7 comments/ 117107 views/ 12 favorites Beware of the Babysitter By: poboy789 This is my first attempt at writing something like this. Please let me know if it is liked and worth continuing. * Wednesday It had been a pleasant evening. The summer was winding down. My wife, Kate, and I had been at a party at a friend's home. We were returning home. I looked at Kate as we pulled into the driveway. What a remarkable woman. We had been married more than 15 years, but she was as beautiful as the day we met. Changed, as we all do.... a little heavier a little older, but still fit and beautiful. Short brown hair, blue eyes, beautiful breasts, and a lovely figure. What a lucky man I was. We walked in the house and were greeted by the babysitter, Tiffany. Tiffany has been our babysitter for years now. Our children, John (12 years old) and Emily (15 years old) loved her. Tiffany had babysitted them since her freshman year in high school and has essentially become a member of our family, going on vacations with us and often times just hanging around and visiting. Tiffany was now in college, home for the summer and had volunteered to stay with the kids, even though they were getting a little old for a babysitter. My heart sank when I saw her because I realized any chance of me getting lucky tonight were gone. I had to drive Tiffany home because her car was in the shop. By the time I got back, Kate would be ready for bed and sleep -- any attempt at an amorous coupling would not be enthusiastically welcomed. Oh well, such is life. Tiffany visited briefly with us in the kitchen. As I watched her talking with Kate, I realized just how much Tiffany had grown. She was no longer a teenager, but was now a grown woman. She had a full figure, which her jeans and white blouse did nothing to hide. Her hair, which was long and black, was pulled back. Her skin was tan from the summer sun. I bet she was driving the boys crazy at school. On the way to her home, we talked about school, how she was doing in college and speculated on what she might do when she graduated next year. I pulled in her driveway and waited as she searched for her keys in her purse. I turned on the car's inside lights so she could see better. As she was leaning over to look in her purse, I could see down her blouse. I couldn't help but stare, not that there was much I could see, just her white bra. The next thing I know, she looks up at me and says "Mr. G, are you staring down my shirt?" Maybe it was the couple of drinks I had earlier, or just being caught.... I don't know, but I just stammered. I could not respond. Tiffany sat back, looked at me and said "Well, you've seen mine, show me yours." What... did I hear her correctly. Tiffany must have seen the confused look on my face, because she went on "Mr. G, you saw me....now you show me your penis." At this point, I attempted by reply: "Tiffany, that wouldn't be right......I apologize for what I did....I didn't mean....." Tiffany responded "Mr. G, I don't care what you did or didn't mean. You were trying to look at my titties. Now open up those slacks and show me your dick, or, so help me, I will tell Mrs. G what a dirty old man you have become!" Now I was just plain taken aback, no one had talked to me that way before. I have no idea what came over me, but so help me, I started to unzip my pants. I got the zipper down, when Tiffany encouraged me, saying "Well, I'm waiting." So I pulled it out of my boxers so Tiffany and the whole world could see. Now, at this point, I'm pretty self conscious and Mr. Happy is acting kind of shy, so now I'm thoroughly embarrassed. I can feel my cheeks reddening, when I hear "Mr. G, what a cute little dickie, but it doesn't look very excited to see me. STROKE IT FOR ME." And for whatever reason, I did. As I'm stroking and becoming hard, I look up at Tiffany and see her sit back. "That's nice," she says, "Keep stroking...make it hard for me." Next thing I know, Tiffany is lighting up a cigarette. I've never known her to smoke and we don't let people smoke in our car. I started to say something, but she just looked and me, said "Shut up...keep stroking." And, I did. Next Tiffany told me to "close your eyes.....think of my tits.....I want you to cum thinking of my tits." Closing my yes, stroking faster and faster, getting harder and harder, I could feel myself starting to cum as I invisioned Tiffany's breast in the bra and imagined what they looked like outside the bra. "Cum for me," she said "cum in my hand, right here." Cum I did, again and again it felt like. All in the palm of her hand. Then, as I opened my eyes, she looked at me and said "Lick it up." "What!" I said. "Well," Tiffany impatiently continued, "I can't go in my home with your cum all over my had .... Clean my hand .... LICK IT UP!" She grabbed the back of my head and pulled it to her hand. I could see my cum, pooled in her hand, starting to run over. And I licked it. Tentatively at first. I had never tasted myself like this before. A few times I had tasted myself with Kate, either on her lips our while licking her after we had made lover. But here, it tasted strong, pungent. Tiffany encouraged me telling me "that's it...lick it up for me." And I did, with more gusto, licking her palms and fingers, until it was gone. "Good boy, my little cum licker," she said when I was done. She gave me a peck on the cheek and then she was gone, walking up her drive to her front door. Leaving me, with my shrinking penis hanging out of my pants, my own cum on my lips, alone in the car. Thursday The next day, I found my self sitting at my desk, wondering just what I had done. I could not believe what had happened; I had pulled my dick and masturbated into the hand of our long time babysitter and friend... then licked her hand clean. Where was this going to lead. What would my wife, Kate, say if she found out. God, how as I going to face Tiffany again. Well, that question was promptly answered when my phone rang and my secretary announced that Tiffany was here to see me. I almost spit out the coffee I was drinking when I heard that. Before I could stand up, Tiffany walked in my office, cheerfully greeting me "Hi Mr. G," then in an undertone "How's my little cum licker today?" I had to put a stop to this. "Look Tiffany," I started, "I don't know what came over me last night." I went on "I'm sorry for what happened, but ...." She stopped me before I could get the next thought out. "Mr. G, I don't have long, I just wanted to show you these and make a proposal." She then handed me a stack of printouts of pictures. The first showed me stoking my dick. The second showed me, eyes shut, stoking myself above a hand. I could recognize Tiffany's ring on the hand. The next show me cumming into the hand. The last showed my face, licking my cum from the hand. "Cell phones are amazing things Mr. G. Mine takes pictures. These came out particularly well, considering the lighting and how fast your hand was going," she