A Date for My Princess: Part 1 of 3 [cuckold’s perspective] [humiliation]

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This is a story I wrote for my wife. It got long so it’s broken into 3 parts. I hope you enjoy!

Text here. Visuals inside.
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Part 1:

“He will be here any minute!” Allie exclaimed as she rushed around our room getting ready. I could tell she was excited and wanted to look her best for her date.

She looked incredible already, wearing a sexy white bodysuit with blue floral embroidery. The back was just a small g string but it framed her ass perfectly, looking as round and thick as ever. Her hair was lightly curled and her makeup was done perfectly, she looked stunning.

Finally pulling out a pair of heels from the closet, she was ready for her guest. “Now that I’m ready, stand up and do a twirl so I can make sure you are presentable”, she commanded.

I stood up and felt a small wave of embarrassment turn my cheeks red. Allie had made it clear she wanted me to serve her and her date tonight and thought it fitting that I wear a maid outfit. She looked me over carefully from top to bottom.

Similar to my wife’s outfit, this was a bodysuit with the classic black coloring and white lace detail commonly associated with maid lingerie. It was made for a woman but fit me well, as Allie had started to figure out how women’s sizes translated to my body. “I really like the lace straps over your shoulders. Very feminine touch” she said with a smile.

The lingerie did make me feel feminine, the waist cinched to give my body more of an hourglass shape. Her eyes drifted lower and she carefully inspected the small apron attachment that dropped from my waist and down just low enough to cover my locked cock. “Good thing your cock isn’t bigger, it might hang out…Give princess a spin” she said while making a twirling motion with her finger.

The back of this outfit was much more revealing. It was made up of a bra strap, a silk tie around my waist, and a small g string running down between my ass cheeks. “So cute” she giggled, “that ass looks like it’s begging to be fucked…. but his cock is all mine tonight” she continued. My face reddened a bit more and I felt my cock twitch in its tight cage.

Her view made its way down to my legs, which were adorned with black thigh high stockings that had a bow at the top. I had put them on with the bows facing backwards since I knew my wife liked how slutty that was. They were held up with straps that extended from the one piece top and also helped to frame my butt in a way that made it look bigger.

“Sloppy sloppy” she said as she adjusted the top of one of my stockings. “You better keep your appearance pristine while Cameron is here today. I want to show off my perfect maid boy” Allie teased. “Yes princess” I responded obediently, excited for what the night had in store. Allie added with a smile, “Princess is excited to be fucked by a real man with a real cock.”

These words turned me on like nothing else and my wife knew it. Allie had been much more honest about our sex life after locking my cock up full time and this last comment was just the latest example. The last time i had been lucky enough to be unlocked for sex was the trigger for tonight’s date.

She was craving a good fucking and begged me to give it to her fast and deep. Wanting to satisfy her, I built up speed and found myself slamming my cock inside her as fast and hard as I could. I was giving her every inch with each stroke and angling my hips to fuck her as deep as possible. However, her breathing hardly picked up and her face told me she was far from overwhelmed. My beautiful wife smiled up at me and looked as if she could hardly feel me despite my attempts at fucking her silly.

When my pace started to slow, she teased “awwww what’s wrong, you don’t have the stamina to properly fuck your wife?” This insult made me want to cum so I slowed my pace further to try and keep from finishing. “Are you about to cum? Your cock barely even feels like it’s hard.” she continued. This jab was too much for me and I lost all control at her words. My body spasmed and hips bucked as I shot a huge, built up load inside her perfect pussy. I came as deep inside her as I could and enjoyed the feeling of my cock, balls-deep inside her cum filled pussy. When my pumping and convulsing came to a stop, Allie giggled and teased “I swear your cock just keeps getting smaller. It used to feel kind of big sometimes but after experiencing actual big cocks….” she trailed off.

