House Sitter (Part 2) free porn video

This is a FigCaption - special HTML5 tag for Image (like short description, you can remove it)
HOUSE SITTER (Part 2) By Lisa Lovelace My petticoats rustled under my maid's uniform as I knelt before my new master and unzipped his trousers. "Well?" said Dirk. "Take it out." I groped in his pants and awkwardly pulled out his male equipment. "Well?" Dirk said. "C'mon, Lisa. Lick it. Kiss it. Suck it." I shot a glance at his girlfriend, Tina - Ms. Underbust to me. She nodded. My name was Lisa now, but I used to be a boy named Logan. Ms. Underbust hired me as a house sitter while she was out of town, and found out afterwards that I'd been wearing her clothing. She made me dress up for her, said I was too pretty to be a boy, renamed me and blackmailed me into becoming her maid. I'd been serving her for three weeks now. Oh, I could easily walk out the door and be free - but for how long? I had no money or identification, and I'd be wearing a maid's uniform, unless I stole one of Ms. Underbust's dresses. I wondered how far I'd get before getting picked up - either by the cops, or by a male predator prowling the streets in search of lost souls like me. I could always return to my mom's house in Edina. It was only a few miles outside of Minneapolis - I could walk there, though it'd be an agonizing trek in my heels. But Mom didn't want me around now that I'd finished high school, and she didn't know I liked girls' clothes... so I could just guess how she would react if Ms. Underbust dropped me off at home in one of my maid's uniforms. It would not be good. Mom would probably tell me to get right back in that car and beg Ms. Underbust to keep me. So I didn't even try to escape from Ms. Underbust's house. I wasn't a man. I was a coward, a wimp, a sissy. Which is why I was now on my knees in front of Dirk, or Mr. Steele, as I'd been told to call him. He clearly expected me to give him a blowjob. I'd never received one, and for sure had never given one before. Ms. Underbust's sardonic smile told me she was amused by my situation. I couldn't expect her to rescue me. I grasped the base of his cock, which was several inches longer than mine, and tentatively licked the tip. It was warm. "Kiss it, Lisa," Ms. Underbust said. I did, and saw that I'd left a lipstick print on the head of his tool. My tiny sissy revenge on the big strong man. "Suck it, girl," Mr. Steele said. I did. I sucked it and licked it and kissed it and rubbed my hand up and down its saliva-coated length, and in a few minutes I was rewarded, if that's the right word, with a load of his ejaculate in my mouth. I swallowed the gooey mess, licked him clean and tucked him back into his tighty whities. I was painfully erect myself, but the bulge was hidden in my panties and petticoats. "Thank you, Lisa," Ms. Underbust said. I knew she didn't like giving Dirk blowjobs. That was my job now. "Well done." Mr. Steele patted me on the head, as if I were his little pet. "Get me another beer, Lisa," he said. ~ ~ ~ Later, I pulled Ms. Underbust aside and told her I wanted to quit my job. "Don't be ridiculous," she said. "It's hardly unusual for a girl to give a guy a blowjob. I was surprised you hadn't before." "I'm not a girl, ma'am!" She sighed. "Must we go through this again, Lisa? Look at yourself. Absolutely everything about you screams girl. You're a sissy, a girl for all practical purposes. Even if you were a boy, it's not unusual for one boy to give another boy a blowjob." "But I'm not gay, ma'am!" "It's not gay for a sissy to give a boy a blowjob. Sissies aren't gay or straight. They're sissies." Argh! I wasn't getting anywhere with her. I now understood what she meant when she'd told me my job would include giving Mr. Steele "personal services" that she didn't want to give him. I could only hope he wouldn't want this particular service very often. I lived in fear that Mr. Steele would find out I wasn't the teenage girl I appeared to be. Ms. Underbust had told me he didn't like being deceived, and my life now was one long deception. I asked her what I could do, and she ordered me a gaff, something like a thong panty that helped minimize male parts. She also advised me to avoid being alone with him and to threaten to tell her if he tried to go beyond the occasional blowjob. "You can't handle him, but I can," she said. I wasn't terribly reassured. I started wearing my gaff under my panties and an extra petticoat under my uniform, so as to conceal my secret under more rustling layers of fabric. My attempt to dress more securely went out the window one day when, as I was serving mojitos to my master and mistress on their back deck, Mr. Steele gave me a large wrapped package with a note: "For Maid Lisa, from her Master." "Open it," he said. I unfolded white tissue paper to reveal a black satin dress trimmed in white lace. Oh, God. It was a stereotypical French maid's costume. It looked well-made, not Halloween junk. Its skirt was extremely full and extremely short. I held it up against me and wondered if it would even cover my panties. Wearing it would be an exercise in humiliation. "Thank you, Mr. Steele," I said. Inside the box I also found a short, rustling taffeta petticoat half an inch longer than the skirt, a lace-trimmed satin apron that was pretty if not practical, and a pair of black satin panties with rows of ruffled white lace sewn onto the seat. My heart sank as I inspected the costume. It was fetish wear. I wondered how often my master would expect me to wear this instead of my regular uniform, whose skirts brushed the tops of my calves. "Put it on," he said. Oh God. I would look indecent. I picked up the costume pieces and started to leave the room. "No," Mr. Steele said. "Change here." I wanted to disobey him, but knew too well what would happen if I did. My bottom was still sore from my last spanking. I untied my apron, took off my regular dress and put on the French maid's dress. It weighed half of what my uniform dress did. I took off my regular petticoats, which preserved my modesty, and put on the new one, which did not - it just made my skirt stick out farther and cover less of my legs. I reached under the skirt and slid down my old panties, leaving the gaff in place, and pulled on the new panties. I used both hands to smooth the lace ruffles covering my bottom. I tugged on the new dress to try it make it longer, but it didn't help. It was scandalously short. If I bent over even slightly, anyone could see my panties. The white lace was impossible to miss. Ms. Underbust tied the delicate apron tightly around my waist, stood back and looked me over. "What do you think, Tina?" Mr. Steele asked. My mistress reached over and pulled off my mob cap. "Lose the cap," she said. "All she needs is a frilly hairband that she can make herself. It'll teach her how to sew." He nodded and turned to me. "What do you think, Lisa?" "Isn't it awfully short, Mr. Steele?" I said, swiveling my hips to make the skirt swish around me. "Master," he replied, looming over me. I hated having to call him that. "It's awfully short, master." "Makes it easier for you to bend over," he said with a smirk. "Oh, by the way. Anyone who sees the white lace on your panties is allowed to give you a little love tap. Not enough to hurt, just a little reminder that the lace on your butt is the sign of a slut. Put your hands on your knees." I bent to obey, knowing he could see the lace on my panties. He gave me a sharp little spank. "Ooh!" I cried, though it didn't really hurt. In a weird way, I kind of liked it. I wanted him to do it again. I straightened up and bent over again, and he swatted me again. I started to get hard in my panties. Oh my God, what was wrong with me? "See?" he said. "The lace on your butt is the sign of a slut." I straightened up, tried and failed again to pull my dress down, and turned to Ms. Underbust. "Mistress, what do you think? Is this dress too short? It doesn't hide my panties. I don't want people to think I'm a slut." She fluffed the hems of my dress and petticoat. "It is quite short," she said, "but not too short for a maid such as yourself. You need to learn how to move gracefully in a short skirt without exposing your most intimate underthings to men and giving them naughty ideas." "But, ma'am, won't I be exposing the lace on my panties every time I curtsy?" "Oh, I doubt it. Your skirt and petticoat are full enough that a curtsy shouldn't expose the seat of your panties. In any case, you didn't seem to mind getting those love taps from Dirk." That night, as I bent over the dishwasher to put in a plate, Mr. Steele came up behind me. "The lace on your butt is the sign of a slut," he said, and gave my bottom a swat. Sorry, a love tap. I stood up straight and froze. "So now what am I supposed to do, master? If I fill the dishwasher, I'll get a spank for every dish I put in it, and I'll never get anything done, and you'll waste all your time watching and spanking me." "Good point, Lisa," he said. "Tell you what, I'll spank you only once per task, not every time you expose your bottom during the task. That'll save me time and spare you a lot of spanks." "Thank you, master." I didn't feel very thankful, since the whole stupid "Lace on your butt" rule was his idea. He didn't limit himself to spanking. A few days later, as I climbed the stairs to change the linens in the master bedroom. Mr. Steele came up the stairs behind me, taking them two at a time, obviously in a hurry. I flattened myself against the wall, as Ms. Underbust had trained me to do when we met on the stairs. As he passed, Mr. Steele reached under my French maid's dress and petticoat and gave a hearty squeeze to both sides of my bottom. I started and gave a little shriek of surprise, but didn't dare to move or resist him. He sped up the stairs. "Sorry, Lisa, couldn't resist," he said over his shoulder before disappearing down