The Trouble With Babysitting, Part 2
Marsha and I arrived early for our Friday night babysitting gig at Mrs. Windsor's watching out for her two-year-old daughter, Molly. After what we had discovered the first night we babysat for Molly, we were really anxious to get Molly to bed and Mrs. Windsor out of the house for as long as possible so that we could go back to the magazines and all of the nifty clothes and toys we found there.
"Hi girls," Mrs. Windsor greeted us at the door. "You're early but I'm nearly ready to go. I'll just be a minute."
Much to our amazement, Mrs. Windsor had a bath robe on that was mostly open at the front. Underneath it she was in her underwear. A fancy bra and panties, one of the leather garter belts and thigh high hose. Her body was really great looking, all tight and buff. Her breasts were small and firm. Her tummy was flat as a board. She had great legs, looking even better in the hose. I think it was the first time I ever felt my pussy gush. I had heard my friends talk about it but I didn't understand it until that moment.
We followed her into the house and went looking for Molly. The next time we saw Mrs. Windsor, she was dressed like a man again in a work shirt and a pair of jeans. I was dying to ask her why she covered up that great body with those clothes and why she hadn't thrown on a slinky, short, black skirt and a funky, skimpy, blouse, some spiky high heels that would show off her great legs but I didn't have the courage.
Molly already had her PJs on and after her mom said good night and told us when she expected to return, we read a story to Molly and she was soon asleep. Marsha and I scampered to the spare room with eager anticipation though no real plan about how we would proceed to explore this dark, arousing life style that we had stumbled on to.
We immediately got out all of the gear that we had out the night before and laid it on the bed. Then we pulled out the magazines again to study them to see what we could learn. Marsha went straight for the ones where women were doing each other with the plastic dicks and she suggested that we try them. Typically, one of the women in the pictures was wearing the thing and sticking it into one hole or the other of the other woman.
Sometimes the woman getting it would be on her knees, sometimes tied up and sometimes not, sucking on the plastic dick. I sort of wondered what the point of that was because it didn't seem to me that either one of them would actually be getting any pleasure out of that. Marsha disagreed. She said it had to do with the submissiveness of the act. That sucking on a dick from that position or tied up was being put down and that it was enjoyable to some people. That she was beginning to believe it was to her.
At other times, the women would be putting the dicks into the pussies or in the back holes of the other women. This sort of made sense to me because they were getting loved up like a guy would love up a woman.
All in all the pictures were so sexy that we soon decided to get undressed and to try some new things for ourselves. We put on the outfits we had tried on the other night, hose and garter belts, leather boots and gloves. We paraded in front of the mirror again and again. We got really hot seeing ourselves in those clothes with our little girl mounds and our little titty nubs showing and we were soon jigging ourselves off with our leather gloves. When we got a bit of relief by doing ourselves, we did each other.
Marsha said she wanted me to wear one of the plastic dicks and use it on her, trying to see if it would go into all of her holes. I was pretty uncertain about how this might work out because the dicks looked so large and Marsha's holes looked pretty small to me but I didn't want to disappoint my friend who seemed to be getting more excited about this stuff than me. I found the smallest dick I could that was attached to a harness that would fit me and strapped it on.
Marsha got down on her knees and I sidled up to her face and she willingly accepted my dick in her mouth. I thrust my hips back and forth like I was fucking her mouth and she bobbed her head in synch. She reported that it made her pussy tingle to do that but wanted to get to the other holes as soon as we could. I was watching her in the mirror while I was rocking my hips, fucking her mouth with my dick and I noticed she was playing with herself while I was doing it.
She got up and lie down on the bed and spread her legs wide apart and said I should try to get the dick into her pussy. I asked her if her mom had ever talked to her about virginity and whether she knew if she still had the little piece of skin that covered her hole and would break when she fucked a guy. I said this is going to be like being fucked by a guy.
I knew that mine was already gone or that really it was never really there. Marsha said that hers wasn't there either. She had fallen as a little kid and landed on hard or her cunny and had bled out of it. She remembered thinking she was going to lose all of her blood out her pussy and die but her mother had told her it was nothing and it would make her wedding night easier to take.
I climbed up between her legs and held the dick in my hands and tried to guide it into Marsha's slit. She helped out by spreading her lips a bit and took the end of the dick and stuck it in. I kneeled over her and pushed it in and out of her like I was a guy fucking her. I had watched a movie of a guy fucking a girl that my dad thought he had hidden so that no one could find it but he was stupid and put it the same place my parents hide Christmas presents. While I was watching it, I imagined him watching it and pulling on his own real dick as I had seen guys do in the movie. That thought made me hornier than watching the guy fuck the girl but I remembered how it was done anyway.