After a pause, she put her hands on my shoulders and pushed my head between her legs. “My turn! Go get my dildo and lick my clit while I really fill myself up”. Her words were all insulting but I loved it. Following her instructions, I lapped my tongue at her clit and licked her cum covered pussy before working her thick 9” dildo inside her.

The way her body moved and adjusted to this huge cock was completely unlike her reaction to me entering her. She wiggled her hips and spread her legs wide in an attempt to open herself up to let more cock inside her. When it was nearly balls deep in her, I could feel her whole body tense up around the big cock. It only took a few pumps in and out of her and my tongue on her clit to get her orgasm jump-started. I could feel it building as the big dildo dove in and out of her from tip to base. She began to moan loudly, “harder! Give me that big fucking dick”. Her whole body convulsed and her pussy tightened around the big cock while I continued to thrust it in and out of her with pace. Her orgasm intensified before she finally tapped out and rolled onto her stomach, pushing my head and the big cock away from her.

I knelt on the bed and admired her swollen pussy, watching a trickle of my cum leak from her. Her puffy lips red from being stretched and fucked, I loved the way her pussy gaped open after being fucked by a thick cock.

Knock, knock, knock, the sound of the door snapped me out of my daydream. We both looked at each other with excitement for what the night had to hold. They had met online after a spicy night where my wife and I posted anonymous pictures of her naked body on Reddit. We were looking to just read the dirty comments but then we started messaging back and forth with Cameron. He had expressed interest in wanting to see the real thing and after more pictures had been shared, we found out quickly that he was very well endowed.

I remember showing Allie the pictures and her jaw hung open for a split second when she saw it. I knew at that moment that she needed him inside her. Chance would have it that he lived relatively nearby and we knew we couldn’t miss the opportunity to invite him over. This arrangement was still pretty new to us but I knew my wife would enjoy him and wanted nothing more than to see her pleasure.

Allie sent me from the bedroom to go answer the door for her date. “Hey, good evening”, Cameron said as he greeted me. The entire time I stood at the open door I hoped none of our neighbors could see me standing there in my outfit.

“Dressed like a good sissy maid, I like it” he said with a smile. As he entered and walked past me, it was hard not to notice his size. He was a couple of inches taller than me and built like he was a regular at the gym. I closed and locked the door and as I turned the deadbolt, SMACK. I felt a swift smack on my ass from his large hands and heard myself yelp from the impact. “That ass looks pretty, I hope your wife is dressed this nice”. “She looks incredible. I think you’ll be quite pleased with her outfit for the night” I responded weakly.

Right on queue, we heard her high heels clack as she entered the room. “What do you think, daddy?” Allie asked in a playful and submissive tone, strutting into the room. Cameron wasted no time and made his way over to her. He reached down and grabbed a firm hold of her ass as he pulled her up against him. She looked so small up against his large frame. “Wow” he said, at a loss for words.

He released her and stepped back, taking her in. She was stunning, her lightly curled hair falling onto her shoulders as she stood there with a smile. Her big tits framed perfectly in her lingerie, she was a 12/10 and Cameron knew how lucky he was to get to experience her beauty. Just like she had done to me earlier, he had her spin slowly so he could get a full view. Allie turned slowly and seductively, leaning forward to show off her tits when she faced him and her ass when she faced away. As she bent over, I could see how wet her pussy was through the thin white material that barely covered her. She loved being the center of our perverted attention and I could tell how sexy she felt.

“On your knees and close your eyes” Cameron firmly instructed Allie. “Better yet, I want the sissy to cover your eyes”. I followed his instruction and moved behind Allie while she dropped to her knees. I placed my hands over her eyes and admired the view of her cleavage as she knelt below me. Cameron walked towards my kneeling wife and slid his shorts and boxers down, revealing his cock.

It seemed like he didn’t completely spring free until his pants were nearly at his knees. His cock was long and thick and I let out a small gasp when it finally sprang from his pants. He stood in front of my beautiful, lingerie-clad wife and moved forward so that the tip of his impressive cock was only inches from her face.

