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Josh’s Escort Chronicles, Ch. 01
Date: 11/30/2023, Categories: Fetish, Author: byJoetex_13
I'm sitting in my hotel room, looking at the clock. Scarlett said she'd be here at 6:30, and with about five minutes to spare, my heart rate is picking up and I'm peeking through the curtains of my room every time I hear a car pull into the parking lot. I'd text her about 15 minutes ago to let her know I was here and what room number I was in. She'd responded with a 'Ok, be there in a bit,' along with a kissing face emoji. I had nothing now to do, but wait. Staring off into space, my phone buzzing startled the hell out of me. I picked it up, with a new message that just said 'pulling in', so I peeked through the window again. A small blue car was parking next to mine in front of my room, and a woman with jeans, a tank top and sunglasses got out with a small bag. She walked to my door, and I twisted the doorknob as she was about to knock. She walked in and I shut it behind her, turning toward her with a hopeful look on my face. She took off her sunglasses and sat her bag on the dresser, turning to me with a big smile. "Hey, Josh!" She walked up to me and wrapped her arms around me, hugging me tight. "How are you today?" I found my words again. "I-I'm good, how are you?" I asked. "I'm really great!" Scarlett said. She had a nice, bubbly personality, but I'm not sure if it was an act or not. I guess it didn't really matter. "So, Josh," she said, sitting down on the bed and grabbing my hand, pulling me to a seat next to her. She put her hand on my thigh ...
... and looked at me. "You seem a little nervous. Am I right in guessing that this is your first time?" She was right. If you hadn't guessed by now, Scarlett was an escort I hired to fuck me. Don't get the wrong idea about this. I'm not some incel that can't get laid, I actually do ok on my own. But, I'm single, I have plenty of money, and I saw something not long ago on escorts that intrigued me. I decided to scratch the itch, so I browsed online on an escort website and found one, then looked on reddit for etiquette tips, and contacted her. She did some sort of screening, I guess just to make sure I wasn't a criminal, and when she decided I checked out, we scheduled a time. "It is my first time," I said, a little nervous, and blushing. "No worries, I love newbies! Plus, you're cute! I can work with you." She leaned over and kissed my cheek. She was an all-American bombshell. About 5'7", blond hair, blue eyes, great tits and an ass that filled her jeans out nicely. "So, Josh, I want to lay out some ground rules. I'm super easy-going and fairly open minded, but I do have a few hard 'no's'. When we are having sex, we use a condom the entire time. I'll end this session immediately if you try to take it off or suggest that we do." I nodded enthusiastically. "Absolutely, I'd expect nothing less." Scarlett smiled. "Good! Now, I'll blow you with no condom. You can even cum in my mouth, just give me a heads up. And finally... nothing in my butt. I'm not an anal ...