so I knew them. The primary partner was Ben, a silver-haired guy with a friendly smile. I knew that the other team members would follow his lead, so I tried to impress him not only with the proposal but also with me. I wore a tight sleeveless white linen dress and red high-heel pumps for the meeting. I sat on a sofa directly across from him so he could enjoy the view of my legs as my dress rode up when I sat down. I crossed and recrossed my legs until the hem was almost up to my crotch, which I could tell Ben was enjoying. Read more »

When I [F] let my frenemy’s husband fuck me

When I was in college, I had a frenemy that was just the kind of girl that I had learned to hate in high school. (It was her wedding that I was attending in Bridesmaid Blowjobs.) I don’t want to utter her real name, so let’s call her Megan. (They always had cute, perky names like Megan or Kristen or Nicole.) Megan was a blonde with blue eyes, tall and slender with long legs, firm breasts and a perfect tight butt. Megan knew that she was gorgeous and that everyone turned and stared at her when she entered the room. Moreover, Megan seemed to have all the personal character traits-charm, grace, poise-that I felt I lacked. Girls like her made me feel awkward, clumsy, and dull.

I was surprised when Megan latched onto me to be her “friend”. I think it was partially because we had a lot of classes together as we were enrolled in the same degree program (graphic design). Megan was not that smart but she figured out that she could lean on me to help her with her assignments. Also, I think she really thought that she was doing me a favor by letting me be her friend. “Oh look at my little friend Susan,” I imagine her thinking. “Isn’t she kinda cute?” She saw my role was to orbit around her, like a lady-in-waiting for a princess. Read more »

The first time I [F] did it with two guys

Preface: A recent answer on Reddit about how much I get turned on by the sound of another woman getting fucked brought back the memory of when this first happened for me. This all happened when I was 18, almost twenty years ago. My memories of this evening are pretty vivid, but this story is my reliving those memories in my imagination.

I was 18 when I left home to go to college, the first time I really had a chance to be on my own. I was yearning for freedom, particularly sexual freedom. I had been living in a fairly restrictive environment-Catholic high school, a mom who kept me on a short leash, etc. I had had sex with a couple of guys in high school, but they were short, random encounters, not nearly enough to meet my raging horny desires. As a result, I masturbated almost every day, often more than once per day. My first goal when I got to college was to start sucking cocks and getting fucked on a regular basis. Read more »

My[F] special evening with Desmond (long)

Disclaimer: This is a very long story (4,000+ words) but I couldn’t otherwise fully express the passion and importance of this experience. Also, the events I’m describing happened fourteen years ago, but my memories of the evening are vivid. Accept this as me reliving that evening in my imagination.

After I gave two groomsmen blowjobs at my frenemy’s wedding [My [F] Bridesmaid Blowjobs], I went back to my apartment and masturbated for over an hour, having multiple squirting orgasms until I collapsed from exhaustion into peaceful sleep. The next morning, a Sunday, I slept until almost noon, until I was awakened by the sound of an incoming text message on my phone. Grabbing it from my nightstand, I saw that the message was from Desmond, which made me smile.

Desmond was one of the two groomsmen I had given blowjobs to the day before. He was a hunky black guy with a big uncut cock. The evening before, when I was masturbating, I played images of Desmond’s big, hard, cock sliding in and out of all my holes, like watching my own private porn scenes. I had given him my number hoping he would look me up, and I was thrilled that my hopes were coming true. Read more »

My [F] Bridesmaid Blowjobs

When I was 23 and just out of college, a “friend” that I knew in college invited me to be a bridesmaid in her wedding. I say “friend” because we really hated each other but pretended to be friends. She was the kind of girl that I disliked-tall, thin, blond, with a flawless tanned complexion and a snotty, stuck-up face. She and I were nasty nice to each other. I really think that she asked me to be one of her bridesmaids to flaunt the fact that she was marrying a hot hunk lawyer. Plus the bridesmaid dresses that she picked out were crazy expensive-$250 for a long, tight strapless dress in seafoam green chiffon. And I had to buy a special strapless $50 low-back bra to go with it. I have to admit, though, that I did look great in that dress with my 34C breasts almost spilling out of the tight, fitted bodice and the tight curves in the hips accentuating my round, curvy ass.

