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He asked Jill to help Cassie mount his cock. Jill seemed eager to be included so she held on to Cassie and helped ease her down onto the enormous rod. Cassie cried out, “relax sweetie, it will feel good if you relax”, Jacob whispered stroking her breasts. Jill reassured her as well. Telling her how good Mr. Smith’s cock is going to make her feel. Cassie’s virgin pussy put up some resistance to the hard object penetrating her but slowly Jill and Jacob raised and lowered her letting Jacob slide inch by inch inside. When the last inch was met Jacob had to stop to prevent himself from cumming right then. She was so tight, like a vice grip on his cock, he wasn’t sure she could handle his full member. “How’s that feel?” Jill asked her. “Mr. Smith, reach around and rub her little clit”. Jacob followed her instructions and Cassie instantly began to rise and lower herself on his cock at the moment of his touch. “Good girl” Jacob whispered to Cassie. “You’re such a hot piece of ass, I am so. But I found that it did matter. I wanted to know. I guess I wanted to know what my competition was. Still, I don’t do relationships.He was very open about it. “I’ve had a few somewhat serious relationships. I’m currently seeing no one that I expect to become serious with, present company excepted, of course.” (I felt a delicious tingle throughout my body when he said that.) “Nothing has panned out because I guess I’m looking for something that most women aren’t willing to give me.”This was interesting. “What is it that you want that you can’t get?”“I want someone who demands a relationship that is equal and open. I want a relationship where both people accept responsibility for making the relationship work. There has to be an open dialogue. I want a woman who I don’t bore to death and who doesn’t bore me to death. Unfortunately, that hasn’t been easy to come by. I’m interested in things that a lot of people find deadly dull. I want at least an intellectual equal. My ideal woman would.
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