Babysitting Adventures

BABYSITTING ADVENTURES

CHAPTER 1



I loved babysitting. Not so much with actual babies, but for kids that you can joke with, tease, play games with, or just have fun with. I was so good with kids that my parents’ friends were always asking for me to sit for them.

My parents were very strict and would not allow me to date or even hang out with boys my age. But, babysitting was acceptable. It was both social interaction and my only way to make money. I loved to hang out and babysit for family friends. They treated me as an equal, not like a slave girl the way my parents did.

The favorite of these friends were Fred and Kathy. He and his family were friends of my mom, Catherine, and my stepdad, Robert, through church.

Fred and Kathy had one boy and one girl, much younger than me. I was just 18, but everyone said I was very mature for my age. I was very much into Fred. He could make me laugh like no one else, and I could tease him better than anyone, including his wife.

I’m looking back about 20 years now. Back then, I was at the age when my body and hormones were changing fast and were definitely running the show. I became compulsively attracted to men, especially Fred. He seemed safe. He was 35, but our chemistry was perfect. I never had any delusions of stealing him or anything like that. It was just playful, clever, flirtatious fun.



Over the last two years, my body finally started to fill out. My mom has huge breasts and I definitely inherited those. My legs looked very hot.

I had babysat many times over the years for Fred and Kathy. But, this particular night, after ten minutes of clever banter, they left for dinner and had come home around 11. Kathy was waiting in the car to drive me home and Fred had come in to send me out. I was sleeping on the couch and rather foggy when I felt his hand on my shoulder jostling me, trying to wake me up. I pretended to keep sleeping just to feel his hand on my shoulder. When my eyes opened, Fred was kneeling next to me.



“Time to wake up.” He said. “Kathy’s ’s waiting outside in the car.”



I smiled and he took my hands in his and helped me up. I leaned into him and he put his arms around me. I hugged him in return. My breasts pressed into him. It felt good to have his body against mine. My body tingled.



Fred took my left hand and began leading me towards the door.

“Oh.” He said. “I almost forgot to pay you.”



I pushed the money into the pocket of my shorts and I leaned into him again. He hugged me in return. As I pulled him close to me, pressing my body into his, I could feel his erection pushing against me. I lifted my face up, offered him my lips, and we kissed. It was tender at first then electric as our hands explored each other’s bodies.



Pulling his lips away he said, “Turn around.”



I turned within his arms. He kissed my neck.



“I want you to know that you are important to me.” He said. “But what’s most important is that we are friends and watch out for each other. It’s about trust, Julie.“



I spontaneously let my butt press against his hard cock. Even through his jeans it felt great. I turned to face him again, locking my arms around the back of his neck. We kissed deeply. Our lips were perfect together. He could have done anything he wanted, but the car horn broke the mood. Mom was signaling that it was time to go. Our kiss was released and I headed out the door with a firm pat on my ass. It was so hot. I nervously chatted with Kathy all the way home.

CHAPTER 2

Sometimes I would spend the night at Fred and Kathy’s after babysitting. One night, when they got home rather late, Kathy said goodnight and went right to bed. Fred got into pajamas and came out to watch TV with me. I was laying on one of the couches and he sat on the other with his feet up on an ottoman. The two couches were at 90 degrees from each other with a table in the corner. We commented and laughed about the “B” movie we were watching. But on one of my glances at Fred I noticed I could see into his fly. His pajamas were very loose and I could see his cock through the opening. It was my first look at a real live cock. Fascinated by his cock, my banter stopped. His cock pointed straight up to his belly and occasionally seemed to lift up in his pajamas. My eyes focused on the mushroom shaped tip. It seemed to throb like it was breathing.



As a ploy, I went to the bathroom. When I returned, I sat beside him and leaned my head on his shoulder. I slowly slid down so that my head was on his lap and chatted nervously about nothing. I could see directly into his fly, just inches away from his swollen cock.



