2 comments/ 23259 views/ 3 favorites First Stop By: LOAnnie2 I open my track jacket, revealing my braless perky breasts. Sliding the jacket the rest of the way off, I use the same motion to quickly discard of my sweatpants, leaving me naked before him. "Come here," he beckons, grinning with his yellow and brown teeth that always made this feel dirtier. I move into my position, kneeling underneath his desk like I do every Thursday night at seven. As expected, he paws at my twenty-year-old flesh–one hand grazing my pussy, the other roughly grabbing a breast as I bend down. A sharp gasp escapes my lips as he roughly mauls the tender orb. He quickly releases me so I can finish getting into position.. I look up at the desk-mounted timer and set it for twenty-one minutes. "Ready," I say quietly. He pushes his chair back underneath his desk, leaving me trapped with his cock staring me in the face. I didn't realize he even pulled it out. Steeling myself, I start the timer and lean forward, taking his cock into my mouth. He is pitifully short, so I easily take the whole length in my mouth. Now I wait. I'm expected to wait twenty minutes like this, just using his cock like a gag. I don't ask why, because it doesn't really matter. Once the timer goes off though, I'll get to work and finish him off. Being stuck under this desk gives me a lot of time to think. I never imagined doing fetish acts for money, but finances are tight. I was browsing Backpage for jobs one day and for a laugh clicked the adult jobs link. Four guys and four different activities, each helping take care of my money issues for the quarter. This has become my Thursday night, and this is the first stop. I'll leave here to go clean a guy's apartment–buck naked, and wearing what I call the "Butt Plug of the Week". I'll arrive, strip off, clean whichever plug he's set aside for me, let him insert it and then get to my cleaning. Last week I wore a horse tail butt plug that also could double as a flogger. I wonder what he has in mind for tonight. My time with him will last about an hour before I'm off to my third destination–where I will spend forty-five minutes dressing up and stripping off various clothes and being spanked, groped, and fondled while bent over his knee. My time with him is the most disconcerting–while being spanked is by far my favorite foreplay activity, I have a sneaking suspicion that the clothes I try on once belonged to his daughters. That implication always makes me shiver. My mind wanders to the last guy, and as always I feel myself getting wet. He has a fetish nearly every woman would enjoy–he simply likes to watch women orgasm. He does it right too, strapping me down on top of a Sybian while he manipulates the controls. It varies a little every week, trying the different attachments to see how I react. It is bittersweet though, the orgasms are so good but the machine does its job so well I barely have enough time to enjoy it. All my self-control goes out the window when he turns it on, try as I might. Sometimes it's just one, but sometimes he likes to push me to multiples–at least he gives me extra for cab fare back to the dorm on those occasions, since there's no way I can walk properly afterward. I do struggle with the thought of prostituting myself during my college years like this, but given the crummy minimum wage jobs around here, there are certainly worse ways to spend my evenings. I'm brought back to the here-and-now by the timer beeping–damn daydreaming about the Sybian. I reach up and stop the alarm as I pull my mouth from his cock, enveloping only the head. I swirl my tongue around it, clockwise and counter. I dab at it with the tip of my tongue–teasing, playing. My hands reach out to grab his legs–not to hold on but to warn me when he's close. I bathe his cockhead with my tongue as I start sucking as though my life depends on tasting his cum. His legs start tensing up a little–had a minute even passed? I wiggle my head back and forth, which he probably takes as trying to get him off, but in reality I'm shaking my head at how easy this guy is. He doesn't complain when I remove my hands and mouth from his body–he knows what's coming next. I move my right hand into position, cupping his balls and gently dragging them forward. Two deep breaths fill my lungs before I stick out my longish tongue and move forward, devouring his whole cock quickly. The result is simple; I waggle my tongue across his balls while swallowing him whole. It's also quite effective as I feel him explode into my throat. I retract my tongue, closing my mouth to properly to swallow all his cum. His groans of pleasure tell me that my mouth had earned its keep. Once again I wait, until finally he scoots his chair out to let me free. As usual, he traps my leg as I try to get out and throws the envelope on the ground. I bend over to retrieve it and as always he roughly probes my pussy with his finger. "I love that sucking me gets you so wet," he tells me with an air of smugness. Too bad for him it was thinking about a machine instead of a man. Oh well. He finally lets me go and I return to my discarded