Long Distance Cuckolding - A Diary - Part 7 (Patreon)

Click here to read the previous parts of the story.

I'm getting on a flight soon - I'll be visiting Piper this weekend - so I figured I'd give you an update on the date Piper went on that I briefly brought up at the end of my last entry.

As you might remember, I mentioned that Piper had met some of Cal's friends. This was over a week ago. Now, I know that's not the usual naughty stuff, but it felt like kind of a big deal to me.

You don't typically introduce a girl to your friends if she's just someone you're fucking (same thing goes for a girl introducing a guy to her friends). You really only have someone meet your friends if there's something real between the two of you. That's the thing that made it feel like a big deal. That's also the thing that made it hot for me.

I've heard it said that a sexual fantasy doesn't always survive reality. I imagine that's often true in a bad way, as in the fantasy proves to be kind of awful. In my case, the reality of my fantasy has proven arousing in lots of ways, including some that were unexpected.

I honestly didn't think I'd find so much excitement and arousal in the idea of my wife having a relationship with someone. A real relationship. With real affection. A relationship where she likes spending time with him. Where she likes being with him when they're not having sex. A relationship that's built on something more than just the incredible desire for each other.

Yes, I know just how dangerous that can be. I also know that I find the whole thing irresistible. For instance, Piper sent me a picture after that date where she met Cal's friends. It was a picture of the two of them. They were sitting next to each other at a bar. He had his arm around her. She was wearing a cute-looking sweater and her hair was styled in a casual-but-sexy manner that I loved. On his friends must have taken the picture. It wasn't meant to be sexy. It was just a picture of a couple. That's precisely what made it sexy, though.

I can't tell you how many times I've looked at that picture in the week since Piper sent it. I love it. I get so turned on looking at it. I really do. I just think about her being in a relationship. About her having a boyfriend. About her having real affection for him. About her going on dates with him, meeting his friends. Sometimes that picture turns me on more than one of her in lingerie. I mean, that's crazy, but it's true.

We talked on the Saturday after that date. It was nearly 4 p.m. my time. She'd just gotten home from Cal's place. She'd spent the night and she'd absolutely had sex with her boyfriend, but I honestly found myself not thinking about the sex when she first called.

"I loved that picture you sent," I said after a few minutes of chatting.

"Which one?" she asked.

"The one of you two sitting together at the bar. With his arm around you. One of his friends must have taken it," I explained.

"Really?" There was genuine surprise in her voice. "I honestly wasn't sure about sending you that picture. I thought maybe...I don't know, that it might upset you."

It was my turn to be surprised. "Why?"

"Well, because it's...it's not sexy, I guess. It's not me in lingerie showing you what I'm going to wear to seduce him. It's not me in a tight dress. It's just me..."

"You and your boyfriend hanging out, having fun, being happy together," I finished her thought.

"Yes, exactly."

I smiled. "Well, I hope it's not too weird that those are the exact reasons I really like that picture. And I hope it's not too weird to say that I actually find it really...I find it really arousing. Like, I've probably looked at it a dozen times since you sent it, maybe more. Every time I get excited. I just think about you having an actual boyfriend. About you going on dates. About you having a real relationship. About...I don't know, you having feelings of a certain kind for him. Relationship-y feelings. The sort that go beyond just wanting to have sex with someone."

"Yeah? You're...you're okay with me having those sorts of feelings for Cal?" she asked.

It was so thrilling to hear her ask that question. It was an admission of those feelings. We weren't talking about love, or anything. They were three weeks into seeing each other. But it was on that spectrum. On the way to that eventual outcome. And fuck...it was so hot.

"Yes," I replied. "More than I could explain, honestly. It's weird...but yes, I really love that you have those feelings for him. That you like him. That you like him being your boyfriend. That you want to be his girlfriend. That you liked hanging out with his friends."

