My boyfriend and I had broken up, and my heart was in pieces.I needed a weird and fluky experience to distract me from reality and test my ability to feign composure. And, as we all know, the first step in getting over heartbreak is random sex. What better way to combine sex and weirdness than Craigslist, where people hook up based on absolutely nothing -- luck, timing, fate?
I consulted my Meaningless Hookup Expert, aka my Best Gay Friend, to formulate a plan; presented here for your gawking/edification is our first-hand guide on how to have a cathartic, post-breakup, strings-free CL hookup.
Step 1: Have a plan
The more time you spend reading posts on CL is directly proportional to how likely you are to be scared out of it. So have a goal, and get cracking. I decided I wanted to have a threesome with a couple in their mid-to-late 30s. I pictured an established yuppie couple (multi-ethnic if I was being choosy) with a wine rack and built-in bookshelves. They would welcome me casually, and we'd do our thing, and I would leave somehow feeling like I'd learned a thing or two.
Step 2: The Perfect Post
The level of literacy on CL dips pretty low, like into the tween-texting range, but this can also be a good thing because it makes it really easy to sift through the garbage. My post was short and sweet, clear and to the point. I said what I wanted, with whom I wanted it, and described what I had to offer as objectively as I could. I gave gentle versions of the truth, like "petite" instead of "short" and "dark features" instead of "Jew-y."
Step 3: The Choice, Pretty Arbitrary
It was as though Craigslist had been waiting for me. I received dozens of instantaneous replies, a couple hundred in a few hours. The responses ranged from enticing (Frenchman and some woman) to disturbing (Staten Island parents in their 50s). I pretty much had my pick.
Step 4: The Meet-Up
When I finally met up with my chosen couple for a glass of wine, they were really beautiful and casual. I was impressed with myself. "Michael" was a personal trainer (read: hot bod), and "Michelle" was a cook. He was 30, and she was 40. Forty, Jesus Christ! Cougartown! They had amazing bodies, both for their ages and just in general.
However, the more they talked, the less into it I was. Michael was kind of skanky, and Michelle was like a wannabe Samantha Jones. (She referred to her studio apartment as -- yikes, get ready -- a "f--k pad.") I also discovered that they met on Lavalife and were not a "couple" per se, which was not the rosy fantasy I had in mind. I kind of wanted to just do it already.
Step 69: It, the Actual Doing Of
Very little time was wasted on foreplay, thank God. The actual sex with Michael was good. Really good. He knew what he was doing. His peen was average, but the way he used it was way above average. Aggressive, confident, and energetic. Very, very good. And see? I learned something! Size doesn't necessarily matter ... l mean it does, but average penises can be made above average.
OK, and now the crap part: a very big mistake I made. Now, I'm no Women's Studies major, but I do like to keep my options open and not lock myself down into a sexual preference category, blah blah blah. However, it turns out I don't care for lady parts. I mean, I can definitely appreciate them aesthetically, but at the end of the day, I realized I didn't want to go down on a girl.
So unfortunately, I found myself not into Michelle, even though she had a mad hot bod for a cougar. So I didn't really touch her hah-hah, and I felt bad about that. Realizing that someone doesn't want to touch you is the worst, and I'm really bad at pretending to like anything when I don't. Oh well.
Then it was over. And I was like, "PAYCE!"
Step 393: The Aftermath
Part of me was like, "That's right. I can do bad all by myself." Another part of me, though, felt guilty. And then I was angry at myself for feeling guilty. Why is guilt my automatic response to pleasure? I'm not Catholic! But I'm a woman, and I'm an American, so, there's that. But I realized I had gotten exactly what I needed: a shake-up that would remind me that ex is only one person of millions, and there are even other places (gasp!) where other people are waiting to love me, or at least have meaningless sex. (Also: Michael secretly got my email off Michelle's account and wanted to meet again.)
Additionally: Don't Get Chopped Up
My CL encounter was blissfully simple and safe, but remember -- use common sense! Before you meet, get multiple pictures, email back and forth a little, talk on the phone once or twice. Make sure two or three people know where you are (warning: choose your confidant wisely, you will be judged), and tell the person(s) with whom you are meeting that close friends know where you are, the address and everything. Also, always meet your rendezvous first in a public place. I think regulars of the cyber-hookup scene let this rule loosen up. Don't. It's a reasonable request and will give you a clearer picture of the scenario.
