Spring Break with Stacy [MF], [FF], [MFF]

In my previous post about Stacy, I mentioned that it was the first of many adventures with her. This is one of those many adventures.

Since that first time Stacy and I had sex, we became really close friends. Nothing romantic ever happened between us, and most likely never will. We’re just not into each other that way. We just like fucking each other. But we still hung out a lot. One day, I was having lunch with Stacy before class, and she asked me what I was doing for spring break. I told her I didn’t have any plans, and was probably just gonna go home and chill there. She responded “Well that’s unacceptable.” Stacy proceeded to explain that her parents (who are disgustingly wealthy) own a beach house out in California that they rent out to vacationers. They were letting Stacy and any of her friends go stay there for a few days for free. Stacy invited me along, and all I had to do was pay for a plane ticket. I had saved up a lot of money from working over the past summer, so this was a no-brainer. “I’m in.”

Meeting up with a guy off the internet [FM] [outdoor] [public]

Hello once more!

I’m here with another story as I promised. This one was a few months ago and as you can tell by the title I met a guy off the internet. He was 2 years younger than me. Brown eyes, brown hair. Modelsque you could say. He looks a lot like Brick Danger, who by the way is my favourite pornstar.

Moving on, the guy I met lives approximately 30 minutes ago. We chose to meet one day which has been planned for several weeks in advance. We kept sending each others pictures, teasing each other and that Wednesday was the day. I picked the place, he picked the time, he picked me up and I navigated him to this single farmers track about 2 miles from a village.

So we pulled up and it was awkward at first. We just sat there talking for about 5minutes, I felt he was nervous so when he made me laugh (which is what he was doing a lot) I rested my hand on his left thigh and started rubbing gently. He stopped talking and looked down, following my fingers as i circled figures of eights around his dick. He moved his right hand and grazed my jaw, I looked at him and we kissed. These kisses were hot, passionate, and after every one I would bite his lip. We were both getting very horny and I could feel this moving fast so I stopped him and signalled him to the back seat of his car.

[f] Pleasing Myself at Work (Part 2)

Day Two: Today was interesting. Started off the morning wet and in need. Z had me edging all weekend and I feel desperate. I think he liked discovering how I sound when I’m holding off an orgasm. Says I sound like an animal in heat. He loves it. Says I sound like pure lust. Which makes me even more eager to withhold my orgasm to bring out my passionate screams.

I wanted to rub my clit on anything to relieve the ache.

Everything is sensitive. I’m uncomfortable sitting, standing, or walking. I really need release.

I was excited on Friday and now all my thoughts are of how I’m going to get to relieve my ache. I imagine bending over my desk with Jim at the door hiking my skirt up. I start going through every porn scene that involves a woman teasing and tempting a man on my drive to work.

As I sit down to work my boss wants to have an impromptu meeting. I text Z to let him know of my physical state and that I’ll text him after the meeting.

[FWB] fling with a friend. [MF]

I was going through a bit of a dry spell (drought is a more accurate term)… I decided that I would ask a friend of mine (Tay) who was no stranger to hookups for advice on how to go about it.

Tay is the same age as me, 24, about 5’8” and maybe weighed 130 pounds, with firm D cups and a great ass. She is slim and in great shape, with dark brown, shoulder length hair.

I messaged her on snapchat one day, “so hookups…. How would someone go about that?” She replied “With a random, or a FWB?” I told her with a random person, because I didn’t know any friends that would be willing to do that. She replied “yes you do.”

The “holy shit” alarms starting going off in my head. Not wanting to assume anything, and maybe playing a bit coy, I asked her what she meant. And she proceeded to explain that she would be more than willing to help me out.

Recollections of a girl I’ll call Kylie [MF][FWB][Fuckbuddies]

I first met Kylie (petite, blonde, smiley and like a catalogue model — or a cheerleader to my American friends reading) in Camden – I was helping run a monthly night we had on there, but mainly my job at this stage was to just generally be good vibes.

I was already pretty drunk that night, a good buddy at work was leaving so we’d spent a few hours in the pub. Happily for me I’m a good drunk, either through practice, physiology or mentality I’m not someone who changes personality, becomes belligerent, incoherent or any other unwanted Mr. Hyde type characteristics. I’ve had people say it took them 5 minutes or so of talking to me to realise that I was actually off my face.

Sticking my dick in Whaletail [MF] [Oral]

This part contains some uninhibited dick-ego.

