Diary of a Submissive Cuckold - Part 13 (Patreon)

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“Tyler!” Val called out from her deck. I took a moment to finish the pour over for her coffee and then rushed out to see what she needed. Val scanned my naked body – she liked having me nude in her house – and smiled. “I’d like you to eat my pussy,” she said.

“Of course,” I replied. I moved between her legs, dropped to my knees, and gently pushed her skirt up around her waist. I removed her panties, placed my head between her supple thighs, and went to work.

“Mmm,” Val moaned. “Your tongue has always been such a spectacular instrument of pleasure, Tyler.”

I responded with a moan of my own as I knew nothing more was needed. It was my job to tend to Val’s pleasure, after all, and I wasn’t going to take even a moment away from worshiping her pussy while I waited for her coffee to finish brewing.

“You’ve proven that you’re quite adept at tending to all my needs, though,” Val continued as she looked down at me. “You’ve proven that you’re every bit the submissive I want you to be. Which is why I’d like you to move in with me.”

My eyes went wide but my tongue continued to gently work her clit. She hadn’t given me permission to stop eating her pussy and despite my joy I didn’t want to interrupt her with a giddy declaration.

“Does that make you happy, Tyler?” Val asked. “Would you like to move in with me?”

“Yes, Val,” I finally replied. “Absolutely I’d love to move in with you. Nothing would make me happier.”

“You’ll be expected to serve me when you’re not working,” Val said. “You’ll be entering into a dom/sub relationship, which will likely be unlike any you’ve ever had. This won’t be like your marriage. Not even a little. You will do as you’re told and if you disappoint me you’ll be punished until you learn how to meet my needs. Do you truly understand that?”

“I do,” I answered. “I’m sure I’ll disappoint you in some way as I know I still have so much to learn, but I’ll do everything in my power to be good for you, Val. I’ll serve your needs. I’ll dedicate myself to making you happy because that’s what makes me happy.”

Val smiled and caressed my face. Her fingers were warm and soft against my skin and it felt like a perfect moment as I rested on my knees between the legs of the woman I loved.

“I love you, Val,” I said. “I love you more than I have ever loved anyone. You make me happier than I ever believed was possible. You’ve helped me become the kind of man I was always meant to be and I’m eternally grateful to you for that. I really am.”

“I know you are,” Val replied. “You may resume worshiping my pussy.”

I did as Val ordered and she rewarded me with a soft moan as my tongue found her clit once more.

She ran her fingers through my hair – her touch brought me such intense pleasure – and said, “I’ve invited a good friend of mine over this afternoon. She and I are going on a double date this evening and I suggested that we bring you along for the fun part of the date.”

Val moaned as I reached up and slipped two fingers into her slippery pussy while gently licking and sucking on her clit.

“We’re going out with two exceptionally successful men. They’re both in tech – so they’re a little bit nerdy – but they’re fabulously wealthy and Sarah – that’s my lovely friend – says we’re going to have an exceptionally good time. I told her that we might have an even better time if I bring my cuckold along for everyone to play with,” Val said. “She agreed immediately. In fact, she said our dates are the kind that appreciate adding a little bit of kink to an evening. Are you going to be a good boy and act as a kinky catalyst for the evening, Tyler?”

“Of course,” I replied. “I’ll do anything you want me to, Val.”

“It might be a little wilder than you’re used to,” she said. “After all, there will be four of us and Sarah says these guys – like most wealthy tech guys – can get a little crazy in pursuit of their orgasm. Are you willing to get a little crazy?”

“Yes,” I answered. “I promise. I’ll serve you well, Val. I’ll prove that I’m worthy of being your submissive partner. I’ll prove that I’m worthy of you.”

“Good,” Val said. “Now go pour my coffee and make another cup. Sarah will be here soon.”

I departed the perfect space between Val’s legs and rushed back to the kitchen to finish her coffee. I added just a touch of cream and sugar and ran it back out onto the deck. Val pulled me close for a soft kiss before smacking me on the ass and sending me back into the house to make another cup for her friend.

I’d just finished the pour over when the doorbell rang. “Answer the door, Tyler,” Val called out from the deck.

For a moment I considered putting on clothing – a bathrobe, at least – but I knew better. Val would have told me to get dressed if she wanted me to be clothed when I welcome Sarah. That didn’t stop me from feeling embarrassed when I opened the door and saw a tall, beautiful brunette standing there.

“You must be Sarah,” I said before stepping aside. “Please, come in. Val’s on the deck and I’ve just made a cup of coffee for you.”

I watched Sarah’s long ponytail sway gently as she stepped into the house. I caught a whiff of a rather seductive perfume as she stepped past me. I shut the door and turned to see her standing and smiling at me.

“Come closer,” she said.

