Nedly

Twice Taken "So," she said, leaning forward. "Is tonight the night I finally get lucky with you?" "Get lucky how?" I said with a gulp. She leaned over farther until her lips brushed my ear. "I want to fuck you. I want to bend you over and take your anal virginity." My heart pounded. "Mmm," she cooed into my ear. “You like the idea." "I've never done that before," I whispered. "Don't worry, honey, I'll take good care of you. I've got a nice strap-on and I know how to use it. I'll go real slow, but I'll have it all the way up your ass tonight, you’ll see. Please say you'll come home with me?" She added, in a sweet plea that melted my heart. “Yes. I want you to take me," I answered, closing my eyes, not believing what I was saying. "Good. You are such a slut." She held out her hand for me. I took it with shaking fingers and she helped me to my feet. I felt totally in her control and it was wonderful. Her mouth went to my neck and nibbled and sucked. "Oh fuck," I breathed. "Take me, fuck me." "Certainly, my dear. I'm going to make you beg for my cock in your ass before long. And then I'm going to have that cock all the way inside you." "Oh yes," I moaned. I twitched when she drew her fingernails along the back of my neck. "It's okay," she said, leaning in for a quick, wet kiss. "Don't worry. You know I'll be gentle." "I know." "And you know you'll love having my big cock up your ass, don't you?" "I know it." My hands went to her breasts. My fingers moved gently around and around them, teasing the underside. "That's it," she said. "Touch my breasts while I undress you." She quickly started gasping under my teasing fingers. She let out a wicked moan when I pinched her nipples lightly through her dress. She pulled off my shoes and socks then told me to stand. She grinned like a kid with a new toy as she unbuttoned my jeans and pulled them slowly down, letting her fingernails drag across the bare flesh of my ass. "Mmm," she moaned appreciatively and fondled my already very aroused cock. I felt ready to burst. She pulled my jeans off leaving me completely nude and at her disposal. "Come along my little whore." she said, standing and taking my hand. "I'm taking you to bed." I could only nod and stare at her perfect ass as I followed her to the bedroom. Her fingers rubbed my ass cheeks while mine rubbed and pinched her nipples. I reached behind her and unsnapped her dress, then pulled it down over her hips and onto the floor. My eyes nearly fell out of my head as I saw her black body stocking, with her exposed cunt, showing off that little tuft of hair I had left her with days earlier. I brushed my fingers through the tuft of pubic hair for a moment before sliding down to her labia. She was dripping wet and her lips fell open immediately. I spread her honey around, rubbing her puss. She thrust against my hand and moaned. My fingers drifted to her clitoris and rubbed light circles over the hood. She gasped. "God, I want to fuck you," she breathed. "I can't wait to get my cock inside you." I took a deep breath then stepped back. She dropped to her knees and slipped my cock smoothly between her lips. I held onto her head to keep from falling over. My cock swelled in her mouth. The sensations were almost overwhelming. My entire body buzzed with pleasure. I felt her lips sliding down the shaft, then back up, her tongue giving special attention to the sensitive underside of my cock. I drifted to that place just before orgasm, when it feels so wonderful I never want it to end and have to hold on tight to keep from going over the edge. I suddenly felt her hand between my legs. I tensed as I felt a finger pressed against my perineum. She moaned as a drop oozed from my cock onto her tongue. The finger massaged the sensitive area until I relaxed and spread my legs. The finger drifted back, back, back, until it reached my asshole. She pressed against my sphincter and pulled her mouth from my cock. "This is where I'm going to fuck you. Now get on the bed so I can prepare you." I obeyed, crawling onto the bed and lying on my back. My glistening wet cock stood straight at attention. She left for the bath and after a few moments returned with a beautiful black pumpkin enema bag. I had wanted one for a long time, we had never spoken of it. She smiled at me “I know you better than you know yourself, this is your gift for letting me have my way with you”. Next she reached into a drawer and pulled out a box containing graduated butt plug/enema tips. “I want you to enjoy your fucking completely, so while I am cleaning you out I will be stretching you also. Now be a good little slut and give me access to your asshole”. I rolled over onto my stomach and spread my legs for her. That embarrassing feeling of openness rushing over me as I turned my total trust over to her. As she ran her finger around teasing my most private place she cooed. “Oh you little ass whore I am so going to enjoy fucking you”. With that she slowly inserted a lubricated finger into me. After a moment she withdrew it and I felt it being replaced with something hard and cool. “I’m going to insert the first plug now, relax and let me know if it hurts. I don’t want to hurt you”. The plug went in easily, then she started the water flowing. “Let me know when you start feeling full, I don’t expect you to take the whole bag right away”. I do love my enemas, but I started to feel full much sooner than I expected. I told her we needed to stop and she did. I got up to use the toilet, her trailing behind holding the bag. Once at the toilet I reached back to remove the plug when she said to stop. “That’s my job, now turn around and spread your cheeks so I can remove it”. I did as I was told and then sat down. I thanked her and told her I would be out in a bit. “That is my ass tonight and I have no intention of leaving, now let it out slut”. I couldn’t believe she was going to stay. I had no choice, what an embarrassing situation to endure. After the first rushes she reached for my now flaccid penis and stroked it. When I was finished she insisted