After their exciting Monday, things slowly began to fall into a routine for Jenny. Mike had instructed her to stop by every weekday for an hour to clean, cook, or otherwise service him and his roommates. Jenny brought the maid outfit with her every day, along with a pair of stilettos that she was learning to walk gracefully in.
And every time she returned home, she washed the tight fabric and sheer stockings before her husband came back. Jenny never seemed to get much cleaning or cooking done when she was there.
***
So, after putting Lizzy down for her nap on Friday, Jenny gathered her outfit and the shoes, putting the finishing touches on her makeup and hair, and headed over to Mike’s. It was unusually quiet when she entered, the backdoor unlocked, as usual.
“Hello?” she asked, heading toward Mike’s room.
No one responded. So, Jenny obediently began to change into her maid outfit. She pulled the outfit on, noticing the small tears beginning to form in the fabric. And she slid the sheer stockings up her leg. Putting on her heels, she admired herself in his mirror for a minute. The outfit pushed her cleavage up, emphasizing her breasts, and nearly showed her ass with the frilly skirt.
As she turned to leave the room, the door opened, and Mike walked in, wearing a t shirt and jeans.
“Good,” he said, looking her up and down. “You’re here.”
“Of course, Sir,” Jenny said, nodding her head respectfully.
He walked forward, noting the state of her outfit. “I never expected you to get so much usage out of this cheap outfit. It doesn’t look like it was meant to take this kind of...treatment.” He smiled down at her.
Mike continued. “So, instead of cleaning today, we are going to go shopping.”
Jenny paused. “B-but Sir, what if someone sees me with you?”
“Of course. We are going one town over. It’s a twenty minute drive - so we better hurry up, so you can be back in time for Lizzy.”
“Yes, Sir,” Jenny said, turning to change back out of her outfit.
“No,” Mike said. “Leave it on.”
Jenny bit her lip, nervously. But she obeyed.
***
Mike’s car pulled into an alleyway and into an open parking spot in the seedier part of town. He turned of the car, pocketing key, and turned toward Jenny. She sat there, smoothing down the skirt of her French maid outfit, nervously looking outside.
“Are you ready to go in?”
“Y-yes Sir,” Jenny said.
She waited until Mike opened his door before opening hers and stepping out unsteadily in her heels. Jenny grabbed Mike’s strong arm, using his body to hide her blushing face, as they stepped out of the alley and into the store.
Jenny had never been in a sex store before, and it looked remarkably normal to her. There were racks of clothes, smaller items at the checkout counter, and a wall of DVDs. Well - apart from the dildos hanging on the walls, and the fact that all the movies featured naked women.
Mike led her further inside, passing through the racks of cheap lingerie toward the back. There, displayed on racks, walls, and on mannequins, were some higher end lingerie and costumes. Jenny turned her head slightly and saw that the two other patrons - middle aged men - couldn’t keep their eyes off her and her nearly exposed ass.
Jenny hid her face again, following Mike closely as he picked out a couple outfits for her to try on. He tossed them to her, gesturing toward a curtained off changing area.
As Jenny went to go change, Mike struck up a conversation with one of the men, who had found his way over to their section.
The first outfit Jenny had to try on was another maid costume. As opposed to the cheap fabric of her current one, this new outfit felt soft, and had a surprising amount of stretch to it. As Jenny slid it on - pulling it hard to stretch over her ass and tits - she admired again how she looked in the mirror.
She pushed the curtain aside, stepping out to see Mike and the two strangers chatting. They all turned and looked, with one of the men whistling at her.
“Looks good to me,” Mike said. “What do you think?”
“I-I like it. It’s nicer than my old one.” Jenny said.
Mike gave her a stern look. “Aren’t you forgetting something?”
“I-it’s nicer than my old one, Sir,” Jenny said, face turning red again.
“Good girl. Now try on the others.”
***
Jenny tried on everything that Mike gave to her. There was a slutty princess costume, a tight shiny catsuit, and some lingerie. Ultimately, he decided to get it all, even the princess outfit. “There’s a costume party coming up for Halloween, and I want to show you off,” he had said.
But in addition he added a couple more items. There was a small pink phone-controlled vibrator, some lube, and a butt plug. Mike had instructed her to wear the new maid outfit, tossing the old cheap one. As the cashier rang up the purchase, Jenny leaned over and gave him a peck on the cheek. “Thank you, Sir.”
She held onto his arm again as they walked back to the car.
Jenny opened the door to the car, sitting in the passenger’s seat. Mike sat, too, and began to open the box for the new vibrator. Jenny turned her head, looking up and down the street as Mike set up the remote vibrator to work with his phone.
“Here,” he said, handing it toward her. “Put this part in your pussy, and rest this on your clit.”
Jenny obediently took the vibrator from him. It was pink, and felt surprisingly soft. She reached down, lifting up the skirt of her maid outfit, and pulled her panties to the side to follow his instructions. Her pussy was already wet.
“It’s in, Sir,” Jenny said, smoothing her skirt back down.
“Good girl.” Mike pressed a button on his phone, then grabbed his keys and started driving.
Jenny felt the vibrator begin to pulse slowly. She moaned softly, moving her hand to Mike’s thigh as he drove them home.
A couple minutes in, Jenny couldn’t help but moan loudly at each pulse of the vibrator. It was enough to keep her extremely turned on and on edge, but not enough to make her cum. Yet.
“Good girl,” Mike said, stroking Jenny’s hair as she moaned again. “Now. Unbutton my pants and suck me off.”
He returned his eyes to the road as Jenny fumbled with his button and zipper, slowly pulling his already erect cock out of his pants and boxers. She unbuckled her seatbelt, bending over to lightly kiss the tip.
“Mmmmm,” Mike moaned slightly, grabbing the back of her head and forcing her down onto his cock.
Jenny began to bob up and down, using her arms to support her weight, as she sucked him off. She could still feel the vibrator pulsing in her pussy and on her clit, and with each pulse she took him deeper and deeper into her mouth and throat.
Jenny felt Mike grab a fistfull of her hair, controlling her movements and fucking her mouth with his cock.
“Mmmmmmfh,” Jenny moaned into his cock, as the vibrator began pulsing more quickly.
She continued sucking him off, submitting to his rough hand in her hair. Jenny could feel her own orgasm building.
Suddenly, Mike pushed her down again, holding her head as far down as he could, his entire cock in her mouth and throat.
“Oh god,” he groaned.
Jenny felt his cock twinge as he began to cum down her throat. He relaxed his hand on the back of her head, and she rose slightly, continuing to suck and lick the tip of his cock. A good slut wouldn’t make a mess on her Sir.
Just then, the vibrator pulsed one last time.
“Mmmm-mmmm-mmmf,” Jenny moaned. Her body tensed up, and she came. Waves of pleasure filled her body as she slowly swallowed all of Mike’s cum.
The vibrator shut off. And Jenny pushed herself back into her seat, buckling herself back in.
Mike took his eyes off the road for a second to look at her.
“Good girl.”
***
Jenny got home with the new bag of toys. She unpacked them into the back of the new closet, along with her new outfits.
After waking Lizzy, she showered and fixed herself up before preparing dinner. But, as soon as she got dressed into some yoga pants and an athletic shirt, her doorbell rang.
“Just a minute!” Jenny yelled, rubbing her hair one last time with a towel.
She went down the stairs and opened the door, and there was no one there. Looking down, there was a small white envelope with her name written hastily on it.
Jenny took it inside and opened it, gasping in horror.
It was a quickly scrawled note that just said, “I know about you and Mike. You naughty girl.”
She sat at the kitchen table, breathing heavily for a few minutes.
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