Also, you've heard this a bazillion times, but it's good to get tested after new partners, and avoiding it only leaves you in the dark longer. So if you're looking to get over an ex, go forth and get off.
Beth Brennan is the pseudonym used by Lemondrop bloggers and contributors when we want to write naughty stuff but keep our jobs/boyfriends/dignity.
In other Craigslist news on Lemondrop:
*Creepy Craigslist Dude Helps You Loose Weight
*First Person Story: My Craigslist Causal Encounter
*I Was a Craigslist Call-Girl
*The World's Saddest Craigslist Post
*Worst Human Ever Arranges Wife's Death on Craigslist
*Spurned Dude Places Sex Ad on Craigslist












Comments:
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Monday 26 October
By OoooNoooo!
That is NOT a 3-way! LOL How can you claim it's a 3-way when you only "did" the guy? You're not as "weird and fluky" as you think you are.
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Wednesday 28 October
By Julie
I guess I'm still old fashioned because I could never have sex with a random stranger, since it would up my "number". I'd go back to one of my exes any day. Thankfully I'm on good terms with most of them, so it's not such a big deal.
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Wednesday 28 October
By Oi
This all sounded good until you went into the details. Get multiple pictures, email back and forth, tell a friend what you're doing and where, meet somewhere public, and make sure to get an STD test afterward. The reality just isn't as sexy as the fantasy, and contemplating even one of those steps is enough to make my 'peen' shrivel. It's telling that you'd just broken up with your boyfriend, because I think I too would only be able to stick to all of those steps if my self-esteem had just taken a beating. Unfortunately for my bad self I think I'd still be too aware of my underlying desperation to remain invested in the fantasy. But, ya know, you did it. And you got some good sex out of it, so that's something.
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Thursday 29 October
By LC
Gosh what a funny stereotype, gay people are experts on meaningless hookups! Hahaha! And 40-year-old women are OLD OLD OLD. Cougartown indeed, icko!!!
Annoying article.
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Sunday 01 November
By MeKee
What the F*** is this world coming to? What a F***ing slut! This shit is bogous and if ever my daughter came home with a story like this I'd lock her in a dam closet! This world has gotten pretty sick! Don't you know craigslist is like Jerry Springer? You're supposed to read it/watch it because it's stupid and funny but your not supposed to involve yourself with it! What's worse is to involve yourself in it and then throw it out there to the world as if your proud of letting everyone know what a whore you are! Sick bitch.
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Friday 19 February
By Roise
Ha ha ha...I was dying. I truly think that the author didn't actually do it.
Wednesday 04 November
By Andrea
Come on people it was funny.
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Saturday 07 November
By Paige
Sadly even meaningless sex can't mend mee broken heart...
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Tuesday 10 November
By Savetuba
Single lady hits up CL... Received hundreds of messages... Duh! You were a unicorn! The moment anyone thinks they see a unicorn, a tidal wave of offers hits the poor creature resulting in it drowning in the sea of offers.
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Monday 16 November
By Dano
Unicorn? A little help, please. I don't know what that means in this usage.
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Wednesday 18 November
By emily
I don't think she's a slut, i have thought about this but just don't have enogh nerve to go through with it!
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Saturday 19 December
By sunnyvee87
What a disgusting article. Oh hurray for you, the random guy you had sex with wants to bone you again. Knowing the absolute garbage that is on craigslist, I am almost sure you will end up with an STD. WOW... impressive. And don't worry about your dignity, you've lost that. Eww
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Tuesday 22 December
By firstandroid
Jesus, some of you commenters are way harsh. I don't know if I would have the balls to do something like that but more power to you if you can.
My only concern would be of trying to use random hook-ups as a way to numb the pain of a recent break-up and not dealing with the feelings properly which could lead to some pretty unhealthy habits...
But like I said, if you can do it, enjoy it, and be responsible about it; more power to you!
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Saturday 26 December
By Christopher
You and your 'oh-so-latest' kind are NOT "liberated." You are NOT "empowered." And you are NOT "free." -- You are played. What you did and do is not related to anything called "sexual liberation" or the 1960s, 70s, etc... The THING that played you was and is the perverted New World Order; which has enlisted you as a minion, in order to help DESTROY society... Good work... Now go get an enema, because you are full of it... THE CURE: knowledge of history, true religion/spirituality, and politics... With all of that you will know what the hell I'm talking about. Without the knowledge, you'll just remain in skankville.
