My Sister Is the Babysitter

All sexual participants are 18 or older.

I came home from work and went straight to my room. I intended to change and go out to the pool. I was working all the overtime I could to make as much as I could before starting college in the fall. The long hours and strenuous construction job left me hot and tired. I went to hit the shower before hitting the pool as my folks requested, when I heard unusual sounds coming from my sister's room. I went to her door but it was closed and locked. I put my ear to it and listened. I thought I could hear two people whispering and moaning in what sounded like a sexual activity. Maybe she had company? Her boyfriend? but both voices sounded feminine? I was curious but decided it was none of my business. I went and showered then hit the pool.

As I floated in the pool cooling off, it occurred to me that if it was one of her friends there should be a car parked in the drive. This peaked my curiosity and had me guessing about who I had heard with her.

After a half hour, Sue came out and joined me in the pool. She looked quite relaxed. She had a kind of satisfied glow about her. She kept glancing at me when she didn't think I would notice. Now my curiosity was really active. She looked like she had a secret she wanted to tell me. Did I really want to know?

Let me tell you about Sue. She is my older sister. By 10 months. I've heard us described as "Irish twins" by some. She is a very curvy girl. At 20 she is 5 feet 4 inches. Very busty with wide hips, a tiny waist, and cute face. She may be on her way to gaining weight but she still looks great to me. I'm constantly urging her to exercise more and eat better. Does she pay any attention to me? NOOO!

She was an early bloomer which led to her being very popular when she started high school. With me only a year behind her, I took advantage of her popularity. We had played around and experimented with each other early on but never went too far. I can't say for sure, but I believe she was a virgin on her 18th birthday. That didn't last for long.

She was pursued by not only the popular guys, but some of the popular girls too. That didn't seem to bother any of the guys. Maybe they just didn't get it or maybe they thought that dating her would help them to get in the girls pants together. Either way, I quickly learned which ones were NOT targets. I also got to see them together in the pool. I didn't get to see much though. Damn!

The steady stream of her paramours continued the summer after her graduation. She had decided not to go to college until she had a solid idea of what courses she wanted to take and what she wanted to major in. I'm thinking she just wanted to enjoy as many of her flames as she could before they went away to school. My parents talked to her and let her know that they didn't mind her living at home until she figured out what she wanted to do, but she needed to make her own spending money. They drew the line at funding her party career. That is how she started doing babysitting. I was surprised at how lucrative it turned out to be for her. But she had to work at it. She figured out how to monetize her looks, popularity, and love of both sex's.

Sue began by working all the weekends that first year. Friday and Saturday were her money making days. She began to build a list of her clientele. People who wanted her and were willing to pay to get her. I was surprised how many there were and what they were willing to pay for her services. What I was not aware of was what her services included.

She continued to date but mostly during the week. It didn't seem to slow down her lovers much that her weekends were her work days. In fact, some of them liked that she didn't want to see them on the weekends. It meant that their weekends were also free. As I started my senior year, I began to hear rumors about Sue and her babysitter services.

As I became more aware of my tastes in women I realized my sister was certainly on the top of my list. However, I was also aware that some of her girlfriends really rang my bell. Two of her playmates really interested me, but I was afraid to approach them as I knew they didn't prefer guys. They also were not my usual idea of sexy women. They were quite thin and flat chested but they were very cute. Watching them interact with my sister, I knew they had a great sense of humor and were very intelligent. I enjoyed talking to them when they were with my sister. When I mentioned this to her in passing, she seemed very interested. She didn't say anything to me at first. But later, she talked to me about something she had been thinking about for awhile.

What I had been hearing rumors of was that she was playing around with the parents that she was babysitting for. And not just the Dad's. The mothers as well. Sometimes both at the same time. That was what she wanted to talk to me about. Would I be interested in helping her out on the weekends? She thought I could make some real money. As good as overtime at my job and a lot more enjoyable. All I had to do was take care of the mothers while she satisfied the dads. Maybe sometimes we could double team the parents. On certain occasions she and I would service some of the mothers together. She knew a couple of the mothers who had asked about "her stud brother." That was what she wanted to talk about that evening at the pool.

It was the neighbor lady who had been in her room with her when I got home. She wanted to know if I was interested in fucking her. She told Sue she would be happy to make it worth my time. She even suggested all three of us could do each other. She seemed to think Sue and I were active with each other. It was an interesting offer. I told Sue I would consider it. I then asked her about her 2 girlfriends and if I stood a chance with them. She said she thought so if we approached it right. If they thought she and I were involved and I treated my sister well, they could trust me to treat them the same. The neighbor lady felt the same way. I told Sue that I was interested.

It was the next weekend when Sue called me and told me to come pick her up at one of her regular's home when she was supposed to get off. "Dress sharp but casual" is the way Sue put it. When I rang the doorbell I was greeted by the mother. She looked me over and broke out in a grin. "Come in. You'll do just fine". She led me into the empty living room and stood in front of me as she looked me over as a hungry man would look at a choice steak. "So, the same price as your sister?" I was uncertain what she was asking about, but played along as if this was a common question.

