Babysitter Club Pt 01

Babysitter Club, Part 1

"Hey, Rachel. How you doin'," I said as the young woman got into my car. Rachel had been our babysitter for the past year. She was a cute, 20-year-old college kid, who was out to make a little money. She always came over wearing casual clothes, her long brown hair cascading over her shoulders and hanging straight down her back. She was definitely a cute kid, one that was most likely driving the boys wild. And I admit that I was taken by her. I even admit that I wanted her... sexually...

Tonight she was wearing some cotton shorts and a spaghetti strap top, and looked absolutely delicious. Her legs were long, smooth, and tan. Her stomach showed a little between the shirt and the shorts giving a peek-a-boo feel. I groaned inwardly as she buckled her seatbelt.

It had been a rough year for me and my wife but we tried to keep things together. For some reason she had lost interest in sex. Neither one of us knew what had happened and had stopped even talking about it months ago. But the frustration really got to me. I was masturbating a lot, looking at porn on the Internet. Every now and then I slid into a strip club for a dance or two. I'd even bought a few magazines that were still around, hiding them in my bedroom. I needed sex bad.

For the past six months or so, my wife and I would still go out to try to renew our spark, and had Rachel over to watch Timmy. The pressure was obviously getting to me when I started flirting with the girl. It wasn't like I was perving on her or anything, but it was a difficult situation, with me being fifteen years older than her and being married. Rachel didn't seem to mind too much, and fought back with a little sexual innuendo, although she was shy about it.

I don't know why I didn't feel bad about lusting after her. I guess it was just because it felt good and she responded positively to it. And, so far at least, nothing was going to come of it.

Well it was another Friday night and my wife and I were going out to dinner and a movie. I went and picked Rachel up from her house and brought her over. We joked all the way over, with me teasing her about how good she looked and about how all the boys must be swarming over her. She just smiled and blushed, doubting it, and telling me that they're just stupid boys anyway. It seemed to me she was telling me that boys her age were too immature and she wanted someone... older. But I thought maybe I was reading too much into it in order to fit my fantasy.

Soon after arriving, my wife and I disappeared out the door, giving Rachel instructions on how to reach us if something came up.

The night was ok, I guess. About the same as it had been recently. We ate dinner without saying much and the movie wasn't anything special. It was a good romantic comedy that certainly put me in an amorous mood, but my wife seemed as cold and distant as ever. Less than half-way into the movie Cheryl, my wife, got a phone call that her sister was in the hospital from a car accident. She was going to be alright, but was a bit busted up. Cheryl, of course, was going to go see her immediately. Since I had to take Rachel home, she suggested I just go see her at the hospital tomorrow. Since the hospital was almost two hours away and Brenda's, Cheryl's sister's, house was near there, she decided to stay at her house at least for the night.

We left the theater quickly and zipped home. I went into the house to see about Rachel, while Cheryl jumped into her car and left. When I opened the front door, Rachel was on the couch watching TV and Timmy was in bed. She had moved hastily and suspiciously to hide some kind of magazine and sat up quickly. She was a little flushed and out of breath. I was suspicious, but didn't think too much of it.

"You're home really early," she said, breathing heavily.

"Yeah, Cheryl's sister is in the hospital and she went over to see her. She's going to be gone all night. I guess I'll grab up Timmy and take you home." I glanced at the couch and saw the magazine peeking out from under the pillow. Rachel looked at me with a little fear in her eyes. I knew I caught her doing something she wasn't supposed to be doing. I don't know what made me do it, but I went over to the couch and pulled the magazine out. I heard Rachel groan as I caught a look at the title and picture on the cover... "Teen Dreams"... with a beautiful girl, half-naked, showing her lovely, bald pussy to the camera. It was my magazine. I flushed red in embarrassment.

"I'm sorry, Mr. James..." she started to say.

"Rachel," I interrupted her. "You don't have to apologize." I turned to face her, still with the magazine in hand. I didn't know what to do or what to say. We were both caught red-handed, me owning something like this, obviously turned on by it, obviously masturbating to images of girls her age. And she being caught just looking at it out of curiosity. I remember where I typically hid it, in my dresser, but I didn't know how she found it. "I should apologize to you for even having something like this."