the hallway. I stood unmoving on the stairs, angry at him and ashamed of myself. I was helpless against him, a helpless little sissy. I had good reason not to want his hands anywhere near my crotch, but after this incident, I knew it was inevitable that he'd grab me down there sooner or later, and would find something he didn't expect, and then - what? He'd probably beat the shit out of me. I told Ms. Underbust about the incident. She was more sympathetic than I expected and said she knew what I needed, though she wouldn't say what. She said she would order it immediately, but it might take a couple of weeks to arrive. For the next week, Mr. Steele limited my discipline to occasional swats when the lace on my panties showed, which was a relief, but he had unwelcome news for me. The Minnesota football team - the Vikings, he said - were playing their first game of the season on Sunday, and he'd invited three of his friends over to watch it. "And I want you to serve us drinks and snacks, Lisa," Mr. Steele said. "In your French maid's uniform. You must curtsy to them and call them sir. And remember, the lace on your butt is the sign of a slut. Make sure they see it, and I'll tell them the rule." I curtsied. "Yes, master." I was doomed. This had the potential of being really bad. Me in the same room as four males who would spend the afternoon drinking beer and feeling macho. I hoped Ms. Underbust would stay to act as a brake on the males' behavior, but as far as I knew, she didn't give a damn about football, and I feared I'd be left on my own to protect my virtue... or at least protect my crotch against close inspection. On Friday before the game, a large package arrived for Ms. Underbust. She opened it in her room and called me in. "Yes, ma'am?" Curtsy. "I have a present for you. It won't delight you, but it will protect you." "Thank you, ma'am." I looked in the box and saw a device made of stainless steel and various synthetics. I picked it up and turned it over in my hands until I figured out what it was: a female chastity belt. I gave my mistress a perplexed look. "I can't wear this, ma'am. It's made for a female body." "Maybe you're womanly enough to wear it," she said. "Try it on." I took off my clothes, and she helped me into the belt, telling me the device had been adjusted to fit a male form. The shield protecting the wearer's pussy was cunningly made so that a man's penis - a small penis, like mine - could be hidden underneath, if the man's testes were tucked back into his body. I could wear this belt instead of a gaff and look like a woman under my clothes, even if I lost my panties. I wondered what Mr. Steele would do to me if he discovered the chastity belt. Well, if it successfully hid my boy bits, at least he wouldn't tear me apart for being a boy instead of a girl. Ironically, I was wearing the chastity belt to protect a pussy that I didn't have. "It fits you perfectly," Ms. Underbust said. "Your body is getting girlier." "Yes, ma'am," I said, disliking the thought of having to wear the thing. It shamed me that I could fit into a female chastity belt. The thought made me stiff, to my further shame, and I discovered that the belt had room for my hidden penis to expand. I could probably even ejaculate in it, though it'd make a mess. "I'm not going to tell Dirk you're locked up. Maybe he'll find it, maybe he won't. If he does, blame it on me," she said. "I want you to wear it whenever Dirk is here, because I don't trust him to leave you alone. It's your fault, Lisa! You're just too tempting. That's why I'm not giving him a key. You can tell him that. If he hurts or threatens you in any way, tell me and I will deal with him." I blushed. "Yes, ma'am." Curtsy. Sunday came too soon. The game would start at noon. Like the big beefy players on the field, I started preparing for the game hours in advance, though in different ways. I was pretty sure they didn't take bubble baths to start their day. I doubt they moisturized their skin or patted it with perfumed powder or anointed it with scent. I doubt they shaved their legs and underarms, or depilated the rest of their body, or waited for three coats of nail polish to dry. I'm pretty sure they didn't spend as much time on their hair as I did, even though some of them had more than I do, and I know they didn't spend as much time on their makeup. That blotchy black cheekshadow the NFL uses is just not attractive. Oh, and I'm fairly certain they didn't wear lacy lingerie under their uniforms, which were definitely not French maid uniforms with extremely short skirts and four-inch black patent heels. I made a big pot of chili and put out chips, dips and a bucket of beers on ice for the boys, and retreated from the den and its big-screen TV to the relative safety of the kitchen. My mistress came down the stairs in a classic twin set over cashmere trousers. A lovely outfit, and I bet it'd feel "I'll be out for a few hours," she said cheerily. She twinkled her fingers at me and abandoned me to my fate. Mr. Steele - oh, hell, I'm going to call him Dirk, because he behaved like a jerk. His buds showed up shortly before game time, already well lubricated and ready to get more so. Dirk summoned me from the kitchen and introduced me to Wayne, Tyrone and Adam. I flounced up to each, bouncing my pigtails, and curtsied to him in turn. I needed above all to make Dirk and his friends believe I was a girl. I turned my hard- learned femininity up to eleven. This was essential to avoid exposure - but it had the predictable effect of making the boys more interested in their girly servant. I swished back and forth between the kitchen and the den, making sure they never ran low on beer or snacks, while spending as little time in their sight as possible, knowing that alcohol increased their chances of becoming frisky. At halftime, the boys informed me that the Vikings, who were in purple, were tied with the team in white, whoever they were, and the game was boring. Dirk took another long swig of beer. "Let's see if we can spice things up," he said. "Lisa, come here." I stood before him, heels touching, hands behind my back, eyes humbly lowered, hoping against hope he wasn't about to subject me to anything dreadful. "You're my maid, right?" he asked. His friends watched me instead of the TV, where talking heads were babbling statistics. "Yes, master," I said, knowing that's what he wanted me to say, and curtsied, knowing that's what he wanted me to do. "And you have to obey my orders, don't you?" "Yes, master," I said, dreading whatever would come next. "Well then, Lisa, I want you to give all my friends orgasms," he said. "Before the end of the game." I was stunned. He wanted me to get all these strangers' rocks off? How? And how was I to avoid exposure, with four men staring at me? I hoped my chastity belt would protect me, and reminded myself that Mr. Steele didn't know I was wearing it. I dropped to my knees, overcome by contradictory feelings of submission, fear and desire. "How, master?" I said. "You can blow them, or you can give them hand jobs, or you can let them fuck you," Dirk said. His friends voiced enthusiastic support for this plan. "It might be difficult to fuck me, master," I said, trying to look coy rather than defiant. "Why not, Lisa?" he demanded. "You have to find out, master," I said, curling a lock of my hair around my finger. He laughed. "Come here, Lisa," he said. I shuffled toward him on my knees. He patted his thighs. "Sit here." I'd already fought the battle of his lap and lost, so I dutifully scooped my skirts under me, sat and displayed myself as prettily as I could. I didn't know what Dirk was about to do, but I knew I needed to react the way a girl would. "Take off your panties, Lisa," Dirk commanded. If I did that, I would expose my female chastity belt. The moment of truth was at hand. "Yes, master." I clumsily pulled down my panties while sitting on his lap. The boys hooted and cheered. Dirk shoved his hand under my tragically short maid's uniform and groped at my crotch. "What the hell?" he said. With both hands, he lifted my skirt and petticoat and examined what he'd felt underneath. "It's a fucking chastity belt!" His friends guffawed. "Locked out!" Wayne said. "Denied!" Tyrone said. "Off limits!" Adam said. "Fuck! Tina must've done this!" Dirk said. "Well, guys, the offer is still good! I can personally testify that Lisa here can suck the brass off a doorknob, so get in line! She can do Wayne and Tyrone in the third quarter, and Adam in the fourth." "Not you?" Adam said. "I'll have her all to myself tonight," Dirk said. "Well, Lisa? Your master has given you orders." I did it. I knelt in front of the sofa and gave blowjobs to his friends. Master reminded me to look up into their eyes as I worked their cocks. They made me go slowly at first, but near the end, they grabbed my pigtails and face-fucked me until they came. I tried to turn off my brain, but could not help feeling waves of humiliation and submissiveness wash over me as I became a cocksucking sissy. I went to the bathroom, brushed my teeth, washed my hands and fixed my pigtail ribbons, and when I thought I could face the men again, I started tidying up. My scalp hurt. The game ended. Moments later, Ms. Underbust returned and breezed into the den. "How'd it go, boys?" she asked. I doubted she was asking about the game. "Did our maid provide proper service?" "Yes, she did, ma'am," Wayne said. "Even in her chastity belt." "Ah, you found it, did you?" she said. They laughed. "Dirk was sure surprised," Tyrone said. "She did a great job anyway," Adam said. "Well, I'm glad to hear she provided satisfaction," she said. "Did your team win? Aww, that's too bad." Dirk's buds all left shortly afterwards. I curtsied to each and gave him a kiss. They all fondled my boobs or butt. It was embarrassing, but I wanted the guys to like me, so that they would treat me