My first step in my transformation from prude to wild child…

This story will be going back to the beginning of my wild days. I had a girlfriend that I had opened up to. I let her know that I enjoyed watching porn and had always wanted to watch another couple having sex (in person), like live porn. Because of this conversation it got the ball rolling for my first voyeur experience. At the time we were both in relationships and were trying to be “good” while separated from our partners due to work.

After a few weeks of working and just hanging out at the apartment we were getting horny and lonely. We talked it over and thought, maybe we could find a guy willing to masturbate in front of us but no touching or anything else. Just literally have some random guy come home with us and masturbate for us and then leave. I knew how horny I was and that men were supposed to be much hornier than woman. I knew how far I’d go for some sex and thought we could easily find some guy willing to do this (this was before we got into the whole internet stuff).

Man Cheats on Woman. She Gets Revenge. [ff][ffm]

A tale of revenge, sexual exploration, bdsm, and cuckolding

The mirror gleamed cold and lifeless, sharp and hard as a diamond. But the face reflected in it was even colder. She stood in front of the mirror, glaring at her reflection. She had taken the utmost care to make every last detail of her appearance sing of perfection. Her makeup, dark and sensual, lay flawlessly across her smooth skin. Soft, dark tresses of hair hung loosely about her face, creating a slightly messy, wild appearance–sex hair, they called it.

Rage danced beneath the surface of that dark, smooth skin. Her own eyes, even darker than her hair, smoldered at her from within the mirror. Her physical appearance was impeccable. She was ready for battle. Red lipstick marked her lips as if with blood, and her matching red nails were as claws. “Hellbound Angel” was the shade on her lips, and a wicked grin slid across her face when she applied it. Straight white teeth gnashed within her pretty mouth. A skin-tight dress of vibrant blue clung to her body, caressing every curve in its firm embrace. She had made sure she looked her best, better than she had ever looked for a night with him. Satisfied, she stalked away from the mirror. Now to get even.

How I (21) met, showered with and came inside this perfect lady (32) in France [M/F]

When I was 21 years old, I decided to take a few months of my life to travel around in Europe. This story is about a french lady I met in my journey who blew my mind and has definetely inspired me to go back to France.

I already had a few hard weeks in The northern parts of France were I partly slept in the woods and partly slept on the beaches, so I decided upon a week of relaxation and soft grass on some sort of camping. I found one that exactly satisfied my needs. The swimming pool was the most amazing feature, mostly because that was where I met her.

She was somewhere in het thirties (she later told me she was 32 years old) and from the moment she entered the swimming area, she caught my attention. She wore a bright red swimming suit that could just hold her perfect breasts, her dark brown hair was lying softly on her shoulders and her legs looked so shiny in the summer sun of France.

Another installment of the The Man I’ll Never Have. [m+f]

I never used to care what I wore to the office. I wasn’t the dress or skirt type of woman, no matter how many compliments or lingering looks I received when wearing one. Dressing up for work meant a sharp pair of black slacks and “Come fuck me” pumps that were at least half hidden beneath them and matching bra and panties. Sophisticated, yet sexy. I started wearing skirts and dresses as a matter of practicality. It gets hot down here and I needed to be up and walking around, impressing potential employees and business partners.

My former boss would openly compliment me on the more sexy numbers. I knew his wife and that his marriage was bliss, so I laughed and blushed and accepted the compliments. He was a wonderful man, and I felt safe around him, even if he was being a bit lecherous. Another boss within this branch of the company told me I needed to use my assets. She took me shopping and bought anything I showed an interest in. I could not believe my luck, as I was used to hunting through clearance racks and turning down a $10 pair of jeans as “too expensive.” Here she was, buying me hundreds of dollars in nice clothing. I felt powerful in these clothes. I knew that wearing them made men, and some women, turn their head.

My First Swingers Party

I had been contemplating doing something wild for a few months. I happened to be online one night and a guy that hosted swinger’s parties was chatting me up. After hearing about the parties I thought maybe I’d give it a try. I decided I needed a little help with getting enough nerve to go so I invited one of my besties to join me. She agreed to go with me for moral support.

We arrive and are of course some of the first people that show up (I have a thing for being on time). This turned out to be better. I got to relax and watch people come in rather than walking into a room with 40+ people (if you are even remotely shy you’ll understand that). I was able to have a few drinks (it’s BYOB) and get to know the host and a few others that were there early.

