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Don’t say it like that. “Darling, would you do me the courtesy of inserting your digit into my rectum?” won’t do you, her, or the mood any good. Say something sexy; “I want to feel your finger inside me,” works well for me, it isn’t crass, but doesn’t leave a lot to the imagination.4. Once you have conquered her fears in this area, try suggesting the same for her. Start small gentlemen! You generally have larger fingers than we do, and if you scare her or hurt her now, you’ll be SOL. Go slowly and gently and, trust me, once she gets over her initial embarrassment, she’ll be purring and moaning under your ministrations.5. Purchase an anal dildo. Okay, I can see where this might be an uncomfortable purchase for you to make. Nothing says awkward like walking to the woman at the counter with an object that screams “I love it in my ass.” Nonetheless, suck it up and do it. Or order it online if that is easier for you to deal with. Make sure it is somewhere between the size of your largest. I hadn't even thought about the possibility of a black woman being a client."Hello Marcia," I said with a very big smile. "My name is Peter...I am here to make you happy and I must say I am very excited to be your...guest today." She patted the bed next to her left side and said, "Laurie said you would be very handsome Peter. She is so so right. How old are you?" I told her my age and she smiled even more brightly. "I have dreamed of having a...young man just like you as a lover for some time." She pulled two twenties from the top of the drawer and offered them to me. I leaned forward, took the bills from her fingers and carefully placed them in my pocket."Shall I get undressed now Marcia?" She nodded her head, but said, "Please stand on the bed while you undress Peter. I will pleasure myself while you strip. You don't have to tease me but please...take your time."I slipped off my shoes and socks and moved onto her bed. Her mattress was very firm and soon I was standing.
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