42. Milk and Nookies
Friday Evening
Allison had reluctantly donned a sexy dress for her first date as an escort. It was contrary to her desire to be free of clothing as much as possible, but it also seemed somewhat unprofessional to show up to work stark nude. Without knowing the preferences of the customer on that point ahead of time, it seemed wiser to err on the side of caution and give the person renting her affections the option of unwrapping the package they paid for. Fortunately, not wearing a bra or panties seemed very much acceptable dress code for a hooker, and she made sure her long nipples were noticeably perky before she summoned a ride to meet her client.
Allie was a little surprised and amused at the coincidence that her first "Jane" had wound up taking her to dinner at the same restaurant Madelyn worked at. To be fair, it was a reasonably fancy restaurant, but it was more of a family dining establishment than the kind of place she would have expected someone to take their whore for a meal. She got a delicious thrill every time she thought of herself in such a way, and had been wet and ready to pay her date off before they'd even gotten the menus.
The lady had introduced herself as Christina, or Tina for short, and was clearly very nervous. Her anxiety reinforced Allie's suspicions that this was the woman's first time engaging an escort, and possibly even her first time with a woman. She wanted to draw Tina out, if only to satisfy her curiosity about how good her guess was, but her Madame had warned against asking too many personal questions, as a matter of professional discretion. So she let Christina do most of the talking instead, which meant a lot of awkward pauses since she seemed reluctant to discuss where the night was leading, at least in public.
There had been a few fairly amusing incidents during dinner. Allie, thinking she was being cute, ordered milk to drink, trying to be naughty and flirtatious. She'd been surprised and a little turned on when Tina had immediately grabbed her breasts, blushing fiercely. It happened a second time while they were enjoying their dinner, when the waiter asked if she wanted a refill of her beverage. Tina had a bite in her mouth but her other hand, which had been holding her knife, dropped it noisily on the table in favor of pinching a nipple when the magic word was uttered. Allie guessed it had something to do with Tina's lactation, perhaps a nervous habit she'd picked up. It promised to be fun once they had some privacy.
Both ladies seemed somewhat relieved as they finally exited the establishment and made their way to Tina's car and thence to her apartment. Allie was a little surprised that there were no obvious signs of a baby being present, but perhaps she kept all of that in the nursery, or with whoever was taking care of the infant to give its mother some privacy to indulge her kinks.
"So, Tina, alone at last!" purred Allie as she slinked up to the older woman and put her hands on the blonde's narrow hips. "I've been eager to sample your wares all week. I hope you're not planning to play hard to get!" she teased.
Tina seemed rather pleased to have Allie broach the subject and admitted, "I plan to make it very easy for you, actually. Let's head to my bedroom, though. The couch isn't as comfortable as I thought when I bought it."
"Lead the way, Mommy!" said Allie, amused to see Tina blush red at the naughty term of endearment. She slid her dress down and stepped out of it as Tina turned to go down the hallway and enjoyed seeing the blue eyes go wide when they beheld her nakedness upon reaching the master bedroom. Like many others, Tina seemed to fixate on the extraordinarily long nipples adorning Allie's medium-sized breasts. She licked her lips and sent a shiver of anticipation down the whore's spine.
"I'm ready for a taste, Mommy," Allie prompted, reaching out to gently cradle the willowy woman's breasts. Tina gave a nervous smile and reached behind her to unzip her dress, letting it fall to the floor, then unhooked her heavy bra as well. Her red nipples, engorged and already leaking, caused Allie to lick her own lips, although she was doing it quite deliberately. "Nummy!" she said as she bent down to swab away some of the pearly drops with her tongue.
The taste was unexpectedly exquisite. Allie hadn't anticipated it to be quite so sweet, and somehow had never considered just how warm it would be. The logical part of her mind reflected that of course the milk would be basically body temperature when it came out, although it would cool quickly in the open air. She resolved to drink it too quickly to allow it to grow cold. Rather than drain one breast at a time, she bounced back and forth between them, clutching at both greedily. She was greatly aroused to notice that Tina was playing with both her pussy and ass while being suckled.
