Sometimes when you don’t know where to begin, you should just dive on in and let the narrative build around you. I’ve been wanting to write about this weekend ever since it happened over a month ago. It was beyond a doubt the best, most epic weekend of my life. Perhaps I’ve struggled with it because to finally put it all down in words would somehow diminish the greatness. So much occurred in the short span of a few days that it’s hard to capture it all. Some basic details… A night of karaoke and drunken debauchery, followed the next day by a posh 2-bedroom villa at a resort in Orlando, friends from near and far, the love of my life, my first limo ride, and a trip to a public dungeon…
Our weekend began Friday afternoon when Lucy picked up Alan from the train station and Tammy from the airport shortly thereafter. I met up with them at Cracker Barrel so we could all eat, and then went on a 3-hour long shopping spree. The part of sugar mama was played by Lucy for the weekend. Once we were all shopped out, we came back to my place to rest for a bit before getting ready for Fred’s karaoke birthday extravaganza. Our later dinner of Chinese take-out made us all fatted up and lazy, so we were slow getting ready. And by us/we, I of course mean me.
So we were late to the party but we hadn’t really missed much. The party didn’t start in earnest until we arrived. Many drinks were consumed and some amazing song renditions occurred. Standouts included Alan’s cover of “Dancing in the Dark” by The Boss, Fred totally rocking AC/DC’s “Big Balls”, and me vamping it up with “Sweet Transvestite” (accompanied by a sexy striptease from the birthday boy). The highlight for me was when my love gave the best performance of all… “Boyz in tha Hood” by Dynamite Hack. I literally fell to my knees before him. It was one of the greatest moments of my life up until that point. And illustrates perfectly one of the many reasons why I am so madly in love with him. He’s just so completely swoony!
Everyone but myself and 2 others were pretty thoroughly trashed by that point. Luckily I’d had had the foresight to stop drinking way earlier because someone had to drive. As it was, there was still one person from whom we practically had to steal her keys to get her not to drive. Then we had to figure out arrangements because we were technically short a car. The result was that Alan drove my drunken friend home and I ended up with a drunken orgy between Fred, Tammy, and Lucy in the backseat of my Jetta. Which was an incredible experience by itself. Just imagine live porn happening and you can listen but not watch. It was like a live episode of Sonic Erotica‘s Aural Voyeurism. Somehow I managed to get us safely back to my house.
Disappointing though it may seem, I was largely uninvolved in most of the debauchery that evening. While my love and I attempted to have some fun of our own with one of my lovely girlfriends, Jane, it was not meant to be that night. It had been a long, exhausting evening, so he and I were too tired to even attempt anything with each other instead. He quietly passed out while I took our girl home. By the time I made it back to my house, there was barely an hour left until sunrise. Fred & Lucy, upstairs in the loft, and Alan & Tammy, downstairs in the living room/office on an air mattress, had finally fucked themselves to sleep. I got undressed, crawled into bed, and was quickly asleep.
Being that I was up until almost sunrise, I slept until around noon. Lucy had taken Fred back to his truck at some point in the morning before I arose. As I mentioned, there had been a large amount of alcohol consumed by all but myself and Alan the night before and as such, everyone but the two of us was hungover. My poor Roland was in bed until almost 3 in the afternoon. Although we had a 2.5-hour road trip ahead of us that day, no one was really in much of a hurry to get going. We were all struggling to recover from the night before.
Sometime in the afternoon before Roland got out of bed, Tammy and Alan started feeling frisky again. Tammy took his hand and started to lead him up the stairs to the loft. I was sitting at my desk downstairs, mucking around the internet, trying desperately to secure my tickets to Bonnaroo. Due to heavy traffic, the ticket ordering page kept timing out before I could complete the transaction. Before she reached the foot of the stairs, I stopped her. “Why are you going upstairs? Are you shy all of a sudden? I don’t mind watching.” I motioned to the air mattress, mostly deflated, still lying in the middle of the floor. They looked at each other, stripped, and quickly got to it while I watched and Lucy sat nearby, doing her homework on her laptop.
I had been chatting with Jane online and mentioned what I was watching now. She was a little bit surprised when, after securing permission from the couple fucking on my floor, I asked if she and her husband, Clayton, wanted to watch on my webcam. Of course they readily agreed, although they both got too shy and embarrassed (or maybe it was hot and bothered) to watch for long. A few minutes later, Alan decided to get up to go grab his camera. Completely forgetting that I was working on a timed transaction, I took this opportunity to get on the floor and give Tammy’s pussy a good licking. She was just starting to moan and get into it when I remembered what I was supposed to be doing and had to jump back to my seat at the computer, apologizing profusely as I did. It mattered not because Alan had returned and slipped his big cock right back into the place where my tongue had just been, passing his camera to Lucy.
It was about that time that Roland finally emerged from the bedroom. I don’t know if it was the commotion that roused him or if he was finally feeling better. His only response to walking in on the decidedly hot live porn action happening in our living room was, “Well… okay then.” He carefully stepped around them and a seat as his computer desk, which was adjacent to mine. I think that might have been one distraction too many for them, or maybe they were still fucked out from the early morning hours, because they gave up and put their clothes on.
Eventually we did start to get the show on the road. Check-in for our villa was supposed to be at 3pm and there would be a limo arriving at 8pm to take us to the dungeon. Lucy, Tammy and Fred kind of collected and threw their stuff together into the car and left, opting to shower and refresh themselves once they arrived. Roland and I took our time showering and doing last-minute packing before we got on the road. We left about an hour and a half after everyone else did. After stopping to get dinner and some supplies for the weekend, we finally arrived at the villa just before 9pm. The last part of our group, Clayton and Jane, arrived shortly thereafter.
The 4th floor villa was pretty amazing. It was really more like an apartment than a hotel room and easily the nicest hotel room in which I’d ever stayed. It had a full kitchen, dining area, and living room. The screened balcony overlooked the pool. There were 2 bedrooms with full bathrooms in each, one with 2 full-sized beds and one with a king-sized bed. The bathroom in the master bedroom, which was mine and Roland’s for the weekend, also had a large Jacuzzi tub.
We were behind schedule, but the schedule was really just a suggestion. We had the limo reserved until the dungeon closed at 4am. Although Lucy was patiently waiting for everyone else, Tammy was still getting ready, so I didn’t feel like we had really been holding anyone up. I freshened up a bit, then put on my makeup, got dressed, and was ready to go. Jane was all set a few minutes later. At last the best part of our weekend was ready to begin!
This was my first limo ride and it has been booked for just that occasion. Lucy and I had been talking about getting down to Orlando to check out the Woodshed for ages, but it just hadn’t really worked out any other time. She had recently come into a little bit of money and wanted to treat us all to a good time. The limo was fully stocked with champagne, ice and glasses. As we got underway, we toasted to all the possibilities that the night had in store.
The 20-minute ride was long enough to both relax our nerves with champagne and also build up our excited anticipation. That feeling was only able to build further once we arrived and everyone had to hang out in the lobby to complete the membership applications, along with paying dues. One of the dungeon masters, a sprightly British gent going by the name Master Penguin, gave us a thorough explanation of the rules of the house before we were able to go through the door to the dungeon itself.