Please Spank Me, Sir - Sex Stories

Please Spank Me, Sir

... feel?”

She looked down as if fascinated by what her hand was doing, then back up at me. Finally she managed to speak. “G-good, I guess.” I took my hand away and allowed her to find her own rhythm as she went on, “Excited?” I nodded encouragingly. “It…it just makes me feel so much better that you don’t think it’s weird or stupid or something.”

“Of course not,” I replied, smiling at her. “As I said, lots of people enjoy it. And you already knew from Raine that I’d be okay with it, right?” She nodded as she continued to stroke me. I went on, “Well, more than just okay, obviously. That feels really nice, by the way.” She managed a tremulous smile. “So yes…I would be happy to spank you, Laurie. Just the way you described it, if that’s what you want.”

She hesitated for a long moment, then, her lips barely moving, whispered, “Okay.” She paused again then continued, a little more boldly, “Yes, I… I want you to spank me. Please.”

I reached up and stroked her face for a moment, saying, “Good. One question: would you prefer me to be warm or cold?” Seeing her blank expression, I explained, “That is, would you like this to be kind of a friendly spanking or would you like me to be sort of cold and distant? Raine always liked to pretend that I was some kind of authority figure - you know, a boss or a teacher or something like that.”

Her eyes widened for a moment. Then she blushed and looked down, seemingly concentrating on stroking me. Then she said softly, not looking up at ...

... me, “I was afraid to tell you. In…in my fantasy you’re…you’re a teacher I had in high school that I liked. He catches me cheating and…and makes me stay after class and then… Well, you know.” She looked shyly up at me from under her eyelashes. “I didn’t want to tell you because… I mean, that’s weird, right?” She looked down again.

I reached over and lifted her chin so that she was looking directly at me again. “Not at all, Laurie. Raine loved to role-play like that and it’s probably one of the most popular spanking scenarios there is. And not just spanking, either,” I added with a smile.

Laurie took a shallow breath, nearly a gasp, as I released her chin and went on. “But here’s the thing: fantasizing about something and actually experiencing it are very different, as I’m sure you know.” She nodded, slowly, as I went on. “So, let’s see, today is Wednesday. What I want you to do is take a couple of days to check in with yourself. And if you’re sure this is what you want, I want you to call me on Friday night at, say, 7 PM.” She nodded again. “And when I answer, I want you to say, ‘Please spank me, Sir.’ Do you understand?”

She froze for a moment, her mouth hanging slightly open, then managed to nod again, a little jerkily.

I added, “And I think it would be a good idea if you didn’t touch yourself between now and then.”

She managed a slightly quavery, “Okay.”

I gently removed her hand from the front of my pants as I stood up, using it to tug her to her feet as ...