Sensing his presence, Allie reflexively opened her mouth and pushed her lips out to accept his big cock. Rather than thrust forward and fill her wanting mouth, Cameron looked at me and asked me how I could let such a beautiful wife lock my cock up and get fucked by other men. The question made Allie giggle but made me blush. I answered quietly, “my gorgeous wife deserves to experience all of the sexual pleasure she desires… and she desires hung cock”.

Seemingly satisfied with my answer, Cameron instructed, “Let your girl see what’s in front of her”. I removed my hands from her eyes and I could see the excitement, curiosity, and lust in her face as her eyes focused on the huge cock in front of her. She began to lean forward to take the tip of his cock in her mouth when he stopped her. Allie looked up at him with a look of frustration, wanting nothing more than to fulfill her oral fixation with his enormous cock.

“I’m making a rule”, Cameron stated plainly while looking down into my wife’s eyes. “Every time you cum counts for a month your little-dick, cuck husband needs to be in his cage”. Allie looked over at me contemplating this demand. She almost appeared to think about it for a second before she willfully said, “yes daddy”. She would have agreed to anything to put it in her mouth. Wasting no time, she leaned forward and took the thick head of his cock between her lips.

Her agreement to his terms had me a bit nervous as we had only ever done chastity play for a few weeks at a time. When I was able to get her off, my wife would typically only cum once with me at most before getting tired so I hoped these rules would result in 1-2 months max of lockup time. It was only a couple of hours and his cock was massive, I doubted she could go multiple rounds.

However, my wife was already dripping wet and she sucked his cock with passion. As I stood a few feet behind her now, I could see her thin lingerie soaked in the area up against her pussy. Allie’s ass was poked out and sitting atop her heels as she worked Cameron’s cock into her mouth. I hungrily looked at her pussy as a small drip of her wetness began to run down her inner thigh. My wife always loved to give head but I had never seen her enjoy a cock like this. She moaned softly as she sucked him and he grunted and growled as he worked his cock deeper into her throat.

Cameron’s hands were on the back of Allie’s head, lightly guiding her deeper onto his cock. My wife started to gag on his thick head when he pulled it from her throat, spit dripping from her lips to the head of his cock. She giggled at this and he looked down into her eyes while holding her head in his hands. This made the small drip down her thigh become a small pool of wetness on her foot below her. Staring back up at Cameron, Allie pleaded, “please fuck me, Daddy”.

Ready to feel my wife’s tight pussy, he helped her to her feet. Allie stood with one foot extended, pointing out the wet spot and instructing me to clean it up. I didn’t want to waste an opportunity to taste her so I quickly dropped to my knees and began to passionately lick her foot clean. She giggled once again and patted me on the head before turning to kiss Cameron. He had waited long enough and threw my wife over his shoulder in one motion, ready to take her to the bedroom and fuck her.

Her ass and pussy were poked out towards me in this position and I couldn’t help but look up and marvel at how wet she was. The view was short lived though as Cameron turned and proceeded to carry Allie away to our bedroom, doing so effortlessly.

I popped to my feet and followed behind them. As I trailed them, Allie looked at me over his shoulder and smiled. Her smile was excited and knowing but twisted into a face of pleasure as Cameron pushed one of his fingers inside her. “Damn girl that pussy is dripping wet”. I could hear how wet she was as his finger moved back and forth inside her.

He played with her pussy until they reached the room and Allie was tossed onto her back on the bed. She once again looked stunning and I wished I could take a photo of her in that moment. She laid comfortably on the bed, her legs spread and her arms above her head. Her lingerie sat perfectly in place except for the wet fabric pulled to the side, exposing her needy pussy.