"No... nothing wrong with having it. I guess guys like that kind of stuff." We locked eyes for a moment and I had an overwhelming urge to just kiss her. She looked so innocent and lost, but so sensual.

"Where did you...?"

"It was under the couch," she blurted out quickly, anticipating my question. "I wasn't snooping or anything."

I nodded my head as I remembered that I almost got caught red-handed like she had. Cheryl had come home early from work a few days ago while I was looking at it on the couch. I shoved it under there fully expecting to retrieve it later and put it in its proper hiding place. "I know. That was my fault. I shouldn't have put it there."

I kept the magazine in hand as I moved towards the stairs. "I guess we should grab Timmy and get you home."

"Mr. James?" she asked, hesitantly. "You won't say anything about this will you... you know, to... Mrs. James?"

I laughed. "No. Believe me, she doesn't know *I* have these, let alone you seeing them. She wouldn't be too happy with either of us, but I think I'd be in far more trouble than you."

She seemed very relieved. I guess we kind of shared a mutual bond, both being caught and all.

"Do you... you know... like the pictures in there?" she asked hesitantly.

I wasn't sure I wanted to go down this path, but answered anyways. "Yeah, I do."

"Do you think they're sexy?"

"Yeah. Very." I gulped, feeling my mouth get dry.

"Do you think I'd... you know... look sexy like that?"

She seemed too innocent to be asking such a question. But, I guess it's the insecurity of her age... maybe the images the advertisers throw out there. "I think you look sexy no matter what," I answered.

She smiled, but still seemed like she wanted something. "You know I like you... a lot..." she said, looking me in the eyes. "And I'm glad you think I'm sexy. I was thinking that maybe... you'd..." She seemed to trail off as if not knowing how to ask her question.

"I'd what?" I asked, feeling my mouth get very, very dry all of the sudden.

"If you'd take pictures of me like that. Maybe they'd be just as good as the one's in the magazine."

I stood there, dumbfounded. She wanted me to take nude pictures of her. "I don't think..."

"I want you to. And I... I want you to look at them and think about me like you think of those girls. The girls in the magazines."

She was certainly coming on to me and was certainly persistent. My resistance was fading fast. I gulped as I thought about what I was getting into. "You want me to... to... take nude pictures of you and then play with myself while I look at them?"

She nodded her head, looking a little embarrassed, yet excited.

"Um... ok..." I didn't know why, but I pulled my phone out of my pocket and brought up the camera app.

"Would you pay me... you know... a hundred dollars?"

I thought about it a moment. I spent that just by going to the strip club once. Having naked pictures of her would assure I don't go there for many months to come. In the long run... she'd save me money. I reached into my pocket and pulled out some cash to see how much I had available... and nodded, licking my lips.

She gave me a sexy, sly smile and sat on the edge of the couch. I brought the camera up and began taking pictures as she slowly and surely stripped. Her hands continually caressed her body and she looked directly at the camera a lot as she pulled her shirt up over her breasts, exposing them to me. Her fingers slowly circled her nipples and pinched them, making them very hard. I could tell she was getting very excited doing this. As was I. My cock was at full attention.

Her hands slid all over her body, caressing her breasts, her stomach, her thighs. She looked down as her hands started to move over the material covering her pussy. Her fingers pressed into her clit and circled. I could tell she was really getting into this. It was like she enjoyed being watched, enjoyed being lusted after. After several minutes, she moved her hands to the waistband of her shorts and pushed one underneath. I could tell from the bumps in the material that her fingers returned to teasing her clit, circling it, a finger driving into her moist depths.

She was moaning softly now, her eyes closing every now and then as the pleasure overtook her. With her other hand she pushed the front of her shorts and panties down, freeing her hand and showing her beautiful pussy to me. She lifted her hips off the couch and slid her clothes down her legs and off, tossing them aside. I continued to snap picture after picture, zooming in on her body, loving how it was so open to me after all this time of imagining it.

She opened her legs wide, lay back on the couch, and started masturbating. It was an incredible sight, one that was sending me over the edge as well. One, then two fingers slid into her depths as she fucked herself. It didn't take long before she orgasmed. She let out a lovely squeak and moan as her body tightened and convulsed on her hands. Her body flushed red and was covered with a sheen of sweat. Her smile was golden as she opened her eyes and looked at me.