on cleaning me. I was then told to spread my cheeks again and she inserted the next plug. “I skipped a size, I know how you are with pain and this will supply you with a little rush”. There was a small rush of pain as she pushed it in, but she was right I did like it. “ Back on the bed slut” she ordered. “I’ve warmed the water some and added a little soap, expect some cramping but let me know if it gets too bad”. There were some cramps but they were bearable. I was able to take the whole bag this time. She let me know that pleased her on the way back to the toilet. This time I knew the procedure and acted accordingly. As I expelled the room was filled with the scent of mint. “I bought some Dr. Bronners soap for your enema, does it make your asshole feel cool?” I then noticed that it did, it felt good. Once again I stood to be cleaned, “I am going to put the largest one in, it may stretch you a bit but I’m sure you’ll handle it”. I spread my cheeks, she lined the plug up and began inserting it. It felt huge, she pulled it back out and told me to push. As I pushed I could feel the plug stretching me as it went deeper and deeper. Finally I felt my muscles clamp down around it as it seated itself in my ass. That’s huge I told her, I hope it comes back out. “During your enema you will relax, oh and that plug isn’t as big as what I’m going to fuck you with…almost but not quite. Back to the bed slut”. “Your last enema is going to go in a little faster. You should enjoy the rush, I know I will. Let me know if it gets to bee too much though”. The water began it’s assault, immediately I felt it pour down to my left side. There was no cramping just the feeling of getting filled up. It was a rush. Once it was all in I was told to head for the shower. WHAT I thought, she was going to make me hold the enema through a shower. I wasn’t sure I could do it, but then again what choice did I have. Once in the shower she adjusted the water temperature for me. I felt so full I thought I’d burst. I started soaping myself down hoping to get to the toilet as soon as possible. “Don’t bother to hurry I’ll be joining you in a minute”. My heart sank. A beautiful woman preparing to join me in the shower and all I wanted to do is get out and take a crap. Once she was in the shower she started soaping me starting with my penis. She had me hard in no time. “I bet you’d like to get to that toilet wouldn’t you?” Yes was all I could say. She stood to the side and grabbed the hose still connected to the plug and tugged on it. “Poor little slut, let me help you”. She told me to spread my legs and bend my knees. “Now push that plug out slut”. Baby I’m going to explode, not here, please. “Here and now, push slut, its just water. I had no choice, out it popped and then came relief. I had my eyes closed, wishing this could just be over. “Open your eyes my little bitch, there’s no mess. I’ve cleaned you out. I now have a proper fuck toy”. “Let me see that ass of yours, I have three fingers up your butt. How does that feel?” Three fingers? I said. It feels amazing. We toweled off and headed back to the bed. “Lay down and rest for a bit. I have to get the toy I will taking your virginity with”. She pulled her cock out of a drawer. It was a good seven inches long, very lifelike, and attached to a black leather harness. She stepped into the harness and tightened the buckles, making sure everything was in place. Then she strode over to the bed and straddled my chest. "Suck my cock, suck it like I sucked yours," she commanded. I let the dildo slide between my lips. It filled my mouth completely. I sucked it and stroked it with my lips. "Oh, yes," she moaned. I gave her the best blowjob I could, sucking hard and pulling my lips up and down over the cock. I stroked the lower half of the shaft as I went to town on her. The rubber gave slightly under my sucking and I knew I would love the way it felt when my ass squeezed it hard. She reached over and opened the drawer next to the bed and pulled out a bottle of lube. She slid the dildo from my mouth, got off my chest, spread my legs wide and knelt between them. When her cock brushed against mine, I almost lost it. I writhed and squirmed as she tapped it against my dick with a giggle. She shoved a fluffy pillow under my butt, pointing my asshole in the right direction. She squirted lube into her hand and spread it liberally over the cock. She added another drop to her fingers and I felt the cold wetness against my anus. My ass twitched against her touch, but quickly relaxed to the pleasure of her rimming. She took my balls in her other hand and massaged them as her other fingers danced over my most sensitive opening. Finally, a slippery finger slid inside of me. I groaned and bucked my hips against her. She slid the finger in as far as it would go, then pulled it out. She added another drop of lube and slid it all the way back in, rubbing it around, from side to side to make sure everything was as wet as could be, then she gently pulled it out. "Please," I begged her. "Please be gentle." "I'll be very gentle, you are such a slut." she said, giving my cock an unexpected stroke with her lubed hand. "I'm going to have this cock all the way inside you. You are going to get such a fucking." "Oh, yes. Please” I begged again. She pressed the fat tip of her cock against my opening. I lifted my legs in the air to adjust the angle. She eased it against my anus, slowly pushing against my puckered opening. I tried not to tense up. Finally I pushed out a little and her cock began it’s journey. “It’s huge” I groaned. “Be quite slut it’s just the beginning,” she said. “Relax.” She added more lube to the cock and pushed further in. "Oh, yes," I said. I took a breath and it came out a loud moan. She pushed the head into my hole. I moaned as loud as my lungs could manage. She eased it out and my ass snapped shut, I looked at her with my eyes wide open. “You love it, don’t you my little butt whore.” Before I could answer, her cock was sliding into me. She didn't stop. I grabbed her shoulders as she leaned