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I mean, I've already had sex with her, so why was I so terrified of asking her out for a coffee. And she seemed happy to see me in the breakroom this morning. And she never used to smile at me like she has all day. It's a sign, Kevin. You just need to have some confidence.Jessie walked in. As the day wore on, her uniform looked a little more rumpled, her hair mused, and her makeup looked a little smeared in places. Her cute face was flushed and sweaty, and she was counting a wad of bills as she walked in, a satisfied grin on her face. Part of my mind wondered where she got all that money, but the rest of me was focused on asking her out and ignored that questioning voice."Hey, Jessie," I said. "How was your day?" Good, you didn't stammer once, Kevin. You are making progress."Oh, hi Kevin," she brightly said. "I had a very satisfying day!" she answered with a laugh. It was like she had some inside joke that only she knew about."That's good." I took a deep breath. You can do this,. ” Angela did as she was told. “Now put in two fingers from each hand and pull the hole open as you move in and out.” Angela complied again. “Now stop and bend over so I can see how you are coming.” Angela bent over and pulled her cheeks apart. “I think you need some encouragement. Remain in that position, but move your hands out of the way. Count the strokes for me.” “Yes, Mistress.” Lorraine used her hand again, moving back and forth between each cheek, also applying a few strokes to her upper legs as well. She stopped when Angela reached twenty four. “Now, let’s stretch that hole open. Since you can’t seem to do it, I will help.” “Yes, Mistress.” Angela bent over, placing her hands on the chair to brace herself. She saw Lorraine put lube all over her hand and felt her push her fingers in up to the thumb. Then she began twisting and turning her hand as she moved it in and out. Soon Angela felt more fingers push in and stretch her hole open wide. This went on for a few minutes, until.
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