Girlfriend hooked up with a guy she met at our anniversary dinner and invited him back to our hotel room [Cuckolds Perspective]

A few months ago me and my girlfriend celebrated our anniversary, which was a special one since it was our first since we had began our chastity and cuckold lifestyle. What was making me leak with excitement for it was that she would finally be letting me out of chastity to have sex with her. It had been just over a month since I had been uncaged for a release and probably around 4 months since I had last been inside of her.

As you can imagine it was an understatement to say that I was fucking trembling at the knees in anticipation for it. To commemorate the occasion, I had gotten us a table at a pretty exclusive restauraunt as well as the honeymoon suite at a luxury hotel nearby. As we were getting ready for dinner, I also surprised her with a new necklace as well as this expensive pink floral lingerie set (though to be honest I got this mostly for me since she promised she’d let me pick her outfit for when I got to fuck her). She loved it, and after she put it on she revealed that she had a present for me too.

She handed over a small box satin box and I opened it excitedly. My heart sank a little but my cock twitched in both fear and excitement as I stared at the pink chastity cage she had gotten me. This one was somehow even smaller than the one I already had on. Admittedly I didn’t have the biggest cock at 4.5 inches fully erect, but the 2.5 inch metal cage I had been wearing for months had been more than enough to keep me packed away securely and endlessly frustrated. I had no idea how I was going to handle this pink plastic one with a mere 1 inch nub for my cock.

Dekota insisted that I put it on before dinner and I reluctantly agreed. She looked so fucking hot in her new lingerie, my sensitive cock got immediately hard and sprang freely in the air as soon as she released me from my old metal cage.

“Oh god babe looks like you’re already so excited for tonight. Look at how cute your little cock is bouncing around like that!”

I let out a sharp gasp as she wrapped her slender fingers around my twitching shaft, not used to the feeling of her making full contact with my erect cock. I couldn’t help but let out a surprisingly feminine moan as she gave me a few gentle strokes, causing a little dribble of precum to leak out of my tip.

“Oh you must be so sensitive baby. You’re literally trembling. I’m going to need you to man up though if I’m going to let you fuck me tonight.”

Dekota gave me a few more light strokes and I had to bite down on my lower lip as I felt my balls clenching up - already pathetically primed with a load ready to spill at any moment even with just the light stimulation of Dekota’s soft touch.

“I’m going to need you to last as long as you can baby. I know it’s been a while since you’ve felt my pussy, but I guarantee you it’s a lot fucking tighter than my hand. Can you do that for me baby?”

I nodded, desperately trying with all my might to hold in my load. I tried not to imagine just how tight her pussy would be, even around my smaller cock, knowing that it would make me bust immediately. I barely stifled a squeal as she tightened her grip and gave me a couple of harder tugs. I felt a shiver run through my balls as she pulled me in close and whispered into my ear.

“Or I can drain your balls right now and let you release all of that agonizing tension all over our hotel room floor. Then you can enjoy the rest our anniversary night relaxed, not needing to worry about the pressure of having to satisfy me. Maybe I could even let you help pick out a bull for me?”

I was so fucking close to the edge at this point, I let out a pathetic whimper and managed to speak in a high pitched voice.

“Please… please Dekota. Please don’t make me cum yet, I’ll- I’ll try to man up and satisfy you.”

She let out a cruel laugh and let go of my throbbing cock. I breathed out a sigh of relief and begged her to let me put on my new chastity cage, not wanting to risk having an “accident”.

It was a tight fit, but eventually Dekota helped me squeeze into it. I felt so emasculated, especially when Dekota mentioned that we were matching, with her pink lingerie and my pink cage. In a final act of humiliation and proof of dominance, Dekota tied the key to my chastity cage with a bit of satin fabric to her panties. Nobody would know that it was there, except for me. Our little secret.

It didn’t take long to get used to the new cage, as the old one was metal it had a heaviness to it that made me constantly aware of its presence between my legs, like a reminder of my submission, whereas the new plastic one was lighter and fit snugly against my body and almost made me forget about my cock completely, like it wasn’t even there. I wasn’t sure which sensation was worse.

