Note: This story was dynamically reformatted for online reading convenience. My Brief Life as a Single Man (MF, MFF, BBW, First Time, Anal) By: Jack Nimball I had just broken up with a cute, plump, little red head named Stefani. Stef and I had been together since we were 16 year old high school sophomores. Now, nine years later, I was single for what felt like the first time in my life. It was not easy being with Stef. Things started out great. We were teenagers and stupidly in love. We were each other's first, emotionally and sexually. But as the years went by, she became more and more demanding and controlling. Stefani was short and really sexy with fiery red hair, big blue eyes, large breasts, a plump, round stomach, wide hips and a tight butt, and sex with her had been great since that first time as teenagers all the way up until the end. Things had really started to change when a new guy started working at the local store where I was an assistant manager. I had very few friends, if any, mostly because Stefani did not allow me to hang out with anyone except for her. He and I became friends, though, very quickly. We shared many interests and I looked forward to working with him so we could hang out together, since that was the only time I was allowed to do so. I told him all about my life with Stef and he could tell I was not happy. He began encouraging me to break up with her. It took a couple of months, but I finally ended things with her. It wasn't easy, but on the day I finally ended it with her, I felt like I was a free 25 year old man with a million and a half possibilities in front of me. My new friend, Chris, began inviting me to go out with him and his girlfriend to local bars on weekend evenings. I happily accepted, and joined them for some drinks, to shoot some pool, and to flirt with girls. Chris's girlfriend was cute enough. She was tall with long legs. She was thin with small breasts and long brown hair. She attracted the attention of several guys in the bars we would visit, all to the delight of Chris. He loved being the one who got to take home the girl all the other guys wanted. She never really did anything for me though. I tended to talk to and flirt with a different type of girl. I honestly had not even noticed it, though, until Chris's girlfriend called me out on it one night. She could never hold her liquor very well and was well beyond drunk one night. I had invited a dark skinned girl with curly black hair to shoot some pool, and after she beat me, badly, she went back to her friends. "You really like the fatties, don't you Dan?" Chris's girlfriend asked me, nearly spilling her drink. She looked at me, expecting an answer. It took me a moment to even realize what she was talking about. I thought back to the girls I had been flirting with at our outings since I had ended things with Stefani. There was one thing all those girls had in common. Each of them was a bigger girl, ranging from slightly plump to rather large. "I guess so" was all I could say to Chris and his girlfriend. I had never really put too much thought into it. I had been with the same girl for almost the last decade and, to my credit, I had not really thought about other girls during that time. Stefani had been a bigger girl and looking back I did love that about her. It was actually quite refreshing to admit to myself that I really did have a type, and that type was nice, round, plump girls. As I looked around the crowded bar that night with newly open eyes, checking out all of the plump girls with their bodies expanding their tight clothing, I saw something that nearly made my heart stop. Sitting across the bar was Stefani. She sat with her best friend Michelle, and they were clearly watching me. Chris noticed them also, and we quickly made our way out of the bar. My night had been long, interesting, and frustrating enough already, and all I wanted to do was go home and go to bed. As Chris was dropping me off at my house though, my phone started vibrating in my pocket. I waited until I was inside to even look at it. I pushed the side button to awaken the screen and saw that I had received a text message from Michelle. It said simply `Hi'. I sighed. I did not want to deal with her and Stefani's games that night. I had moved on and wanted Stef to do the same, but instead she was following me to bars and now having her friends text me? Frustrated, I put my phone away, and went to my bedroom. I put my phone on charge and got ready for bed. Just as I was closing my eyes, I heard my phone go off again. I was just about to put it on silent without even looking at it when it went off again. Unlocking my phone I read the new messages I had received from Michelle. "u left so fast. Didn't get a chance 2 talk 2 u" the first said. "how r u doin?" read the second. Michelle and I had always had a strange relationship. Stefani and Michelle had been friends in high school. They lost touch toward the end of school, but reconnected a year or two into college and had been very good friends since then. Unlike me, who was not allowed to have friends of my own while with Stef, Michelle and Stefani had hung out together from time to time. More often, though, Stefani and I would go over to Michelle's house together, to hang out. Michelle had always been very nice to me. She and I would bump heads from time to time about some social issue or disagree about some matter or another, but would always end up letting it go. Michelle was tall, probably around 5 foot, 7 or 8 inches, and really quite large. She had straight blonde hair which hung down to below her shoulders and blue eyes. She seemed to have a smaller chest, considering her size. She had a very large belly, very wide shoulders and hips, a large, wide plump butt, and thick thighs and legs. Michelle liked to sleep around. She would often tell Stefani about an encounter with one guy or another. She would always make comments about sucking some one's cock or fucking some guy. It did surprise me that Michelle got as much sex as she claimed. She did have very attractive facial features, but she had the body that only a true chubby chaser, such as myself, would want. I often wondered if there were really that many guys into her. I did believe, though, that she was telling the truth, so I figured I was not alone in finding girls like her attractive. I usually did not put too much thought into it, except for a few times when the three of us would be together, drinking. On those occasions I would often hear little comments about us having a threesome together. I would have been all for doing it, but it always ended up being just a joke. I do not know what made me decide to answer her. Maybe I was still a little drunk. Maybe it was the nice tone of her text messages. Or maybe it was the fact that earlier that night I had opened my eyes to the fact that I liked fat girls and Michelle was one very sexy, very fat girl. Or maybe it was a combination of all three. Whatever the reason, I sent back a quick reply saying "Im doin great. How are you?" I assumed she was still with Stefani and I assumed that my ex was reading the messages, so I wanted her to think I was doing fine without her, which I truly was. "Good. Shes here but shes asleep just so u know" Michelle replied. "Oh" was all I said back. I assumed that the main reason for Michelle texting me was for Stefani, and I still was not sure if I believed her, so I just left it at that. "She is driving me fucking crazy!" Michelle then replied to me, followed shortly with "and I blame u for that." "Sorry" I said back. "No u aren't but I cant be too mad at u. I don't know how u stayed with her so long" Michelle said. I was really confused at this point. Was she serious? Did she want me to bad mouth my ex so she could read it? What was she playing at here? "It wasn't easy" I replied. "Tell me about it. I saw how she treated u. it wasn't right." Michelle sent to me. I sent her a smiley face emoticon with a simple" thanks". I still was not sure if I could fully trust Michelle or not, but it was nice to hear her say it. "Worst part is that Ill prolly never see u again" Michelle texted me. I was stunned. I did not know what to say. Deep down I had always been a good guy. I had always tried to make people happy. Maybe that's why I stayed with Stef for so long, but right at that moment, I did not want Michelle to be upset with me. I texted back to Michelle "That's not true. We can still hang out some time". I did not know if we ever would or not, but I thought it would at least make her happy to hear it. "Shes waking up, better go before she reads this" was the last text message I received from Michelle that night. I fell asleep almost immediately. It had been a long and interesting day and I was glad it was over. Over the next few days my life went pretty much as normal, or what my new normal was now that I was single. I would go to work, go home, make myself a simple dinner, and go to bed. Every time I began thinking about how lonely or boring it was, I reminded myself about how things were with Stefani and smiled. My life was great. On Wednesday night I was watching a rather stupid movie on television when my phone went off. I looked at it and saw that I received a text message from Michelle. I smiled to myself. I did not know why hearing from her made me so happy, but it did. "Hey" she said. "Hey yourself" I replied, hoping that I did not come across as being too flirty. Over a series or text messages back and forth I told Michelle what I was doing and she told me that she had been with Stefani, but that my ex had just left. Our conversation went on for a long time, talking about how our relationship had ended and what things were like now. "So... have u fucked any body yet?" Michelle texted me suddenly. She was always so blunt, especially about sex. "No, not yet" I replied. "Y not?" Michelle asked. "Just haven't had a chance yet, I guess" I replied. "Ohh ok" Michelle said, and then immediately texted "So is it true she would never suck ur dick?" I was a bit taken aback. Stef had obviously been telling Michelle about our sex life. It was true that Stefani did not go down on me. She had problems with a very sensitive gag reflex and I was blessed with a rather long, very thick penis, so it was not something she wanted to do. I did not force her to do it. We had sex