As you may or may not remember, back in February Mistress gave me three vouchers on Valentine’s Day which allowed me: 
1) To choose a ‘fetish’ outfit for Mistress to wear during a teasing session
2) An extended period of foot worship
3) To request an orgasm. 
These were dated to apply consecutively during the following three months and having already used the first two, the only one left was the one that allowed me to request an orgasm.
While I appreciate the opportunity to request an orgasm, it is always quite hard to know when the best time to do it is. Part of me wants to use it as soon as possible so that I can get back to being ‘controlled’ properly, but then part of me wants to hold off… 
So yesterday was a funny one, with the time left on my last voucher winding down (less than two weeks to go) I was minded to use it up, but then I had just got to the early 30 days and I figured if  held out until the last minute I could get in a 50 day stretch before starting again.
So when Mistress started teasing my cock I was 90% certain I wasn’t going to use my voucher, but then her mouth got to work and I started to weaken. In truth I was very conflicted, and it probably got to around 50/50 before I made up my mind not to use it. 
However, once I got close to the edge and warned Mistress that I was reaching the point of no return, instead of letting go she kept stroking me and asked if I wanted to cum ‘here’ (pointing to her naked breasts), we very quickly moved into a position where I could cum on her breasts and I stroked my cock until I did just that!
It felt great, but it was one of those orgasms where I was so ridiculously hard that it was kinda hard to cum with any force – it seems like when I’m that hard the pipe is sort of ‘blocked’. So it wasn’t the epic porn style ‘cum-blast’ I was hoping for, but I still managed to get a reasonable amount of cum on Mistress’s gorgeous breasts which I then licked clean (of course). :)
After I had finished I mentioned to Mistress that I still had my other voucher, so now I have a dilemma. Do I use it as soon as possible or wait a couple of weeks? Either way I hope I get to choose where to cum again, although as I type I’m conflicted about that too… feet or ass?



My Third Valentine’s Day Voucher…