A cold November wind blew up from the north, catching me against the right side as I left my house. I stuck my hands in the pockets of my warm heavy coat and began walking through the thin carpet of white snow. It was the first snowfall of the year, and, living in the Midwest, I knew it would be the first of many. I bowed my head against the unusually strong gusts of wind as I walked across the street and down the sidewalk a few houses to the Wallace's house. The Wallace's were friends of my parents, and I had been baby-sitting for the Wallace's daughter, Anita, for a couple of years now. I enjoyed baby-sitting for Anita. The girl was really good, and it earned me some spending money. At 16, I wasn't old enough to drive or get a regular job, so baby-sitting was an acceptable option to me. Mr. Wallace answered the door when I rang the bell. "Hi, there, Alex, come on in, " he greeted me warmly. "Hi, " I answered as I stepped into the warm house "Let me hang up your coat for you, " Mr. Wallace offered, shutting the door.
I shrugged out of the coat. "Pretty cold out there, " Mr. Wallace commented. "Yeah, " I said. "Hi, Alex, " Anita said as she preceded her mother into the entryway. "Hey, Anita, " I returned, smiling at the girl. Anita was a cute beautiful girl with short black hair and sparkling brown eyes. She was an only child who was spoiled by her parents, but luckily this treatment hadn't gone to her head and turned her into a brat. "Hi, Alex. We're going to probably be out until 1 or 2. I've left the numbers on the counter if you need to get a hold of us, " Mrs. Wallace informed me. "Okay, " I acknowledged. Mr. Wallace helped his wife into her coat and then put on his own. Mrs. Wallace kissed her daughter good-bye and Mr. Wallace said good-bye. Then the couple left.
Anita and I went to into the front room and watched TV. After a couple hours of this it was her bedtime. She went obediently upstairs and got ready for bed. A few minutes later I went and checked on her and found her snuggled under the covers. "Goodnight, Anita, " I said and turned off the light. "Goodnight, " she said. I went back downstairs and found a bag of chips in the kitchen. I went back to the front room munching on these and feeling pretty horny. Lately it seemed like I needed to masturbate at least once a day in order to get rid of the incredible sexual tension I felt. I wondered whether Mr. Wallace might have some porno videos I could watch.
I hadn't masturbated yet that day, and I looked forward to doing it in the Wallace's house; it kind of gave it an added thrill doing it in the house of my parents' best friends. There were cupboards on either side of the big screen TV, and I started going through these. I found some video tapes but all of them were labeled with the titles to tame children's movies. When I reached the top shelf on the left side, I found a shoe box tucked away in the corner. I brought this out and opened it. There was one videotape in it. It was marked "Steve's Birthday Surprise. Love, Tami." Tami was Mrs. Wallace and Steve was her husband. Disappointed but curious, I took out the tape and stuck it in the VCR. I couldn't understand why this tape wasn't with the others.
First I would solve that little mystery and then maybe I would go upstairs and look for some porn magazines in their bedroom. I pushed play and then grabbed the remote. I sat down on the couch and watched as the video unfolded. Tami sat on the bed in the master bedroom smiling into the camcorder as it recorded her image and voice. "Hi, honey. Happy 35th Birthday. I've made a little video for you. I hope you enjoy it." Tami smiled into the camera and then got up and left the camera's field of vision. The lights in the room dimmed a little, and then I could hear some mellow saxophone music begin to play. Mrs. Wallace returned to stand in front of the camera. She slowly began to grind her hips in time with the music. I felt a distinct stirring my groin as I realized what was about to happen. The butterflies in my stomach woke up to flutter slightly as I became excited. My eyes were locked to the TV screen as I watched Tami peel of her blouse and skirt and toss them off camera. For the first time I noticed how good-looking she was. She had the same black hair as her daughter and those seductive brown eyes also.
She was in her mid-thirties so she was still young-looking, and she had a slim firm body. She had on a matching lacy black bra and panties, and her breasts were full- looking. She slowly unsnapped the bra, and let it slide off her shoulders to the floor. Her tits were queen-sized and absolutely gorgeous. Up to this point my fantasies when I masturbated had been vaguely about a couple of cute girls I'd seen at school. A few times I'd thought about touching their bodies or even having them touch me. Recently I'd fantasized about sucking on their teen-sized tits, but this video made it all the more real. I was getting really hot and worked up. As Tami slid down her panties, I quickly stood up and frantically tore off my clothes.
