(Miss requested I post my experience.)
Surprise from Miss
Miss has had me locked(CB3000) up for a few days with no real idea of how long or what Miss may want, when I'm let out. It keeps me fairly horny not knowing what's going to happen and being denied any satisfaction for myself.
Miss has enjoyed me stimulating her twice during this time, which is really nice, knowing my spunk is being saved just for when Miss really wants it is a really nice feeling, if a little frustrating.
On the Monday evening Miss finally gives me notice that I will be let out tonight for a milking. This hasn't always been successful in the past, trying different positions and having feelings of wanting to pee and my ass not being accustomed to invasion in recent years. So I was a little apprehensive.
I cleaned up, spent some time on the loo emptying and douching – it seemed to take forever and the douching was difficult and messy, but I finally got to a stage where I thought I may be presentable. However, keeping a cage on my cock was difficult and although I can swish it out with lots of soapy water it's not really nicely clean.
Later that evening, Miss unlocked my cage and sent me to wash my bits and bobs properly, having emptied my bladder again I was fairly sure I was empty and any feelings of peeing would be from the milking and not a leaking bladder.
I returned to bedroom to find Miss already with rubber glove on, lube and a towel on the bed. I assumed a kneeling position in front of Miss on the bed with my ass exposed, quite undignified really but quite exciting too.
Miss lubed up my ass which stung, I have a number of cuts on my anus which I can only assume comes from shaving or sores maybe or something like that.
The stinging settled and died off as Miss slowly penetrated my anus with a finger, I wasn't quite sure, Miss explored a little with her finger trying to locate my prostate, this made me wiggle about a little and feel uncomfortable, I suggested it may be a bit dry. Miss added some lube which stung again but not so much this time and the insertions seemed easier.
As Miss explored for the prostate, I got feelings like electric shocks up my spine and around my groin, these were quite pleasant, added to that Miss was making a milking motion with my quite limp winky, Miss was telling me that my little winky was worthless and only milkable so I should make the most of it.
While Miss was stimulating my prostate she was alluding to scenes where Miss would have me fucked in the ass by another guy with little winky and also have one to suck so that I would know what it would be like to be a bitch under her control. I found this quite exciting. I have fantasised about such activities for years and while I have had some bi experiences nothing as organised or deliberate as the scene she was describing which was very exciting.
The feeling of peeing was building up, I couldn't tell if my winky was hard or not, i think it was sort of semi hard but still very tiny as Miss continued the milking motion like I was a cow and she was getting a pint of milk from.
I was stimulating my nipples by this time as the scene Miss described was very horny and the feeling of wanting pee was building, I think I was half fighting it back but relaxed a bit more thinking of the scene Miss had put me in and then something strange happened, the electric shock feelings went to me winky and I felt it got hard and I was about to pee myself, the intensity grew and I felt a shudder but not like cumming as there was no spasm in my winky like from intercourse or masterbating, just a steady hard almost peeing feeling. Miss was telling I was being a good boy and that I should be pleased as I had for the first time been milked of my spunk without sex or wanking. It was amazing.
It took me a few moments to gather my senses as I was definitely away with the fairies or more likely still in the scene Miss set during the milking. I felt a bit strange and elated at the same time, someone had controlled my body without me really taking part and Miss and I had achieved what we had only read about in the past, success. I loved seeing Miss soo made up with her success and amazement that she had finally controlled one of my bodily sex functions. It was very cool.
It wasn't a lot of spunk but was definitely spunk and some clear fluid, I suspect if Miss wants to try she would now be able to drain my balls and prostate dry with a couple of milking sessions at a time, as there's no ejaculation involved I wouldn't need to recover in the sexual sense that blokes need.
I hope that now that barrier is broken for us, Miss may want to milk me more often and maybe include it other play Miss might have planned. However, I would like to say that I would still love to provide my spunk for Miss in a more traditional manner once in a while, fingers crossed.
I think with this success, Miss may be encouraged to extend our play to encompass my chastity play and other fantasies we have discussed with a renewed energy to both find some interesting and satisfying play for herself and include me as Miss feels appropriate.
I am really looking forward to being milked again and eventually sharing the process with whoever Miss deems appropriate.
Jack.
