Tuesday, August 4, 2015

The Envelope Please...

A few days ago, I made an offhand comment about using an envelope with an activity inside for those occasional Tuesday mornings when I'm awake and in a good mood, and Shilo is feeling energetic enough for some "fun" activity.

Much to my chagrin, and Shilo's (no doubt) lack of surprise, it's about 3AM on Tuesday and still no envelopes in sight. I fell asleep on the chair in the living room, and nothing got done.  I should mention that Shilo is probably unaware that I loaded the dishwasher while he slept on Monday afternoon. I'm not seeking 'brownie points' by any means, I'm more interested in rocking his world a little.

Shilo has been locked in chastity for 8 days now (Actually 7 days 10 1/2 hours, but who's counting? Oh yeah! He is!) and I'm pretty sure that when the device went on, he didn't expect it to be on for such a long amount of time. I suffer along with him. I mean, no intercourse for him, means no intercourse with him for me, and I happen to enjoy intercourse with him, so I do 'suffer.'

The tease and denial for him has been horribly cruel, with him removing the device, showering, providing me with a few orgasms via oral stimulation, and allowing him to enter me, thrust for maybe a minute or so (7 thrusts the first day, 15 the next. Yeah, I count) and then re-locking him. I cannot begin to tell you how torturous it's been for me, and I'm sure he feels the same.

Sooo... the (nonexistent) envelopes: I have no time or patience to do them now, but a quick preview should he happen to see this is as follows:

1. Triple treat for me while restrained (or not) until I pass out. This will require a slow build up, backing off, and building back up again. Not an easy task, but I know he's up for it.

2. Shilo unlocking and showering, giving WMS short of an orgasm if possible (I won't stop him, he'll have to stop on his own.) If he manages without an orgasm, he won't get "charged" with time off from chastity for doing so.  if he fails, and has an orgasm, I will add up to another week in chastity for him at my discretion. If he has a 'ruined orgasm,' I will roll a die. Odd: no additional days, Even: Same as if he had a regular orgasm. He will not be told the result.

3. Shilo unlocking and showering, and me orally pleasuring him for 5-10 minutes. (This doesn't usually result in an orgasm for him)

4. Shilo unlocking and showering, and then masturbating while I watch him. Same rules as #2 above if he reaches orgasm.

5. Shilo unlocking and showering, and I hand him a die. if he rolls odd, he can choose from any of the above (more to be added later)  If he rolls even, he locks back up and gives me my regular "Daily O."

So, there it is: The treats, without the envelopes.

The only thing I neglected to mention here is that I will know which option is available on any given week, and he will have the choice of taking the activity or not without knowing which one is offered. Also, after agreeing to the unknown activity, he will roll a die. If it's 1-3, the activity will not happen, if he rolls 4-6, the activity will happen. This way, I also get a little build-up as well.

Goodnight! I'm off to bed!


  1. Well now! Somethin' to look forward to on Tuesdays, again. It's been TOO long since we had some real fun on Tuesday mornings!

    1. Agreed! I'm glad you like the options I've presented.

    2. Possible additions: prostate milking via finger or dildo while locked or unlocked; use of strap-on, while locked or unlocked.