I wanted to be naked now! I wanted my body completely bare with my raging, pulsing dick exposed. It was just me and Tami in the room and she was doing a sexy striptease for me. As her panties slid down, her firm white ass was exposed. She was wearing a red G-string that allowed me to see her full butt and the crease of her pussy. Tiny black hairs peeked out around the strip of fabric running in the crack of her cunt. I lay down naked on the couch while she stopped out of her panties. Then she turned slowly to show off the G-string slipping up into her cunt, and I couldn't stand it any longer. My hand slid slowly down my smooth hairless chest to my abdomen and then to lightly brush the thick bush of curly brown pubic hair at the base of my penis.
Then, in one swift motion, I lightly grabbed my throbbing erection. A soft sigh escaped my lips as my hand came in contact with my highly sensitive member. I watched as Tami hooked her fingers in either side of the G- string. My hand went up and down slowly on my erection, sliding the loose skin and bringing pleasure to my body. She slowly dragged them down, first revealing her black pubic hair, and then the string slid out, showing me all of her sopping wet crotch. It wasn't shaved, which disappointed me. I had hoped I would get to see her pussy lips, but I was glad to see this anyway. Her pubic hair did seem sparse, though, like it had been trimmed, because there was only a small, short patch at the top of her pussy and a slim patch, shaped in a V, down to the top of her slit. Once she kicked off the G-string, she smiled seductively at the camera.
I felt like she was smiling right at me. Then she approached the camera. She disappeared then, and I watched as the focus was adjusted to center on the middle of the bed. She came back into the camera's view as she crawled onto the bed. She held a bottle of a clear liquid in her hand. Sitting down on the bed, she opened the bottle and poured some on her hand. She began rubbing this onto her breasts and over her nipples. I realized the show wasn't over yet, and I began to pick up the rhythm of my stroking. She spread what must have been baby oil all over her chest until it glistened. Then the next handful ended up in her crotch. Putting away the oil, Tami began to stroke herself between her legs vigorously with two slick hands. I picked up the pace on my stroking as I became more excited by the solo action on the screen.
Soon it was wet and dripping between her legs. Her gash looked hungry, and I was getting a huge appetite. As Tami continued her two handed stroking, I realized she intended to come for the camera. This thought would have driven me over the edge if I hadn't jerked my hand away from my erection at that point. I couldn't come here and make a mess of the room. I would go in the bathroom or somewhere where it would be easier to clean up, but right now I had to finish this video. My whole body was trembling slightly in excitement and frustration. My penis begged me to finish it off, but through a tremendous act of willpower, I kept my hand away. On the TV, Tami's pace was picking up. Her head began to snap forward and back as her whole body got into her seizure. Her slippery fingers moved quickly in and out her hot steaming box. Soon all her body movements froze except for her hand. Her legs and breasts tensed and her head snapped back. I tensed, too, as she let out a loud, audible groan as her orgasm exploded throughout her body.
She lay there breathing heavily for a few seconds as her calm slowly returned. Then she looked directly into the camera and smiled. She ran a finger through her wet bush and stroked one of the pink nipples on her chest. She licked the cum from her finger. "I bet you wish you were eating this, " she said, smiling. "Tonight, honey." Then the tape ended. I pressed stop on the remote. "You have a big dick, " a familiar voice said from the shadows at the doorway. "Anita!" I exclaimed, scrambling up from the couch while trying to hide my erection with my hands. 'Oh, shit!' I thought. 'What did she see? And what's she going to tell her parents about seeing me like this?'
End Part 1
Babysitting Anita Part 2
"What are you doing up?" I asked, my fear turning to anger. "I couldn't get to sleep. I was cold, " Anita complained. I buttoned the top of my pants and walked over to her. It was a little chilly in the house I now noticed. The air was cool against my naked torso. I just didn't notice it before when I was getting so heated up. "What were you watching?" Anita asked. She raised her hands together above her head, twisting back and forth like little kids do. As she did this, I noticed she was wearing only a short cotton night-shirt over her very tight panties. I wondered if seeing me on the couch like that had excited her and if she were feeling curious about me for that reason. "You mean you didn't see?" I asked, feeling one of my concerns dissolve away. "No. You turned it off before I could look. I was...I was looking at you, " Anita answered. 'Did she blush?' I wondered.