nicely the next time they came to watch. When the last of the men left, Dirk turned to Tina. "What the fuck? A chastity belt? I had no idea! You embarrassed me in front of my friends!" "But it kept you and your friends from fucking Lisa, didn't it?" "Why does she matter so much to you? She's just the fucking maid!" "But she's not your maid for fucking, Dirk! You fuck me, you don't fuck her. That's why she's wearing that thing." "You don't trust me?" Mr. Steele said. "I do when you think with your brain," Ms. Underbust said. "I don't when you think with Mr. Big here." She ran her hand over the bulge in his trousers. Mr. Steele smiled. "Mr. Big is thinking as hard as he can right now." Ms. Underbust giggled. "Well, I'm right here in case he has any bright ideas." She started playing with him on the sofa. He told her to take it out. She refused. Said they had a maid to do that for him now. Told him she wanted him in bed instead. He followed her upstairs, practically drooling. Men were so pathetic. I cleaned up the den and kitchen while hearing them banging away in the master bedroom. I wished it was me, not Dirk, up there with Ms. Underbust. I wished I could have sex. I wished I didn't need to wear a female chastity belt to disguise myself as a woman. It was all because of Dirk. Dirk the Jerk. Dirk who was now my master, Dirk who could order me to do almost anything. Why did I put up with this? Because I was terrified by the thought of leaving with no money, no ID, nowhere to go, wearing a maid's uniform, locked in a woman's chastity belt. ~ ~ ~ Maybe he resented my chastity belt, or maybe he resented Ms. Underbust for not trusting him, but for whatever reason, Mr. Steele changed his attitude toward me. He made fun of me, bought me humiliating things to wear, treated me like a toy, played embarrassing games at my expense. I wasn't sure what he was up to. It made me feel even more powerless and ashamed. He started by making me wear a butt plug. A small one at first, then larger ones as the weeks passed. He changed his "Lace on your butt" game so that the winner could play with my plug instead of giving me a love tap. He would push it in a little deeper, or draw it in and out, or twist it inside me, or wiggle it back and forth. He told me to pretend the plug was giving me girly orgasms, so I had to moan and arch my back and call him master and beg him for more. It was utterly degrading. I wondered why he didn't fuck me in the ass. Maybe he just didn't like anal sex. I was glad - the butt plugs were painful enough. For a month, he made me leave off my dress, petticoat and slip every Nudie Monday and spend the day in just my corset, stockings, panties, apron and cap. He gave me swats or played with my plug whenever he liked, because the white lace on the seat of my panties was always visible. By now, all my panties were black satin with rows of white lace on the bottom. I spent a weekend made up as his kitten. I had to wear a headband with furry cat ears, eyeliner whiskers on my cheeks, black makeup on my nose, a rhinestone-studded collar and leash, and a black leotard and tights. He replaced my butt plug with one that had a kitty tail attached. He made me crawl everywhere on all fours. He wouldn't let me talk or use the toilet. Instead, I had to meow when I needed to go, and he would take me into the back yard on my leash and make me squat on bare dirt to do my business. I pooped only once that weekend, and he made me use my paws to scrape dirt over it, the way kitties do. On another weekend, he turned me into a baby. I had to wear adult diapers and plastic panties over my chastity belt, an adult-sized baby dress that didn't quite cover my diaper, and a baby bonnet that limited my vision. I had to crawl everywhere, like when I was a cat. I had to have a bottle of milk or a pacifier in my mouth at all times. I spent hours in the den forced to sit inside a real baby playpen, playing with a doll and watching infantile shows on TV. He watched me on a security camera to make sure I wasn't breaking any of his baby rules. I think he got off more on the idea of turning me into a baby than the reality of it. The breaking point came when Ms. Underbust refused to change my diapers, and Mr. Steele decided he didn't want to, either. I was out of diapers and back in panties before sundown. I thought I'd escaped from humiliation... But I hadn't. Instead of a baby, Mr. Steele turned me into a little girl. He dressed me in an adult-sized little girl's frilly pink party dress, with a Peter Pan collar, a bodice embroidered with flowers, puff sleeves, a filmy skirt that barely reached my thighs, and a wide pink sash that he tied in a bow behind my back. Under it I wore Disney Princess panties, a girl's camisole, and a scratchy net petticoat that rustled whenever I moved. Completing my little girl outfit were lacy ankle socks, Mary Jane shoes, pigtails tied with bright pink ribbons, and matching pink nail polish and lipstick. I looked - and felt - about six years old. My mistress and master spoke to me as if I was a little girl, making me call them Mommy and Daddy and using lots of cutie-pie words. Sometimes they told me to suck my thumb instead of talking. Sometimes they made me skip everywhere. I liked wearing the dress, but I hated pretending to be a six-year-old and couldn't wait to become my real age again. Unfortunately for me, Mr. Steele went through a bondage phase, my least favorite of all. For a month on Tuesdays and Thursdays, I wore padded cuffs and foot-long chains between my wrists and between my ankles, and another chain connecting the wrist and ankle chains, making it almost impossible for me to raise my arms above my shoulders. He buckled my rhinestone collar around my neck and attached my kitty leash to it so that he could lead me around the house. For a day, he made it a rule that I could move from room to room only if someone led me by my leash, but it was such a bother for him and Ms. Underbust to move me around for chores that he canceled the rule. When I wasn't working, he locked a chain from an eyebolt in my bedroom ceiling to my collar, a chain long enough to let me lie on the bed or crawl on the floor, but not long enough to reach the door. When he tired of chaining me up, he started making me wear girls' Halloween costumes instead of my maid's outfits. He liked me to dress up as a ballerina, in a leotard, tights, ballet slippers and a real tutu, with my hair up in a bun, and made me do lots of ballerina curtsies. From a costume rental shop, he brought home in turn a yellow satin princess dress with a tiara, a Cinderella dress with a huge blue skirt, a Scarlett O'Hara hoopskirt with a crinoline, a fairy dress in shades of green chiffon that fluttered like leaves in a forest breeze, and a Wonder Woman outfit with a bustier, short skirt, knee-high heeled boots and a tiara. It felt odd for Wonder Woman to be dutifully hand- washing her mistress' lingerie in Woolite and hanging it out to dry. Mr. Steele ordered me some Lolita outfits from Japan - incredibly frilly skirts and blouses with overskirts, aprons, and layers of petticoats, all in delicate, feminine fabrics trimmed with ruffles, pleats, embroidery, lace, ribbons and bows. The outfits included colorful stockings, platform shoes, and elaborate wigs, elaborate bonnets and hair jewelry. I felt more girly doing my chores in a Lolita dress than in any of my maid's uniforms. And then there was the wedding game. Ms. Underbust rented me a wedding gown with all the underpinnings for a weekend, and on Saturday afternoon, she escorted me to her salon, where she had them put my hair in a bridal updo and do my makeup. Back home, she pulled out a bunch of garment bags and made me put on wedding lingerie, bridal petticoats, a veil and a white A-line gown with a lace bodice embroidered with seed pearls. Mr. Steele put on a suit. Ms. Underbust wore a black skirt and white blouse and pretended to marry me to Dirk. She played the wedding march on her phone. I walked slowly across the living room to join Mr. Steele at a pretend altar. Ms. Underbust read an extremely abbreviated wedding service in which I promised to love, serve and obey him. We said our I do's, and she pronounced us master and sissy. He put a costume-jewelry ring on my finger, lifted my veil and kissed the bride. He picked up me and the gown with ease, he carried me upstairs to the master bedroom and dropped me on the bed. The skirt of the gown fell back, exposing my layers of petticoats. I was terrified, not knowing what he planned to do to me, but she rescued me by telling Mr. Steele that we needed to attend the wedding reception before there could be a wedding night. She led us back downstairs and poured us all flutes of champagne, and to my great relief, that was the end of the game. Ms. Underbust announced that I would be spared a "wedding night" with my mock husband, which gave the two of them another good laugh. As we waited for our favorite restaurant to deliver our dinner, I sipped my champagne and said as little as possible. The only part I'd enjoyed was putting on and wearing the wedding gown. I'd never worn one, absolutely loved the feeling, didn't want to take it off tonight and was sorry we had to return it. Like my Cinderella dress, it would have been completely impractical for housework, but in it I felt like a princess. The main problem with the wedding game - maybe the only problem - was the groom. I wondered what Ms. Underbust thought of the ways Mr. Steele was playing with me and the clothes he was making me wear. The cost wasn't an issue - she was well off, and I gathered his business was flourishing - but he was focusing so much of his attention on me instead of her that I wondered how healthy their relationship was. I managed to hint at this while talking with her one day, and she put me at my ease, sort of. "Oh, I don't mind," she said. "I mean, I