continued. "So, here is my proposal, my little cum licker: I want a slave – you – for a week. At the end of the week, we go back to just like things were." I Tiffany went on: "You can agree, or I can show these revealing pictures to Ms. G and maybe a few others. The choice is yours." I was floored. What could I do. Tiffany concluded: "I have to go, my friend is waiting for me downstairs. I'll give you some time to think it over. If you agree to my proposal, meet me for lunch at Antonio's, 12:00 p.m. tomorrow. You can keep the pictures to help you decide...I can always print more. Have a nice day .... Cum licker." With that she turned around and went off, leaving me dumbfounded, pictures in my hand, and, surprisingly, an erection. Friday I slept little Thursday night. What a mess I was in now. Once or twice I thought about telling Kate what had happened. But I quickly disregarded that idea. Maybe I could get though this without her finding out. Tiffany said it was only for a week. Then things could go back to where they were. I eventually made up my mind to give Tiffany the benefit of a doubt. I didn't help that I seemed to have a perpetual hard on since she visited me on Thursday. So, Friday at 12:00 I was at Antonio's. Tiffany walked in about 10 minutes later. She was impeccably and professionally dressed, back skirt, professional blouse, jacket, tasteful, but definitely high, heels. "Good, you made your decision." She said, then in a hushed tone, "slave." I then got us a table and we sat. The next thing I know I felt her foot, in her shoe, pressing against my crotch. She asked "What kind of underwear are you wearing?" In a near whisper, hopefully so no one would overhear, I told her "boxers." "Oh, that will never do. Go to the bathroom, take them off and bring them to me." Tiffany said. "Tiffany, plea...." I began "NOW!" she said, loud enough to get the attention of some of our fellow diners. I immediately got up. Struggling to walk in such a way that would not make my erection obvious, I made my way to the restroom. In the stall, I took off shoes, my pants, and pulled down my underwear. I felt humiliated, socked feet on the tile, naked from the waste down, praying that no one came in and looked under the stall. I managed to get dressed again, without incident, when the problem became what to day with my underwear. I tried putting them in my pocket, but the bulge they made was tremendous. I resolved myself to balling them up as tightly as possible in my right hand and carrying them through the restaurant to Tiffany. I handed them to Tiffany as I passed her chair and took my seat opposite of her. Much to my embarrassment, Tiffany then shook out my underwear for all to see, then placed them in her purse to the surprised eyes of the on lookers. Tiffany had a salad. I had a pasta dish, which I hardly touched. Tiffany had me open my pants. With her shoe, she fished my dick you of my pants. Fortunately, due to the table cloth, no one could see. But it made eating difficult. Eventually, she told me to rub it. Turning bright red, I did. She watched me, eating her salad as I played with myself, trying not to let anyone know. In a conversational voice, she asked if I was leaking. I told her I was. She told me to show her. I brought my hand to the table, and keeping it low, showed her the precum on my fingers. "Lick it off for me," she said. And, God help me, I did. In an upscale restaurant, penis out under the table, I licked precum from my fingers. And my hard on raged and Tiffany had me do this two more times. After I paid the check, Tiffany said – "Let's go." I started to put my penis back in my pants when Tiffany asked, "What are you doing? Did I till you to do that." Flustered, I explained that I couldn't stand up like this. "Ask nicely," she said. "Please, please let me zip up my pants." I asked. "Please...Mistress" she instructed. "Please, Mistress, Please let me zip up my pants" With a nod, she gave me permission and I promptly stowed my erection and followed her out the door. I thought we would say good bye and I could return to work, but that was not to be, yet. Follow me she said, and she took off at a brisk walk across the street to a shopping center. I followed, getting a bit nervous as she moved toward the door of "Victoria's Secret." Thankfully, my hard on had subsided as I followed her into the store. She finally turned and looked at me. I thought you could buy some more underwear. Then, before I knew what was happening, she had me standing in front of a display of panties. A saleswoman approached us and asked if we needed any help. Much to my continued embarrassment, Tiffany told her "no thank you, I think we can manage," as she held a pair of pink, silk, panties up to my waist. "These will do nicely. Go buy them and meet me outside," Tiffany instructed. She then turned and walked out the door. At the register, I struggled to maintain my composure as I handed to the panties to the same saleswoman who had offered to help us. It was clear that she knew the panties were for me, and after she rung up the panties and placed them in the cute little "Victoria Secret" bag, told me that she "hoped I enjoyed my purchase." I must have turned seven shades of red as my embarrassment grew. Outside, I met Tiffany. I tried to hand her the bag, but she refused saying "It's your purchase, your panties, you carry." She walked with me back to my office building. I was attempting to come up with some excuse for the "Victoria Secret" bag to tell my coworkers, when she stopped me outside the First Floor Men's' Room. Go in there and put your panties on. I went in and fortunately found the handicapped stall vacant. Grateful for the extra room, not to mention that it was the last stall in the room, I again took off my shoes and pants, humiliated again as I stood in the bathroom stall, socked feet, this time pulling up my panties over my again erect penis. Once outside the restroom, Tiffany escorted me down the hall to an unpopulated corner of the building. "Show me" was all she said. I unzipped my fly and spread it so she could see the pink panties covering my erection. "You will wear panties the rest of the week. Have a good rest of the day – Cum Licker." She gave me a peck on the cheek, spun around and disappeared down the hall and out the front door. The rest of the day was interesting to say the least. I never knew underwear could be so erotic and frustrating. Throughout the day I was left with a perpetual erection that rubbed against the silk undergarment every time I moved. I eventually determined that I was not going to be able to get any more work done and decided to take off a little early. The problem then became the panties. I could not take them home. If Kate found them, I would be in real trouble. I decided leave them at the office. I went to the bathroom, took them off, locked them in my desk and headed home. When I got home, no one was home. I changed into some shorts and