"That I liked that he wanted to introduce me to his friends? That I liked how he put his arm around me and pulled me close while we were talking with his friends? That I liked every time he'd lean over and kiss me on the cheek or tell me how beautiful I was?" she asked.

Is it weird to get hard while your wife tells you about how affectionate her boyfriend was on their date the night before? Is it weird to want to masturbate as she shares those giddy early relationship feelings with you? Maybe it is, but I don't give a damn.

"Let me send you another picture," she said.

My phone buzzed and I pulled up the photo. It was from the date. In fact, they seemed to be sitting in the same spot. In this picture, though, Piper was kissing Cal on the cheek. Her eyes were closed and he was smiling. Her hand was on his chest. It was a small difference, but there was such affection in the picture. It was perfect.

"That's such a turn on," I said.

It's worth noting that the picture triggered something else. It was my first true bout of angst. It was the affection that triggered it. Piper had expressed that she was developing feelings for Cal, but as they say, a picture is worth a thousand words and there was something truly potent about seeing the genuine affection in that image.

I know that cuckold angst is something most men in my position experience. I also know that some guys hate it. I have to admit, though, that I didn't hate it as I sat there and stared at the picture. To be honest, I kind of liked it. I felt...alive. Like my body was humming.

I also felt completely and totally secure in Piper's love for me, which I think was a big part of what made the angst so bearable. I wasn't the slightest bit worried that she'd leave me for Cal or that our marriage would be fucked because of her relationship with him. I'd felt all along that it would only make our marriage better and so far that's been the case.

"Would you enjoy a video?" Piper asked. "Of us kissing, I mean. And just kissing."

"Yes. I'd love that. Do you have a video of that?"

She laughed, presumably at the absurd sense of eagerness in my voice.

"No. Not yet. We'd have to film one. I was just thinking that maybe I could do that for you. A quick little video of me and Cal making out on his couch, or making out on a date, maybe," she said.

"I'd really, really enjoy that. Shit, that sounds so hot." I was excited. Too excited, perhaps, but excited. "Would Cal do that? I mean, would be okay making a video that you'd be sending to me?"

"Yeah, absolutely," Piper answered. "He asks about you. We talk about you sometimes. He knows I'm married. It's not like this thing we just pretend doesn't exist."

"He asks about me?"

"Yeah. How you're doing. How you're holding up without me. That kind of thing," she explained. "I do think there's a part of him that enjoys that I'm married and that he gets to be the other man. You know? He gets to be the one that has sex with me while I'm away from my husband. He's never said anything about it, but I just get this feeling that he likes that he's fucking a married woman."

"I can see how that would be hot," I said. I mean, I'm not built for that kind of thing, but I can absolutely see why a guy would find it hot that a married woman would choose to fuck him, even if her husband was on board. "So, did you like his friends?"

"I really did. They're really nice, smart people. They really like Cal and they seemed to really like me, which I took to mean that Cal has been pretty clear about how much he likes me. They don’t know the particulars of our situation – you know, that I’m married but my husband is okay with me dating – and I imagine they’d be a bit confused and maybe like me less if they knew that,” she said.

Again I felt that angst and again I found it thrilling. "That doesn’t really matter, though. They just know that he tells them he really likes the girl he's dating and they make sure to go out of their way to be kind and warm and welcoming to you because they might be seeing a whole lot of you in the future."

"That sounds about right," Piper said. "In fact, two of Cal's female friends asked me if I wanted to join them for lunch tomorrow."

"Really?"

"Yeah. I spent a little time with them last night. They pulled me away from Cal, actually, just to have some girl talk, I guess. I think they just wanted to get to know me a little better. They're both dating friends of Cal's, I believe, so maybe they just wanted to judge if I'd be good for a double or triple date thing. I don't know. It was really good conversation, though, so when we were all leaving they asked me to go to lunch," she explained.

"And are you going?" I asked.

"Yeah," she said. "I mean, why not, right? It might be fun to have some new friends along with having a boyfriend."