Marsha kind of sucked air when I stuck the dick in her but as I got caught up in the rocking and the rhythm of it, she did too and I think her breath quickened. Before I knew it, she was actually beginning to come from my fucking her but she was helping out by rubbing her sweet spot with her hand. All of this got me going too but in the position I was in, I couldn't touch myself and do her too so I had to put it off for a bit.
After Marsha came and said we should move on to the next hole, she wanted to have her hands tied behind her back and lay over the edge of the bed while I pushed my dick into her rose bud. I liked the idea of this position because I thought I would be able to jig myself while I was pushing my dick into her. What I was concerned about was how we were going to get the dick into her little back hole. Had I seen a tube of something in the closet? I ran over and sure enough there was a tube of greasy, clear stuff that I bet was designed for making it easier to put these dicks into places that were small.
Marsha bent over the edge of the bed and I bound her hands behind her back and greased up my dick. I also greased up my fingers and started out by sticking one into her back hole to get things started. We had seen pictures of this in the magazine. In fact, we had seen the women kissing and licking this hole first and then sticking fingers into it and then the plastic dicks but I wasn't up to kissing Marsha's rose bud just yet.
I first put one greased finger in and then I ventured two of them. It was a stretch and I couldn't imagine how I was going to get my dick into her but I didn't want to disappoint my friend so I started to go for it. I put the head of my dick up against her rose bud and slowly began to push it in. Marsha started to make sounds like she was enjoying my doing that though I was imagining it was hurting her to be taking the dick in her bum. She asked me if I wouldn't spank her, please, while I was pushing it in and once I got it in, would I fuck her like I had in her cunny.
Once I had gotten the dick in as far as I dared push it and was rocking back and forth, I gave her a few slaps on her ass cheeks. I might have given her more but I was totally beside myself by this time and had to touch myself. I got working on my cunny with my hand while I was rocking my hips and fucking my friend in her ass with my dick. Marsha was enjoying it too but I felt bad that she couldn't get to herself because her hands were tied.
In a little bit, she began to beg me to get her off so I pulled my dick out of her ass and helped her turn over. Without really thinking about how I was going to make her feel better, I got down on my knees and pushed my mouth into her sex, looking for her spot with my tongue that I knew would relieve the ache between her legs. Once I found it, I licked and sucked hard on it and pretty soon Marsha was making all kinds of noises and coming again into my face. I was still pushing on my lips at the top of my sex and I got off too.
As odd as our behavior was getting to this point, I was really falling for Marsha in a way that was different than our friendship had been up to this point and I was rally hoping that she was feeling the same way. In fact, I was thinking that I wouldn't mind at all using my mouth on Marsha's cunny the next time we were together away from all of these toys.
Apparently, we had been making quite a bit of noise because who should turn up at the door but Molly. I guess we must have woken her up.
"I'm going to tell my mommy that you are using all of her stuff," Molly said and Marsha and I caught our breath.
"Gees, we weren't hurting anything Molly. We'll do anything you like if you will keep this a secret. How about some candy or some hot chocolate," I offered figuring that something sweet would buy her off, at least long enough for us to get out of the house. I just didn't want to get confronted while we were still here and maybe not get paid.
"If you let me practice on the two of you, I won't tell my mommy about what I saw you doing."
"Practice, practice what?"
"Practice being a dom of course. Mommy is teaching me to be like her and do things to girls that like to be treated a certain way. That's what my mommy does, she's a dom to other girls that like it."
I was getting dizzy with what I was hearing Molly say. Marsha was still lying on her back over the bed with her hands tied behind her back basking in the orgasm that I had just given her with my mouth and giggling over what Molly was saying.
"Ok, I said. What would you have us do?" Sort of thinking what could this kid actually know how to do? How bad could it be? We would just let this kid do her little thing and then we would get her off to bed with a promise that she wouldn't say anything to her mom.
"Both of you should lie on your stomach on the bed with your legs hanging over and I'll be right back. If you aren't in that position when I return, it will be harder on you."
Gees, this kid was really getting cheeky but I wasn't about to not do as she asked so that we didn't get tattled on. I turned Marsha over since she still had her hands tied behind her back and then I got myself in the same position and waited for our little friend to return.
