No, that headline was not just to get your attention. Yes, this post is going to be about swingers and my time working for them. And since I am not talking about the type of swinger that enjoys dancing to the Cherry Poppin' Daddies, but rather about those OTHER swingers, let me get this bit of business out of the way first.....
WARNING: This post contains some sexually explicit and graphic language. If such things offend, bother, annoy, irritate, discomfort, shock, embarrass, or in any way disturb you, please don't read any further. Because any hate mail will be summarily ignored and/or laughed at. Thank you, drive through!
So, for the 4th year in a row I worked for a swingers convention that takes places here once a year. In the past I have done both magical entertainment and provided disc jockey services for them. This year I was a DJ and provided various gofer functions, including helping to set up, decorate, and break down various things, rooms, items, etc. (I could just say that I DJed for them and "did other things for them," but every time I say it like that, my friends start snickering and giggling uncontrollably.)
And let me tell you, there were some entertaining moments this year, as there are every year. Certain things can ONLY happen at a swingers convention.
For instance, in normal life, if one guy said to another guy "Man, your wife wore me out," there would be one of two reactions. 1. "Yeah, your mother" or some similar wisecrack. 2. A fight. Now, at a swingers convention, such a statement is generally met with a reply such as "Cool. Glad you had fun." And no one is joking.
Now, this convention takes over the entire hotel and, as such, can have different rules. The pool is clothing optional, there are "play rooms" where various people can go to have fun with various other people, in pairs, groups, or whatever, and various things may happen that normally would not happen outside of the privacy of a bedroom. I could not even tell you how many blowjobs I saw going on at the pool this week....but it was not an uncommon occurrence. And yes, folks, you get used to this when you are around it every day. As I said, this can get entertaining.
One amusing thing that happened was the other day when I was sitting poolside talking to four of the convention attendees, three men and a woman. The woman was between the two men on an outdoor couch. Everyone was naked. The woman was, how shall I put this, "skiing." In other words, she was masturbating both guys next to her with her hands. (A friend of mine told me this is called "skiing, and that just cracked me up.) And we were talking. (Yes, we were actually talking. As I said, you get used to this.) She was talking about her busy day, and I had one of my wittier rejoinders...
"SKIING" WOMAN: "It's been a long day."
JESTER: "Darlin', it looks like it's going to be a hard night!"
Another difference between this and "normal" life. Guy walks into the bedroom, sees his wife having sex with another guy. In normal life, this would be the beginning of some kind of serious altercation. At a swingers convention, the typical husbandly reaction might be something along the lines of, "Hi Jim. How's it going?"
After four years, I am kind of used to all these shenanigans, and the funniest part for me is OTHER people's reactions. Not the staff at the hotel, mind you, as they are also pretty used to it, but just people who are not at the convention but hear about it. For instance, one night was the swingers' "Pirates Ball" where they took over a downtown bar (they had prearranged this, of course) and everyone was dressed pretty much as a pirate. Before going to the bar, though, they went out to Mallory Square to watch the sunset. Since none of the attendees are from here, and not all of them are that familiar with Key West, it was my job to make sure that everyone knew where they were going. Since I was dressed head to toe in black, and as a pirate, I was easy to spot for the attendees. But other people saw the influx of people in pirate costumes and had to ask....
TOURIST: "Um, what's with all the pirates?"
JESTER: "It's a convention. Today they are doing a pirate-themed party."
TOURIST: "Cool. What kind of convention?"
JESTER: "Swingers."
TOURIST:
-OR-
TOURIST: "COOL!"
Another conversation I had the day we broke everything down was amusing.
DUDE: "Man, I am just wiped."
JESTER: "Drink too much last night?"
DUDE: "No, was just fucking for five hours."
JESTER: "Poor baby." Somehow, I couldn't find any sympathy for him.
Now, since I was working for the people in charge of this, I was sometimes given some odd duties. The following is a conversation I hope never to have again....
FRONT DESK CLERK: "Hi. How may I help you?"
JESTER: "Um, yes. This is an odd question, but we are packing stuff up, and I know you guys cleaned up the pool area last night...."
FRONT DESK CLERK: "Yes....?"
JESTER: "[The organizers] were wondering if any of your staff happened to pick up a large dildo. It seems to be missing."
FRONT DESK CLERK: "Ummmm....I don't THINK so....."
JESTER: "Okay. Just let [the organizers] know if anyone comes across it."