think it's silly that he makes you go around wearing those ridiculous outfits, but if it doesn't bother you, it doesn't bother me." Actually, it did bother me - did she think I liked wearing diapers or chains? - but she went on. "He likes shiny new toys, and you're his shiny new toy at the moment. When he tires of playing with you, he'll start leaving you alone to do the housework, and I'll be ready and waiting for him." "But what he makes me do, it's just so embarrassing!" "Embarrassing? Says the boy who willingly wore lingerie and a maid's uniform to get his first job?" She had me there. "Yes, ma'am." Curtsy. I always worried about Mr. Steele discovering my boy bits, but he discovered my lack of girl bits instead. I was sitting on the sofa with him one day, feeling sexy but ridiculous to be wearing my Wonder Woman costume while watching Gal Gadot kick ass on TV. He had his arm around me, and after one particularly exciting fight sequence, he slipped his other hand into one of the gold-trimmed cups of my red bustier. "Eeek!" I shrieked in surprise. He usually left my breasts alone - they were unimpressive, more moobs than boobs, and he seemed to be a legs and butt man. I wasn't wearing a bra under the bustier, so he discovered my other secret right away. "Lisa! What the hell? Falsies?" I was so embarrassed. I should have worn a strapless bra under the bustier. "Yes, master.... I'm sorry... I don't have big breasts. Lots of girls like me wear them." He pulled my breast forms out of the cups. By now my mistress had bought me small silicone forms to replace the balled-up pantyhose I wore in my first bra. He set them aside and brushed my real nipple lightly. A thrill ran through my body, and my nip erected. It was small, but it was definitely upright. He flicked it with his finger. I gasped. "Does that feel good?" he asked. "Yes, master!" "Are your breasts still growing, or is that as big as they'll get?" he asked. "I don't know, master." "Would you like them to be bigger?" It all depended. Was I going to be a girl for the rest of my life? Or was my time as Ms. Underbust's maid just an aberration? Would I grow up and change back into boys' clothes and go to college and get a job and marry and start a family? That prospect felt way too normal, but... well, it was normal. If I accepted that I was a sissy maid and needed to look like one, there were big changes I needed to consider, and one of them was the state of my bosom. I needed to talk to Ms. Overbust about it. "Larger breasts would look better on a maid, as long as they didn't distract her master," I replied. That much was true. "I could give them to you," Dirk said. "A girl as pretty as you should have nicer tits." He played with my nipples. I sucked in my breath, felt my nerves vibrate with pleasure. "How...?" "I'd pay for you to have implants," he said. "They'd be quicker than hormones, right? What are you now, an A cup? You should have C cups at least, don't you think?" "I don't know, master," I said. I found myself unconsciously thrusting out my flat chest at him. I knew Ms. Underbust was a D cup and didn't want to compete with her, so C sounded perfect. "Aren't they very expensive?" "Don't worry about it. Real breasts will be even more fun for you than dressing up as my favorite female superhero." I wasn't too sure about that, but real breasts certainly would fill out my dresses better than breast forms, and the soft bras and slips and nightgowns I wore might feel delicious sliding over womanly nipples. Life would be better with breasts - if I remained a girl. Not so much if I ever wanted to be a boy again. I talked it over with Ms. Underbust. She said she'd been meaning to ask. She offered to pay for breast reduction surgery if I ever needed it, so I agreed to have implants. She asked me if there was anything I wanted to have removed, and I said no. My cock and balls weren't much use to me now, but I couldn't foresee the future. She scheduled the surgery and drove me to my appointments and consultations. On the morning of the procedure, she and Mr. Steele both came to the hospital with me. The operation was expected to last up to two hours, and if all went well, I'd be home by early afternoon with a brand-new bosom. I was lying on a gurney in my hospital gown with an IV in my arm when a doctor came to make a final check. "We're giving Lisa two C-cup breast implants, correct?" "Yes, doctor," Ms. Underbust said. "And we're not removing the testes or penis, correct?" Dirk's jaw dropped. "What?!" Ms. Underbust laid a firm hand on his forearm. "Not now, Dirk. Just wait and I'll explain. No, doctor, we're not." The doctor finished his check and said I'd be going into surgery in a few minutes. Dirk was staring at me, hard. He managed to keep his voice down. "Tina, what the hell's going on here? Is Lisa a boy or a girl?" "Lisa was born a boy, but she's all girl inside," my mistress said. "I found that out when I had her house-sit for me. She tried on all the clothes in my closet, and afterwards she agreed to become my maid, and as far as I know she hasn't worn boys' clothes since I took all of hers to Goodwill. Lisa is a pretty little sissy, small and weak, dainty and submissive. She's more feminine than most of the genetic girls I know, and cuter, too. I mean, she fooled you." "He did!" Dirk almost snarled. "All this time, both of you let me think he was a girl! You tricked me! I made him give my friends blowjobs! If they knew..." "Keep it down, Dirk. Lisa's sucked you off, too." "I know! Too gay! I wouldn't have done it if I knew he was a boy. What's his real name?" "Oh, Dirk, Lisa isn't a boy! She was born to wear panties and dresses. Just look at her!" "But he has a cock and balls, right?" Dirk said. "I mean, how can a boy wear a chastity belt for a girl?" "I had it adjusted," Ms. Underbust said. "Fortunately, Lisa has a slender waist and is, um, modestly equipped." "But..." The two of them shut up when a doctor and nurse arrived to wheel me into surgery. The doctor added medication to my IV and said I would fall asleep quickly. My last thought was that I was going to miss the rest of the conversation between my master and mistress. I'd expected Dirk to explode when he learned I had male parts, but he didn't, even though it obviously took him by complete surprise. When I woke up in recovery, they were both there, apparently at peace with each other. We were alone in the room. A nurse came in to check on me, told me I was doing great and left. "How are you feeling, Lisa?" Ms. Underbust asked. "My stomach's a little wonky, ma'am, but otherwise I'm okay. How do my breasts look?" "They're all covered up, but your figure looks much better, more feminine," she said. "Oh, and I have news!" She extended a limp left hand toward me. A diamond gleamed on her ring finger. "Oh!" I squealed. "Are you engaged?" "Yes!" "To Mr. Steele?" Stupid question, but I had to ask. They'd been starting a fight when I left. I guess she won. She rolled her eyes. "Of course!" "Congratulations!" I said the expected words, but had decidedly mixed feelings. I liked living with Ms. Underbust, but I could not say the same of Mr. Steele. "Did all this happen while I was in the operating room? Did he get down on one knee?" "Yes, I did," Mr. Steele said. "Before we go any further I want to apologize." That would be a first. "For what, master?" "For the way I've treated you. Like a plaything and not a person. I'm sorry, Lisa." My jaw dropped open. I shut it. What a day of surprises! Since when did Dirk the Jerk realize I was a person? "Tina and I had a talk while you were in surgery," he said. "I would call it more of a come-to-Jesus meeting," Ms. Underbust said, tapping her foot. "Yes." Mr. Steele seemed subdued. "Well, she made me realize I was using you to avoid dealing with the big real-life decision I need to make. I played games like 'Lace on your butt' because they were less stressful and more fun than deciding to get married and settle down and, who knows, become a family man." Wow. These were the most self-aware thoughts I'd ever heard him express. I wondered what Ms. Underbust had told him to put him in this state of mind. Maybe he was speaking from his new orifice, the one she tore into him. He seemed softer spoken than earlier, maybe even slightly cowed. Well, I knew what my mistress was capable of, and frankly didn't mind if she had put the fear of the Goddess Tina into her man. I just wished I could have seen it. "Wow! What a lot to think about! What are you going to do, master?" I said. "I love Tina and I'm going to marry her," he said, "and we hope you'll be our housemaid." My mistress nodded. "And my bridesmaid," she said. "I'll show you the dress, it's pink and very girly. You'll love it!" I turned to Mr. Steele and searched my heart for the right words to say. "You treated me badly, master, and I didn't like it, but I accept your apology. All I ask is that from now on, please think of me as a person, not just a plaything." "Dirk needs to do more than that," my mistress said. "He needs to understand that you're a sissy. Not a girl, not a boy, but a sissy, a delightful combination of the best of both genders. You're not crude and violent like a man, and you're not bitchy and backbiting like a woman. You are a perfect servant and a lovely person who deserves to be treated with respect. I'm proud to have you as part of my household, and I hope you'll stay with me forever." "So do I," my master said. "Tina told me something that really got to me. She said that I was not treating you the way a gentleman should treat a faithful servant... regardless of whether she's a boy or a girl or a sissy. That stung. She was right. I'll do my best to be a gentleman from now on." I was so happy that I started to cry. "Thank you, master, thank you, mistress! Wow, I'm going to be a bridesmaid! Oh, and thank you so much for my boobs! Can we go home now?" The End

