gonewildstories Archives — Page 5527 of 5640 — NSFW story

A lot of (f)irsts with a stranger I (m)et on craigslist (long)

This happened yesterday, and I've finally collected myself enough to record it on this lovely sub for all you wonderful pervs.

So at 26, I found myself still a virgin, not for any religious or ideological reasons, but rather because I've never really craved sex or intimacy. My experience so far was limited to receiving mediocre oral sex, giving (probably mediocre) handjobs and mediocre make-outs. Until recently. I don't know if it's the sultry hot, summer days or boredom, but I tasked myself with creating a to-do list of sexual activities I want to participate in before summer's end. One of those fantasies was stranger sex. Being a complete novice, I also thought this would be an awesome way to have my first extensive sexual experience. So I headed off to the shady site that is Craigslist and posted a salacious ad for nsa sex. Within minutes I had a ton of responses to sort through, mostly trash. However, one stood out as interesting. He had written a really descriptive and earnest message, and his pictures weren't bad either – I was intrigued. So I wrote back and we chatted for the whole afternoon, and ultimately set a date to meet at my place the next day for an afternoon of fun. Read more »

6of6 – Loose Ends

I remember how surreal it seemed. My head was stuck somewhere between the dark of night and the fuzziness of predawn. I was completely sober now and found myself recalling the unlikely events of that night. I shivered with a sense of shame, then warmed and blushed when I released my thoughts were more like fantasy than memory.

I had slid down onto the floor beside the bed. I sat naked and soar, with semann sliding down my back and onto the floor. I could feel it sticking between my buttocks.

Bill was laying on the bed again and breathing loudly. His presence began to annoy me again. His hairy, fat presence. I had done everything I could to get my husband off his ass, letting his brother bang, face fuck, and backdoor me. Bill had probably lived out every dorky, middle aged fantasy on me.

I turned back around to the bed and shifted up onto my knees. I found myself unexpectedly smiling in amusement. In the shadowed bedroom, I could see Bill’s limp penis lying flaccidly over his fat thigh. I suppose I had let myself live out a few fantasies too. Read more »

I [F]ucked My Best [F]riend

Hey everyone, first time poster here, long time lurker, wanted to share a hot story. ;) I'm 21, athletic, white, blond, cheerleader type of girl.

When I was 19, I was the maid of honor at my best friend's wedding. Before the ceremony she was really nervous, she was 21 and getting married, young, but she was really in love. We were at her apartment before heading over to get her ready, she was all nerves. We had a few hours to kill, I was trying to calm her down. She was starting to freak out about the wedding, worried she was making a mistake marrying young, etc.

As we were talking, it came out that she had a secret crush on me and part of her nervousness was wondering if she wanted to be with me more than her husband. She said she was worried she'd always wonder what might have happened if she had acted on her feelings. I told her I had feelings for her as well… and then I kissed her. She returned the kiss for a moment, I felt her starting to melt into it, when she pulled away. Read more »

I spiced up my sex life by misunderstanding the “backdoor” text reference [f/m]

I've been away from reddit since last fall because my ex was a heavy user and coming back here reminded me of him. This is my first post since last year. I'm a big /r/EroticLiterature fan and I was tempted to post there but this was a real encounter. I hope you all are lenient with me changing some of the details to protect my privacy.

I'm not an innocent girl. I have a normal (albeit dry spell) sex life that is apparently plain to the likes of GoneWildstories. I'm 31, 5'5, green eyes to match my medium cut dark blonde hair. I'm a pear shaped with cute hips. I hate my breasts and nipples so I won't talk about them. I'm more like Alexia Bledel with freckles and lighter hair than anything else.

My FWB guy (hence Nik) and I are more like a causal couple than true friends with benefits. My needs are more simple.. cuddling, kissing, massages, and being romanced. Nik is into those things too but mostly likes his dick sucked. I'm happy to comply. Read more »

A[F]ter Pro[M] Adventures

Hi, so I shared a story of mine the other day and promised that I'd come back and share more. So here's more! And don't worry, everyone's at least 18 in this story.

After prom my senior year, John and I, along with five other couples all got together and rented a beach house for the weekend. One of the other girls had an older sister who agreed to chaperone for us, and our parents all agreed, so we were good.

We all changed out of our dresses (I loved that beautiful blue dress) and tuxes into hangout clothes, mostly shorts and t shirts. Because the sister was cool, she let us drink, and we were all quite buzzed before too long.

I said I was going to go walk on the beach, and thankfully, John caught the hint and joined me soon after. We had a pretty romantic walk and talk, kissed a bit with our toes in the water.

His hand slipped up under my shirt, and I let him, enjoying the feel of his fingers on my back, even getting up to my bra. I got a little nervous then, but still didn't stop him, and I let my hands explore his back, too. Read more »

[M]y Beach Party [F]ling

This is my first time writing here and I’m an awful writer, but I’ve been wanting to share this for a while now…

This took place about ten years ago, during summer break from college. A friend of mine invited me down to his beach house for a party, and having seen some of the girls he hung around with, accepting his invitation was a no brainer. Before I go further, a little about me: I’m six feet tall, weigh around 200 pounds, and have a seven inch dick.