clothes. I check that the cash is in the envelope and quickly dress. One stop down, three left. First Story This is my first attempt at writing, so please be kind. How different a few years can make. Only about 7 years ago, I was watching the Spice channel (scrambled of course), being introduced to things like Doggy Style, Blow Jobs, and the such. And like any guy at 13, I was already horny most of the time, and it was just amplified. But alas, I was a loser during middle school and high school. I never got a chance to explore. Hell, I didn't get to first base until college. In my mind, I always pictured my first time being on my wedding night. Both me and my bride completely oblivious of what we were supposed to do, and learning with each other. I figured monogamy was my fate. But, then I met "Angelica". We both worked at the same restaurant, and got to know each other. Much to my dismay, she already had a boyfriend, a Marine no less. But even then, she would flirt shamelessly. It should be said she let me get to second base "accidentally" several times. I always thought I could convince her to leave her man for me, and she would often hint that could happen. As time went by, she got transfered to another restaurant, and we lost contact. But one night, doing a random search of Myspace, I came across her profile, and to my shock, she was single. I immediately called her, and set up a date. We met, and after a nice dinner and movie, we went back to her house. I figured I could maybe get a kiss out of her, but not much more. She invited me in, the house was small, but she lived alone, so it plenty of room for just her. We sat on her couch, talking and laughing. I brushed away her hair, and kissed her. She tasted sweet. After I stopped, she told me she had been waiting for me to make a move for the longest time, and that it had been lonely since she became single. I apologized for my shyness, and asked how I could make it up to her. She just batted her eyes and giggled. She lead me to her bedroom. I was nervous, and deathly afraid of all those nasty little surprises the penis can do to a man. Could I get it up? Would I blow my load early? Would it be big enough? We kissed some more, this time with more passion, and I wrapped my arms around her. She could tell I was completely ignorant of how to proceed. So just smiled, and pulled at my zipper. Before I could say a word, she was down in front of me, inspecting my package. She pulled down my boxers, and saw my cock standing straight up. Looking up at me with a smile, she took my dick in her hands, and stroked it. My cock was throbbing as she moved her hands up and down. A little bit of pre-cum came out, and she licked off, saying how good it tasted. I could not keep quiet, and suddenly asked her for a blow job. She looked at me somewhat shocked at my outburst. I began to apologize for being so sudden, but she just laughed, and put my dick in her mouth. And she really knew how to suck. I was in ecstasy, she made all this great slurping noises, and said things like "I love the way you taste" and "Fuck my mouth, please." My right hand pushed gently on the back of her head, until she had put the whole thing in her mouth. I was so close to cumming, and she knew it. Angela stopped sucking, and got up. She asked me in the sweetest voice to undress her. Her clothes were off quickly, and she stood before me, only in thong, her 36b breasts so firm, and erect nipples. I kissed her, moving my lips down her neck, to her chest. I fondled her tits as I gently sucked on her nipples. She moaned, telling me how much she loved having a mouth on her breasts. I continued to suck, but moved my hands down her soft body, rubbing the outside of her thong. It was warm, and just barely wet. I moved aside her thong, and caressed her pussy lips with my fingers. She let out moans, and begged for more. I got down on my knees, and pulled down her thong, giving me a perfect view of her neatly shaved pussy. I massaged a small circle on her clit, while my tongue teased her mound. She kept moaning, kept asking me to suck her clit, and stick a finger inside. I gladly did as she asked. She was so warm and inviting. I told her how much I love sucking her clit, and that I her wet and warm pussy was tight. I continued to suck and finger, until she was about to burst. I got back up and laid on the bed, prompting her to climb on my cock and ride me. She bounced slowly on my dick, while also grinding when she had the whole thing inside of her. I thrust as well as I could, and she kept moaning "oh yes, god yes, harder baby" I was making all kinds of groaning noises as I tried to keep pace with her bouncing. "OH YEAH" I"M GONNA CUM" I"M GONNA CUM" she yelled. I put every ounce of energy I had, going as fast and hard as I could. Her pussy juices covered my cock as she came. I could feel her pussy contract and heard her give out little yelps. She got off my cock, panting, and commented on how I hadn't cum yet. She asked me how I would cum hardest, and I told her that I really wanted to do doggy style. She gave a very approving giggle, and bent over