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Wyoming Ch. 04

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Dakota gets chaste.
1.1k words
4.25
25.2k
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Part 4 of the 7 part series

Updated 06/09/2023
Created 08/15/2018
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Jane and I were sitting on my bed laughing our asses off. Jane was my best friend. She was also my brother's girlfriend. Anyway, I was showing her the cock cage I found in my mother's stuff a few months ago. We looked it up on the Internet and saw it was called a CB-6000 Male Chastity Device. We were laughing about how crazy it would be for any guy to stick his dick in that thing.

We started laughing even harder when we thought about my brother, Dakota. He'd be just nuts enough to let us put it on him. Jane and I weren't into bondage or domination but it sounded like something we could have fun with.

I took the padlock off the cock cage and put it under my pillow. Calling him to my room we showed him the cock cage and asked him if he could figure it out.. I didn't mention anything about Daddy giving me a personal demonstration a few days ago.

Dakota must have watched a lot of porn. It took him about two seconds to show us how the ring snapped on his dick behind his balls. But his cock was way too big to put in the cage. He needed some deflating. Jane asked him if he wanted a blowjob or an ice pack. No surprise, he chose blowjob and Jane took care of that right there in front of me. After cumming we were able to slide the cage on his dick and attach it onto the ring.

He told us wearing the cock cage made him a little horny. We could see that his cock had grown to fill in all available space in the cage. Jane asked if he thought he could go a whole day wearing it. I bet him $50 he couldn't. He said it would be the easiest $50 he had ever made.

Pushing him down on the bed Jane knelt down near his shoulders and planted her pussy on his face saying it was her turn to cum. While he was massaging Jane's clitoris with his tongue I retrieved the padlock from under the pillow and locked it into place on the cock cage.

As soon as Jane got off my brother's face he saw the padlock. At first he was a little pissed then he figured he had already committed to wearing the thing for a day anyway. So, what the fuck, he'd wear it proudly.

The next day Dakota was in my room demanding me to take the damn cage off him. I handed over the $50 but told him I didn't have the key. Jane took it home with her. He called Jane but she only told him it was payback for fucking her Aunt Suzie without telling her. And in the ass at that. Jane asked him why he had never fucked her in the ass. Later, Jane told me she was only pretending to be angry. It actually made her horny thinking of Dakota sticking his cock in Aunt Suzie's ass.

Dakota was stuck.

Wearing baggy shorts would work, but he was going to have to skip swim practice. He couldn't exactly wear a Speedo with that thing on his cock.

After four days Dakota was climbing the walls. He begged me for some relief. He said his morning woodys were going to kill him and if he didn't cum soon his balls would explode. There wasn't much I could do without the key. Playing with his balls only frustrated him more.

I asked him if milking his prostate would provide any relief. He didn't know but was willing to try anything. I checked with Jane to see if she was okay with me sticking my fingers up Dakota's ass to see if I could give him some relief. She said it was okay but she wanted to watch. She came right over. She thought it best to leave the key at home so she wouldn't be tempted to let him out.

With Jane watching on I told Dakota to lie down on his bed with his knees bent. I put a little baby oil on my first two fingers and pushed them up his ass hole searching for his prostate. Finding it I gently massaged it with both my fingers.

Tom was moaning and after a couple minutes. Jane and I could see cum oozing out the tip of his penis. Bending over Jane licked up the cum as it leaked out the end of the cage.

The prostrate milking was fun for Jane and me, but it didn't help Dakota much. Cumming without climaxing only made him more frustrated and horny. He begged Jane to let him out of the cock cage. She told him not yet, that she was still mad at him for fucking Aunt Suzie in the ass and not doing the same to her. And besides, she had left the key at home.

After a week Jane took Dakota home with her and let him out of the cock cage. She spent the night helping him fuck his brains out starting with a good fuck in the ass.

--

Daddy and I were eating breakfast the next morning when Dakota got home and tossed the cock cage on the kitchen table. Daddy chuckled and asked him how long he had worn it. When Dakota told him a week Daddy asked him how the sex was when he was let loose. Dakota admitted it was probably the best sex he had ever had.

Daddy said that was why he let Mom put the cage on him. The longest he ever went was 3 weeks. Mom's favorite thing to do while Daddy was wearing the cock cage was to straddle him and give him a camel toe slide. She would lean forward to make sure her clitoris was rubbing against the cage and slide her pussy until she had her orgasm.

Then Daddy said something totally unexpected. He said they used to take turns. Daddy would wear the cock cage for a few days and then Mom would wear her chastity belt for a few days.

Mom wore a chastity belt? Dakota and I looked at each other and blurted out at the same time asking Daddy if he still had Mom's chastity belt. Yes, it was in his closet.

When he came back from his bedroom I grabbed the belt and headed to my room to try it on. Dakota asked if he could help. I told him absolutely not. I wanted to find out for myself what I was getting myself into, both figuratively and literally, before I let anyone lock the thing on me.

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READ MORE OF THIS SERIES

Wyoming Ch. 03 Previous Part
Wyoming Series Info

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