a polo shirt and went out to do some work in the garage. I was cleaning some tools when I heard Kate's car drive up and park in the driveway. I didn't turn around, but I heard them all walk towards the house and go inside. However, a chill went down my spine when I heard Tiffany's voice behind me say "Hello cum licker, lets take a quick peak at those panties." I turned around to face Tiffany. She had changed cloths, now wearing gym type shorts and a tee-shirt. She had a stern look on her face as I explained "I'm not wearing them." "I'm not wearing them, Mistress." scolded Tiffany. "I'm not wearing them, Mistress," I replied. "Where are they?" Tiffany questioned. I explained that I had locked them in my desk, promising to put them on first thing when I went back to work. "I take my time to help you pick your cute little panties out, I instruct you to wear them, you DAMN WILL WEAR THEM, SLAVE!" Tiffany said, her voice rising. "You will have to be punished. Go get in the car, while I go tell Mrs. G, that you are coming with me on an errand and taking me home." I sat in the car while Tiffany told my wife God knows what. She got in the car and instructed me to drive the nearest grocery store. When we got there, Tiffany demanded $50, which I gave her. Then, without another word she disappeared into the store. She returned fifteen minutes later with a large bag, no change, and instructed me to drive to my office. Once in my office she asked about the cleaning people. I told her we have a cleaning crew of two ladies. Since it was Friday, I explained that they would not come through the offices until Sunday. "Good," she said. "Pull down your pants!" she ordered as she turned and locked my office door. I stood, shorts around my ankles, boxers still covering my groin. "Those disgusting underwear too!" Tiffany firmly instructed through clenched teeth. I pulled them down. "Go sit on the desk," Tiffany continued. I waddled over to the desk, trying not to trip as shorts and underwear were still around my ankle. What a sight I must have made. I finally made it to the desk, moved some papers and got onto the desk, sitting, facing Tiffany. Tiffany approached, pulled a chair in front of me and sat down. She pulled my shoes, shorts and underwear all the way off and spread my legs. She then opened her bag. She took out a large bowl and large bottle of water. She poured the water in the bowl and sat it on the floor between my legs. Next, she took out a big pair of scissors. She said "Be very still," and she reached up, moved my terrified penis to the side and began trimming my pubic hair. Once she had cut it short, she reached into the bag and pulled out shaving cream and a package of disposable razors. Tiffany lathered me up and proceeded to shave my pubic area and penis. I grew hard as she touched me to shave me. The shaving cream felt good as she applied it and methodically removed it with a razor. When she was done, she handed me a bottle of lotion and told me to put it on, but not get carried away. I put the lotion on my now hairless pubic area, cock and balls. Tiffany watched as I resisted the urge to play with my now hairless member. She then told me to clean up the mess, instructing me to put all the hair clippings, used razors, shaving cream and underwear in my office waste basket --- a "surprise" for the cleaning ladies as she put it. I straightened up my desk. I was still wearing nothing but my polo shirt, bald penis poking out, when Tiffany told me to stop. She ordered me to turn around and face the desk. She told me to take my shirt off. Now, naked, I bent over and rested my hands on the desk as she continued her instructions. "Spread you legs!" she almost shouted as she kicked my ankles out, forcing me to spread my legs until I was truly uncomfortable. "Time for your spanking" she said. "Keep your eyes straight ahead." Now, I had not been spanked since I was a child. I had no idea what it would be like to be spanked, but when Tiffany said she was going to spank me I thought there would be a few little swats and it would be over. Boy was I wrong. Tiffany hit me with a ruler, so hard I could feel it up my spine. I struggled not to yell as she hit me again. Then she hit me again and again. First she concentrated on the left cheek, until I could hardly stand it. Then she paused. "Wow, look how red your left cheek is and how pale your right cheek looks." She observed. It was true. My left cheek not only stung, but felt hot, while the right cheek felt cool. "Lets see if we can fix that," she said, as she took the ruler and started in on the right cheek. After a while of spanking the right cheek, she started back on the left check. Then alternated between them. Tears began to flow from my eyes. When she was done, she stepped back to admire her work. "Keep looking straight ahead," she ordered as she touched my ass. I could feel that there were welts as she ran her fingernails over them. "You should see your ass, slave." She said. Then she got close behind me. "But someone liked it," she said. "Look at your cock." I looked down and realized that I had a massive erection. I felt Mistress Tiffany (I had begun thinking of her as Mistress now, without any prodding) lean against my back. Then I felt her sex up against my ass. I could feel her soft pubic hair. Her flesh, her wetness She began rubbing herself on my ass. "Stroke your cock for me, slave" she whispered in my ear as she ground herself against me. I could feel her wetness coat my ass and it good. "Look at your naked cock as you stroke it – watch it." She continued to whisper hotly in my ear. Next, she put her panties over my head, with the crotch over my nose and mouth. "Smell me. Smell the pussy that you can't see, that I'm rubbing against your red ass," She said and I inhaled. I could smell her, the crotch of her panties were moist and musty and my cock throbbed. I felt her reach her hand down to play with herself as she rubbed against my ass...fucking herself against my ass. Beware of the Babysitter Ch. 02 Thanks for all the positive feedback. Hope you enjoy the second installment. * I felt Mistress stagger back and sit in a chair. "Keep looking straight ahead and don't move," she said. I heard her light a cigarette and inhale. A moment later she said, "Mmmmm.... that was nice slave." Then, in a more serious voice "But I didn't say you could cum. You're going to have to be punished for that." I heard her get up and pull her shorts up. She walked up behind me and looked over my shoulder at the cum all over my desk. "Mmmm. Doesn't look like Ms. G is going to get lucky tonight – but I'd love to hear you explain your red ass and bald dickie." At that point it dawned on me that I was in trouble. Once we had walked through my office door, I hadn't thought once about my wife, Kate. How on earth would I explain the state of my ass and penis? "Get dressed," she said, adding "don't forget your panties." Tiffany watched as I unlocked my desk