in many other ways, so it was never really something I thought about. "Yeah, that's true" I said to Michelle. "I love it, she don't know what shes missing" Michelle said. I really was just joking. I really did not mean anything by it. It just felt like something funny to say, but as soon as I typed "Well you've never seen me, so you really don't what she was missing either" and hit send I wanted to take it back. `How would Michelle react to that?' I wondered. It took a very long time to get a response. Several times I had to check to make sure my phone had not died and that I still had a signal. Finally I received a replay from Michelle. "Well... are we ever going to hang out like you said?" Did she mean what I thought she meant? Was she serious? I was not sure. My heart was pounding, but my mind was hardly working. I responded on instinct. "I'm free this weekend" I replied. Again, it was a long time before I got a response. When I finally did hear from Michelle it seemed as though she was just as conflicted as I was about where this conversation was going. "Wait, are you serious?" she said. Now it was time to make a choice. I could easily say I was joking and leave it at that, but is that really what I wanted? I was an adult. A free man, without an over controlling girlfriend to hold me down anymore. I could do what I wanted, and I decided to go for it. "Yes" I replied back. "So you want to..." Michelle texted. "Yes" I said again. "With me?" Michelle said. "Yes" I said again. I was honest with her. I sent her a text explaining to her that I loved bigger girls like her and that I thought her and I could have a lot of fun together. She told me to come over to her place that Friday, and our conversation ended. I fell asleep with so many different things spinning around in my head that it is a wonder I even slept. I worked as a substitute teacher, and had taken a long term job working the first half of the day in the special needs room at the local middle school. So I would do that every morning before going and working at the store in the evenings. When the following morning came it was nice to have a normal day, free of all the thoughts in my head. In my free moments, though, they came back. I kept thinking about what Chris's girlfriend had said and that would start my mind going. I would start thinking about girls, but not just any girls, fat girls of all shapes and sizes. I would get so turned on thinking about their soft skin and thick bodies and what I wanted to do with them. And then suddenly, no matter who I was thinking about, she would suddenly become Michelle. I will admit that I had thought about being with Michelle in the past, but only as part of a threesome with Stefani. I had never actually though about her in terms of being a sexual partner before, but the thought was really starting to excite me. I thought about the last time I saw her, at the bar, and what she was wearing. She had on a long sleeved t-shirt and jeans, nothing overly sexy or appealing, but my mind started changing that. I started picturing her lifting up her shirt and taking it off. I started imagining her jeans pulling tight around her butt and ridding up into her crotch. I had no idea what that Friday would bring, but I was ready for it, no matter what. When I finally clocked out of work on Friday evening I was more than ready. My heart was pounding and my hands were sweaty in a way that I had not experienced since I was a teenager just starting with Stefani. I drove to Michelle's house. She lived with her sick mother and step father in a not so great part of town. When I arrived Michelle was sitting on her front porch with her mother. I took a seat on the porch and made small talk for a few minutes. Michelle's mother had several questions about me and Stef, and seemed to share Michelle's feelings about how I had been treated. "Wanna go inside?" Michelle asked me after her mother's questions had all been answered. "Sure" I said. When I would hang out at her house with Stef in the past, we would either go into her living room where there was a T.V. and computer, or up into her bedroom if we were drinking and wanted to be more comfortable. As we entered the house, Michelle led me directly to her bedroom. She laid down on her queen sized bed, her head propped up on the headboard. She wore jeans and a t-shirt. She had worn sandals when she was outside and kicked them off revealing her bare feet. I took off my shoes and set them beside the bed. I had worn jeans, too, and a grey polo shirt. I climbed into the bed next to Michelle. I had never in my life been this close to her. She smelled like flowers, it was intoxicating. We stayed like this more a few moments, talking, both of us looking forward. As we talked about nothing in particular my heart was beating like a drum. I did not know where this was going to go, but I knew that one of us needed to make the first move. When there was a pause in the conversation I turned and looked at Michelle. She looked at me. I leaned forward and so did she. Our lips met and we immediately began making out. I loved how her mouth tasted. It was amazing kissing someone else after only kissing one girl for so many years. As soon as our tongues touched each other, though, I knew I wanted more. My hands moved and began touching her body. I rubbed up and down her arms. I moved my hand to her stomach and upward toward her chest. My hands found her breasts. They were small, but felt amazing as I squeezed them. I slipped my hand down, and then back up under her shirt. I cupped her left breast through her bra. Michelle then broke our kiss. She reached down and pulled her shirt over her head and then reached behind her and unhooked her bra. Both articles were thrown onto the floor. Michelle leaned back and I was able to look at her topless body. Her soft skin looked amazing. Her ample belly looked delicious. Her small breasts looked wonderful and were each topped with a large dark nipple. I ran my hands over her soft skin while my mouth found her right breasts. I was able to suck the whole mound into my mouth while my tongue licked her nipple. She tasted so good. After sucking on her breasts for several minutes I felt Michelle push me back. I allowed her to do so, and soon I was on my back. She kissed me again and took my shirt off. She then began to unhook my pants. My cock was begging to be released, and Michelle was happy to oblige. She pulled down my zipper, and then pulled my pants and underwear down to my hips. My penis sprang free and Michelle gazed upon it. She took it in her hands and began to lightly stroke up and down my shaft. She then leaned down and began to lick me. It felt incredible. Then Michelle looked up at me as her plump lips began to slide down over the head of my cock and she took me into her mouth. Michelle began to suck on my cock, her head bobbing up and down on my shaft. It was amazing receiving my first real blowjob. I knew I would not last long. My hand found the back of Michelle's head and I began to lightly apply pressure. I felt Michelle moan onto my cock. The sensations were too much and I knew I was about to explode. I moaned and panted and began to shoot my semen into Michelle's mouth and down her throat. Michelle stopped sucking and swallowed every drop of my cum. She bobbed down and back up one last time on my cock, and then she withdrew it from her mouth and sat up. "Mmmm" she said as she used her finger to scoop a glob of saliva and semen from her lip into her mouth. "I was right, she has no idea what she was missing" she said. She leaned forward and we kissed. I wrapped my arms around Michelle's wide body and rolled us over. Michelle spread her legs and I fell between them. We continued to kiss, but my mouth found its way to her neck and began kissing it gently. My hands again found her breasts. Michelle moaned into my ear, sending chills through my body. I leaned backward. Michelle looked up at me. I looked down her body. I was not sure, but I thought I could see a wet spot on the crotch of her pants. I looked for a moment, but then decided I would rather see what was underneath. I undid the button of her jeans and then unzipped them. I wrapped my fingers around the waist of her pants, pulling them and her panties off together. I moved to pull them off her feet and tossed them aside. I now looked upon her, completely naked, for the first time. She looked absolutely stunning. Her small chest and large belly lead down to her beautiful, thick thighs and legs. As I looked at her, she spread her legs, revealing a beautiful slit. She was completely shaven and her cunt opened wide revealing lips dripping with moisture. I fell between her amble thighs. They closed around me, holding me tight, as my tongue began exploring her sex. She tasted heavenly, her wetness now covering my face. My lips and tongue began diving into her flesh. Michelle moaned loudly, pressing on the back of my head. I found her hole and with the tip of my tongue I entered her. The warm walls of her vaginal canal clamped down on my tongue as I pressed forward. I pulled my tongue out of her hole, though, after sliding it in and out several times. I ventured further upward, and found her enormous clit. It was large and sticking out. I licked it several times and then sucked it into my mouth. Michelle was moaning even louder now, and nearly screaming. I did not let up. I went back and forth from tongue fucking her hole to licking her large clit. But after a few minutes, I focused on her clit. Michelle held my head as I danced my tongue over her little bump. My tongue moved fast, flicking it back and forth. Suddenly I felt Michelle quiver. She screamed out and I was flooded with a spurt of delicious, sweet juice. She let go of the back of my head, and spread her legs to let me free from her vice-like grip, not that I really wanted release. I could have eaten her juicy pussy for hours. Her whole body collapsed on the bed, though, so I knew she was spent. I sat back, looking at her amazing, large, naked body. "No one has ever made me cum by doing that" she finally said. "Are you serious?" I asked. I knew Michelle had a track record of numerous partners. I was stunned that not one of them had ever done that to her before. "Yeah" was all Michelle could say. I could tell she was worn out from what we had just done. I