Birthday Gangbang

Another birthday was fast approaching and I have this thing, I like to do something wild (sexually) for my birthday. It started out as the excuse to check things off my sexual bucket list but eventually I didn’t have to wait once a year to find the nerve. At this point I had been to a few swingers parties that were hosted by Jay and I sort of got to know him. I decided to give him a call and see if he could set something special up for me. I told him the story and gave him my request. What I requested; a bdsm scene that included sex. What I got; a restrained and blind folded gang bang. Here’s the story.

Jay sends me a text message a week before my suggested date. I was traveling for work and would land the night before the party he was setting up. Jay’s message had an address and a time. He told me to not be late and don’t bother with wearing anything special, no clothes needed. I show up at 11am to the appointed location. It turned out to be a Motel. I had decided to dress up a little slutty just for the occasion and thank god at the last minute I thought to bring a trench coat. I had to walk through the lobby and really didn’t want to get the looks if I hadn’t worn the coat. I get to the room and knock. Jay opens the door. It’s just him and I there. We chit chat a little and I relax. I’ve no idea what he has planned at this point.

Working holiday pt.II (ffm) with very mild watersports

This is a follow on to my last experience (the orgy) and what happened next. I'm not into watersports or peeing, but it happened in a very mild way and I can't really write it out.

Just a recap, I am a married female in my 30's, have no sex life with my husband, I am not premiscuous and have never had a one night stand or even a threesome. I never dreamed of having an affair, but what happened I just couldn't help so please don't judge me. I don't like to swear and use vile words, but due to some of the complaints from my last post, I have changed the language a bit. It seems wrong using the word "dick" as I work with a guy called Dick (I live in England), but maybe meanings are very different in America.

https://www.reddit.com/r/gonewildstories/comments/3k8xdv/i_had_my_first_orgy_and_my_husband_doesnt_know/

Teacher’s pet [m+f](long!)

I call him Simon when he plays “Professor” with me. (!! is where the fantasy takes place, happy reading)

It had been a few years since we met, and I finally worked up some nerve to answer him late one night when he asked if I ever fantasized about him. Of course I had, he was beautiful. We grew up together in a disjointed kind of way and I watched the skinny boy turn into the stout man before me. Bronzed skin, full lips, just a few freckles over his nose to compliment those beautiful blue-green eyes. He had started to wear his hair in dreads and I have to admit I was enamored by him. Having just secured a Teacher’s Assistant position at the University, I hadn’t been able to stop thinking of him.

“Yeah,” I answered. “Yeah, I do fantasize about you. It’s pretty mundane, a fantasy that many women have I’m sure.” He quirked an eyebrow up and started to smirk, “Oh? Please, do tell.” Was that a blush I saw sliding up to his cheeks? Simon never blushes unless I call him gorgeous, which he is, and so I do often. I cleared my throat and tried to keep my own blushing in check. I could feel heat rushing up into my face and down to my collarbone as I realized there would be no avoiding this now.

[MFF] my first time, twice. Part I (slightly incesty)

