Part 3
This is a continuation of a series; I encourage you to read Parts 1 and 2 first.
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I heard the chimes of the alarm clock in the distance, and finally realized that it wasn’t part of a dream, but that a phone alarm was really going off. I instinctively reached for Rayna, sliding my hand up her thigh to her breast… only to have my hand slapped away.
“It’s 6:30; time to get up,” she said.
I reached for her breast again and said it was time to play. She slapped my hand away again, this time a bit more insistently. “No, remember I told you that I was yours until 6:30, but then there were things to be done.”
I sat up, looking around the room. Clothes strewn haphazardly, a pile of sex toys next to the bed, and suddenly I remembered.
She had been with Simon yesterday. I was a cuckold. We had dinner with Simon, after which Rayna and I had some intense sex. But she made arrangements to be with Simon. Again. If it was 6:30, then I was back in the role of cuckold. Or maybe in the role of supporting a hot wife. Well, hot lover, in our case.
But I couldn’t remember what things there were to be done. I started to look for clothes on the floor, and she told me that I needed to stay naked for the time being. “Come on, sleepyhead, you need to help me get ready to spend the day with Simon.”
Oh... Oh, fuck! I not only had to go to a conference while she was with Simon, but I had to help her get ready?
“Go get the shower ready for me. While it’s getting hot, get my razor and shaving cream. And the Chanel #5.”
Her wish was my command. I did as instructed.
When she got in the shower, she ordered me in. Not to play, as it turned out, but to shave her legs. Carefully, of course, but thoroughly. And perfectly, And to trim the small bush she sported. Because, of course, she wanted to be at her best for Simon. I tried to play with her, and to get her to play with me, but she refused.
“No. No. And no. For now, I’m Simon’s and only Simon’s.” I was turned on enough that I started to lather myself up and stroke myself, but she told me that I wasn’t allowed to touch myself.
For the entire day.
After I shaved her, she had me run a bath, drop a bath bomb in it, and leave her to soak while I shaved. She told me to set out my clothes for the conference, but not to dress yet. She said she liked seeing me naked.
“Do me a favor, and call Simon for me. I need you to tell him a couple of things.”
“First, tell him that I’ve found a place that should be fun for brunch, and that I’ll meet him in the lobby of the hotel at 10:30. It’s about a 15-minute Uber to the restaurant.”
I asked, “what’s the second thing?”
“Get his room number, and tell him you’ll be stopping by in a bit with a few things I’ll want later on. Make sure to tell him that they are things that he’ll want, too,” she said with a smile in her voice.
Calling my lover’s new lover; that’s something I never thought I’d be doing!
I used her phone, got his number from her contacts, and called. “Rayna?” he answered in a happy voice.
“No, this is Mike. Rayna is...” I looked at her, naked in the tub, and continued. “Rayna is busy right now, and asked me to call.” I relayed the message in a professional manner, as might Rayna’s personal assistant, and got his room number. When I told him that I was dropping something off for him, something that she said she would want later on, and that he would want then too, he had almost a whistle of happiness as he thanked me. He said he would see me soon, and rang off.
Rayna noted, “You’re still hard.” I looked down and realized that my erection wasn’t diminished by calling my lover’s new lover, even to arrange a tryst for her.
“Will you tell me your plans with Simon?” I asked.
She cocked her head and said, “There’ll be no secrets between us. I’ll tell you everything I plan, and everything I do. As much detail as you want.” I knew that I wanted all of the details, and told her so.
“Then please wash all of my toys for me. Most of them got a bit of action last night, and I want them fresh for the day. Then pack a small bag for me. We’ll talk through which toys I should take. We may… overpack. I’d rather have some I don’t use than not have one I end up wanting to use. I brought her assortment of toys to the bathroom, and began to clean each with soap and water, remembering exactly what use they had been put to last night, and what use they would be put to later today.
As I cleaned each one, she talked about its advantages and suitability, and gave me instructions on which pile to put it in the 'take to Simon’s' pile, and the 'not this time' pile. The riding crop didn’t need cleaning, but she commented that I should pack it last… that she’d need it before I left for the conference.
I felt myself leak pre-cum.
She drained some of the water in the tub, replacing it with hot water, and asked me to scrub her back and to thoroughly clean her breasts with my soapy hands. I renewed my offer to take her back to bed, and she renewed her statement that she wasn’t available to me until later in the day and reminded me that I was not allowed to touch myself, but was to spend the day on edge.
