("`-''-/").___..--''"`-._ `6_ 6 ) `-. ( ).`-.__.`) (_Y_.)' ._ ) `._ `. ``-..-' _..`--'_..-_/ /--'_.' ,' (((' (((-((('' (((( K R I S T E N' S C O L L E C T I O N _________________________________________ WARNING! This text file contains sexually explicit material. If you do not wish to read this type of literature, or you are under age, PLEASE DELETE THIS FILE NOW!!!! _________________________________________ Scroll down to view text -------------------------------------------------------- This work is copyrighted to the author © 2008. Please don't remove the author information or make any changes to this story. All rights reserved. Thank you for your consideration. -------------------------------------------------------- The Challenge by AndoverBlonde (andoverblonde@hotmail.com) *** I haven't written any stories or accounts for a long time, but a very sweet friend of mine recently challenged me to write another. The challenge arose after he commented that he enjoyed my writing because I was not very graphic. He and I disagreed on this point somewhat, but I understand his position. So my goal in writing this story is to take it up a notch. That does mean, however, that this is a story, and not an actual encounter. (MF, exh, intr, rom) *** Hi Readers I haven't written any stories or accounts for a long time, but a very sweet friend of mine recently challenged me to write another. The challenge arose after he commented that he enjoyed my writing because I was not very graphic. He and I disagreed on this point somewhat, but I understand his position. So my goal in writing this story is to take it up a notch. That does mean, however, that this is a story, and not an actual encounter. Although just a fantasy, I will try and keep descriptions as accurate as I can. So, yes, that means that although this hasn't happened, the characters are real. What I do not know about them (him!) I will make up to fit the story, and hopefully to meet the challenge! Sandra (AKA AndoverBlonde) PS – Previous writings are in directories 31, 33, and 36 *** Life has been very good to me and I am generally a happy person. It's my belief that a happy positive outlook influences the direction of one's life, and I believe this holds for both emotional and physical wellbeing. I have a job that I enjoy, coworkers that I love, and a daughter that I cherish. I also have a wild streak that instead of ignoring, I respect. And you cannot deny or abuse the things that you respect. Now being able to express one's wild streak openly can cause problems not easily fixed. Because of this you must carefully choose your spots, but you also cannot let exceptional opportunities slip through your fingers. Finding that balance can be challenging, but I truly believe your heart can help find that balance. Because of this I do not easily dismiss my crushes. And those that I have crushes on are not always predictable. My crush on Anthony would have been predictable if everything was completely different! Anthony is 20 and I'm 46. Anthony is black and I am white. Anthony is an athlete and I just wish I could be! Forgetting about age and color, however, we would be a good fit. He is tall, kind, confident, and beautiful. For someone his age, he is surprisingly articulate. His worldview is not self-centered and he truly seems to care about those around him. I am around Anthony two days a week. He is an intern here, a hard worker, and a joy to have around. We became fast friends and chatted while he worked, and eventually began to trade emails when he wasn't here. We discussed everything and, although I could not deny my attraction to him, I felt very much like a maternal figure – especially when giving my opinions on politics, classes, women, etc. Given my perceived role in his life, I could not have anticipated his request. In a very short email, Anthony asked if I would pretend to be his girlfriend. When I realized he was serious, I told him we needed to meet to discuss this request. The meeting was better than I thought. It was a guy thing. It turned out that a few of his friends from home were visiting, and he thought he could impress them by dating an older woman. Yes, an older, attached, white woman. He explained that this was a game, that he meant me no disrespect, and that he would understand completely if he had made an inappropriate request. When he assured me that he expected nothing more than to make his friends jealous, I agreed. How could I say no? My heart told me that helping him out was just the right balance of risk and reward. I did make a single demand – that he allowed me to plan everything. He happily agreed. I asked for, and he provided, photos of his friends and some basic information about them, and photos of his apartment with a description of its floor plan. With this information I could pretend as if I had been there before, and that Anthony and I had discussed his friends. We agreed that our 'date' would occur Saturday afternoon between 3 and 7. Although he wanted details, the time I would spend with him was all I told him. This was too exciting! I knocked on his door Saturday at exactly 3:00. He opened the door, smiled, and let me in. After entering, I kissed his cheek and walked over to the two young men in the living room. "Hi, I'm Sandy. You must be Frank," I said to the shorter of the two, "and you must be Mike" I said to the other. "Anthony has told me so much about you! How do you like the community college, Frank? And are you still thinking about moving to California, Mike?" They nodded and we shared some idle chitchat. "Anthony? Would you please go down to my car and bring up my bag and the package on the back seat?" He agreed, I gave him my keys, and he hurried on to get my things. I was enjoying this immensely! Clearly his friends were shocked by the situation. For my part, I just acted like this was normal in my life. It wasn't, of course, but that was the beauty of it. For example, I never go business casual on a Saturday. But here I was, in a ginger colored Ashford jacket dress with matching slingback sandals. My hair was pulled back, my make-up was very conservative, and my tone very professional. I appeared much more like a college admissions person than like the date of a 20- year-old college student. I deeply enjoyed this seeming disconnect! Anthony came back into the apartment with my bag and package. I called to him, "Hey Babe, will you open the wine from the package for me, and I brought the beers for you and your friends. I hope you guys like Sam Adams." I took the bag from Anthony and reminded him, in words that everyone could hear, that I needed to leave by 7:00 to get home on time. "Please, pour me a glass of wine, Babe," I said, "I'll let it breath while I change." And with that I took my bag and went to his bedroom. "I'll be out in a few minutes, you should put on some nice music." I disappeared