Long Distance Cuckolding - A Diary - Part 11

Click here to read the previous parts of the story.

You might remember that Piper mentioned sending me a video of her and Cal kissing.

Well, she sent that video. They were on Cal's couch. Or, more accurately, Cal was sitting on his couch and Piper was straddling him. She had the phone in one hand and the other was running through his hair as they kissed.

She was dressed in a skirt and a tight sweater. Cal's hands were all over her. He grabbed her ass. He played with her breasts. He ran a hand under the sweater and he did it all in the thirty seconds the video ran. They were definitely putting on a bit of a show for me, but it was one hell of a show.

"He was inside me just a few minutes later," Piper texted soon after I received the video. "I rode him until we both came. It was amazing. He really liked that I wanted to send you a video, actually. He told me afterwards that it really turned him on."

I've probably watched the video a hundred times. Maybe more. It's such a turn on. I've watched it enough to analyze every little bit of it, too. To see the genuine passion in the kiss. To see the way Piper lures Cal's tongue into her mouth and sucks on it for just a moment, eliciting a moan. To see the way his biceps flex just a little as he grabs her ass and squeezes it hard. To hear the way she moans when his hand moves under her sweater and he plays with her tits. Every moment of it turns me on.

Piper called me later that night. She was back at her apartment as it wasn't one of the nights she was going to spend at Cal's place.

"I loved the video," was the first thing I said.

She laughed. "I guess so. You didn't even say hello."

"Oh, right, sorry. Hi. How are you?"

Again she laughed. "I'm very, very good. I had a great dinner with my boyfriend and we had sex twice. I had four incredible orgasms and I made him cum twice. What more could a girl want?"

What more could a cuckold husband want?

"Oh, and I also got to delight my husband by sending him a video of me making out with my boyfriend. I managed to please men on both coasts, which I think makes me a very lucky woman."

"And I'm absolutely the luckiest man in the world," I added.

Piper didn't say anything for a few seconds but I was fairly certain I heard her getting undressed. Then there was the gentle groan of her bed frame. I got up and hurried towards the bedroom to get into bed just like her.

"You know what I love?" she asked. "The fact that I stay wet for so long after I've been with Cal. It's been two hours since he was inside me and my pussy is still soaked."

I stripped as quickly as I could and crawled into bed. Just a handful of strokes was all it took to get my dick hard. "That means the sex is really good, right?"

She moaned and I heard the distinct sound of masturbation. I imagined Piper sliding her fingers in and out of her pussy. It was really loud, which I took to mean that she was really wet.

"The sex is great," she said. "Though it's not just the sex with Cal. It's the fact that I'm a married woman with a boyfriend. That I'm fucking my boyfriend. That I'd just sent my husband a video of me making out with my boyfriend. That I knew you were probably watching that video over and over and stroking yourself while I had Cal's cock inside me and was taking him for a long, slow ride while kissing him, while his hands were all over my body."

Holy shit was I hard. Rock hard. Hard in that way that makes me feel like I'm 19 again. Being cuckolded is the only thing that makes me that hard.

"I do miss having you here, though," Piper added. "It was nice to be able to fuck you after I'd been with Cal. Actually, more than nice. A huge turn on."

"It was for me, too," I said, though that was the least necessary bit of information a man has ever delivered, as Piper knew exactly how much I enjoyed being with her after she'd been with Cal.

The sounds of masturbation stopped on her end so I stopped stroking.

"Cal wants to take me away for a weekend," Piper said. "A few weeks from now."

My pulse quickened. It was, in some ways, a small thing, and yet when a couple goes away for the first time it's kind of a huge milestone and I was really turned on at the idea of my wife and her boyfriend passing one of those milestones.

"Is that something you want to do?" I asked.

"Yes," she said softly. "I just wanted to make sure it was okay with you. And I wanted to say that it's absolutely okay if it's not okay with you."

I laughed. "Well, so, the first thing I thought when you mentioned it was that it feels like something of a relationship milestone. Most of the time you don't ask a woman to go on a trip with you unless you really like her, and I imagine as a woman you don't accept that invitation unless you really like the guy."

There was a pause before Piper said, "That's right."