I approached with my hands behind my back. Sarah reached up and ran her fingernails down my chest, causing a hint of pain and leaving faint red scratches behind.

She smiled and said, “Get on your knees.”

I dropped to my knees without hesitation and looked down at her knee high leather boots before dragging my eyes up her legs, over her tight pencil skirt and the turtleneck sweater that did wonders for a pair of small, perky breasts that sat high on her chest.

“Kiss my boots,” Sarah demanded.

I bent over and kissed her boots without hesitation. Sarah was silent as I offered my submission and I hoped that I’d managed to put a smile on her face by doing exactly as she’d ordered.

“Look up at me,” she instructed.

I sat back on my knees and looked up at the beautiful brunette. She extended her foot and rubbed the tip of her boot over my cock, collecting a little bit of precum in the process.

“Look at the mess you’ve made of my boot,” she said.

I looked down to see the shiny liquid on her leather boot. I almost bent over and licked it up, but to do so without permission would have been a mistake, so I remained on my knees with my hands behind my back.

“Clean your mess,” Sarah ordered.

I bent down once more and this time I licked my precum from her boot. I cleaned it thoroughly and did my best to wipe away my saliva once I was finished before looking up at her once more.

Sarah smiled and let out a gleeful laugh before offering her hand and helping me to my feet. “What a delight you are,” she said. “I can see why Val is so keen on you.” She grabbed my cock – which was stiff as steel – and offered a few soft strokes as a lusty look came over her face. “I wonder if she’ll let me play with you. What do you think, Tyler? Would you like to play with me if Val gave her permission?”

I nodded as she stroked me once more. Her lips approached mine and I was prepared for a kiss, but Sarah pulled away at the last moment.

“You said she’s on the deck?” she asked.

“Yes,” I replied. “Would you like any cream or sugar with your coffee?”

Sarah took a moment to consider and said, “A teaspoon of sugar, please.”

“I’ll be right out with your coffee,” I replied.

Sarah gave me one last stroke and then turned and headed for the deck. I returned to Val’s kitchen, added a teaspoon of sugar to the freshly brewed coffee, and stirred it gently. I returned to the deck to find Val and Sarah seated next to each other.

“It sounds like you had quite the introduction to Sarah,” Val said with a smile on her face.

“I did,” I replied as I handed Sarah her coffee.

Val glanced at my cock – which was still half hard – and observed, “It seems as though you enjoyed your introduction.”

I nodded as Sarah sipped her coffee and smiled. She lifted her leg and teased my cock with the tip of her boot. Val joined her friend in smiling and I felt a bit of relaxation come over me as the touch of worry I’d felt disappeared.

“Val tells me you’re an eager cocksucker,” Sarah said. “Is that true, Tyler? Do you enjoy sucking cock for Val’s pleasure?”

“Yes,” I answered.

“Does that mean you’ll be an eager cocksucker tonight?” Sarah asked. “If, for instance, our dates wish to use your mouth, will you offer it for their pleasure and ours? Will you suck cock? Will you let them fuck your face if they desire? Will you let them slap your face with their stiff dicks? Will you suck their balls as they laugh at you for being a pathetic cuckold?”

I wasn’t sure if any of that would occur that evening, but my heart rate increased at the mere possibility. I wasn’t sure if it was desire or terror that fueled my pounding pulse, but it seemed that my evening had a chance of being different from any other I’d experienced.

“I’ll do whatever makes Val happy,” I answered.

“Even if what makes me happy is doing what Sarah desires?” Val replied with a seductive smile on her face. It was almost as if she found the idea of turning me over to another dominant woman rather appealing, even if Val was going to be there for the whole thing.

“Yes,” I said. “I just want to make you happy, Val. I want to offer my submission wholly and completely.” More than anything, I wanted to convince Val that I was the kind of man she could take as her submissive husband, and if that meant an evening of giving myself over to Sarah, then so be it.

“On your knees,” Sarah demanded.

I dropped to my knees in front of her and she leaned forward, dipped her fingers in her coffee, and shoved them in my mouth. They quickly hit the back of my throat and I gagged, but I recovered to wrap my lips around them and suck them clean.

“You’ve done well with this one,” Sarah said. “Better than any of your previous subby boys. He really is devoted to you, and to his submission, of course.”

“I know,” Val replied. “That’s why he’s been invited to move in with me. I think he’s the one. Time will tell, of course – so many men become complacent and selfish once they get what they want – but I’d be surprised if Tyler disappointed me.”

Sarah pushed her fingers deep into my mouth and held them there as I fought off my gag reflex. “We can push his limits tonight,” she said. “We can push him further than he’s ever been pushed and we can see just how willing he is to be a good boy.”