drawer, pulled out the folded pink panties, unfolded them, and put them on. She smiled with approval, then told me to finish. Once I was dressed, she handed me the worn panties she had placed on my head. "These have somehow become soiled – I need them hand washed," she said. Then in a stern tone "Wash them tonight, slave." "Yes, Mistress," I responded, carefully folding them and putting them in my pocket under her watchful eye. Once dressed I began to set about cleaning the mess I made on my desk, but I was promptly stopped by Tiffany, who told me to "Leave it, it will be there on Monday." I cringed at the thought, but obeyed as we left my office. I drove Tiffany home, in what was, for the most part, an uneventful trip. We made polite small talk most of the way. Right before we reached her house, Tiffany asked about my plans for the next day, inquiring whether we were still taking the kids to camp. I explained that Kate and I were taking our children, John and Emily to camp tomorrow, and they would be gone until next Saturday, when we were to pick them up. For the past three years, John and Emily had gone to the same summer camp. It had become a treat that both enjoyed and looked forward to. The kids have a great time, and get to swim, ski, boat, ride horses and do all those summer camp things. For Kate and I, we get some alone time to rekindle our fires. Now, with dread, I realized that any plans I had for alone time with Kate where gone. "It takes all day to get to the camp and back, doesn't it," Tiffany asked as we pulled in her driveway. I confirmed that the roundtrip was an all day affair, including a brief presentation by the camp counselors and getting the kids all settled in. "Mmmm, I'll call you tomorrow about your punishment ... Slave." She kissed me on the cheek and got out of the car and made her way to her house. Again, I found myself sitting outside her house, dumbfounded. My ass was sore, my crotch shaved, with no idea what would happen tomorrow. In the meantime, I had to go home and face Kate. Saturday I made it through Friday night without much incident. I was able to get through the night, shower, and hide my panties in my underwear drawer, put on some shorts to sleep in and get into bed without Kate discovering my hairlessness, red ass or panties. Once I knew for sure that Kate was asleep, I got up and retrieved Tiffany's "soiled" panties from their hiding place. I washed them in the sink, being very quiet and hoping Kate would not wake. As I washed, I thought about my experience that afternoon and how Tiffany had punished me. This resulted in another erection. Once done with the panties, I hung them to dry in the back of my closet, making a mental note to get up early and make sure they were dry so I could hide them. I got up early the next morning so I could hide the "no longer soiled panties" and get dressed, putting on my own panties. I knew the near future would be a challenge to say the least. With the kids gone, Kate would expect some attention. God, one year she blew me as I drove us home from the camp. What a surprise that had been. Boy would she get a surprise if she tried that today and found my panties and hairless penis. Fortunately, my ass was not as red as it was the night before, although there was definitely still a red hue. The drive up to the camp had gone without incident. We got the kids settled in, endured the orientation program again. I was driving home. We were about half way home, when my cell phone rang. It was Tiffany. "Hello, Slave" she greeted me. "Er.... Hi" I said. "Not alone are we.....someone next to you. Is Ms. G there." "Yes" I said. "We're on are way back from camp. Kate's dozed off." "You are wearing your panties, aren't you?" Kate inquired. "Yes," I replied, and consciously became aware of the silky fabric. "Is your dick hard ... Slave" She brazenly asked. "Yes" I responded, immediately embarrassed. "Rub it for me." I reached down and rubbed myself. I could feel myself getting harder as Tiffany continued her banter: "Rub your cock for me, while your wife sleeps in the seat next to you. I wonder what she would say if she woke up and saw you stroking yourself... talking on the phone." I continued rubbing. "Did you wash my panties for me, slave?" She asked "Yes." I weakly responded, thinking back on how I had stood at the sink washing her panties with an erection. "I bet that was cute, did you get all hard while you did it?" Tiffany inquired. "Yes" I said. "Did you jack off, slave?" Tiffany challenged. "No," I responded. "I bet your cock is really hard then. Still rubbing it for me?" "Yes." was my only response "What would happen if you came in your panties? I would love to hear you explain that." She said. "You'd better stop." I stopped, and then listened as she explained what my punishment would entail. Sunday Sunday had been a long and frustrating day. Tiffany had forbid me from touching myself without her permission and I certainly could not cum without her permission. Now I had not cum since Friday, which usually would not be such a big deal. But my new panties were a constant tease. They not only felt good, but also served as a constant reminder of Tiffany's control. I was in a constant state of arousal. I made it through Church and Kate and I ran errands and did our usual weekend chores during the afternoon. After a light supper, I found myself carrying out Tiffany's instructions As instructed, I had tried to be romantic. I had set up candles in the bedroom and Kate and I had begun to share a bottle of champagne with strawberries. We began to loosen up and enjoy our privacy with the kids gone. Then I slowly undresses Kate, removing the sexy little camisole she had put on for my benefit. I watched her eyes light up with mischief as I pulled a blindfold out and placed it over her eyes. "Mmmm.....you kinky man." She said as she helped to adjust the blindfold to ensure that she could not see. We had never done anything like this before, but she seemed to be approaching it with an enthusiastic, open mind. I then kissed her, open mouthed, and gently laid her back on the bed. Our bed is an iron, four-poster, king size bed and I laid her in the center. Then, Kate lay there quietly as, just as I began tying her to the bed, just as Tiffany had instructed using my old ties. I tied Kate's hands together, then tied them to the head board. Then, wrapping the a tie under each of Kate's knees, I pulled them back and out, tying them also to the head board. The result was that Kate was naked, stretched and fully open and exposed. Her breast, not small, but not particularly large, where now prominent with Kate's arms stretched over her head and her nipples were clearly aroused. She keeps her public hair neatly groomed, and it was clear that that she was enjoying what was happening. God, she looked sexy – so open and inviting. I kissed her, then quietly went out. I went to the front door and let Tiffany in. As instructed, I had