I was watching the door to the room in the mirror on the wall and when I saw her come back in, it took my breath away. She was wearing the most amazing little costume. She was naked except for a three inch leather belt around her waist and miniature leather boots and gloves, just like the ones we were wearing. Her nipples were just like little freckles on her flat chest and her little girl mound was the cutest little puffy thing you have ever seen.
Molly told me to put my hands together and before I knew it, she had secured them with a pair of hand cuffs. It was at that point that my mood got a bit somber. I didn't remember anything from our babysitting course that would help me in this situation except I did remember that you weren't supposed to lose control to the kid you were sitting.
Molly picked up a riding crop off of the bed where we had put stuff from the closet and alternately gave Marsha and I a whack with it on our backsides from our thighs up to our backs with most of the emphasis on our bums. It didn't really hurt, she hardly had the strength to do any harm, and it just kind of stung for a bit.
Except for the fact that I was kind of helpless to get control of the babysitting situation and hoped that there was a positive turn of events in the next little bit, I was beginning to enjoy the bondage and the spanking and I could see what Marsha liked about it. In fact we were whispering that this scene was really turning us on and we were trying to figure out how we could get Molly to rub our cunnys so that we could get rid of the ache.
We were kissing one another and trying to hump the bed the best we could. I told Marsha that I loved her and that when we were alone again I wanted to talk to her about doing things together without all of this stuff. She said she felt the same way and would like to talk too.
"Hey, Molly," I thought I remembered seeing a battery operated plastic dick in the closet. "Do you think you might find the thing in the closet that vibrates and touch our cunnys with it? We need to rub our cunnys here and can't get at them."
"The dom is supposed to decide what happens and that's me. Mommy says whatever the subbie asks for, you never give them. You give them something else instead."
"Right, but we're your babysitters here," I said getting really tough, "and we are just going to get up and leave you alone here unless you give us some consideration." It had just occurred to me that I could undo Marsha's leather wrist straps from behind my back and then she could overpower Molly for the key to the handcuffs and we would be back in charge. But that would be plan B if my request wasn't honored. In the meantime we might as well enjoy the moment.
"OK, I'll get it."
"Good girl or is it Mistress Molly?"
"Mommy says we're going to be a team when I get a little older and then I won't need a babysitter because we will work together."
I just imagined what a team they would make if you liked to be dominated. Imagine one of the domitrix being a three year old. Bless her, she came back with the battery operated dick and asked me where she should put it. Both Marsha and I spread our legs a bit and said right under us and until we said to stop.
Molly started on Marsha and she came a couple of time real quick. Then she moved on to me and I was just coming the first time when we heard another voice in the room.
"Molly, isn't it way past your bedtime and what have you done with the babysitters?"
It was Mrs. Windsor and hearing her voice took all of the fun out of the orgasm I had just finished.
"They were into all of your stuff so I thought I should practice being a dom on them. They just wanted me to use this on them after I spanked them."
"Oh, they did did they? And what were you two doing snooping in my closet?"
"Well, we were just looking around and we found this stuff and it turned us on so we thought we'd try some of it out and then Molly caught us…" I didn't know if that tactic would work or we were cooked and Mrs. Windsor would report us to our moms, but really, what was she going to say, anyway? I was thinking that we just had to talk our way out of the house and this would all go away.
While I was trying to twist my head around and talk to Mrs. Windsor though, she was undressing from her man looking clothes and uncovering the really sexy underwear that we had seen her in at the beginning of the evening. At the end though she also took off her bra and slipped out of her panties and then went to the closet and put on a pair of boots and gloves. She was now dressed, or mostly undressed as the case might be, like Marsha and I and even Molly.
Mrs. Windsor examined the stuff on the bed and realized that we had used one of the plastic dicks. She wondered who had fucked who and I told her that Marsha had wanted to have it in all of her holes. Mrs. Windsor said I shouldn't be left out and should experience the same thing and that she would personally catch me up while Marsha and Molly watched her technique.
Not that I really had any choice but I was getting excited about the prospect of Mrs. Windsor doing to me what I had done to Marsha and even the thought of Marsha and Molly watching me was exciting. The first thing Mrs. Windsor did was to stand Marsha up and lead her over to the wall. Undoing her hands from her back, she secured them again in front of her and tied a long rope to her wrist restraint. Standing on the chair, Mrs. Windsor looped the rope through a hook in the ceiling and pulled Marsha's arms up above her head and secured the rope to the heavy chair. She then took some ankle cuffs and secured Marsha's legs. Little dom Molly took the opportunity of Marsha' s helplessness to give her a few whacks with the riding crop.