Anyway, the party had quite a few beautiful women, tons of drinking, skinny dipping, and once 1AM hit everyone who wasn’t staying the night left, leaving about six guys to jockey for four girls. Determined to get fucked, I narrowed my focus to a gorgeous blonde named Beth, a high school senior that was there with her older sister. Beth had long, curly hair, C cup breasts, and the body of a soccer player. To this day I think about her beautiful thighs wrapped around me. Beth and I started playing beer pong as a team, both of us quickly going from buzzed to drunk in no time. Toward the end of what turned out to be our final game, Beth told me she was getting bored and wanted to stop. I told her she better have a worthwhile alternative, to which she responded by taking my hand and pulling me from the kitchen to the living room. Read more »

I [f]ucked another [f]emale in front of [m]y boyfriend

This is my first post on here and this is a very true story.

I am a 20 year old college student and earlier this year I began realizing that I was attracted to other women. My boyfriend encouraged me to explore this attraction but on one condition. Should I find a woman to have sex with, he wants to be there and watch.

I didn't know how to go about this but I tried using tinder. I ended up matching with this girl Anna. She was exactly my type. Cute, short, blonde. She was so gorgeous. We began talking and long story short, one night, she came over to my boyfriend's apartment to meet up with me.

I was so nervous and she told me she was too. Neither of us had done anything like this before. We talked on my boyfriends bed for awhile to calm my nerves. My boyfriend was sitting on his desk chair, close to the bed. Read more »

[My Story: I lost my Virginity in the most Silliest way]

I was 26 years old and still a Virgin, I was a Virgin not because I held my Virginity in high esteem or took it as a commitment or a resolution, like “sex only after marriage” kind of thing. I was just too busy and caught up with work, that I barely had time enough to get entangled with any Guy. I got lots of dates invitation, but I hardly honoured any of them, Life was very hard, I had to work 15 hours a day, and 105 hours a week. My sister was my motivation, she was in the university, and I was all she had. Our parents died when we were kids, we were living with our stern uncle and his wife. His wife took so much pleasure in starving us of food for the slightest offence committed. There was a time she yelled at us and said. “If you want to eat, go and stand by the roadside, whore your ass out, then use the money to feed yourself.” It was really demeaning. I eventually, emancipated from the house when I got a Job, a job that didn’t really require University education. Because secondary school was as afar as I went. After I settled, I brought in my sister to stay with me. I made a resolution to see that she made it through the university, that was a privilege I never got. I cherished my Sundays, for no other reason than the boundless rest and sleep I got. I Applied for my leave in the month of August, I decided to Visit my Cousin. She lived in Lagos. It was a long drive from Owerri to Lagos. In the Motor Park, before the Bus took off, a drama enrolled. A guy was screaming that his phone was stolen. It started as a Joke, Until it became really serious, especially when he said it was a Note 4. Everybody was searched, it took us another extra hour, the criminal was found. It was a guy sitting behind him. His transport fare was refunded to him and he was apprehended. I arrived Lagos, My Cousin, Roseline came to pick me up in her car, but she wasn’t alone, she was with a Nice looking young man, probably her boyfriend. And my annual holiday began, in Lagos. I was almost always at home, I guess I inconveniencing Roseline and her man, they acted weird each time I was around. On a certain day, I decided to go to the market, to get some shoes. That would be my first outdoor experience. Lagos is really a big city, I got even better shoes than the ones I anticipated buying. I got home, really tired, then headed straight to my room, without checking if anyone was home, I walked into the bathroom to take my bath. I was done, I tied the towel on my chest. And decided to Check on Roseline, I still don’t remember why, or is it because I wasn’t paying attention. I should have heard moans and sounds of ecstasy, buy i didn’t. I opened the door wide “Roseli…..” I said and paused halfway “Jeez, I saw what I shouldn’t have.”. They were both Naked, Roseline was sitting on his Manhood and moving her ass up and down on it. I Apologised and locked the door, I stood by the door, with my eyes closed. I knew I messed up. “Chiwendu! Chiwendu!” Roseline called out. I opened the door halfway, to answer her, my eyes were on the floor. “Yes Rose, am really sorry” I said again. They both began laughing I raised my eyes, to look at them again. “Come and join us, do you mind?”Roseline said. I didn’t believe my ears. “Pardon?” They both laughed again “Don’t embarrass me, she said, come and join us” “No thank you” I replied and was about to lock the door. When the guy said “Hold on a second” He stood up from the bed, came to where I was, slowly unwrapped my towel while staring into my eyes. In snap, I was completely Naked, he bent a little, and licked my N!pples, gosh! it felt sweet. Roseline noticed my sudden change of mood and began smiling. he lifted me up took me to the bed and dropped me slowly, then spread my legs wide and began licking my Vagina. While Roseline was sucking on my Nipples. I almost fainted, out of pleasure, it was unbearable. I Vibrated, as I climaxed after some minutes. Roseline gave him a b.lowjob till his manhood was very strong, firm and scary too. He slowly slid it into my Vagina. I didn’t feel much pain, because I had been Masturbating for a long time. He leaned forward, squeezed my boobs, then sucked my n!pples while still thrusting in and out of my Vagina. I felt like I was in another world entirely, I can’t believe I had been missing out on something as pleasurable as this. He later turned me around, and banged me from behind, gosh! this position promoted optimum penetration. I climaxed again, Moaning and Screaming in pleasure. I can’t forget that day, it’s really incredible, my first sex experience was a threesome. Read more »