The lighting was dim in the hall we were talking through, but I could have sworn I saw faint coloration in her cheeks as she made her admission. "I was watching something that girl shouldn't watch, " I told her. We were on the stairs now. "I'm not a little girl, " Anita protested. "I want to watch it." "You can't, " I argued once we were in her room. "Look, let me see if I can find an extra blanket. Get back in bed." Anita crawled slowly under the covers while I went into the hall closet. I found a thick quilt and brought this back. I threw it on the bed and carefully tucked it in around Anita. "There, are you warmer now?" I asked. "Yeah." "Okay, now go back to sleep, " I said. I started to leave. "Can I see you naked down there again?" Anita asked. "Huh?" "I don't get to see boys' things. Please?" Anita pleaded. "I'll let you see me." Anita pushed off the blankets and quickly pulled down her tight little panties to expose her cute little girl pussy to my eyes.
It was completely different than what I had been expecting, which was a real turn-on to me; much more interesting than the few hairy ones I always saw in those magazines guys brought to school. "Okay, now ya gotta show me yours, " Anita said, sliding her panties up after giving me that quick peek. I decided to go along with it. I guess it had something to do with playing fair, and I was also excited by the idea of intentionally showing her my penis. I undid my pants and pulled them down to midthigh. My penis was semi-hard so it looked fairly impressive. "I can't wait 'til I get old enough to have sex with older guys... like you. I know a girl who says she already let a guy put his hand under her dress, and even once he put his finger inside her panties. And she said it really feels good, too!" Anita commented wistfully. "I wish somebody wanted to do that to me. 'Cuz I wanna feel good." I pulled up my pants and buttoned them. "Well, it probably wont be too long before that happens for you, either." "Really?" Anita asked hopefully, her eyes returning to my face now that the show was over. "Yeah.
I know some girls who play with themselves and feel good like that, " I answered. "I can get a nice feeling down here, but it seems like it should keep on sometimes, and then it just seems to stop. You play with yourself..or other girls?" Anita asked. "Yes." Anita thought for a minute. "If I show you how I start to feel good, will you show me if I'm doing anything wrong?" Anita asked. This was getting a little out of hand, I began to realize. I didn't want to stop it though because all of this talk was exciting me again, and I was still horny. I began to wonder how far she would go. I hoped she would take it to a point where I could get off. "Yeah, I'll try and give you some advise, but I may have to get up close to see what you're doing, OK?" I answered. Anita shook her head up and down and got up out of bed and went to her dresser. "What are you doing?" I asked.
She opened a drawer and pulled out magazine. "When I start to play with myself it feels good, but when I look at these pictures it sometimes makes my...cunny... feel real funny, and sometimes it even gets kinda wet down there, too!." she explained. Anita pulled off her night shirt and watched me as I looked at her early blooming breast-buds. I was amazed at my reaction to her uncovered teenage girl chest. They were small mounds of beauty to my eyes, barely raised on her slender chest frame. I could see she was getting excited about her upcoming adventure. "But of course I don't have big titties like the girls in these pictures." She jumped back in bed and laid down, with her panties still on. I slipped out of my pants and went to the other side and sat down next to her.
She opened the magazine and slowly began rubbing the outside of her panties, into the crease of pussy. Watching her do this made me completely hard again. Anita looked over at me and stopped her rubbing. She pulled her hand away to reveal a moist spot on the front of her crotch. The quickness of her response surprised me, but then I remembered she had been standing at the door watching me for some time before I saw her. And she had seen me with a hard-on already! And I realized that by being so sensuous, Anita was just following in her mother's footsteps. "Can I touch it?" Anita asked, sitting up. "Sure." She reached out and lightly touched the head of my cock with her soft hand. Then she ran it down the front of my shaft without lifting it. I shivered at the pleasure this gave me. "It's so big, " she said as she tried to wrap her small hand around the shaft. I just chuckled. If she thought mine *looked* big, wait until she felt it somewhere besides in her hands. "Touch me, " Anita suggested. With her on her back and completely exposed except for her tiny panties, I placed my hand on her belly and began to rub it slowly.
I softly caressed the space between her miniature tits, and then started making circles around both orbs. "That feels so much better than when I touch my own chest!" Both her nipples popped up as I finally touched each of them, lightly running the tip of my finger across the top of the nipple. It was a strange and exciting feeling. There was not really much of a breast there but just like an extra layer or two of firm flesh. Flesh that was as exciting to her as it was to me. I moved one hand down her belly, lightly touching her abdomen and the band at the top of her panties. Sliding under the tight panties, I rubbed further and my index finger grazed the top of her slit near where I knew her clit was. I ran it back down the valley of her crease and then curled the tip of my middle finger inward. I stroked along the inner sides of her pubes with my thumb and index finger. 'So smooth!' I thought. Then I began to slide my middle finger up and down the crevice soaking up more and more moisture with each stroke.
