Tag: Group

Becoming a bit of a whore – [Group] [First-time] [Virgin] [Anal]

A lot of people have been asking me to repost this story, so here goes. It’s about how I lost my virginity, both vaginal and anal, in College.

Before college, no boys ever noticed me. I was too busy to have a boyfriend. Always studying. Going to after school activities. Anything to get into a good college. The boys only wanted the pretty girls. The cheerleaders. When I got to college everything changed. In one class, my engineering class, I was one of only 5 girls. Soon 3 dropped out. Suddenly I was the center of attention. Everyone wanted me to join their study groups. These 3 cute guys always sat next to me. From the beginning. I also had Math and Physics with them. So we always sat together. Two of them were roommates. The third was next door. My room was one floor up. We hung out a lot together. Read more »

I (23/F) Cheated with my Snowboard Instructor [MF]

This was just last week. I’ve been thinking about it every since, and obviously can’t talk to anyone about it so I figured this would be a good way to share since it was one of the most amazing experiences of my life!

We were on a ski/snowboarding trip in the mountains in BC (that’s about as specific as I will get to protect his identity). It was my fiance and I, as well as a few of his friends and one of their girlfriends. We rented a condo right on the hill, so it was 5 days of skiing, hot tubbing and drinks. My fiance both skis and snowboards, where as I am an experienced skier that just this year is attempting to learn to snowboard. I skied for the first 2 days, then on the 3rd day, my fiance agreed to hang back from the rest of the group and try teach me to board. That’s where thing started to go wrong! It’d be an understatement to say it didn’t come natural to me, and I could tell he was getting frustrated, then I was getting frustrated at his frustration and my inability to catch on. By the end of the day, I had enough and I’m pretty sure he was regretting getting me the snowboard for Christmas. We were barely talking to each other. Read more »

[Group]Thanks for the Treat

I was forever a shy teenager who’d gotten more than expected attention from boys for my gorgeous body under those sweats. Fairly tall at 5’11”, strawberry blonde waves and a 34C over a 24inch waist with an applebottom (my nickname with friends) didn’t distract me enough to pursue my education very very seriously and I’d had no time left for a boyfriend. After graduation, I landed my first real job as a teacher and went out boozing mid week to celebrate with my best friend Annie. Before leaving home, she’d emotionally blackmailed me to promise I’d let go of my inhibitions for the night if I cared for her, though the night had been pretty tame. It was late, I wasn’t very drunk yet and Annie being the wild child she is was having her go at some stranger on the dance floor. As I sat fiddling with my drink at the bar, a tall sharply dressed man plopped on the seat beside me. “So, you ready for it?” he looked at me with a twinkle in his eyes. I gave him a sharp stare and said nothing,that sounded shady as hell. But then the man nodded his head towards the dancing Annie and repeated “You must’ve heard of it?” which is when it hit me Annie might’ve set me up for some wild dares. Feeling quite reckless before my mundane job routine began, I replied “Yeah, I’m up for it”. I must’ve been hit up more than I thought, for I signed a document he conjured up the next instant. It looked legal enough and I was waiving off rights to press charges for what I was partaking would result to but I figured it was just some part of a kinky game. Read more »

[MF] Department Store Dressing Room Fucking

One more story (for now) involving my cougar girlfriend “Jessica”. For those of you who don’t know, she’s 47 and I’m 21. She is a total hottie who has a 27 year old body complete with 10/10 ass and legs. Her tits are normal sized but nice. She’s Latina with perfect skin and a beautiful face especially when she smiles. About a month after we started dating, she wanted me to go shopping with her. I said to myself, “Shit. This is going to be a waste of a perfectly good Saturday.” But I was still trying to impress her so off to the fucking mall we went.

So we got there and went into one of the higher end stores. The sales lady was this old no nonsense bitch who reminded me of my third grade teacher. Jessica picked out some outfits, mini skirts, jeans, stuff like that and took them into the dressing room with her. I sat in one of those chairs they have for the guys to sit in while their SO tries on clothes for hours on end. Read more »

Battle Rayale Part II: Beauty and the Beasts [FMMMMM] [Mdom] [Fsub] [blowjobs] [training]

Ray wakes up on soft, crisp sheets. She can still smell the dryer scent on them. She breathes in deeply. Slowly opening her eyes Ray takes in the room. The large fairytale bed is surrounded by beautiful furniture and the windows had long, white curtains. Jonathan is sitting on the bench against the wall by the foot of the bed. “I’m so sorry. I was listening. I just love your breath.” he drops his hands from his chin, arms dangling from his knees. He stands approaching the bed, where Ray lays in a silk teddy. It’s a soft pink with a plunging neckline and a revealing cut on the hips such that Ray’s hipbone just peaked out from the black lace accent. The feather duvet is pulled up to Ray’s waist.

