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Chapter 5
by cornblower
What's next?
They see a dirty homeless man
You and Cassie were walking along in the alley. Cassie was still up for anything, but was feeling very uncomfortable. She really didn't like this environment and was coming close to asking you to head back to your apartment. Her legs felt jittery as she walked down the alley with her purse hung tightly over her shoulder.
As they were walking, you notice a disheveled homeless guy in a lump, leaning against the brick wall of the alley. The homeless man looked to be sixty years old but was probably younger as the years on the streets had taken their toll. He looked white but he had dirt and grime caked all over his body. He had a scraggly gray beard and greasy graying brown hair. He wore dirty jeans and a torn, dirty stained t-shirt that hung off his torso. His tennis shoes had holes in them in which his filthy socks poked out at the toes. A paper sacked bottle, mostly likely cheap ****, sat on the cold concrete next to him.
Looking at Cassie and then at the man, you were struck with the contrast. Her dressed to the nines in her fancy gold dress, while his clothing was filthy and it looked like he had not bathed in weeks or even months. Something about the contrast was so erotic to you and you decided to take advantage.
You tell Cassie to stand over by the man for a photo or two. She reluctantly walked over and made a face, indicating he smelled pretty bad. She was looking at you as the man raised his head and from his vantage point could see directly up her dress. He simply stared at her for a minute with his mouth open. Cassie's dress rode high on her bare naked legs. The beautiful woman stared back at him assessing the grime and filth and the stink that surrounded him. Her cute nose bunched up slightly at the smell. He was drooling, saliva running from his mouth, teeth discolored from a considerable period of neglect, eyes blood shot and a bottle wrapped in brown paper next to him. He lifted the bottle offering Cassie a drink. She stared down at the dirty covered fingers as he rubbed his face and forehead. They looked to be stained from tobacco use or who knows what else. His fingernails were long with dirt and grime caked underneath them,The bottle hit her thigh and she had to spread her feet slightly to maintain her balance. In doing so, it afforded the guy a generous view of her lace panty-covered pussy. All the guy could do was stare and drool, hypnotized by the unbelievable view he was being given.
Now Cassie has a playful side to her, as you found out because she knew exactly what she was showing but made no attempt to obstruct his view. She knelt down, resting herself on her heels, looked at him, smiled, and using his lapel wiped his mouth saying, “In your dreams sweetie.”
When you heard that something snapped in my brain and a plan began to hatch to see if Cassie really would do anything for you.
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The “Anything” Promise
The girlfriend who’ll do ANYTHING
Your new girlfriend says she’ll do “anything” and she means it
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Updated on Apr 12, 2025
by JustForFun5676
Created on Oct 7, 2018
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