over me. The cock kept sliding and sliding, deeper and deeper. I couldn't believe there was still cock to take but it kept going and going. Finally, I felt the leather of her harness pressed against my flesh. "That's it slut," she said. "You've got my whole cock in your ass now. What a bitch, look at you." She drew her hips back, slowly pulling the cock out. I could feel every ridge and bump of the dildo as it slid past my quivering sphincter. She plunged back in. I put my legs over her shoulders and let my mind drift to outer space. There was nothing but the wonderful sensation of her amazing cock as it slipped in and out of me with a beautiful, steady rhythm. I heard her moaning as she fucked me. She ground herself against me with every stroke and I could tell she was close to coming. That sent me to the edge. "Honey," I panted. "Stroke my cock. Let your little bitch whore come for you." "Please," I added, begging her with my eyes. "Yes," she said. "I want you to come." She wrapped her slick hand around my cock and stroked steadily. I could feel the come rising quickly in my balls. I could feel it oozing out of my cock. She panted and moaned and her fucking picked up strength. "I'm going to come," I moaned. She could feel my cock throb as the first contractions came across me. She quickly pulled the cock out of my ass and put my cock in her mouth. The come started flowing, dripping out like a faucet for an intense moment. Then it hit me hard. With every shot of pleasure from my cock came a delicious squeezing of emptiness in my ass. Waves of pleasure roared from my anus and cock through my body, reinforcing each other. My orgasm flowed and flowed. Semen shot into her mouth over and over. I was in heaven. I drifted back to reality just in time to feel an intense thrust from her. She had removed the dildo from the harness and was burying it deep in my ass. She ground herself against me, quivered and came. Her body jerked with her orgasm, every convulsion reverberated through my ass into my still twitching body. She gently pulled the dildo out of my ass and collapsed on top of me. I stroked her back as we let our heartbeats pound together in bliss. When we came to our senses, she smiled at me. "You know, slut" she said, with a teasing smile. "That's twice I've taken your virginity."

When I first met my current partner I wasn't sure how to clue her in on some of my kinks. It turned out that starting with a shower worked out really well. Soaping her down I reached her lower region and asked her to spread her legs a little so I could get her really clean. As I reached to clean her asshole she tightened up. I asked her to relax and that I wouldn't do anything to her that I wouldn't want done to me. She told me that she was embarrassed, that no one had ever touched her there before. I told her that she was in for a treat. I massaged her tiny hole and then slowly started to slide my finger in. She told me to stop, that she was dirty up there. While she was soaping me down she lightly washed my ass. I turned around and spread my cheeks and told her it was ok to explore. She slowly worked up to putting a finger in. I moaned, she asked "you like that?". I told her yes. After the shower we moved to the bedroom. We brought our towels and I also grabbed my shaver. We were laying down fondling each other when I asked her if I could trim her, she said ok. We took turns trimming each other. While she was doing me she asked about "the finger in the butt thing. I told her I did enjoy having my butt played with and having my prostate massaged was something I had never experienced but looked forward to. We went to rinse the hair off and she asked me about the bag on the door. I told her I used it for enemas. She asked what an enema was. I told her if she would help I would show her. We both took enemas that day and she allowed me to fondle, carress and kiss her most private place. I guess what I'm trying to get at is take your time, have patience and coach him.

I was at a friends house back when digital cable was a new thing. Well, two guys and access to porn... porn it was. We started out just watching then after about 20 minutes I happened to look over and he had his cock out and was slowly stroking it. After a few minutes I decided to do the same. While I was unbuckling my pants he stood and took his off. I said this was kind of weird and he replied what, we're just getting off. Off came my pants. That's when I noticed his size, every bit of 10 inches and thick. We sat back down to watch the movie. At some point we took a break to get more beer and when we sat back down we both picked the couch, next to each other. After watching more of the movie, getting very aroused I was ready to cum and said so. He looked over and said I'm not gay but let me try something. As I started to jerk from the spasms he took me in his mouth. There was nothing I could do but cum. And cum I did... a lot. I felt pretty weird when he sat back up, but that was one intense orgasm. He looked at me like he didn't know what to expect, I just said thanks. I went to get a couple more beers and came back. After a few minutes he was reaching the point of no return. I just watched as his cock swelled even larger. He said he was about to cum and I don't know what made me do it but I returned his favor. The first shot hit the back of my throat and I panicked, I knew there was more to come but the thought of swallowing the first just jolted me. Before I could do anything the next round shot in. I swallowed, then I could taste it. Salty and kind of sweet. I remember thinking here I am with my friends exploding cock in my mouth, I'm not gay. I was committed and held on for the ride. After it was all over we both said that doing something like had never even occurred to us. We jacked off together after that but never did anything oral again. That experience taught me that when cumming in a womans mouth never insist that she swallow (puke on a dick could really ruin the moment) , in fact I find it sexy if she lets some dribble out.