Sarah pulled her fingers from my mouth and wiped them on my chest before sitting back and sipping her coffee once more. She spread her legs and I stared between them and saw an exquisite pair of sheer panties that revealed a shaved, tight-looking pussy that I desperately wanted to worship.

“I have to admit that I find the idea of pushing his limits quite arousing,” Val said. “Tyler once ran into a libidinous gentleman at the ice machine in one of the hotels we spent the night at. That gentleman offered to fuck Tyler while I watched and I very nearly took him up on it. The idea struck me as exquisitely naughty, but I wasn’t willing to subject my submissive to sex with an entirely unknown man. Tonight, though, might be different. You know and trust the guys we’re playing with. It might be fun to pull out all the stops and see just how far we can push Tyler. Perhaps I’ll discover that he’s far more submissive than I ever suspected.”

They were both looking at me but neither was speaking as if I was there, which proved far more arousing than I thought it would. There was something delightfully exciting about being deployed as a toy of sorts, though the element of the unknown was a bit frightening.

“What would you say to having a bit of fun with your submissive right now?” Sarah asked.

Val smiled at her friend and said, “What did you have in mind?”

Sarah finished her coffee and replied, “Why don’t we go to your bedroom?”

“Very well,” Val said as she too finished her coffee. The girls stood and headed for the bedroom as I remained on my knees out on the deck. “Come, Tyler.”

I followed the two beautiful women to Val’s bedroom and was instructed to strip them both naked. I did so happily, for the joy of being around two breathtakingly beautiful nude women was more than enough motivation.

“Val, darling, why don’t you crawl into your bed and spread your lovely legs so your sub can worship your pussy,” Sarah suggested.

Val crawled into the bed and spread her legs with a smile on her face. She pointed to her pussy and I obediently took my place between her supple thighs.

“Face down, ass up, sub,” Sarah demanded.

I quickly moved to my knees and stuck my ass in the air as I tended to Val’s perfect pussy. She was soaked with desire and I licked up as much of her juice as I could while alternating between gently massaging her clit and tasting her insides.

Sarah stepped behind me and ran her fingers over my bare ass. She grasped my balls with one hand, took a tight grip, and pulled down slowly. I groaned with my tongue buried deep in Val’s pussy and Sarah pulled harder on my balls. It wasn’t pain I felt as much as it was a sense of pressure and a deep sense of vulnerability as someone I didn’t know had a tight grip on a rather precious part of my body.

Sarah delivered a hard swat on my ass and followed it up with another on the opposite cheek. The pain was considerable, but her grip on my balls made it hard for me to do anything other than remain there on my knees with my face buried in Val’s pussy.

“You don’t mind the vigor with which I enjoy playing with a sub, do you?” Sarah asked.

“Of course not,” Val replied. “I rarely push Tyler’s physical limits – I find far more pleasure in pushing his mental limits – but a good submissive should be willing to offer his body and his mind to his domme.”

“Yes, he should,” Sarah said before delivering two more swats to my ass while maintaining her grip on my balls.

The spanking hurt, of course, but there was pleasure in it. I enjoyed the rush of feeling – pain, in this case – but even more so I enjoyed the sense of submission. I enjoyed being used as a toy for Sarah’s pleasure, and it was clear to me that she took genuine pleasure in delivering a spanking while gripping my balls so tightly.

“Do you have any plugs?” Sarah asked.

“Of course,” Val replied. “There’s a dresser in my closet. There’s a nice selection of toys in the top drawer.”

Sarah released my balls and walked towards the dresser as I continued my worship of Val’s pussy. I looked up to see a smile on her face as she watched me work her over.

“You’re being so good for me,” she said. “I appreciate that.”

“It’s my pleasure,” I replied. “It’s always my pleasure to offer my submission to you, Val, and it always will be.”

“This is perfect,” Sarah said as she emerged from the closet with a rather sizable black butt plug in her hand. The tip was small and thin and the base quickly grew to an impressive thickness before shrinking once more. I felt my asshole tighten at the idea of having the toy inside me, but I knew it was inevitable. “Lube?” Sarah asked.

“In the nightstand,” Val answered.

Sarah grabbed the bottle of lube and moved behind me once more as Val took a handful of my hair and pulled me a little closer. Her pussy lips rubbed over my face as I worked her clit with my tongue while doing my best not to think about the uncomfortable anal penetration that was almost certainly in my immediate future.

I felt the cool lube hit the top of my ass crack and slowly run down before Sarah rubbed it over my asshole using the tip of the plug. I heard her moan before she applied gentle pressure to my asshole.

“Open up for me,” Sarah said. “Let me fuck you, Tyler. Let me take your ass. Let me stretch out this pretty little hole of yours. Be a good boy and let me inside you.”