gave her time to recover, not sure if we were done or just getting started. I laid down next to her. She turned and rested her head on my chest. I think I might have dozed off a little bit, but not for very long. I opened my eyes and looked down. My contact lenses bothered me a little from falling asleep with them in, but I blinked a couple of times and thought they were okay. Michelle looked up at me and smiled, then rolled onto her back, spreading her legs once again. I knew what she wanted, and I wanted it too. I pulled my pants the rest of the way off. I had thought ahead and grabbed a condom before leaving home that morning and new pulled it from my pocket. I ripped it open and quickly rolled it onto my hard cock. I crawled between Michelle's legs and placed the head of my cock at the opening of her cunt. She looked into my eyes and I looked into hers as I entered her. She moaned and so did I. She felt wonderful, very warm and very wet, and I loved it. I began sliding in and out of her. She pulled me toward her with each thrust. I began going harder and faster with each thrust, and each time Michelle groaned that much louder. I took this as an invitation and began pounding into her plump body. She felt incredible. As I fucked her, our bodies slapping together, I looked down and watched her body shake with each thrust. I loved how her stomach, breasts, and thighs shook each time I entered her. I kept fucking her, watching her, when suddenly something happened. My left eye went blurry and started to itch and water badly. I knew what was happening. It has happened numerous times when I fall asleep in my contact lenses. Usually I would rub it and it would be okay, sometimes I would need to take it out and re-wet it, but I could not do any of that right at that moment. I was trying to find a way to do something about it while still fucking Michelle when my contact fell out. To say that the mood was ruined would be accurate. We never did find my contact; it was gone forever, as was our desire to continue making love. We both laughed about it, but I felt like a fool. Michelle and I both got dressed and kissed again. I wondered about what we had just done. I hoped Stefani would never find out. I did not want to ruin her friendship with Michelle. Perhaps that was why we both immediately lost the will to have sex the second something broke our concentration. Michelle did act weird around me. Maybe it was because we were now lovers, or maybe it was because she knew she had just had sex with one of her best friend's ex-boyfriend. We did not talk too much. I said I had better get going, it was pretty late. She walked me out. We did kiss again before I got in the car and drove home. I did not talk to Michelle for the rest of the weekend. I did go out with Chris and his girlfriend then next night. I wanted to tell him about what I had done the night before, but thought better of it. There were a few really cute girls at the bar that night, including one chubby girl with enormous tits which she showed off in a tight halter top. I ended up buying her a drink and exchanging numbers with her. I was not sure if I would call her or not. I decided to leave the ball in her court and see if she would call me. The next week went by rather uneventfully. Chris and his girlfriend had plans for the weekend, so I spent the time by myself. I was really bored, though, and decided to break down and call the girl from the bar. Sadly, the number she gave me was fake, so I was alone. The following week was starting out to be more of the same. I wanted to text Michelle, but I really was not sure where she and I stood as far as what we had done. I knew how I felt, but I did not know how she felt. I felt amazing about what we had done. I loved every second of it. I knew if Stefani ever found out that it would be bad for Michelle, but that really did not affect me. Stefani already hated me. So I was completely comfortable with having made love to Michelle. Hardly a moment went by that I did not think about how she looked, how she smelled, how she tasted, how she felt. I wanted her again. I wanted to finish what her and I started and then start again and again and again. I just did not know how she felt. It was Wednesday again before I got my answer. I was just about to leave work when my phone vibrated in my pocket. It was a message from Michelle. I waited until I got in my car before I opened it. When I looked at it again in my car I noticed that it was actually a picture message. I opened the message to find a picture or Michelle's tits. My jaw literally fell open. My hands were shaking as I quickly typed back "Oh my!" My cock suddenly became rock hard. I waited for a couple minutes, but nothing else came from Michelle. I began driving home. Just as I was getting onto the highway, my phone vibrated. I glanced at it quickly and saw that Michelle had sent me another picture message. I rushed home, hardly able to wait to open the photo. As I drove it occurred to me that I had my answer. Michelle was obviously perfectly fine with what we had done. When I finally got home I opened the message to find a picture of Michelle's pussy. Her legs were spread wide and she was obviously very wet. I ran up to my bedroom and pulled my pants off. "Two can play this game" I said to myself. It took me several tries, but I was able to take a very nice picture of my hard cock and sent it to Michelle. "There's my new favorite toy!" Michelle sent back in a text message. "I am glad you texted me. I was worried" I said. "y" Michelle sent back. "I wasn't sure if you were ok with what we did" I said back. "Y wouldn't I b?" she replied. "Because of Stef" I sent. "Fuck her. Besides she wont find out, right?" She asked. "Well I wont tell her" I said. "Good. Youll just be my dirty little secret" Michelle replied. I sent her a smiley face. "So when do I get that magnificent cock of yours again?" Michelle asked. "Friday?" I sent her. "I cant wait" Michelle replied. I could not wait either. The next two days at work seemed to go on forever. Visions of Michelle filled my thoughts as I waited till Friday evening when she would be mine again. When Friday evening finally came I counted down the minutes till the day was over. I clocked out, checked myself in the mirror and rushed to Michelle's house. When I pulled up in front of her house, though, my heart sank. There were two other cars in front of her house, one of them I recognized as another of Michelle's friends. I went to the house to find Michelle in the back yard with a few of her friends as well as her parents. Her step father was cooking on the grill. I was offered a hotdog and a beer. I took both and found Michelle. She hugged me and I hugged her back as best I could with my hands full. I looked at her with an odd look on my face. I tried not to look disappointed, but was really curious about what was going on. She smiled at me and shrugged her shoulders. I found a seat and ate my hotdog. I was drinking my beer, talking with a couple of Michelle's friends that I did not really care for. After just a few minutes I felt a hand on my shoulder that slid down to me chest. I looked up and Michelle was standing over me. "Can I talk to you for a second?" she asked. I got up and followed her into the house. She closed the door behind us and turned to me. She then grabbed my arm, pulled me close to her, and kissed me. I kissed her back and wrapped my arms around her. I squeezed her ass with both hands. "They all just showed up" she said. "Oh" I replied. "I'm sorry. Let's just hang out for a little bit then we can go upstairs. Okay?" she said. "That's fine" I said. We went back outside to the impromptu barbeque. Michelle and I were careful to not get too friendly with each other in front of anyone, because some of the people there knew Stef. I really did not care for many of the people there, but pretended to be having a good time. After a little while, though, I felt nature calling. I went into the house and to the restroom. I relieved myself and was about to head back outside when I heard something. It sounded like someone whispering my name. I followed the voice and found it to be coming from upstairs. My heart pounded and my cock became hard almost instantly. I went up the stairs and found Michelle waiting for me in the doorway to her bedroom. I went to her and we kissed passionately. She brought me into her room and closed the door behind us. We stood at her bed, kissing, for several moments as our hands roamed all over each other's body. Michelle's hands found the fly of my pants and they were quickly undone. She pulled them down before pushing me back onto the bed. My cock was rock hard and sticking straight up and Michelle wasted no time before swallowing it down her hungry mouth. I laid back on the bed, my legs hanging off the side, moaning loudly. Michelle knelt on the floor in front of me, sucking my cock. It felt amazing. Michelle's plump lips, playful tongue, and expert suction on my member was giving me incredible pleasure. I never wanted it to end, but I could not help it. The pleasure was just too much. I moaned and held Michelle's head as I began shooting cum down her throat. Michelle again swallowed it all. I leaned up on my arms as Michelle stood up. "Wow that was great" I said to her. Michelle laughed. "Glad you liked it" she said and removed her shirt, then her bra. I sat up, her bare belly now directly in my face. I pulled Michelle to me, kissing and licking the soft, sweet skin of her plump stomach. My hands ran up her body, cupping her breasts and squeezing them. I then slid my hands back down her body and undid her pants. She wiggled as I pulled them down. She now stood in front of me, naked. She looked incredible. She was so sexy and I told her that. "You really think so, don't you?" she asked. "I really do" I said. Michelle smiled at me. I hoped she believed me. This was not just about wanting to fuck somebody, anybody. It was about me actually being attracted to her and her plump body. Michelle laid down on the bed. She rolled onto her back and spread her legs. Seeing Michelle standing nude in front of me was one thing, but seeing her laying on her bed with her legs spread for me was even more arousing. I already knew what she wanted, but she told me anyway. "Make me cum like last time" Michelle said to me. I