I'm a 32-year-old male. Athletic, fit, but very shy and submissive. Talking to women has never been a strong suit for me, which explains my abyssal dating history. On top of this, I have set of 'kinks' that have grown over the years through watching porn, webcam girls, online domms, and even professionally hired Femdoms. If I was shy talking to women before...having what I think of as 'perverted kinks' makes it even harder to talk to women for fear of the fallout. I mean, in my minds eye, I picture myself in a club, hitting on a beautiful woman, she asks what I'm into and I share just one thing...the music comes to a screeching halt, all the lights come on, everyone stares at me and freezes, the decency police come rappelling through the roof, and I'm hauled off to a jail cell with people pointing and whispering as I go..."There's the freak". Sooo, yeah, I'm too shy to talk to women in person...but online I can talk much more freely. In person with professional Femdoms, I fall into the submissive slut very very quickly and easily.
One of the areas that has been the best has been chastity play. However, finding a keyholder requires talking to someone. So, that means that my keyholders have been online, or myself through game play.
I've done the whole, freezing the key in ice, mailing the keys to myself, etc.. My favorite has been to have one key as an emergency release frozen in the middle of a HUGE block of ice. Then I take the other key and leave it in random places and return to collect it later (sometimes days later). In those cases, there's a chance the key is taken or lost. I've been getting bolder with this, in that I've left the key at a friend's house, or purposely dropped the key in their vehicle. Then when I return, if the key is not where I left it, my penalty is that I must ask the friend if they've seen it. I then must answer any questions about the key honestly and comply with any requests, etc. However, so far, after nearly a year of doing this almost 2 times a month, the key is always where I left it.
Recently, I had an online keyholder that has been giving me more daring tasks. I went to a waxing studio for a full Brazilian wax. I was to take the cage and put it on top of the pile of my clothes, in plain sight. If anything comes up (no pun intended) I am to answer questions honestly and comply with requests. I was so nervous, but I did it, and covered up with that tiny little paper towel they give you and waited. My waxer came in, decent looking early 40's something female, and asked if I had any questions. I nervously said no, then I noticed the recognition on her face of the 'device' on my clothes. The humiliation was enough for me, and my cock started to come to life. She looked at it for a second while she put on her gloves, turned looked directly at me, then down to my crotch...which by this point, the paper towel was doing little to hide the reaction.
She smiled a very nice warm smile and said, "Sir, I hope you know we are not 'that' type of studio." I stammered and sheepish response like, "Oh of course not...I, I, I wasn't expecting anything, I I just need to have the hair removed..." She then very sweetly put her hand on my upper thigh, making me flinch a little and said, "It's ok, you're not the first, and you won't be the last." She went on, "But next time, make sure you schedule your visit with me or Janice, because the younger girls just don't understand and would have immediately left the room, ordered you to leave and banned you from the store." I assured her that I would and thanked her for her discretion.
She then went to work, but actually started talking to me in very conversational tone about the cage, when I started, what it is like, and even asked if I was there on a dare or something like that. I did as I was instructed, I answered every single question fully and honestly. When I explained I was there because of a 'task' by my online keyholder, she kind of paused for a second, then simply went on about her business. I was rock fucking hard throughout this, as I'd NEVER spoken this openly about any of my kinks with anybody IN PERSON like this. She made it so easy, and calm, while I sat there naked from the waist down, while this woman handled my cock and balls like an expert. She had me flip over, began working the back, spreading the cheeks, the whole 9-yards.
As she was applying the wax to my asshole area, she asked if I was Bi or just straight. I told her straight, I had never been interested in anything with another man before. She asked if I had played with my asshole while in the cage. This took me aback, despite the rather open conversation, this just seemed, a little too much, if you know what I mean. But, my instructions were clear, I told her that yes, I had many anal toys, dildos, vibrators, butt plugs, etc.. She didn't really say anything, but after she pulled the wax away, and was checking for any more hair, she lingered ever so slightly around my hole. I even felt a little pressure from a finger in my hole after she circled it once. I instinctively clenched for a split second, but then to my utter surprise, I relaxed instantly, and even MOANED...I heard a little chuckle and then she went on about her work.
She had me spread my legs, worked on my taint, I honestly thought I felt her massaging my balls a few times. She had me flip on my front, did a few more strips on my cock only. I was mortified because I was actively leaking precum at this point. She just very sweetly grabbed a towel, wiped it up and smiled at me. She finished, told me to wash myself if I needed to, get dressed and meet her in the lobby. As she walked out, she pointed to the cage and said, "Oh, and don't forget that, the faucet is over there if you need some cold water" winked at me and walked out.