to transform from the admissions woman to his date. Once in his room I undressed, took from my bag a metallic gold Venus Cowl dress, and pulled on the spandex outfit. I love the way the dress works with my slightly asymmetric figure, it simultaneously downplays my (unfortunately!) flatter butt while accentuating my fuller breasts. Using his mirror I traded my gentle matte finish blackened cranberry lipstick for light gloss classic fire engine red, then added eyeliner, mascara, and shadow to match my hazel eyes. Finally, I let my hair down and put on my 4" open toe black pumps. "Now," I said to myself, "I look the part!" Exiting the room I can see that I have made my point. The 3 boys gazed at me for longer than was polite, and I said, half jokingly as I turned around for him them to see, "Do you like this outfit, Anthony?" "You're gorgeous," he replied, and I kissed him on the cheek again as I walked to the kitchen to collect my wine. "Any of you boys need another beer?" I asked, and all of them said yes. The next 45 minutes or so were fun! The boys were all polite, kind, and flirty. For my part, I jokingly rebuffed the comments by Frank and Michael, but happily accepted those from Anthony. Finally when a slow song was on the radio, I asked, "Hey Babe, are you going to ask me to dance?!" Anthony did not waste a minute. Dancing with him was spectacular! Even with my heels my nose only came to his chin and I felt surprisingly safe in his arms. Pulling him close, I whispered in his ear, "you know that this is a game and that we are only playing it one time, right?" He nodded his understanding, so I continued, "then you better make it believable, Babe." With that we shared our first real kiss – deep, passionate, and loving. Absolutely the best first kiss I had ever had. "Wow – that was fantastic, Anthony! I'm certain we've convinced your frien..." his second kiss didn't let me finish my sentence. "Hey guys, I'm sorry! I hope you don't mind PDA's!" I said to his friends after pulling away from my date, "but I just don't get to see Anthony as much as I need to." They laughed, said it was ok, and that they understood. Anthony looked as proud as a man could look! Clearly he felt that he had impressed his friends. I excused myself to go to the bathroom. When I returned to the room I mentioned that I only had another hour or so, and handing Anthony one end of my black thong that I just removed, asked if I could borrow "my man" for a few minutes. No one said anything as I used the thong as a tether and led Anthony to his room. I didn't say anything when he left his door slightly open. "Don't say a word, Anthony," I whispered, "we can make this one time game truly special." I was aware that his friends were watching as we kissed, and although I have never been an exhibitionist, I had no intention of changing this dynamic. With Anthony facing the door, and my back to it, I could pretend not to know that we were being observed. I undid his belt buckle, unsnapped his jeans, and pushed his zipper down as we kissed. I pulled his underwear down with his pants, and he stepped out of both. I then broke our embrace, and just smiled at him as I undid the buttons to his shirt. Finally, I knelt in front of him and pulled his socks off. Anthony was now totally naked in front of me, and he was the most perfect man I had ever seen. He was much more muscular than I had thought, and much more of a man than I had previously experienced. I pushed him backward to rest against his desk, and while kissing him again I took his penis into my hand. He was hot, and hard, and perfect. He was too big for me to close my hand around and that realization was as sexy to me as any that I have ever had. I stroked him for just a few moments before I pulled away from his embrace – I pulled away so that I could feel him in my mouth. He was perfect – he smelled clean, he was gentle with me, and he let me explore him. I used two hands to stroke as I worked as much of him as I could into my mouth. The excitement of the moment was getting to me! I repositioned to his side, kept him as secure in my mouth as I could, and pulled him with only one hand. With my other hand I began to masturbate. I knew that is friends could see everything, and that excited me even more. I am very sensitive, and it took only moments before my first 'public' orgasm. It wasn't long before Anthony was going to cum. I could hear the pace of his breathing, and the rocking of his hips had become much more driven and rhythmic. I felt him harden, and just before he exploded, I pulled my mouth away and held my hand over the head of his penis. I stroked him as hard as I could while he came in my hand. I knew he was a little disappointed that I didn't let him cum in my mouth, but I also knew he wouldn't be disappointed for long. With him looking down at me, I licked the remaining sperm from my hand as I gazed at his cum covered cock. It was beyond beautiful, and the contrast between the milky color of his sperm and the deep blackness of his penis was intoxicating. I pushed him back on the desk, positioned his hot and wet penis, and pushed down onto him. While working Anthony into my body, I came again, and then again. Anthony understood that I would not be able to maintain balance, so he pulled me down onto him, forced himself in the rest of the way, and then held my hips as he stood up. He made two small steps toward the bed, rested me down upon it, and began to make love to me. He was perfect! Anthony took it slow at first so that our bodies fit perfectly, then made love to me like a machine. I was in a state of almost continual orgasm, for which he showed me no mercy. Finally, when I thought I could take no more, Anthony pulled back, lifted my left leg, and without ever leaving my body, he rolled me over. "Sandy?" he whispered. "Yes" I gasped. "Are you ready to get fucked?" He didn't wait for an answer. We made aggressive love doggie style for 10 minutes, and just as I could feel him getting ready to cum, he pullout out, twisted me around, and pushed himself into my mouth. I didn't hesitate and I made sure he knew that I wanted this as much as he did. He let out a happy boyish laugh after he came, and after I finished enjoying him, I giggled too. "OK Sweets," I said, "I need to get into the shower." I showered, dressed in my original cloths, met the three boys back in the living room, kissed Anthony deeply, and said goodbye. END * * * * * * * * * * * * * * * * * * * * * * * * * * * * It's okay to *READ* stories about unprotected sex with others outside a monogamous relationship. But it isn't okay to *HAVE* unprotected sex with people other than a trusted partner. 4-million people around the world contract HIV every year. You only have one body per lifetime, so take good care of it! * * * * * * * * * * * * * * * * * * * * * * * * * * * * Kristen's collection - Directory 59