Same as House Sitter (Part 2) Videos

3 years ago
  • 0
  • 21
  • 0

Sitting With the Sitter

There have been a lot of things going on in my life and for once I now feel a bit relaxed. I just turned 60 and am retired but my wife still works so basically my days are all mine to do whatever I want. No more do I have the hustle and bustle of a daily routine. Some days I go swimming at 8 AM or 10 PM; go to a movie at 11 AM or 6 PM; whatever I want to do, when I want to do it. Hell some days I don’t get outta bed till almost noon.However, yesterday was a bit different. Our daughter and her...

1 year ago
  • 0
  • 19
  • 0

the naughty sitter

Now this is another true story from my younger days, I bring this up as it became a topic I wrote about on another site regarding sexual behaviour of young people.When I was a k** back in the day we had a sitter who looked after us in the evenings as our parents worked until around 10pm. The sitter was around 14 or 15yo at the time, I would be a few years younger. The sitter (Susan) was quite a large blonde girl and was a 2nd cousin relative. I do remember quite well what she did to me during...

3 years ago
  • 0
  • 24
  • 0

Dog Sitter Comes to Visit

She walked through the various corridors before finding Buxter and Charlie. "So this is a 'drawing room'. Good to know," she thought to herself as she pet the two massive Great Danes. The immaculate leather couches, mini bar, and fireplace filled a room that seemed the size of her house. Every piece, from the millwork to the furniture, to the various awards and artifacts on the mantle, seemed unique, luxurious, and specific - like there was a story for each piece. Solarium, she'd deduced...

3 years ago
  • 0
  • 42
  • 0

The House Sitter Chapter 1

Karen and Dave looked over the ad, "House/Dog Sitter wanted, must be mature, experienced, reliable house/pet sitter living in the greater Portland area. Must be flexible, excellent references. Pay commensurate with experience.” “I think we need more details, hun,” Dave said sipping his coffee. “We can add more if we don’t get any responses, dear.” “Okay, so when do you want to start it?” “Whenever you want to start dealing with the hordes of applicants I’m sure we’ll have.” Karen looked at him...

First Time
2 years ago
  • 0
  • 22
  • 0

Altered Fates The Baby Sitter Caper

THE BABY SITTER CAPER by Eric David was desperate! He wondered if he could kill his parents and then plead for mercy on the grounds he was a poor orphan! His parents had converted to the weirdest damn religion. They had pulled him out of public school and he wasn't allowed to his see any of his old friends any more. He now went to religious school where the studies and the kids were god awful! They had pulled all the TVs out of the house. Bad influence. All his favorite books...

1 year ago
  • 0
  • 33
  • 0

My first time with babysitter

Note : This story is completely fictional! I live in a town in U.S.A with my family. We are a well to do family and we have a big ship-building business. I also have a sister who is younger to me and really is a scamp. To manage her Mom engaged a baby-sitter – a female baby-sitter (a rosy-nippled baby-sitter). We had her since I was in 5th grade and my sis was in 1st grade as my mom was a working lady and the Amy (the baby-sitter), in addition to baby-sitting my younger sister cooked for me. In...

Erotic
3 years ago
  • 0
  • 15
  • 0

The Sitter

My name is Lori Thomas; I’m twenty-eight and have been married for six years to my college sweetheart, Drew. Two years ago I gave birth to a boy, Tommy, and became a stay at home mom. I’m a short woman, barely five-foot tall and have to admit that I have some of the baby weight still on me. My tits, though, have retained their size, a full double “D”. I guess it might have something to do with the little bit of weight I have retained. Drew is five-foot-ten and weighs in about 180. Drew looks...

Wife Lovers
2 years ago
  • 0
  • 29
  • 0

White Slut Training Academy The Baby Sitter

Introduction: This is the first in what I hope will be a series of WSTA Stories The Babysitter The definition of A White Slut is usually a dirty minded sluttish woman that engages in vulgar and unsavory sex acts with anyone, mostly for money The Baby Sitter in this story is predisposed and easily turns into a slutty little white whore with little encouragement! It is also important that young women with these tendencies are exposed to this type of sexual abuse early on. So that they then can...

3 years ago
  • 0
  • 18
  • 0

The Flagpole Sitter

Maybe. The names are real. Or not. You decide. When I was a Young. We had a test given to us in our school.I guess it was an aptitude test. Or IQ test. Whichever they give to young men and women that age. Which to me is ludicrous. Considering that, it's a proven fact that the human mind doesn't fully develop until well beyond the age of 18. But I digress.I remember when we had finished the test. And the teacher had handed them back to us the next day. It was in a strange way. We didn't...

3 years ago
  • 0
  • 23
  • 0

White Slut Training Academy The Baby Sitter

The definition of “A White Slut” is usually a dirty minded sluttish woman that engages in vulgar and unsavory sex acts with anyone, mostly for money The Baby Sitter in this story is predisposed and easily turns into a slutty little white whore with little encouragement! It is also important that young women with these tendencies are exposed to this type of sexual abuse early on. So that they then can be expertly trained in the White Slut Training Academy by black male instructors, so ...