intended to do just that. I had always loved licking a woman's pussy. The wonderful taste mixed with knowing I was giving the girl pleasure was very exciting to me. So I dove right between Michelle's big, meaty thighs and began licking her. I loved that she was shaven. She was the first girl I had ever been with that had no hair on her crotch and I took advantage of it by licking all around Michelle's pubic mound. I could tell that my teasing was getting to her, because every time I came near her lips or her clit she would let out a soft moan followed by a sigh when I would move away. I wanted to spend hours licking Michelle. Building up her pleasure until she burst, but she did not want to wait that long. She grabbed ahold of my head and forced it to her wet lips. I gave in and began licking her hole. She was so wet; my face was covered in her juices. I fucked her hole for several moments with my tongue, and then went in search of her clit. I found it quite easily and began to suck on it. Michelle's moaning and panting were music to my ears as I flicked it with my tongue. She, to my surprise, became wetter and wetter. I kept up my licking. I wanted her to cum for me. I wanted to make her scream for me. I moved my tongue faster than I thought I could and Michelle went over the edge. "Oh Dan!!" she screamed out as she pressed my head into her and wrapped her thick legs around my head. My face was drenched again by her delicious love juice as she came and it was hard for me to breath, but I would have stayed there forever. I still had my tongue on her clit, and gently flicked it every few seconds, sending another jolt of electricity through her big body. Finally she let me go and I got up. I wiped my face on her blanket and then crawled up her so I could kiss her. We kissed for several moments until she noticed my cock pressing against her leg. It was hard as steel and ready to get inside her. Michelle made a joke about `finishing the job this time', but I was not in a joking mood. I grabbed another condom, rolled it on myself, and got between Michelle's legs again. She was so wet that I slipped right into her as I pushed forward. She felt so hot inside that it was hard to believe possible. It felt amazing. I did not wait to ease into it this time. I thrust into her hard. Michelle moaned and yelped a little as I did it and her plump body vibrated. I wanted more and so did she. I began fucking her with every ounce of energy I had left, driving into her with each thrust. Michelle was nearly screaming with each thrust and so was I. I kept fucking her into the bed, enjoying watching her body reverberate with each pass. Soon Michelle began to moan loudly again. I knew she was close again. I could not control myself either. With one final thrust I felt Michelle's body spasm as she had another orgasm. I too felt my body tighten and I exploded, spurting into the condom I wore. Michelle and I both collapsed together on the bed. After several minutes to recover I began kissing her plump lips. She kissed me back and we made out for a while. Finally we separated, and we both got up from the bed. "That was..." I began, pulling my pants up. "That was fucking amazing!" Michelle finished for me. When we were both dressed, Michelle told me to go out the front door quietly. She had told everyone out back that I had gone home a long time ago. She would rejoin them in the backyard. "Where are you going to tell them you have been?" I asked. "'I'll think of something" she said. She walked me to the front door and we kissed again. I left and got into my car. I drove home replaying my evening in bed with Michelle in my head. Over the next few days, Michelle and I sent text messages back and forth a lot. It must have turned her on to send me naughty pictures, because she did it every day. I would usually return the favor with a picture of myself. We also had a lot of conversations about sex. She asked me what sort of things I liked or wanted to try. I told her that I had always been turned on by the idea of anal sex and wanted to try it, but Stef never wanted to. She told me she had done it a couple of times with different guys. She said it was not her favorite thing to do, but she would do it with me if I ever wanted to. I made a mental note to take her up on that offer at some point. I asked her about what type of things she liked. One thing she mentioned was giving blowjobs. She had always talked about doing it long before she ever gave me one, so I was curious why she liked doing it so much. She told me that she loved the feeling of having a cock in her mouth and loved giving a guy pleasure. I also asked her about semen, and she told me that at first she did not like it, but after giving head to so many guys she had learned to love the taste. "Especially yours" she said. It made me so hard talking to her in this way. I pulled out my cock and jacked off for a long while looking at her pictures and thinking about making love to her, wondering when would be the next time I had the pleasure. During this period of time I also began communicating, again, with a girl I had first met while I was in college. Her name was Deanna and we were both history majors. The college I attended was just down the road from where I had grown up, but Deanna was from a town over an hour away. Due to her and I having the same field of study we had several classes together and became rather close friends. Stefani, though, being the jealous type that she was, hated Deanna. I was not allowed to have any male friends, so having a female friend, such as Deanna, was out of the question. Therefore, the only times I was able to spend with her was during classes. These times were enough, though, and by the time we graduated four years later and she moved back to her home town it left a rather sizable hole in my life. To say that there had been romantic, if not sexual, tension between Deanna and me during school would not be an understatement. Neither one of us ever acted upon our urges, though, while we were in school. After breaking up with Stefani and after my first time with Michelle I reached out to Deanna. She had posted on a social media account that she was in my town and I became excited at the prospect of seeing her now free of my ex's hateful embrace. Sadly, she had merely been passing through my town and was already home by the time I contacted her. We continued to chat, though, and I told her about me finally being single, and before long I had set up a date to travel to her town to see her. Deanna very much fit into the mold of what I had recently realized was my type of girl. She was shorter than me, but only by two or three inches. Her natural hair color was a light brown, but she periodically dyed it different colors ranging from platinum blonde to red. She had blue-green eyes that sparkled. And she was absolutely, pleasantly plump. She had rather large breasts, a round stomach, wide hips, and a plump round butt. I was, or course, sexually attracted to Deanna, but what I was most infatuated by about her, though, was her personality and intellect. She was able to challenge my on an intellectual level unlike Stef, or Michelle, or any other girl I knew and I found that fact very attractive. I did not know it at the time, but I would go on to begin a relationship with Deanna that continues to this day. In fact, we are currently engaged to be married this coming year. I did not know at the time what my relationship with her would be, but I knew it had the potential to be something different, something special, something that Michelle and I would never have. Michelle was great fun, and a good friend, but she was not the type I ever saw myself having a relationship with. She and I were from two completely different worlds. I had always been more clean cut and respectful. Michelle was much more brash, crude, and perverse in her life style. Michelle was the type of girl I could never take home to meet my family. My first date with Deanna had gone really great, and after my second time having sex with Michelle I travelled to have a second date with Deanna. Over our two wonderful dates and numerous text messages and phone calls between Deanna and me, I was really starting to fall for her. I was rather worried though. I was still talking with Michelle, and sending naughty pictures back and forth. Deanna and I had not reached the point of being exclusive with each other, but I also had a feeling that things might have been heading in that direction. I realized that I should probably find a way to let Michelle go before things went any further with her. I really had no romantic feelings toward her, but I did not know whether she felt the same way or not. Had I known, at that time, what my relationship with Deanna would grow to be, I probably would have done things from that point differently. Had I known at that time that I would one day marry Deanna I probably would not have done what happened next. Had I known, I would not have this entire episode of my life that I can never ever tell her about, but I did not know. Honestly, though, I cannot say for sure whether or not, if given the chance, I would change a single thing. I knew I needed to talk to Michelle about our relationship. I did not know how to exactly go about it though. I finally realized that the direct approach was the best approach. One day, shortly after my second date with Deanna, Michelle sent me a very exciting picture of her ass. She was spreading her checks and I could see her amazing butt hole. I wanted it, badly, but deep down it felt wrong. It was time to have the talk with her. "I think we need to talk about where this is going" I texted back to Michelle after spending several minutes looking at her picture. "Oh no" was her response. "Yeah" I said. "I had a feeling this was coming sooner or later" she replied. "Oh?" I asked, wondering what she meant. "Yah... Look. This has been great. But I'm not really the relationship type" she said. "Wait wait no no no" I sent her, followed by "That's not what I meant." "It's not?" She said. "NO! I don't want a relationship either!" I said. "Oh" Michelle said. "Not that there's anything wrong with you" I said "It's just that I've been talking to this other girl that I really think I might have a future with and I don't want to ruin what might be with her." I really