Embarking on a new (con)quest – Part 2 (F/M)

As I mentioned in the previous part of this story (https://www.reddit.com/r/gonewildstories/comments/45m1wg/embarking_on_a_new_conquest_part_1_fm/), I was left feeling pretty horny after my early morning wake-up call – although I was somewhat glad I didn’t turn down the opportunity to be eaten out dressed as Asuna from Sword Art Online (http://i.imgur.com/cmaSM71.jpg) within an hour of donning that outfit for the first time, I couldn’t pretend that I didn’t want more.

Luckily, I’d had another fruitful Tinder match the night before – another guy in his late 20s, and a tall, blonde-haired and good-looking man who I’d spent some time talking to and gotten on great with. He was also more than a little enamoured when he learned what cosplay I’d be wearing on the day of the event, and as it became clear that my early morning encounter would be nothing more than a quick affair, my plans with this second guy became more of a “main course”.

I’m sorry for being a bitch.

I rent a room in an old three-story house along with several other college students. There are only two rooms in the attic, one is mine, and the other is currently rented by a new freshman since last August. Let’s name him, Nerd. That’s what I call him anyway. He’s kind of an awkward guy and I never really respected him.

As you guys probably know, it was the Superbowl last week and we threw an insane party. Everyone got drunk and near the end of the party we decided to play Truth or Dare when there was only about 14 people left. Unfortunately, one drunk guy decided to have Nerd join in as well.

So we played Truth or Dare and the typical perverted shenanigans ensued. When it was Nerd’s turn to spin the bottle, it landed on me, and I decided to pick dare. “Oohhhh, sheeeeet!”, “Tell her to suck your dick”, “Tap that ass mothafuckaaaaa”, etc. etc. Those were just some of the comments that all the drunk clowns suggested to Nerd.

Nerd was all red and nervous and finally blurted out “I dare you to strip naked.”

My [F]irst story … A[ff+f]ter the Halloween Party

*I’ve been, shall I say, enjoying the literature here for quite a while. I figured I was long overdue to start doing my part. Any feedback will be gladly appreciated.*

I don’t even know where to begin. The night itself is still something of a jumble thanks to the cider and punch I had helped myself to more than my fair share of. But at least I was in better shape than Emma. She certainly wasn’t my date to the party. After all, it was at her sister Laura’s house, and Laura and I knew each other a lot better than Emma and I did, but somehow keeping an eye on Emma became my responsibility. In any case, Emma, Laura and I are the major players in what unfolded, so I should probably start there.

First time sharing my wife

“Would you like me too? Really?”

My wife Anna and I had been married 11 years before she first brought up the idea of her having sex with someone else outside of the bedroom. We had a robust fantasy life, dirty whispers to each other when the lights were off about making her a slut, sharing her with other men. But for the first time, she was talking about it out of the bedroom, lights on, full daylight over a leisurely breakfast, coffee in hand.

It didn’t bother me. On the contrary, I felt the tickle of butterflies in my stomach, the same thrill I felt when we were first dating, as she told me she would consider doing it for real if I was into it. Her eyes locked with mine over the steam from her fresh cup of
coffee, sexy and alive, challenging me to match her boldness. She was naked under her slip and I could just make out the outline of her breasts against the purple silk, the hardness of her nipples. I felt my throat suddenly go dry.

“Yes”, I said.

She smiled. “Good. I want to. And I want you to watch.”

Thursday of my[F] sluttiest week, my first threeway(MFM)

My last post(the start of the whole story) https://www.reddit.com/r/gonewildstories/comments/450qeu/fmmm_the_sluttiest_week_of_my_life/

Thursday-the threeway

Late on Wednesday night after my experience with Jack I was all kinds of emotional, I felt happy, ashamed, excited, a little sad, but exhilarated by my time. I kik’d with Jack some more and decided we would actually meet up and I could stay with him at his place Friday through Sunday, we started exchanging pictures when I got a message from Mike. It was something along the lines of “I know this is weird but my roommate keeps talking about you” so we started talking and I told him about my fantasy of being double teamed. He told me that he would talk to his roommate.

Prostitution and art of servicing the low grade manipulator.

Bill works in sales. He’s a long time user of prostitutes and a regular customer of the agency I work for, so he fancies himself as a savvy consumer.

I mention that he works in sales because it’s the most significant thing about him. In fact everything with Bill is a negotiation, everything is a battle of wills.