"Shall we lie down?" Allie asked her hostess. Tina nodded and backed slowly toward the bed until she collapsed on it, scooting further until she was propped up against the pillows. Allison followed her and kissed both nipples, squeezing them possessively. At first she had been only moderately attracted to the thin, tall blonde woman, but seeing her naked, Allie had to admit she'd underestimated Christina's beauty. The woman's apparent inability to control her masturbation while having her breasts drained made her even more irresistible. "God, I love your milk," Allie groaned as she laid across Tina's lap and latched on once again.
To her surprise, Christina mooed lustily whilst jilling herself. The bestial noise made her face burn as red as her nipples, but it made Allie's sex clench in sudden lust. She kept suckling a little longer, letting the gears turn in her head. As hot as it was to know she was selling her sex to the woman, the idea that she might have found someone else that was into petplay was astonishing and arousing. The odds of such a coincidence must have been astronomically low! Testing her hypothesis seemed critical: perhaps it had simply been a moan that came out accidentally funny.
Letting go of the nipple briefly, Allie asked, "Does Mommy like it when I drink her milk?" Tina once again mooed lustily, unable to resist, partly because her hands were somewhat trapped beneath the girl laying on her lap.
"My Mommy is a cow, isn't she?" smirked Allie, switching to the other teat for a little while, confident that she had guessed correctly when Tina lowed once more, nodding her head for emphasis. "Yes, such a sexy, milk-filled cow," she muttered, dribbling said nectar all over the woman's udders in the process as she mooed once more. Overcome by her need, Allison straddled Tina's leg and began humping it vigorously, but never letting up on the nursing for longer than it took to mutter a few words. Soon, Tina was mooing continuously on her own.
When Allie realized her hostess was getting close to an orgasm from masturbating, a sense of professional pride asserted itself and she pushed the woman's hands away, replacing them with her own fingers and tongue. Tina mooed with appreciation at the attention, massaging her mostly-empty breasts as the hooker licked her to one creamy climax after another. Allie was feeling particularly pleased with herself on a job clearly well-done when the blonde finally passed out.
Feeling like she had earned a break, Allie walked back to the living room to fetch her clutch and check the time. She was quite surprised to see just how many hours had passed. While there weren't any strict time limits on how late engagements could go, from what Ms. Blanton had told her, very few went as long as hers had at this point. She wandered back to the bedroom to check on Tina, finding her still sprawled out in the bed, one hand cupping her sex. Allie smiled and pulled out a different lipstick from her purse, one that wasn't as stain resistant as her current choice. She applied it liberally and left two kisses, one on each nipple.
Allie summoned a rideshare and sent her Madame a quick update to let her know everything had gone well while she waited for it to arrive. Despite the lateness of the hour, Ms. Blanton replied quickly to say how pleased and relieved she was to hear that. They made arrangements to meet on Monday to discuss how things went in greater detail. Allie knew that a lot of girls at the agency got cash tips at the end of their dates, but she didn't want to wake Tina for such a thing. Figuring the woman could just as easily put a gratuity on whatever she had used to pay in the first place, Allie draped her dress over her shoulder and walked out naked into the night when her ride arrived.
It wasn't until she was walking up the stairs to her sister's apartment that Allie realized her nipples were leaking. Curiously, she dabbed at the liquid with her finger and sniffed it, followed by a taste. A smile broke out over her face as she realized she was lactating. "Wow!" she said, "This is great! God, I hope Cassie and her guests are still up!"
--
Dana had insisted on doing something non-sexual to begin their Friday night three-way date, so Cassie had agreed to spring for delivery as long as one of her guests answered the door to receive it, followed by a movie while they ate. There had been a little arguing, since it was clear the redhead was trying to arrange a situation where the two at-home nudists would wind up showing off to someone they didn't live with, but in the end she got her way, so it was left to Dana and Miguel to bicker about which of them it should be. He eventually won by pointing out that if their delivery person was a woman, she might report him to the police, who generally took a much sterner position on male flashing than female, for whatever reason.