By Steve Weinstein
By Devon Maloney
By Tessa Stuart
By Alison Flowers
By Albert Samaha
By Jesse Jarnow
By Eric Tsetsi
By Raillan Brooks
A pirate wench walks into a sexy nurses office and asks, Could you examine me? I think theres something wrong with my heart.
The nurse, in her short white skirt, answers, Of course, but so I can listen better, Ill need you to remove your corset.
Surely this is the beginning of some raunchy jokethe punchline of which involves plunder and rubber gloves, no doubtor maybe an episode of crossover porn. Whatever the case, no one could actually be getting off to this scenario of a pirate and a nurse in an exam room, right? What about when the nurse pinches the wenchs nipples to test for illnesses that could be caught on the high seas?
Well, its 4:30 in the afternoon and I am that pirate wench. Life cant be too bad though, because apparently I own a corsetand presumably a tri-corner hat. Of course, Im role-playing in online chat. My partner, a forty-something user from California playing hooky from work, is stroking his cock while he instructs me to stick out my tongue and say Ah. I dont have the heart to tell him: for me this is work. I do however muster the sass to suggest that the real disease I suffer from is tasting too sweet, and would he/she please perform that age old medical test of diagnosis through licking.
This all started last month when I interviewed Sam Yagan, the co-founder of OkCupid, the self-declared dating site of hipsters and polyamorous people. Being a little bit of both, I wondered if the site could also be a happy home for cybersex. According to Yagan, not only would it be easy to find partners for online romps, there were already a health helping of OkCupid doing it digital.
Not all the wenchy blame falls on Yagan though. I also point the finger at Audacia Ray, fellow sex writer and head of the Voice blog Naked City. I recently read her book Naked on the Interneta great intro to a lot of the topics discussed in Click Me. In it, she talks about the culture of sex blogging, which chronicles the juicier details of a writers sex life. I liked the idea of doing something similar for my cybersex encountersmaking a record of all the faux-mating I do for researchso, for fresh material (i.e. a roll in the online grass) I decided to test out Yagans claims about OkCupid.
Which is why, on a Friday afternoon, I was roaming a dating site like a perv. Here, in good bloggerly fashion, are the minute-by-minute details of my misadventure.
1:00. I update my meager existing profile, trying to look friendlyand only mildly in the I want to stick my tongue down your throat way. I make sure to include cybersex as one of my interests, since this was a Yagan tip for finding partners.
1:30. I run a search of the word cybersex, hoping to find other people who think internet sex is the cats pajamas (insert pussy pun here). Instead, I turn up profile after profile of people saying how much they hate/are digusted with cybersex. For example: DONT message me if youre looking for cybersex. Hot.
2:00. I decide to take the more subtle approach and scope for users who have their in-system IM turned onYagans recommended OkCupid private room. 7,701 currents are currently online, but only a few hundred with IM. Oops, apparently most users keep their IM turned off, and maybe for this exact reason. I settle for stalking (i.e. checking out the profile of) a tattooed poly girl from Queens and sending her an awkward message asking whether she likes dirty chat. I feel creepy.
2:15. Getting antsy, I finally find two cute-ish potential partners with their IM turned on: a thirty-eight year old woman who works in video games and a twenty-five year old career nerd. What can I say, I like them dorky. I click their IM bubbles only to discover that before I can even say hi I have to: 1) answer 50 personality questions; 2) upload at least two photos of myself; 3) have been on the site at least 72 hours; and 4) match their personality answers at least 50%.
2:30. Okay, info updated. IMing ahoy! Charming remarks sent. Wait for it And neither of them respond.
2:35. I say, Ah, screw it! and head to Gmail to make a new, cybersex-only email account for sending naughty photos to online loverspartially as a sign of good faith that, at this rate, Ill ever find some.
2:36. Oh wait, whats this, an incoming IM from a guy in California? Well thats something different entirely. Casual banter quickly turns sexy when we discuss the synaesthetic possibility of orgasms.
2:45 to 4:30.Somehow Ive gone from zero to sixty. Now Im role-playing as a pirate wench across from this new partner turned sexy lady nurse. Im on the theoretical examining table while he gives me a thorough check-up, then cures my illness by fingering me. He also shows me how to make the most of a rubber dildomedically speaking, of courseand how to use it on my wench friends back on the ship. Silliness aside, or maybe because of the silliness, its one of the hottest, most well-written encounters Ive had in weeks. I actually come out daydreaming about sexy nurses