"Was that ok?" she asked, teasingly.

I licked my lips, wondering what to do and say. "Yeah, that was... awesome." I lowered the camera and realized how many pictures I actually took. It was... amazing.

"Can I see them?" She sat up, still naked and not shy about it at all.

I started to hand her the camera.

"No, on the big screen. Can you put them on your computer?"

"Uh... sure," I said, hesitantly. I went over to the desk and connected the computer to my phone. It took a few minutes to move the pictures from the phone to the laptop, and when it was done I brought up the viewer to see them.

Rachel moved behind me as I sat in the desk chair controlling the viewer. She put her hands on my shoulders as the first few images appeared.

"Wow, those *are* nice. You're a good photographer." Her mouth was by my ear and I was sure she could feel me shiver as her nearness sent pleasures through me.

I moved through a few more pictures as we watched. Suddenly she moved around me and sat on my left leg, her legs draped between mine. "I need to sit down," she said. She draped an arm around my neck and we both stared at the images on the screen. When they began to show her moving towards her pussy, she squirmed a little. "This is getting me excited again." I could feel my hardness straining against my dress slacks, wondering if she knew what she was doing to me.

"Yeah. It's been having the same effect on me," I laughed.

"Maybe you should... release a little tension," she whispered. Her left hand moved to my chest and began stroking it, slowly moving down to my stomach and closer to my groin. I looked at her as she stared at my tented pants and then looked down to watch her hand slowly caress it. God it felt incredible and made me even harder. She giggled as I gasped in pleasure, knowing that she was doing this to me. She grabbed the zipper between her fingers and pulled it down, then fished inside to feel the hardness there. With even less material between her hand and my cock, I lurched up as the pleasure surged through me.

"For another hundred... I'll let you touch me," she whispered.

I nodded. I'd agree to just about anything at this point. As she continued to caress my hardness, my hand moved from the mouse and slowly started stroking her leg. She opened them wider, inviting me in as she shivered in need. My left hand draped around her hips and held her tightly as my right slid up onto her thigh, my eyes glued on the downy fur adorning her pussy. It looked incredible to me. Her pussy was glistening with her juices and was engorged with blood, so open and pouty. The clit at the top was peeking out from its protective sheath. She was definitely turned on.

I slowly moved my hand up her thigh and let my fingers slowly and gently caress her pussy lips. I figured if she didn't want me to do it, this was her chance to tell me no. But she did nothing of the kind. Her hips even pushed into my hand a little, encouraging me to go further. I licked my lips as I moved my hand even more onto her, caressing her pussy with my palm, letting my fingers slip between her lips. She was so hot and wet and was gasping, practically begging me to take her.

She moved her left hand up to caress my arm, giving me more room to move. She leaned hard against me, her head resting against mine, her arm holding my shoulders tight. I pushed a finger into her, slowly, and started fingering her. I started slow and gentle at first, moving as deep as I could and then teasing her G-spot when I held it there for a moment before pulling out.

"Oh, God," she moaned, breathing heavily. Her legs were quivering in excitement and her hand gripped my arm tightly wanting me to please her even more. I fingered her fast, then, driving in and out as fast as I could move. Her body locked up and she held her breath between pants. She was obviously in heaven. But before she could cum, I pulled out and used my finger to coat her clit with her juices, toying with it.

"Fuck," she moaned. "Don't stop!"

I moved two fingers to her entrance, then, and slowly pushed them both inside. She groaned at the larger width... her fingers were a lot smaller in comparison to mine, but her pussy accommodated them just fine. I slowly fingerfucked her, my hand twisting with each thrust. Her fingers pinched her hard nipple making her moan. Her body was so on fire now. It took only moments before I was moving quickly, letting my fingers drive in and out of her once again.

She was panting with desire. Her body was so ready to cum.

"Oh my God... oh fuck..." she panted, obviously nearing her orgasm. In just another moment, her body went rigid as her pussy convulsed on my fingers. I felt her fluids flood over my fingers and hand and slowed my attack. I pulled my fingers from her wetness and brought them up to my mouth to taste. She was so sweet. I looked over at her and saw her smiling broadly, her face absolutely flushed and glowing, her eyes half closed as the pleasure coursed through her.