Fuck!
After she was suitably clean, she told me to pull out clothes for her to wear for brunch, something to change into at Simon’s, and then something to change into for later. First calling her lover, then finding toys for her to use for her lover, and now picking out the clothes to seduce her lover!? But while there was a jealous pang involved, mostly it was just heat. Lots of heat.
I picked out clothes I thought were appropriate, showing each to her, and made some adjustments as she explained her thinking.
After I finished packing her bag, she told me to get dressed and get ready to go. I could hear her in the tub; I knew she was touching herself. Only through Herculean effort did I manage to keep my hands off my cock. I went back into the bathroom to say goodbye. Looking at the obvious bulge in my slacks, she commented that if she could figure out a way to get me soft, she had hoped to make me spend the day in the cock-cage that she had bought for me. Alas, that would have to wait for another day.
She didn’t help the problem with my erection when she told me that I should also set out the ben wa balls. She wanted to insert them after her bath and before brunch. I did as instructed.
“Now, go make me a cup of tea while I get out and dry off. I’ll join you in our suite in a couple of minutes.” And two minutes later, she came in wrapped in a large towel. I gave her tea, and tried to kiss her, but she pulled away. “No, not until later. Besides, you have one last chore.”
Our suite had a small bar, with two well-padded stools. Indicating one of the stools, she told me to move it to where she was pointing. I moved it, and then she climbed into the stool, staring at the bed. Then had me move it, and tried it again. “What are we doing?” I asked.
She answered me rather absentmindedly, saying, “I'm trying to figure out what it would be like to sit here and watch while Simon fucks me.” I was dumbfounded.
This looks good enough,” she finally said. Looking at her watch, she said, “You need to go. Take the bag to Simon, but text me while you are with him. Then you need to get to your conference.”
I thought about trying to kiss her goodbye, but instead simply said, “Yes, ma’am,” then picked up the bag and started to leave, when she said to wait.

“One more thing… to make sure you remember me.” She hefted the riding crop. “Drop your pants and bend over the edge of the bed. I paused, but of course complied. “They’ll be ten hard ones on each cheek. I want you to feel me all morning.” And they were hard, perhaps the hardest she’d ever laid on me. I jerked with each hit, and may have even whimpered a time or two. When she counted out the last one, she gently caressed my ass and bid me adieu.
Simon was two floors up. I knocked on his door very self-consciously. A moment later, he opened the door and seemed equally self-conscious as he invited me in. I handed him the bag, and repeated that it was things that Rayna wanted for later, and repeated that she said he would want them, too. He looked inquisitive, and I volunteered that it was clothes, both for going out and for staying in, and some… toys. “Adult toys, I mean.”
“Yes,” he responded, “I likely will want them.”
“Rayna told me to text her when I was here,” I said as I pulled out the phone and texted, “Delivered; still in Simon’s room.” Only a few seconds later, my phone rang; Rayna was calling. “Put me on the speakerphone. I want to talk with both of you.”
I clicked the right button. “Okay, you’re on the speakerphone,” I said.
“Mike and Simon, I need each of you to do something for me, to reassure me that you’re both turned on by this. So, Mike, stand behind Simon, and pull him close to you, then slide your hands down his pants and describe what you find there.”
Simon and I stared at each other in a moment of incomprehension, then simultaneously had a moment of shock and then of almost amusement on our faces. After a moment, I simply said, “As you wish,” and put my hands on Simon’s shoulders and turned him around, then got right behind him. I reached around him, my hands just above his waist, then slid my right hand inside the waistband of his slacks, and felt him through his briefs. Knowing what Rayna expected, I slid my hand back up a couple of inches, and then down again, this time inside of his briefs, his cock in my hand.
‘His cock is in my hand,’ I thought to myself. The first time I’d touched a cock in more than 45 years. I caressed the tip of his cock with my thumb, feeling his precum, and lingering perhaps a moment longer than I needed to. “Rayna, I can assure you that Simon is in fact turned on. Very turned on.”
I could almost hear the smile through the phone. “Your turn, Simon,” she said.
Simon turned to me, looking me in the face for a moment, and then looking down. Instead of just sliding his hand into my slacks, he loosened my belt, unsnapped my slacks, and pulled them down a few inches, then pulled my cock out. He stroked it a couple of times, and I found that I pushed into his hand. “Mike is turned on, too. He seems… fully engaged.” He redressed me and stepped back.