the bed, using her fingers to spread her cunt open for me. I got behind her, and pushed my hard cock into her. she gasped when I first entered, then gave very satisfied moans as I began to thrust back and forth. While I was fucking her, Angelica kept moaning "Fuck my cunt." I'm your sex kitten" I love your cock" and asked me if I had ever been harder before in my life. I said no. As I kept fucking her, I could feel my cum ready to squirt out, and I asked her where she wanted it. She said "fill my cunt with your hot cum." That pushed me over the edge. I came harder than I had ever cum before, pumping cum into her welcoming pussy. She stuck one finger inside of her, and tasted the mixture of my cum and her juices. She smiled and licked her lips. We cuddled after that, fell asleep with my cock pushing against her cunt. I woke up first, and ate her out. After that she gave me a blow job, and then we had breakfast. I told her I loved her, and she said she loved me to. She said the next time, we would have to make love, with candles and the whole deal. I agreed and left to go home. Sex is so much better when shared with someone you love. watching scrambled porn pales in comparison to the loving acts of two people having amazing sex. We have been together now for 5 months, and I love her with all my heart. She always wants to please me and vice versa. Maybe monogamy isn't too bad after all. First Strap-On The door opened before me, and I quickly stepped in, my heart racing. Dave gave me a big hug, which somewhat calmed my nerves. I gave him the bottle of wine, and suggested a glass might settle me. I sat in the recliner, and took a healthy sip when Dave gave me a glassful. I felt the warmth as it spread from my stomach. Dave showed me the strap-on he had bought. I handled it gingerly, and examined how it worked. Dave sat on the edge of the bed in his robe as I did. Out of the corner of my eye, I saw him down his wine and get up for another glass. I took another drink, and found mine was gone. I called to him to fill my glass, which he did. "Close the bathroom door a little, and turn out the lights" I told him. With a wry smile, he did. The room plunged into a comfortable murkiness, with subdued lighting provided by the washroom lights. The wine and the low lighting eased my jangled nerves, and a sense of lustiness filled me. A fantasy was about to be fulfilled, and the realization made me feel reckless. "C'm'here and take off my panties," I told him, my voice husky. I skootched out my bottom as he knelt before me. He ran his hands up and down my thighs, and I closed my eyes to enjoy the sensation. He stuck his face close to my crotch and took a long whiff, letting out a little moan of desire. I felt his nose push my cotton panties into my slit, a wonderfully wicked feeling. I tousled his hair, pushing his face into me. I was beginning to feel the long-hidden side of me that craved dominating him. He was going to be a slut for me today, and I was going to use him. I let go his head after a bit, and I felt his fingers trace the furrow his nose had made. They gently felt my lips and mound through the cotton. He was being a teasing little prick! "Take them off and eat me," I told him. His hands slid up to the waistband and began to pull my panties down. As he revealed my muff, I closed my eyes. My panties slipped over my feet, and he pressed my legs far apart. I felt the cold air of the room on me, and another surge of excitement tore through me; my cunt was bare to his eyes. Without any more pause, he put his tongue directly on my sex. I let my head settle back and I luxuriated in his talent as he worshipped my pussy with his tongue. I could tell he loved it, not only from his deep growl-like moans, but from the eager attention he was providing. This man loved to eat pussy, and the truth is that I loved to have him eating me. It was divine, simply relaxing as Dave sucked and licked me. I took sips of wine every now and again, feeling ever more mellow while at the same time feeling my orgasm building from deep within me. Every now and then he would hit just the right spot, sending shivers of pleasure rippling from my cunt through my whole body. I reached down and spread my lips for him. He responded immediately, lapping at my very hole gently and with his tongue flattened. He swirled his tongue around the edges of my hole, and then slowly corkscrewed into me. His fingers spread my lips, letting me sink back into the recliner again, back into the feeling of safety and being loved. I drained my glass, and told him, "be a love and get me another glass of wine?" Actually, my voice was more like a croak. But, he jumped up immediately, and came back with the wine bottle. He filled my glass and set the bottle on the stand next to me. Then, he sank to his knees before me again, and buried his face in my pussy. I draped my legs over his shoulders and back, completely at ease. I felt my excitement building, building. "Finger me, cuntlicker," I told him. I put my feet on his shoulders, swinging my knees far apart. I felt positively trampy, my cunt gaping open. He slid his