The question, of course, was "what next?"
It took a couple of weeks before the right idea hit me. I was sure Amy was interested in sleeping with Allison (at least when she was turned on, which is the vast majority of the time), but I wasn't certain what Allison wanted, if anything. Also, she was an important part of my little business, and I didn't want to lose both a talented, trusted secretary and a friend.
But then the idea came, and all rationality evaporated.
I had to take a business trip to New York, and I would be out of town for four days. In my usual mad scramble to get out of the office and to the airport, I handed Allison my list of things that needed to get done while I was gone, like I always do. As we went over it, I threw a few more things into my briefcase. I headed for the door, then stopped, my hand on the door handle, my heart racing, and my cock hard in my boxers, trying to act like I had just thought of something. "Oh, one thing I forgot. Amy needs her weekly spanking. Thursday night. I wrote some instructions."
I was rewarded with a very nice, deer-in-the-headlights look, her mouth hanging open. I smiled and winked at her, then handed her an envelope. Turning back to the door, I said, "Goodbye. And have fun."
The letter in the envelope said:
Dearest Allison,
As you are perhaps aware, Amy gets quite moody and unhappy if she is not regularly disciplined. For this reason, she receives a thorough and rather hard spanking each Thursday night. Since I will be out of town, I would appreciate if you would administer this week’s discipline.
Feel free to ask Amy how the spankings generally go, but since she’s bound to fudge things, I’ll just tell you that she’s always completely nude for her punishments. I typically tie her hands behind her back with an old tie, and most of the time I blindfold her.
In appreciation for your assistance, she is yours for the night. Please do have fun with her—make her cook you dinner or give you a massage, etc. An important aspect of it all is to humble her a bit, so please find a few creative ways to accomplish this. And as you saw in my office recently, her bottom can take a quite a lot. And, frankly, a middle of the road spanking will not properly correct her behavior. Please be aware that she is very good at acting as if the spanking is about to kill her—do not fall for it. Be very thorough.
If, upon my return, I am not satisfied with the state of her bottom, I’m afraid your bottom will have to suffer for it first thing Monday morning.
Enjoy,
S.H.
I didn't tell Amy anything. She did have orders not to come while I was gone, but that was it. I had no idea if Allison would do it or not, but, man, did I hope.
I talked to Amy on the phone Wednesday night, but I didn't say anything about Allison. Amy did not mention her either. All day my cock had been getting hard, begging for some relief, but I held back. During every boring part of each meeting, or when I was sitting around doing nothing, my mind instantly went to a great picture of Amy bent over my desk, up on her toes with her wonderful ass high in the air, with Allison, only wearing a dress shirt of mine, pulling back and cracking my soft, soft leather belt into Amy's red ass. I don’t know where the image came from, but I liked it.
Thursday night, I hoped to hear something, but didn't. My disappointment was growing. And my cock and mind continued the game of let’s-get-real-hard, oh-just-touch-it-a-little, no-we-should-wait-and-not-come. My blood was flowing pretty well by that point.
Friday night, I called home.
"Hello, love," I said.
"Oh, hello, you wicked man."
"Wicked, me?"
"You are very wicked. Allison called me yesterday."
I chuckled. "Why would she do that?"
"She paddled my ass pretty good."
"No, you goof. You're supposed to tell it like a story. From the start. What did she say when she called?"
"She said that you had asked her to take care of our Thursday night ritual. I was clueless for a minute, but then she said ‘Your spanking,’ and it sent the biggest shiver down my spine. I was speechless.”
“Did you get wet?”
“I’m sure my panties were suddenly soaking.”
“What else did she say?”
“She said to be at her apartment at 8:00. I think I managed an Ok. Then she said goodbye, and that was it."
"I bet you were turned on, like big time."
"Oh, yes. And it scared me, which turned me on more."
"Did you play with yourself?"
"No, of course not, you ordered me not to." The sarcasm in her voice was pretty thick, but it would take me looking in her eyes and asking her to really know if she did or not. A spanking wasn’t exactly a deterrent, but then sometimes she would do everything exactly as asked.
"And how was yesterday, walking around thinking about Allison spanking you?"
"God, all day, that's all that I could think about. I wasn't worth a damn at work."
"So were you on time?"
She laughed. "No. There was an accident. Traffic a mess at 8 at night. Who would have thought that? I was ten minutes late."
"Were you nervous?"
"Like you wouldn't believe. It took me a while to get out of the car. And I think my panties were soaked as I walked up to her apartment. She was waiting for me, and opened the door before I knocked. It was an awkward moment, but then she smiled and leaned in to give me a nice, warm kiss." That made my cock hard, for like the 60th time in two days.
