
May 16, 2010
DEAR MADISON

Dear Madison,
I’ve always been an ass man, and my girl — she’s blond, about five-foot-eight and 102 pounds with giant breasts and full lips and and a killer ass, too. Yet every time I came knocking on the back door, my girlfriend would slam it shut. Until one day a few years ago when I got my one and only shot at anal adventure. I still remember it to this day.
See, we were playing pool and she’d won two games in a row when she said, “Let’s make it interesting. If I win, you have to paint my kitchen for me tomorrow.”
“Oh,” I said, “and if I win?”
“I don’t know,” she said. “What do you want?”
“If I win,” I said, wondering if I should even try it, “I get to fuck you in the ass.”
She thought about it for a minute and said, “You’re never going to shut up about that, are you?” I shook my head. “Fine,” she said. I bet you can guess what happened. I won.
That night, she drank more than usual, I guess trying to use alcohol to give her courage for surrendering her anal cherry. When we got home, she started sucking me when we were barely inside the front door. I almost came, but pulled away at the last second.
“What about our bet?” I asked. She looked a little ticked and maybe a bit hurt.
“Fine.” She said. “Get some that lube out of the bathroom.”
When I got into the bedroom she had already stripped and was unceremoniously lying face down on the bed. I couldn’t believe I was finally going to give it to her in her rear — I’d been fantasizing about this since I was a teenager.
“Use lots of lube, go slow, and get it over with,” she said without enthusiasm. I thought I could change her attitude. I kissed her gently all the way up her legs, from her ankles to her knees and past her thighs. I spread her bulbous, firm, beautiful cheeks and saw the tiny rosebud. I stuck my tongue between her cheeks for a lick.
“Don’t!” she shouted. “That’s fucking gross! Just put some lube in and get to it!”
I followed her instructions, lubing her up with first one and then two fingers before pouring some more on my penis. I eased it in a half and inch and she grunted. She turned to me and there was pure malice in her eyes. “Easy!” she shouted. I eased in another inch and then two and then soon all six inches were embedded inside her.
“How’s that, baby?” I asked.
“It fucking hurts.”
“I’ll go slow,” I said.
“Just get on with it,” she said.
I pulled it out a bit and then pushed it back in. It was the tightest thing I’d ever felt. It was amazing. She was grunting as I thrust back and forth, working up a rhythm. A minute or two passed while I built up speed. I heard her whimpering into the pillow. “Fuck,” she grunted. “Asshole,” I heard her grunt. I thought, finally, she’s getting into it.
“What’s that baby? You want me to fuck your asshole? Tell me louder!”
“I said you’re an asshole,” she turned her head slightly as I plunged into her and I could see she was crying, her face contorted as though she were ill.
“What’s wrong? Do you want me to stop?” I asked.
“Yes, you fucking Jerk! You don’t care what I want or what I like or if I enjoy something at all, do you!” She screamed as I popped out of her and went limp in an instant. “I’m just some kind of fuck doll to you that you want to pound any way you like, is that it?” She was sobbing now, and she turned away from me, hugging her knees up to her forehead.
I cuddled up behind her, “I’m sorry,” I said softly, “I didn’t realize, I thought….”
“Fuck you!” she said. “Get away from me!” She jerked her arm back to push me away.
“I thought, you know, the bet….”
“Fuck the bet! Fuck you! Fucking fuck.” she got up and, taking the blanket, locked herself into the bathroom and turned on the shower.
I went and sat outside the door, apologizing and telling her it would never happen again at the top of my voice. I couldn’t believe I had hurt her like that. I could just hear her crying and sobbing and snorting through the door. “I’m sorry,” I said.
It was days before she’d talk to me again, and weeks before we had sex. I feel sometimes, years later, like she’ll never really trust me again.
And that was my one and only anal adventure. I’ll never forget it.
March 27, 2010
FUCKIN' ON THE DOCK OF THE BAY - Part 1

I could tell he was trying to come as fast as he could. Shit. I wanted this to go on a bit longer. But, he pulled out and started jerking off, so I obliged dropping to my knees again just in time recieve a nice, hot creamy facial.
I took his load with a smile on my face. He coulda fucked me some more but I already came so it was all good.
Plus, his friend Mike was really cute and I started to think it might be fun to double up after a few more drinks. We pulled our clothes back on, grabbed the beer and headed for the dock... click here for Part 2