finger in, testing my wetness. Finding me slippery, he pushed in another. I felt his fat fingers slowly sliding in and out, so slowly I could feel every knuckle. When his fingers were buried all the way, he'd suckle at my clit, licking and sucking it. I knew my long awaited orgasm was close. He'd been eating me for almost a half hour, slowly building me to this point. "Can you cum?" I asked. He moaned the affirmative. "Lay on your back," I told him. He did as I asked, and I slid off the recliner. I knelt over his face, and settled back until I felt his tongue fucking me. Oh God it felt good! I knelt there, finishing my glass of wine. Such decadence! Imagine sitting on a man's face as he ate you with such relish! My wine finished, I reached down and parted his robe. He was of course wearing a condom over his rock hard cock. I slowly peeled it off, watching the oozing pre-cum drip out. I snuck my tongue into the condom, tasting his sticky juice. It tasted absolutely delicious, and I wondered what his sperm would taste like. Oh well, he would find out, not me. I reached down and tickled his cock with my red fingernails, watching it bob up and down appreciatively. I guess touching his cock was a good thing, because he went wild on my pussy. His tongue was everywhere, licking my clit, stabbing into my pussy. It felt marvelous! Better than marvelous! I felt my orgasm begin, a great gasping thing that swelled from my womb to my brain. I ground -hard!-against his face, his mouth clamped onto my clit. I felt the need to be fucked coming hard, and I fairly lept off his face and onto his cock. I settled down in one swift movement, making him gasp with pleasure. I rocked back and forth, my clit striking his shaved balls. "Fuck me! Fuck me!" I cried, and his cock repeatedly jammed into my spasming pussy. Gloriously, I felt him spray my insides with jet after jet of cum. I continued to hump him, rubbing my clit as my pussy squeezed him again and again. Finally, we were both spent. I sagged a little, feeling his hardness slowly ebb away. "Are you ready?" I called. "Not really, I'm exhausted," he replied dreamily. "Too bad," I responded. He had often begged to let him suck his cum from me. It was a fantasy of his, but perhaps it was only a fantasy. Want it or not, though, today it would become a reality. I lifted sloppily off his shrunken meat, and plopped down onto his face. I reached down to open my lips, and felt his tongue tentatively nudge at my hole. Then, I felt the unbelievably sexy feeling of his cum drip out of me in a big glob. He let loose a guttural sound, halfway between lust and repulsion. But, his tongue began to dart into me, scooping out his own cum. "You are my little cum-eater, aren't you pussy boy?" "MMMmmmm, yyyeesssss," he moaned between sobs of lust. "You love to eat my pussy, and suck your own cum, don't you? Don't you, cum-eater?" "Yyyesss, I love to be your pussy eater. I love to clean my cum from your cunt." He had thoroughly gotten into it, eagerly cleaning the inside and out of my pussy. "Do you want to be a cock sucker, too?" I asked. I watched his cock make a sudden resurgence, but his reply was lost in moans. I lifted off him. "Go put on another condom and get on your hands and knees, cum-eater." He got up and hurried to comply, as I stepped into the strap-on harness. It was a leather-like affair, with nylon straps that went around my legs. I tightened it after attaching the dildo mount. The dildo mount was like a short barbed peg that went into a hole in the base of the dildo. When affixed, the dildo stayed firmly in place, jutting out like a hard cock. But for now I stood hefting the 8" by 2" rubber cock. It looked huge, but he said he could both swallow it and take it up his ass. I tentatively put it to my pussy, and pressed the head into me. After being licked for so long and then fucked, I was loose. And yet, the dildo still felt large. Maybe that's because it was twice as big as Dave's cock. I inched it in, lubricated by my own juice and Dave's cum. I could tell Dave was fascinated, since he was staring and literally licking his lips. I rubbed my own clit, hard and jutting, as I worked the dildo in and out. It felt great, but I knew I wouldn't be able to cum again in quite awhile. I pulled out the dildo, now wet with our juices, and attached it to the harness. The heavy weight hanging from my front made me feel extremely powerful. Time to tame Dave! "Come here and lick my cock clean, cum-eater." He crawled over and began to flick his tongue over my cock. "Do you want to suck me?" I asked, after his VERY eager tongue licked it mostly clean. He moaned yes, yes, oh please, yes. "OK, then open your mouth, and keep it open." He did, and I placed the head onto his tongue. He stared at me like a dog with a treat on his nose. "Now, suck me," I whispered, totally turned on. I watched in appreciation as he took the dildo into his mouth. His head bobbed up and down on it, going deeper and deeper. I began to rock my hips in time, fucking his mouth. He was moaning all the time now, my little cocksucker. "Will you take it all?" I asked. Oh