"Absolutely. Friends make everything better, right?"

Piper laughed. "They do. They really do. So does having a boyfriend when you're 3,000 miles away from your husband."

"I love that you have a boyfriend," I said.

"Me too," she replied before I heard a soft moan. "You know...last night, with Cal...the sex was a little different."

I couldn't tell if it was a good thing or a bad thing. "Different how?"

"Well...it was slower. More...sensual, I guess. It was...passionate. It felt like we were more connected. I don't know if it's because we were at the bar with his friends for like four hours and we spent a lot of that time casually touching each other and building up this kind of intimate desire...or if it was something else, but it was really good," she said.

It sounded really good. "Yeah?"

"Yeah. When we got back to his place he poured us each a glass of wine and we settled on his couch. I pulled my legs up under me and we sat close and talked and sipped our wine. We touched and kissed and I felt this intense...closeness. Intimacy, I guess," she said.

"And that felt good?"

"It felt so good, Joel. I was turned on...but it was different. Deeper, I guess. Like, I was wet for him and I could feel that really pleasant tingling between my legs, but this was more. This was throughout my body. This was a kind of desire that I felt everywhere, like I just wanted to be close and connected with Cal," she explained.

She was describing the kind of thing just about everyone feels when they're in a good relationship. Specifically, that thing you feel when the emotional connection catches up with the sexual connection. When your emotional desire is at the same level as your physical desire.

"We finished the glass of wine and Cal took me to the bedroom. We crawled into the bed together and we kissed and touched each other. We undressed each other but we did it slowly, like neither of us was in a particular rush to have sex," Piper said.

"Like you wanted that feeling, that connection you felt, to last as long as possible," I added.

"Yes, exactly. That's exactly right. Eventually we ended up naked. I stroked his cock and he fingered my pussy and we moaned into each other's mouths as we kissed," she said. "It was...I don't know, it was beautiful, Joel."

My dick was hard, but felt like the wrong moment to masturbate, like doing so would spoil the mood, like our phone call was the equivalent of the emotionally connected sex Piper was describing.

"It sounds beautiful," I replied. "And really erotic."

"It was. Eventually, though, I wanted him inside me and I told him so. He put on a condom and moved between my legs. I guided him into me as we kissed. He filled me slowly. Slowly and deeply. I wrapped my legs around him. I held him close as he filled me, Joel. We kissed and touched each other as he moved in and out of me. He kissed my neck. I kissed his. I took his tongue into my mouth and he took mine. Every thrust brought me a little closer to a climax, but none of it happened with any speed and I didn't want it to," she said.

A thought occurred to me. A thought I felt a little fearful about giving voice too, though that was really just because it triggered quite a lot of angst.

"It sounds like...well, it sounds like you were making love," I said.

I wasn't thinking that they were in love. You don't have to be in love to make love. There are different types of sex, though. In my mind, at least, fucking is different from making love and it definitely sounded like Piper and Cal were making love after their date.

She didn't say anything for a while. Five, maybe ten seconds. Then she asked, "Is that okay?"

"Yes," I said. "I hope it's okay that I like that you were making love with him. That it was slow, sensual, connected, passionate sex. That it was the kind of sex you have with someone when you're developing feelings for them. When they have feelings - real feelings - for you."

"Do you...do you really like it?" Piper asked.

"Well, I'm really turned on," I answered. "I know that's probably weird that the feelings part, the relationship part, turns me on. I don't know, maybe it is fucked up or strange or really..."

"Joel...it's not weird. It's just you. It's just us, actually. I'm sure some people would say it's weird that I made love to my boyfriend last night and that I'm thinking about making love to my husband right now," Piper said.

I smiled. "I'd like that. Though, I have to admit, I think if I was making love to you right now I'd have a hard time not thinking about you and Cal doing the same thing."