"So were you wondering if that would...I don't know, make me nervous, like you're developing too much of a relationship with Cal?"

"I just...I love you so much, Joel, and the last thing I want to do is hurt you. This whole thing would be ruined for me if you were unhappy because you felt like I was being...I don't know, too much of a girlfriend with Cal."

I just wanted to hug her and kiss her and hold her close and tell her how much I loved her.

"I love you so much, Piper," I said. "And I can't tell you how much it means to me that you thought about that and that you wanted to make sure I was okay with you going away with Cal. I am, though."

She didn't say anything for a few seconds, so I kept going.

"I'm well aware that my desire for you to have a boyfriend is unusual. I think, though, that it's really working for both of us. I mean, I can't tell you how exciting this all is. I honestly felt excitement when you mentioned the idea of going away with Cal, and not just like my dick got a little harder. But a deeper level of excitement."

"Me too," she said.

"Then, to me at least, that just means we're utterly perfect for each other. I mean, what else could be the takeaway? We both got really excited at the idea of you and your boyfriend having a little weekend getaway. I mean, that's amazing to me and I can't imagine anything other than fully embracing how amazing that is. You should absolutely go away with him."

I felt like I could hear her smiling as she said, "It would be to celebrate two months together."

An anniversary trip of sorts. That made it hotter. "That's amazing. Do you know where he wants to take you?"

"There's a Ritz-Carlton in a coastal town called Half Moon Bay. It looks like one of the most beautiful hotels I've ever seen," she said. "It's...it's so romantic looking. It's set on a little bit of a cliff overlooking the ocean. It's just...it's so beautiful, Joel."

I felt that excitement again, mostly at the tone of Piper's voice. She was smitten. Utterly smitten with her boyfriend.

"You should tell him to book the room, then," I said.

I was also surprisingly excited at the idea that Cal was willing to spend what must have been a good-sized amount of money to treat my wife to a wonderful weekend. I mean, the Ritz-Carlton is not a cheap hotel.

"I'll text him right now," Piper replied. "Hold on a minute."

My wife and her boyfriend were going to celebrate their anniversary - of a sort, at least - at an incredibly fancy and romantic hotel. Most men would be utterly waylaid by such a thing. I had an incredibly stiff erection. I am not like most men, a fact that continues to delight me.

"Okay, I texted him. He's going to book the room. Two nights. We'll leave on a Friday after work."

"You'll need to do some shopping before then," I said.

"Yeah? You think so?"

I heard a hint of playfulness in her voice. Or perhaps she was just smiling. I imagined she'd been planning on bringing up the idea of doing a little shopping.

"What should I buy?" she asked.

I stroked my cock a few times before answering. "Well, you should definitely buy some new lingerie. And, since he's treating you to a luxurious hotel stay, you should probably invest in something high end, assuming Cal likes that sort of lingerie on a woman."

"He does," Piper answered softly before moaning.

"So at least one new lingerie set. Maybe two if you're feeling generous. You'll need a dress, too, as I imagine you'll be going to dinner somewhere beautiful and romantic," I added. "A classy but sexy look seems right for the Ritz-Carlton. Something that will turn heads as you walk through the restaurant. That will make all the wealthy men there wish they were with you instead of the women sitting across from them."

"And that will make Cal very, very happy that I'm there with him," she added.

"Yes, absolutely. You'll have to mention that it's a new dress, that you bought it just for him, that your husband has never seen you in the dress," I said.

Piper moaned. "He'll love that."

I'd never fantasized about having that particular kind of conversation with my wife, and yet it proved to be hugely arousing as it unfolded. So much so that anything other than a slow-paced cock stroking would have made me cum.

"Do they have a pool?" I asked.

"Yes, absolutely."

"Then a swimsuit, perhaps. Again, something classy but sexy. Something that shows off how good you look, something that will draw stares as you saunter towards your chair or as you dive into the pool."

"Are you sure about me buying all of that?" she asked. "I mean, it won't be cheap."

"But it will be worth it," I said. "Especially if you take a few pictures that you can send me after the weekend."

"After?"

"Well, it only seems fair that Cal be the first man to see you in everything you're going to buy," I said as I felt a wondrous thrill at the notion of Piper doing something exclusively for Cal, at least until after the weekend when I'd get to admire her in the lingerie, dress, and swimsuit.