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Wednesday 30 December
By Brandi
What a bunch of scared jerks the majority of you commenters are. I find it very intriguing that you read the article and then even spent more time commenting on something that you were so ashamed of. Skankville indeed. You are jealous, Mr. religious/spiritual (HA!), needing politics and junk to weigh you down. She was discussing a hook-up, not saving the world. Go bury your nose in a history book or read an article about such things. I imagine then that you might have something of value to add. You who would lock her daughter in a closet, gosh I hope that she gets her hands on a book that would give her a bit of sex advice because all that it sounds like you tell her about it is that it is "bad." I hope that you all dig yourselves out from under the fear that is weighing you down to join the few of us who enjoy living life for exactly what it is: a messy, funny, heart breaking, and wonderful adventure...an adventure that gives us choices to make from which we learn and grow.
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Friday 15 January
By Shannon
Reality is there is an epidemic of heterosexual "married woman" contracting the aids virus. Obviously very few people are practicing safe sex. Ladies get a clue your husbands, boyfreinds, fiance's are f*$%ing with other men, TV, gays and group sex. Inform yourself read the latest reports from the CDC.
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Wednesday 10 February
By MAMITA
Shannon, how archaic and ignorant could your thinking be?? Not ALL cases of HIV/AIDS stem from homosexual activity. How ignorantly 1983 of you. We've evolved from thinking only "homos" get AIDS. HIV and AIDS cases among HETEROSEXUALS who have sexual encounters with ...gasp!...other HETEROSEXUALS is on the rise! Also, the average age of a newly infected individual is between the age of 16 and 30 and then the demographic shifts to a median age range of 40 through 70. The "new" AIDS cases, more often than not, are the former "Crack Babies" and "AIDS Babies" of the early to late 1980's. These babies all grew up, well, the ones who survived, and are now AIDS-infected adults. Some of whom are unaware of their status until too late.
I guess what I'm saying is, know your facts before you comment. Read something other than online blog articles and you might learn something. Not knowing and making a comment such as the one you made makes you look ignorant and uneducated.
And just an FYI....No I am NOT HIV/Aids -positive, nor am I a homosexual.
Friday 15 January
By iamkatntex
ok......I am 54. When my wife was alive, and we were early 20's... we fell into a swing relationship with one couple. we had been friends for a few years already. In short, it went well for all. We did'nt go bonkers and do it often. We did however spend alot of time on the lake nude, ussually without the swap.
With that said and years after my wife was gone, I found my sex drive again. But I just didn't want a true relationship, just sex.
I had never, nor do I know consider myself anything close to being gay, but was bi curious. I found myself chatting in chats with other guys. Mostly I learned just how ...well... crude guys can be. I also found how some were far from being crude. I also searched my desires and sorted it out to the fact that I did not want any huggy kissy stuff with a guy ... I didn't want a life partner with a guy... I simply was interersted in playing with a "peen"... just to see what it was like to make one .... ummmm ....erupt ?
It seemed that when I chatted with a guy that I found interesting for a few months ... it would always be a distance problem.
I then used Craigs. After culling out a few dozen replies.. I met one at the lake.... to my suprize and delight.... this went great. We both had the same goals.... and met them. We did hook up a few more times over the next year.
This was something I don't regret.... I now know what its like and other than " yes I would do it again"... its a fantasy I have gotten to do. I love women. I played with a guy.
Life is good.
The end.
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Sunday 31 January
By Sexkitten
Great story!
I loved it and like how free and unapologetic you are.
Thanks for sharing.
Wednesday 20 January
By e
my comments on this are craigs list dosent work i have emailed several thousand gals on there and spent well over 2 grand on background checks i met 3 gals and nothing came out of it its just a waste of my time but i still look every day even though there are a few gals in my local area that post they are mostly younger and i cant a younger gal than me im in my 30s and i cant even get a gal in her thirties so i signed up on a few dating sites and no luck so im just almost ready to give up how does a nice guy find a nice gal these days all i meet are gals that want money not a relationship so im just a little curious on how craigs list worksfor a person in utah any suggestions hit me up on aol.
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