Then it was my turn. Mrs. Windsor undid my cuffs as well and reattached my wrists to the head board of the bed above my head. Placing an ankle cuff on each of my legs, instead of hooking them together, she put a long rope in each of them and pulled my legs up and apart by putting the ropes through hooks in the ceiling. My bum was pulled off of the bed just a bit, presenting both of my bottom holes upwards.
I got so incredibly aroused being in this position and watching Mrs. Windsor put on one of the plastic dicks and watching Marsha, tied up helplessly watching me with envy in her eye and seeing little dom Molly whacking Marsha with the riding crop and studying her mother's technique. I just knew I was going to come a million times in the next few minutes if I could just get my pussy touched. The anticipation was just building and building.
Mrs. Windsor started with my mouth just as I had done with Marsha. She squatted over me and pushed her dick into my mouth and thrust it back and forth a bit. Then she took it out and moved down to my middle. With my legs spread so far apart by the ropes, she was able to get a good view of what was going on inside my sex lips. She took three fingers of her hand and slipped them into her own pussy, making them wet and pushed them into mine. I was plenty wet to begin with and she smiled when she realized that I was soaking myself. She removed her hand and brought it to her nose, inhaling both of our scents, commingling on her fingers.
Positioning herself over me, she entered me with her dick and began to thrust. It felt awesome having it there and the dick that she had picked had a bit of a nub at the top of it that perfectly lined up with my sweet spot so as she thrust in, it touched me perfectly and I was soon on the verge of coming. Sensing this, Mrs. Windsor pulled out of me and grabbed my cunny with her gloved hand, putting a finger in my vagina and her thumb on my clit and manipulated it roughly, causing me to start wave after wave of orgasms.
I was panting, catching my breath but Mrs. Windsor had one more place to visit before she was finished with her dick. Lubricating it just as I had done with Marsha, she eased it into my exposed rose bud and the experience was such an odd sensation of pleasure and pain that I came again from it even without my clit being touched.
As I was catching my breath from all of this, I realized I had to pee and it was getting kind of urgent. I announced this to no one in particular and Mrs. Windsor responded…
"Oh, terrific. So do I. How about you two?" she asked tied up Marsha and little dom Molly.
"Yes," they both said.
"There's been something that I have wanted to teach Molly about being a dom but I haven't had the chance. You two stumbling into my stuff has provided a great teaching moment for her."
Mrs. Windsor quickly untied both of us and told us to take off all of the gear we had on so that we were bare assed naked and led us into the bath room. She asked Marsha and I who could hold our pee a bit, and I said I could.
"Okay, then you sit in the bottom of the tub first," she told me. She had Marsha get into the tub after me and showed her how to squat over my face and then told her to let loose of her pee. Mrs. Windsor told me to try to see how much I could catch in my mouth and swallow, saying that it wouldn't hurt me a bit.
I liked it a lot and I thought it was the perfect end to the scene that I had just experienced. Marsha got to have most of the fun with this stuff though because then she switched places with me and first me and then Molly and then Mrs. Windsor all peed on her face and her tits and her cunny.
Mrs. Windsor told us there was one more thing we had to perform before we were done for the evening but she let us run through the shower first to wash the pee off. After we had dried, we went back into the spare room and she said that Marsha and I had to get her and Molly off. Marsha was to lie on her back on the bed and little dom Molly was going to squat on her face. I was to kneel and Mrs. Windsor would push her sex into my mouth and I would do her that way.
I was glad that I had my hands free for this so that I could frig myself while I licked Mrs. Windsor's sex. Marsha later said that she played with herself too as Molly humped her little girl slit on Marsha's mouth. As I was doing Mrs. Windsor, I tried to catch a glimpse in the mirror of Molly riding Marsha's face like a pony. I think maybe we all four came at about the same time.
I was really smitten by both Mrs. Windsor and little Molly and, of course, Marsha too who I couldn't wait to have over for a sleepover as soon as I could arrange it. I was hoping that we could all continue to get to know one another and that this wouldn't be our last time together. I wanted to learn more about Mrs. Windsor and her being a dom and what she was teaching little Molly to do.
When we had all gotten sort of dressed again and back to kind of normal, Mrs. Windsor offered to pay us for the babysitting and wondered if we would be interested in doing it again. I spoke up and refused any money saying that we had let the babysitting get out of control but that we would be happy to sit again, especially if she were going to be home or be willing to play with us after she got home.
"Great, how about next Friday night then?" she said.
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