I had no idea how cocks behaved. I just watched as it throbbed and bobbed up and down like it was doing pushups. The head would flare out every few seconds. I wanted to touch it. Girlfriends often talked about sucking on cocks, but I had no idea how to do that.



The awkward moment happened when Fred reached to get a handful of popcorn. As he reached, his cock burst out of his pajamas and touched my cheek. I heard him moan but didn’t know exactly what was happening. At first I was frozen, but curiosity turned my head and my lips touched the tip of his cock. It was very firm, hot, and smooth. I moved my head and pressed my face against his erection, moving my head around, massaging his cock with my cheek and lips. Putting a hand on the back of my head, Fred whispered encouragements to me. He said it was okay to suck him. I loved the whole thing. The sensations were new and incredible. Waves of goose bumps traveled over my body. My heart was racing.



He pulled away slowly, knelt on the floor and laid me on my back. When he kissed my lips, I melted. We made out for several minutes as his hands felt my body. Pulling my shirt up, his mouth lowered to suck my nipples. A hand slipped into my panties, then pushed them off. Sliding on top of me, I could feel his hard cock pressing at the opening of my pussy. I spread my legs. I wanted his cock. He slid down further and put his lips and tongue between my legs. He was on my clit. The licking and sucking had me close to an orgasm, but he pulled off just before I came.

“You are very sexy Julie.” He whispered as he crawled back up my body. “You seem so much older. A beautiful young woman. You feel so good. Very hot.”



He unbuttoned his pajama top, threw it to the floor, and pressed our naked chests together. We made out for a long time. I felt his cock shoot cum over my belly. He repositioned his cock to press against my pussy. I could tell he wanted to push it inside me. On impulse, I thrust my hips up to him. I couldn’t get him to put it inside me, but I had an orgasm with his cock rubbing my clit. It was wonderful.



He stood up, his pajama bottoms still on, his hard cock sticking out the fly. He said “Goodnight” looking over my body.



“Your body is incredible.” He said looking down.



Instinct took over. I spread my legs to give him a good look. He hesitated staring at my pussy, then grabbed his top, and walked off to sleep with his wife. I couldn’t wait till the next time.

CHAPTER 3

Fred and his family attended a barbecue party at our house the next weekend. Lots of people at the BBQ. There were my mom and step-dad, my two step-brothers, my step-sister, and about 7 couples from our church and all their kids. My step-siblings lived with their mother, but spent a lot of time at our house. People seemed to be everywhere. Our screen porch was near the barbecue grill and that is where most of the people were hanging out. Most of the kids were playing softball in the vacant lot next door. I was in the house wondering how to get a little alone-time with Fred with all these people around.



I was happy to see Fred open the screen-door to come in from the porch. After you step up into the house you have to grab the doorknob or it swings back open. When Fred reached back he didn’t get the doorknob, he got a handful of my mom’s tit. She was on the step below following him into the house. It seemed to me like he held mom’s tit rather long before letting go. Mom told Fred she’d get the door. She didn’t look awkward or anything. That surprised me since she was so religious. In fact, she seemed to have an odd smile on her face. So did Fred. I can see why. Mom has huge tits and looks young for her age. Fred’s wife has almost no boobs at all. When mom went downstairs to the basement, Fred followed. Intrigued, I snuck down the steps, waited out of sight, and listened.



“Sorry about grabbing you.” Fred was saying to mom.



“That’s okay.” Mom said. “You were just reaching for the doorknob like we all do.”



“I was surprised at how big and soft your doorknob felt.” Fred answered. “Best doorknob I ever touched. Like grabbing a ripe cantaloupe.”

“Thank you.” She replied.



“You are nice not to make a big deal about it.” Fred explained. “I don’t get to feel anything like that with Kathy.”



“Happy you enjoyed it.” Mom said playfully.



“Anyone would enjoy feeling your tits.” Fred replied.



“Hmmm,” Mom said. “do you have trouble with Kathy?”

“She is so flat and I really like big tits.” He said. “So there are a lot of things she can’t do.”

“Like what?” Mom asked.

