Office Night Out Goes Bad (2k words, x-post from r/DirtyWritingPrompts)

She came to slowly, through a fog, a burgeoning hangover the first thing she noticed.

Jenna was no stranger to waking up with a hangover. The pounding head, the dry mouth. She reached out for her phone, and that’s when she felt the cold rough surface of office carpeting. Her eyes shot open. Again, for not the first time in her life, she had no idea where she had woken up. But this time she was not in an unfamiliar bed laying next to someone she didn’t know. She was laying alone on a hard floor. She was underneath a desk.

She felt around her, groping in the cold morning light which was just beginning to shine through the floor to ceiling windows. She peeked out from under the desk. It was her own desk, she realized. The open plan office in which she worked every day was empty and silent around her, save for the noise of some fans and computer equipment. It was Saturday morning.

Quality time with my wifes friend [MF] Long

I didn’t want to split this out into little separate posts so here is one long post about last week.

TL;DR: Chelsea tried more ass play, Amy gets some help recovering from jet lag, and two drunks have loud sloppy sex in our guest room.

Monday:

Amy woke up early to fly out for the week for meetings reminding me to make sure I made time to see Chelsea this week. We talked about our plans and Amy mentioned to keep her updated.

That afternoon I sent a text to Chelsea asking if she would be around that night. She replied back a few hours later apologizing saying that she had promised to go out with her coworkers to for happy hour. I went about my day slightly disappointed but kept myself distracted by welcoming back the fit college students who were back from school to workout.

Around 6pm I finally left to head home home to shower and take care of my frustrations while I fantasized about the college girls at the gym and Chelsea.

Tuesday:

Uber Slut and the Ass Fucking Stud [FM]

Hi Y’all,

A few weeks ago I put an add on Reddit for a Random Act of Blowjob. I received a lot of great offers but only was able to say yes to one local guy who I met at a nearby park.

Another guy in particular though was very persistent and kept sending me messages saying he’d love to get an Uber ride and have some fun. He was in great shape and had a lovely thick, long cock that he’d sent me a ton of pictures including some hot tributes with. The thing that motivated me the most was that he told me he’d do anything for me.

I decided I wanted my ass fucked by this stud so I agreed to meet him.

He was a student at the Univ of Wash and I picked him up at an apartment near the campus. He told me about a parking lot area that was semi secluded by the universities golf driving range. We were soon over there and I was in the back seat making out with this hot college stud. He had me naked in minutes and was sucking my tits and fingering my very wet pussy. I then surprised him by getting up on my knees, turning away from him and bending straight down.

The time my fwb/ex convinced her friend that I would be a great judge for a BJ contest – Part 2 [MF][Cheating]

I’m very sorry I left you all hanging last night, I know it’s a poor excuse but I did indeed spend over an hour writing and needed to head to sleep. I always scoffed at other r/gonewildstories submissions that cut off half way, and then I got to that moment in my story and it was the best break I was going to get so I took it. Anyway if you’re not caught up part one can be found here:

[Part 1 right here!](https://www.reddit.com/r/gonewildstories/comments/c1jezb/the_time_my_fwbex_convinced_her_friend_that_i/?utm_source=share&utm_medium=ios_app)

So where did we leave off? I believe Kaity had just upset Anders with an impressive depth display and some playful negotiations after the official contest had ended. Before we jump into the next stage let me lay out some quick background about the three of us. I had recently fallen out from the church/diet-cult we were a part of and had been taking advantage of the new invention of tinder (yes that was not my first play through of DA2) so I had gotten a little bit of sexual experience under my belt. That does not mean much however, I’d lost my V-card in my mid twenties within the previous year. To my knowledge Kaity and Anders we’re still members of the church, and even though Anders and I had spent countless hours of carnal debauchery together, she was still technically a virgin(something she was very upset about, but due to our complicated relationship I felt guilty relieving her of). Kaity I was less sure about, but the last few minutes of her throat and tongue on my length had opened my eyes to the fact that her small group teachings may have missed their mark.

The Best Way to Spend Father’s Day is with a Cute Little Slut That Calls You Daddy [MF]

It’s never fun to be on the road for Father’s Day. So if you do find yourself waking up in a hotel room alone, I suggest doing what I did – finding an 18-year-old virgin to face-fuck.

I’ll be honest, when I first started chatting with her, I didn’t know she was a virgin. I knew she was young, deep in that “old enough to be my daughter” range (I’m 40). But she posted some cute nudes, and I wanted to use her.

Her main limit is that she did not want to fuck. And I’m happy that she trusted me to not fuck her. We had plenty of things to do instead.

She was naturally nervous when I found her in the lobby, both tense and slightly shaking. I gave her a hug. On the way to the elevators, I was annoyed when I realized another older man was going to be in the same car as us. And worse, he was going to the exact same floor. So now we had an awkward silence to deal with as we waiting for him to go down a different hall.

