It was becoming obvious to me that even though I was spending a ridiculous amount of money on strange women, it was not only fun and enjoyable but was almost addictive. What would each girl be like and what would she agree to do?
I drove to another city to visit a friend in the hospital, and that night in the hotel I decided to try to find another girl for some sex and entertainment. The usual source provided the usual options, and I found one I liked.
STACY
The photos in her profile showed her to be blond and very petite. She claimed to be 20 and very short. I found her in a sleezy hotel and I was worried about security, but I went to her room anyway.
Stacy was indeed very petite, almost childlike. I questioned her real age and she showed me her driver license but covered up her real name. She was actually 20 years old, but looked like she could be 16 and that made me uncomfortable.
But she had a pretty face and wore glossy lipstick and spoke in a tiny, feminine voice that turned me on. Once we got past "the talk", I started with my favorite hobby and discovered that she really was a blond. She moaned and mewed as I licked her and she put her fingers in my hair.
She was quick to reciprocate and just the sight of that glossy small pouty mouth fucking my cock was almost enough to get me off. When I asked if I could fuck her without a condom, she said, "Yeah, just don't come inside me."
She was as tight as any woman I had ever fucked and she played with her nipples as I pounded into her. When I was ready to come, I pulled out and she squeezed her legs together, trapping my shaft between her thighs. She wrapped a fist around the end of my cock as I shot my load.
When I had finished, she licked my cum off her hand while her eyes were fixed on mine. "It turns me on to have a guy watch as I eat his cum," she said in her tiny voice. She was rubbing her pussy with her other hand, but I pulled her hand away and lay between her legs.
I ate her out like my life depended on it and when she came she bucked her little hips up off the bed and held my head with both of her hands. When we first started I had wanted to fuck her ass but she was so tiny I was afraid it would hurt her.
CAROLINE
Unfortunately, this 42 year old woman did not care about nor follow any sport. She visits town only one weekend a month and operates from the same upscale hotel on each visit. The first time I met with her, there was a college football game playing a home game that weekend.
When I texted her for an "appointment", Caroline was pretty frustrated.
"Have only had one client all weekend so far, so you can stay longer if you want."
"Thanks, but I only have budgeted for one hour."
"Don't worry; if we both have fun, you won't go over your budget."
Her profile was different than most. Her photos showed her in sexy outfits, some with black thigh high stockings, black leather boots almost knee high, and a sexy bra showcasing her tits. Rather than the smiling, "Come and see me" face, her photo seemed serious and almost intimidating, and that's what drew my attention.
When I entered her hotel room, she was wearing a long white robe. She was taller than me but very slender. We talked about the football game issue and I told her about some other "home" game dates and she appreciated that. Our "get acquainted" chat took a different path than I had anticipated but it excited me.
"So, why did you want to visit me today?" she asked.
"Well, if we're not being recorded, your photos and profile excited me and I am here to have sex with you."
"What about my photos excited you?"
"There was a certain air of dominance..."
"Ah, so you want to be dominated?"
I wasn't certain how to answer because I wanted to make sure that I would get to fuck her, or be fucked by her.
"I would like you to be in charge, yes, ma'am, as long as we do things I like."