please, push it all in me, he moaned. "You are such a slut! But, OK. Hold still." I gripped his hair, so he couldn't move, then pushed against his face with my hips. I could feel it hit the back of his throat, with still two inches out. I pulled out, and then pushed in. When it hit his throat, I gave a stronger push and felt it pop into his neck. I was amazed! He was deepthroating it. I kept it in his throat for several seconds, not knowing he couldn't breathe. I felt him try to pull off, and then pulled out. After a quick breath, he pushed himself back onto it. We established a rhythm, my fucking his mouth and then letting him breath. I once reached down and felt his neck as I pumped in and out of his throat. Wild! He had the hardest time when I quickly pumped the last two or three inches in and out of his neck, but I was getting off on how much of a cocksucker he was. Finally, I wanted to take his "virginity," or what was left of it. "Go get the lube," I told him. "Don't you DARE let my cock drop out of your mouth, slut!" I commanded after he returned and got on his hands and knees. He closed his eyes, keeping about half in his mouth and continually moaning. I squirted a big glob on the fingers of my right hand, and leaned over him to rub it into his asshole. He arched his back, encouraging me. "You are a anal whore, aren't you?" I pumped my fingers into his ass while pushing more cock into his mouth. He was really wanting it, and I wanted to give it to him. With a 'plop', I pulled my cock out of his mouth. I smacked his hip and he wriggled around and stuck his ass in the air and his head down. He reached back with both hands to pull his cheeks apart. His asshole was shiny, open, and inviting. I wanted to tease him, so I deliberately walked away and got a condom. I rolled it onto my cock (I loved thinking about it as MY cock!) so that he could watch, then walked back to his backside. I rubbed the head around his asshole, bumping into it now and again. I took the lube, still close at hand, and squirted a generous amount onto the dildo. I slowly stroked it, getting the lube spread around. What a sexy feeling to be stroking my cock, looking at a very willing slut wanting it soooo bad; the whole thing just thrilled me. Finally, though, I just had to fuck him. I fingered him for a second, make him moan, and then pressed the head against his opening. I shifted my hips, pressing, and the whole 8" cock filled his ass. Then, he was really moaning! I pulled out an inch or two and pushed in again with a wet slurp. I watched as his asshole gripped the cock, and wondered if my own pussy did that when he fucked me. How many sexy sights have I missed, just by being a woman, I mused. The thought made me feel very assertive, and I really wanted to fuck him hard. However, it was harder than I thought. The dildo seemed to stick out at a weird angle, and at first, I constantly lost my balance as I strove to shove it in. At one point, I literally fell on him while pushing hard; I laid on top of him while he groaned in pleasure. I started quick fucking him, asking him "do you love it, slut?" "Oh yeah, I love it. fuck me!" He was panting. "How about this?" I drove it deep, making him squeal. "You love it, don't you whore? You just love getting a fat cock in your ass. Want it hard?" "Yeah, give it to me hard. Fuck me hard." I propped myself up and pulled it in and out all the way. But it felt awkward, so I pulled out and looked at his gaping hole. "Lay on the bed," I told him. He got up, looking shaky, and leaned over the end of the bed. "No, asshole, lay on the bed, on your back." He climbed on and turned over. I grabbed his ankles and pulled him to the edge, then put his ankles on my shoulders. I felt so totally in control! I put my hand at his asshole and used it to guide the cock as I sank it in all the way in a single stroke. I pulled out all the way, and with my hand there I could guide it right back in. What a feeling of power, as I gave him deep full strokes. I found that it was very easy to vary the tempo of my fucking. The hard part was keeping up a smooth rhythm. I knew it was impossible for him to anticipate my strokes, since it was nearly impossible for me to anticipate my strokes! A glance at his cock, which was rock hard with the condom half filled with precum, was enough to make me know how much he loved it. But all things must end, and thirty minutes of fucking had worn me out. Well, it tired me and made me ready for my own orgasm. I pushed the dildo in deep, and then detached it from the harness. "Keep this in," I told him. He reached down, and held it in as I removed the harness. Then, I climbed on the bed and slung my legs over his head, facing his cock. I wanted 69! "Oh shit!" he exclaimed. "You are dripping wet! MMMmppfffhhh!!!" His last words were muffled as he pulled my pussy down to his mouth. I felt like I was going to explode as his tongue slide deep in me and he ate out all my juices. I leaned down, telling him to not dare cum. I rolled off the condom, watching the immense strands of precum drip away. I gripped the dildo and began to fuck him