“Well, since you asked, I like to put my cock between big tits and fuck.” Fred said. “I could really get off if she had tits like yours.”

“I used to do that to guys when I was young. It isn’t really having sex.” Kathy said. “So I know what you mean.”

“Nothing wrong with friendly touching.” Fred said. “But what did you get out of it?”

“Usually a face full of cum!” Mom laughed. “But I liked it. I often had an orgasm too.”

“I’d like that too.” He said. “With your body it would be easy to do. Did you ever go further?”

“I did. I was really good at blow jobs.” Mom answered. “I was religious and wouldn’t go all the way. So I’d suck them.”

“Sounds like you miss it,” Fred told her as she smiled. “I can help.”

“I never get requests anymore.” Mom told him laughing. “So, thank you.”

Right after that they went back to the party. I feared getting caught, but managed to stay out of sight.

Later that afternoon nearly everyone had left or were still playing softball. My siblings were gone. My step-dad had to go into work. Kathy was supervising the softball. I had gone back to my room when I heard mom’s voice coming from the basement. I wondered what was going on. I snuck down the stairs and listened again. Mom was saying “it” was “good”. But I had no idea what “it” was. Then she said something about “taking pleasure in honesty”.

“Honesty, truth, and pleasure are God’s way.” She said. “Truth is what I need.”

“Let me honest Catherine”, Fred said. “You are beautiful. I wish Kathy had your body. I’ve been aroused ever since I touched your breast.”

Hearing mom start the washer, I peered around the corner knowing her back would be towards me. Fred was behind mom with his arms around her. Mom just stood there. It looked like he was squeezing her tits. When Fred said something about mom’s “nipples”, she seemed to push her butt back. Fred began grinding his crotch on mom’s ass. No complaints from mom, just soft moans over the sounds of the washer. So much for her sermons.



I scrambled up the stairs hoping not to be seen. As much as I wanted to see what they were doing, I did not want to get caught spying. I had just watched my religious mother get felt up by Fred. That wasn’t too bad, but it should have been my tits he was squeezing. It was funny to think that Mom, always dragging me to church, always preaching “morality” and “truth” in our lives, was fooling around with Fred. I guess mom was saying that It’s OK to let a man play with your body if they are honest about it. I think it was a one-time thing. But, I didn’t really know.

CHAPTER 4

I was asked to babysit the next weekend. It was going as usual. Fred and Kathy got home about midnight and asked if I wanted to go home or sleep over. I stayed over. I told them I was watching a movie. I was, but I had switched from the adult movie over to “Die Hard” when they got home. Earlier I had been surfing the movie channels when I found the x-rated stuff. It was under parental controls, but I knew the password. The movie showed a lot of muscular guys, hard cocks, big tits, doing all sorts of sexual things in all sorts of positions. And no body hair. I rubbed my clit as I watched. I didn’t know about girl-on-girl stuff. I didn’t know about cum swallowing. I didn’t know about doggy style or riding on top. And putting my legs behind my head, wow! And there where threesomes and gang bangs! It made me feel sexually capable. I wanted to try these things. I was so horny. This was real sex education.

I learned how to talk dirty. I practiced in the mirror watching my lips and expressions. I no longer felt like I didn’t know what I was doing. I was confident. I was sure I’d be good at sucking cock. Swallowing cum looked like it drove men crazy. I could do that. And letting a guy lick my pussy or shoot cum all over my tits looked so good. All the different sex positions looked exciting. I thought my tits looked as big as the girls’ in the videos.

Getting home, Fred and Kathy went into the bedroom and I expected to see Fred come out soon to watch Die Hard with me. But he didn’t come out. I went to their bedroom door and listened for a clue. I could hear Kathy moaning in a slow rhythm. Fred started talking to her which made Kathy moan louder. When I finally figured out what he was saying I was shocked. He was telling Kathy about feeling up my mom at the party. He said that after everyone left, he came up behind her, cupped her big tits, and squeezed with both hands. Kathy moaned. He said he rubbed his cock against her ass. He said mom liked it. Listening to this talk really turned Kathy on. Then he said he tit-fucked her, shot cum over her mouth, and she licked his cock clean. Kathy groaned wildly.

