She just replied, “I’ll take the caning, Miss. Erm, I mean Georgina.” Lucy blushed at the realisation she had addressed Georgina as though she really were a Headmistress. Georgina smiled at the show of respect. “Okay, both of you,” Georgina commanded. “Get your leggings and knickers down and bend across my desk.” Lucy looked at Rebecca who was already yanking her leggings down. She saw that she still didn’t have any knickers on as her pussy lips appeared. Georgina stood up and Lucy had a flutter experience deep in her pussy. Georgina looked gorgeous in a sleeveless white blouse and tight grey skirt. She looked quite the Headmistress Lucy decided as she yanked her leggings and knickers down. She saw her own full hair mound and decided there and then she would shave in future. Georgina went to a cupboard by the wall, opened the door, and took out a long hook ended cane. Lucy was wide-eyed when she saw the cane. She didn’t have any erotic feelings though as she watched Georgina return. Then ask her to insert her finger in your ass. 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.
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