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Date Machine

Date Machine: The WORST sex of my life... plus the daily throb

Posted by zeitgeisty
  “It was the worst sex of my life.”

 Everyone’s had that one experience that stands out in their mind. Personally, I have a bunch, but I suppose if I had to choose the absolute worst, it would have to be my one and only ‘one night stand’. Actually, it technically wasn’t a ‘one night stand’ as I had been on a few dates with this girl, however, I view it as a ‘one night stand’ as I only had sex with her once.

 To be fair, it’s not that the actual sex itself was horrifically bad – although it was pretty lame – it was the circumstance which makes it…

 …the worst sex of my life.

 First off, it happened at the lowest point in my life. My band was over, and I had taken a job as a secretary to pay the bills, and I had just been let go. I was totally desperate, and had no idea what my next move would be. As fate would have it, I met this girl who just so happened to have a rich family… a very rich family. Unfortunately, she was not the most attractive girl in the world, and she drank too much. She kind of looked like a rat, and she wore these awful, smudgy coke bottle glasses. Her hygiene was also a bit dodgy, and she was on medication for psychosis.  Still, I have to say I was so panic stricken about my situation taht I actually considered using this poor girl. I mean, I hadn’t thought  the whole plan out exactly, but I figured maybe she could help me get back on my feet. I dunno… like I said I wasn’t really thinking straight.

 Anyway, we went out a few times, and eventually I found myself in her parent’s apartment having sex with her. It was all kind of awkward, and un-fun. Elbows and knees kept colliding jarringly.. it was kind of like a lame pick-up basketball game down at the courtyard, the kind where no one really knows how to play and you keep missing basket after basket,

 Now, on top of the fact that I was totally unattracted to her, that I was completely destitute, and depressed to the point of suicide... her poor mother was in the next room dying of cancer! I seriously don’t know how I even completed the act, but I did. I mean, I could just feel her presence surrounding us, adding to the malaise. After we finished, I was filled with such remorse and self-loathing that I just got out of there and never bothered her again.

I got another job a couple of weeks after that whole experience, and I’m actually still there 10 years later. As far as the girl is concerned, I I heard from her a few months later, and she informed me that her mother died a couple of days after we last saw each other.

  What was the worst sex of YOUR life?

 

 

 

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Comments

askmeanything said:

So, the reason this was the worst sex of your life is because you are totally lame and were considering using a girl whose mom was dying in order to stay afloat financially while said mom was dying?  And the poor girl's only crime was being "not that attractive" (in your opinion)?  And then after sleeping with her you never called her again?

Sounds closer to the worst sex of HER life and a narrow escape for her to boot.

October 9, 2008 4:09 PM

askmeanything said:

But, hey, props for being honest and open.  If I ever take up torturing kittens or some such as a hobby, I hope I can also be as forthright about it.

October 9, 2008 4:10 PM

zeitgeisty said:

yes exactly. Although, she really was empirically unattractive... wasn't just a subjective thing. Also, I never SAW again.. I did call her I think.

Probably was the worst sex of her life as well..

October 9, 2008 4:17 PM

MikeC said:

Much agree. Worst sex for her. Worst sex for you. There are no winners here and man... Kinda depressing story. I need a drink now.

October 9, 2008 6:26 PM

tuff_luv said:

I can't believe no one wished you a happy birthday here all day. Happy Birthday, Z!

October 9, 2008 7:46 PM

vix_en25 said:

HAPPY BIRTHDAY!!!

October 9, 2008 8:57 PM

vix_en25 said:

looks like tuff luv beat me to it... I wanted to be the first

:)

October 9, 2008 8:58 PM

zeitgeisty said:

Thank you !!!

October 9, 2008 9:17 PM

chapluqa said:

Happy Birthday, Z! I hope your birthday celebrations are as fun as mine were last week.

Since you asked,

My worst sex was also a one-night stand - and actually I was cheating on my boyfriend at the time, so it was "bad" from the start. Went out with a tall redhead guy I met randomly who seemed the exact opposite of the boy I was dating in all the right ways, who had amazing teal green eyes. We ended up the evening at his apartment and jumped on each other as soon as we got in to his room. As we were kissing I discovered that his tongue felt really strange in my mouth, almost as if it was scarred or something. Weird. Later, I was confused when I saw "form fitting" written on the condom package, but soon found out that is code for extra small. Almost as quickly as things had gotten going I realized that it was all a big mistake but by then it was too late to do anything about it. I was actually embarassed for him because, seriously I could hardly feel anything.

The icing on the cake was when I talked to him on the phone a few days later and he made it perfectly clear that he had no interest in seeing me again because (and I quote) "you slept with me too soon." Jerk.

But yeah, serves me right for cheating I guess.

As if to remind me of my sin, I kept seeing him around campus for months after that and awkwardly trying to avoid him seeing me, not always successfully.

From then on I have not found redheads attractive in any way shape or form. Nor have I had (or been tempted to have) a one night stand with someone I barely know.

October 10, 2008 2:11 AM

zeitgeisty said:

Chap.. ugh what a horrible story.. I love it!

 

October 10, 2008 10:01 AM

Niel Liszt said:

You should have just fucked her mother -- she would have been much more grateful and you could have felt like a good Samaritan, easing her terminal pain and all that.

October 10, 2008 7:08 PM

zeitgeisty said:

you are a sick fuck my friend... and a horrible pun-ster!

niel liszt?

What the fuck is niel? dumbass...

October 10, 2008 7:37 PM

Neil Liszt said:

Hey, at least I spelled my last name correctly.  And you can call me "dumbass" and mock my punnery when you learn to write properly.

So what kind of cancer was it?

October 10, 2008 8:20 PM

zeitgeisty said:

I dunno.. but it wasn;t the 'good hodgkins'

October 10, 2008 9:35 PM

Toluca_86 said:

Wow... I think maybe all of my mid-20s insecure, scarred, or depressed female friends slept with your soulmates...

October 10, 2008 11:47 PM

zeitgeisty said:

not sure what that means, but ok...?

October 11, 2008 12:17 AM

nancyHooksexup said:

i forgot to tell you a while ago when you did your "video goodbye" from the last blog spots that you come across much more sympathetically in person than you do sometimes in print so now i like you more than i did when i used to read you.  shavouah tov... that means have a good week

October 12, 2008 2:01 AM

Thea said:

Nothin like a really horrible encounter to initiate personal change!

October 12, 2008 11:16 PM

zeitgeisty said:

nancy - Du bist zeyer khaverish!

October 13, 2008 2:39 PM

nancyHooksexup said:

what's "khaversih"?

October 14, 2008 8:10 AM

nancyHooksexup said:

by the way, in hebrew "chaver" means friend but since you wrote in yiddish i'm not sure if it means the same... maybe friendly?

October 14, 2008 8:11 AM

zeitgeisty said:

It means - you're very kind - in yiddish...

October 14, 2008 11:30 AM

CONFESSION OF THE DAY

CONFESS HERE!

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DATE MACHINE explores the triumphs and tragedies of your dating confessions. Look here for commentary, dating advice, and our own salacious (or ridiculous) dating stories.

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