If you haven’t read Part 1, please do so now here: https://www.reddit.com/r/cuckoldstories2/s/JwRdkIj3cn

Last I left you off, I had just fucked my boss again last Friday. He had fucked my mouth so hard he literally tore a part of my mouth. Now I’ll tell you what happened after, and what happened over the weekend.

My manager had finished in my mouth, and I was about to drive home with a searing pain in the back of my throat. I felt some cum I had missed drying on the side of my face. I got an alert on my phone that my Amazon purchase from new years had arrived.

I texted my boyfriend to open the package and to put what was inside on, and then to tell me when he was done. Then I began to drive home. On the way home my boyfriend texted me back and told me he did it. With Siri I texted him back that he should get ready for me.

When I arrived I knew he would know what had happened tonight from his Amazon present. So I took my time before going inside.

When I arrived inside I saw my boyfriend kneeling in the entranceway naked of anything other than his present, a shiny stainless steel chastity cage.

I went up to him and told him to tell me if he liked it. He nervously admitted that he did. I ordered it without talking to him because Amazon said free returns. When I did, I knew he was 8 inches long and thick, but I didn’t know his size when soft so I ordered the largest one. So I asked him if it fit well. He sheepishly said it was too big.

I looked at it, despite his size when hard he was a grower not a show-er, so his semi hard on was almost pushing the cage off his balls.

That looks really painful, I commented. He responded that it was. I told him it’s ok baby, when I’m done getting mine I’ll take that right off. I really did feel bad about the pain because he’s not into physical pain.

Then I pulled him off the floor and into our bedroom next door. I kissed him deeply and then asked him if he could taste the cum on my lips. His eyes got wide and he said he had no idea. I could tell he was into it so I pointed to the spot where my manager’s cum had dried and told him to lick it off.

As he did I asked him to moan like a girl if he liked the taste. He sounded like a pornstar, so I continued. I pushed him into the bed and told him to lay there and not to touch me.

I straddled his face cowgirl style, and looked down in his eyes. Lick! I told him, and he began to lick my recently used pussy.

As you know from part one, I began to recount the events of how my boss took me in his truck, fucked me, and then fucked my face.

What you don’t know yet, was that I told him all the degrading questions my boss had asked me.

“He asked me whether your dick was too small” my boyfriend moaned “He asked me if you cum too fast in bed”

My boyfriend was squirming now. Writhing underneath me. I told him to stick his tounge as deep in my hole as he can. “Can you taste the condom?” I asked.

Mmmmhhhmmmmfff he moaned back. His face covered in pussy. Goood! I came right there. It was too hot.

With his cage, he couldn’t get relief, so my boyfriend was still working hard on my clit and it was hard to concentrate. After catching my breath a little, I continued. “He told me to swallow his cum and then kiss you so that you taste his cum! And I came again.

I took a moment to reach into our toy drawer and pulled out a small smooth black dialator dildo I use to play with my ass to keep it trained to relax for anal. I then reach up over the bed where we keep our lube and grabbed some sliquid sassy (great anal lube btw for all you butt sluts).

I got back on his face, reverse cowgirl this time. I was getting a bit overstimulated from cumming over and over, so I started to slowly grind my pussy against my boyfriend’s face (yes that’s a really less stimulation). I lubed up his butthole with my index finger, and then lubed up the dildo. It’s about as thick as my thumb and smooth, so it slid in pretty easily with a hmmmff from my boyfriend. I burried it to the hilt.

You need a little more backstory now. Even as swingers, my ass has always been reserved only for my boyfriend. I spoke again “he keeps asking to fuck my ass, and I might just let him.”

My boyfriend was really struggling now, his cock straining in the cage. I played with the cage a bit in my hands as I rode his face, touching his cock through the spaces. There was some good precum coming out of the cage.

Then I told him the worst one of all. “He says he wants to cum inside me and go home and make you lick it out.” My boyfriend was squirming all over now, and I knew he was close to cumming.

I could have let him out right there. But I wanted to degrade him that little bit more. This time, I rocked further, and put my sweaty asshole after an 8 hour shift into his mouth. “Come on, make sure that I’m nice and clean everywhere” I said. I could tell my boyfriend was in pure bliss. You like that don’t you? I asked and received a really nice deep moan.

Ok, it’s your turn now. And I took of his cage. I rode him, and then he fucked me from behind, and then missionary before he came inside me.

Afterwards, we talked about what to do about the situation. Since I need a new job, we agreed that I would do two applications every evening until I find something. We also agreed I would continue fucking my manager in the meantime. I did two applications that night, and got an interview for this week.

Finally (and I know that you guys aren’t going to like this part) we agreed, at least for now, that I wouldn’t go raw. This is real life after all, and I don’t know my boss’s STD status, and he wouldn’t get tested for me. I don’t want to catch anything.

The next day was Saturday, and I still had to work, but only to 5 not to close. I ordered the smallest cage this time (nope, didn’t measure again) and tried to return it, but Amazon told me I needed to talk to a representative for a refund because the item was not returnable (which makes total sense). I’m not going to talk to a sales rep about this embarrassing thing, so I told my boyfriend that’s his responsibility for having a cock that was too small.

Honestly, my manager was too much of dick on Saturday and I didn’t want to do anything with him. But when I went home my boyfriend was so horny. We fucked 3 times, and then another three times. Then on Sunday, when I was actually off, we fucked another 4 times. 2 of those times he dominated me.

After those four times last night, my boyfriend told me he wanted to make love to me. As he made love to me in missionary, in and out of making out, he told me how happy he was that we had moved forward in our relationship and how much he was enjoying my new freedom.

What was absent from the the story of Saturday and Sunday as I’m sure you have noticed is that I hadn’t applied to any jobs. My boyfriend noticed too. He asked me straight up why I hadn’t kept up my part of the deal.

I told him I’m not sure but I have been really tired with all the fucking. He said “I don’t think that’s it.” And he paused the thrust into me really hard. I yelped a little from him suddenly filling me. He continued “I think you changed your mind and want to continue.” Another thrust, another pause. I moaned a slow deep “yes.” He then said “It’s ok, I want that too.” He flipped me over doggie style and started fucking me hard and fast. I’m a loud cummer and I was moaning like a pornstar now.

In the middle of being fucked hard from behind, he asked me how much longer I wanted to stay…

“A month” I responded, and I came as he filled my pussy up with his cum.

For those of you who will wonder how on earth he can cum so often. Honestly I don’t know. Part of it has been that we have been starting round one at like 8 pm and then getting to round 3 at around 1 AM. But also he’s just been able to get hard really easily. He can usually go 1-2 rounds but 5 in one 24 hour period was a lot.

I actually will probably continue my applications in the meantime. As hot as it is, my manager is a real jerk, and due to some considerations I cannot discuss here, I cannot really do much about it. I’m going to have as much fun with it in the meantime as I can though.

Also the cut in my mouth hurts really bad, so that’s why you haven’t read any more blowjob action. It needs to heal.

This morning, I turned the wax machine on so that I can wax my pussy before work. Before you get too excited, you cannot have sex for 24 hours after waxing, so I did it because I work from noon to 8 not because I was getting ready for my manager. But while I was doing that I got an audio call through my instagram from someone else entirely… which I could talk about in a Part 3.

Remember to like, and let me know if y’all want a part three.