called her right before Kate and I began our lovemaking. As part of my punishment, Tiffany wanted to watch me with Kate. I was a more than a little taken aback at first. But, at this point, what choice did I have. Tiffany assured me that she would be discreet and Kate would never know she was there. Tiffany was dressed in short skirt and button up sleeveless blouse. She had me disrobe, down to my panties. I started to take those off, but she stopped me, telling me that she would tell me when it was time for that. Then she followed me to our bed room. In the bedroom Kate lay tied to the bed, listening to see what I was doing. Tiffany, quietly, picked up Kate's half full champagne glass and went to sit in the chair in the corner of the room. She motioned me over and whispered in my ear. "Kiss her – tease her mouth. Show me how hot you can make her just by kissing her." So I did. Wandering over to Kate, I gently climbed onto the bed and began gently giving her delicate kisses. First barely touching her lips, then a little harder. Kate began reacting, reaching to meet my mouth. I began kissing a little harder, using my tongue and I felt Kate thrust her pelvis upwards and attempt to bring her legs together. But I had done a good job of tying. Kate groaned. It was a groan of arousal, frustration, and anticipation, all in one. Finally the kissing became intense, with both Kate and I using one another's mouth. Tongues intertwined, then searching, reaching. I looked over at Tiffany, who was watching silently. She motioned me over again. I slid off the bed, leaving Kate's mouth hanging open and wanting, and I walk over to Tiffany. She whispered something and I couldn't quite her, so I leaned closer so she could tell me without Kate knowing. The next thing I know, there is a handcuff around my left wrist. I look down and, in a panic, I realize that the other end of the handcuff is attached to the chair. I start to protest, when Tiffany brings her index finger to her lips and whispers "shhhhhh," as she points over to my wife, lying open on the bed. She motions for me to sit in the chair. I do and quickly find my other wrist and legs handcuffed or tied to the chair. I then watched as Tiffany walked silently away and to take my place on the bed. I started to say something. This has gone way too far. But I couldn't. I just couldn't make myself speak up. I sat there in silence as I watched Tiffany's hand reach out and gently hold Kate's left nipple. Gently at first, Tiffany stroked and pulled on Kate's nipple. Kate gasped and called out "ohh Bob." Tiffany continued to slowly and gently tease Kate's left nipple, then go to the other nipple. Tiffany gave the right nipple the same treatment. After awhile, I noticed Tiffany began pulling a little harder, lifting the breast slightly by the nipple. Kate moaned and I watch her lifter her pelvis, struggling rub herself against anything. But that as not to be as her efforts only leaving her open and grinding against nothing but air. Tiffany went back work on Kate's left nipple, stroking and pulling, until Kate's groans became constant and she started almost begging, "Please..Please Bob.... Touch me..." I looked on in horror as I watch Tiffany manipulate my wife. My cock, on the other hand was hard as a rock and poking though the top of my panties. Tiffany stopped her ministrations and got up and came next to me. For one brief second, I have hopes that she is going to uncuff me from the chair. Instead, she gets her purse. I watch as she goes back to the bed. She climbs on and pulls out a pack of cigarettes. I watch in horror as she pulls one out and lights it. She looks at me as she blows smoke, then turns to watch Kate. Kate's demeanor changed, as she appeared confused. "Bob, are you smoking." Kate questioned? "No Ms. G," Tiffany answered. "Tiffany?" "What are you doing here? Kate said as she frantically struggled to try to cover her self. Despite her struggles, my ties held her. "Tiffany," Kate continued frantically, you shouldn't be here. Would you mind waiting outside. You know we don't allow smoking in the house." Tiffany just watched, an amused smile on her lips. As her struggles continued Kate called out for me "Bob!!" I felt helpless. Tiffany answered quickly, "Mr. G is a little indisposed right now. But he's here. He is handcuffed to the chair at the foot of the bed." Kate continued to struggle. "Tiffany, I don't know what you're up ........." "Be quiet!" Tiffany sternly ordered. Kate, clearly confused, obeyed. "Let me explain." Tiffany calmly said. "We are here today as part of Mr. G's punishment. Would you like to explain.....slave?" I started to say something, but quickly became tongue tied. "Well, it appears that Mr. G is unwilling to tell you, so I will. Mr. G is a dirty old man. I caught him tying to see look at my tittles. Then he took his little dickie out and jerked off and came in my hand." At this point I tried to speak up. "That's not entirely the truth. I..." I was promptly reprimanded. "Shut up, Slave! You had your chance. You were unwilling to tell your side of the story, so I'm going to tell it. You open your mouth once again without my permission and I promise you will be sorry." Tiffany returned her attention to my wife and continued to talk to Kate as she finished her story. Kate had stopped struggling and was looking towards Tiffany's voice. "As I was saying. The other night, Mr. G took me home. When we got there, he looked down my blouse, then he took out his little dickie, jacked off and came in my hand. Isn't' that right, slave." She said looking at me. "Yes ma'am," I mumbled. "Then you licked your cum from my hand, didn't you slave?" "Yes ma'am," I again mumbled. "Louder, Slave," Tiffany commanded. "YES MA'AM," I responded. Tiffany went on to explain: "So, in an effort to correct his inappropriate behavior, I made Mr. G a deal. He would be my slave for a week and we would forget the whole thing. Of course, he agreed. Unfortunately, he has proved to be less than obedient. Accordingly, we find ourselves here today." My wife began to respond. "Tiffany. I'm sure Bob didn't mean by what he did. However, it certainly doesn't justify this . this... " Kate was cut short by Tiffany, who slapped her face, ordering Kate to "SHUT UP." I then watched as Tiffany get up. She put her cigarette in her mouth and I watched as she reached under her skirt with both hands, pulled her panties down, then stooped to take them off. She came up, wadded them into a ball. With her left hand, she grabbed Kate's cheeks. Applying pressure to both sides of her mouth, Tiffany uttered one word – "OPEN." Reluctantly, Kate opened her mouth, not knowing what was coming. She put the panties in Kate's mouth. When she was done, she said, "If you know what's good for you, you'll keep those there and stay quiet." Kate mumbled something but resigned herself to silence. Tiffany then reached down and stroked Kate's breast. Kate struggled a little, but it was