“Usually I make the cuck lick that pussy before I fuck it to get it nice and wet, but I don’t think that’s necessary” Cameron teased. “Come sit on the bed” he added, patting the bed while looking in my direction. I sat next to my wife, who put her legs in the air to welcome her new lover. “Help me get in” he said powerfully, guiding my hand to his cock. I reached out with my right hand while wrapping my left arm around my wife’s thigh. I held her leg up with that arm while gripping Cameron’s cock with the other hand and pointing it toward her hungry pussy.

His cock felt huge in my hand and I instinctively stroked it a couple of times as I felt how thick he actually was. I pushed the head of his cock into the slick wetness of my wife’s pussy and she moaned as it began to stretch her out. He looked to be slightly bigger than the toys we had played with many times before and I could tell from by my wife’s noises that his cock felt amazing. I removed my hand from his shaft and watched closely as he pushed inside her slowly. “Fuck she’s tight”, Cameron groaned in his deep, booming voice.

“Go hold her hands, she’s going to need your support” he instructed me. I got up and scampered around the bed, sitting next to her head and placing my hands in hers. She gripped my fingers tight as he continued his push inside her. With a little more than half his length inside of my wife, he pulled his cock out of her until the tip of his cock barely touched her wet lips.

Allie was relieved at first but then felt an emptiness within her vagina that she needed filled. She pushed her hips towards him as if to beg him for his cock. Cameron smiled and thrusted his cock forward with a bit of speed. He plunged inside her and began to find some rhythm in his thrusts. My wife responded by arching her back and leaning her head back as Cameron stretched her out.

His strokes would push deeper and each time he found a new depth, her legs would tremble slightly. In that moment I badly wished I could stroke my cock at the sight of Allie’s reactions to his enormous cock. As Cameron appeared to fully bury himself in my wife, she shook harder than before until it appeared to turn into an orgasm. Her groans turned into whimpers and her pussy visibly gushed while her shakes slowed. “Orgasm #1” I thought to myself.

Cameron let her body settle but never removed his cock from inside of her. Just as she relaxed, he pulled his cock halfway out and buried it inside her again. This turned into a deep, slow, rhythmic fucking that made Allie melt. She relaxed her body and let Cameron fill her like she craved. His huge balls slapped up against her ass with a loud, wet smack each time his cock buried itself inside her. “Please don’t cum inside me” Allie was able to whimper as she took his fucking.

She had only recently come off birth control and didn’t want any surprises. “I’ll cum where I want”, he responded firmly. My wife must have enjoyed the defiance in his response as another orgasm began to wash over her. She gave out a loud “fuuuuuuuuuucccckkkk” as Cameron’s speed picked up. He quickly pulled his cock out of her and pointed it at her stomach and tits. With only a couple of pumps, he began to shoot rope after rope of thick cum onto her stomach, tits, and neck. He just kept cumming and I stared in awe of the volume he was producing. Just as I thought he was finished, he would shoot another huge wad of cum. The last few drips fell straight down onto my wife’s pussy.

“I’m completely covered in cum, that’s crazy” Allie said lazily as she recovered her ability to speak. My wife was never a huge fan of cum but knew I had a bit of a cum fetish. “What do you think of your wife covered in all of this jizz?” Allie teased. I was as aroused as I had ever been and struggled to find the words. “Holy shit that was so hot”, was all I could come up with. “You know what to do”, Allie instructed as she pointed toward her chest and stomach.

I crawled over, a bit hesitant to do this in front of a man we just met. Despite this pause, I obeyed and began to lick Cameron’s cum from my wife’s body. It was the dirtiest thing I had ever done and I couldn’t have been more turned on. “Such a dirty sissy” she chided, “I don’t know if I can just let you and that cock leave just yet”. Cameron chuckled and thought about it for a moment. “I could make a phone call and free myself up for a few more hours”, he offered. Allie didn’t hesitate in responding and begged him to do it. “Alright, be right back” Cameron responded as he stood up and walked naked into the hallway to make his call.

Next two parts coming soon!

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