The Submissive Babysitter

With a demanding job, a kid, and a wife who loved to go out on the town, Brad didn't have a lot of time to hang out with friends. Honestly aside from his work colleagues, he didn't hang out with anyone but his neighbor down the street, Craig Carter.

Craig worked in Finance like Brad, but he was a single dad who had his small son Kevin stay with him every two weeks. On this Sunday Kevin was with his mom, and Brad came over to Craig's brownstone for some barbecued burgers and beers while they watched the game. When Brad entered the small backyard, he saw that Craig already had the barbecue fired up with two beautiful steaks ready to throw on the grill. Craig handed him a beer from the cooler and they made some small talk.

Since it was just the two of them, Brad was surprised when Craig lowered his voice to a conspiratorial whisper, "So Brad, I have to thank you guys for the babysitter reco."

Brad's thoughts turned quickly to their babysitter, Mei-Lin or 'May', sucking his cock at his wife Shannon's behest. He had never talked about it to his wife the day after that drunken night, and he hadn't seen May since then. He knew he hadn't recommended her to Craig so Shannon must have.

"Oh?" Brad answered dumbly.

"Oh yeah." Craig said, voice still quiet. "I mean Shannon said I'd like her, but I had...no idea. It was crazy."

"Crazy, like...how?" Brad asked, a little anxiously.

"Like...real crazy, I mean...I can tell you the details if you really want" Craig asked. Brad nodded quickly and Craig took a breath in.

"Well...I was headed out to meet a girl I met online, so I had May come in to take care of Kevin. When May arrived, she looked sexier than I expected. She was wearing a pleated skirt and white blouse, and I felt bad getting excited because she is so young. I actually complimented how nice she looked and then realized that doing so was very...cringe. But May gave me a sweet smile and said, 'Thank you Mr. Carter', gave me a spin and said she was glad I liked the outfit.

Well my date turned out to be a bit of a pill, so I kept thinking about May...how nice her legs were, how easy going she was. I had a few drinks to help pass the time, then I decided to end it early. I texted May when I got in the uber on the way back to let her know I'd be back early. Well, the restaurant was only a few minutes away and when I got back I saw a young Asian guy running out the front door and into the street. I was already in a bad mood, and now I was mad. I was pissed off because she had someone over, but honestly I was also a little jealous and frustrated about how hard it is to date.

Anyway, I walked in and saw her sitting on the couch looking as innocent as can be. I asked her how Kevin was and she said he got to sleep no problem. I asked her if anything else happened and she looked up at me and said no, nothing at all. Well, for some reason I wanted to rattle her so I sat beside her and said calmly but with an edge, 'Oh, so you didn't have a guy here with you?'

May's face showed her shock. Her eyes welled up and I almost reassured her it was all ok. She started to tell me it was her boyfriend and he wasn't there long and please don't tell Shannon... I listened to her prattle on and told her it might have been okay if she had asked first. She told me she knew she was wrong. She asked me again to please not tell Shannon, that she would accept any punishment.

My mind raced a little and she said she'd understand if I didn't pay her for the night. I told her she was definitely going to get paid and she thanked me...said it was an honor to be hired by me and she was sorry she broke my trust.

I shook my head, a little amused and asked rhetorically, 'What am I going to do with you?' May looked down sheepishly and quietly said, 'Well...I guess...you should...spank me?'

I was taken aback...did she really mean I should spank her for having her boyfriend over? Before I said anything she added, 'It's ok Mr. Carter. I need to learn my lesson.' She stood up and came right beside me. Well...I mean maybe a stronger man might have resisted but I had to see where this could go.

'Ok May.', I said, looking her in the eye to see her reaction, 'over my knee and I will give you your spanking.'. Well I swear she thanked me and was over my knee before I knew it. She lay there a moment while I felt her warmth, felt my cock harden against her. Then I decided to go for it. I lifted her skirt to reveal her ass cheeks covered only by a white thong. I told her she was a bad girl and needed to be punished and she apologized again and she said he understood. I smacked her half heartedly at first, but it was so hot smacking her tight little ass that I came down harder and harder. She cried out a little but kept her ass raised for me and even thanked me while I was spanking her.

Finally I stopped for a moment and said, to myself as much as to her, "Goddamn...you are so hot you're making me crazy!"

May answered this very seriously, 'Oh, I know, I can...feel you are excited. It's my fault. I let my boyfriend come over and...well...I...I was going to fuck Winston in your house, I know that is very disrespectful.'

I didn't say anything but she got off my lap and I swear she immediately went to unzip my pants. I pulled away at first, I was so surprised and she assured me, 'It's ok Mr. Carter', I...let her pull out my cock. I don't think I've ever been harder in my life, at least since high school. She started to suck it...slowly at first, then she proceeded to give me an amazing blow job kneeling before me. I was almost going to cum when she stopped, looked up at me and asked, 'Do you want to fuck me Mr. Carter?' Well of course I did but it seemed I probably shouldn't and it seemed too good to be true. Almost like she read my mind she added, 'It's ok. If I'm going to come to your house and fuck a boy, I should be willing to fuck the man of the house, right?' Then she gave me a little smile and added 'Besides...it's more exciting when it's a little wrong.'

Well, that was all I needed to hear, but before I did anything she stood up, and slowly started to strip for me. She showed me her small tits, then peeled down her panties and revealed the rest of her tight body. Realizing she would pretty much do whatever I asked of her, I gave her ass a little smack and told her to turn around and show it to me. When she did that I had her bend over. When I told her to spread her ass cheeks she giggled a little, but seeing I was serious, she again obeyed, raising her ass higher and spreading her ass cheeks so I could see everything, including how wet she was. She had such a perfect ass that I had to bury my face in it while I licked her

I finally stood up, grabbed her by her long hair and pushed my cock into her roughly. As I fucked her hard from behind she asked me if I liked it, if I forgave her. I assured her I loved it and she turned and said, 'I know you think I'm a good girl but I want to show you what a perfect slut I can be.'

I fucked her in several positions before I shot into her. We had a second round, and that time, at May's request, I shot all over her pretty face.

She is a wildcat Brad. Never had anything like it."

Coming out of the haze of all these recent memories and seeing his friend's jaw open, Craig asked, "Have you...actually fucked her Brad?" Brad truthfully answered that he had not, leaving out the bj he had received.

"Oh." Craig said, genuinely surprised. "Well, you are missing out my friend. Maybe come over this Thursday. May is coming back and...I'm sure she'd be up for it."