Then Fred started telling her about me. He told her every detail about how I rubbed my cheek on his cock. He told her about eating me, rubbing my pussy with his cock, and my orgasm. Kathy moaned loudly. He even said he’d like to have us both suck his cock at the same time.

When he said he’d like to “cum in Julie’s hot little mouth”, Kathy moaned repeatedly. Then Fred said I’d “swallow his cum”. Kathy squealed. Her continued gasping and groaning made me sure she was having an orgasm. I was both shocked and horny. I quickly got back to the movie.

Fred came out a few minutes later in his pajamas and sat beside me. I was wrapped in a blanket but completely naked underneath. He patted his lap and asked me if I wanted to rest my head. I didn’t need any more encouragement. His cock popped out of the pajama bottoms and went straight into my lips. It was still wet from Kathy’s lips. I sucked and licked his cock. I could feel the head flare in my mouth.



“Mmmmmm, Julie.” Fred groaned. “That’s so good baby. Suck it. Suck my cock . . . . That’s so good baby.”

His encouragement gave me more confidence. I slobbered over his cock with an new boldness. I repeatedly slipped my lips over the flared edge of his cock. Up and down uncontrollably, constantly sucking, with my tongue lapping and pressing over his cock head. I loved the sensation. So did Fred.



“Suck that cock baby!” You are so hot.” Fred chanted. “Make me cum baby! I’m so close baby . . . . Suck it! . . . . That’s it baby, suck it, suck it!”



I really loved hearing his voice.



“Uhhhhhhh, Fred groaned. “Uhhhhh, uhhhhhh, uhhhhh.”



The feel of his cook said it all. One, two, three big spurts shot into my mouth. Then more cum. More continued to drain, flooding my lips. I kept sucking and swallowing.



“Oh Julie, baby you are good at that!” Fred complimented as he stood trying to compose himself staring at my naked body. “A beautiful mouth and your mother’s tits. You’ve become a real woman!”



“You’re not finished yet, are you?” I said in the sexy “porno” voice. I was still gasping lightly as anticipation ran through my body.



“Don’t you want to fuck me?” I said repeating the line I practiced in the mirror a dozen times.



Still laying on my back, as spread my legs wide as an invitation. I could feel my pussy pulsate, open and close, hungry for cock. I put my legs back as far as possible. He took the bait. Climbing on top, He thrust his hard cock into me in one quick move. I gasped. It felt huge inside me. He began fucking me gently at first, slowly teasing my cunt, softly kissing my face, nearly pulling out then slipping back deep inside me. In minutes his fucking became quick and intense.



“Mmmmmmm Fred! You’re so big.” I said repeating the lines from the porno. “Fuck me with that big cock. You feel so good.”

Fred began banging me furiously, ramming his cock inside me over and over again. My legs were spread so high that my knees nearly touched my shoulders.

I whimpered. Immersed in waves of goose bumps, my entire body shuddered. My pussy spasmed. My orgasm drenched his cock. Juices shot out my cunt. He continued his extreme fucking through my climax.

His body stiffened as he shot his cum into me. My pussy spasmed again. Moments later, trying to catch his breath, he laid motionless on top of me. His cock slipped out of my wet, satisfied, hole. Getting up slowly, he bent over and kissed my lips. That was the best.



Standing over me, his cock was shinny with cum. “Goodnight Julie!” He said. “You surprise me. Very sexy.”



“Thanks. You’re just what I needed.” I said. But aren’t you forgetting something?”

“What?” He asked.

I sat up and put his cock in my mouth. It was just like he told Kathy. I sucked him clean and swallowed it all.

CHAPTER 5

It was two weeks later before I babysat for them again. I knew when they got home that Kathy wanted Fred. I gave them a few minutes before sneaking up to their bedroom door. I had to listen again. The door was open a crack, and I could hear everything like I was in the bed with them.



“You like big cocks, don’t you?” Fred asked.