Drinking games lead to nudity and much more [MF] [MFF]

Back when I was 23 and living down in Florida, I had this unbelievable night which was the closest I’ve ever been to a threesome. We were drinking at my friends apartment, and it was myself, two other guys and these three sexy 19 year olds. We’re playing tons of drinking games, and my buddy and I skunk these girls in beer pong. I told them, “You know the rules ladies, that’s a naked lap around the apartment.”

One of the girls said no way, but this short and tight blonde named Cindy said she would do it. She starts stripping down right there, and her body was amazing. She had a very tight body, and her tits were so perky with these little pink nipples. She looked at me and said, “I guess you have to make sure I do it, so you’re coming with me.” She starts running out of the apartment, and I’m in hot pursuit. It wasn’t long before I was running with a raging hard on, as I was staring at her tight ass the whole way. She made it the whole way around the apartment and I had to tuck my boner back when we got inside.

[M]ore wild [f]irsts

Sooooo, the second time we met up.

First time is [here](https://www.reddit.com/r/gonewildstories/comments/c1dqdy/i_had_four_firsts_in_the_same_night/). (Pun intended)

This time, it was quite late. We just hugged when we saw each other, it didn’t feel right to kiss him right away even though he certainly would have been up.

He sorted his stuff out, since he had just gotten home from training. He asked me how the traffic was (I live 2,5 hours away) and if I was hungry. We sat outside for a while, basically catching up, because we don’t like texting very much, which always gives us something to talk about. Then went to his kitchen, I sat down and he got to cooking, giving me stuff to chop in the meantime. He made cocktails again, but only two.

After some talking and joking around, he put a hand on my chair and finally leaned in for a kiss. I immediately complied, I was longing for him and felt my lower abdomen contract full of desire. I touched his face with my left hand and kissed him slowly and sensually, while he started using his tongue and touching me all over. My breathing got louder and I whispered ” I thought you wanted to cook”, with no intention to stop kissing him whatsoever. He stopped suddenly, frustrating me.

Master May I [MF] [First Post]

“Kana, I asked you here to discuss our status…” Spoke a tall brunette man, his gaze fixed on the girl kneeling at his feet. She was dressed like an absolute slut, her round breasts fully visible through the sheer material of her pink crop top, save for heart-shaped patches covering her nipples. Her shorts just barely fit over her fat ass, and did nothing to conceal her thong.

“I see you’ve worn the outfit I picked out. Did you get any stares on your way over?” he inquired, raising an eyebrow.

“I got a few… And one lady looked at me like I was possessed.” Kana scoffed, shaking her head a bit.“Well, get used to it, pet. I’ll be picking out your clothing from now on.” He sighed softly, reaching over to ruffle Kana’s hair as a smile broke out on her face.

“You mean… You want to be my Master?” She grinned up at him, receiving a mild smirk in return.

“Yes, sweetheart. I’ve decided to make you my property. I’ll be making your decisions from now on, so don’t worry about thinking too hard about anything.” His hand slid from her hair to her chin, cupping her face and making sure her gaze was fixed on him.

Dreaming of a friendly doctor [MF]

So, I had this vivid dream a while ago and a few times since, so I thought I’d share it out as it involves a very close friend of mine, lets call her Mia, now Mia has shown no interest in becoming a Doctor, however we do flirt a lot, which is why dreaming of her has gone from casual to sexual.

Maybe I watched too much porn, but the dream started out with my in a doctors office, I was sitting on the table just in my boxers, when the Dr walks in. Average height, long blonde hair, big tits and tiny ass… but I recognised the Dr, it was Mia!.

She recognised me as well and smiled as we said our hello’s, however I was sitting there in my underwear. When she pulled my file up to see why I was there, apparently I elected for a cock surgery to get bigger.

Mia giggled and asked to inspect it, saying “Well I need to see what you’re working with in order to advise if this surgery will work”

So I took my cock out, wasn’t hard or anything, which she said “That won’t do, I need to see what it looks like fully erect”

[M]y attempt at a “per[F]ect week”.

For those not in the loop of what a perfect week is, its sleeping with a different girl every night of the week. So, 7 girls in 7 days. This is my story at taking a shot at the perfect week. TL;DR at bottom.

This was about 4 years ago now. I was in college, my roommate had just moved out and I was having a fun time using Tinder to its fullest. Now as you know it is kinda difficult as a guy to get girls to match, much less get them to agree to meet, and even less likely to end up sleeping with them. So my prep work was about 3 months of chatting up girls, setting up times, going on dates, etc. etc.

Quick bio: I am pretty much the definition of Average Joe. I’m 5’7″, 170lbs , brown hair, brown eyes, 6″ dick. I had built my tinder profile to be extremely open to what I wanted, and it seemed to work. I was taking a semester off from school to work so that I could pay for the next semester, which meant working the afternoon/night shift. I usually got off around midnight or so. Pretty good time to get off and meet up with girls in a college town, or get up early and do something in the morning.