At the restauraunt, Dekota definitely turned a few heads as we arrived since she looked incredible wearing this tight black dress. I could barely contain my excitement through dinner, and she kept teasing me throughout. After a couple of drinks she started rubbing my chastity cage with her foot underneath the table. This got me hard and straining immediately - I still wasn’t used to the smaller size but I was grateful for any sort of stimulation. At some point I started slowly rocking my hips to grind my cage into her foot to increase the pressure. I didn’t even realise I was doing it until she pulled her foot away, laughing devilishly at me.

“If you’re not careful baby you’re gonna soak through your pants and everyone here is going to see how much of a desperate little slut you are.”

She was right, my underwear was already moist with precum. Not wanting to embarrass myself in front of the entire restaurant, I tried my best to distract myself.

At some point during dinner I noticed that Dekota was making eyes with someone behind me. I turned to see who it was, and saw that a group of men in suits had been seated at the bar. My heart sank a little when I saw that one of them was exactly Dekota’s type - young, tall, and athletic. I could tell straight away by the way he carried himself that he was a bit arrogant and probably a bit of a bully as well. I desperately wanted Dekota to myself tonight and still hoped that would be the case, but after our main course she quickly finished her drink and excused herself to go to the bathroom.

She had been gone for a while before I turned and noticed that the guy Dekota was eyeing off was gone as well. The group he was with was staring right at me, barely hiding some laughter between themselves. I turned back around in embarrassment. A few more minutes passed so I ordered another drink. I realised that a few of the waitstaff were looking at me with a bit of sympathy, since Dekota had obviously gone off into the bathroom with that guy a while ago.

I couldn’t stop picturing what they were up doing, and it was so fucking humiliating knowing that the entire restauraunt knew that my girlfriend was probably getting plowed in the bathroom stalls by some stranger, but I’d be lying if I said my cock wasn’t getting rock hard in its tight cage at the thought.

I overheard one of the waitresses ask another if she should come over with the dessert menu and the other replied, “No she’s probably already having dessert in the bathroom with her new friend.”

They both giggled and I pretended not to hear.

Eventually Dekota came back, her cheeks a little hot and flustered and her hair a bit disheveled, despite her efforts to tidy it back up.

“I’m so sorry babe I got a little caught up in the bathroom, the hostess caught me on the way back and let me know our bookings almost over and they need to prepare the table for the next sitting so we’ve got to go. I promise I’ll make sure you get some dessert back at the hotel” she said with a wink.

As disappointed as I was I also felt a bit of relief that we would finally get some alone time.

In the uber we barely spoke as Dekota was busy texting. I later found out it was the guy from the restaurant. When we got back to the hotel we started making out passionately, and each time she thrust her tongue in my mouth I could taste that guys cum.

“Do you like how he tastes baby?”

I nodded, a little ashamed of how much I was savoring his flavor.

“He was fucking hot baby but such a tease. He was rock hard by the time we made it to the bathroom stall, I could literally see his cock throbbing through his pants. I squatted down in front of him like a good little slut, but before I pulled him out I told him that it was our anniversary and that I’d only suck his cock. I swear I meant it at the time but as soon as I saw it I knew I just had to feel him inside me. His head was fucking huge, like it literally looked like a mushroom. I could barely wrap my lips around him it was so fucking thick. I let him press me up against the wall in the bathroom stall but he didn’t last long. I don’t think he could handle how tight my pussy was. So typical for these finance guys, always talking such a big game. He almost didn’t pull out in time but luckily I was fast enough getting his cock in my mouth before he ruined my dress. God I’m still so fucking horny for cock though”.

Anticipating it finally being my turn, I slid my hands between her dripping thighs and went to finger her, but stopped when I realised that she didn’t have her panties anymore.

“Sorry baby I accidentally left them at the restaurant. But don’t worry I’ve been messaging that guy from before, he found them for me and he’s more than happy to drop them off for us here later tonight”

I was honestly gutted and desperately wanted her to myself tonight. I pleaded with her to see if he could come over on the morning instead but Dekota reminded me that the key to my cage was attached to her panties so I wouldn’t be able to be unlocked without them.

Hy heart sunk. It was emasculating enough knowing that some random guy had gotten to enjoy the expensive lingerie I had gotten for Dekota before me, but now he was going to fully crash our anniversary evening as well…