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Adventures in babysitting

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Like many young women, I used to babysit for extra cash when I was in high school. I was always happy for new clients, so when a friend of my parents reached out on short notice I was happy to take a the job. They needed someone to watch their young son while they went to an evening wedding the coming Saturday night.

I arrived about 10 minutes early, and was greeted by David at the door. He was a good looking gentleman, in his early 30s with short black hair, and very pretty hazel eyes. I remember thinking he was attractive and that he filled out his suit nicely.

He offered to show me around the house while his wife, Janice, was finishing getting ready. The house wasn’t huge, but it wasn’t small either. He showed me to the playroom where their son was glued to the TV, he waved at me and then went right back to his show. From there he showed me to the kitchen, told me to help myself to whatever I wanted in the fridge, and out the back door to a porch with a stunning view overlooking a river.

Set into a porch was a large hot tub, and I must have been looking at it, because he told me I could take a dip after his son went to bed and was asleep. He assured me that after his son fell asleep he very rarely woke up. When I informed him I didn’t have a bathing suit he smiled slightly before telling me that there was usually a spare in the bathroom off the kitchen, hanging behind the door.

When we went back into the house Janice was downstairs waiting for him to go. She was also in her early 30s, or perhaps late 20s, with long dark red hair, and green eyes. Her hour glass figure filled out her dress nicely, and I remember wondering if she was a real life Barbie doll with that figure. David was attractive but he had definitely married up.

David took me upstairs to show me their sons room and go over the bedtime routine. I made mental notes of everything he told me and assured him that everything would be fine. He smiled at me for the second time and said that he was sure it would be. There was something about his smile that made me think he was thinking about more then how I would do. While he smiled I looked him over, standing there in his suit and tie, and I couldn’t help but notice that his pants were a bit tighter then the last time I had looked him over.

In high school I was quick to develop. My chest was a size 30DD, and my jeans were a size 2. To say I was top heave would be an understatement, and that made it hard to find cloths that fit well.

I became very aware as I looked up from his tight pants that he was looking at my chest, and as soon as I noticed this my nipples began to get hard. It was impossible for him not to notice, and his pants got tighter. I was standing in the hallway and as he passed by me to get back downstairs, he brushed up against my chest with his arm. I was used to these things happening, they had been happening for some time, and I didn’t mind. It was nice to know that boys found me attractive.

They left for the wedding and told me they should be back between 12-1am. The actual babysitting was uneventful. Their son ate the meal they had already prepared, and at bed time he asked for more time like any kid would. I gave him some extra time, and he was quick to fall asleep around 8:30 or so.

After he went to sleep, my thoughts turned to the hot tub. I went out to inspect it, and realized rather quickly that there wasn’t much to opening the cover. It was heavy, but it lifted in 2 sections and stood against the house. The thermometer read 101 degrees, and as soon as the top was off steam began to rise off the hot water.

I went back into the house and into the bathroom with the spare suit. I closed the door, and sure enough on the hook was were 2 suits. There was a modest one pice, and a very un modest string bikini. Due to my large chest and small stomach and hips, I knew there was no way the one pice would fit. I thought about going in my underwear, or possibly just going in with nothing at all on, but ruled both those options out. I wasn’t shy, but I felt that if the kid came downstairs I should be in something more appropriate then underwear, and naked did not fit that description, so the suit it was.

The top was white, and there was no lining to it, so I knew it would be see through, but it was better then nothing. The bottoms were red, and little more then floss. I had to look twice to see which was the front and which was the back. I adjusted the strings as best I could and for a decent fit, and headed outside. It was early November and dark at this hour. I was chilly, so I rushed the few steps to the hot tub and got in. As soon as I did I realized that I hadn’t brought a towel. Oh well, that was a problem for future me.

The hot tub was easily big enough for 6 people. It wasn’t anything like the hot tubs I had been in on vacation. It had a place to stretch out, and plenty of comfortable seats that contoured to my body. I tried them all out, and decided that my favorite was the lounging chair. I played with the jets and the bubbles, but they were loud and I was worried I might wake the kid, so I turned them off quickly.

As I lay there looking over the river, and up at the stars my mind drifted back to David looking me over in the hall, and brushing up against me. I felt a familiar tingle between my legs, and my nipples got hard. I moved a hand between my thighs and slowly began to caress myself over the bathing suit. The fabric of the suit began to work its way between my lips and rub up against me in a way that excited me. I slid my other hand up to my breasts and rubbed them both before pinching my own nipple. The pain felt good, and the tingle between my legs became a throbbing. As I worked the fabric between my legs it became very apparent that it felt as good coming out as it did going in.

I began repeating the motion of stuffing more and more in, then slowly pulling it back out while thinking of his tight pants. It wasn’t long before I decided that I wanted more fabric in me, and I untied the strings. There was nothing keeping me from stuffing as much in myself as I could, and I was surprised to find that the whole thing fit with no problem. The way it felt coming back out slowly was amazing. As I pulled it out I pinched my nipples harder and harder , the pain in my nipple was the perfect contrast to the pleasure between my legs.