So last I left off, I was in a FWB relationship with Crazy, who lived a few towns over. Crazy’s best friend was Whaletail, so called because her signature look was having her thong show above her waistband, much like Lita from the WWE in the late 1990s. She would often wear a g-string under her thong, as she considered the thong to be a fashion accessory and the g-string to be “real” underwear. Some people would call this a “trashy” look. Those people are stupid idiots. It was HOT.

Whaletail was 5’8″ blue eyed blonde with some wide hips, a big butt and D cups. She had a belly ring and liked to show off her midriff. She was much more subdued than Crazy (then again most everyone is), but she definitely fueled Crazy’s fire. She would egg her on and put bad ideas into Crazy’s head.

Personality wise, me and Whaletail had almost nothing in common. It was very difficult to hold a conversation with her when Crazy wasn’t around. Sexually though, we were extremely compatible. One day I was hanging out with Crazy during one of the “on” periods with her baby daddy (thus no fooling around on our part) and out of the blue she said

[MF] a lily in the dungeon (consensual kink, public play)

Despite being actively kinky all of her adult life, Lily — the girl from my post “[into the woods](https://www.reddit.com/r/gonewildstories/comments/69ni95/mf_into_the_woods_kink_semirough_public/)” — had never been to a BDSM club. It was time to change that.

For those of you who don’t want to read that story: Lily (not her real name) is a submissive masochist into rough play, breath play, spanking, and so on. She’s 5’4 with brown hair dyed red and long on top but shaved on the sides; she has light-brown eyes and cat-eye glasses, an adorable little septum piercing, and a smile to kill for. Oh, and a wonderfully curvy figure (she says she’s 170 pounds) with a perfectly spankable backside. She’s 27. As for me: I’m 38, six feet tall, bald (shaved), with blue eyes, glasses, and a beard. I qualify as a BHM, if that matters.

Lily has two jobs; one is as a waitress. Even though she was scheduled to [clopen](https://www.urbandictionary.com/define.php?term=clopen) Saturday night and Sunday morning, she still wanted to go, so we firmed up our plans. However, as usual, something got in the way. In this case, it was her last table at work: a large table, all of them with separate checks. But she did finally escape at 10:30 and head toward my place.

Rainy summer days [mf]

It’s a humid day as I get in my car to pick up my boyfriend. I slide into the drivers seat and back out of the driveway. We’ve been debating what to have for dinner since this morning and I let that mull over as I drive down the highway. The air conditioning doesn’t kick in till I’m halfway there and I can feel myself getting sticky.

I pull into his driveway and shoot him a text to come outside. He comes out in a black t-shirt and grey shorts… He looks good.

“Want to chill for a bit before we eat?” He says as he closes the passenger door.

I nod as I pull out of the driveway. We usually hang out at the school behind his house so I pull the car into the parking lot and park beside the building. Noone ever comes to this side of the school and we take advantage of it.

The sky starts to turn grey as I shut off the car and hop out. He follows me to a blue picnic table as we sit down and start talking. Suddenly I start to feel drops of rain on my thigh.

Helping out a friend [MF]

I knocked on Kimmi’s front door and waited for her to answer. I was picking her up to go to a party, but there was something else at work as well. She answered the door the door wearing a short black and white dress. After she greeted me she turned to walk down the hall and I followed. She lifted her dress just enough to show me that she wasn’t wearing panties. How did I end up here.

Kimmi and I were always flirtatious and had begun unintentionally spending more time together. We were both on the board of an organization and saw each other weekly. She would sometimes sit next to me at meetings. I would put my hand on her leg and rub occasionally. She would do the same. It was harmless.

My first trip to a sex club [Group]

I was in Denver a few years ago and had been penned up in the hotel room working remotely all day on a Friday. Browsing through Craigslist’s Casual Encounters I came across an ad asking if anyone wanted to go to the costume party at the Scarlet Ranch. A quick search showed that it was a classy sex club in town. At this time it was still located in town (it’s since moved out to Littleton). On a whim I sent a short reply from my anonymous email account telling a little about myself (42, in good shape) and offering to send a picture, jokingly adding I would only send it if she didn’t ask me to join her website. I was figuring nothing would come of it. The next day I got a reply from a woman named Kate asking for a picture. She sent me a face picture and seemed real and was not unattractive. I sent along a picture of me rock climbing without a shirt and she requested a more complete picture so I took one in the bathroom of the hotel for her. Emails went back and forth discussing what we were into and it emerged that she would do basically anything. I was welcome to fuck her anywhere I wanted as long as I used a condom for anything but oral. She was also apparently a squirter. More pictures showed up confirming she wasn’t skinny. Not fat, but chubby. It was something I’d wanted to check out, and if worst came to worst I’d walk out $100 poorer with some STD.