1 comments/ 18084 views/ 1 favorites Emily and Me By: espeteroh Have you ever seen a complete stranger and suddenly felt drawn to them, a person with whom you seem to have an immediate affinity? You look at them and it feels like you've known them before then but know you have not. It was just such a day for me. I had been divorced for a few years and even though I had been dating no one had been able to hold my attention. They all seemed to want or need things I couldn't give them. I had recently decided to lay of dating for a while as it seemed to wear on me a bit. It was a Friday in early June and I had taken the day with the idea of going to the beach. I had to run a few errands first and that's what I was about when I first laid eyes on her. The sight of her made me slow down a bit. She was tallish, I'd guessed about five nine or ten with auburn hair and when I finally saw them, green eyes. She was carrying around a few extra pounds but I like that in a woman. As happens to me on such occasions I tried desperately to think of something to say or do to gain her attention and thereby meet her. Nothing was coming to mind and I was ready to concede that she's pass me on the city street and I'd never see her again. Just as she was passing me I heard, "Excuse me." To me delight she wanted something of me. "Yes." I quickly responded. "Do you know where the Au Bon Pain is?" In my area that's an upscale coffee shop and sandwich shop. "Yes, it's one block that way and back a block." I said pointing in the general direction. "I happen to be going there so I'd be more than happy to show." It was a lie but in as much as I really liked that particular coffee shop I could make a minor alteration to my plans. "I'd like that very much, thank you." She said smiling at my. "My name is Emily by the way." "Pleased to meet you Emily, I'm Harry." "I was supposed to meet someone there but I'm so late I'm afraid I've missed her already. My train was late getting into town and you know how that goes." With that we moved quickly in the direction of the coffee shop. Emily was a chatty sort of woman, something that I liked. "I called her cell but didn't get an answer." "Well, maybe she waited and is there now, right?" Emily smiled at my optimism and replied, "Of course!" I couldn't hold back any longer with my thoughts and said, "When I first saw you on the street I could have sworn I knew you from somewhere but I've never known an Emily so that can't be true." "You did huh? What made you feel that?" "I don't know, just a feeling I had." "I get those feelings to. Doesn't it just drive you crazy sometimes? "Any time it happens it drives me crazy but I almost never get to find out. I mean, how do you say don't I know you to an otherwise complete stranger? I always feel like they'll think I'm some sort of letch or creep or something." "You shouldn't let the bother you. So Harry, what do you do for work?" "I'm a radar engineer, satellite tracking and such." "Sounds fascinating." "Well, it's pretty boring actually. You sit around a lot waiting for something to happen." Wanting to change the subject I asked her, "And what do you do." "I teach 8th graders on the south shore." "Oh, I feel for you. That's a hard age." "Most of 'em are pretty good kids so it's not so bad." As she said this we arrived at the coffee shop and went inside. "Hmm, no Carol. I'll bet she's been here and left already." "What were you meeting her for if you don't mind my asking." "Oh, we were just going to do some shopping at Lord & Taylor and some other places." "Well, why don't we get some coffee, maybe she'll come back to see if you're here." "That sounds like a good idea." We got of coffees and found a table near the window so we could easily see Carol if and when she came. I was secretly hoping she'd be a no show. We sat there for almost half a hour talking about our work, our families and our friends, the usual get to know you stuff. Emily did most of the talking and that suited me just fine. I got to look into her gorgeous eyes and also look over the rest of her as well as much as I could. From our conversation I found out that she was 28 and had never been married. I was really surprised at that fact and told her so. She said that it was a simple case of not having found the right guy. Finally I said, "I don't think Carol's coming." "No, I think you're right." "Well, I was going to the beach today and you're more than welcome to join me if you'd like." I didn't hold out much hope for her saying yes to me considering we'd had just met and she really didn't know me yet. "I'd love to but I don't have a bathing suit with me." "Oh yeah, minor detail huh?" I felt a little silly for not having considered that. "But I'd still love to go and lay out in the sun, do you mind?" Did I mind? I wanted to say you've