Serving Girls
by Shannon
"Good morning, Mama," Tom said as he walked into the Loftins' kitchen. He'd been summoned over by a text from Anne. The busty redhead was wearing a fluffy pink robe, and was sorting through the mail at the counter. Without a word, the older woman turned around and undid the robe's belt, letting it fall open. Her giant tits drooped down to her belly, and her neatly trimmed red pubic hair was framed by the cloth.
She pushed down on Tom's shoulder, still without saying anything, driving the younger man down to her pussy. He happily complied, burying his tongue deep into her and letting his nose push against her hard clit. She held him against her cunt tightly, forcing him to lick her until she orgasmed, then pulled him up for a deep kiss, tasting herself on his lips.
"Hi," she said with a smile.
"Hi, yourself," he replied. "I'm not sure what I did to deserve that, but if you'll tell me, I'll be sure to do it again." He fondled one of her big pale tits.
She laughed. "It was a bribe. I need a ride to the salon. George took the car in for servicing this morning."
"You don't have to bribe me. I'm happy to help out."
"Oh. Should I stop, then?"
"On the other hand, I enjoy being bought off. What time is your appointment?"
She smiled and dropped the robe, turning to lean over the counter and spread her legs apart. "Come here," she ordered.
"It was really erotic," Tom told Kelly later that evening. He was at her condo for dinner. "Her making demands, and me just giving in to them. All I had to think about was making sure she was satisfied."
"Sounds like you had a good time," Kelly said.
"Well, you know Anne and George. Having a good time is their raison d'etre."
The slender brunette grinned. "Lord, don't I know," she said. "When they double-teamed me at the last game night, I thought I was going to lose my damn mind."
"I still regret missing that."
"Gotta work when work calls; them's the rules. Oh, and Robin says hi."
"When did you see her?"
"Yesterday. Work lunch. It was my turn to pick the restaurant."
"Did you two sneak off to make out in a booth?"
"We kept it professional, thank you very much. Though she did slip me a naughty note when she brought the check."
"She has a habit of doing that," Tom said with a chuckle, remembering their first visit.
Kelly set down her silverware. "I'm stuffed," she said, pushing her plate away a little. "I think I'm going to follow Anne's lead and order you to clean up while I sit on the couch like a proper lady of the manor."
"Proper? Lady? You?" he asked.
"Just for that, you're wearing the maid outfit while you do it."
Tom finished cleaning the kitchen and joined Kelly on the couch, his black high heel s clacking across the floor. They were working their way through an old TV series on Netflix. Kelly was still giving orders to Tom ("rub my feet," "get more popcorn," "fetch a blanket"), calling him "Serving Girl," and demanding he call her "Ma'am."
The episode ended and Kelly stretched, arching her back. Her nipples were briefly outlined against the t-shirt she wore. She noticed Tom staring and pressed her breasts together, creating cleavage in the shirt. "You like these, Serving Girl?" she teased, jiggling them at him.
"Yes, Ma'am!"
"Lucky for you, I'm in a mood to ravage the help. Stand up and take your dress off."
Tom stood and reached for the zipper. A lot of practice had gotten him to the point where he no longer needed help to get a dress off. The shiny black dress with white apron and edging dropped to the floor, leaving him in white cap, black bra and panties, black garter belt, and seamed black stockings. He carefully stepped out of the circle of fabric, teetering only slightly in his high heeled shoes.
"Well. Aren't you a sight?" Kelly said.
"If you say so, Ma'am."
"Wait here," the brunette said, then disappeared into the bedroom.
It was only a few minutes later when she called out. "Serving Girl! Attend me!"
Tom walked into the bedroom to find Kelly standing next to the bed. She still wore her t-shirt and sweatpants. Her hands were on her hips, and she looked supremely irritated.
"There you are, you lazy bitch! I've been calling you for half an hour!"
"Sorry, Ma'am, but with the cooking and the cleaning and..."
"Save it. I don't want to hear it. I'm giving you one more chance, or it's out on your pretty little ass you go! Understand me?"
"Yes, Ma'am. Thank you, Ma'am."
"Help me get ready for bed."
Tom stepped over and grabbed the bottom of her t-shirt, pulling it over Kelly's head. Underneath, she wore a black leather corset, the half cups thrusting her tits up and out. He reached for them, but she slapped his hand away. "You haven't earned those yet, Serving Girl. Brush my hair." She sat at her vanity, watching in the mirror as Tom ran the brush through her thick dark hair.
Kelly stood again and walked back to the bed. "Take off my pants, Serving Girl." Tom eagerly pulled the sweatpants down, but was surprised to find that Kelly wasn't wearing stockings as he expected. Instead, she wore a strap-on dildo.
"Suck my cock, Serving Girl. And you better do a good job!"
"Yes, Ma'am," Tom replied, taking the latex into his mouth. As he worked up and down the shaft, his hands squeezed Kelly's ass, his fingers sliding down occasionally to tease her pussy lips, which were exposed by the straps of the harness.
"Such a lovely little mouth," Kelly said, taking Tom's chin in her hand and making him stand. She pushed him to fall backwards onto the bed, then raised his legs to her shoulders. "Now that you've gotten me all lubed up," she said, "let's not waste it."
"No, Ma'am."
Kelly pulled Tom's panties to the side, exposing his cock and balls. She rocked him a little higher, and he guided the dildo until it nudged up against his asshole. Kelly slowly pushed the latex shaft inside him, making sure he was comfortable. When the whole thing was inside him, she pulled back gently. Her rhythm increased gradually, until she was fucking Tom every bit as hard as he usually fucked her.
"That's my Serving Girl! Take it all, you slut!"
"Y-yes, M-ma'am!" Kelly was jerking him off as she fucked him, and Tom felt the orgasm building. When he saw Kelly's tits bouncing back and forth as she pumped away, that did it. He came with a load groan, shooting hot ropes of cum all over his belly and chest, striping his bra and garter belt.
Kelly withdrew from him and slipped off the harness, then leaned over and began licking the salty trails of cum, moving up Tom's body as she did so. When she got to his head, she gave him a deep kiss, then kept climbing--pausing just long enough so that Tom could give some attention to her nipples--until her dripping cunt was wedged onto his mouth. Tom didn't need any orders to start sucking and licking, and soon, Kelly came with a soft cry and a shudder.
They put themselves back together once the afterglow had passed, and snuggled up in the bed.
"I like having a Serving Girl," Kelly said, giving Tom another big kiss and a grin.
Tom replied with his own grin, "And I like serving girls."
Enjoy older crossdressers? Me, too! Feedback is always welcome. Send comments, suggestions, or just say hi! shannon.christophe@yahoo.com
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