again, while setting my mouth over his cock. I barely sucked, but took as much cock in my mouth as I could. With my other hand, I massaged his balls, urging him to cum. I guess the combination of fucking and sucking was too strong, because in about ten seconds he began to fill my mouth with sperm. My own orgasm grew and grew and then exploded, making me gasp (and spraying his sperm at same time!). I felt like a jelly fish, all quivery as I rolled over and off him. I was really weak, with the extended effort of fucking him followed by my explosive orgasm. He rolled over me and began to kiss me deep, probing with his tongue for his sperm. Apparently satisfied a bit later, he slid off and cuddled me. "Thank you," he said, dreamily. My words, exactly. First Strap-on Experience I'm not young and inexperienced, by any means. In my early, sexual-awakening days, I had more opportunities than a lot of guys I knew in the area of sex, both alone, and with willing females. I'm not bragging, but I lost my virginity at 15, and there were several girls who met me as virgins and left me knowing how a man satisfies a woman. One day, I met a girl and settled down. We raised two great kids, sent them off to college & marriage, and discovered anew the rewards of an empty house. Just me, her and the dog & cats. It was only about a year ago that I began to get urges for anal stimulation while making love. My wife, not used to this, was hesitant to touch me "down there", but eventually helped me discover fulfillment by inserting a finger or two when I'd request it. A couple of weeks ago, I made a big and scary decision that I'm not getting any younger (I'm not OLD yet, either), and if I wanted to experiment, well now was the time. I visited a shop that had sexual toys of all kinds. On the wall was a box that seemed to reach out to me. It was a "Beginner's Kit", consisting of a strap-on lifelike dildo attached to a wide elastic harness. The dildo is 8" long and 1 1/2" in circumference, with a nice gradual curve and protruding veins running up the shaft. Inside the head is a vibrating 'egg' with a wired battery-operated remote control that raises and lowers vibrations. That night, she was feeling rather frisky after her aerobics class, but wanted to take a nice, warm bath before making love. I decided to join her in the tub. We washed each other well, lingering around all the erogenous places, until we were more than ready to head to the bedroom. She pulled the towel off her still-nubile body, exposing her 32Bs to me, while she switched off the light. Instead of joining her immediately, I turned the light back on and announced, "Honey, while you were gone, I was a bad, bad boy." "What did you do?” she asked with a quizzical look. I reached down under the bed and brought out the package. I slowly opened the top of the box in the bag, and pulled out the strap-on, still wrapped in plastic. "You DIDN'T!” she said with a half-assed smile. "Yes, I did, and I'm going to need your help with it." She giggled as I helped her step into the harness, the stiff dildo protruding menacingly from her crotch. "My God, it's so BIG!” she said hoarsely. "It's the same size as you!" As I helped her adjust it into position, I brushed my hand under the dong and across her smooth pussy lips. She was getting damp and her eyes were beginning to glaze over. Knowing that things might get 'messy', I took her towel and spread it on the bed. I warned her that there would probably be some 'stuff' on the rubber cock after we finished. She understood, but it didn't seem to matter to her. I reached into the nightstand and retrieved one of my condoms. I unwrapped the foil and began to apply it over the head of the big dildo. A shiver went up my spine as I slowly unrolled it down the length of the shaft to the triangular base, which was fairly secure over her clit and mons. She was right, it WAS big, and I began to have second thoughts if I could take such a large object into my tight little hole. My wife opened her lingerie drawer and brought out a tube of lubricant. Snapping the lid open, she squeezed a generous amount into the palm of her hand. She applied the lube over the head and down and around the shaft carefully. "It feels like the real thing, Honey," she said proudly. Then looked for a place to wipe off her hand. "Better use that on me, Darling. I'm going to need plenty of it if your 'cock' is going to fuck me." I said. "Good idea," she said. I took the position on my elbows and knees on the bed, the towel under me. I rested my chest on the sheet, fully exposing myself to my lover. She wiped her hand over my puckered hole, gently inserting one, then two fingers up my clenched and waiting hole. As she fucked her fingers in and out, I tried to relax as much as possible. She wiggled her fingers in my ass, loosening me up slowly but surely. She kneeled down on the bed and knee-walked up to me. I looked down between my legs, watching the dangling flesh-colored pole sway from side to side as she approached. At first contact with the fake cock, my asshole clenched. I immediately ordered it to relax, concentrating