Yes, when you work for a swingers convention, sometimes you may actually have to go on a dildo retrieval hunt. (No, it was never found. The organizers believe that one of the hotel staff or one of the attendees decided to "appropriate" said toy. My guess is one of the attendees, but who knows?)
Two text messages I sent from the convention, one during it, one during breakdown....
"I blew my first dick today! (Relax, it was the inflatable kind.)"
"Would either of you fine young ladies like a 5 foot long inflatable penis? Yes, I am serious.
Blowing up inflatable penises....yet another duty you never expect to find on a resume or a job description!
One of the funniest incidents that happened to me this week was only tangentially related to the convention. For the Pirate Night, I was, as I said earlier, dressed entirely in black pirate garb, including a tri-corner hat and a long flowing black cape....and unlike many of the other "pirates" who had plastic swords, I decided to don my very real, very vicious looking sword. (Which is actually a piece of crap, but it LOOKS cool!) After the party had wound down at the hotel, I crossed the street to one of my regular sports bars for a few cold ones....still completely in pirate garb....and very, very inebriated. The bartender knows me, so was not that surprised to see my outfit. But at the bar were about 3-4 "punks"...you know the types....23 years old, wife-beater tank top, baseball cap turned a bit to the side....you know...idiots. And they looked at me. And they really looked like they wanted to say something. But they didn't, and from the expressions on their faces, I believe their thoughts went something like this....
"Okay, this guy is dressed like a stupid pirate, and we really want to say something obnoxious to him. But we can't help but notice that REALLY BIG FUCKING SWORD he's carrying. And he looks rather drunk, so perhaps it would be in our best interests to NOT fuck with the guy with the really big fucking sword. For once in our miserable lives, discretion will be the better part of valor, and we will shut the fuck up." At least, that was my interpretation.
There were many other minor little amusements, but when you get paid to drink (as I often found myself doing), some of these things get away from you. In all, though, it was very entertaining, as it always is.
One thing I feel I must say, though, is that swingers are not the depraved, sex-crazed maniacs many people think they are. Overall they are nice, decent, ordinary (yes, ordinary!) people who just have chosen a somewhat different lifestyle than most people. Most swingers I know have far more stable and grounded relationships than most people. Also, this particular group of swingers was definitely well off, as the price of the convention, not to mention being able to go to and stay in Key West, is not cheap. Just like any other group, swingers should not be stereotyped or judged on what you think you know, because quite often, what people think they know is just not the truth.
That being said, I hope I never have to ask for a missing dildo again!
WARNING: This post contains some sexually explicit and graphic language. If such things offend, bother, annoy, irritate, discomfort, shock, embarrass, or in any way disturb you, please don't read any further. Because any hate mail will be summarily ignored and/or laughed at. Thank you, drive through!
So, for the 4th year in a row I worked for a swingers convention that takes places here once a year. In the past I have done both magical entertainment and provided disc jockey services for them. This year I was a DJ and provided various gofer functions, including helping to set up, decorate, and break down various things, rooms, items, etc. (I could just say that I DJed for them and "did other things for them," but every time I say it like that, my friends start snickering and giggling uncontrollably.)
And let me tell you, there were some entertaining moments this year, as there are every year. Certain things can ONLY happen at a swingers convention.
For instance, in normal life, if one guy said to another guy "Man, your wife wore me out," there would be one of two reactions. 1. "Yeah, your mother" or some similar wisecrack. 2. A fight. Now, at a swingers convention, such a statement is generally met with a reply such as "Cool. Glad you had fun." And no one is joking.
Now, this convention takes over the entire hotel and, as such, can have different rules. The pool is clothing optional, there are "play rooms" where various people can go to have fun with various other people, in pairs, groups, or whatever, and various things may happen that normally would not happen outside of the privacy of a bedroom. I could not even tell you how many blowjobs I saw going on at the pool this week....but it was not an uncommon occurrence. And yes, folks, you get used to this when you are around it every day. As I said, this can get entertaining.
One amusing thing that happened was the other day when I was sitting poolside talking to four of the convention attendees, three men and a woman. The woman was between the two men on an outdoor couch. Everyone was naked. The woman was, how shall I put this, "skiing." In other words, she was masturbating both guys next to her with her hands. (A friend of mine told me this is called "skiing, and that just cracked me up.) And we were talking. (Yes, we were actually talking. As I said, you get used to this.) She was talking about her busy day, and I had one of my wittier rejoinders...
"SKIING" WOMAN: "It's been a long day."
JESTER: "Darlin', it looks like it's going to be a hard night!"
