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Continued from homeless to sexy sissy.
"Nuzzling your shaved mound? Flicking out with his tongue to tease your labia, probing the wetness?"
She shuddered: "My first boyfriend did that, long, long ago. You'd do that for me?"
"Promise," he replied crossing his heart. "What do you say?"
The people in the shop dawdled over their coffee, reading the papers. A bus went by outside, and the server behind the counter went to the back room for a breather. "I don't know. I'll go to the room with you, but I just don't know."
"You don't have to say 'Yes' now, Sweetness. Let me persuade you."
She smiled and patted his hand. "All right. I'll let you try to persuade me."
"Good." He took his beverage and stood up, nodding to her, and leading her out the door.
They went a block away to a nice, mainstream hotel, entering the back door and moving midway down an impossibly long hallway. "Aren't the housekeepers working this morning?" she asked as they walked past used room service trays.
"I've been here a couple of days, and they always do this floor first. We'll have privacy."
"I don't know. I'm still scared."
"Let me give you a big hug." Outside the door, he took her in his arms, giving her a long bear hug, waiting until her body stopped quivering and relaxed. "Let's go in. I need a moment in the bathroom and I'll be right out. You can strip while I'm in there."
The card was inserted and pulled out, turning the entry light green. "I don't know, honey."
"Consider it. If you're not ready, I'll try something that may change your mind."
They entered the room and she walked all the way in while he ducked in the toilet. The room overlooked the four lane highway; a bus stop was across the street. In the distance, the skyscrapers of downtown reared their heads, dancing until the bright blue sky while soft white clouds danced ahead. "Well?" he said.
"I hardly know what to say."
He came over and embraced her again, holding her and feeling her chest heave against his, her nipples perking up through her blouse, her torso grinding into his. He didn't let her go until she relaxed, then he turned her around and put his arms around her waist, holding her against his groin. "Just relax and go with it. You like this?"
"Good." He began to stroke her gently, rubbing his hands up and down her stomach until they found their way to her breasts, which he palmed and cupped. "These aren't too small, nice handfuls. See how I can hold them," he said, giving them a soft squeeze.
"My God, it's been too long since anyone's done that. . ."
"Yes, I know. I'm claiming your tits, just like I'm going to claim the rest of your body." His questing fingers found the top button of her pink floral silk blouse and undid it. His hands moved back and forth, running over her torso and returning to unbutton one at a time. Before long his hands were running inside her blouse, caressing her white skin and kneading her tits through her bra. "I think we need to lose something."
"Mmmmm," she replied.
"I'll take that for a yes," he continued and found the front clasp, undoing it. He pulled it away slowly from her breasts, making her wait, until they stood in the sunlight. The buds hardened and he squeezed them gently, milking them as she cooed and purred. "I'm going to persuade you to make my fantasy come true."
"You can keep talking," she murmured.
Pulling the blouse back, he removed her blouse and lacy bra, leaving her topless before him. She turned into him but he stopped her: "No fair cheating. I'm not done persuading you."
"But I want to kiss you, I want to kiss you badly."
"You're not ready yet." The soft hands undid her skirt and pulled it aside and down, letting it fall to the floor, then he started rubbing her thighs and massaging her crotch through the material of her panties. Her head turned to him but he pulled his head away, giving her a slap on the butt. "Naughty. I may have to give you that spanking I promised you."
"Yes, I want you to do that."
"But first, my fantasy.