Dear Shoeblossom,
So I am a nice California girl, and when Kraven, my neighbor asked me to help him with his chastity belt training, I thought it was weird but kind of hilarious.
I make a small living as a massager of sorts, my mom moved to Los Angeles to be a movie actress, and wound up in porn, and I got away from her and moved here to the San Fernando Valley some time back.
There isn't a ton of money in giving massages, but I also kind of make a living on my back, and I'm told that Lily is the best lay in the Valley, and why not?
But this whole thing with Kraven has become a bit of a cottage industry.
Kraven always kind of had the hots for me, I'm pretty easy on the eyes. And he began to help me out big time financially in return for my chastity assistance.
My friends say "Lily, how are you living so well now?" and they just don't know the half of it.
Kraven's chastity belt game was difficult when he tried to do it on his own. He is a big Hollywood agent and he needs someone to be in charge of something else besides him...and he spent too much time bed hopping.
So he started this chastity game for himself.
Kraven began keeping three milk bottles, big glass things that he's painted black, in my freezer.
He drops a key into one of them and hands the bottles to me. I fill the bottles with water so one of them has the key at the bottom.
He can't tell which of course, because they are painted black!
I put the bottles in my freezer and close the door.
The key is to Kraven's chastity belt...and the bottles stay untouched for a month, frozen.
This means for thirty days I keep these milk bottles in the freezer and then Kraven knocks on the door and I let him come in and I place the three bottles on my counter, in no special order.
All three bottles, filled with the frozen water are now on display, Kraven looks them over and then picks one, having no idea whether it has they key in it or not.
Then Kraven must wait for the bottle to melt while I read a magazine, or play on my phone, or even take a nap. Sometimes to keep Kraven busy while the ice was melting, I had him vacuum or wash my walls or something.
It's tough for him since there is only a one in three chance that the milk bottle, when the water is completely melted, can contain a key.
Usually it doesn't of course, breaking the poor celibate bastard's heart. Especially if he's spent several hours cleaning my house.
There have been times, I'm afraid when I want Kraven to do a more complicated and time-consuming task, like washing my curtains or cleaning out the aquarium, and I've re-frozen the bottle if it was melting too fast before he'd completed the chores.
(Once I saw the key at the bottom of the bottle, and I re-froze it and switched it around so Kraven had a different one. I'm sorry.)
So anyway if Kraven got lucky and the bottle melted and the key was there, he would be able to jack off on his knees in front of me, usually while I ignored him, adjusting my lipstick or talking on the phone.
I never disrobed for this, I was usually in cut-offs and a tube top, or if I was in a good mood I would put lingerie on and sometimes unsnap the crotch of my teddy and masturbate back at him!
(And more than once when Kraven was locked up with no hope of cumming, I'd masturbate in front of him just to show him what he was missing..."Don't you wish you could fuck this, you chaste needle-dicked little bitch?")
When he didn't get the key, which was usually the case, considering the odds, he'd get depressed and sometimes cry.
It was a tough thing, knowing he would have to wait another thirty days to get a chance at beating his meat...thirty tough days of celibacy.
Or near celibacy, really because the cage allowed him to touch himself, and stimulate, but with no release.
After Kraven would leave, I'd re-freeze all three bottles, and wait things out.
This was the plan for the longest time, and then Kraven bought a big deep freezer, looked like a giant white cube, and put it in my apartment and we bought about thirty milk bottles, and painted them black.
One of them held the key, and the others held disappointment, and we put them in the deep freezer for more interesting fun.
Now when Kraven came in after the thirty days of denial...such frustration...
I would blindfold him and let him rummage around in the freezer grabbing one of thirty bottles and then go through the whole rigmarole.
Of course there was much, much less of a chance that he'd get the key now!
Kraven then asked me if I would tease him more. He was then giving me fifty dollars a month for the milk-bottle experiment, but he offered me more.
In this scenario, Kraven would still clean my apartment, every weekend in the nude, though of course he'd only get a chance at the bottles once a month.
That was a long time to be locked in the cage!
After he'd already spent a couple of hours cleaning on a Saturday, I'd tie Kraven to the bed and writhe around on his chastity belt, grinding my crotch against his trapped penis.
Watching it bulge helplessly against the cruel bars made me wet...
Then I'd lie on my stomach next to Kraven and kiss him and stroke the caged cock with my long pretty nails, and this could go on for hours.