hoped I did not offend her. "Haha THAT'S GREAT!" Michelle sent back. "Oh good" I thought to myself. She was not upset. She understood what I meant, and then Michelle texted me again. "Does that mean we can't do it anymore?" she asked. "I don't know" I said. Not knowing what to say to her. "Because I was gonna see if u wanted to come over this Saturday" Michelle said. It took me a minute to respond to Michelle. I really wanted to say yes. I really wanted to fuck her again, but deep down I knew I should not. I really was sad that my sexual life with Michelle was going to come to an end, because it really had been great, but I had a feeling that I was about to start a sexual, as well as romantic, life with Deanna that for all I knew at the time, would be even better. But then I received another message from Michelle. "Do you remember Krysta from school?" she asked. Krysta was a girl that had gone to our high school. She and I were not exactly friends, but we had a lot of mutual friends, so I did know her quite well. I knew that Michelle had kept in contact with her after high school and that they were still very close friends. What the hell did she have to do with what we were talking about, though? "Yeah...?" I texted Michelle back, hoping she would explain her reasons for the strange question. "She's coming over to hang out on Saturday too" Michelle said. Now I was really confused. Michelle had just asked if I would come over to her house for sex on Saturday, and then told me that her other friend was going to be there. It really made no sense. Maybe she was not inviting me over for sex. Maybe she just wanted me to come over to hang out. "Oh that's cool. I haven't seen her since school" I said. Then I received the text message from Michelle that changed everything. Up until that point I was really planning on declining the invitation from Michelle and moving forward with Deanna. I did not want to go over to her house, even just to `hang out'; because I knew there would be too much temptation to do something I knew would be wrong. I did not want to go over to see Krysta, because I really did not know her that well anyway. But the message Michelle sent me completely changed what I did and did not want. "You know she's a virgin?" Michelle said to me. Was she serious? Did she really mean what I thought she meant? For most people I would say not, but from Michelle, it would not surprise me. "Really? That's surprising" I said, not wanting to sound too excited by what I thought Michelle was suggesting. It really did surprise me, though, that Krysta was a virgin. Krysta was, in my opinion, very sexy. Although I had not seen her in several years, I remembered her being the type of girl that I really liked. She was average height, maybe about 5'5" with dark black hair and pale skin. She was round with a plump stomach. She had a thick round butt and thighs. Her best feature though, by far, and the reason I was so surprised that she had never had sex before, was that she had an absolutely enormous set of breasts. I remember her from back in high school and how on more than one occasion I had the opportunity to stare at them and enjoyed it very much. "Why's that?" Michelle asked. "Umm I don't know." I said. "Just surprised she hasn't done it. Is there a reason she hasn't?" I asked, wondering if she was very religious or something like that. "What do you mean?" Michelle asked. "Like, does she have like a religious thing that she doesn't want to do it or something?" I asked. "Oh no nothing like that." Michelle texted me back, and then sent "And trust me, she wants to." "Oh does she?" I asked. "Yes. That's why we want you to come over Saturday." She said. "Are you serious?" I asked Michelle. It took Michelle a minute to answer, but when she did text me back it read, "Well it's why I want you to come over, I haven't told her yet. Lol" "Oh" I said. "But trust me. She would be into it, for sure. Especially since I've told her how great you are." I was beside myself. Was this for real? I completely over looked the fact that she had told Krysta about us, I did not care. Could I really do this? I knew I wanted to. Who wouldn't? Having sex with an amazingly sexy woman like Krysta would be incredible and the ability to be her first would only make it better. But should I? I closed my eyes and thought hard about what to say and do next. I tried to clear my mind, but I could not. Krysta kept popping back in there. I had not given her one moment of thought in years, and now she was all I could think about. I wanted her. I wanted to do it. I had to do it. "You're sure?" I asked. "Yes" Michelle answered. "Then I'm in" I said. "Oh I'm excited" Michelle said. "Not as much as I am" I replied to her. "Not as much as Krysta will be when I tell her" Michelle sent. I wished I could have been there when Michelle told Krysta our plan for the weekend. I wished I could have seen and heard her reaction to hearing that I wanted to make love to her for the first time. I wondered what Michelle would say. I wondered how she would tell Krysta. Unfortunately my conversation with Michelle ended there, and I did not talk to her again until Saturday morning. I texted her early in the day asking what time I should come over. She told me I could come over whenever, but Krysta was getting there around 7 o'clock. I wanted to get to Michelle's house before Krysta. I wanted to be there when she arrived. I did not want to keep her waiting. So I pulled up in front of Michelle's place at about 6 o'clock. I went to the door and Michelle let me in with a welcoming hug and a kiss on the lips. She tasted wonderful. I was quite nervous. I had butterflies in my stomach. I had felt them my first time with Michelle some weeks ago, but I had not felt them prior to that since I was a teenager with Stef. The thrill, the excitement, and the nervousness felt exhilarating, I loved it. I could not wait for what this evening was going to bring. Michelle was making supper for herself and asked if I wanted any. Although my stomach was doing flips, I was also rather hungry, so I accepted. I then helped Michelle cook soft tacos which she and I sat to enjoy in her living room. "Should we save some for Krysta?" I asked. "No," Michelle answered, "she is eating before she comes over. That's why she won't be here till after 7." "Oh" I said. I had thought Michelle told me Krysta would be there at seven, not after seven. I was disappointed. It must have shown in my reaction. "Excited?" Michelle asked? "Yeah, I am" I replied, honestly. "I am too!" She said and we laughed. "Oh, and so is Krysta" Michelle added. I asked how she knew and Michelle told me what Krysta had said. "He really wants to? He really thinks I'm sexy? That's awesome! He is really cute. Is he really that good in bed? Oh I can't fucking wait to do him!" were the text messages Krysta sent to Michelle as she read them to me. I did not remember ever actually telling Michelle that I though Krysta was sexy. I did, in fact, think that though, so it did not bother me at all that Michelle had put those words in my mouth. It really did seem that Krysta was excited. It felt amazing that Krysta was excited to have sex with me. I looked at the clock and realized it was almost 7 o'clock. I wondered how much longer I would have to wait. I wondered what would happen when Krysta arrived. I wondered what she would look like, since I had not seen her in years. I wondered what she would be wearing. I wondered how we would greet each other when she came in. I wondered how we would begin making love. I wondered how soon after she arrived that we would start. I wondered what she would taste like. I wondered what popping her cherry would feel like. All of these things and more were going through my head when I heard the doorbell ring. Michelle got up to let Krysta into the house. And soon the two of them walked into the living room. The first thing I noticed, surprisingly enough, was that Krysta carried with her an overnight bag. She had obviously planned on staying the night with Michelle. "Had she planned on spending the night with me?" I wondered. Then I looked at Krysta, my heart beating like a hammer in my chest. Her hair was black, just like I remembered her face plump and pleasant, just like I remembered. I looked down the rest of her body. It looked like she had put on a little more weight since high school, her belly and hips looking a little wider, and her very large breasts looked even larger. She wore a black t-shirt with the logo of some band I had never heard of across the front. The shirt was small and made of thin material, and very tight on her, showing off her chest and belly even more. She wore a skirt made of silky material with red and black stripes. It came down to the middle of her thighs in the front, but was longer in the back. Her bare legs were visible below her skirt. Her thick thighs and pale skin looked delicious. She wore black sandals which she quickly kicked off her feet, each of which had black painted toenails. As she came into the room she looked at me and I looked at her. For a moment, time stopped. I held my breath and she smiled at me. I smiled back. "Hey" I said. "Hey yourself" She replied. I went to her and hugged her. She smelled amazing. I thought I could almost feel her heart beating, or perhaps it was my own. What I could feel for sure, though, were her large round breasts pushing against me. I could not believe that I would soon get to see them, touch them, and taste them. "So how have you been?" I asked Krysta, trying to hide my nervousness. "Good, how about you?" she replied. "Hanging in there" I said. "So what have you been up too since school?" I asked. Krysta filled me in on her life over the last few years. Apparently she had started going to college after high school for nursing. She took a job at a nursing home as a nurse's aide while she took classes. Over the years, though, the schooling fell away. She was still an aide, but was no longer taking classes. She said she wanted to get back into it at some point, but it was really expensive. I then filled her in on my life, and how I had broken up with Stefani. I told her about my own jobs and the work that I did. As we talked, the three of us migrated back to the couch in Michelle's living room. I sat on one edge where I had been sitting. Michelle took the