apparent that she knew her efforts would be futile. "You have very nice breast, Ms. G." Tiffany said. She then drew a line with her finger, between Kate's breasts, down her chest, stomach, over her belly button, lightly going over her pelvic region." Kate again began to struggle, but to no avail. Tiffany continued with her finger, over Kate's pussy and lightly over her asshole. "You have a nice little asshole here, Ms. G" Tiffany commented. "Ever been fucked there?" She asked. Tiffany mumbled into the panties and shook her head, strongly, back and forth indicating, no. "How do my panties taste, Ms. G. Can you taste me?" Tiffany inquired. This brought another mumbled response. "Well, Ms. G, I'll make you a deal. If by the end of tonight, you are not begging to suck my pussy and for me to fuck your ass, I'll leave. The deal with Mr. G will be off. Things can go back the way they were or you can choose not to associate with me. But, if by the end of tonight, you are begging to suck my pussy and for me to fuck your ass, which you will, you will be my slave, like Mr. G., for the rest of the week." Kate attempted a mumbled response, but Tiffany cut her short, telling her the deal was non negotiable. Tiffany then looked at me and smiled. "Ms. G hasn't seen you yet, has she," Tiffany asked. "No ma'am," I responded. "Well then, tell your darling wife what happened the next day, after you so rudely looked down my shirt and jacked off in my hand." I gulped, but Tiffany's firm look made it clear I had better come clean. So, I did and told how Tiffany had come to my office the next day and showed me the pictures she had taken of me masturbating into and licking my cum from her fingers. Kate became quiet, and she turned her head toward me. I was grateful she was blind folded and couldn't see me tied to a chair, blushing in my panties as I was forced to recite the events of the past few days. I then told how I had met Tiffany on Friday at the restaurant and agreed to be her slave. As I started telling this, Tiffany began fondling Kate's breasts again. Kate immediately stiffened and pulled against her bonds. However as my tale continued and Tiffany's ministrations continued, Kate became less stiff. Tiffany was again stroking Kate's left nipple, gently pulling, as I told how Tiffany made me go to the restroom in the restaurant, take me underwear off and bring them to her and how. Tiffany required me to explain in detail how I made my way to the restroom stall, and took off shoes, my pants, and pulled down and took off my underwear and redressed. How I had to ball my underwear up as tightly as possible in my right hand and carry them through the restaurant to Tiffany, all the time sporting an almost painful erection. How I subtly handed the underwear to Tiffany as I passed her chair and how she shook out my underwear for all to see, then placed them in her purse to the surprised eyes of the on lookers. All the while I told this story, I watched as Tiffany played with Kate's breast, stroking and pulling a little harder on each nipple. As I told how Tiffany had me open my pants at the table and, with her shoe, she fished my penis out, I watched as Tiffany's hand left Kate breast and began wandering down her chest and stomach, to Kate's groin. Kate stiffened again. I went on telling how at Tiffany's instructions, I played with myself at the table, trying desperately not to let anyone see. Tiffany was now lightly stroking Kate's pussy. Kate was staying very still. I paused, watching Tiffany lightly rub Kate' clit. Tiffany did not go any lower though, focusing on lightly teasing Kate clitoris. Recognizing the pause, Tiffany told me "Go on, slave." I continued the story of our lunch together and Tiffany making me play with myself under the table. As I told about how Tiffany made me lick the precum from my fingers, where she and everyone in the restaurant could see, I noticed Kate's breath quicken. I looked down to her pussy. Kate was still very still, but it was clear that wetness was forming on her lips Tiffany also noticed the change in Kate's breathing and she removed her hand. She looked at me and told me to tell Kate what happened after lunch. I continued the story, telling of how we went to "Victoria's Secret." Tiffany again began focusing attention on Kate's breasts, first stroking underneath and around the breasts as Tiffany's breathing slowed. Then Tiffany began toying with and teasing Kate's nipples. Kate continued to look towards me, laying very still now, not struggling at all. "What did you do at "Victoria's Secret, slave?" Tiffany asked. I blurted out, "Tiffany made me buy panties!" Tiffany looked at me, then sternly said: "Slave – you will refer to me as 'Mistress' or 'Ma'am' is that understood." "Yes ma'am!" I responded "Now, tell us more about YOUR panties. Tell us about how you felt buying them and how the nice sales woman helped you." Tiffany instructed. Beware of the Babysitter Ch. 02 As Tiffany reprimanded me, she continued to play with Kate's nipples and began pulling harder on them, actually lifting the breast, slightly, causing a muffled gasp to escape from Kate. I could feel heat moving to my face and knew I must be turning a new shade of red as I continued with my tale. I told how the saleswoman approached us and asked if we needed any help and how Tiffany told her "no thank you, I think we can manage," as she held a pair of pink, silk, panties up to my waist and added "these will do nicely. As I explained how embarrassed I was and how Tiffany made me go alone to buy the panties, Tiffany, again, teasingly, moved her hand from Kate's breasts, down her body. When she reached Kate's pussy, Tiffany again lightly played with her clitoris. However, as I told how it was clear that the sales lady knew the panties were for me and told me that she "hoped I enjoyed my purchase," I watched Tiffany slowly slide her finger down Kate's pussy, and inside, very slowly, until the finger was all the way in. As Tiffany did this, Kate went rigid. However, as she was tied, spread open, she could do nothing to resist Tiffany's advance. Tiffany began slowly sliding her finger in and out. It was also apparent that she was also manipulating the inside of Kate's pussy as she did so. "Tell us what you did with your panties, slave," Tiffany instructed as she continued to fuck Kate's' pussy I explained how at "Mistress'" directions I went in the bathroom at work, stripped and put on my panties. In response to Tiffany's questioning, I explained how humiliating it was, how scared I was someone would see and how hard it made me. As I told, I continued to watch Tiffany's finger. Because of the way Kate was tied, there was nothing she could do to close her legs or obstruct my view. Now it was clear the Kate was wet. Each time Tiffany's finger came out, it was coated with Kate's juices. Similarly, the wetness was becoming apparent on the outside of Kate's pussy as well. I went on telling how, once outside