"Cal will love that...but if I'm being honest, I think I love it too," Piper replied. "I'm so...I'm so turned on right now, Joel."

"Me too," I said.

She moaned and once again I heard the telltale wetness of her fingers entering her pussy. "There's one more thing I wanted to do...for that weekend...for Cal."

I had no idea what she was going to say, but I was excited. "What's that?"

"I want to let Cal cum inside me."

Holy shit. I almost came. I was a split second away from cumming, in fact. I don't know why, but I'd never considered the possibility that Piper would have unprotected sex with Cal. Which is weird, because the idea is so fucking hot.

"We'd both get tested," she said. "I'm not going to be irresponsible about it. But I'd really like to have unprotected sex with him. I'd like him to start cumming inside me. But I won't do it if you're not okay with it."

"I hope you won't think less of me if I say that the idea really excites me," I replied without hesitation. "I mean, I almost came when you first said it and I'm barely even masturbating."

"Really? You'd really be okay with it?"

"Yes. I'd be more than okay with it. I'd be ecstatic. Knowing that was happening during your trip would be...I mean, it would just be incredible. I'd be turned on the whole weekend as I thought about another man cumming in my wife."

Piper moaned and I have to say, it was probably the single hottest moan I'd ever heard. I mean...fuck...she was moaning because she was thinking about her boyfriend cumming inside her. It's just so fucking hot. I can't even explain why. It just is.

"I want to cum again," Piper said. "Will you cum with me?"

"Hell yes."

"Think of me in something sexy and lacy and expensive. Think of me wearing it for Cal, baby. Think of me seducing him in that lingerie. Think of his hands all over my body. Think of us kissing, of me caressing his cock, of me stroking him until he's hard for me as we lie together in the most luxurious hotel bed."

I did all of that, though I barely stroked my cock because I was already so close to cumming.

"Think of me taking him in my mouth, of me giving my boyfriend a blowjob. Think of me sucking his beautiful cock while my pussy gets so wet that it's not long before I'm utterly desperate to have him inside me."

She was painting a beautiful picture and my whole body tingled with desire.

"Think of him inside me, Joel," she said as the sound of furious masturbation filled my ears. "Think of me on my back in that gorgeous lingerie that you won't have seen, that I bought just for my boyfriend. Think of his bare cock moving in and out of me as we make love. Think if us kissing. Of me moaning. Of me telling him how good it feels as we have unprotected sex."

I was beyond turned on. I was moments away from cumming. A few swift strokes at any point would put me over the top.

"Think of me on the verge of an orgasm, Joel. Think of me telling Cal to cum inside me. Think of me telling my boyfriend to cum inside me!"

She came. I came. Holy shit did I cum. I came so fucking hard. It was absolutely the best orgasm I've ever had by my own hand. Sex with Piper is better, but this was a close second. A very close second. It was stunning. It was long-lasting, too. It felt like my whole body was vibrating with pleasure. It literally took my breath away, too.

"You're very generous, Piper. Thank you for painting such a vivid picture. I love you so much."

She chuckled softly. "I love you too, Joel. More than I could ever explain."

Neither of us said anything for a few seconds before I asked, "That wasn't made up, right? You're actually going to have unprotected sex with him?"

"I am," she said. "As long as the tests are clean. But yeah, I am. We'll be having unprotected sex until I leave San Francisco."

The thought that came to mind was that Piper would be having unprotected sex with Joel the next time I came to visit. I wasn't sure how that would play out, but the possibilities were hugely exciting to me.

"That orgasm exhausted me," she said. "Would it be okay if I go to bed? I'm not seeing Cal tomorrow so I can call you on the way home from work."

"Yeah, of course. I can't wait to talk to you then," I replied. "I love you, Piper."

"I love you too, Joel."

She hung up and I cleaned up the mess from my orgasm. I did so with a smile on my face because I was still turned on at the idea of Piper and Cal having unprotected sex. The excitement of that was going to provide quite a few thrilling orgasms for me over the coming weeks. Then there'd be the trip, which I was fairly certain was going to be beyond exciting.

I'll be sure to tell you all about it.