got to be kidding but opted for saying, "I'd be a pleasure to have you come. I usually go alone and while I am very contented to sit on the beach and read my book I much prefer to have company. My car's parked pretty close to here so what do you say we get going?" Emily agreed and then asked, "By the way, where are we going?" "Plum Island, it's my favorite." "I haven't been there in years." She replied, "It used to be one of my favorites." Things couldn't have been going better. For a guy my age, 45 at the time, it is always a pleasure to be in the company of a young and beautiful woman. It was about a 45 minute drive to Plum Island. Parking is seldom a problem and almost never on a weekday. I got my stuff out of the trunk and we found a place on the beach that suited us. The beaches in our area tend to be not crowded until the hot days of July hit. There were only about a dozen people on the beach when we got there. We found a spot near the dunes and away from most everyone else. I quickly shucked my pants, shirt and shoes and sat down on the blanket I'd brought. Emily was quietly sitting there watching me. Since Emily was wearing a skirt and short sleeved blouse she would be able to get a good amount of sun. "Oh this is nice," Emily said smiling toward me, "thank you so much for inviting me." "Believe me, the pleasure's all mine.". "I'll bet the water's pretty cold still." "Yeah, I'd guess it's in the upper 50s at best. It never gets very warm here, maybe the mid 60s. I don't mind because I mostly come for the sun. "I wish I could take some of these clothes off," Emily said with a little frustration in her voice. "I certainly wouldn't objected but I have a feeling the local police would have other ideas about it." I was to soon learn that Emily was a woman who had a bit of a daring side to her as she quickly unbuttoned her blouse and took it off. I was shocked at her action to say the least. "There!" She said triumphantly, "Unless you look closely you wouldn't know if this were a bikini top or a bra would you?" "I would," I said honestly, "but I see what you mean too." She was wearing a dark blue bra so at a distance I could see how it could be mistaken for a bathing suit. I wasn't about to complain anyway. I got a good view of what I could see were very full breasts. I the time I remember thinking there were either very large C breasts or Ds. "You don't have any sun block with you do you?" "As a matter of fact I do." I looked through the bag I'd brought and handed her the tube of sun block. I had hoped she'd ask me to put it on both her front and back but as it turned out she asked just for her back. Still, I took great pleasure in putting it on, finally I'd physically gotten my handed on her. I found Emily so desirable that even this little bit of physical contact was enough to get my semi-hard. For the rest of the morning we chatted a little but mostly just enjoyed the sun. At noon we went to a near by deli and got sandwiches and sodas. About mid-afternoon Emily was saying something and I was lost in her eyes when she said, "What is it?" I jerked myself out of the small trance I was in and said, "What's what?" "Why do you look at me that way?" "I'm sorry," I said totally embarrassed. "you have such gorgeous eyes and you're just so beautiful in general I was just enjoying the view." "My eyes huh?" I thought I was in trouble but then she said, "Most guys stare at my boobs so it's nice when someone sees something else." "Believe me, I see a whole lot else." I could see she wanted to respond to this but decided to push on and said, "I like how smart you are and that you're such a good conversationalist. I like that you don't seem like you're stuck on yourself the way so many women seem to be these days." I knew I was gushing a bit but I didn't care either, what did I have to lose by being honest about how I felt. "Thank you, that's so nice of you to say." "I'm not just saying it, I mean it." I replied strongly as I looked into her eyes. Emily put her hand on the side of my face and said, "It's still nice to hear, a girl likes those things you know." And then she did something that I hadn't expected but had desired, she kissed me on the lips. It was just a short light kiss but I felt as if I had been shocked, it was electric. When she didn't pull back very far I looked her in the eyes and then kissed her. It was a kiss meant to make a statement, to say I really like you and I really want you. We wrapped our arms around each other and tumbled to the blanket from the sitting position we had been in. The kiss quickly elevated to one of passion and heated lust. One kiss lead to another and another. As I lightly rubbed my hand up and down her back she ran her hand through my hair. I felt like a school kid. We were so lost in our kiss neither of us had any