other far end, leaving Krysta sitting next to me, in the middle. As we continued to talk, laugh, and catch up Michelle remained mostly silent. Krysta turned toward me a little on the couch. She slid her left knee up onto the couch slightly, spreading her legs a little bit in order to sit more comfortably while twisting toward me. Her skirt rode up her legs a little. I could not help but sneak little looks down at her legs. I could not see up her skirt between her legs, but just seeing more of her legs was exciting enough, and I knew I would be seeing all of her soon. At some point, as we talked, my hand was on her knee. I do not really remember doing it, and when I did realize it was there it felt like it had been there for a while. Krysta's pale skin was incredibly soft and smooth. Now that I realized my hand was on Krysta's knee, and she did not seem to mind, I wanted more. It was the first physical contact she and I ever had, besides the hug we shared moments before. I slowly began to move my hand down Krysta's leg over her smooth skin. I did not say anything about it, and neither did she. She did not even look down at my hand. We continued talking, just catching up as old friends. But my hand continued moving further up her thigh. Her skin felt amazing. I stopped moving my hand when I reached about mid-thigh level on her leg. My hand was still well below the level that her skirt had ridden up to, but was about at the point where her skirt had originally fallen when she was standing. I stopped sliding my hand up her leg, but now I began gently rubbing her thigh. My hand was on the top of her leg, but I now slid it down between her thick legs, continuing to gently rub. I then made a movement further up her leg with my hand, now aiming for her crotch. The moment I made that movement Krysta gave her first reaction that she even noticed what I was doing. Krysta gently spread her legs further apart. Our conversation had all but stopped. Krysta and I were looking into each other's eyes. I leaned forward and kissed her on her lips. She kissed me back, and then I opened my mouth. Krysta did the same and we began making out. Her thick tongue danced around in my mouth, playing with my own. She tasted wonderful. My hand was now up under her skirt, only millimeters from her crotch. I was rubbing her thick smooth thigh harder now. I could feel the heat coming from her crotch. I wanted to touch it. I wanted to know what kind of panties she was wearing and what they felt like. I wanted to know what her pussy would feel like, but I knew time for that all would come later. So I waited. Krysta let out a soft moan as we kissed. One of her hands was on my chest. She made a fist, grabbing onto my shirt, pulling me into her. Her other hand was on my lap, inches from my now hard cock. She began slowly moving her lower body, gyrating on the couch. I believed she was attempting to force my hand to touch her crotch, but I would not bite. There would be time for that later. I broke our kiss and leaned back slightly, as far as she would let me go while holding onto my shirt. I looked into her eyes, and then down her body. We were both breathing heavily. My gaze passed over her large chest, her belly, down to where my hand disappeared under skirt, and down to her thick sexy legs. I removed my hand, eliciting a sigh of disappointment from her plump, juicy lips. Trembling slightly, my hands move toward her chest. I was just about the touch Krysta's ample breasts for the first time when Michelle stood up and began speaking, breaking Krysta and I out of the trance we had placed each other in to. "Why don't we take this upstairs? Might be a little more comfortable" she said. Krysta and I agreed. I stood and took Krysta's hand, helping her stand. Michelle led the way toward the stairs. Krysta followed, and I brought up the rear. I watched the thin material of Krysta's skirt, pulled tight over her plump butt, sway as she walked. She made it a few steps toward the stairs and turned back. "Forgot to grab my bag" she said, going back to retrieve it. I reached the steps and began climbing them, Krysta now behind me. I looked up at Michelle's butt now as she took the stairs ahead of me. I was sad, looking at Krysta's back side would have been more exciting, but then I felt a light pinch on my own bottom. I turned my head back and saw Krysta below me. She smiled coyly at me. She had just pinched my butt. I did not know why, but that simple, childish act gave me an enormous amount of pleasure. When we were finally at Michelle's bed room she let me and Krysta in and then closed the door behind us. Krysta went to the bed and sat on the edge, looking up at me. Michelle went across the room and sat in a chair, giving Krysta and me the bed to ourselves. I looked at Michelle. I had not given much thought to her role in this encounter. I had been so excited about what I was going to do with Krysta that I had not considered what Michelle was going to be doing while we did it. As she sat in the chair, she leaned back, spread her legs, and I noticed that her hand fell suspiciously close to her crotch. I guessed she was willing to just sit back and watch. The idea of her watching actually turned me on more. When I turned back to the bed Krysta had moved back and was now sitting propped up by the headboard. I was looking at her head on, and she had her legs parted a bit, but between her thick thighs I still could not see the treasure that waited up her skirt. I looked up the rest of her body. I had waited long enough, and I could not wait any longer to feel her huge breasts. I jumped onto her bed. I crawled up to where Krysta laid. I leaned down and kissed her again, and slid my hands up the sides of her body and around her chest. I wrapped my hands around each of her tits and squeezed. Krysta moaned and I continued to rub her breasts. They were bigger than my hands, and very heavy. I rubbed my hands over them, through her shirt. They were very firm. As I continued to feel up her breast, I moved my head to the side and began kissing Krysta's neck. I licked it lightly with my tongue and sucked on it slightly. The moans and gasps of pleasure coming from Krysta were like music to my ears. I had finally felt Krysta's magnificent breasts, but now I wanted to see them. I moved my hands down to the hem of her shirt and began to lift it. She read my mind, and knew what I wanted. She sat forward, making it easier for me to pull her t-shirt over her head. I looked at her and her bra, her breasts spilling out of it. I knew it had to be hard to find bras to fit with her enormous gifts, but the one she wore was actually quite attractive. It was black with lace on the front. As nice as it was, though, I wanted to see what was underneath more. I reached behind Krysta and quickly unhooked her bra. "Wow, you're good at this" she said to me. I only chuckled as her bra fell away and her breasts were now on full display to me. They were even more magnificent in the flesh. They sagged slightly, but not as much as I expected. They were large, white, and plump. Each one had a very large dark areola with a thick nipple that was hard and erect. I lifted Krysta's breasts in my hands and leaned down to kiss them. I covered each one in kisses, and then began to lick. I licked all over her tit, and then concentrated on her nipples. I flicked first one, then the other, with my tongue. Krysta moaned as I did this. Then I took one of her nipples into my mouth and began to suck. She groaned as I sucked on her nipple. I looked up into her eyes and she looked down at me. I switched to her other nipple and Krysta closed her eyes and laid he head back. I could tell she was in ecstasy. As I sucked on her breasts, my hand moved back to Krysta's legs. I slipped it between her thighs, and started moving it up under her skirt. Krysta spread her legs wider, allowing me access. My hand was very near her crotch again and I was about to touch her when she stopped me "Wait," she said, "can I see you first?" she asked. "Sure" I said smiling at her. I rolled over and leaned back on the bed. She kissed me and started pulling up my shirt. I helped her take it off of me. Krysta kissed my neck and my chest. As her hands began moving toward my lower half, I could see them trembling slightly. Krysta reached for the fly of my pants. She undid the button of my jeans and then slowly pulled the zipper down. My large cock was bulging in my boxer briefs under my fly. Krysta looked up at me and smiled. Then she wrapped her hands around the waist band of my pants and underwear together. She began to pull them down together. Krysta pulled my pants down to around my ankles. My dick sprang free, sticking straight up. Krysta took a moment just looking at me member. I wondered if it was the first time she had ever seen one in person. By the way she looked at it, I had a feeling it was. Then she reached for it. Krysta began touching me, very lightly at first, with just her fingertips. She gently ran her fingers up and down my shaft. She lifted it up, feeling the weight of it in her hands. She then wrapped her fingers around it and began to gently slide up and down. Her thick fingers felt quite good wrapped around my shaft. I moaned. Then Krysta leaned down and kissed it. She kissed my dick right on the tip, and then she kissed it again. She brushed her long, flowing, black hair away from her face, giving me a much better view as she started to lick all over my shaft. Her thick tongue felt wonderful. I took my eyes off of Krysta for just a moment. I looked across the room to where Michelle sat. I had paid her little attention since we had all come into her bedroom. She had, at some point, undone the front of the tight jeans she wore. She now had a hand down inside of her pants, slowly rubbing her pussy as she watched us. I had eye contact with Michelle and she gave a half smile. I smiled back. Just as I did, I felt a sharp pain on the head of my cock. I looked down and saw Krysta trying to take my member into her mouth. She had accidently hit my dick with her teeth as she was doing so. She then tried again, with the same result. This second time I let out a small yelp at the sudden bit of pain. Krysta pulled back and put her hand to her mouth. "I'm sorry" she said, looking at me with a mixture of embarrassment and remorse. "I guess I