The wedding was in June at a fancy country club. My “friend” seemed actually tense and upset during the service. I wondered if she had a fight with someone before the service-the groom, her mother? Anyway, I was pleased that she didn’t look radiant. Read more »

My [F] first paid [M] sex (accidental)

After [my first one-night stand](https://www.reddit.com/r/gonewildstories/comments/hxsz27/myf_first_one_night_stand/) with a random older guy, I had an overwhelming curiosity to explore my new-found identity as a slut. I’ve already told the story of [my love of giving blowjobs](https://www.reddit.com/r/gonewildstories/comments/hyzbet/my_f_first_blowbang/) to guys in school, but I didn’t let any of them fuck my pussy. I wanted to save my pussy for an older guy. I really had a thing for older guys. By “older”, I mean guys in their 40’s or 50’s. I guess you could say that I had daddy issues. My dad left home when I was six and I never had a father figure in my life, just the random guys my mom would bring home to fuck. The idea of being held by an older guy, of feeling his strong arms holding me, of submitting myself to his wisdom and experience, got me very aroused. I guess I wanted the confidence and protection that I imagined that an older guy could give me. After my first one-night stand with an older guy, I couldn’t get the idea of doing something like that again out of my mind. I fantasized about it when I masturbated. The idea became such an obsession for me that I knew I had to try something. Read more »

My [F] first blowbang

After having my sexual horizons expanded by my first one-night stand ([My [F] one-night stand](https://www.reddit.com/r/gonewildstories/comments/hxsz27/myf_first_one_night_stand/)), I couldn’t stop thinking about exploring my sexual desires. I dumped my wimpy boyfriend but was somewhat unsure of what to do next. One of my most powerful sexual fantasies was imagining that I was sucking cock. I liked to imagine that I had a big, hard cock in my mouth and that I was sucking and stroking it until the guy would cum. I was fascinated by cum, by its taste and feel. The idea of a guy pumping his load into my mouth always made me so hot.

I had always considered myself just average in sexual appeal, unable to compete with the really hot girls, poised and slender and usually blond. I’m about 5’5” in height. At best, I considered my face “pretty” but plain and forgettable. I have what is often called an “hourglass” figure; relatively larger breasts and broad hips, with 34C breasts and a round butt. Over time, as my sexual experience grew, I came to realize that I actually had the figure that most men found most attractive. But I mentally measured myself against model-thin girls, and as a result, my self-image was that I was on the plump side. My hair was a boring dark-brown and always seemed a mess to me. The only parts of my body that I liked were my forest-green eyes and my legs, which I thought were quite shapely, with slender ankles, curvy calves, and nice thighs. I liked to play-up my legs, which was why I usually wore skirts or dresses instead of pants. Read more »

My[F] first one night stand

I had my first one-night stand when I was a 19-year old college sophomore. I was studying graphic design at Virginia Commonwealth University. Our department gave an annual scholarship for a student to attend the American Institute of Graphic Arts annual conference, which was in Vancouver that year. I was thrilled and a little surprised when it was announced that I had won the award.

I was very excited. It was the first time I had ever traveled across the country alone. Vancouver is an absolutely beautiful city, of course. I had a nice room in the conference hotel, proved by the scholarship. The conference was fantastic. I met so many great people. There were classes in the day with banquets and receptions in the evening. When I returned to my room at the end of the day, I was ready to fall into bed and sleep, but I always called my boyfriend before lights out. He was a nice guy, if a little unexciting. Sex with him was OK, just pretty much him getting on top of me and fucking me until he would cum.He didn’t do oral on me with much enthusiasm, like he was just fulfilling an obligation. I liked sucking his cock, but he rarely would cum in my mouth. I only had orgasms about half the time we had sex. The remaining times, I’d have to masturbate later to satisfy myself. Read more »