As a successful businessman, I often work late hours, sometimes not getting home until the wee hours of the morning. As a result, finding a reliable babysitter was a must. I had gone through several babysitters before Mary-Ann came along. From the beginning, I was impressed with her. She was a young woman in her early twenties who was studying to be a teacher. Her bubbly personality was infectious, and her eagerness to learn the ropes of babysitting my two kids was endearing.
Over time, I grew to trust her implicitly, and I knew my kids adored her. She was like the cool older sister they never had. One evening, I went into the den to check on them and found Mary-Ann and my little girl nestled in a big beanbag chair, with Mary-Ann reading one of her favorite stories to her.
“Looks like you’ve got things under control,” I said, grinning at them both.
Mary-Ann looked up and smiled. “Everything’s great,” she said. “We’re having a blast.”
I thanked her and went back to my work. When I next came back to check on them, it was near their bedtime. My little girl was fast asleep, and Mary-Ann was tidying up the room. I gestured towards the door, signalling that I was ready to leave, but she approached me, a twinkle in her eye.
“Is there anything else I can do for you, sir?” she asked in a playful tone.
I arched an eyebrow, wondering where she was going with this. “No, everything is fine. Thank you.”
She stepped closer, her voice dropping to a low, seductive whisper. “Are you sure there’s nothing else I can do? After all, it is bedtime, isn’t it?”
I was surprised but intrigued, not sure how to respond. “What do you mean?” I asked.
Mary-Ann didn’t answer, but instead, she reached out and placed her hand on my arm, running her fingers up and down. She leaned up and whispered in my ear, “Why don’t we play a little game tonight?”
I felt a shiver run up my spine as she spoke, and I was suddenly transported back to my own teenage years, to memories of sneaking out of the house with my girl for a secret rendezvous.
“What kind of game?” I asked, mimicking her playful tone.
She smiled and leaned in even closer so that her lips brushed against my ear. “A bedtime game,” she whispered. “I’ll be the naughty babysitter, and you’ll be the stern businessman. You’ll tell me what to do, and I’ll do it.”
I considered her offer for a moment, my heart beating faster with anticipation. This was a chance to act out my deepest fantasies without any repercussions. “Okay,” I murmured. “I’m in.”
Mary-Ann grinned, then motioned for me to follow her. She led me into the master bedroom, and I watched as she slipped out of her sneakers. She tugged at the hem of her t-shirt, pulling it up over her head to reveal a lacy bralette that barely covered her ample chest. She kicked off her pants, revealing matching panties that hugged her curves in all the right places.
I felt a distinct stirring in my pants as I took in the sight of her, and Mary-Ann seemed to sense my arousal. She sauntered over to me, her hips swaying seductively, and I reached out to grab her by the waist. She let out a little gasp as I pulled her against me, our bodies pressing together.
“You’re a bad girl,” I growled into her ear. “You need to be punished.”
She giggled but didn’t pull away. “I know,” she said playfully, “and I’m counting on you to do just that.”
I felt myself grow harder at her words as I looked down at her. “Get on the bed,” I said, pushing her towards it.
She complied, kneeling on the mattress and turning to face me. I walked over to her, running my hands over her smooth, creamy skin. Reaching around to her back, I expertly unhooked her bra, letting it fall to the bed. Mary-Ann shivered in delight as I cupped her breasts, kneading them gently.
“Don’t move,” I said firmly as I went to the dresser and fetched a black silk scarf. Walking back over to her, I gently took her hands and tied them together with the scarf before leaning in to kiss her neck.
I felt her squirm beneath me as I continued my assault on her neck, nipping at her skin and suckling on her earlobe. I then trailed my fingers down her back, sliding them beneath her panties to stroke her ass, eliciting a moan from her lips.
I then stepped back and admired the sight before me: a beautiful, helpless young woman, tied to my bed and willing to do my bidding. “Now, baby,” I said in a low voice, “it’s time to play.”
I ran my hands over her body, enjoying the way she trembled under my touch. Lowering my head, I sucked on one of her nipples, eliciting a sharp gasp from Mary-Ann.
Moving down her body, I nuzzled her belly and then slid my hand into her panties, cupping her pussy roughly. I felt her writhe beneath me as I teased her clit, stroking it in a circular motion with my thumb.
“Please,” she moaned. “I need you.”
“Is that what you want, little girl?” I asked, my voice low and full of promise.
“Yes,” she whimpered. “Please.”
I stood up then, unzipping my pants and pushing them down my legs. Mary-Ann’s eyes widened as she took in the sight of my rock-hard cock. Crawling up onto the bed, I positioned myself between her legs and leaned in to kiss her, my tongue seeking hers out hungrily.
“Just relax,” I whispered into her ear as I pressed the tip of my cock against her wetness. “I’m going to take good care of you.”
With that, I slowly began to slide inside of her, savoring the way she clamped down around me, hot and tight. She moaned and squirmed beneath me as I began to thrust, my thrusts growing harder and faster with each passing moment.
Mary-Ann was lost in a haze of pleasure, and she barely registered anything beyond the sensation of being filled completely by me. She moaned and gasped, and I could feel my own climax building within me.
As we both neared our peak, I pulled out of her and untied her wrists, flipping her over onto her stomach. With both hands, I pried her ass cheeks aside, exposing her wet pussy and tight asshole.
I plunged back inside of her, thrusting deeply as I reached around to massage her clit. She convulsed around me, her moans turning into screams of pleasure as she came violently. And as I felt her shuddering beneath me, my own orgasm exploded, shooting hot spurts of cum inside of her.
Panting and spent, we collapsed on the bed together. As we lay there, sweating and entangled, I knew that this would be a night that neither of us would ever forget.