The Cuckold Training Diaries - Part 15

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Milo

It should come as no surprise that sex is different with different people. Some people like it slow and sensual. Some people like it fast and hard. Some people like it rough. Some people like it to feel dirty. Most people enjoy some mixture of all those things. Avery is one of those people, as I'm sure you know by now.

Not all men are capable of providing a variety of sexual experiences, though. I'm not, for instance. I'm not great at the fast and hard and I'm really not great at the rough sex. I'm not particularly good at making sex feel dirty, either. I'm much more into the slow and sensual kind of sex. Avery likes that kind of sex, but it turns out that there's a part of her - the part she'd fully let out in college - that finds great pleasure in a wilder, dirtier kind of sex too.

I witnessed a version of that when I received that FaceTime call from my wife. I knew she was picking Alonso up at the airport. I knew she was probably going to fuck him. I did not expect to see her bent over the hood of a car and taking his cock in her pussy while he pulled her hair. I did not expect to see so many different looks on her face as she took that doggystyle pounding. There was a bit of pain, a bit of discomfort, and a wealth of pleasure. There was an incredible orgasm, too, one that I couldn't really hear, but that looked astonishing, like she'd been waiting years to feel that kind of pleasure.

Avery had let me out of my chastity cage before leaving to pick Alonso up. She'd been very clear that I wasn't allowed to masturbate and equally as clear that being set free was a test that she expected me to pass. I figured I'd have an easy time passing that test as I honestly didn't expect to hear from Avery until she'd finished with Alonso. As you know, that wasn't the case.

I got hard awfully fast. It was while Avery was sitting on the hood and getting fucked. I couldn't see her face, but I could see Alonso's. I could see how much he was enjoying my wife's pussy. I could see that he hadn’t put on a condom, either, and holy hell did that excite me. The very idea of another man's bare cock moving in and out of her was so fucking hot, and I was so fucking hard as I sat there and watched while thinking over and over that he was fucking her bareback, that he was almost certainly going to cum inside her.

Then he flipped her over, grabbed a handful of her hair, and took her from behind. He fucked her hard and he made her cum so hard and so quickly. It was like she couldn't begin to control it, like the pleasure just overwhelmed her. It was almost the same for me as I sat there and watched. My dick was hard as a rock while my wife gave herself to another man without hesitation, and while she did it in a fairly public place.

The whole thing was so fucking hot, but it got hotter when she started telling him to cum inside her. I couldn't hear it, but it was easy enough to read her lips. She said it enough times, too. Over and over she pleaded with him - with this man she hadn't seen in years - to cum in her pussy. It was - up to that moment, at least - the most aroused I'd ever been.

It's a miracle I didn't masturbate. I rubbed my cock a little through my pants, but I didn't dare pull it out. I didn't want to fail my wife. I didn't want to disappoint her the moment she walked through the door. I wanted to be able to enjoy the aftermath of her having had unprotected sex with another man, because you can damn well sure believe that I've long fantasized about that particular kind of pleasure.

I figured Avery would drop Alonso off at his hotel and come home soon after. I was wrong about that. It was four hours before she came back. Four hours that she spent with him. Four hours of text updates where she'd tell me that she was staying a little longer because she wanted to fuck him just one more time. Four very long hours where I was turned on basically the entire time.

I was right at the door when Avery finally came home. I was too excited to do anything else. I had to be right there when she walked into the house.

"Hey," Avery said as she walked into the house, leaned against the wall, and bit her lower lip in that impossibly sexy, suggestive way that women sometimes do.

At first, I stared into her eyes without saying a word. Then I let my gaze wander over her body. Her nipples were hard and poking through the thin fabric of her sundress, which looked a little worse for the wear, like perhaps it had been hastily and even aggressively removed, perhaps more than once.

"Hey," I finally replied. My heart was pounding. I wanted so many things in that moment. I wanted to kiss her. I wanted to tear her clothes off. I wanted to fuck her. I wanted to go down on her. I wanted to worship every inch of her body. I wanted to thank her for cuckolding me, for making my fantasy come true. I wanted so many things that I felt paralyzed.

Avery reached down and slowly pulled her dress up, revealing her smooth, soft thighs. My heart skipped a beat - in the best way possible - when I saw the rather massive wet spot in her panties. They were soaked, really, and they had to have been soaked with Alonso's cum. Another man's cum was dripping out of my wife and my dick got hard as a rock as a result of merely seeing the wetness in her panties.

"I was going to come home after I dropped him off at his hotel," she said. "He was going to shower and get settled in and then we were going to go out for dinner."

She pulled her dress all the way off, revealing her wondrous breasts. They were covered in red marks, like they'd been handled rather roughly over the course of her time with Alonso. The sight of them deepened my arousal as I imagined his hands all over them.

"Then he told me to come inside with him," she continued. "So I did. The truth is, I was hoping he'd ask me up to his room. I wanted more, Milo. I wanted more of what he'd given me."

"Did he...did he give you more?" I asked as I took a half step closer.

Avery bit her lip and nodded. "He..." she began before hesitating. "He...he told me to suck his dick in the elevator."

My eyes went wide. "Did you?"

She nodded. "I didn't even hesitate. I was...I don't know, it's like I was drunk. I just got on my knees, unzipped his pants, and sucked his cock in the elevator. I sucked his cock until we got to his floor and the doors opened. Had someone been standing there, they would have seen me giving a blowjob, Milo."