I brought myself to orgasm 2 times this way, the second lasting almost twice as long as the first. As I was preparing for a third orgasm I heard something that made my blood turn cold. The front door had clearly opened, and then closed. A few seconds later, Janice came out to the back porch and told me they were home. It was dark, and she kept her distance while we spoke, so I don’t think she could see into the tub that I wasn’t wearing any bottoms, or that the bottoms that I had been wearing were stuffed between my legs with nothing but a string hanging out. She told me that the bride had gotten wasted at the wedding, so the reception was cut short. She hoped I didn’t mind that they were early and she assured me that I could hang out in the tub as long as I wanted to. I thanked her, and without thinking of anything other then being polite I told her they could join me if they wanted.

I was stunned when she told me they would be right back with suits on. I was being polite, and that had gotten me into a hot tub with 2 people who I had never met before, and I was naked from the waist down.

It was a very short time latter when David came out wearing nothing but a small, tight, bathing suit. He had a very chiseled chest and stomach, and I noticed that smile in the moon light as he got close to the tub. He stepped down into the tub, and sat on the edge, facing me. It was impossible not to notice the outline in his tight, small bathing suit. As I looked at it, the tingle between my legs came back. As he slowly let himself into the tub, I straightened my back to give him the best possible view of my chest without standing up. He didn’t pretend not to look, and I stoped just before my nipples breached the water line. As I sat back down he exhaled, and that’s when I noticed he had been holding his breath.

We sat in silence until Janice came back out wearing a towel. She explained that she couldn’t find a suit that fit her, the one she usually wore when they had company was not hanging up and that they usually didn’t bother with them when it was just the two of them.

I have no idea what came over me, but I told her that it wouldn’t bother me, if it didn’t bother her and that she should just get in. She immediately dropped the towel and stood there in the light of the moon, and the stars. I could see that having a baby had clearly not affected her physique at all, she was even more perfect out of the dress then she had been in it. Her breasts sagged ever so slightly from the milk her body was producing to feed her child, but other then that she looked like the models I had seen in my fathers magazines. And to top it all off, there wasn’t a single hair on her body below her neck.

I was suddenly very aware of the fact that I had a little landing strip of pubic hair, and I was very happy that I had cleaned it up that morning while in the shower. As soon as the thought entered my mind, I realized there was no way anything was going to happen. I was their high school babysitter for crying out loud. It didn’t matter that we were all in a hot tub, that she was naked, that I was naked from the waist down with the bottom of my suit stuffed between my legs, wearing a top I knew was see through, and that he was wearing a suit that appeared to be to small and was clearly excited.

She moved to the center of the tub in front of David, turned to face me, and sat down on his lap. She looked over her shoulder, and told him to massage her shoulders. He did so without hesitation.

She looked back at me and asked if I was uncomfortable. I assured her I wasn’t, which was true. We all started to talk about how our nights had been, and at one point during a lull in the conversation David whispered into her ear that he hoped it wasn’t over yet. The words were out of my mouth before I realized I was thinking them, and I told him I was sure it wasn’t. I blushed and explained that it looked like they would be having a good night. They both chuckled. The silence that followed was deafening.

After a few uncomfortable moments, Janice asked me if I had ever had sex. She was very blunt and to the point. I was honest and told her that I had had a boyfriend last year, and that we had in fact had quit a bit of sex before he had gone to college. As we spoke about it, I became increasingly aware that David had moved one of his hands to massage her chest while the other seemed to be between her thighs.

She asked me what I liked about sex. I found it very easy to talk to her. I told her that I liked being looked at, the attention I got when I was naked. I liked how it was easy to tell if a boy found me appealing, and that I liked it when they did. I liked the way it felt to be touched, and to touch someone els, and that I loved being naked and vulnerable with someone els.

At this last bit, David stood up, and Janice slid over so I could look at him. He pulled his swim suit off, and stood in the hot tub naked. I looked hat him, he had as much hair on him as his wife did, and he was clearly excited. He was bigger then my boyfriend had been, or he was bigger then I remembered my boyfriend had been, I wasn’t sure. As I stated at him, I also stood up. The fact that I was naked from the waste down had clearly gone unnoticed based on their expressions, but when I reached up between my thighs and slowly pulled out the bottom of my bathing suit I was able to watch him go from being hard, to being rock hard. I liked that. A lot.

From there I dropped the bikini top, spun around slowly and sat down on the seat in front of him. I looked over my shoulder and told him to massage me. As he started to do so. I looked at Janice and asked if she would mind, she assured me it was fine. She also let me know that her suit looked better in me then on her.

It wasn’t long before his hands began moving around my sides, and brushing my breasts. The aching between my thighs was noticeable as he did this, and my nipples got almost as hard as he had. I slid back and could feel him in my back, as hard as he had been when I took the suit out of myself. He worked his hands around to my breasts, and began to fondle them. I moved my hand behind me, and felt him with my fingers. He felt wonderful. I had never felt a man without a condom before, and I knew instantly which I liked better. He reached down between my legs, and I opened my thighs to let him know it was alright. He slid both his pointer fingers inside me, one from each side, and I had my third orgasm of the night.

