7 comments/ 265288 views/ 15 favorites Rachael's Ass By: long&thickdude I rolled over to the sound of the bedroom door opening. Knowing who it was before I completely opened my eyes. My dick stirred in my boxers, I knew what was coming. "Did you have a good time tonight?" I asked Rachael. "Yes Daddy!" She replied, "I was the 'strap on' girl tonight." Rachael had been my lover for nearly a year now. She was nineteen, and had spent the last year of her life doing more sexual things then most woman have done at forty. She was the biggest slut I had ever heard of. She preferred anal sex to vaginal sex, loved it rough, and complained the I was the one that didn't talk dirty enough for to her. She was perfect, stood at around 5'7", about 120 pounds, and a 36C. She had dark almost black hair that was cut the length of her face, totally shaved down below, complete with a tongue ring. She was every guys jack off dream. Not long ago Rachael had started chatting online with swinger groups. It didn't lead to much but her up at the computer all night, fingering herself like mad while married couples all over the country cybered to her. But what it eventually created was a group of local girls that wanted to experiment with bi-sexuality. At this point there were 3 girls that Rachael fucked on a regular basis. What was most interesting about these experiences were that one Friday a month the girls got together to experiment with new toys, ideas, and fantasies they'd spent the month discovering. The "strap on" girl Rachael was referring to was the lucky girl (or unlucky, depending on how you viewed it) that got to wear the strap on, and be the "man" of all the fantasies. "Did you get to have any fun yourself?" I asked, rubbing my eyes. "Yeah, I fucked like mad." She replied. "Did you get any in return?" "Not really, Sara tried to lick my ass, while I fucked Steph with it." "You're telling me you didn't even get off?" I asked surprised. "Hell yes I did, it was just harder to get attention with that thing on," She giggled, "Or at least the type of attention I was wanting." I felt my dick getting harder as she described the night for me. I knew what was in store for the rest of the evening. Rachael came back from these things horny as hell. And all that pussy only made her want one thing, my dick. I watched as she slipped out of her shorts and tank top. As usual there was no bra, and he panties were wet from the events at Sara's place. "So you ready to take care of me?" She asked, sliding one finger down her stomach and over her moist lips. "I think I might need a little support." I answered, as I pulled my boxes off. "Damn look at that huge fucking meat!" Rachael squealed as my hard-on smacked up against my stomach. I didn't have much to brag for, I am only around 8 inches, but I'm thick as hell. In high school I couldn't get my dick near a girls ass, most complained of being extremely sore after vaginal sex, and deep throating was out of the questions. I've never measured it, but I have never met a girl who can get her fingers around it. "Let me suck that meat daddy, put it in my mouth." She said, falling to her knees. I stood up, stepping out of my shorts. As I grabbed the base of my dick and bend it towards her mouth, she moaned and rubbed her hands up her breasts. She took the head of my dick into her mouth wetting it with her tongue. She quickly grabbed my dick with her hand as she worked her tongue up and down my shaft, wetting it with her saliva. "You ready Daddy?" She asked as she spit saliva all over my dick. "I'm gonna fuck you with my mouth baby!" She said, rubbing the wetness all over my dick. She took it in slowly the first time, I could feel her throat expand for my dick. I never thought such a tight hole could hold my cock but she took it in to the base. She held it there, letting me feel the tight heat of her throat. I felt her gag, and very warm saliva circled my cock. She slid it out slowly, tightening her mouth and milking my cock. Then, as she held the head of my dick in her mouth, suddenly, she shoved all of it into her mouth. She gagged as she did, but she held it. I looked down to see her mouth, wide open, with my meat shoved deep into it. I felt her press her tongue out of her mouth, flicking its tip against the base of my balls. She pulled out quickly, gasping for breath. I notice her eyes water a little as she looked up at me. "I want you to fuck it Daddy, OK?" She said. "Ok, baby." I answered "No, I want you to really give it to me, don't stop, even if I gag a little." "Are you sure?" I asked her. "Yes, do it." I took her head in my hand, as I guided my dick into her mouth with the other. I pressed into her slowly, until she had all of my dick in her mouth again. Then I pulled back, but only a few inches, and shoved it in her again. I felt her gag hard. She choked, and I felt a