Her words – and the soft, seductive delivery of them – triggered something inside me. Suddenly I desperately wanted to give her my asshole, as if she’d unlocked a kind of submission I’d never given much consideration. I did my best to relax – to not think about the pain that would likely result from the thickest part of the plug entering me – and almost immediately more of the toy slipped inside me.

“That’s a good boy,” Sarah said as she began to slowly, gently fuck me with the butt plug. “Give me your ass. Let me take it. Let me play with it however I want. Let me show you just how much fun it can be to get fucked in the ass.”

Val moaned and I looked up to see something akin to pure, lusty joy on her face. Her friend was fucking my ass – and talking dirty about it – and Val was absolutely getting off on it.

“Does it feel good?” Val asked as she lifted my head from between her legs.

“Yes,” I answered immediately.

“Do you want more?” Sarah asked. “Do you want more of this fat plug in your ass?”

“Yes, please,” I said. “Fuck me, Sarah. Give me more. Stretch my ass.”

Sarah pushed more of the toy inside me as Val directed my tongue back to her pussy. I felt my body open up to welcome the plug. I felt Sarah stretching me and that sense of kinky pleasure only grew. It was unlike anything I’d ever experienced – my body was literally being invaded in an entirely unfamiliar way – and it was incredible.

“You know, your date tonight has quite a thick cock, Val,” Sarah said. “Both our men do, in fact. They’re blessed in that way, which might help explain their overwhelming confidence.”

Val moaned. “I do love a thick cock. I love how full I feel, how it stretches me out.”

“Does that mean you’re looking forward to getting fucked tonight?” Sarah asked as she continued to stretch out my ass with the plug.

“Absolutely,” Val said. “I like fucking my regulars, but there’s something undeniably exciting about being with a new man, about exploring his body and letting him explore mine, and about enjoying the way he likes to fuck a woman.”

“And what about your cuckold?” Sarah asked. “Will he be permitted to fuck you tonight?”

Val laughed as she looked down at me. “Absolutely not,” she said. “His little dick couldn’t satisfy me if his life depended on it. His tongue is a gift, but his cock is a curse. His cock is why he’s better off as a cuckold. He couldn’t hope to please any woman with that worthless little thing that hangs between his legs.”

Sarah wrapped her fingers around my stiff cock and stroked me as she stretched my ass with the thickest part of the plug. “Does that turn you on, Tyler? Do you like that Val has no interest in having this little dick of yours inside her?”

“Yes,” I answered. “Fuck, yes, I love it.”

She stroked me faster and pushed the absolute thickest part of the plug inside me and held it there. My asshole ached from opening so wide, and yet arousal swirled through my body. Sarah could have made me cum with ease – a tighter grip on my cock and a faster pace would have done it – but she chose not to. She chose to tease me instead.

“Oh, fuck, I’m cumming!” Val said.

I looked up to see her eyes closed as she reached down and grabbed two handfuls of my hair. Her thighs trembled on either side of my head and her moans grew louder and longer as she came on my tongue.

Sarah pushed the toy inside me and I felt an intense, strange sense of fullness. She released my cock and Val released my hair, leaving me face down and ass up in the bed with slippery pussy juices all over my face and a thick butt plug in my ass.

“Make me cum,” Sarah instructed.

I looked up at Val and she nodded. I spun around, crawled out of the bed, and got on my knees in front of Sarah. She stepped closer and guided me between her legs. She rubbed her pussy over my lips and tongue and I did what I could to stimulate her clit.

“It’s not up to me if you get fucked tonight, Tyler,” Sarah began, “but I’m going to offer you to our dates. I’m going to try and convince them to fuck you as a form of foreplay. I’m going to do anything I can to convince them that you’re to be used for their pleasure, that you’re a toy that we’ve brought along with us to enhance our evening. With any luck, Val and I will get to watch as you offer your asshole for the pleasure of two men you’ve never met, and when they’re done fucking you they’ll give our tight pussies the pounding we need while you watch and wait for permission to clean up the sticky, salty, cummy mess they make after they’ve made us cum.”

I didn’t so much make Sarah cum as she used my face to make herself cum. She showered me with dirty talk and rubbed her clit over my mouth until she was trembling with pleasure. She closed her eyes, pulled me deeper between her legs, and smothered me with her pussy until her climax was over.

“Thank you,” Sarah said as she stepped back. “That was an exceptional orgasm. Well done, Tyler.”

“It was my pleasure,” I replied.

Sarah looked at Val, smiled, and said, “We’re going to have a very good time tonight.”

Val laughed. “Yes we are.”

They certainly did. I suppose I did too, though it wasn’t an evening of pure pleasure. Sometimes, though, that’s a sub’s role. I’ll tell you all about it next time.