[M]y perspective of how I had the best [F]uck ever (Response to previous post)

This is my first time posting here, so be nice. I’m Gwen from the story that lolkop123 posed recently. Here’s the link: https://www.reddit.com/r/gonewildstories/comments/3d62j0/how_i_had_one_of_the_best_unexpected_and_random/?ref=share&ref_source=link A bit of background: I’m 22, recently got out of a really crappy and long relationship, and looking for some fun. I’m from Canada and went to the USA to visit a good friend, Hanna. After having been there for a few days, Hanna invited me to her roommate, Renee’s birthday party, which was being hosted at her friend’s house (let’s call him Ben). She said the party would be a small get together, and that there would be a pool. This sounded like fun to me, I never pass up an opportunity to meet new people. I was just expecting to hang out, drink and swim in the pool. That expectation changed when I got to the party. When Hanna and I arrived, I spotted a guy lounging by the pool. He got up, walked towards us, and introduced himself. Ben was tall and hot. I was already thinking that I might be down to fuck this guy. I had this gut feeling that he’d be good. The party went on, people showed up, and left. We were flirting back and forth most of the night. At one point, I got icing on my ribcage, right under my breast. Ben brought me inside to clean up. He took a tissue and gently wiped off the icing. I secretly wished he would have licked it off. The party continued for a while and we all ended up inside, most of our friends had fallen asleep. I was sitting next to Ben on his couch. I knew it was now or never, so I got as close as I could, and slowly moved my hand toward his to stroke his fingers. I was getting really horny at this point, and was feeling some intense sexual tension. Ben asked if I wanted to go downstairs to get some water, I said yes, knowing exactly what was going to happen. I followed Ben downstairs, and, when he turned around, I noticed his boner. I wasn’t surprised, since I had been wet for some time now. He quickly made sure that we were on the same page, saying he didn’t want anything serious, and I agreed. Finally, he kissed me and pinned me to a wall, rhythmically pushing his body up against mine. I could feel his hardness on my thigh, and I could feel my heart rate and breathing speed up. He played with my breasts, my ass, and his hand finally made its way down to my pussy. I pulled him closer and said that I wanted to fuck in the pool (I had been thinking about that for a few hours). He liked the idea, and went upstairs to get condoms. He came back, and we started making out again as we took off our clothes. I could see the outline of his amazing dick. I smiled at him in excitement, turned around and climbed down into the pool. Once we were both in, he lifted me onto the edge of the pool and slid his finger into me. I leaned back, enjoying every second. He would shake his hand, while fingering me, sending the vibrations deep inside me. I was shivering, but not because I was cold. That was the first time that I’d felt so much pleasure getting fingered. After a lot of shivering and moaning on my part, he suggested we go inside. I understood that, realistically, chlorinated water was not the best medium to fuck in. I rushed inside, forgetting my clothes outside, which he grabbed for me. We went into the bathroom and immediately started making out again. He grabbed me by the waist, and lifted me up onto the counter. I watched him put on a condom, and placed my palms onto the counter for support as he slowly entered me. He filled me so well. He started fucking me, hard, but slow. He grabbed my tits, squeezing my hard nipples. I was getting pretty loud, and our friends weren’t too far, so he gave me his finger to suck on, still covered in girl cum from when he had been touching me. I sucked on it and moaned. This was incredibly hot, and it was the first time I’d ever had sex with someone I barely knew. At this point, I was so wet and the pace was speeding up, he touched me all over, his hands lingering on my throat, lightly holding it. I really liked that. This guy was bringing out another side of me, a girl that liked it rough. I had only slept with one guy before Ben, and it was in a long relationship. I was discovering something completely new to me, and I was loving it. I asked if I could ride him, and he said yes. We moved onto the bathroom floor, and I straddled him. I was ridiculously wet I couldn’t keep his cock inside me. He saw that I was having trouble and offered to eat me out. I liked the idea, and moved my pussy up to his face. He was amazing. He licked my pussy lips and my clit. He sucked and lightly bit my lady parts. His tongue moved in ways I didn’t think were possible. It didn’t take me very long to cum, and after I did, we got up. He offered to continue in his bedroom, and I took the offer without a second thought.