After dinner

You eat dinner quickly and make some excuse to the girls as to why you'll be gone for the next hour or whatever, and tell them you'll see them at Alex's friends party at eight sharp. You hope, anyways. You jog down to Mrs. Juniper's office, figuring it's best for you if you don't push your luck any further than you already have. When you barge in, she's nowhere to be seen, so you close the door behind you, and get down on your knees in front of her door, hoping that nobody but her walks in to see your display of submission. You quickly check the time, it's six thirty. That means you have one and a half hours till the party starts.

You kneel there for perhaps about five minutes before Mrs. Juniper walks in, and her eyes drop down as soon as she has opened the door to met yours, and she smiles softly. "Good," she smirks, "you didn't disappoint. It would be advantageous for you if you continued not to do so." and you open your mouth to start your reply, but she puts her fingers to your lips, "No. Not a sound." she walks into the room, closing the door behind her, and she pulls a blanket off her milking machine. You turn to face her, but are too scared to get up or move, considering her warning. She begins to unscrew the... milking thing. The thing that goes on the nipple, before replacing it with a virtually identical, yet much bigger version.

"I only caught a glimpse, so I do hope this will fit, Alex". You turn your head, curiously, and she laughs softly. "Come here," she beckons with her finger, and you lift one foot up before she stops you, "No, on your knees". You begin to move across the room, humiliated by your situation, and not helped by the fact that you are moving at less than a quarter of the speed you otherwise would be, only further prolonging your embarrasment. Eventually though, you make it, and she pats the leather chair she sat in yesterday while you masturbated to her. You look at her questioningly, slowly rising from the ground, and she nods before you properly gain the courage to sit in the chair. Once you do however, she straps your legs into the chair. Somehow you had missed those... She takes your hands, and you let her manhandle (womanhandle technically) you into your restraints, and when she is done, you look up at her, worried out of your mind.

She unzips your pants and fishes out your throbbing erection. You couldn't help but get turned on by the swaying, jiggling and bouncing of her body. She fetches the lubricant from her drawer, and for a moment, you think it may not be as bad as you feared. She puts a generous amount of lubricant onto your tool, and very briefly uses her hand to spread it all around. Caught in the pleasure, you close your eyes, but you are whipped back into reality by her switching the milker on, and all of a sudden, her plan is revealed to you. "Remember, Alex," she whispers, "Not. A. Sound". You swallow, and she slowly puts the milker against your head, and it takes a moment for it to latch on, but in a moment, it sucks itself all the way down to the base of your cock, and your eyes roll back in ecstasy as you fill the milking cup with your cum, which is subsequently sucked into the tank. "Oh, good. You're enjoying it. Let's see how long that lasts." she winks and turns around to sit at her desk. You look at her, begging her with your eyes, but she stares back mercilessly. "I have set a timer for one hour. Every time you make a noise, even the slightest little peep, I will add 5 minutes to your punishment. Understood?". You continue to beg her with your eyes, but seeing that she won't relent, you nod, and lean back in the chair, trying as hard as you can to relax.

You manage to stay quiet for the first couple of minutes, though the pleasure the milker is giving you is beginning to slowly turn into pain, and you squirm in your bondage. Unfortunately, the coming orgasm forces a loud and **** groan from you as your balls pump out your second load in what you can only assume is under five minutes. Mrs. Junipers looks at you from her peripheral vision; "that's going to add ten minutes." she says angrily.

As the orgasms go by, you figure out that Mrs. Juniper doesn't really care about the noises you make from flailing around in your restraints, so you begin to express your pain and (overwhelming) pleasure that way instead of vocally. As you cum, you thrust as hard as you can upwards, filling the milking cup with your thick loads, and it begins to get Mrs. Junipers attention. When she sees your body begin to tremble, she pauses her work, folds her legs and look over to watch your balls churn and tense, and the milking tube throb with your orgasming dick. Then, without a word, she will turn back and begin to work again.

You spot a clock, and despite your situation, you can make out what the time is with some hard focus, and you see that you are just about halfway through the hour, but you did accidentally add ten minutes right at the start of your punishment. You begin to do some maths in between your orgasms, which are separated by a couple of minutes at most. If you were completely silent from that point on, you would have just about fifteen minutes to clean up, change and get to the party, so you resolve to do just that.