"What was she wearing?"
"It looked like her clothes from the office. A suit thing, with pinstripes. She looked good. She was having a glass of wine. I could taste it on her lips."
"What did you wear?"
"I worked out after work, so I was in jeans and a T-shirt. A T-shirt of yours of course.” She liked how they smelled.
"She led me by the hand to the couch, and I noticed a hairbrush and some rope coiled on her coffee table. That's when I knew she really was going to spank me. It was suddenly real, and I was scared and turned on. Just like the first time you spanked me.
"She said 'So he spanks you every Thursday night?' I told her you did. She asked a few questions, and then sort of out of nowhere, she said 'Take off your clothes, Amy.' I looked her in the eyes, and went to kiss her again (Amy's normal stalling tactics), but she stopped me with a finger on my lips, and pointed me to the center of the room. I untied my shoes, and slipped them and my socks off. I was moving pretty slow--feeling vulnerable--and I could sense she was getting annoyed. I stood up, and pulled the T-shirt over my head. No bra, of course. She seemed to like looking at my breasts. I rubbed my nipples, smiling at her, still wanting that tongue. Then I slid my jeans off, turning around so she could take in the view. I looked at her, wanting her just to stick her tongue in me, but she motioned with her head for me to take off my panties. I wore the little, white ones you gave me. I turned around, and slowly slipped them down my legs, bending over for her as I did. She just drank me in for while, like she was going to eat me, as I stood there with goose bumps."
Something must of changed in my breathing, because she asked, "Are you playing with yourself?"
"Just rubbing it a little. You?"
"Rubbing against the bed. On my stomach. What are you wearing?"
"My T-shirt and boxers."
"Would you take them off for me? I like the idea of you laying there naked and stroking your cock."
"It would be better with your mouth here."
"Oh, yeah, it would."
"What are you wearing?" I asked.
"Nothing. I got undressed, hoping you'd call."
"Good girl. What happened next?"
"Hmm. Oh yeah. After staring at me for awhile, she stood up and walked around behind me. Ran her hand down my back and across my ass. She squeezed one cheek, and said, 'You have a great body. I liked it when I saw it in the office.' She turned my head and kissed me, her clothes pressed up against my back. It was really cool. Her mouth just seemed so awesome and delicate.
"She sat back down on the couch, and told me to light all the candles. She has candles everywhere--must have been thirty or forty of them. And she just watched as I lit each one. I felt very naked, her sitting there like that. It was very erotic, or something.
"When I was done, she had me turn off the lights and stand in front of her. She kissed me again, then blindfolded me with a scarf, and had me turn around. She tied my wrists together, behind me, very thoroughly, wrapping the rope around and around, almost up to my elbows.
"She pulled me down across her lap. She ran her hands over my ass. It felt great. My heart was thundering in my chest. Then she said, 'Ops, I almost forgot. You're supposed to kiss my feet.' It was awkward--she sort of pushed me off her lap.
"On the floor, on my knees, I found her leg and kissed my way down. I kissed each foot, and waited for her to pull me back to her lap. 'You can do much better than that, slavegirl.' She pushed my head back down to the floor. I planted small kisses all over the top of one foot, moving around in circles. I licked her ankle, then kissed down to her toes. I started with her big one, sucking it into my mouth like it was your cock. I sucked on it, licking it with my tongue, and heard her sigh. Then moved to the next. When I had sucked all of them, I started with the little one and the next one--what do you call that one?"
"The ring toe? Who cares?" My voice was a whisper.
She chuckled. "Then, two at a time, I worked my way back up to her big toe."
"Did it turn you on?"
"Yeah, it did. Mostly because she was making me do it. Then I did the same thing to the other foot. When I was done with the toes on her right foot, I start working my way up her leg. She stopped me when I got to her knee. 'Time for your spanking, now.'
"I started to climb back into her lap, but she stopped me. She stood up, and I could hear her taking off her clothes. I could smell her, then. When she was done, she pulled me up onto her lap. I could feel her bare skin against mine. I was so turned on I was going crazy. Like the time you spanked me in the park, or when you took my ass for the first time."
"So horny you'll do anything."
"Oh yeah.
"She ran one hand across my ass, and told me that she heard I was supposed to beg for it. I said, 'Please spank me.' She didn't make me count them like you do. She just smacked one cheek, and then the other. Her hands felt tiny after yours. Sometimes five or six on one side, then she's switch to the other. It didn't hurt very much though, with just her hand. But I knew that hairbrush was still sitting there, and it looked mean.