Day 4 afternoon part 1: It was an attractive woman in her early thirties with long, red hair.

What did I want to see? I walked into a shabby apartment building. A figure got up and stepped closer to me. I could make her out perfectly now. It was a woman in her early thirties with long, red hair. I was immediately attracted to her, even though she had a trashy look to her. She had blue rings of mascara around her eyes, she wore bright red lipstick, and her skintight skirt looked cheap and worn out. She wore a tight tank top, revealing only the fact that her breasts were teasingly large. I felt an erection slowly coming on again. Could she be?

She stepped closer to me, dangerously close, and smiled. My erection stiffened. I really wanted to do this ... why?? "Fifty gets you a blowjob," she said and locked her hands behind my head in an embrace, "And for a hundred, we fuck." She said this with a very seductive voice, quite the saleswoman no doubt.

"I've got a hundred," I replied. At this, she took my hand and led me into the apartment. She said, "You want in the bedroom?" "Well, what do you suggest?" She grabbed my hand, and led me down the hallway to a bedroom. The room was dark, cold, and unfriendly. "Money first," she said with a very business-like tone. I reached into my jeans pocket and pulled out a small wad of twenties. I gave her five of them, which she counted and recounted.

Happy with the payment, she kissed me softly on the lips. But as I went to kiss her again, she backed away. I again tried to kiss her, but instead, she turned her head away. I started to complain, but before I could, she turned around and bent herself over the bed. She reached back and grabbed the bottom of her skirt with both hands, and tugged it up. She wasn't wearing panties underneath, so now I was staring at her bare ass. Although it belonged to a hooker, it was one of the nicest asses I'd ever seen. Smooth, thick, and very sexy.

"Take a condom!" she said me, not changing her position. "Yeah," I answered and pulled it from the nightstand. "Use it no matter where you put your dick," she commanded. "Huh?" was my response. "I don't care if you fuck my pussy or my ass," she clarified, "Just make sure you use the condom." How sexy.

I carefully unwrapped the condom. She was silent, just bent over the bed, her ass just waiting for me to touch it. So I did. After I unzipped my jeans, let them slide down my legs a little, and rolled the condom on my cock, I touched her ass. I simply ran the back of my hand across her left cheek. No response. "Sweetie, it's getting cold," she said impatiently, "You're not getting scared are you?" "N-no," I stammered, "Definitely not." "Good," she answered.

Despite this, my erection was at full strength now, and as I looked down at her thirty-year-old ass and grabbed her hips.