He waited patiently until I was done, continually moving them around, and finding all the spots that my ex never had, before pulling them out. As he took them out of me, he brought his hands out of the water and put one of his fingers in his mouth, while offering the other to Janice, who sucked it dry before proclaiming it delicious. I don’t know why, but watching her suck my juice off his finger made my whole body shiver with anticipation. I needed more. There had to be more. I was desperate not to be seen as to eager, but at the same time I wanted whatever was going to happen next to happen, so we could move on to the next then the next then the next.

David apologized and told us he felt that he was neglecting his wife, and moved over to be next to her. They both stood up and I watched as the touched each other all over. This was more then sex I realized, I was watching 2 people who loved each other very much make love. This was an experience I had never had. My ex boyfriend and I had only ever had sex, and I wanted to make love. That’s when I knew that the night would be a disappointment. I didn’t love David, and he didn’t love me. Tonight would not be the night I get to experience true lovemaking. But I was still sure the sex would be amazing.

When David slid into her, he did so from behind while they were still standing up. She bent over and put her face next to mine and asked if I wanted to taste her. I remembered how she seemed to enjoy my juices, and not sure how this would work, told her I did. She then asked if I wanted to taste David. I wasn’t sure what she meant, but I knew I wanted whatever she had in mind. I told her I did want to taste him. She had a wonderful orgasm, it was loud, but not so loud to bother the neighbors, and I could tell from the look on her face that it was intense.

After her orgasm, she pulled off David, stepped aside. He stood up straight, right in front of me, and I knew then what she had in mind. I didn’t think twice about it, I put him in my mouth and sucked all the juice off him and let them run down my throat. They were the most delicious thing I had ever put in my mouth.

After they they were off him and I began to taste him I realized this is what a man tasted like without a condom on. It was wonderful. I decided right then that condoms had a place, but it wasn’t in my mouth.

I decided I wanted to know how the rest of him tasted, and I moved down just a bit. I licked between his cherries, and put one in my mouth. He seemed to like that, so I put the other in my mouth. He was quick to remind me to be gentle, so I went back to just one, then to just licking the sack that kept them together. After a few minutes I went back to sucking him, and it wasn’t long before I got to taste him. I felt it coming, and I wanted to taste it. I let him cum in my mouth, and I used my tongue to swirl it against him before swallowing it down. I had always been told it was rude to spit.

After I swallowed the load, I kept him in my mouth. I had been told that some men could recover rather quickly, and I wanted to know if he was one. I felt him begin to go limp, and I began to worry that this wasn’t going to happen, but then I noticed that Janice had positioned herself on the other side of him, with her face between his checks. He stoped going down, and started to come back up again. When he was hard enough that I had faith this would work, I stood up, bent over in front of him, looked back into his eyes, and winked. He was not gentle. He shoved himself into me in a way that stunned me after watching how gentle he had been with Janice.

I was a toy, a thing to be used for his pleasure, and I was happy for it.

As rough as he was, he felt wonderful inside me. He didn’t just move up and down, but he slid in and out. Over and over again, it was as if he could feel what felt good, and he would continue to do it. He reached around and cupped my chest. I reached up and put my hand on his, and squeezed. He got the picture, and squeezed on his own.

The pain in my chest, contrasting with the pleasure between my legs was overwhelming. The pleasure was more intense then anything I had ever felt, and the orgasm that washed over me made my entire body stiffen up. David felt this, and did not stop. I don’t know how long it lasted, but it felt like the most wonderful lifetime I had ever had to that point.

As the orgasm passed, I felt myself begin to slip back down into the hot tub, but David held me in place and whispered in my ear that he wasn’t done with me yet. He continued to use me like the rag doll I had become, until I felt him stiffen, and then moan in pleasure. For the third time that night, I was very aware that he was not wearing a condom.

I sank back down into the hot tub, tired, but more satisfied then I had ever felt. I was spent but hoping it wasn’t over yet.

I looked around, and David looked worn out while Janice looked happy, but possibly ready for more.

David seemed to notice what I had, because he announced that it was time for him to go to bed, and he got up and went back inside.

Janice asked if I was done, and I told her I thought I was. She asked if I wanted a shower before heading out, and I declined, but told her that that sounded like fun for next time.

I got out of the tub and remembered that past me had not brought out a towel. I walked back into the kitchen in the cold of the night, and into the bathroom to get dressed.

When I got out of the bathroom, David was in the kitchen, naked. He thanked me for coming (cumming? I’m not sure to this day) and handed me an envelope. He told me that he had added a little extra for staying late. I thanked him and assured him that I would love to come (cum?) again. He assured me that I was the top of the list for babysitters, and I left.

I babysat for them many times that year, and although I enjoyed myself every time, there was something special about that first time.

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