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This is the follow up on the last story, where my gf cucked me the first time and didn’t have me watch it. It’s about the next day on which we initially agreed to have our first cuckolding experience but now it became our first experience where I was watching.
We had planned to go out for a dinner all together, my gf, Daniel and me. I was really excited and I couldn’t stop thinking about everything my gf said to me when she pegged me the day before. The idea of being cucked right in front her turned me on so much and it was constantly in my mind for the last 24 hours and she knew that and that she was the reason for that.
Before we went out to meet Daniel, we took a shower together. She took off my chastity cage and said “if you touch yourself you’ll get another month, understood?” I nodded. After that she pushed me down on my knees to wash her legs and feet for her which I always enjoyed.
When we were done showering, she put the cage back on and we headed to the closet where I helped her decide which lingerie she should wear and I helped her to put it on. During that she kept asking me if I think Daniel’s gonna like it as she tried on different sets.
Finally, she’d decided to wear something black with lace, stockings, a black dress that really showed off her big tits and her ass.
I was already jealous because she rarely put that much effort into dates with me but it was exactly what turned me on even more.
My gf was doing her makeup when I heard her calling for me. I was just getting myself dressed as I came to her asking her what’s up. She was doing her eyelashes as she said “I want my boots clean for Daniel” I told her that I’ll do it and cleaned them for her.
Lastly she put on some stockings and her overknee boots that I had just cleaned and we went to meet her lover.
In the restaurant, we had a nice talk and Daniel was also being really nice, not only focusing on her. They both drank some vine and gave each other a kiss from time to time and we had a nice dinner.
When we wanted to pay, the waitress came and asked if we want to split the bill or not. Before anyone could say anything, my gf told the waiteres “My boyfriend is gonna pay”. I didn’t mind to pay as I’m very well off financially but what happened next really let my heart sink into my pants.
The waitress looked to Daniel who sat next to her, as she imagined him to be her bf. Then I took out my wallet and the waiteres looked at me confused, giving me a short look that said more than words. In hindsight she knew for sure what was going on and probably saw them kissing or something. I felt really embarrassed but I just paid and hoped she wouldn’t know what’s going on. I didn’t expect my gf to expose me like that either…
We went back to the car and on our way I asked them if they think the waiteres knew what’s up and they started laughing which was even more humiliating.
As I got in the car, my gf whispered something into Daniel’s ear to which he smilingly responded “Are you sure?”. She said yes and they both hopped on the backseats, Daniel sat right behind me and my gf next to him.
After 5 minutes of driving I could just hear how they were probably touching each other back there. They both had dranken some vine and didn’t really mind to hide it. I wanted to take a short look and adjust the rear-view mirror but my gf said “watch the fucking street”. I apologized and asked if they minded telling me what’s going on. My gf said “Stay quiet and drive” and her tone indicates that I really should be.
My dick started getting so hard and pushed against that tight chastity cage and I heard the sound of a belt opening. It was so hard to concentrate on driving.
Two seconds later I heard slurping and smacking sounds and Daniel breathing heavily. She gave him a blowjob while I was driving them to our home.
I also started breathing more heavily because I couldn’t believe this was happening. It was a mixture of discomfort and excitement.
We arrived at home where we all drank some more vine, me included.
They sat on the couch close to each other and we had another talk for about 30 minutes with them getting more and more touchy over time.
Eventually he told her how fucking hot she looks and she responded by telling him how he hasn’t even seen what’s under there yet.
She undressed, revealing her sexy lingerie and showed off her ass and tits to him. He said “Damn I hoped you would wear this again some time”. He put away his glass of vine and she took his hand and led him to the bedroom. It took me a moment but I realized that him saying what he just said meant that she had cheated on me with him before probably a couple of times because the day before, she was wearing something different for him.
I was thinking if that should upset me or if I should just accept it and go with the flow. I opted for the latter. They already went to the bedroom and I was still standing there, wondering what to do.
I decided to just follow them and as I slowly entered the room, my gf looked at me for a second, giving me an evil smirk and quickly continued giving all her attention to Daniel who was already undressing himself. He was already taller than me, around 190cm but now he also had crazy muscles and looked so jacked. I felt a bit intimidated.