Another difference between this and "normal" life. Guy walks into the bedroom, sees his wife having sex with another guy. In normal life, this would be the beginning of some kind of serious altercation. At a swingers convention, the typical husbandly reaction might be something along the lines of, "Hi Jim. How's it going?"
After four years, I am kind of used to all these shenanigans, and the funniest part for me is OTHER people's reactions. Not the staff at the hotel, mind you, as they are also pretty used to it, but just people who are not at the convention but hear about it. For instance, one night was the swingers' "Pirates Ball" where they took over a downtown bar (they had prearranged this, of course) and everyone was dressed pretty much as a pirate. Before going to the bar, though, they went out to Mallory Square to watch the sunset. Since none of the attendees are from here, and not all of them are that familiar with Key West, it was my job to make sure that everyone knew where they were going. Since I was dressed head to toe in black, and as a pirate, I was easy to spot for the attendees. But other people saw the influx of people in pirate costumes and had to ask....
TOURIST: "Um, what's with all the pirates?"
JESTER: "It's a convention. Today they are doing a pirate-themed party."
TOURIST: "Cool. What kind of convention?"
JESTER: "Swingers."
TOURIST:
-OR-
TOURIST: "COOL!"
Another conversation I had the day we broke everything down was amusing.
DUDE: "Man, I am just wiped."
JESTER: "Drink too much last night?"
DUDE: "No, was just fucking for five hours."
JESTER: "Poor baby." Somehow, I couldn't find any sympathy for him.
Now, since I was working for the people in charge of this, I was sometimes given some odd duties. The following is a conversation I hope never to have again....
FRONT DESK CLERK: "Hi. How may I help you?"
JESTER: "Um, yes. This is an odd question, but we are packing stuff up, and I know you guys cleaned up the pool area last night...."
FRONT DESK CLERK: "Yes....?"
JESTER: "[The organizers] were wondering if any of your staff happened to pick up a large dildo. It seems to be missing."
FRONT DESK CLERK: "Ummmm....I don't THINK so....."
JESTER: "Okay. Just let [the organizers] know if anyone comes across it."
Yes, when you work for a swingers convention, sometimes you may actually have to go on a dildo retrieval hunt. (No, it was never found. The organizers believe that one of the hotel staff or one of the attendees decided to "appropriate" said toy. My guess is one of the attendees, but who knows?)
Two text messages I sent from the convention, one during it, one during breakdown....
"I blew my first dick today! (Relax, it was the inflatable kind.)"
"Would either of you fine young ladies like a 5 foot long inflatable penis? Yes, I am serious.
Blowing up inflatable penises....yet another duty you never expect to find on a resume or a job description!
One of the funniest incidents that happened to me this week was only tangentially related to the convention. For the Pirate Night, I was, as I said earlier, dressed entirely in black pirate garb, including a tri-corner hat and a long flowing black cape....and unlike many of the other "pirates" who had plastic swords, I decided to don my very real, very vicious looking sword. (Which is actually a piece of crap, but it LOOKS cool!) After the party had wound down at the hotel, I crossed the street to one of my regular sports bars for a few cold ones....still completely in pirate garb....and very, very inebriated. The bartender knows me, so was not that surprised to see my outfit. But at the bar were about 3-4 "punks"...you know the types....23 years old, wife-beater tank top, baseball cap turned a bit to the side....you know...idiots. And they looked at me. And they really looked like they wanted to say something. But they didn't, and from the expressions on their faces, I believe their thoughts went something like this....
"Okay, this guy is dressed like a stupid pirate, and we really want to say something obnoxious to him. But we can't help but notice that REALLY BIG FUCKING SWORD he's carrying. And he looks rather drunk, so perhaps it would be in our best interests to NOT fuck with the guy with the really big fucking sword. For once in our miserable lives, discretion will be the better part of valor, and we will shut the fuck up." At least, that was my interpretation.
There were many other minor little amusements, but when you get paid to drink (as I often found myself doing), some of these things get away from you. In all, though, it was very entertaining, as it always is.
One thing I feel I must say, though, is that swingers are not the depraved, sex-crazed maniacs many people think they are. Overall they are nice, decent, ordinary (yes, ordinary!) people who just have chosen a somewhat different lifestyle than most people. Most swingers I know have far more stable and grounded relationships than most people. Also, this particular group of swingers was definitely well off, as the price of the convention, not to mention being able to go to and stay in Key West, is not cheap. Just like any other group, swingers should not be stereotyped or judged on what you think you know, because quite often, what people think they know is just not the truth.
That being said, I hope I never have to ask for a missing dildo again!
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