Chapter 3
Kelly came home extra frisky that night. She asked me to get a bottle of wine and some glasses. She went and sat on the fur rug by the fire. When I got there, she was naked and wrapped in a blanket. This is going to be a good night I thought to myself. I poured her a glass and before I could pour myself one, she asked me: "to go to the bedroom, undress put on the cock cage and bring oil, the paddle and Jeff."
She thought I was crazy when I first started asking her about Jeff and asking her to tell me about it. She kind of reacted like I did finding out bigger guys were with her when I said it turned me on thinking about her with other bigger guys, however just like me, she evolved. Over time she grew to enjoy it as a fantasy and to tease me about it. Much later in our life, I was reading more and more cuckold porn and the sub hub in chastity idea really turned me on. So, I stopped at our local adult store and bought my self the Jail House cage. It is stainless and brutally strong. It is actually too small for me, so morning wood erections are incredibly painful.
She was not home when I got home. So, I went skinny dipping jumping naked into our freezing swimming pool. I refuse to spend the money to heat it so it usually between 60 and 65 degrees. I know from experience jumping every evening after work that it causes massive shrinkage. I stayed in a few bone chilling minutes to make sure I was small enough for the cage. It was still hard to install. I had to coat my cock and balls with baby oil. The only way I can fit in the ring is to push my cock inside out and shove one ball at time through the base ring and then push my back inside out. Getting my cock into the actual cage is not easy either due to my thickness. So, I have to push in slowly sliding over each ring of stainless steel. I cannot get it all the way by hand, the only way the head gets to the bottom of the cage is by attempting to get hard in the cage. Then I slide the cage onto the base ring being careful not to get my cock meat stuck on the two little stud that make sure you cannot rotate the cage and get out.
That first day I caged myself and then got dressed for dinner. We went to our favorite little Bistro and had appetizers and wine at the patio bar. It was there that I told her about the cage. I showed her a picture of one on my phone. She blushed and said: "oh my that is something else." Since we were at the bar, we were side by side I grabbed her hand and put it in my lap. Her face when she felt the steel cage my penis was trapped in was priceless. She whispered: "so how does this work." I told her: "I would do anything she wanted, please her orally and with Jeff." I handed her the keys and said: "you get to decide when I am released." That first night she let me out after I had pleasured her. Over time I encouraged her to lock me longer.
One time I met her and her two closest girlfriends at the same bar for Happy Hour after work. They were celebrating my wife's birthday and had been there since they started a late lunch. They had all had a lot of wine and were beyond blotto. Apparently, they had been talking about sex as women full of wine often do. Her friend Anne leaned over and says quietly: "Kelly told us about your obsession. Cindy and are still shock and told Kelly we did not believe her, so she said we could prove it to ourselves." As she said that she slipped her hand into my lap and grabbed my caged cock, her eyes lit up and she said: "I know what I am getting Bob for my birthday." Cindy slid her hand in my lap and traced the bars of the cage and cupped my balls gently. She said aloud kind of to know one, "I do not think I could get Don to wear one unless I tied him up first. There is a thought." She looked to the other women and said: "we have shopping to do."
I paid the bill and drove the three to an adult bookstore. It was so hot being with three fairly drunk beautiful suburban MILFs looking through all of this sexual material, especially being in my cage. This is very high-end store, most of the workers are women, normal looking suburban women to college age women, it was female owned. You enter on the right side of the building while not many young people go there that side it is not required to be over 21 as it is mostly lingerie, costumes, surprisingly lube and the S&M stuff is on that side, you have got to love the idiots who write the laws. The young lady behind the counter greets us and asked how she can help us. Cindy drunkenly says fairly loudly: "her, and I need Cock Cages for our husbands like the one he has." Without blinking an eye, "she looks straight at me and says, well show me which one you have." I said, "I am wearing it." She says I know, "look where I work, I have seen everything before now show me, now. "All four women look at me and I hesitate. Finally, Kelly walks over to me and says: "fine I will show her. "
She undoes my belt and unbuckles my jeans and pulls them down below my butt and then pulls my boxers down. There are about seven people in the store besides us a few couples, a few single guys, and another group of women. They all turn to watch the spectacle and get a good look at my caged cock straining desperately to get erect, bulging between the bars. The young lady steps forward and examines it, holding my caged cock she turns it right and left, the pink heart shaped charm with my cock's nick name Clem engraved on it. She says: "this is the Large Jail House Chastity device. You must be quit girthy to fill it like that" she says.