She was really getting into it now and her eyes were half-closed. Her own hand began imitating my motions. As I stroked her pussy, I realized the opportunity to fulfill one of my fantasies was here in my hand. "Can I kiss your...pussy...?" I asked. This request seemed to leave her speechless, but after her shocked look passed, she nodded. I knelt between her legs and slowly lowered my mouth between her legs. I was excited, but I didn't want her to get scared or nervous, so I didn't try to bring her off right then. I tried to spread her juicy pink pussy lips and proceeded to suck around her clit a little bit, but not quite touching it. There was not even the hint of pubic hair and her whole pussy area felt so smooth.
A new idea came to mind: If I could make her come, then she might feel guilty enough about what I was doing that she would be too ashamed to tell anyone. I ran my tongue around her clit and then flicked it briefly. "How does that feel?" I asked. "Good." Then I stuck my finger further into her tight little cunt and sucked harder on the over-stimulated clit. After a few minutes of this, I removed my finger and clamped my mouth firmly around her small mound and I slowly started sucking her clit and her opening again. I slowly picked up speed. Anita seemed to like it because soon her hips started bucking into my face. Suddenly her body tensed and her clit twitched in my mouth and she released her girlie juice on my face.
As she slowly returned to Earth, I removed my mouth and looked at her. "Did that feel good?" I asked. "Yeah! That felt really great. I never felt that good before, " Anita said. "Did I have a climax?" "You tell me, " I replied. "That was probably a mini-climax, but they will be better things to come." "I want to make you have a climax, too!" Truthfully, I wanted to come really bad at that point too, and her turn, for the time being was over. Pre-cum had dribbled out my dick and was running down the shaft. "Okay, but let's go in the bathroom, " I answered. I didn't want to make a mess in her bed. Anita got up, and we went to the bathroom. "Wait here, " I told her. I left and hurried into the master bedroom. On one of the shelves in their bathroom I found the baby oil Tami must have used in the video. I ran back to the bathroom with this in hand, my near-bursting erection slapping against my stomach as I ran. Anita sat on the toilet seat waiting. She still had an excited glow in her eyes. I stepped into the tub and unscrewed the bottle.
After pouring a generous amount of oil into my hand, I slathered it on my eager cock. I screwed back on the cap and then began stroking my erection. I slid my hand over the purple engorged head and felt a tremor of pleasure in response. Then I began jerking off in earnest with my slippery hand gliding easily over my well-oiled shaft. The pressure in my groin built and my balls contracted against my body. Soon my whole body was enveloped in the stimulating, mind-numbing ecstasy. I gasped as the orgasm sent a shudder through my body. The first spurt splattered against the far wall of the shower. The following ones landed in the tub itself. "Wow!" Anita exclaimed. She got up and collected some of the cum in her hand. I rested against the wall of the shower, exhausted after that sensational orgasm. "You better get to bed, " I said, without much conviction. "Okay. Will you sleep with me?" she asked. "Sure, just let me clean this up, " I answered.
She washed her hands and scurried off to bed. I cleaned up the mess in the tub and returned the oil. The I climbed into bed with Anita. She snuggled up against my naked body. I ended up falling asleep. When I woke I got an adrenaline rush as I realized the Wallace's would be home soon. I got out of bed, careful not to disturb Anita. I grabbed my pants and raced downstairs. Throwing on my clothes, I scrambled over to the VCR and ejected the tape. I put it back in the box and returned it to its hiding spot. Then I sat down in front of the TV and found something suitable to watch. It turned out I rushed for no reason; they arrived a half hour later. "How was Anita?" Mrs. Wallace asked. "Great, " I answered. "No problems." "Good." "That's good to hear, " Mrs. Wallace (or Tami, as I now thought of her) said as they entered the house. "Here you go." She handed me a twenty dollar bill. I tried to avoid looking at her body, but with my new knowledge it was difficult. I wanted to rip off her dress and panties and feast my eyes on that pussy I knew was there. "Are you available to baby-sit next weekend?" Mrs. Wallace asked. "Sure." "Good. I'm going to be out of town and, although Steve denies it, I think he'll need to get away from Anita for a few hours." I nodded. "I'll give you a call, " Tami said, smiling. I left their house and headed back to my own. I hoped she would call me again. I couldn't wait until I saw that tape again.
End Part 2