spray of hot spit come out of the sides of her mouth and run down my balls. I decided to give it to her like she asked. I shoved my dick forward more, bending back her head. Then I grabbed the sides of her head with both of my hands and started fucking her throat. With each stroke I shoved my dick into her, and each time I pulled back I felt her gag. After several strokes I pulled out. "You like it don't you, you little bitch?" I yelled down to her. "Yes..." she gasped, "Don't stop." I smacked my dick against the side of her face, " Are you ready for more? Huh?" By this time she was sitting on her ass, breathing hard, with tears rolling down her face. I pushed her until her back was against the side of the bed. Then I pushed her head back against the mattress, and shoved my cock into her mouth. She gagged as I started fucking her face again. "AHHH...GAHHHH...GAHHHH..." "You like that don't you slut? Wanna feel my cum in your throat? Huh?" I yelled, fucking her face hard. Each time I thrust forward her head would bounce against the mattress. Watching her, gagging on my cock was too much for me. Finally I felt myself start to cum. As I came into her mouth I felt her gag. As I pulled out, a mixture of my cum and her spit came running down her chin. I grabbed my dick with my hand, stroking it lightly, milking the last little bit of my orgasm. Rachael leaned forward, and shoved her tongue under my balls and over my ass. Licking it hard as I finished cumming. "Did you like that Daddy?" She asked me, as cum ran down her chin. "Hell yeah." "How about my ass next?" "If you can get my equipment ready." I smiled. "Just lay down for me." I laid down on my back, knowing that her favorite "trick" was coming up. I'm not gay, or bi-sexual, but any man who's had it, likes it. And I like having my ass licked. Rachael pushed my legs up onto her shoulders as she licked up way down between my ass cheeks. She didn't waste anytime getting to my asshole. She circled it with her tongue in quick, firm motions. After a few minutes my ass was wet as hell. She then grabbed each of my cheeks and pulled them further apart as she pressed her tongue into my ass. This was all in preparation for more. She fucked my ass with her tongue until my ring was wet. Then she shoved two of her fingers into my ass. It hurt at first, as always, but before long she was fingering me hard. After a few strokes she sped up, fucking me in the asshole faster. "You like that Daddy? Huh?" she asked, " You want my fingers in your ass? Huh? Fucking your asshole? Huh? Look at that meat, it's getting hard Daddy.....You gonna fuck me with it? Huh? You gonna pound my ass with that meat?" It wasn't long before I was hard again. But Rachael didn't stop with my ass. She kept fingering it, as she sucked on my dick. She spit on it several times, getting it wet. Then she jumped up and crouched over my face. "Get my ass wet Daddy, lick it all over...that's it, spit on my ass baby...good good, you wanna fuck my ass now? Oh yeah..." With that I pushed her up, placing her on her hands and knees. I quickly shoved my dick into her well-fucked asshole. "OH GOD! DADDY! Yes...fuck that ass, God yeah, you feel huge up in there." I grabbed her hips pulling her to me ass I thrust in and out of her. "God yes.....don't stop.....OH GOD DADDY....FUCK....that's it, roll me over..." I quickly pulled my dick out and flipped Rachael onto her back, I knew she wanted it that way, so I pulled her legs up over her head pushing her knees on either side of her face. "Fuck that ass baby.... fucking pound it...pound it like you would if it was Sara's ass.....yeah you'd like that wouldn't you...taking turns with the three of us...huh? Fuck us all?....YEAH!...Would you like that Daddy, huh?" I pounded her ass, feeling my balls smack against the insides of her thighs with each stroke. I could see her cunt juice glisten as it rolled down her pussy and over her asshole. "Fuck yeah baby..." She screamed, "You could fuck us all up the ass.....Then when you get done...I could suck your dick...huh?...You want your little slut to suck your meat after it's been up their asses?...Huh..." I knew she was getting close, as I watched her shove four fingers into her pussy. She fucked her pussy in unison with my dick, filling herself up completely. "Yeah Daddy...that's it....I'm coming ...FUCK YEAH, I'm cumming.....Oh YEAH....give me that meat....FUCK...yeah." Hearing her moan as she came made me let loose. I pulled out, spraying my cum all over her stretched ass and pussy. I collapsed in the bed, watching her as she scooped up my cum with her hand. "Now," she said, licking my cum from her fingers, "About you fucking Sara and Steph?" Rachael's Awakening Things at work had been going slowly, due in large part to the almost daily late afternoon rain showers we'd been getting; that, and the fact that I