It wasn't just what she was saying. It was that Avery was describing what she'd done with a look of the purest delight in her eyes. There was lust, too. She was getting turned on thinking about how she'd blown Alonso in the elevator, and how she'd done so soon after fucking him.

"His cum was dripping out of my pussy as I sucked his cock," she said. "It was dripping onto the elevator floor. I didn't have any panties on. I'd taken them off for him, before I even picked him up. I wanted him to reach under my dress and find my pussy, Milo. I wanted Alonso to know that I was his, that I was his to enjoy this weekend."

My cock was so fucking hard it hurt. It really was. I was desperate for an orgasm, though I had no idea if I'd be granted one.

"He took me to his room and he had me strip and get on my hands and knees in the bed. Then he made me finger myself and lick his cum from my fingers while he masturbated," she continued. "It felt so...dirty, but I got so turned on."

She slipped a hand into her panties and her fingers quickly emerged soaked in what I'm certain was Alonso's cum. She lifted them to her lips, closed her eyes, and sucked them clean. I stepped closer. Close enough that I could feel the warmth emanating from her skin and I could hear - in exquisite detail - as my wife sucked another man's cum from her fingers.

"Can I kiss you?" I asked as she pulled her fingers from her mouth and looked at me.

Avery smiled. "Is that what you want? To taste Alonso's cum by kissing me?"

I nodded. I absolutely wanted that. I was hard for that. I wanted the dirtiness of it. The kinkiness of it. It felt like pure cuckold pleasure and I fucking craved it.

So she kissed me. She kissed me hard. She invaded my mouth with her tongue as she put a hand on the back of my head and pulled me closer. It was almost like she was fucking my mouth with her tongue, to be honest, and it was blissful.

"Do you like the taste of his cum as much as I do?" she asked.

"Yes," I answered. I don't really know if I liked it, to be honest. I was just so fucking high on the arousal of the whole situation that it felt like I loved it.

Neither of us said anything for a few seconds. Avery stared into my eyes and I into hers. Then she smiled, put a hand on the top of my head, and pushed down.

I felt like I was moving in slow motion as I fell to my knees in front of her. Her body passed before my eyes. Her breasts. Her taut stomach. Her belly button. Her panties.

Then I was staring at that wet spot. I gazed upon it for a few seconds and then looked up at Avery, who wore a devilish smile.

"He fucked me four times today, Milo," she said. "Including once right before I left. He came inside me three times, including the last time. I gave myself to Alonso today. I couldn't help it. I gave him everything he wanted. He fucked me all over his hotel room and on the balcony. He fucked me in every position. He pounded my pussy relentlessly. It was better than when I was in college. I came so hard, and so many times. I lost count of the orgasms, Milo. I lost count."

I reached up and slipped my fingers into the waistband of her panties. Avery smiled and I pulled them down. Slowly, though. I took my time revealing her messy, matted pubic hair, her incredibly puffy pussy lips, and the wetness that coated everything. I stared at the mess in her panties for what felt like a long time before pulling them all the way down her legs.

"Can I?" I asked.

"Is that what you want?" she replied. "Is this your cuckold fantasy?"

It feels so strange to admit that you want to lick another man's cum out of your wife's pussy. Humiliating, too. I mean, of course it's humiliating. That's the point though, isn't it? That's the source of the incredible thrill. At least, that's what it was for me in that moment.

"Yes," I said.

She smiled, ran her fingers through my hair, and then applied gentle pressure to the back of my head and said, "Eat his cum out of my pussy. Clean up his mess. Lick his cum out of my messy pussy, Milo."

The moment my tongue pushed between her pussy lips was pure perfection. It was bliss on every level. It was pleasure throughout my body. It was like I'd come alive in an entirely different way. My cock throbbed - genuinely and truly throbbed - and my balls tightened. I swear it even felt like my asshole was tingling a little.

Avery moaned and applied just a bit more pressure, pulling me closer and rubbing her pussy lips over my face as my tongue probed her for the taste of Alonso's cum. I found it, of course. Most of his load had leaked out of her, but her insides were still coated with the taste of another man's cum and it was thrilling beyond words to bathe my tongue in it.

"On your back," Avery said after a good, long pussy cleaning. "Take your pants off."

I moved to my back and hastily took my pants off. She smiled at the sight of my stiff dick, stood over it, and sat down, taking me inside her in an instant.

Avery put her hands on my chest and began to rock back and forth. She leaned down and kissed me. Her tongue danced gently with mine as she moaned and then she said, "I sucked his cock so many times. I sucked his cock in between each and every fuck. Sometimes he'd pull out and have me suck my juices off his cock. Another man's dick was in my mouth so many times tonight, Milo. Another man's dick spent so much time inside my holes tonight. Another man's dick used my body for its pleasure tonight and I came all over that dick so many times."

I came inside my wife while she was in the middle of saying all that. I came inside her so hard that I could barely hear what she was saying. My body trembled and my head spun and my toes curled and tingled with orgasmic joy.

"Was that good?" Avery asked as she sat up.

"That was perfect," I answered. "Perfect in every way."

She smiled. "That makes me happy. Very happy, in fact. Now let's get cleaned up and then I'm going to lock you in your cage. I want you in chastity for the rest of Alonso's visit."

I was a little disappointed - I wanted to cum again and to do so as quickly as possible - but I was also more than happy to surrender to whatever Avery wanted in that moment, so back in the cage I went for the rest of what turned out to be a fairly adventurous weekend.