Part 5 of The Obeyful Nanny
In a demanding job with a child at home, Brad barely found time to get together with friends. His neighbour, Craig Carter, was the only one he encountered during those rare moments. They both worked in the finance industry, but Craig was a single dad with his son Kevin visiting every other week.
On this particular Sunday, Kevin was not around, so Brad went to Craig's brownstone for some grilled burgers and beers while they watched the game. When Brad entered the small backyard, he noticed Craig had already started the barbecue, with two juicy steaks prepared. Craig handed him a cold beer and they chatted casually.
Due to the privacy of the situation, Brad was shocked when Craig lowered his voice and whispered, "Brad, you guys really helped me out with the babysitter recommendation."
Brad's mind raced back to their babysitter, Mei-Lin or 'May', who had sucked his cock at his wife Shannon's request. He hadn't mentioned it to Shannon the next day, and hadn't seen May since. Obviously, Shannon must have recommended her to Craig.
"Huh?" Brad asked, less than concentratedly.
"Yeah, man. Shannon said I'd like her, but I never imagined..." Craig said with stilled voice.
"Such as...?" Brad inquired, troubled.
"I've been meaning to tell you! It was nuts!" Craig relayed.
"Nuts in what way?" Brad enquired, a little apprehensive.
"In a you-won't-believe-this type of nuts!" Craig sighed.
Curious, Brad encouraged him to elaborate. Craig took a deep breath before he started.
"Okay. So, I was heading out to meet this chick I had been talking to online. My son Kevin was staying with May to help out. When she arrived, she looked more delicious than I could have ever anticipated. She was wearing a pleated skirt and a white blouse. I felt guilty for admiring her so much because she was so young. But she responded to the compliment gracefully and even said she was glad I thought she looked good.
Meanwhile, my date turned out to be a real dud. That's when I began thinking about May. How long her legs were, how easy-going she was. I had some drinks to pass the time, then I decided to cut the date short. I messaged May to let her know I'd be back early. But when I showed up, there was a young Asian guy running out of the house into the street. I was already in a terrible mood. I was livid not only because she had someone in her home, but also because of my recent dating experiences.
To be honest, my initial reaction was to confront her, but a part of me was also envious. I got through the door and found her seated innocently on the couch. I asked about Kevin, who had slept without any issues. Then I asked if anything else had happened, prompting her to tell me she had a boyfriend and he had left recently.
Burdened by my temperamental mood and the desire to be the dominant figure, I sat beside her and lowered my voice. "Were there other guys here with you?" I asked casually but sternly.
Taken aback, May's eyes welled up. I nearly felt sorry for her before she started to explain that her boyfriend had merely come by to grab a few things. As she rambled on, I considered whether I should be lenient or exact punishment. She begged me not to tell Shannon, stressed she'd accept whatever consequence.
My thoughts were all over the place when she suggested that I should punish her. Before I could object, she added, "You may...spank me?"
Surprised at her proposal, Brad contemplated his next steps. "Let's just say you made a mistake and learned from it," he implied. "Should I punish you now or later?"
May nods eagerly and makes her way over to him.
"Look, May," I said, giving her a serious gaze, "over my knee and you'll receive your spanking." She thanked me almost immediately and was on my knees before I could react. I felt her warmth against me, my cock hardening as well. I decided to carry out my threat. I lifted her skirt to unveil her ass covered only by a white thong. I scolded her for her bad behavior and she apologized, stating she understood. I began lightly spanking her small, tight ass and it turned me on so much that my strikes became harder and harder. She cried out a little but didn't stop me and even thanked me mid-spanking.
Once done, I paused and inhaled a deep breath, saying in a hushed tone, "Wow...you're making me insane with your hotness!"
May didn't miss a beat and confirmed, "Yes, I know. I can feel you're aroused. It's my fault. I allowed my boyfriend to come over and, well...I was going to fuck Winston in your house. It's very disrespectful."
I didn't respond but she eagerly unzipped my pants. I resisted at first, stunned by her actions, but she reassured me, "It's okay, Mr. Carter," as she tugged my cock out. I had never felt harder in my life, maybe not even since high school. She started to suck me, beginning slowly then progressing to give me a mind-blowing blow job. She almost made me cum but stopped to ask, "Do you want to fuck me, Mr. Carter?" Excited but also unsure if I should, she implied, "It's okay. If I'm going to a man's house and fuck a boy, I should be willing to fuck the man too, right?" She offered me a pretty smile and added, "Plus, it's more exciting when it's a little wrong."
I was tempted but hesitant, but the way she revealed her tiny breasts followed by peeling down her panties to display her perfect figure was nearly irresistible. Emboldened, I commanded her to spread her ass cheeks for me. Laughing a little as she complied, she raised her ass higher to show it off, also displaying her wetness. I couldn't help but push my face into her behind and lick her.
I eventually stood and grabbed her hair, pushing my rock-hard cock roughly into her. While fucking her hard from behind, she inquired, "Do you like this, do you forgive me?" I admitted I loved it and she turned, saying she wanted to show me how slutty she could be.
In different positions, I fucked her until I shot my load into her. Afterward, at her request, I climaxed on her beautiful face.
"You have no idea, Craig. She's a wild one."