“You like those big black cocks in the magazine?

“You like a big black cock in a white pussy?”

“You’d like a black cock up your pussy?

“Like this one!”

“Suck it. Get it wet baby so it will slip into your tight cunt.”

I could hear her moan but didn’t know what was happening.

“That’s it baby. Take that big fat black cock!”

Take it all baby. Fuck that big cock.”

“You like to suck cocks too baby?”

“You like big cocks filling your mouth?

“You like your mouth filled with cum?”

“I know you love it.”

“Suck it baby, suck it!”

“You like more than one at a time baby?”

“You like to suck and fuck everyone baby?”



I could still hear her moaning and crying softly. She likes dirty talk. I liked it too. But what was Fred doing? Since the door wasn’t latched I pushed it open a further. I peeked in. Kathy had a huge black dildo in her mouth as Fred rammed her pussy with another large black dildo.



“You want that black cock to cum in your mouth, don’t you? Don’t you!”

“Two big black cocks fucking you!”

“Fuck me baby! Fuck me! Fuck me with that hot pussy baby.”

“Suck that cock baby. Suck that big black cock.”



Kathy loved it. The black cock dropped out of her mouth, she pulled Fred on top, wrapped her arms and legs around him, and they did it fast and hard. His ass was a blur. She moaned loudly and Fred collapsed on top of her after he orgasmed. I went back to the couch.

I didn’t get any of Fred’s attention that night. He must of fallen asleep after sex. If he would have known what I was going to for him, I’m sure he would have been with me.

Everyone was up early in the morning. I was still horny. When Kathy and the kids all stepped outside, Fred gave me a nice deep kiss and played with my ass. He whispered something about a blowjob. I slipped my hand into his pajamas and stroked his cock as I kissed him back.



“I want to suck you right now.” I whispered. “You can fuck me anytime you want.”

With that said, Fred pushed me to my knees and stuck his cock in my mouth. I sucked him while thinking that Kathy was just outside. But, when we heard the sounds of Kathy coming back into the house, Fred ran for the bedroom to hide his shiny erection.

CHAPTER 6

The next weekend I babysit again. With Fred and Kathy out for the night and the kids asleep, I went to Fred and Kathy’s room to see what was hidden in the nightstand. I got a good look at Kate’s toys. She had four dildos, two black, one brown and one white. The black ones where huge and the others big. There was also a Hitachi vibrator, lubes, blindfolds, handcuffs, some sex magazines. I felt them and played with them a little, but didn’t want to get caught either. The vibrator I had seen in a sex video. I plugged it in and held it to my tit. It was startling, even through my shirt and bra. My nipples were hard and I slid the vibrator down. My crop top left my belly bare and it felt great against my skin. I undid my shorts and let them drop to the floor. Through my panties, I touched my pussy with the vibrator and knew instantly why they were popular. It was like foreplay, oral, and fucking all at the same time. I let out a screaming moan, but with the fear of waking the kids, I quickly pulled up my shorts and got the vibrator back in the drawer.



I was curious what was going to happen when they got home. Fred owed me some one-on-one attention.



When they got home, they took a shower then went to bed. I quickly got to their bedroom door hoping to hear some good stuff I was happy that the door was open a bit again. Surprisingly, Fred was talking about my mom again. He was describing her tits and ass to Kathy. Everyone knows she’s got a nice big ass and big tits. But he started talking about mom’s “horny pussy”. I was shocked thinking mom showed Fred her pussy.



Was this true or was he just saying things to make Kathy hot again?

Fred explained that Catherine was doing laundry when he stopped by.

“We started talking, but she said she didn’t have any spare time and had to get the clothes in the washer”, Fred told Kathy. “She dumped the laundry basket, but then took off her blouse and threw it in the machine. Her big tits were popping out of her bra.”

“Who knew!” Kathy said. “She is such a slut.”

“Then she reached up between her legs and pulled off her panties.” Fred said. “That was all I could stand baby. I pushed my head up her skirt and started kissing her ass. She opened her legs.”