had been going through a personal dry spell. Everything seemed to brighten, and change for the better, when my housemaid, Rachael, came to work for me. The day she had knocked on the door in response to the ad in the local paper, I hired her on the spot. She had genuine warmth and a raw sexuality that just seemed to radiate from her. She was a beautiful girl, a few years younger than I, with a bubbly, but very shy, personality. I found her quite attractive, and often found myself thinking, frequently, of making her my submissive. She was a little on the heavy side, but I didn't mind. I believe that is what attracted me to her to begin with. She had beautiful large breasts that hung heavily from her chest and swayed as she moved about the house. I found her body to be intriguing, to say the least. You see, Rachael and I had a strict no strings... employer/employee relationship that had been fantastic for the last couple of months. I had originally hired her to clean my house, when, suddenly the business took off to such a degree, that it left little time, to almost none, to tidy up behind myself. Rachael was a fantastic housekeeper and was always very polite to me. In the recently ended relationship of five years with my ex, who was really into bondage and being dominated sexually, I quickly fell into the role of Dominant, and Becca had proven to be an excellent sub. Everything was going well, until the day I caught Becca stealing from the business accounts behind my back. That night, after the confrontation at work, and Becca's arrest, I had a locksmith come to the business before I left and change the locks. I then came home and packed up all our toys and restraints, and proceeded to throw out all her lingerie and clothing while I waited for the same locksmith to come change the locks on the house. That had been four months ago. Rachael came to work for me two months later. One day while I was home from work because of one of those sudden, early fall downpours, Rachael happened across the box of items from that previous relationship that I'd forgotten. I'd just thrown everything into a box, tossed it onto the floor of my closet and had left it. Usually, when working at home, I had the habit of walking around in my loose jogging pants most of the time. Today, there was one minor change. In order to judge Rachael's reaction... I deliberately forgot to wear my boxers. Lately, unknown to Rachael, I had caught her glancing at my manhood as its outline showed itself against the cotton fabric. I wanted to try and embarrass her, just a little, so I acted as if nothing was different. I walked past her a couple of times as she was scrubbing baseboards, or bent low dusting. By my doing this, it brought my cock directly level with her eyes. The look on her face was priceless as my cock bobbed when I walked, mere inches from her face, and she tried not to look at it... or me. I was enjoying teasing her, yet had no intentions of using my authority over her, in order to advance my own sexual urges. That was a line I did not intend to cross. But, as they say, "the best laid plans of mice and men often go astray." On the afternoon of the heavy rain, I had been in my room and had stopped to take a break as the sound of the rain beating against the windowpane had drawn me over to the window to look out. During the slow-down at the business, I had taken to working at home. The papers that were now strewn about my bed were my copies of the evidence I had needed to take to my CPA to prove that Becca had been stealing and the shortages had not been due to mismanagement of the business. With a light knock at the door, and after not receiving an answer, Rachael peered inside and asked if she could enter. I called out for her to enter without turning from the window. "Mr. Black? I was wondering if you'd like me to straighten your closet, and change the summer clothes to the slightly heavier winter clothes? I mean, if it won't bother you, that is." She asked softly. Rachael had a way of asking a question so it never seemed as if what she wanted to do would be an intrusion or that she would be an interruption. "Sure Rachael, come on in," I consented. Not paying any attention to her, I went back to sorting through the mountain of receipts and statements. She came back and forth bringing clothes to my closet, and then putting the empty hangers into the closet in the now empty, spare bedroom. I lost track of time as we each went about our separate tasks. Rachael was quiet as she began straightening the other things stored in the closet. After a little while, I noticed that she had become very quiet, save for the occasional rustling of cardboard. I eased off the bed and made my way over to the walk-in closet. My sock covered feet made no noise as I slipped up behind her to take a peek at the rustling sounds. When I saw