the restroom, Tiffany escorted me down the hall to an unpopulated corner of the building, telling me to show her. I unzipped my fly and spread it so she could see the pink panties covering my erection. I told her how Tiffany had instructed me to wear panties the rest of the week and to "have a good rest of the day – Cum Licker" right before giving me a peck on the cheek and disappearing. When I got to this part, Kate made an audible moan. Tiffany stopped what she was doing and removed her finger. It was clear now that Kate was aroused. Tiffany looked at me and told me to explain what it felt like wearing the panties. As I described the silk panties on penis, Tiffany went back to Kate's breast. However, there was less teasing now. Tiffany grasped Kate's left nipple and pulled, clearly lifting the breast. Kate gasped, but it did not sound like a gasp of pain. As I described the sensation the panties made on my cock, Kate continued the same treatment with Kate's right nipple, grasping and pulling. Kate made a long moan. I went on and explained that I was embarrassed of the panties and I was terrified that someone would discover them. However, they kept me in a constant state of arousal, always reminding me of my penis and keeping me hard. "Did you wear your panties like I told you, slave?" Tiffany asked. "No ma'am." I responded. "Tell us what happened, slave." Tiffany instructed as she moved back to Kate's left breast, tugging and pulling on her nipple. Kate was breathing heavy now, as I told how I had not worn the panties home as instructed and how Tiffany had caught me not wearing the panties. I explained how Tiffany had made me take her to my office so she could punish me. As I told how Tiffany made me remove my shorts and shave my penis and pubic area, I watched as Tiffany again made her way to Kate's pussy. There was no teasing now, Tiffany thrust her finger inside. Kate accepted the finger willingly now and I watched, again helpless, as Tiffany fucked Kate's pussy. Tiffany's fingers were clearly audible, making squishing sounds and they went in and out of Kate. Tiffany was also putting pressure on Kate's clitoris as she began forcefully sliding her finger in and out, at a little faster pace. Kate was now moaning and I noticed her thrusting her pelvis to meet Tiffany's hand. It was clear that Kate was nearing orgasm – attempting to thrust her hips forward and moaning into Tiffany's panties, which were still in her mouth. When I finished telling about how Tiffany shaved me, Tiffany's hand stopped and she removed her hand. This time, there was a clear groan of frustration from Kate. Tiffany did not touch Kate. Instead, she looked at me and gave a sly smile. Then she looked down at Kate and asked "Did you know Mr. G's little cock was shaved?" Kate turned her head toward Tiffany and shook her head no. "You mean he didn't tell you?" Tiffany asked. Again, Kate shook her head. "Did you know he was wearing panties?" Tiffany asked. Again Kate shook her head. Tiffany went on: "You should see him now. He sitting naked, except for his cute little pink panties. His little hairless dick is hard and poking out the top of his panties. There's even a wet spot on his panties I think he likes watching this. Isn't that right slave." "Yes ma'am," I gulped. "Tell her what happened next, slave, after I shaved you." I began telling of how Tiffany had me turn around and bend over my desk and spread my legs. Kate again turned her attention to me. I expected Tiffany to begin touching Kate again. To my surprise, instead, Kate lowered her mouth to Kate's left breast. I watched as she gently licked around Kate's nipple, making Kate groan. "Keep talking, slave!" Tiffany scolded noticing that I had stopped talking, mesmerized by what was happening. I told how Tiffany picked up a ruler and spanked me. Tiffany sucked Kate's nipples, causing her to gasp and moan and strain. I explained how much the spanking hurt. How red it made my ass and how it left whelps on my rear end. I watched as Tiffany left Kate's breasts and kissed her way down to Kate's pussy and began gently blowing lightly on Kate's sensitive clit. Kate squirmed. Tiffany used her tongue, lightly tracing her nether lips and moving up to her clit. She then started lightly licking the clit. Tiffany then began to lick Kate more forcefully, causing her to writhe in her bonds as I told how, after my spanking Tiffany teased my beaten ass, eventually rubbing herself against me. When I began telling how Tiffany told me stroke myself and how I looked down while stroking my hairless dick and Tiffany rubbed against my spanked ass, Tiffany moved down from Kate's clit, stopped briefly at Kate's pussy and then moved to Kate's ass. As I told how I came all over my desk, I watched as Tiffany teased Kate's asshole with her tongue, all the time, continuing to rub Kate's clit with her thumb. Kate was in another world. She was grinding against Tiffany's face, whimpering and moaning as she approached orgasm. Just when it was clear that Kate was about to cum, Tiffany stopped once again, leaving Kate frustrated. Tiffany sat up as Kate thrust her hips forward in an attempt to make contact with anything. Tiffany leaned down next to Kate's blindfolded face. She grabbed the panties partially hanging from Kate's mouth. "We don't need these anymore, do we?" Tiffany asked. Tiffany removed the panties and tossed them to the side of the bed. Then she leaned down to kiss Kate. To my surprise and continued arousal, Kate hungrily returned Tiffany's kiss. The two passionately explored each other's mouths, when Tiffany momentarily broke the Kiss to allow them to catch their breaths. "Can you taste your pussy on my mouth?" Tiffany asked. Kate merely moaned as Tiffany lowered her mouth back to Kate's. As they kissed, Tiffany unbuttoned her blouse and unclasped her bra. She again broke the kiss. Then Tiffany lowered her breast to Kate's mouth, which greedily accepted the offering. I watched as my wife of more that 15 years sucked Tiffany's breast. Tiffany raised her head and I could she that her mouth was open in a silent sigh of pleasure. She then lowered her other breast to Kate's waiting mouth. Tiffany then broke away from Kate's mouth and moved her own mouth down to Kate's breast. There was no teasing now. Tiffany relentlessly attacked Kate's breasts and nipple with her mouth – sucking Kate's nipples until she writhed and moaned. Again Tiffany made her way down Kate's stomach to Kate's now drenched pussy. Kate groaned as Tiffany licked her. Kate again made her way to Tiffany's asshole, this time, licking and teasing. Kate began screaming "OH GOD!" Tiffany stopped what she was doing and again sat up. She looked down at Kate and smiled. Kate pleaded, "Please....Please.....I need to cum," "You know what to do if you want to cum." Tiffany instructed. "Yes! Yes!" Kate responded. "Please, please let me lick you!" Kate replied "Lick what?" Kate asked. "Your pussy. Please let me lick