"Sure. That will do". She began to undress like her cloths were on fire. I watched as her body was exposed to me. I was not used to things like this happening to me.

She was pretty damn good looking to me. When she was down to her bra and panties she stopped and looked at me.

"Well? What are waiting for? An engraved invitation?"

I began undressing, but slowly as I figured she would like to watch. It was the right move. She watched with wide eyes as my young body was exposed to her. When I removed my shorts and my hard cock sprang up and out, I thought she would jump on me. She grabbed my cock and in a low growl told me "God, it's been some time since I've had one this hard". She dropped to her knees and put it in her mouth. Licking it and then rubbing it over her face. She put it back to her mouth and grabbed my ass with both hands, pulling me hard to her. My cock going into her all the way. I could feel myself lodge deep into her throat. Her eyes bulged and she began to gag on me. I was impressed that she controlled her gag reflexes and continued to hold me all the way in her throat. She withdrew and gasped for air. Her spit running down her chin as she gasped.

I reached down, and putting my hands under her arm pits, lifted her up to face me. I held her at arms length and looked her over critically. "Your very beautiful. Lose the rest of your cloths. Please". She got rid of her under garments in record time. She moved to the arm of the couch, moved a blanket to cover it, then bent over it. Her body laying onto it with her ass up in the air. Her beautiful ass cheeks exposed to my worshiping eyes. I was not used to having women expose themselves to me in this manner. Especially older MILF women.

"Oh damn, Fuck me. Please! I need that cock inside of me. Fuck me hard"!

I moved to her and put my prick at her slightly hairy cunt. She was very wet and I went in easily. All the way in on the initial thrust. She moaned loudly. I pulled most of the way out and started giving her what she wanted. Hard, deep, and fast. She was a very vocal lover. I was a bit worried about her children overhearing us. It turned out the kids were at the other end of the house. That's why we were in the living room. It was where the camera was set up as well. I didn't know about that until later.

I was squeezing her beautiful ass, pounding her juicy cunt, and having the time of my young life, It seemed she was too, and all too soon she exploded into a powerful orgasm. Moaning, quivering, her juices running all over the arm of the couch, until she just collapsed onto it. Gasping for breath. I pulled out and moved back to inspect the results of our actions. She was beautiful. Her pussy gaped open. Her juices leaking out of it. Her relaxed body exposed for me to gaze upon.

The noise behind me made me look back over my shoulder. My sister stood there eyeing me with a man behind her, his hands around her naked waist. His age told me that this must be the father. My lover's husband. He had an excited look on his face. Lust in his eyes. He let go of my sister and moved to his naked ravaged wife. Staring at her well fucked relaxed body. I moved back, letting him move to her and run his hands over her fine ass. His hands moved down to play in the liquids leaking out of her gaped open pussy. She moaned at his touch. His cock becoming erect as he stared at her.

I backed up into my naked sister. Her hands went to my ass and played with my cheeks. I was still hard and her hand went to it. Squeezing at my cock wet with the wife's spending's. It felt wonderful but kind of freaked me out.

"Do you two have to leave now? You want to play another hole or two? I could make it worth your while"! He looked back at us. Lust burning in his eyes. He worked his fingers into his wife as he asked the question. Spreading her spending's around onto and into her lovely body

My sister answered the question. "No. We really need to get going. I'll come by and collect in a day or two. Remember, there's two of us this time". I moved to pick up my cloths. Sue had her bag in her hand and went to the closet and got her long coat. She put it on with nothing underneath, and watched me put on my pants and shirt with my underwear and socks going in my pocket. The husband put his almost hard cock at his wife's still dripping cunt and pushed forward into her. I slipped on my shoes and headed for the door. Sue put on her shoes and followed me to the door, closed it on the scene developing behind her, and together we got in my car and drove away.

We didn't say anything during the trip home. We pulled into the driveway, I shut the car off and we just sat there together. Finally I looked over at Sue and she asked "So, what did you think? You think you could do it again? I know they're willing. At least he is. I think she will be when she watches the video".

"VIDEO? You mean they recorded us? And you just forgot to mention that to me? That's not good".

"It's just as damning for them as it is for us. It just proves that we were all consenting adults. The best part is there is no pictures of any money changing hands. Plausible deniability".

"You think you have it all worked out. Don't you". I stared at her sitting naked under her coat in my car. Damn she was so hot. I thought about the MILF I had fucked and I thought my sister was hotter. "What would they have expected if we had stayed?"

"I'm not sure, but I think he wanted to watch me eat his wife while you fucked me. People already think that we fuck each other. It's a real turn on for some. Maybe he would want to fuck me as I ate his wife and she swallowed your cock. Who knows. There is good money to be made at this. Especially if we're willing to play the incest card".

"I'm not sure I want everybody to watch me have sex with my sister".

"Are you saying you don't want to have sex with me? Or are you saying that you do but that you don't want to have them watch"? There was a feral look in Sue's eyes as she asked this. She really wanted to know.

I knew I lusted after her hot body but I didn't want to say it. It didn't seem right to me. I could watch her with other people, men and women, but I didn't want anybody to know how I really felt about Sue. That I lusted after my sister. And maybe that I had real feelings for her.