Yes, just about.

As you near one of the final orgasms of your ****, you accidentally let out a groan, and Mrs. Juniper whips her head around, "Five more". At this point you are shooting complete blanks, and your orgasms make it feel like air is being sucked out of the inside of your body. You can barely focus on anything at all, and you resolve to flailing like an angry cat in your bindings while thrusting your hips into the air instinctively. You don't even notice the alarm going off and the next thing you know is the principal turning off the machine and pulling the milker off of you, just narrowly stopping an incoming and very painful orgasm. Thankfully she's gentle, and seems to sympathise with your situation, even though it was her who caused it. "Goooood" she coos, tugging on the milker, which she is having trouble getting off, due to the fact that your cock is engorged and red, much bigger than when she started milking you.

When she finally gets it off, your red, heavy cock flops down, still extremely stiff, but so hard and full of blood that it hangs low. You breathe heavily, and look at her through half closed eyelids, the fresh, cold air blowing on your cock stimulating it, although at this point, it's more painful that anything. "Let's milk one more out of you," she says, micheviously, "just so you get the point". You don't dare to talk, lest she starts up the machine again, so you just accept that you are going to go through one more brutal, mind-shattering orgasm. Instead of what you expect though, she spreads some cream onto her hands, and begins to jerk you gently. It certainly doesn't feel good, but a soothing lotion may be exactly what your turgid, tender cock needs. She applies it softly all over, using both of her hands to pleasure you, and you moan breathily. She seems to be fine with you making a little noise now, and not a minute goes by with her hands on your shaft until you whip your head back and thrust into her hands. The orgasm pounds on your skull and courses violently through your cock, and when you look down, you see Mrs. Juniper wiping a tiny little droplet of clear, thin cum away from your pisshole.

"That's a good boy. Maybe I'll milk you like this more often," she says, standing up, "then you won't be able to spray your... disgusting... cum all over my things!". She wipes her hands off, and softly dabs your genitals with a wet rag to wipe any excess lube or cream off of it. She then undoes all of your restraints one by one, and you stretch your exhausted limbs out to wake them up. "You may speak." she says, dominantly. "I... I'm sorry, ma'am. I understand, it will never happen again."

She smiles and gestures to the door. You quickly place your cock back into your underwear, wincing at the pain of the fabric rubbing against you. You read the clock as you leave and it reads a quarter to seven. That leaves fifteen minutes to get back up to your room, shower, get changed and then make it over to the other dorm.