(This story is based on my memory of actual events. I hope the long buildup isn't too much. I'm open to constructive criticism. // There are references to drug use and a lot of tawdry infidelity. If that's not to your liking consider yourself warned. Everyone described here is 18 or over).
In early 2001, in the wake of my divorce, I went wild in the streets of the SF Bay Area on a non-stop hunt for hard, raw sex with any woman who was game for the exchange.
I had no interest in attachments, I just needed their companionship for dinner and dance formalities, and access to their holes to for rough usage punctuated by a vigorous kick off and release.
I'd drifted pretty far away from my young Skinhead days but certain elements of my style sensibilities and the lessons I learned from Mrs. Harrington stayed with me. On the surface I was a smart, reasonably attractive, 34-year old dreadlocked Rasta but underneath I was a demented 5' 10" pussy hound who only cared about what was happening that particular night in whichever willing hole that might open itself to my thick 9" battering ram. I went through months of reckless, meaningless sex hoping to fill a void but ultimately spending most of my time alone. Fortunately there were no children as part of the collapsed marriage so I was free to run in whichever direction I was compelled.
From Wednesday to Sunday I'd be in the streets until the wee hours of the morning subsisting on sly naps in the meeting rooms of my Dotcom employer while cooking up the next cum dump escapade. None of my friends could keep up with me. They were in relationships or had families or pitied me and, to be honest, I kind of relished being a lone night crawler. I came from a background of skinhead street wars and city gangster I didn't wish to explain or justify my disgusting behavior. Like the Bushman song says, "I live amongst the creatures of the night, Vampires, hypocrites and parasites."
I was ruthless in my lack of caring about women's emotions and for some reason that yielded me a degree of success that I'd never encountered when I was genuinely interested in a woman. Maybe I lowered my standards. Maybe I simply took more risks without any concern for one outcome versus another. It's possible that I gave off an air of callous detachment and was exactly what the women were looking for. I don't know. All I wanted, as I said before, was a short-term residency in whichever combination of holes they were willing to share and if we never saw each other again that was quite fine. Of course I developed affection for some of my casual partners and there were a few that I'd see repeatedly but I was in no way fit for a meaningful relationship.
**NIGHT CRAWLING**
Wednesdays I'd be at the Make Out Room in the SF Mission, Thursdays was Sacrifice, also in the Mission or maybe Cafe DuNord for the weekly Ledisi performance. Fridays and Saturdays I'd play it by ear, then on Sundays I'd be at the Reggae spot in West Oakland. I'd augment my hunt with The "Woman Seeking Man" personal ads on Craigslist. They were a goldmine. Within the time it took to exchange a few emails and work out the timing, yours truly would be balls deep in some anonymous woman who, like me, was trying to scratch a meaning out of the meaningless. Weed, alcohol, ecstasy, rough sex. Whatever it took. If they needed me to bring some particular contraband to help them through the night I was happy to assist.
I also crept through the strip clubs and knew the words that would help me find the dancers who were down to fuck. I would happily pay for the service, no haggling. Name your price, turn around and don't rush this rutting. When women say "all men are dogs," I was a good candidate for the archetype.
In the bars and nightclubs, my pattern was always the same. Find an attractive woman to dance with, test her boundaries, and proceed from there. If she allowed me access to her body then I pushed further. If she put up barriers I pushed her away. I had zero patience and zero remorse. I know now that I was in a very bad place preying on self-destructive sluts. In my mind it was all fair exchange but I now wonder how many stories feature me as the villain.
**CHARLOTTE**
There were also some women in my circle who were as broken as I was and who found in me a useful stunt dick. Charlotte, my downstairs neighbor comes to mind. She was a transplant from Southern California, a rocker girl, dark hair, pale skin, blue eyes, pretty face. She was about 5'7" and had a lovely D cup rack counterbalanced by some tragically small hips. She was a few years older than me and I soon learned she was an irrepressible self-medicating weed head who'd been ostracized by her family for getting discovered fucking and sucking two of her male cousins.
When she moved in she and I recognized something in each other and after a few signal checks we fell into her bed and shared the dirtiest, rawest sex imaginable.
I remember clearly one morning I was on my way to work when I decided to knock on her door to see if she was available. She was. I gently pushed her back into her apartment and bent her face down over the rail of her bed. No words. No resistance. I just needed to get a quick nut off before I pretended to work for the next 8 hours. Nothing personal, baby. I just need to borrow your hole.
The morning sun fell across her gothic pale ass when I moved her thin robe out of the way. I pulled out my cock and pressed against her pussy. Her asshole, which I had yet to fuck, caught my attention so I playfully pushed my hardness against her anus and threatened "I'm going to fuck this asshole one of these days." She gave no response and just lay there submissively. Curious, I pushed a little and to my surprise her little star opened up to welcome the invasion.
Now, I'm not the Mandingo but I'm much bigger than average and it's a rare woman that will entertain taking me in her ass without a whole lot of negotiation, drugs, preparation or money, yet here was my neighborhood damaged dolly taking my dick up her smallest hole with no lube and no complaints. I didn't know such a thing was possible.
I pinned her to her bed and marveled at the spectacle of my thick black pipe sliding in an out of her compliant rectum. This woman had the skin of a vampire and the asshole of a porn princess. I caught my pace and fucked her ass like it was a pussy. Long, hard dick straight into her bottom. Hard and fast. My thighs beating out a cadence on hers. There was nothing sweet or gentle about this pipe laying. She was a strong girl and took that abuse with grace. No matter how hard I pressed her she didn't give up a peep. That actually angered me a bit, driving me to work harder. "Fucking bitch." Her stretched rosebud gripped my stick like it was the most natural thing in the world. She maintained her position and gave me uncomplicated access to her asshole for as long as I needed its service.
My dick was in heaven but time was short. I had to be at work so I focused on the friction and pounded my way towards busting a nut in this white bitch's ass. I was a machine and threw all my effort into a powerful finish with no concern about how Charlotte was doing. With the roar of a lion I flooded her battered asshole with my DNA. Head spinning, exhausted, I stepped back to survey the brown and pearl swirling mess that was dripping down her pussy and thighs. I have no idea what she was thinking or feeling. She lay there and let me get my eyeful.
I patted her on her ass. "You are a very useful woman."
She smiled her appreciation... weakly.
That was without a doubt one of the filthiest and most pleasant ass fucks I'd experienced up to that point. Extremely pleased with how my day had started I zipped up without another word and hustled out to catch my train while her mess and scent lingered on my dirty dick. This was delightfully filthy. Fortunately my employer had showers for my peers who cycled to work so while I was genuinely sad to wash her mess off my dick I knew it was the wise decision.
Later that day while lying on her bed with her, she was in fine spirits, by the way, I mentioned to her that I had no intention of actually fucking her ass that morning.
"I know you didn't," she said quietly.