3 years ago
  • 0
  • 24
  • 0

Kid Sitter Weekend Surprise

Tara - 16 Troy - 12 Devine - 11 Trevor - 13 My name is Tara and I am sixteen. I am 5'5", 110, have brown eyes and brown waist length hair. I have been told I am a very cute and a petit girl. I am on the Blake High School Cheer Leading squad and on the school swim team. I could have been out on a date but I was saving for a car but I was taking all the sitting jobs I can. I had just turned 16 and had not had time to job hunt yet. It was Friday night...

3 years ago
  • 0
  • 45
  • 0

Jenny Our Vivacious Pet Sitter

Our family decided to go on a short vacation to New Mexico. As a far as vacations go, it was a long awaited and much anticipated vacation. We are a cost conscious family, so I decided to look on line for a pet sitter for our very friendly great Pyrenees. I found an add on social media that read: “TEACHER NEEDING SOME SUMMER TIME FUN AND PAY- WILLING TO PET SET!” I texted the number and then looked up the person on social media. I was immediately struck by the profile photos of a strikingly...

Cheating
2 years ago
  • 0
  • 36
  • 0

BabySitter Gets Deflowered

My wife and I hired the neighbor’s seventeen year old daughter to baby sit our son. Cathy was a cute girl and although I secretly admired her high school cheerleader-like body, I knew better than to even look in her direction. It was around eleven when we got home and the lights were off in the living room. The glow of the television was the only thing lighting the room. Betty, my wife, was a bit on the tipsy side as we stumbled in, so she headed straight for the bedroom. I stepped over the...

Cheating
2 years ago
  • 0
  • 29
  • 0

Baby Sitter Sue Preggo with Black Baby

I thought, that is if you had been following the very busy lives of the girls, who help me with my black baby Junior it was perhaps time to update you all on Sue. You will have read about her before, that is she is our main teeny baby sitter. If not then you can catch up with her and her story..https://xhamster.com/stories/baby-sitter-sex-658524.As you can see she, starting put with a white boyfriend, with a typical white boy small dick was thrilled when Negro born Jamile showed her what a cock...

2 years ago
  • 0
  • 16
  • 0

House Sitter

One summer a friend of my mom's called and asked me if I wanted to watch her house for a couple of week while she went on vacation. All I had to do was bring in the mail everyday and water the plants. She offered to pay me $200.00 while she was gone. The only bad thing about this gig was that she lived 2 miles out of town in the country. That was OK though cause I was driving now and it gave me an excuse to drive. She was even nice enough to give me gas money. That was enough right...

1 year ago
  • 0
  • 18
  • 0

Sitter Cam

Tom was right. Of course he would hire her. Gabriella sat before Bill like an apparition, a dark angel of desire. She was a gorgeous young Latin girl with jet black hair. It fell in ringlets all around her pretty face, framing her black, piercing eyes, and soft red cheeks. He imagined the feel of those cheeks and the way her hair would smell if he held her close and whispered dirty things into her ear. Gabriella's dark eyes studied him with a brilliant hard stare. This girl wouldn't take any...

3 years ago
  • 0
  • 16
  • 0

Black Neighbor Baby Sitter

The baby sitter was a next door neighbors daughter who was 16 years old. They were a black family and he was a white man with two daughters of his own ages ten and eight. They really liked the girl as she liked playing with them and wasn’t afraid to tell them when they were doing something wrong. She scolded them without being mean to them like so many other girls that they had had as a baby sitter. This girl was more a young women then a teenager. She was tall about 5’ 4”, with long...

1 year ago
  • 0
  • 22
  • 0

Wife sets things up to cheer up the baby sitter

My wife and I had to go to dinner with my boss so we got a baby sitter and headed out. The baby sitter Amanda is a 21 year old college student that has taken care of our kids many times and pretty much each time I thought how Amanda could baby sit me anytime. But she had a boyfriend so I knew she was not much interested in a 40 year old guy. After we got home, I went to check on the kids and my wife said Amanda needed a ride home, her car had issues. So I went to get my coat and as I was...

4 years ago
  • 0
  • 17
  • 0

The Dog Sitter

The Dog Sitter   I was getting ready to go out of town for a week and my wife was going to be gone for three days towards the end of my trip. So we investigated a dog sitter company and engaged them to take care of our dogs for two nights.   About a week prior to the engagement Susan showed up, she was the one who was going to take care of our dogs. She was young, I would guess in her twenties, very busty and wearing a skirt that was almost see through, at least enough so that I knew...

1 year ago
  • 0
  • 18
  • 0

My Aunt is my Sitter

My Aunt is my SitterAuthor: rodgerjones11First of all, let me tell you a bit about myself. My name is David; I am a19 year old student that is currently taking a gap year. I am not exactly the most handsome young man to say the least. Long days and nights sitting in the dark with only my monitor providing light has stumped my growth quite a bit. I am your old stereotypical nerd.Short, skinny, glasses, I guess you could say I am the full package. To help save a bit of money, I have moved back...

2 years ago
  • 0
  • 17
  • 0

My favorite sitter part 2

If you read the first one, we can pick right up where we left off.Having had hot sex with my sitter, I began to feel all grown up. I walked around my house with a swagger in my step. I was now the Man of the house. When Mom suggested I go with her to the store, I quickly grabbed her car keys and went to the drivers side of the car, because the man always drives, right? Mom quickly squashed that, laughing as she stopped me from taking her spot in the drivers seat.The next time I saw Heather, she...

3 years ago
  • 0
  • 21
  • 0

My favorite sitter

When I was quite young, my Mom wouldn't leave me at home without a sitter. She got this young college girl from the neighborhood to stay with me on weekend nights so she could go out partying with her friends. I thought I was a big boy and could stay by myself, but she wouldn't have any of it.Anyway the girl watching me was named Heather. She didn't really look like an adult but Mom trusted her because she was really mature and trustworthy. We usually got pizza delivered, watched tv, and I...

2 years ago
  • 0
  • 20
  • 0

The Baby Sitter

The summer before I started my junior year of college.I took a job as a baby-sitter for the Simmons family. Mr. Simmons was myhistory professor. All my girl friends were jealous.Most of the girls in his class had a crush on him and dreamed ofromantic interludes with him, myself included."Anna, you bitch! Why do you get all the lucky breaks?" a friend ofmine said.It was a lucky break. At 35, Mr. Simmons looked absolutely gorgeous.I often wondered why he was a history teacher instead of a...

3 years ago
  • 0
  • 18
  • 0

THE SITTER

THE SITTER MOM AND DAD WERE LEAVING OUT OF STATE FOR THE WEEKEND TO ATTEND MOM'S sister'S WEDDING, AND THEY WERE LEAVING ME HOME, BUT NOT BY MYSELF. THEY HAD HIRED MISSY TO COME OVER AND KEEP AN EYE ON ME UNTIL THEY RETURNED. MISSY HAD BEEN MY FAVORITE SITTER FOR THE LAST 3 YEARS, AND I HAD DEVELOPED QUITE A CRUSH ON HER. AS SOON AS MOM AND DAD LEFT, MISSY WAS ON THE PHONE TALKING TO HER BOYFRIEND, MARK. AFTER WAITING OVER 10 MINUTES FOR THE CONVERSATION TO END, I GAVE UP AND TOLD HER THAT...

2 years ago
  • 0
  • 17
  • 0

The House Sitter

The House Sitter I don't want him taking care of our house when we go on vacation. I think he is snooping through my clothes and maybe even wearing them. You're overreacting Carol. John's an honest guy and wouldn't do that. Besides he is the only one we know that can do it. That's fine Tom, but if he goes through my things and wears them we will find out, and he will be sorry. Alright Carol I'll call him and remind him that we are going next week. I answered the...