She moaned softly. "Well, then I guess I'd have to think about the same thing as you were making love to me. I'd think about how he kissed me, about how his cock moved in and out of me at this perfect slow pace. I'd think about how he touched me, how he grasped my breasts so gently, how hands moved through my hair. How he slid his fingers down and grabbed my ass to squeeze it while his cock slid so deep inside me."

That wasn't the first time Piper had mentioned how deep Cal went inside her and it wasn't the first time I felt a twinge of arousal at the idea that he was bigger than me. I wasn't willing to ask about it, though. I didn't want to ruin the mood.

"I wish I was there with you right now," I said.

"Me too, baby," Piper replied. "I can't wait until I get to see you. I can't wait until I get to have you inside me again. I can't wait until I get to have you inside me while I tell you how good it feels to make love to my boyfriend."

I don't know if she was being kind by playing into my fantasy or if Piper was really into that particular idea, but in the moment it didn't matter. I was so fucking turned on that I wasn't thinking about anything other than cumming.

"Can we masturbate together?" I asked.

"I thought you already were," she replied with a laugh. "I certainly am."

I got my dick out as quickly as I could, spit into my hand, and wrapped my fingers around my shaft. The pleasure was otherworldly. Sometimes masturbation feels better than other times. Sometimes you're so turned on your dick is stiff as steel and every touch feels amazing. This was one of those times. Holy shit was this one of those times.

"Did you cum together when you made love?" I asked.

"Mmm, we did," she replied. "Just a few seconds apart. I was so wet by that point. It felt like my whole body was tingling. I kissed him deeply and told him to go faster, that I was ready to cum. He gave me what I wanted. We kissed and I ran my fingers through his hair. I grabbed his ass. I pulled him deep inside me. I moaned into his mouth. I came so hard on his cock, Joel. I came so hard that my body literally shook. Then I heard his beautiful grunts and groans as he came while he was so deep in my pussy."

"Oh, fuck, Piper, I'm cumming. I'm cumming!"

The mention of his depth put me over the top. All of it was so fucking hot, but I couldn't quite control myself when I pictured him reaching deeper inside her than I do.

She came too. Right as I was cumming. Her moans were so beautiful. I closed my eyes and I could see her face. I could see the pleasure. I could see how good she felt, how hard she was cumming. It made my orgasm better. Much better.

"You're so amazing, Piper," I said. "Just so amazing."

She laughed softly and sweetly. "So are you, Joel. I mean it. So are you. I'm a very, very lucky girl."

I smiled. "You know, I'm not sure I've been as excited about anything as I am about visiting you. I'd be excited no matter what, of course, but all this stuff with Cal makes it so much more exciting."

"I know. I really can't wait to see you, Joel. It's like I can already feel your body against mine as we hug at the airport."

"What should we do that night?" I asked.

"We should go back to my apartment and have sex," she replied with a laugh. "After that I figured I'd make you dinner, we'd have it with some wine, and then we'd have sex again. We can spend Saturday and Sunday exploring the city."

"Honestly, that's exactly what I was hoping you'd say."

"Good. I know I already said it, but I want you, Joel. I'm having lots of sex with Cal, but I still want you," she said.

"And that makes me very happy, Piper. And I absolutely cannot wait to see you."

"Alright, well, I have to go. I'm meeting one of my coworkers for a late lunch. I'll call you again tonight so we can catch up on other stuff, though. Okay?" she asked.

"Yeah, absolutely. I love you, Piper."

"I love you too, Joel. Bye," she said.

Oh, and if you're keeping track, you might have wondered about the lingerie Piper was going to buy for Cal. As it turns out, she didn't wear it for him on the date I described above. As you know, that turned out a little differently than she'd been expecting.

She did, however, wear it for him earlier this week and she promised she'll wear it for me this weekend. Maybe tonight. Maybe tomorrow. I just know that I'm going to have sex with my wife in the lingerie she wore for her boyfriend. How fucking hot.

Anyway, I'll write an update after the weekend is over. Talk to you then.