don't really know what I'm doing" she added. A sudden idea popped into my head. I did not know if it would work or not, but it was worth a try. I decided to go for broke. `The worst that could happen is they say no' I thought. "Well, you're in luck, because we just happen to have an expert right here" I said, looking from Krysta to Michelle and back again. Krysta turned and looked at her friend, noticing her masturbating while watching us. I looked back to Michelle. "You wanna come give her a hand?" I asked. My heart was pounding. I could not believe I had just asked her to join us. Even though I knew I was coming to Michelle's house to have sex with Krysta, I had never expected to suggest we turn it into a threesome, but here I was asking. The majority of my brain told me they would never go for it, but a small portion of me was hopeful Krysta and Michelle would be into it. Michelle sat silently for a moment. I could almost see the gears turning in her head, deciding what to do. Finally she shrugged her shoulders. She pulled her hand out from her pants and stood up. Krysta and I slid over on the bed, allowing room for Michelle to join us. She crawled into the bed, down by my crotch, on the other side from Krysta. "You started out really good" Michelle said to Krysta while taking a hold of my cock, "You just need to make sure you don't hit him with your teeth" Michelle opened her mouth wide, showing Krysta how she wraps her lips around her teeth. She then lowered her mouth down onto my cock, sliding it all the way back into her mouth. She sucked on it for a few seconds then pulled it out. She pointed it at Krysta and said "Now you try." I could not believe this was happening. I could not believe how my life had changed. Just a few weeks ago I was in a relationship with a girl I hated, a life I hated. Now, here I was, in bed with two big, beautiful, sexy girls, having my first ever threesome. I felt as if I had died and gone to heaven, but the pleasure I was feeling was only just beginning. Krysta wrapped her lips around her teeth as Michelle had shown her. She lowered her mouth to my cock and slid it into her mouth. She gently lowered her mouth down, taking more and more of me into her. I let out a loud moan, and told Krysta how good it felt. "Now start to suck" Michelle told Krysta. She did, and It felt amazing. "I think you are a natural at this" I said to Krysta. She smiled up at me, as best she could with my thick cock between her lips. Michelle crawled up further on the bed and we began kissing as Krysta continued to suck me. We kissed passionately, and my hands found her chest. She removed her shirt and bra and I began squeezing her smaller breasts. Krysta was doing an amazing job for her first blow job ever, and I knew I was getting close to cumming. Michelle could obviously sense it too, though. "Do you want to try to swallow his load?" Michelle said to Krysta. "He can shoot a lot" she added. Krysta looked up at both of us and nodded her head. I hoped she was ready for it, because there was no stopping me. "Here is comes" I groaned out as I began to shoot my load into Krysta's virgin mouth. She took the first squirt and was able to swallow it. I squirted again though and Krysta was not ready for it. She pulled off my cock, coughing a little. My cock shot two more streams into the air, both falling on my stomach. "Sorry" Krysta coughed. "Don't be" Michelle said before I had a chance to say anything. "Yeah, it's okay" I added. "I told you he cums a lot" Michelle said. "And this is too good to waste." She scooped up a glob of semen from my belly and sucked it off her finger. I wondered if Krysta liked the taste too, and got my answer when she leaned down and licked it directly off my stomach. Michelle, still wanting some of her own, decided to lick my cock head and shaft clean. After I was clean, the two girls, now both topless, sat up, looked at each other, and laughed. "Okay" I said to Krysta, "your turn." I moved forward and switched places with her. I let her lay back against the head board and got between her legs. I leaned close to her and kissed her. I kissed down her neck and to her chest. I could not pass by her huge tits again without sucking on them one more time. I was thrilled, as I looked up, to notice that Michelle had leaned close to Krysta as well. As I watched, they started to kiss each other. My cock jumped and my heart leapt as I watched that sight. It only lasted a brief moment, though. Michelle obviously had a similar idea as I did, because she joined me and began licking and sucking on Krysta's other breast. I wondered if Michelle had ever done this before with any other girls. I figured, though, that, either way, Krysta's tits were in good hands, so I continued going lower. I kissed down over Krysta's plump belly and down till I reached the waist of her skirt. Although I was between them, Krysta still held her legs close together. I looked up at her and moved my arms out, spreading her legs wide for me. I looked down, knowing I was about to see up under her skirt for the first time. I was shocked by what I saw. Krysta was not wearing any panties at all! I had wondered all evening what they would look like when I finally was able to see them, and seeing nothing but her bare crotch stunned me. Unlike Michelle's, Krysta's pussy had a thick patch of dark hair above it. Her slit, though, was trimmed, and it was long and glistened with moisture. Also unlike Michelle's, Krysta's lips looked tight and nearly untouched, which I already knew they were. I slid my hands up Krysta's thick, spread, pale, soft thighs and, using my fingers, gently rubbed up her slit. She moaned in approval at my touch. She was incredibly wet, even on the most outer parts of her sex, and as I gently inserted my fingers through her fleshy lips, she was all the more moist inside. I leaned down and, starting at her knee, kissed my way up Krysta's leg, toward her virgin pussy. Her moans grew in volume with every inch further I went. I withdrew my finger tip from her virgin pussy as my head neared it. I could smell her scent, and it drove me crazy. Soon my lips passed Krysta's amazing thigh. Her skin was so soft and tasted so good that I really did not want to leave it, but I knew her vagina would be better, so I continued on. I kissed her slit. I pulled back and then kissed it again. I looked up, over Krysta's plump belly, into her eyes. She was staring down at me. Then I leaned in and kissed her slit again, only this time I stuck out my tongue and licked up and down her slit. Krysta moaned louder. Using my fingers, I gently pulled open her lips. I licked again, this time on the inside of her virgin cunt. She tasted absolutely heavenly. I was immediately addicted. I kept licking up and down her slit, savoring her delicious nectar. Finally, as my tongue kept going deeper and deeper, searching for more of her sweet juices, I found her hole. She was so very tight. I had to work my tongue into her. Krysta held the back of my head and moaned her approval. Reluctantly, I pulled my tongue from Krysta's tight hole and moved upward. I quickly found her clit, and using my fingers to pull her folds back, I flicked it with my tongue. I kept licking her clit harder and harder. I could tell she was close to cumming by the way Krysta began groaning along with her pants and moans. I kept at it till I felt her body shudder and shake. I knew she had climaxed. I went back to her hole and gave it a few more licks, catching any juices I might have missed. I sat up and looked at Krysta. Michelle, who had been sucking on Krysta's breasts the entire time, did so as well. Krysta looked exhausted as she laid on the bed. "Was that the first time anyone ever made you cum?" Michelle asked her friend. Krysta, silently, nodded her head. She half rolled her head around, and half opened her eyes to look at me, before looking away again. I laughed at her shyness. I took a moment to take in my surroundings. I could not believe where I was and what I was doing. I was kneeling on a bed with two beautiful, fat, sexy, women, about to pop one of their cherries. I looked down at myself. I was harder than I think I had ever been. Then I looked back at Krysta. She was starting to move again after nearly being knocked unconscious by her powerful orgasm. Her legs were still spread, and her pussy was still dripping. She smiled at me. I got closer to her. I held my cock in my hand and began rubbing the tip of it on her hot, wet, cunt lips. I wanted to fuck her, badly, but not until she was ready, so I kept rubbing. Krysta was now staring down between us, watching what I was doing to her. She started breathing heavily, she was almost panting. She looked from where our crotches were rubbing together up into my eyes and I did the same. She gave me a slight smile. I knew she was ready. I was just about to push when Michelle stopped me. "You might want to put this on first" she said, handing me a condom she had retrieved from her bedside table. I had not thought about protection. I was so wrapped up in the moment of what I was doing, that I had not even considered it. I was glad, though, that Michelle was there to keep Krysta and me from making a big mistake. "We don't want any babies," she added. I took the condom from Michelle and quickly unwrapped it. I moved away from Krysta so I could put it on. Krysta made the cutest little whimpering sound as I pulled away. She was obviously saddened that my cock was no longer rubbing her wet snatch. After applying the rubber to my penis, though, I quickly put it back where it belonged. Krysta let out a long, heavy breath and looked up at me. I nodded my head and began to push. I went slowly. She and I both knew what was coming, and I hoped she was ready for it. She was tight, very tight, but also very wet. Although my thick cock fit snuggly inside of Krysta, her moisture allowed me to enter with little resistance, that is until I felt her barrier. I felt her hymen and knew I was about to break it. Krysta knew as well. She held her breath as I pushed. I felt it break as I continued into her no longer virgin cunt. She let out a slight yelp and jumped a bit. I kept pushing until I was all the way inside of Krysta, then I stopped. I leaned down and kissed her. We kissed for several moments while I let her adjust to having a penis inside her