Jonathan steps closer clenching and unclenching his fists. He looks like he’s fighting something. “The even rhythm of your calm, placid breaths… it reminds me how delicate you are, how in a single moment it could be taken away.” He’s at the edge of the bed now. Ray pulls herself upon her legs. Jonathan growls. He loves her in this position. Deep in his throat a rumble grows. Ray’s heart skips a beat, pulling in a gasp of air. This makes his cock twitch. A fat, juicy vein on the underside of his sex pulsed. Another visceral growl from deep in his chest. Jonathan looked down at Ray. Perhaps it was the lighting. Maybe it was seeing her out of the Gridiron uniform and in this soft, feminine teddy. But she looked different. Read more »

Roommate [F] caught me [M] masturbating [college] [inexperienced] – Part 2

Link to Original Post here: https://www.reddit.com/r/gonewildstories/comments/59t4ga/roommate_f_caught_me_m_masturbating_college/

Holy crap Reddit. Sorry for not posting for so long – some big things happened in my life just a week after my original post, and I completely slipped on updating this story. Things are still settling, so I’m not sure when I can post again, but I had a free night and wanted to post part 2 of my previous account of my sophomore year of college.

Once again, same warning: not the kinkiest story around, just the classic story of a boy jerking it to a girl. And be prepared for a lot of jerking (seriously, a ton). Also, Part 2 is LONG AS HELL. A lot of setup took place before the next big thing happened between us.

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At the end of my last post, I said the embarrassment was gone once I had caught Vanessa masturbating after she caught ME dick-handed in the bathroom. Well, I was wrong. By morning, I was so completely ashamed and embarrassed that I didn’t even come out of my room. I had absolutely no idea what to say, and even less idea of what to do. But all I know is that I was completely blindsided – Vanessa was SMOKING HOT and I couldn’t believe that I hadn’t seen it before. My Sunday morning was filled with two cycles of embarrassment followed by replaying the events of the previous night followed by jacking off followed by deep shame. Rinse, repeat. Read more »

Electrostim Orgy at a sex club [group]

This is a story about going to a sex club with my GF Jezibel about Halloween 2016. See my older story for details on her. We had gotten a taste of electrostim play on 2 prior sex club visits and liked it, but it was nothing like this event. By this time we had an electrostim toy and had set off the fire alarm at our hotel room with it the week before.

We had just met Jim, the house electrostim guru at a party the prior week. We returned the following weekend, hoping to see Jim again. He is a 30ish guy with a selection of fancy electrostim toys. He seems a bit lost in life, but really knows how to deliver a shock.

We actually got there a little early and ended up in line out front for a few minutes chatting with a nice couple. Once admitted, we checked in our wine, got a drink, smoked a bit of weed and headed up to the upstairs dungeon. To our delight, Jim was there again. We chatted with him a bit. He let us know that our brand of electrostim toy often sets off fire alarms due to ozone. Jim agreed to another electrostim session with her once he was set up. We did a bit of flogging on the bondage furniture they keep upstairs while waited. Of course Jezi came, especially when I held her hip and flogged her. Her cookie was coming on and she was ready for just about anything. Jezi was wearing a light body stocking and a shoulder harness at this point Read more »

A quick convention sit-down… on a lap [FM]

Although I really should be spending my time on more important things as the stress ramps up at uni, the very same stress means I want to make the most of anime convention now that it’s getting into full swing for the year, and last weekend took me away for another weekend of cosplaying and hanging out. Although only one of my usual group of friends was going, some people I hadn’t seen for some years were heading to this particular convention, and to be honest I wanted to catch up with them over and above anything else – as a result, I didn’t do more than having a cursory, curious look around Tinder and wasn’t really planning any adventures this time around. Of course, plans like this can change at gone 2AM on a Sunday morning…. Read more »

[FM] My first time [cheating] with a friend’s husband

Ok a little bit of a back story, I was over at some friends’ house with a group of other people drinking and playing cards. My hubby was out of town on business, but everyone else there was either married or in long term relationships. I wasn’t thinking about hooking up with anyone. I was just there to have a good time and hang out with our friends instead of sitting at home bored and lonely. As the night wore down more and more people started to leave and finally it was just me and the couple who hosted the evening. I was stalling because I didn’t want to go home to an empty house, and maybe because I had drunk a little too much – they offered to let me stay the night in their spare room. After the customary back and forth with the, “oh no I shouldn’t” and the, “really it’s no trouble” I happily passed out in the guest bedroom. Read more »

Getting Naughty in Nawlins [MF][swing][bd][Fsub][Mdom]

My heartbeat quickened as the signature architecture of the Vieux Carré, also known as the French Quarter, came into view. My palms felt a little sweaty, and I wasn’t sure if it was the balmy night air, or my nerves. You were chatting casually with our taxi driver, a long time resident of New Orleans who had been through it all, but I wasn’t listening. Lost in my own thoughts I was thinking about what the next few days would have in store for us It was our first time at Naughty in Nawlins, an internationally known lifestyle convention, with over 1,000 couples slated to be in attendance. We had played with a few couples before, Ben and Jessa, Enzo and Vitória, but this was going to be Swinger Central, and we were definitely fresh meat.

“Are you coming, love?” my cab door opens, and I suddenly notice we’ve arrived at our hotel. I step out of the car and into your embrace as our cabbie grabs our bags from the trunk. You kiss me softly on the top of the head and breathe me in. This brief moment reconnects us and once again, I’m feeling excited and confident, my nerves melting away in the sultry night air. I tilt my head up to smile at you and kiss your full lips, and take your hand in mine, and lead the way into the lobby. Read more »