“Okay, Mike, off to your conference. I fully recall my promise to tell you what goes on today, and both Simon and I will be texting you during the day to tell you what’s going on.” And with that, she was gone.
I stepped to the door and muttered, “This is fucking weird.”
Simon responded, “It is. But it is also hot!”
My derriere burned as I walked to the conference, and at first I couldn’t even sit, standing in the back with the coffee drinkers during the morning introductions. Of course, I wasn’t paying attention, anyway. My mind was two blocks away, and seven floors up, wondering what Rayna was doing. Picturing Rayna and Simon.
A few moments later, I got another text. This one was sent to both me and Simon. “Simon, I’m popping out for tea before brunch. Here’s a link to an app that activates an insertable that I just inserted. The code is 4435667. I hope you’ll entertain me over tea!”
Fuck! He wasn’t with her, and was already inside of her. Sort of, anyhow.
Just before 10:30, Rayna texted me, “Heading to the lobby to meet Simon. Thanks for helping me get ready.”
A few minutes after 11:00, I got a text from Simon, “Great restaurant! On the way over, Rayna and I were in the back seat; she had me sit in the middle, and her on the right side. She made a show out of running her hands over my legs and over my thighs. The driver adjusted her mirror to see what was going on and once Rayna saw her do that, she unzipped me and slipped her fingers inside my slacks and caressed me.”
Just before noon, Rayna texted me, “Leaving the restaurant soon; heading to Simon’s room. If you can get away from the conference, pop into our room over lunch (or your afternoon break would be better) and shave again. I want your face as smooth as possible for later.”
And ten minutes later, a text from Simon, this one to both me and to Rayna, “We’re in the Uber, heading back. We have about 15 minutes. We’ve talked about several options to start the day. (1) I go down on her; (2) she goes down on me; (3) her on top, cowgirl style; (4) her on top, reverse cowgirl; (5) me on top, missionary; (6) me on top; her doggie position. Thoughts?”
Simon was asking for advice on how to have sex with my lover. And including her in the conversation.
After a moment of thinking to respond with “fuck you”, I instead thought about what Rayna would like the most. I texted back, but just to him, “She’s been in control. She’d enjoy losing control. When you get back, make her either get naked or just lose her panties. Maybe just the panties. Then have her show you her toys. All of them. Pay attention to the rabbit and riding crop.”
“Then tell her to get down on her knees and suck your cock. Don’t tell her you want a blow job; literally tell her to get on her knees and suck your cock. You may already know this, but she can deep-throat you; grab her hair and head, and fuck her mouth, deep. You might want to use the riding crop on her ass a couple of times while she is sucking you. When you’ve enjoyed that for a bit, get her on the bed, and fuck her missionary style. But hard and fast; no goal except your pleasure. She likely won’t come during it; when you have, give her the rabbit and tell her to fuck herself to climax while you watch."
After a long pause, Simon texted back, “Are you having me on?”
I could see that, from his point, I might be setting him up. But what could I say to convince him otherwise? “You’ve got nothing to lose by trying.”
Ten minutes later, Rayna texted, “Just got back to Simon’s room. Deets later.”
An agonizing 90 minutes crawled by. During them, I completely ignored the speakers and wondered what Rayna and Simon were doing. I second-guessed my advice to Simon. It would help him succeed, and didn’t I want him to fail? No, I didn’t. I truly wanted Rayna to enjoy the unbridled passion that was available. And I – almost belatedly – remembered to pop over to my hotel to shave.
At the end of the 90 minutes, Simon texted, “OMG! What great advice!!”
I smiled. Ten minutes later, Rayna texted, “Oh, I have so much to tell you!! But for now, we are taking a break.”
Almost 30 minutes passed when Rayna texted again, “Okay, we are going back to Simon’s room for a bit. My memory is that your conference ends today at 4:30. How ‘bout we plan to meet in our room at 4:45? But I’ll need a little time, so text me when you leave the conference. Does that work?”
It did. But not long after that, Simon texted, “Any more suggestions?”
Yes, I had one. Simon’s room was on the 9th floor, with floor-to-ceiling windows overlooking the downtown area. “Rayna has an exhibitionist streak in her. Stand her up leaning against the window.”
[to be continued]