3 years ago
  • 0
  • 18
  • 0

Emergency Sitter

Kristen needs a sitter... but the situation turns into a wonderful opportunityI’d known Kristen for almost two years. Our nine year-old sons played soccer on the same team, so we spent many Saturday mornings alongside the field watching them run around after a white ball. We weren’t exactly “good friends”, but we talked every time we met, passed the time of day and consoled each other in our single parent status. My wife had left me for her rich boss and how her husband ran off with a girl from...

4 years ago
  • 0
  • 21
  • 0

The House Sitter

My name is Donald and I'm a house sitter. It started off when I was in my teens and I baby sat for a few of my parent's friends and as I'm very conscientious and my Dad's senior partner needed someone to look after his house while he was on holiday, the whole thing grew from there. I'm 27 now and I house sit full time, supplementing my earnings with a spot of book reviewing. I'm not rich, but I have a comfortable living as I have virtually no overheads. Of all the grand houses I look...

3 years ago
  • 0
  • 16
  • 0

The Sitter Part 2

The Sitter, Part 2 By Cal Y. Pygia "Thank goodness you're here!" Sue Garrison cried. She'd been waiting for Becky Lewis to ring the doorbell for over twenty minutes. Seizing Becky's wrist, Sue hauled her best friend into the mansion's grand entrance hall, shoving the door closed with her foot. "Ouch!" Becky looked cross. She rubbed her wrist. Then, she smiled. "It's nice to see you, too, Sue. Where's the problem child?" "In his room," Sue replied. "At least, he was the...

3 years ago
  • 0
  • 17
  • 0

The Dog Sitter

The Dog Sitter   I was getting ready to go out of town for a week and my wife was going to be gone for three days towards the end of my trip. So we investigated a dog sitter company and engaged them to take care of our dogs for two nights.   About a week prior to the engagement Susan showed up, she was the one who was going to take care of our dogs. She was young, I would guess in her twenties, very busty and wearing a skirt that was almost see through, at least enough so...

Exhibitionism
1 year ago
  • 0
  • 33
  • 0

The babysitter

We hired a girl from the add we found at the supermarket looking for a baby-sitting job. We found she lives only a few doors away; very convenient. She said her name is Inna. She came to the house the first time for an interview and was dressed nicely and was very cute. We told her she could start this weekend as we were going out on Saturday. She agreed to be here at seven pm. Several weeks go by and she is doing a great job. She is prompt, the house is clean and the kids love her. She seems a...

Erotic
2 years ago
  • 0
  • 19
  • 0

Sissy Sister Sitters

SISSY SISTER SITTERS by Throne Claire and Rosa stopped as they approached the front door of the latter's house. They wore sexy outfits and a touch too much make-up, which was appropriate because they had been out clubbing. They looked at each other and began laughing spontaneously. "This is SO funny," Claire said. "I mean, us going out for the evening and leaving our husbands in the care of a sitter, like they were little boys." "You mean our SISSY husbands. And you should say...

4 years ago
  • 0
  • 38
  • 0

Bailey Our BabySitter and a Friend

Bailey was our very outgoing, vivacious, high energy, family baby-sitter. How I managed to survive after she headed off to her freshman college semester, is beyond me, but somehow, I managed to readjust. I was a little depressed the first several weeks, as Bailey had upended me, unlike anyone else I had ever known.When Bailey texted me that she was looking forward to being back home at the Christmas break, I became a little more upbeat about the upcoming holidays.Bailey and I had developed a...

Cheating
3 years ago
  • 0
  • 18
  • 0

The Baby Sitter

Now Robert I want you to know that I have decided on the girl who is going to baby sit you for a week while I go on vacation with my boyfriend James. You may remember her. Her name is Christine. She’s a fourteen year old. She was that little freckle faced red headed girl, who seemed to be enjoying herself with you so much during the tryouts last week. Remember how red faced you got when I told you to drop your pants and underwear and bend over and pull your cheeks apart to show her...

3 years ago
  • 0
  • 24
  • 0

An older male baby sitter

My mother and her girl friend were going shopping together. So we drove over to her place and mom left us to be baby sat by this womans husband. We were supposed to be going swimming later so my sister and me had on our bathing suits. We heard mom and her friend pull away in the car as we sat watching tv under the watchful eye of our unknown sitter. He was an average build not big at all but older, about in his 40s. We sat there watching tv together. I would look over once in a while to...

2 years ago
  • 0
  • 19
  • 0

Wife Hires Baby Sitter

My wife and I had been going through a long dry spell while she was pregnant to a few months after she had the baby. We would have sex occasionally during her pregnancy, but toward the end she said it was getting uncomfortable. The doctor had ordered no sex for at least six weeks after the baby was born. We tried having sex once after the six weeks was up, but again she said it was still a little painful. So the only action I was getting was watching porn late at night, and masturbating. I was...

3 years ago
  • 0
  • 22
  • 0

Seductive Sitter

Jill was the sitter my wife and I had settled on, because she had experience working in a day care and was an early childhood major at the college where I taught. Of course, I would have hired her on looks alone, the chance to see her made Wednesdays when she sat for us wonderful. She was tall and slender, with youthful modest breasts and gentle curves. But she had long, full, lush red hair that perfectly offset her creamy, freckled complexion. And she had a way of moving, deliberate and...

2 years ago
  • 0
  • 19
  • 0

Baby Sitter with Potential No 2

Introduction: Getting to know our baby sitter…..mmm Next Friday evening, Jack and Jane continue to use Tessa as their babysitter, Jack and Jane go out again,Tessa baby sitting …… on returning Jack insists he will attend to the boys while Jane takes Tessa home. Oh okay Jack…be back in a little while ( the girls are in deep conversation whilst Jane drives Tessa home). Jane you look gorgeous tonight … I love your ear rings(when the car stops, Tessa touches them and Janes ear – and notices Jane...

3 years ago
  • 0
  • 41
  • 0

More Secret Fun With House Sitter

I woke to the gentle sound of Linda's breathing a few inches from me in my parents' king-sized bed. My nakedness against the sheets heightened my awareness of my stiff dick underneath my body. I could feel her warmth radiating across the short distance between us. I'd never awakened next to a girl before. Katherine and I went down on each other in the basement, then usually just went back out to play. Waking up next to Linda after sex was a completely new and exciting experience.She was faced...

2 years ago
  • 0
  • 36
  • 0

Secret Fun With House Sitter

Linda's warmth wrapped around my bare skin as I slid close to her sleeping body under the covers of my parents' king sized bed. My dick was rock hard in my white briefs, the only thing I wore. Her red hair was tossled across the back of her tee-shirt as I rested on one elbow, inches from her. I took a moment to take in her pretty face, freckled from cheeks down her neck. She was a true ginger, and sexy as she could be. Given her reputation as an edgy girl, I was a little surprised my parents...

4 years ago
  • 0
  • 46
  • 0

The Topless House Sitter

The Topless House Sitter.I purchased a building plot in the spring. As summer arrives I decide that it’s time to do some minor repairs to the fences before I let the builders loose. I’m working up a sweat. Shirt off, topping up my tan on my firm mid-twenties body. I’m lost in the task in hand. Leaning on my spade I’m startled from my dreams as a voice asks, “Lemonade or beer?” Looking towards the voice I’m greeted by the sight of a beautiful almond shaped face framed with long brunette hair and...

4 years ago
  • 0
  • 17
  • 0

Rachel the Part time Baby Sitter

I saw an on line advertisement on social media where a neighbor was offering up her seventeen year old daughter to baby sit. As a single father with twin five year olds, I was thrilled to see the advertisement. Finally, I thought to myself, I can have a social life. A babysitter for the weekends when I had the kids would allow me a small amount of time to rebuild my life after a nasty divorce. Rachel was a cute and bubbly young lady. She came with her mother to check out my offer. As we sat at...

Seduction
2 years ago
  • 0
  • 26
  • 0

My kids baby sitter this is a legal age lady

This little cute thing used to baby sit my k**. Really a sweet girl. We developed a good relationship and she often talked with me, asked for advice and prolly just wanted someone to talk to. How could I refuse? She always did good by me, did great with my son and she's fucking gorgeous. I gave her a key to my house, she had my schedule and would just come over in the morning. If I was still sleeping she would come in and wake me up. I often sleep naked. She showed up and went in my room to...