"Oh, God, that was so good," she whispered, moving in and kissing me. Our tongues battled furiously as we held each other tight. She slipped her leg over me, straddling me, and pressed her body against mine. My hands cupped her ass and pressed her pussy into my hardened cock. I could feel her heat through my pants and wished I could just fuck her right then and there. Her hips pushed in and back, letting my cock rub against her. I knew my pants were going to be soaked from her, but I didn't care.

Finally, we stopped kissing and just hugged for a moment. I let my conscience play out what I'd just done and felt guilt wash over me. It wasn't that she was *that* young or anything. She was only a few months from her twenty-first birthday in fact. But the age difference and how it all played out just bothered me. With my hands on her hips, I pushed her back and mumbled that I needed to get her home.

She got dressed while I went upstairs and gathered up Timmy. He was still in a deep sleep as I fastened him up into his car seat in the back seat. Rachel got into the front with me, still all smiles. She was just so adorable.

I figured this was the only time something like this was going to happen. I was going to have to just let her down easy and make sure I do the right thing. We drove over to her house in silence, just listening to the radio that was playing low in the background. It was late and dark out, so the time seemed to fly by. We got to her house at about midnight and it was dark. I turned off the lights and turned towards her.

"Thanks..."

"... one more," she interrupted me. She unfastened her seat belt and slid over beside me, then unfastened mine. She started unfastening my pants as I sat there dumbfounded. "You didn't get to relieve your tension yet."

"Rachel...", I started to protest but she quickly had my cock out and exposed. Her hands started sliding up and down its hardened length. She was right. I was still damn excited by what had happened. I don't think my erection eased off at all.

"You know I've never done this before right?" she asked, a little shyly.

"I know," I said. I'd wondered if she'd had sex with one of her boyfriends before.

"I don't want it to be bad or anything. I don't want you to be disappointed."

"Shh," I said. "You're not going to be bad at all. It'll be great and I'll enjoy it."

She smiled, although she didn't look too confident. "It's so big and hard. Damn," she whispered, stroking me. She licked my shaft a few times to lubricate it, sending shivers all over my body. She smiled when she noticed my reaction. "No blowjob tonight. That's something you can show me next time," she said. Her hands pumped up and down, up and down, moving faster and then slower, changing rhythm. Squeezing more... licking the head... Oh God it felt so good.

I was so close now. "I'm... oh God... I'm cumming...," I panted. And then the damn burst and my cum started spewing forth from my cock. She was stroking me so hard and fast that my cock was pointed every which direction, sending spray after spray all over the car. She giggled, obviously enjoying my explosive state. Her laughing made me laugh and before I knew it we were cracking each other up.

She was so easy to be with and certainly helped me when I needed it most. The next test was where do we go from here. Just before she got out of the car, I fished out my wallet and gave her everything I had, almost $400.

*****

It was another week before I saw her again. I went up to the hospital the following day and Cheryl came back to the house for work on Monday. We spent the next week with our normal activities, and Brenda called mid-week to say she was being released on Friday. She asked Cheryl to come up and help her over the weekend. I had to take care of Timmy, so I stayed behind.

I spent the entire week thinking about what I'd done with Rachel the previous weekend. It was strange how guiltless I actually felt. I felt... happy... I suppose. I was relieved from the pressure of not having sex for the past twelve months or so. I was relieved to actually have intimacy again in my life.

But she was a young girl and society wasn't going to let me just do what I wanted. So, I'd have to hide it.

Cheryl left Thursday night so that she could pick Brenda up from the hospital on Friday morning. I called Rachel on Thursday to set up a "babysitting" appointment for Friday and Saturday. I know it wasn't a good idea to have her at the house, but it was comfortable there and Timmy did love having her around. We'd just have to be careful.

I had Timmy in the back seat when I picked Rachel up at her house. She was dressed about the same as always, definitely sexy-looking, and was smiling like the Cheshire cat. She tried to act "normal" as she got in the car and buckled her seatbelt. I drove away from the house and I opened up, putting my hand on her thigh and slowly stroking it.