what box was in Rachael's lap, I didn't know whether to feel embarrassed or to chuckle out loud. As I continued to stand behind her, I watched her look inside the box and withdraw a set of black leather ankle restraints as her face blushed a bright red. On the floor beside her, next to her left thigh, I noticed the other various restraints, vibrators, and assorted goodies. She sat, mesmerized, by the items she had found in the box. Not wanting to scare her, I spoke quietly. "Umm, can I help you with something?" "Oh god!" She half-screamed and was obviously startled. She jumped at my soft tone, and her hand dropped the cuffs. They landed with a clink as the chain connected with the hardwood floor of the closet. "You have been snooping!" I said in a low deep voice. "I-I-I umm well... I...uh," she stammered. "Spit it out, girl!" I shouted. I could see fear streak across her face, and I quickly decided to ease up a bit. "It's okay girl, I just wanted to see your reaction." I said, as my mouth curved into a soft smile "Mr. Black. I am so sorry. The box was unmarked. What is all of this for?" As her question showed an honest curiosity, I thought I would indulge it. Rachael was red-faced as she asked her question bashfully. I couldn't help chuckling even as I spoke sternly. "What do you think it is for, Rachael?" Her face flushed a bright red as she lowered her eyes in abject embarrassment, shrugged, and shook her head. I took her hand, helped her up, then bent and picked up the box that had slid from her lap when I startled her. We crossed the carpet until we could sit on the foot of the bed as I explained my past relationship to her. She hung on every word as I described the lifestyle to her. "I thought that stuff only happened in dirty movies!" She announced. "Well my dear, it is often played up a little in films, but... it is very real," I noted. I sat silent for a moment, and then decided to take a chance and lay it on the line. "Rachael? Do these items interest you?" I asked. For a moment, she sat very still and was disturbingly silent as she pondered her reply. Finally, she looked up from the cuffs in her hand and looked me directly in the eye as she gave me her answer. "Uh huh. Yes, they do." "Well then, finish your chores, and I will return later in the evening. For now, I must get these papers to my accountant." I paused briefly from putting the papers in order and looked at Rachael, holding her gaze with mine. "You have two hours in which to finish up for today. Now that you've found the box, go ahead and leave it out. When you've finished the closet, take the vibrators, and any other toys that appeal to you, into the bathroom and run a sink of hot, hot water. I want the toys you've chosen to be sterile when I return. "Then... you will shower and wash your hair. Once that's done, you are to go down and begin to prepare a light supper for us both." I stood quickly, crossed to my desk and put the papers into my briefcase, then snapped the lid closed. I grabbed the handle and headed for the door, letting Rachael think I had forgotten she was still standing there. At the door, I turned and addressed her. "Oh, Rachael... one other thing, please. When you go down to start supper, you are to wear nothing except an apron. Is that clear?" I turned and walked out... saying nothing more... and left her to digest exactly what I meant. As I turned the key in the ignition of my pickup, I chuckled to myself at the thought of her, sitting where I had left her, on the end of my bed, in total quiet. I felt sure her mind was racing at the thought of what was to come later and whether or not she should just leave and never return. I was soon pulling into the parking lot of my CPA's firm, and as I parked I knew Rachael's leaving wasn't going to happen; simply because of the smile I had seen on her face as she was looking in the box. I got the distinct impression that this was something she desperately wanted, if not something she needed. She appeared to be a very lonely girl underneath her friendly, bubbly exterior. The kind of attention I had in mind, was just what I knew she craved. I parked my truck, and took the key out of the ignition. It was still raining, so I picked up my cell and called Ron to tell him I was outside and needed to be buzzed in. Once inside, I turned over all the papers in my briefcase and we sat down to make certain I hadn't forgotten any important ones. This meeting, when ended, had taken the better part of the two hours I had given Rachael to finish up at the house. After leaving Ron's office, I stopped at the local wine cellar and picked up an expensive bottle of vintage 1974 Cabernet. Thinking of Rachael and the upcoming evening ahead, I realized that my wanting to have her relax, yet still able to enjoy without feeling too awkward, was paramount. I didn't want her drunk; I