Hello guest! (Level: guest) Log in

You can change the width of the story text shown below:
Use how much percent of the screen width?

[ default ] [ 10% ] [ 20% ] [ 30% ] [ 40% ] [ 50% ] [ 60% ] [ 70% ] [ 80% ] [ 90% ] [ 100% ]

Options: Plain text or PDF (fanclub only!) version  |  Mark story  |  Mark author

Don't forget to vote for this story, in the yellow voting box below the story!

Click here to read the first 75 lines of the story

other hand for what I had planned next. I switched hands, letting the lube slick up his ass. He wasn't expecting that and I saw him stiffen when he realized what was about to go down. My lubed fingers changed from a light graze over the top of his hole to a more insistent pressure directly on it. I gave him a tiny in and out movement just at the outer door to see if he would relax for me. It took some time as this was all very new for him (and I doubt he EVER thought he'd be probed back there!) but gradually he settled back to a more relaxed stance and that's when I knew his ass was mine.

My pinkie finger dipped inside both the first and the second rings before he involuntarily squeezed and pushed it out, but I was determined that this new tease would go forward and that's exactly what I did. I pushed it back in. This time it went in to the second knuckle, then slid all the way in. In and out it went, many times until he took it without any resistance. The next time I pulled it out I switched to my index finger. It's longer but only a touch thicker so that one, too, went in with a minimum of fuss.

I asked him, "how does it feel to have your ass violated, slave boy?"

"Uh, I'm not too keen on it. I don't... it's not... look, I'm a guy and having you stick something up my butt seems kinda gay, so I'd rather you stop doing it," he answered, trying to regain some of his dignity. (Fat chance! Look at you - all shaved smooth like a little girl, your cock taken away from you by the cage and me with my finger up your ass, taking it like a sissy fag, which was a name I hadn't called him - yet.)

"You took that better than I thought you would so it couldn't have been that bad, and before you open your mouth again, remember the part about getting some relief? Well this is how it'll happen if you keep your mouth shut." His mouth had been opening as if to say something but it snapped shut when I rebuked him.

"Ahh, so you DO want some relief, huh? OK. That's better. You'll be keeping quiet about this then?" I asked him, pretty sure I already knew his answer.

He hung his head. It was all the answer I needed.

All this time my index finger was lazily poking in and out, occasionally swirling around a bit in there, but always staying clear of his prostate.

"OK stud, let's see you splatter the bed with your jizz. Bend forward and lean your hands on the bed." As he did that, I slipped my index finger out and replaced it with my middle finger, which was noticeably thicker and longer. It took some effort to work it deeply inside of his ass but he soon relaxed again and let my finger have full access. I made sure to use plenty of lube as I figured this would take some time, but amazingly, once I found just the right spot to massage, it only took a few minutes for him to start oozing out a steady stream of his jizz. I kept milking him until his ooze dwindled away to nothing. I noticed his eyes were screwed tightly shut, so I slipped my finger out and let him have his moment.

His eyes snapped open! He whipped his head around, looking at me with pleading eyes.

"That's it?!?" he almost shouted. "That's the relief you promised?"

"Yes it is, lover. You may not have gotten an orgasm, but check out how happy your balls look now. Instead of being swollen and purple like they were before, now they're back to their normal pink color. See? You got relief!" I said, with a big smile spreading across my face.

He looked momentarily pissed off but when he looked at his balls he realized that I was right - his balls had returned to their normal size and color.

"You do feel better, right?" He nodded. "And it feels better than having backed up, swollen balls?" He nodded again. "Right. Then let me tell you how the rest of Locktober goes. Once a week you may ask me to relieve the pressure on your balls. You'll do that by showering first, then come to me, kneel in front of me with your legs spread so that I may inspect your package, then say these words: 'Please, Mistress, please give my aching balls some relief by fingering my asshole the way sissy fags like it.' (he glared at me when I said that.) Now remember, getting relief is optional. If you don't want to say those words to me, you won't get your balls milked. It's completely up to you. Will you swallow your manly pride to ask for some sissy fag relief? Maybe you won't right away but we'll see how desperate you become. Oh, and one other thing: the end of Locktober doesn't automatically happen on the 31st. It happens when I say so, so consider how you act and ask nicely when you want it or 31 days could stretch on a lot longer.

Predictably, he glowered and grumped around the house for several days, but when I started wearing nothing but tiny string bikinis or wispy lingerie around the house, he stopped being owly and started watching my every move. I mean, when tits as big as mine wobble dangerously about in a bikini so small an A cup woman should wear it, a man pays attention. It literally covered no more than the nipples, leaving huge amounts of heavy, curved, tan tit flesh clearly out on display, threatening to pop out with every step I took. As his attentiveness increased, so did the pressure on his balls. He resisted a while but after a dozen days he finally caved and presented his clean, naked body to me, dutifully kneeling before me. It took him some time to work up his courage, but he finally said in a small voice, "'Please, Mistress, please give my aching balls some relief by fingering my asshole the way sissy fags like it."

I smiled a huge smile.

Prologue

His resistance dwindled as the month wore on, dropping his days between dribbles from 12 to 10 to 7, 7 and 7. He even started asking for it after only a few days after that. Yes, my nerdy little math whizzes, that is more days than just 31. Once he became more comfortable with being caged and milked I knew that I wanted much more than a mere month. He's been caged, milked and truly orgasm free for more than five months. I've never been happier. And him? For the last few months he not only asks for his relief the proper way, but all by himself he's begun thanking me after he 'finishes' by saying, "Thank you, Mistress, for letting this sissy fag dribble out his worthless cum."

Heather's Final Note

I just reread the ending. I think I have some strapon shopping to do!

Do you like this story? If you do, you may be interested to know that the author also has several other stories on the site that are available to the members of the EroticStories.com FanClub!
Click here to read more about the FanClub.

Request from webmaster Art:
Don't forget to vote for this story in the yellow voting box below!
Authors really appreciate the votes and it only takes a few seconds!

Options: Plain text or PDF (fanclub only!) version for easy saving or printing

ESmail: Click here to send a private message to Jack's Place (with ESmail, the site's internal message system)

Authors appreciate feedback! Please vote, and write to the authors to tell them what you liked or didn't like about the story!

Profile for Jack's Place, incl. 12 stories Email: mistersilence13@yahoo.com Add this author to your favorite author list Add this story to your favorite story list Send this story to me through email

Give your opinion about this story: select here 1 (terrible) 2 .. 3 .. 4 .. 5 (reasonable) 6 .. 7 .. 8 .. 9 .. 10 (excellent)