Kathy moaned listening to Fred talk about my mom. I still had no idea if this was made up like the “big black cock” stuff or if it really happened.



“Then she leaned over the washing machine and unzipped her skirt. I pulled it off. Her cunt was making little sucking and smacking sounds.” He explained.



“Oh my god!” Kathy exclaimed.



“I swear her pussy was trying to talk. It looked like a goldfish’s mouth pouting and sucking. Her pussy opened and closed like it wanted to suck me.” He told Kathy.



“I pushed the tip of my cock into her pussy. It felt like a blowjob. Best pussy ever.” Fred continued. “Perfect pussy.”



How could my mom be the best pussy ever? I thought.



Kathy moaned and squirmed listening to Fred’s dirty talk.



“I grabbed those big tits and fucked her over the washing machine. That hungry cunt sucked my cock dry in a minute. I shot all my cum in that hot pussy. She is one very hot woman.”

“When I finished, I wiped my cock off on her ass and spanked her ass. She just spun the dial on the washer and started the laundry.”



“Then she surprised me by thanking me for my honesty,” Fred explained. “Can you believe that? She has the best tits and pussy I’ve ever had and was thanking me. I guess because I didn’t hide the fact that I wanted to fuck her?”



Kathy was never upset by Fred talking about how good mom’s body was. She seemed to actually like it.

I was determined to take that “Best Tits and Pussy” title away from mom.



I heard to vibrator hum. He was going to give Kathy the Hitachi treatment. Kathy was really moaning now and she put her hand over her mouth to muffle the sounds. I hope this meant that Fred was saving his hard cock for me.



When it was obvious that Kathy was having multiple orgasms, I scurried back to the couch.



I laid on my back naked and waited. I fingered my pussy. It was hungry for Fred’s cock. I imagined my pussy trying to suck a cock. It pulsated and grabbed at my finger. Fred walked in, mounted me quickly, and banged me fast and hard. All he wanted was to fuck me. And in the hall to their room, I could see Kathy watching. She was fingering her pussy and watching and moving closer and closer. I fucked harder, moaning loudly, as Fred hammered my pussy. I liked being watched.

CHAPTER 7

My body was growing fast. I had really noticed my breasts swell out and push up. My nipples always looked aroused. And now, over the last three months, my legs and ass filled out further. As I stood in front of my full-length mirror, I thought I looked good. This became apparent one Saturday when I attended a swimming party at Big Lake. My parents dropped me off there, and the chaperones, the Butler’s, were going to take me back home. Most were my age and a few older boys. There were a couple of parents to watch us and help with food, drinks, etc. It was a nice secluded spot with a private access. I knew everyone from either school or church and the chaperones too. The Butler’s were an older couple always involved in church activities, family outings, and field trips for the teens.



I brought my last-years two-piece swim suit to wear. At the beach, when I put it on, it was too tight. My boobs and ass had grown so much that they barely fit inside the suit. It looked like a bikini on me this year, but it was all I had. Of the twelve at the party, nine were boys. The older boys became very attentive after the first swim. My two-piece was clinging to my body. I didn’t have a mirror but when I pulled the tube top up to conceal my cleavage, my boobs came out the bottom. When I pulled it down to shield my under-boob, it barely covered my nipples. The bottom was stretched tightly across my hips and ass. Looking down, the outline of my pussy was totally visible. Not sure what to do, I tied a towel around my waist, crossed my arms over my chest, and pretended nothing was wrong. To make matters worse, it seemed to shrink as it dried. I was careful to stay away from the Butlers, knowing how strict they were.



Once in the water I’d just swam so no one could see my body busting out of my old two-piece. After an hour of swimming, three of the older boys asked if I wanted to go to a place where we could dive. I again hid myself in a towel and followed the boys lead. They cleared our trip it with the chaperones and the others stayed behind. It was a bit of a hike, but worth it. It was a rock outcropping where the water was very deep. Secluded from everyone but these three boys, I relaxed again and had a good time diving and swimming.