just wanted something to take the edge off. I could imagine her standing there in the kitchen stark naked, being so self-conscious about her body that she would be trying to hide herself behind either the butcher top island counter or the pantry doors near the stove. Neither was going to be allowed. I had been gone nearly three hours by the time I finally returned and was anxious to get things rolling. I opened the door to the mouth-watering aromas of Chicken Parmesan and French bread. The smell of dinner almost made me forget the plans I had. I looked around and couldn't see Rachael anywhere. As I walked into the kitchen, I saw the pantry door ease open a crack. "Mr. Black? Is that you?" "Yes my dear. Come out; come out. I want to have a look at you." " I... I don't think you will like what you see," she announced from behind the pantry door. "That wasn't a request!" I boomed, "I told you to come out for inspection." Without a word, she slowly emerged, her breasts covered by her apron and her face was the color of fresh tomatoes. Silently, I circled her and raising my hand, brought it down swiftly and swatted her bare ass as I passed behind her. "Take your apron off, Rachael. I can't see your beautiful body!" I chided. "You really think I am pretty Mr. Black?" she asked in a surprised tone. "Yes, My Pet. But, first things first... you are no longer to address me as Mr. Black. From now on, I am to be addressed as Master or Sir! And, you are not to speak unless I ask for a response from you, do you understand?" I asked. Uncovering her large breasts, she revealed her thumb-sized, dark nipples, which pointed towards the floor as she released them. "Yes Master, I understand," she conceded. For a moment, I continued to circle her, taking in the beauty of her breasts which hung heavily against her belly, and the slight roll of her stomach which hung over her curly brown patch of pubic hair. When I finally stopped walking and inspecting, I stood behind her, towering over her. I hadn't realized I stood a good foot taller than she. Reaching down, I first cupped her right buttock and then her left, kneading them roughly, then moved my fingertips down until they were wedged between her clenched thighs. Tapping against the inside of her right thigh, I motioned for her to spread her legs. "That's it Pet, you are catching on very well," I reassured her. "Now, hurry upstairs. I want you to go retrieve the medium sized plug from the bathroom sink and return here." I waited for a moment as I watched her bare ass wiggle up the stairs and without hesitation, she came right back clutching her prize. "Very good, now, I want you to bend over and place your hands on the back of this chair and spread your feet to a wide stance." "Yes Master," she answered and obeyed without question. Kneeling behind her, I slid my thumbs between her spread legs and parted her hair-covered sex to reveal her glistening pink slit. The wonderful aroma of her dampness tickled my nose, tempting me to bend her over further, right there, and take her savagely, but I decided I would take it slow. The sight of her pussy, spread wide open, was begging to be tasted. I could resist it no longer. Grasping her hips, I quickly turned her around to face me. Her eyes were wide as I knelt back down in front of her and again parted her hair-covered slit. Spreading her now wet lips, I opened them wide and drove my tongue into her slit; scooping up her delicious nectar and bringing it back to my mouth. Her knees buckled and she almost fell as I plunged my tongue into her depths again and again. "Oohh, Please!" She gasped and whimpered as I attacked her open sex. Her head fell back as I plunged my tongue into her one more time then gently bit her swelling clit as I drew my head back. "Rachael?" I called out to her but there was no response. "Rachael!" I spoke her name harshly this time and smacked her ass as one movement. Her head snapped up, and I noted with pleasure that her eyes were glazed over, and the passion she kept bottled up within was riding a fine edge. "Yes Sir?" Her blue eyes were still wide, but the passion had been replaced by confusion. "You called?" "Yes Pet. Yes I did. Hand me what I had you bring down then I want you to pull the lips of your pussy apart and hold them open for me. I want you to spread them so I can see inside. To do, as I demand, you will need to move your legs wider apart. "Do it Pet... and do it now." My voice was just short of icy, and she knew better than to disobey. She heard the order in my tone and did as I told her. Quickly she handed me the plug then spread her legs and held her sex wide enough for me to see her pink hole. The sweet scent of her assailed my nostrils again and as I bent forward to insert the end of the plug into her, I was tempted to ram my tongue deep into the openness before me. Taking the