hard to make it so. My dick was stiff and pulsating, begging for release. I reached down to fondle myself as she lined herself up to my butt and pushed the head against my hole. It felt like it would never fit in me, and I again wondered aloud if this was going to happen. She began to tease my hole, gently poking at it several times, until the head began to enter. She gave a big thrust, and the head popped inside me, taking my anal cherry. I screamed, "Stop, stop! God, you're going to rip me in two!" The pain and pressure was incredible! "Should I pull it out?" she asked. Before I could reply, she pulled out, doubling the pain but relieving the immense pressure. "Arrgghh.." I moaned. "Put it back in, but slowly, Sweetheart!" She pushed the head of the monster back in me. The pain and pressure was immediate. "OK, STOP! Don't move! PLEASE, don't move," I begged, whimpering into the mattress, tears welling up in my eyes. I finally experienced what all those virgins felt when I poked them for the first time. No wonder they always told me to stop and wait when I got the head in them! After a few moments to adjust to the intrusion, I felt ready to take more of the cock. "OK, push in a little more, but only an inch," I instructed. She slowly moved her hips forward, driving the cock into me. "Are you ok with that?" she asked. "How much more is there?” I replied. "About 6 more inches, Honey! God, you look so sexy with my 'cock' up your ass!” she whispered. "There's no way I can take six more inches of this," I thought. But after a few moments, the pain began to subside, and the pressure began to wane. I purposely clenched my sphincter to gauge if I could stretch to accommodate more. I bore down, as if trying to relieve myself, and found it, too, helped with the pain. I thought I could take more. "OK, go ahead and give me the rest of that ass-killer," I groaned. She pushed in slowly, until I thought the head of the monster was coming up my throat. I pushed back toward her, my ass gobbling up inch after awful inch. It seemed to take forever before I finally felt the base against my ass cheeks. My asshole felt bruised and strained, the muscles in my sphincter tight and hard. "Are you ready to fuck me?” she asked. Not waiting for an answer, she began to pull out. I could feel the fake veins as they pulled across my sore hole. It was both painful and delicious. She slowly pulled out until only the head was inside, and then began to slowly push back into me. On the next few strokes, the pain was subsiding and it was actually beginning to feel good having a giant cock in my ass. She picked up a rhythm and turned the control on the remote. The vibrations were low and it helped to take my mind away from the diminishing pain. "I'm not used to being the man," she said. "Is my rhythm OK?" "Ugh, uh, umm," I replied as she fucked in and out of me. "Yeah, a little faster." She picked up the pace and turned the vibrator up to full. She was beginning to get a good steady rhythm going, pounding into me like a good man should. She reached around my waist and began to stroke my now half-flaccid dick. It began to harden in her hand as she simultaneously poked my ass as she stroked. Over and over, she fucked in and out. I could feel each time the head of the dildo pushed across my prostrate gland, and my cock would give an involuntary jerk. She abandoned my dick as she concentrated on screwing my ass. I reached down and began to stroke myself in earnest as she pounded me. All too soon, I began to feel the beginnings of an approaching orgasm. Trying to delay it as long as possible, I began to think about what was happening to my slutty ass. Instead of delaying the inevitable, I got more turned on thinking about how it looked to have such a large prick fucking my ass. "Arrg!” I cried as my jism squirted from my cock. A good six or seven contractions later, and my pecker began to soften. My wife slowed her pumping until she stopped with the dildo deep inside me. When I collapsed on the bed, her cock pulled out of me, leaving me with a deep sense of loss, and a confused mindset. "Did I really enjoy getting my ass fucked?” I wondered. Yes, I decided, I did. I still didn't want a man to fuck me, but strapping a cock on my wife and letting her invade me was better than just good. I was physically spent and couldn't move for several minutes. My wife collapsed on me, her big still-hard cockhead pushing into my scrotum. We laid there for several minutes, sweat pouring from her chest on my back, my sweat soaking into the towel beneath me. Finally, I felt her stir and push herself up. I rolled over as she kneeled between my legs. Grabbing some tissues, I began to wipe the scum from the dildo. My asshole felt bruised, sore and used. I rolled the condom off the hard cock and threw it in the trash. Retreating to the bathroom, I took a couple of wet wipes and began to gingerly wipe myself off. The mess wasn't as bad as I expected, and cleanup was easy and quick. When we were adequately clean, I turned on the bath again, intending to take a good long hot soak. My poor ass needed some pampering.