your pussy." Kate began pleading. "Please let me lick your pussy, Mistress," Tiffany instructed. "Please let me lick your pussy, Mistress. Please....Please... I ....I need you Mistress." Kate begged. A triumphant look came across Tiffany's face. She turned to face me. She stood on the bed, placing one foot on each side of Kate's body as she took her skirt off. Tiffany still wore her blouse and bra, both of which were open and I could make out most of her breast as she squatted on my wife's chest. Tiffany began rubbing herself on my wife's chest as she took her shirt and bra off. She leaned back, asking Kate "What was that your wanted?" "You pussy Mistress, please. Please let me lick you." My wife again begged. Tiffany was beautiful. Her breast, not as large as Kate's were firm. Her nipples were hard and pronounced. Her dark pubic was neatly trimmed. Her tan body was an erotic contrast to Kate's creamy skin. I watched, mesmerized not for the first time that night, as Tiffany picked herself up and began to lower herself on Kate's waiting mouth. "Your husband's never seen naked before. The first time he has seen me is while you, his prim and proper wife, are licking my pussy." Tiffany stated, causing a moan to not only come from Kate, but also me. I watched as Kate licked Tiffany's pussy. Kate was tentative at first, tasting Tiffany for the first time. However any apprehension Kate had quickly left as she attacked her task with a passion. , Tiffany just leaned back and enjoyed the attention. Then she began directing Kate, telling her to lick her softer or harder; to fuck her with her tongue; to suck her clit. As the pace became more frantic, Tiffany's head went back. She grabbed her breast and pulled on her own nipples as she came on Kate's face. Tiffany's face was a picture of bliss as she came, clamping her thighs around Kate's face. After her orgasm ended, she raised up, off Kate and lowered her mouth to Kate's pussy Kate was dripping. The juices covered her pussy and had run down her behind. There was even a wet spot on the bed now. Tiffany went to work teasing Kate's pussy, liking and sucking her clit. Tounging her pussy. Kate was moaning, humping against Tiffany. As Tiffany's pace quickened, Kate neared orgasm again. Tiffany again stopped. Kate groaned in frustration, "Please, please......." Tiffany lowered her mouth and starting licking again, teasingly slow. This time she began teasing Kate's asshole with her index finger. Kate began writhing again in her binds, moaning "Oh God....Please.....Please...Please....." Tiffany maintained her slow pace and continued to tease Kate's asshole. Finally, Kate whined. "Please..... Fuck me....fuck my ass.... Make me cum." "Mmmm.... Did you say something?" Tiffany replied, briefly lifting her head, then lowering it again. "Please, please, please Mistress, PLEASE FUCK MY ASSHOLE." Kate begged. I watched as Tiffany slid her finger deep inside Kate's pussy, coating it with Kate's wetness. Then Tiffany again began teasing Kate's asshole, but this time she began inserting her now slick finger. Kate became very quiet and still. Tiffany said "My, aren't you tight, just relax." Then she lowered her head to Kate's' pussy and began sucking her clit. She slowly pushed her finger in Kate's ass, until it was buried. Kate gasped, then started moaning uncontrollable, until Tiffany lowered herself back onto Kate's mouth. Tiffany sucked Kate and fucked her ass, all the while, Kate made muffled cries into Tiffany's pussy as she licked Tiffany. Then Kate began to shake as she came. Tiffany continued her assault on Kate's ass and pussy, all the while grinder herself against Kate. Time seemed to stand still as Kate and Tiffany came at the same. Once Tiffany calmed, she lifted herself off Kate. However, she left her finger in Kate's ass and continued licking Kate. "Please .... Stop....Please.... it's so sensitive." Kate begged. "Oh, no.....I'm going to watch you cum again." Tiffany responded, licking and sucking Kate again. This time, however, Kate began to move her finger in and out of Kate's ass, which now welcomed her finger. Kate struggled to get away from Tiffany, but again her binds restrained her. It wasn't long before Kate's pleas changed from "please stop" to "God Yesss.....Don't stop!" Then Kate had another exasperating orgasm and another as Tiffany kept up her pace Finally, Tiffany slowly withdrew her finger and lay back on the bed. She looked at Kate, then at me as she laid back. Her legs were spread slightly, with no modesty. I had a clear view of her and her openness. She reached over, lit another cigarette and poured another glass of champagne. She leaned down and fed Kate some of the champagne. Kate thirstily gulped it down. Tiffany then drank some as she continued to lounge on the bed. Both women were clearly exhausted. Tiffany then gave Kate another sip and got up. "I told you that you would be mine before the night was over." Tiffany told Kate and she reached down and gently stroked Kate's pussy. Kate merely groaned in response. Tiffany then dressed. She looked at me. "Aren't you a sight slave. Did that make you horny? Well you are out of luck tonight. No touching yourself tonight, slave and be sure to leave your panties on. Understand?" "Yes ma'am," I said. I will see you tomorrow" Tiffany concluded, then looked to Tiffany. "I'll see you tomorrow too. I'll come over about 9:30 a.m. I expect you to have coffee made and be naked. Have a nice rest of the evening, pets." Tiffany then handed me a key to the handcuffs and left. I freed myself from the chair. I walked over to Kate, who looked beautiful. She was still tied, her legs open. She had apparent bite marks on her breasts left by Tiffany. Her pussy was swollen and her wetness had begun drying. She clearly looked used and sated. I cautiously freed Kate, not sure what to expect. She pulled her blindfold off and looked at me. "Cute," was all she said when she saw my panties and noticeable erection. "Let's get cleaned up and go to bed," she said. Not much else was said that night, although Kate cuddled with me throughout the night. It would be interesting to see where we went from here. Beware of the Babysitter "I played with myself last night thinking of the things I'm going to do to you. Does that turn you on slave. I came all over myself thinking how I can use you, humiliate you, punish you." I felt her pace pick up and her breathing quicken. She started humping against her hand and my ass as I heard her softly moan as she began to come, thrusting against me. As she came, I couldn't take it and I came, spewing cum all over my desk and papers on my desk. I felt Mistress stagger back and sit in a chair. "Keep looking straight ahead and don't move," she said. I heard her light a cigarette and inhale. A moment later she said, "Mmmmm.... that was nice slave." Then, in a more serious voice "But I didn't say you could cum. You're going to have to be punished for that." (to be continued?)