3 years ago
  • 0
  • 32
  • 0

The babysitter

The phone was ringing. Brenna had just woken up and was dressed in only her bra and panties. Her 18th birthday was yesterday and she was completely exhausted. She picked up the phone."Hello?""Hi Brenna," it was Mrs. Brown, "I was wondering if you could come babysit my four-year-old girl, Katy, for a couple of days. Me and my husband are going on vacation and we need someone to watch Katy. I know two days is a lot to ask, but its summertime and we thought you could manage."Brenna sighed. It...

4 years ago
  • 0
  • 45
  • 0

MAUREENA SITTERS STORY

When Tommy Webb's mother informed him that she and his father would be attending an old friend's wedding an electrical tingle sensation ran down his spine. He tried to restrain his excitement and held his breath for a moment. "Will Maureen be coming over?" he asked in an intentionally dull voice. "If she is available, I guess. She might have to stay over. We will be out very late,' said his mother leaning against the door frame of his bedroom. "You don't mind, do you?" she asked a moment...

2 years ago
  • 0
  • 14
  • 0

Baby Sitter gets a Black Poker full

If you followed me to the prison from last time when I fell for Horny Black Bruno, then you will know how I got the prisons permission to see him. Yes I had to write and say I was his girlfriend in relations with him. This meant under new prison rules we could have private time with each other!I was aching to see him again and he said he needed my pussy to give him relief from his big spunk loads...haha a bit of him that could escape from prison in my nickers!Mmmm...so I had planned to go over...

2 years ago
  • 0
  • 18
  • 0

Baby Sitter Sex

My hubby Mick was very happy with spying on the young Baby Sitter at ours when he came back from the bar, leaving me and my Black stud there!Sue had come to our house with her boyfriend Jamile, I was surprised cause she was going out with a boy of her age before and he was so innocent! Mick had seen her wank off her 1st white boyfriend, but the new black lad older than her had pushed her further than he should. Yes he had filled her pussy with cum and Mick looking at them through the window had...

3 years ago
  • 0
  • 21
  • 0

Ava the Sitter

Ava Dominique and Elle Monique's mom had a close friend Diane had become an auntie some time back. Diane's younger brother Tommy was a father to identical twins boy and girl named Louis and Layla. Tommy, a few years older than Dominique always had a thing for her. He never acted on it but he could never keep his eyes off of her body. Even when he was in the 9th grade and she was in the 5th, he liked when she played wrestling with him. He loved pinning her down and putting her into submission...

4 years ago
  • 0
  • 22
  • 0

THE SITTER

My wife and I were going out for the evening and asked our neighbor, Paul, to baby-sit. Marny said she was driving so I sat in the passenger seat and settled in for a nice ride.Marny looked younger than her actual age, she was thirty eight but looked twenty nine, her body is as firm as ever due to a rigorous exercise program, and strict eating habits.Like I said, she's thirty eight, she's five feet seven inches tall, long jet black hair that falls to her gorgeous firm ass. Her tits are firm,...

3 years ago
  • 0
  • 16
  • 0

The Sitter

MOM!!, I’m 12 years old!! I don’t need a frickin baby sitter! Watch your mouth young man she said, I just don’t feel right going out of town for the night, and no one else is available. I saw her sign at the grocery store, called her, and she said she works at the Jehovas Witness temple, and is studying to be a pastor, so she sounded great, as sweet as could be. In about an our the doorbell rang, and I answered it, expecting an ugly b---h, and boy was I surprised. She was wearing a long, floor...

3 years ago
  • 0
  • 18
  • 0

The Sitter

MOM!!, I’m 12 years old!! I don’t need a frickin baby sitter! Watch your mouth young man she said, I just don’t feel right going out of town for the night, and no one else is available. I saw her sign at the grocery store, called her, and she said she works at the Jehovas Witness temple, and is studying to be a pastor, so she sounded great, as sweet as could be. In about an our the doorbell rang, and I answered it, expecting an ugly b---h, and boy was I surprised. She was wearing a long, floor...

4 years ago
  • 0
  • 15
  • 0

The Sitter

This is a work of fiction. More importantly, this is a work of erotic fiction. Even better, this is a work of erotic transvestite fiction. If you are under the legal age in your state, country or planet to obatain adult literature, STOP READING NOW! The Sitter by Sissy Demi It was Friday afternoon and I was on my way home. It was only a half day of school that day. Parent/Teacher conferences or some bullshit. Who cared I had another half day that I didn't have to be in that crummy...

2 years ago
  • 0
  • 18
  • 0

Baby Sitter

It was a cold and unforgiving night as Jennifer stumbled to her job. The streets were empty and the darkness clung to her like a wet t-shirt. She strained in the dark to read the house numbers as she rounded the bend to Alma close, it was unsettlingly silent, the wind that had once whipped up round her ankles died and everything was still, waiting. She stood at the front door anxious to enter, though she'd been here before on many a night she some how felt...

3 years ago
  • 0
  • 18
  • 0

Changing Channels The House Sitter

Changing Channels- The House Sitter By Zouscha I saw the notice posted on the bulletin board in the university center, and I pulled it off before anyone could beat me to the punch. The note said 'Housesitting- will pay $250 for one week' and it gave a number. Well, I was pretty cash-poor this semester, so I jumped at the chance. I got back to my dorm room and called right away. An airheaded voice came on the phone, and said yes, they were leaving tomorrow. They'd leave the keys under...

2 years ago
  • 0
  • 19
  • 0

Lou The Baby Sitter

This is the story of Lou My very Special Friend Missy's ( Wendy ) Babysitter...Its a weekend late summer , and I have a busy social programme over the next couple of weeks -- birthday parties weddings etc Charlie has arranged for our usual sitter Lou to look after our son while we are out -- in the past if we expected to be really late she just stayed over in the spare room.This particular Sat ,I was driving through the village when my attention is taken by this statuesque figure gliding along...

2 years ago
  • 0
  • 17
  • 0

Baby Sitter

BABY SITTER By Tammie Anne Freeman Chapter 1 Anna looked at the address written on the note card. She hadn't worked in this neighborhood before, and was concerned that she was going to be late. She worked for a babysitting agency that provided special services, and the clients could be very demanding. But thankfully the job tonight looked like a regular baby-sitting job, and she could probably be a few minutes late before the client called to complain to the...

3 years ago
  • 0
  • 18
  • 0

my baby sitter

I was home healing from leg surgery, sitting by the deck door, when my very sexy baby sitter tapped on the deck door.She was looking fine, wearing a pair of snug, low rise blue jeans short shorts, showing some nice cheek, PLUS a beautiful low cut tank top, showing off her well endowed cleavage. Falling out the side of the top, plus a well tanned belly button. She came in, with a smirk on her face and leaned very suggestively against the door.She teetered and giggled as she talked, and asked to...

3 years ago
  • 0
  • 17
  • 0

The Baby Sitter

We had planned this night out for some time, but as usual something always goes wrong. The baby sitter called & cancelled at the last minute. I suggested that my wife ask if Shelly, the 17 year old girl from next door could baby sit at short notice. She trotted off next door & came back to tell me that Shelly was not available but her 19 year old brother Joey Was. We really wanted to go out so she agreed to let him sit for us. He seemed like a fine young lad, he was very fit, he was a...

2 years ago
  • 0
  • 14
  • 0

The Sitter Part 3

The Sitter, Part 3 By Cal Y. Pygia "Wow!" Sue said, staring at Danielle. "I love what you've done with your hair, and your makeup is superb! And your dress is awesome!" Becky, who'd accompanied her friend to her babysitting charge's home, agreed, but she cautioned Sue not to give Danielle too much credit for her transformation from Daniel into the beautiful creature who stood before them, eyes cast down and hands clasped demurely in front of her. "She's come a long way, for...

Porn Trends