Anal Queen

"I think that could be arranged," I said with a sober nod.

"But it's not what you think," Amanda said. "I want you to be my girlfriend."

"What?" I asked. "I don't get it."

"Well, I think it would be really hot if you dressed up in lingerie and acted all girly and let me fuck you up the ass with a dildo," she said.

I looked over at Amanda, who was smiling hopefully. I froze, wondering what kind of hole I'd dug for myself. Then I heard the crunch. When I opened my eyes, I was looking at the crumpled bumper of a Ford Bronco. I'd rear-ended the thing. Thankfully, we couldn't have been going more than 20 mph at the time of the wreck.

I looked over at Amanda, who was was still smiling. She was totally oblivious. To her, the wreck never happened.

"So, you'll do it?" she asked. "You'll really do it?"

I looked at the mangled hood my car. A guy was getting out of the driver's side of the Bronco. He looked pissed. I peered down into my lap and thought about my life. I was about to make a permanent alteration.

"Yeah," I said, "I'll do it."

The next week was hell. I never admitted it, but I didn't want to play Amanda's game. Guys like me don't dress up in girls' clothes, and we sure as shit don't let anyone shove anything up our asses. Guys like me conquer pussy and manage construction sites and play bar-league softball. If anyone caught me trying on a skirt, my social life would be wrecked worse than the Ford Bronco's bumper.

But I'd never met a piece of ass quite like Amanda. The pussy was so good, it was worth turning part fag to keep it coming -- as long as no one found out.

After the fender-bender, Amanda and I agreed to meet at her apartment the following Friday to try out her fantasy.

I found myself daydreaming about it as the day neared. One minute I'd be making sure we had enough front-loaders on a site, the next I'd be wondering what it felt like to wear a bra. I tried to erase the images from my mind, but they kept rushing back. By the end of the week, I could barely do my job. I popped a boner Friday afternoon as an employee asked me where to set down a pallet of PVC pipe. I didn't care. I was wondering whether I'd be able to fit my balls into a pair of panties.