So this was many years ago, when I was 17. I was never a cool kid and didn't get much interaction with girls. Religious boys only schooling for me. So I had never thought of myself as attractive at all. Life went on, and I'd be a virgin all my life. Then one day my mom says that a cousin of mine is coming to my city for some school related convention thing. Of course she is always been proper, you know learns French, plays classic piano, does everything properly and has no social skills at all. So basically she needs support at this thing for her presentation so by order of mother I have to go over and say how great it is. ok no great problem. So skipping a bit of the story I meet a pretty hot friend of my cousin, let’s call her S, who was doing the project with her. she's flirting pretty heaviily with me, I'm flirting with her (awkwardly). nothing happens and they go back to their city about 200km away. I get her number from my cousin and we start texting. It all gets pretty hot, we meet up, on the few chances we get and it's blowjobs and fingers. This girl is good at it. remember both of us are virgins, so we're a bit hesitant about going the whole way. Then one weekend I'm texting my cousin, who knows what's going on between us. She says her family are going away for a day, and she can step up the garage beside her house for me and this girl to go for it. So I get there meet this girl and she knows what's going on. she's totally up for it, and I have to express at this point how hot she was. Jet black hair, double D's, tight waist, athletic figure. We sneak into the garage through the unlocked door. there's blankets, pillows even an towel. well done cuz. So years of sexual build up energy explode from both of us. I go at this girl and she's unleashing the beast. S her legs wrapped tight around me and I'm deep inside the wettest pussy I've ever known. she's moaning and writhing I know I won't last long, and every second my hands are on her warm silken body it's electrifying. shit, I've made a rookie mistake, went straight infor the sex with barely any foreplay. and I most definitely want to restrain myself and last longer than 3 minutes. I abrubtly pull out and say that I want to lick until she cums, she's game and I go down. I like to think I'm good at cunnilingus and I'm giving it my all. After a while she S stand it anymore, she swivels around and gets into a 69 position, pulls off my condom and takes my dick deep into her throat. She has given me head before but this time was like nothing else. Her tonuge is like midas touch. I'm about to blow my load again, and I feel bad about it because I really wanted to cum inside her (with a condom of course). I raise my head out of her sloppying wet gap just to hold off the inevitable. Then suddenly everything changes. I see my cousin just outside the door peering in. ah, wtf. I blurt out "What the fuck!!" and she knows she's been caught. There’s a bit of confusion I remember jumping up and running to the door. I am buck naked and out in public at this stage so I shout to her and she stops, it was this point I notice her panties around her ankle. She’s been fingering herself all this time. I catch her by the arm and just pull her back into the garage. SO the three of us are standing there I’m all enraged, and a bit shocked. I’m naked, S is naked, my cousin is staring at the floor blubbering sorries. I’m like “WTF, where you spying on us the whole time?” and she says “I’m sorry I just wanted to see what it’s like”. So there’s this pause, and no one knows what to say. My girls S is trying to cover her breasts, I’m just standing there won’t even bother covering my erection it’s useless. I’m actually surprised it hasn’t gone down, if anything it’s harder. Then I notice my cousin just staring at it, transfixed. S is also looking at my horizontal member, I notice she’s not covering her breasts so much, but playing with her nipples. Hot sweat runs down that amazing valley. Then S steps over to me and starts gently stroking my cock, she says “it’s good”, thinking back I gues she meant it like claiming her man. This is the point I realise she’s so turned on by the sex that she doesn’t want to stop. I don’t want to stop. My cousin doesn’t want it to stop. So then my cousin takes a step forward and smoothly puts her hand on my cock, she starts stroking it too. S is all defensive “WTF that’s mine?!” and my cousin pauses for a second and says “I just want to help you, she continues slowly and I’m not going to stop, this feels great. I remember clearly her small cold hand tightly griping my erection. Oh it felt good. I put my arm behind S pull her close into my side, reach down to grab both her ass cheeks. I look at my cousin with a kind of “What are you doing, You’re my cousin” look, but also “don’t stop”. S cops on and says is a coy voice “You like this don’t you? Two girls on you, we can pleasure you she moves her hand down to my balls. It was at this point my cousin starts pumping me faster and I can’t hold it back anymore. I know I’m about to blow so I pull back a bit and end up shooting hot cum all overs S’s stomach. At first it was an accident but she doesn’t mind, she holds me there squirting the last of it onto her hips. S has a proud smile on her, and she beams “wow, your cum, It’s so nice on me. My cousin is gone all quiet, she’s looking from my dripping cock, to S’s covered body. Then she asks “that’s’ your semen? Did you just orgasm?” What can I say to that, she’s so naïve. S gets in “yea we made him cum. Oh it’s running down, get something to clean it.” I reach for the towel, but before I do I notice my cousin bend down low on S. She’s just going all over licking up the stuff! I thought S would be shocked but she likes it. “oh hello you naughty girl” says S. and they both giggle. I’m new to having sex and so are both the girls, I guess we don’t know what to expect and what is normal.

Virgin adventures with my[23] reddit sex mentor[30] – Meeting and Lesson #1

Thought it would be fun to share these chronicles. Writing it all out so if it's too wordy for you, don't read. It's late and I'm just unloading as much as possible. Will edit later.

A little while ago, I posted looking for a fwb/mentor on reddit. It was done on a whim and I didn't expect anything to come out of it, but was ideally looking for someone nice, respectful, patient, and that I would be attracted to. My virginity has been a pain and I was looking to have a fun experience losing it and learning some skills along the way. Relatively untouched, my lack of experience made me self conscious and I wanted to learn from the right person. After sorting through many messages, one finalist stood out. As a poster in /massivecock, I was originally weary he would be too large, but he was funny, sweet, and very real in answering my questions. Confident, of course considering what he was packing, but not arrogent, and very laid-back. He made an effort to chat and ease my nerves for a full week before we met. We sent naughty photos back and forth and I was impressed with both his size and his sexy mischievous smile.