for the first time. After a couple of moments, I broke our kiss and leaned up. Almost as soon as I moved my head, it was replaced by Michelle's who also kissed Krysta. It was a very erotic scene, watching the two chubby girls making out, but not as erotic as my cock being buried deep in one of their wet cunts. Michelle and Krysta stopped kissing. I looked at Krysta and asked "Are you okay?" "Yeah, it actually wasn't as bad as I expected" Krysta answered. She had obviously heard horror stories from girls about how much it hurt, and had built it up in her head to be much more painful than it actually was. I began to pull my cock out of Krysta and slowly slide it back in. She felt so good, it was indescribable. She was still so very tight, but also so much wetter. I looked down and did notice a slight amount of blood from her broken cherry. Soon Krysta and I were fucking. Not very fast, but at a good rhythm, not so much hard, but with deliberate force. I could tell she loved it because she was panting, moaning, and nearly screaming with each thrust of my cock into her. As we made love, Michelle constantly rubbed her hands all over Krysta's and my bodies, as well as taking a couple moments to touch herself. I was getting close to cumming. Krysta felt so good. I wanted her to cum first, though. I don't know if Michelle could sense this, but her hand slid down between Krysta and my bodies and I felt her begin to rub Krysta's clit. This added stimulation sent Krysta into a frenzy. She screamed out and bit down on her lower lip. I felt the walls of her pussy contract and this sent me into a frenzy. We both came, hard. I collapsed on top of her for a moment, unable to move. Shortly, though, I rolled off of my new plump lover and withdrew my cock from her pussy. The condom still covered my penis, now covered in a combination of Krysta's blood and juices. For a long moment, no one moved or spoke. Finally though, Michelle said simply "Wow." "Damn right, wow" Krysta said, and the girls laughed. After a few minutes the three of us collected ourselves. I pulled the used condom off of myself and disposed of it in the waste basket next to Michelle's door. About that time, Krysta realized what a mess she was. She had some blood mixed with her juices, seeping out of her newly de-flowered vagina. "I think I should probably go get cleaned up" she said to Michelle. Michelle told her to go across the hall to the bathroom and take a shower, if she wanted. Krysta accepted and left the bedroom. I looked at Michelle as we both still laid on her bed, naked. I was still rather hard, still excited and aroused by what I had just done and by what was still happening. Michelle looked at me and my still semi hard dick. I looked up and down her chunky, naked body, making me even more excited. "Sooo" Michelle said to me, "you wanna try anal?" I was stunned by her nonchalant attitude and was totally taken by surprise by her question. I was wondering if I might be able to have a little fun with Michelle while Krysta was gone, but I never expected her to suggest having anal sex. I was not about to pass up the opportunity, though. "I thought you said you didn't like it?" I asked. "I never said I didn't like it, just that it wasn't my favorite, and that was more because of the guys I did it with. I think it will be much better with you" she said. While she was talking, Michelle was rolling over on the bed. By the time she finished she was on all fours on her bed with her wide ass sticking up in the air and her butt hole pointing right at me. Without a second thought I leaned in and started kissing Michelle's butt. I kissed and licked her round ass checks. I got closer and closer to her crack. Finally I licked up and down her, starting at the bottom edge of her cunt, up to the top, and back again. I stopped, though, at her hole, and began to lick it. Michelle started moaning as my tongue enterd her anus. It tasted different, but not bad, and felt so perverted and naughty that I could not help myself, and savored rimming her ass. Michelle reached back between her thick legs and began rubbing her clit as I licked her butt. I could hear her fingers slopping in her wet cunt. I was enjoying myself licking her, but I wanted to feel her too. I pulled my face back from her and knelt up on the bed. I slowly slid my index finger into her hole. She moaned as I did it. It was very tight and very hot. I got myself into position and removed my finger. As ready as I was and as wet as I had made Michelle's butt hole with my tongue, I knew we still needed a little more lubrication. So I slowly slide my cock into her wet cunt from behind. I pulled my cock out, now covered in her slippery juices. I positioned the tip at her back door and started to push. It took more force than I expected, but Michelle relaxed a little and I pushed and the head of my cock slid into her anus. I could not believe I was actually having anal sex. I kept pushing, getting about half of my cock into her. I felt like that was a comfortable depth for both of us. Michelle continued to finger herself and moaned loudly. I began to pull out and push back into her fat ass. She felt incredible. I never dreamed that in one night I would break one girl's virginity and have anal sex for the first time with another. "Oh yes, fuck my ass!" Michelle called out. I was not about to disappoint. This was something I had dreamed of and fantasized about ever since I was a little kid and here I was actually having anal sex. It was beyond anything I could have dreamt though. She was tight and warm and wonderful. She was moaning and I was moaning. Just the idea of knowing what I was doing would have been erotic enough, but the pleasure was beyond belief as well. I hoped she was enjoying it as much as I was. I got my answer when Michelle suddenly began yelping. She was cumming, hard. She screamed as her body shook. Her hand did not stop though. "Keep fucking me!" she called to me. I obliged her and began going deeper with my thrusts. Suddenly, as I was fucking more and more of my cock into Michelle, the door to her room opened. Without stopping, I looked over to see Krysta coming back into the room. Michelle also looked, but continued furiously rubbing her crotch. Krysta had wrapped a towel around her thick body when she left the bathroom. The towel, though, was not able to completely go all the way around her, and Krysta attempted to hold it closed in the front. Upon entering the room, though, she let it go and let fall to the floor. "Looks like you guys are having some fun!" Krysta said, walking over to the bed. She knelt on the bed next to me and kissed me passionately on the mouth. I kissed her back, our tongues dancing over each other. She rubbed her hand over Michelle's back and gave her a light spank, followed by a gently squeeze on her ass. She looked down to where my cock was entering her friend. "Oh my Lord" she blurted out. "You're fucking her ass!" noticing, for the first time, which of Michelle's holes I was in. "He sure is" Michelle was able to say between moans and groans. Krysta leaned down on the bed, wanting to get a closer view of our back door love making. She noticed Michelle's hand and replaced it with her own. Michelle was now able to use her other hand to help balance herself as Krysta took over fingering her cunt. Michelle's new angle made it that much easier for me to thrust into her and it sent new waves of pleasure through both of us and I knew I was about to cum. "Ohhh" I groaned. Michelle, too, started groaning again. As Krysta pinched and rubbed her clit, Michelle started to cum. I thrust deep into her plump, round, bottom and exploded. I shoot stream after stream of cum deep into her. Michelle fell forward, and laid flat on her stomach. I withdrew my cock from her butt and fell backward, exhausted from two of the greatest sexual experiences of my life. It was now very late in the evening. Krysta crawled up next to Michelle and kissed her. The two chubby girls wrapped their arms around each other. I found a blanket on the floor near the foot of Michelle's bed. I climbed into the bed on the other side of Michelle, covered all three of us with the blanket, and we all fell asleep. We all woke up late the next morning. We all got cleaned up and dressed. We hugged, kissed, and went our separate ways. Krysta thanked me for being her first, although it should have been me thanking her. I got in my car and drove home. To this day, that was the last time I saw Krysta. I am still friends with her on social media, but she rarely posts anything, and I honestly do not know where life has taken her. I do often think about her, and hope she is doing well. As I mentioned earlier, soon after the episodes I have just spoken of in this story, my relationship with Deanna took off. I saw Michelle a couple of times after our threesome with Krysta, but only briefly. I moved in with Deanna a couple months later, because the long distance of our relationship was too hard. Since moving I have not seen Michelle. I do still talk to her occasionally, mostly through text messages and recently mostly just on birthdays or holidays. Since the age of 16, I have only really been single for a period of a few months. During that brief period, though, I had some of the wildest and craziest sexual experiences I could ever have dreamt about. I am now back in a committed, long term relationship, but this one is much better than my first and I expect this one to last a long long time. I do not miss being single. It was great fun for those few months, but I honestly do not know If I could have kept it up for much longer, and I found a sexual partner in Deanna's delicious, plump, sexy body that I found out rivals Michelle and Krysta in every way. But that, my friends, in another story. The first half of this story is 100% true. Everything up until Krysta comes in really happened. Michelle DID suggest to me that Krysta was a virgin and she DID really offer to have anal sex with me, but in real life I took the high road as opposed to the road the 'me' in the story took. I am, actually, engaged to be married to Deanna this summer. Who knows whether or not that would be true had my story actually gone the way it did in this story. I hope you enjoyed reading. Any and all comments would be greatly appreciated at JackNimball@yahoo.com Thanks.