Waking Tony for his morning milking reminded Alice of weekends at the beach. She'd milked him there once, standing out far enough that they were in up to their necks. She'd pull his stiffy out of his swim trunks and masturbate him until he shot off big juicy ropes of his boyish semen to swirl and twirl in the nutrient-rich waters of Reservoir Three, just off the brilliantly artificial white sands of Chlorine Beach.
Instead of sand for a castle, the little plastic pail she brought with her to his room was half-full -- all the way full and it might spill if Tony got overstimulated during milking -- of very warm, cardamom-scented water and a pristine white washcloth.
He was awake and eager, as he always was, and naked. His half-erection perked up to full attention the moment he saw her breasts, supported, but not covered by his favourite pushup. She sat beside him, flannel pyjama bottoms brushing his shoulder. Squirting a little oil over her palm, she took hold of his penis and began to stroke it.
"No wet dreams during the night?" she asked, reaching between her breasts with her free hand to unclasp her bra, sending her breasts tumbling, the left one in easy reach of his lips.
"I dreamed of you," he said softly, licking the big brown gumdrop of her nipple.
"Oooh!" she shivered, "Did you dream of sharing a bed again?"
"Oh, yes!" he moaned, his hips moving, "I thought of the coitus-training holos and then I was with you and -- Oh I'm sorry, I know we're not supposed to -- "
"That's all right," she increased her pace and pushed her nipple between his lips, "You know all thoughts are healthy, just so long as -- "
He released her nipple just long enough to mumble, "But in the dream I didn't reach my... uh... climax." He was close to a climax now, but still a bit embarrassed talking about it.
"That's why we have our regular milking, Tony dear!" She felt him begin to thrust up into her fist, "Now, give me a nice big -- Oh!" He was squirting now, big, healthy boyish streaks of glistening semen splashing his stomach and chest. These young men could go from soft to ejaculation so quickly! she thought.
"And that's why," she released his penis and reached for the washcloth, "Why boys have to be milked," she began to mop off his chest, "So you don't squirt your sticky on the sheets in the middle of the night!" She rinsed the washcloth in the pail and started to clean his pubic hair and penis, pushing the foreskin back to get off the last drops of semen and oil. "Besides, wouldn't you say the orgasms you have when you're awake are better than when you're sleeping?"
"Oh, yes!"
"And having someone else do it for you is better than doing it yourself?"
"Oh, yes!" Of course, he'd been taught to masturbate, given holos to watch if he needed the stimulation, and he did really enjoy doing it, (especially when Alice watched) but...
"You remember when I was in hospital for a couple of days and Mrs Henderson came to look after you?"
He remembered her. A very nice old woman who'd handled him with the skill of long practice. She'd always cup him first, massaging gently, saying she could tell how full a boy's balls were just from how they felt in her palm. Those thin, bony hands had masturbated him over and over that weekend. The ninth time, she barely managed to coax out a last few drops, just a few tiny pearls of balljuice splashed across his heaving abdomen, but even that felt so nice.... and when she thought he wasn't looking, he'd caught her furtively licking her fingers afterwards.
She taught him a little bit of an anatomy lesson too, doing her mok'bara routines nude and letting him watch while she showered, saying he shouldn't be just learning the idealized body forms they showed in the health education holograms or worked on in the practicums.
In Tony's memories of weekends, the two nights she'd spent with him were almost as memorable as trips to the beach with Alice. Since then, she'd had a starring role "looking after" him in quite a few of his wet dreams! "Old Annie" Henderson? Was she still --
"She's still working, but this time our friend Zora is coming to visit. She might stay here overnight and she might not, but she'll have charge of your penis for the days I have to spend at Regolith Research." Alice started wringing out the washcloth. "You've met her. You saw her a few times when she came over to help set up for the HourlyFun parties and you got extra credits to go to Sapphire's Game Room because we needed the entire apartment?"
"Oh, yes!" Zora was much younger than Mrs. Henderson. If she let him watch her exercise...
"She won't be getting here until the day before. I'm hoping we can have dinner together, but you may not see her until the day I leave. Anyway, we'll definitely talk on video before that, OK?" She kissed him on the forehead and got up to rinse the bucket and put the washcloth in the hamper. He pulled on his robe and went in the kitchen to start breakfast.
It was a few days before Zora got a chance to call. She was as he'd remembered, a loud woman, a bit coarse, perhaps, but with heavy, sensual lips that Alice had always described to Tony as "kissable."
The next morning that loud voice was waking him, "It is so easy to be hopeful in the daytime when you can see the things you wish on, don't you think?" Half forgotten dreams of poetry...
He yawned, smelling the same cardamom scent Alice had always brought, but the woman sitting next to him on the bed was a few years older, dark-skinned and wearing only skimpy white cotton briefs. Her breasts, heavier than Alice's, with even more prominent nipples, were definitely things to wish on!
He stretched, lifting his hips as she helped him pull down his pyjama bottoms. "Do you prefer baby oil or regular lube?" she asked, "Alice had to leave in such a hurry she didn't get a chance to tell me."
"Alice always liked the oil," he said, which wasn't really an answer.
