Tim had moved to town several months ago to take a new job. He had immediately been adopted by the office "mom", Judy, even though she was eight years younger than his thirty-nine years. Tim had been over to Judy's house on numerous occasions – mostly for attempted set-ups with one or another of Judy's single friends – and had met her husband, Brent, and their two kids plenty of times. Brent travelled frequently, though, so it wasn't all that unusual for Tim to be invited over after work just because Judy was feeling lonely.
This Friday evening, however, Tim wasn't going to Judy's to visit her. He was going to babysit her two young children while she got out with some friends for a "girls' night out". Tim's jaw nearly hit the floor when Judy opened the door to let him in. Her shoulder-length blonde hair practically glowed under the entryway light. The purple faux-wrap accented her ample breasts and narrow waist. And those jeans looked like they'd been painted on! Tim seriously wished that either he was going with her, or that she'd change her mind and stay here with him.
But that wasn't to be. After giving him a few last minute instructions, and kissing her kids good-bye, Judy leaves. Tim played with the kids for an hour or so, and then let them watch television for an hour before putting them to bed. It was only nine o'clock. Tim did a little channel surfing, but didn't find anything that caught his interest. Not knowing what else to do, he started wandering the house.
Tim knew all the common areas of the house, having been here on multiple occasions, so he headed back to some of the rooms that he'd never had a reason to enter before. He decided to start with the master bedroom. He tested the door handle and it turned easily in his hand, so he pushed it open.
The bedroom was tastefully decorated in cream and blue – obviously an attempt by Judy to make it not appear TOO feminine. There were probably half-a-dozen pillows on the bed. Other than that, everything was fairly neat and tidy. It appeared that Judy kept her entire house in order, not just the part that others could see.
Tim knew he should be leaving, but couldn't stop himself from opening a small dresser drawer. It contained Brent's socks and underwear, so Tim switched to the other side. "Bingo," he thought as he looked down at Judy's folded panties. He carefully shuffled through them, careful not to mess them up. One stack was bikini-cut, while another stack was thongs. Tim held up a black sheer thong, and tried to imagine Judy's pussy behind the see-through fabric. Tim shook his head and carefully put the thong back.
Tim took a quick look through the rest of the dresser, but didn't find anything interesting. There was an open door that led to the master bathroom. Not sure what he was looking for, Tim poked his head inside. All the normal things, plus a clothes hamper in the corner. Out of curiosity, Tim opened the lid. There was a small pile of feminine clothing on the bottom that Tim recognized as the clothing Judy had worn to work that day. He poked through the clothes.
"Jackpot," he whispered as he pulled out a pair of blue panties. He put them to his nose and inhaled the faint, pleasantly musky odor. His dick stiffened immediately and he was tempted to pull it out and whack off. "Maybe later," he told himself. "There's time." He put the panties in the hamper for later and went to see what else he could find.
It wasn't hard to figure out which side of the bed was Judy's. The nightstand on that side of the bed had a silk scarf, tongue-shaped vibrator, and a realistic looking dildo. Tim did a sniff test, but apparently, Judy kept the toys clean, so he left them in the drawer. Still, he suddenly had a very different mental image of his friend running through his head, one he wasn't sure he could (or wanted to) get rid of.
Tim did a quick run through the rest of the house, but didn't find anything interesting. He glanced at the clock and saw that it was still only ten. He had at least a couple hours before Judy got home, so he went into her bathroom and retrieved the panties. He sat on the toilet and pulled his cock out. Then holding Judy's panties to his face with one hand, he stroked himself with the other. Between the scent of Judy's pussy and the images of Judy with her toys, Tim came quickly. Relieved, Tim went back out to the living room to watch some television. Eventually, he fell asleep waiting for Judy to get home.
The sound of a key rattling around the lock woke Tim, and he hurried over to the door to open it for Judy. Judy was leaning heavily on the doorjamb trying to stick the key in a lock that wasn't there any longer.
"Come on, sweetheart," Tim said as he wrapped one arm around her waist and held her arm with the other hand and led her into the house. "Can you make it from here," he asked.
"No' sher," Judy slurred. She took a step and stumbled. "Nope," she laughed as Tim grabbed her.
"Let's get you to your bed and you can sleep it off," Tim said and began walking her back toward the bedroom.
"Oooo," Judy groaned. "Gonna be sick."
"Okay," Tim said. "To the bathroom instead. Can you hurry a little," he asked as he started dragging her slightly faster. They made it to the master bathroom without an accident. Judy knelt beside the toilet and promptly vomited. Tim held her hair and rubbed her back while she was sick again and again in the commode.
"Brent would never do this for me," Judy said between bouts of puking. "He'd prolly be givin' me a lecsher about drinkin', too. Gotta pee," Judy said, changing the subject.
"Okay, beautiful, let's get you up," Tim said as he started to lift Judy to her feet. He knew he was too late when he heard her cry out and then sigh as her overfull bladder let go. Tim hurriedly unbuttoned his co-worker's jeans and peeled the wet denim and panties down her thighs before setting her on the toilet. He then peeled her wet clothes off her legs.
He had been surprised to notice as he was helping her to the toilet that Judy was shaved bare. Her eyebrows were dark so he'd imagined a dark patch of hair on her mound. Tim looked down at her groin and could make out the bare lips parted as she continued peeing. Judy was so drunk that Tim had to help hold her steady enough to sit on the toilet without falling off. Tim assumed that he would have to help her wash off, too, as she would be unable to shower alone in this state. It briefly crossed Tim's mind to wonder how she drove home in such a state, but he figured that he'd get to that one later.
"Okay, sweetheart," Tim said to Judy. "Let's get this shirt off you so you can get cleaned up and in bed." Judy wasn't much help in getting her clothes off, only moving her arms at Tim's urging as he removed her blouse and silky bra freeing Judy's large breasts. Well, large for her frame, Tim thought as he glanced at the bra's size tag that read "34C."
Holding Judy steady with one hand, Tim started the water and let it warm before getting Judy to her feet and helping her into the tub where he sat her down as the water ran over her body. Taking a bottle of shampoo, Tim lathered the beautiful woman's body, paying special attention to her pussy. He told himself he was just making sure he cleaned up the pee, but when his finger slid between her wet lips, he left it there and rubbed up and down her slit and around her clit making Judy moan slightly. Judy lay back in the tub and spread her legs, so Tim continued to rub her pussy and clit as Judy panted and then gasped as she came.