The management came very close to dropping Bill as a client on several occasions (for various reasons). The main reason they didn’t, is because while Bill himself isn’t particularly wealthy, he has referred a number of wealthy clients.

However despite that he’s always threading that line that if he crossed would end up with the agency cutting him off.

The biggest thing with Bill is that girls finish a booking with him, regretting that they agreed to do certain things. While someone might agree to do something with Bill at the time, later reflection can often bring a combination of WTF, regret, and anger.

So there’s only a few girls that the agency will now send for outcalls with Bill and I’m one of them. I do them largely because I get to pick when I go, rather than sitting around in one of the agency apartments waiting for a booking.

He asked and I said yes [F23/M23]

This is a story of hooking up with a guy I had known for about 7 years as a platonic friend. His name was Brian, and we first met in high school, although we didn’t really run in the same circles until college where we became close. High school he was like an acquaintance, someone that you might say hi to or not depending on the day and whether you were already talking to someone else. When we found out we were going to the same college we became closer, and by about midway through freshman year we were good friends. At first there had been a decent sized group of us that came from the same high school, but as people acclimated to their new lives and new identities, it dwindled to just a handful. Brian and I were hanging out a lot at that point, and he was one of my best friends. I must admit, on a couple of occasions I even said that he was like a brother to me.

Immortalizing my [m]an’s [f]at cock….with pictures and a video. xpost from /r/hastories

/u/highavailability wrote very eloquently about [our trip to the sex shop](https://www.reddit.com/r/Hastories/comments/453bot/a_trip_to_the_adult_novelty_store/) and subsequent purchase of [this gem](http://www.amazon.com/gp/product/B000NBN25Q).

I’ve mentioned before that I’m not a big fan of toys or masturbation. Typically, I can’t get myself off at all, or if I do, it’s not incredibly satisfying. This is most definitely a double edged sword. On the plus side, I love that HA can do things to me that I can’t possibly do to myself and that he makes me cum so much harder than anybody ever has before. Unfortunately, though, it makes the time when we’re apart that much worse. I can’t remember which one of us initially suggested it first, but we joked for a long time about me needing an HA dildo. As is typically the case with us, ridiculous ideas have a way of becoming realities.

So I ordered the “Make your own dildo” kit with one day shipping. It arrived, and the instructions are more complicated than you might expect. I don’t think this is a project that you should undertake solo. Basically, you have exactly 2 minutes to add the mold powder to water (at precisely 90 degrees), mix it for 45-60 seconds, get a raging hard-on, pour the mixture into the casing, and [insert your hard cock.](http://imgur.com/jzJ10jM)
Basically, HA said “you suck, I’ll mix.” That’s exactly what we did, and spoiler alert: it worked beautifully.

Embarking on a new (con)quest – Part 1 (F/M)

Convention season is rolling around again, and although I couldn’t persuade any of my friends to go this time around I was determined to head to the first even of the year – a one-day affair a couple of hours away from me, but not too expensive to get to and find a hotel at thankfully.

In my bag for the trip was a new cosplay outfit for the occasion – Asuna from Sword Art Online. As much as I love it, I was a little hesitant to buy and wear this one as you see hundreds of them at every event, but as my friends had reminded me that I should wear what I want even if it’s not unique I figured what the heck and bought it.

Arriving late in the evening and with nothing to do after finding somewhere to eat, I found myself on Tinder swiping and matching away. In no time at all I’d been messaged by a very enthusiastic sounding guy – late 20s, bearded and tattooed by very attractive to me – who was keen to know about what I was up to and how long I was in town for. Unfortunately he wasn’t available at all until after I was leaving for home but for one small window of opportunity – he was literally passing by my hotel early the next morning on his way to work…

[M]y bosses daughter gets [f]ucked in his wine cellar during a work event

True story with names changed.

I used to work for this rather large company. Our local office however only consisted of about 50 people. At an office of about 50, you get to know your coworkers and bosses pretty well….along with their families…

Every few months we would have some office event to boost morale. In our industry, it was needed to keep employees happy…sort of. This story is about Erin, the biggest moral boost I think I’ve ever had because of one of these events.

Erin was a young fresh faced 21 year old girl whom had just graduated college in New Jersey. Some fancy college which only daddy could pay for. He happened to be a big time partner at our company. She had just returned home for the summer and would be back for about 3 months before she would move back to Jersey for work.

At one of these summer “morale boosting” events, she was lounging in a pretty all white dress that showed off her volleyball body. I had to keep myself from openly staring as her legs went on for days.