plug, I pushed it slowly into her tight hole, watching it enter her and begin to disappear as I turned it, coating it with her juices. I saw her thighs tense as she felt the thickness of it slide inside her, stretching her, and I halted, waiting to see if she would cry out as it entered her. She did not... and I was pleased. I began to push more of the plug into her and she let out a small gasp and then a groan. I looked up at her as a displeased expression crossed my face. "Did I say you could speak or utter a sound Pet?" I kept my tone stern and my eyes remained glued to her face as I spoke. "No Sir, You did not. But it hurts, and I am unfamiliar with what You are doing," she replied in a low tone. "It's supposed to hurt a little Rachael. It is meant to get you used to a feeling of fullness and to stretch you open for more training later. "I was going to get this more lubricated in your juices; but I will have to use a different method now. Let go of your pussy and stand straight. I want you to walk over to the pantry and get me the olive oil; then, come back here and turn around presenting me with your back. Once you have done that, I want you to bend as far forward over the chair seat as you can. "Hurry up. Don't make me bring my hand down on your ass again." 'I have other plans for your lovely ass tonight,' I thought. 'And spanking isn't part of it... for now,' the thought concluded. Rachael straightened and quickly crossed the kitchen, pausing very briefly to check on dinner, then crossed to the pantry to retrieve the oil and return to where she had been standing just moments before. When she stood back in her spot, she handed me the oil, turned to present her back to me, and then bent forward across the seat of the kitchen table chair... and waited. She had no idea what was going to happen next. None. "Pet," I spoke shortly. "I want you to interlace your fingers together, and be still. You are not to move; you are not to cry out... no matter what. If you cry out, I will spank your ass until it is a bright pink... but it will not stop me from your training. I want you to know this. "Take a deep breath and hold it. As you feel the pressure increase, only then may you begin to let your breath go." I poured some oil over the surface of the medium plug, coating it completely until it glistened; then let it drizzle down the crack of Rachael's ass; coating her puckered hole. She must have known what was coming soon, because she started moving her hips from side to side as a way to forestall what was going to happen. I brought my hand down swiftly and suddenly against her right cheek, causing Rachael to jump at the noise from my hand striking soundly on the orb of her cheek. "All right Pet. Since you can't stand still or be still; you leave me no choice. Bend completely forward over the seat and grab the base of the legs on the right side of the chair." I spoke to Rachael much more sternly than I had previously and the crispness of my tone allowed for NO disobedience this time. I grabbed the bottle of oil one more time, and grabbing one of her cheeks, I pulled at it so her anus was now exposed to me. I placed the tip of the plug against the oil-coated center of her puckered anus and began to press into the tight resistance. I pulled a little firmer against her cheek and as her dark hole opened just a little, I pushed against the base of the plug until the tip slid forward. In spite of her trying to keep it from happening, I picked up the bottle of oil and tipped it until a few drops of the golden colored oil spilled out and coated her dark hole and then disappeared inside. I took that exact second to push more firmly against the base of the plug as more of it began to disappear. One more good push and it was fully encased and seated in her tight ass. I brought my right hand down to connect fully with the orb of her right cheek and Rachael groaned loudly from the contact. "Stand up and look me full in the eyes Pet. Do it now." Rachael stood slowly because the feeling of fullness was so new to her, but she soon stood at her full five foot five inch height. My eyes roved over her face, taking in the swollen lower lip and the red-rimmed eyes. I was sorry she was hurting or that she may feel embarrassed... but I couldn't relent. Not now; not so soon. "Does it feel strange to you Pet? If so, why don't you put your apron back on and walk around as you finish getting dinner ready and by the time we sit down to eat, it shouldn't hurt so badly." Her face registered her surprise at what I had just said. "You're leav..." her sentence never got completed. "Yes Rachael. I'm leaving the plug in. You are to wear it while we eat, getting used to the feeling of fullness. I'm going up to shower, then change my clothes and will return shortly. I want the table set and dinner ready to serve when I come back.