Watching them as they’re about to do it – with my gf being a rather small and petite girl, but with a hell of a body – I started thinking about what my gf said to me the day before, how he fucked her so rough and hard like I never could. I got incredibly horny and excited, already rubbing my dick inside my cage and imagining how this machine would be going to rail her.
As she took off his underwear, Daniel was already hard and she grabbed his dick and started dirty talking him about how she wanted him to fuck her so badly. He threw her on the bed and put his dick inside her pussy in a missionary pose, making her moan loudly and she said that it’s so big and moaned as he put it in.
He also started dirty talking by telling her things like “I want you to be a little slut for me again”. He slapped her and made her say it which made her moan even harder. He fucked her like that for a few minutes while calling her a dirty whore and a fucking slut. He kept making her say how he owns that pussy and how she loves to be his fuckdoll.
Shortly after, they switched positions and he fucked her doggy, pulling her hair and slapping her ass while she was facing me.
Her tits were shaking and her ass was clapping and she was moaning and enjoying on a level I have never seen her before. It was really passionate and rough. At some point she came a second time, pushing her head into a pillow and screaming into it.
Them having sex looked so perfect and it was just another confirmation that they had probably done it a couple of times before. She didn’t need to tell him what to do nor did he need to ask her about anything. They just did it as if they had never done anything else in their life…
I was rubbing my dick so hard at this moment but they continued just one more time, switching positions and he took her legs over his shoulders, pounding her really fast and hard. I could tell he truly loved every second of fucking her perfect body. It looked like he was fucking her to win a goddamn championship competition.
He made her cheeks clap so fast and loud and she screamed his name over and over again. Then she took off her necklace with the chastity key attached to it and threw it in my direction without even looking while she got fucked so so hard.
I quickly crawled over to grab it and unlock myself as she was about to have her third orgasm. Pre cum was already dripping out of my cage.
I unlocked my dick as fast as I could which must’ve looked really pathetic and then I began stroking as she came a third and last time. Daniel pulled his dick out and jerked himself off. Cumming all over my gf’s tits and body while she laid there with her entire body shaking full of pure pleasure.
I realized that she wasn’t lying about him and that it was over for me. I could NEVER satisfy her like that. I just dont have the stamina, the strength, the body and the experience and when Daniel came all over her, I too came so hard and it was incredible but felt really really weird just afterwards.
My gf kept looking at the ceiling, breathing heavily and being exhausted. She told me to go grab something to clean her up and I did, wiping off all that cum from another man, questioning my life choices.
She was all sweaty and I asked her if she wanted to take a shower. She said “just a moment” as she was being really exhausted and told me to just go alone.
I did and it felt weird taking a shower without my cage and without her.
When I came back she was already sleeping and cuddling against Daniel’s body who was still in bed next to her. I didn’t know what to say and Daniel also didn’t get out of our bed and just looked at me.
I didn’t want to tell him to leave although that’s what I was hoping he would do. I really needed some comfort from my gf as I started getting more and more upset about what we just did. It felt like I had lost her completely when it comes to having sex.
Few seconds later he asked me if I could turn off the lights. It seemed like he wanted to sleep next to my gf who still had her arms around him.
My fucking god I’m such a loser, I thought, but I turned off the lights and slept on the couch…
This is the end of my first experience watching her but I would like to state some things at the end:
The next morning, I had a big talk with her as it really fucked up my mind afterwards. Somehow seeing all of it with my own eyes broke me. We spoke about every detail but she made it clear that I could just never satisfy her and that she doesn’t even mean it in a rude way because yeah, I saw why that was myself…
I should say that besides me being unable to satisfy her in bed, we have a perfect relationship but I didn’t know if I could be able to handle this amount of humiliation again and again. She got upset because she loved it so much that she doesn’t want anything else anymore. She started crying as she told me she needs good sex and if I’m not okay with that I should leave her.
This hit so hard that it hurt. I ended up accepting it because I am obsessed with her and would do anything for her. Over time things got better tho and eventually it wasn’t upsetting me anymore at all and I learned that being her cuck is privilege that I loved with every piece of my heart.
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