Adventures in babysitting was an understatement!
I had always been cute and was used to getting attention from men, sometimes, that was a good thing, and sometimes it was a not-so-good thing. I’ve never been able to really figure out which what I’m about to share fell into as far as those categories go. Still, I know that it did help me last year when I was falling behind on college tuition and all the expenses that go along with trying to get through college. I never thought I would be one that would ever agree to be paid for sex. I also never thought I would be one that would break up a family or marriage, but I guess some things might already be broken, and that’s why things like this happen in the first place, so I try not to blame myself too much. I was finishing up my first year of college, and every time I came home on break, I would pick up some extra cash by babysitting for an old boss of mine. He owned the local ice cream shop, and when I was pre-college, I babysat for him and his wife in addition to working there. He was there more than his wife, and I always felt some extra bit of something from him that I didn’t notice between him and the other girls working there. The day I turned 18, I began to see that she would look at me from behind, ask me to stay late when no one else was there, and eyeball my body up and down when I came to his house to babysit.
I noticed that every time his wife walked away to do something or finish getting ready for their date night, he would stare deeply into my eyes from across the room or seductively trail his eyes down the curves of my side, hips, and thighs with a slightly mischievous smile that would form on his face once we both realized and acknowledge what he was doing. His wife had always been nice to me, and I didn’t want to do anything to hurt her, so I tried to deflect his flirtatious behavior, knowing that I’d be leaving for college and wouldn’t be seeing them soon anyway. Then one day during the spring quarter, I couldn’t afford to go partying in Florida on spring break with my friends, so I went back to my hometown to catch up on my studies, take a rest and maybe make some extra cash from the couple side babysitting jobs for the week. These were not the most exciting college girl’s plans, but they were necessary for the time being and something I just had to face. It was just my mom and me, and she struggled a lot, but I still didn’t qualify for all the financial aid one would need to get through college. We were at our wit’s end trying to make ends meet as it was, so when Mr. Levitt called me over to talk to him about an offer he had, a “business proposal,” I went open-minded and excited that this might be the thing I needed to help me just a little bit.
“Have a seat, Jasmine. It’s so good to see you again; the little ones have missed you since you’ve been away, and so have I, actually. I received your email before you got back into town letting me know you’d be here and that you could use some extra money for college and would be open to babysitting throughout spring break; this sparked an idea, a business idea that might benefit us both and I thought I’d run it by you. The wife and I have plans tomorrow night, and I would love it if you could babysit for us while we go. The following morning, she will be leaving on a trip with them for one week, and after that, I will be the one who needs you.” He said, without further explanation just yet. “Need me? Without the little ones here? Or your wife? What would I be doing?” I asked with curiosity pumping through my veins and my heart pounding in my chest, realizing deep down what he wanted from me. “Yes. You see, things haven’t exactly been great between my wife and me, we have been growing apart for some time, and she doesn’t offer me any physical attention anymore, and as a man, it’s getting harder and harder to bear. While I realize this is an unconventional arrangement, I can offer you a large sum of cash that no one will ever know about to be my personal companion who fulfills my every sexual need during the week my wife is away.” He explained in a very blunt and unapologetic way.
“I need discreet, I need professional, and I need you, frankly, Jasmine. I need you in the worst way. I’ve wanted you since the moment it was legal for me to do so and have looked forward to you coming home to babysit for us every time you get here. So for $10,000, you will stay here after my wife and little ones leave, and for one week, you will be mine, within reason. I promise you will be pampered in all ways while you offer yourself to me, and the pleasure will be like nothing you’ve ever experienced. So….what do you say?” He asked confidently with his hand on his chin as if he were in deep thought while awaiting my answer.
I couldn’t make that much money if I worked all summer doing so! I thought to myself as I pondered his proposal. Without hesitation, I accepted it, and the next day it all began. Babysitting for the neighbors turned into a me being personal paid sex toy for one unhappy, neglected, cheating husband. That Friday, I babysat as planned and spent the night as usual. This time, however, instead of heading home in the morning, when I woke up, Mr. Levitt’s family departed, and I stayed. With them having a 6 am flight to catch, I was still asleep on the couch when they left and woke up to my new job, Mr. Levitt’s personal sex toy that he was more than ready to play with. He asked me to go up to the bedroom where he had several brand-new lingerie ensembles he had selected for me laid out on the bed and asked me to choose the one I liked best, change and come downstairs. I picked a pretty white lace corset with white satin panties and thigh-high stockings in opaque white topped with white satin bows that made me feel innocently beautiful. I put it all on, fixed my long blonde curls, and headed downstairs to show off my half-naked body to my babysitting boss.
Mr. Levitt sat on the sofa waiting for me. He had his pants undone and his extraordinary cock in his hands already when I entered the room. I watched him leaning back with glazed-over eyes as he slowly stroked himself, anticipating my arrival. “That’s what I need. That’s exactly what I need,” he whispered sensually, motioning for me to spin around. “A hot little body that I can feel taking care of my throbbing cock,” he added with pauses that said he could cum right then and there if he were not careful. He had some music on, and I began to dance slowly, getting into the energy of his desire for me without a single bit of hesitation or reservation. In fact, there was something I found exhilarating about being paid for sex. It was a feeling I never expected to have, but it bubbled up inside me and turned me into something I had never been before. It was as if something inside me took over and led me right to his lap. I spun around, bending over, and twerked right before him. He grabbed my ass, squeezing the cheeks and moaning as he felt the firm inviting flesh he needed so badly.
“Spread your legs and get that tight little pussy on this cock,” he said breathlessly as he grabbed my hips to spin my body around to face him. Oddly, I loved hearing him say this, and deep down, I wanted that more than words could say. I slid myself right down his hard, dripping shaft that was already ready to burst! I moaned his pleasure as I rocked my body, grinding myself on his pelvis as his cock thumped heavily into me. It was four good pumps, and his grunts and moans became deep and guttural. His grip tightened around my hips, and I felt him begin to contract deep inside me. “Yes, cum inside me, Mr. Levitt! You love fucking your babysitter, don’t you?” I asked in a naughty voice I never knew I had. That week he fucked me all over that house, day and night, and when the week was over, I was a woman. A woman who was paid $10,000 for a week of the most amazing sex of her life. So much better than babysitting!