awareness of anyone who was anywhere near us. Fortunately no one was near. Finally we broke. "Wow!" I said, "What was that?" "That was pretty good!" Emily responded in a breathy voice. I still had my hands on her. I could feel her breath on my face. It felt wonderful. My hand were now gently caressing her side. Then I took my hand and placed it on the side of her face and gave her a brief passionate kiss. When we broke from the kiss I kept my eyes on hers but slowly moved my hand down from her face to her neck. She didn't budge. I thought I could sense her breathing deepen but I was sure. Mine certainly had. I then slowly moved my hand down until it covered her breast. I had expected her to swat it away but she didn't move. I looked down at the breast in my hand, squeezed it just a bit and then looked back up to her eyes. I couldn't see them because she had closed her eyes. I quickly looked to see if anyone were watching us. No one seemed to be and the person nearest to us was to our front and some distance away. This gave me the courage to move my other hand down to her other breast and hold it. I gently squeezed her breasts again and then felt for her nipples with my fingertips. They had gotten very hard. I played with her nipples a bit and then saw her shudder as I continued. "We need to go," Finally said. My heart sunk as I figured this was the end of the day and my time with her. "Where do you live?" When I told her she said that I lived a lot closer to where we were than she did so we should go there. I've always loved a woman who didn't have a problem with saying what she wanted. I drove back as fast as I thought was safe and still not get a ticket. En route Emily sat as closely to me as she could. In the car when she found how hard I was she moaned letting me know she liked what she'd found. When we finally got to my place, a small house in a blue collar neighborhood, I was surprised I hadn't come in her hand from all the fondling she'd done of me. Once inside the house and bedroom we wasted no time in getting undressed. I was stripped naked while she was still unbuttoning her blouse. "Here, let me help you with that." I offered. I finished the two buttons she hadn't done and then placed my hands under she blouse and over her breasts. With one gentle move I pushed the blouse off her body. She had a front hook bra so I quickly unhooked it and like the blouse, I placed my hands over her breasts and under the bra and then push it off. The skirt had two buttons on the side and as soon as they were undone it fell of its own to the floor. Emily stepped out of it. I got down on my knees and pulled her panties to the floor. Her pussy was well trimmed. I place my hands on her ass and buried my face in her pussy. She moaned and then shuddered as my tongue contacted her clit for the first time. Her scent was light and her taste delicate. To me it was the nectar of the gods. I wanted to reach up and fondle her breasts as I ate her but she was a bit too tall for that to happen though I did try. I truly love eating pussy and it showed as I went from sucking upon her clit and caressing it with the tip of my tongue to pressing my tongue into her as much as I could drawing out her juices. Emily lasted about five minutes before she had her first huge orgasm. When it subsided she said, "I've never had an orgasm while standing on my feet but if we need to get on the bed now or I'm going to fall over." "I wouldn't want that." I said to her. I'm sure she thought as soon as we were on the bed I'd enter her with my super hard cock but I had other ideas. As soon as she was on the bed I got between her legs again and ate her pussy until she had another orgasm and then another. Finally she said to me with a note of desperation her voice, "Please! I want you in me, now!" I grinned as I got up on my knees and teased the outside of her pussy with the head of my cock. I parted her pussy lips several times with the head of my cock only to pull it back out. "Oh please don't tease me anyone, I don't think I can it." I said nothing but this time very very slowly pressed my cock into her very hot and very wet pussy. I wanted to feel every little bit of her pussy as it wrapped itself around my cock. Her pussy felt like a hand wrapped about me and drawing me in. It was tight and velvety soft. I very slowly increased the tempo of my strokes until finally I was forcefully ramming my cock into her. I could feel her getting ready to come and it was at this point moved to push her over the top. "Oh yeah baby, show me how much you like to fuck!" I had been pretty quiet up to this point and the force and dirtiness of my words seemed to catch her a bit off guard. But I could also feel her quickly respond to them. I knew she was close. "Oh yeah, you love it don't you! You love the feel of my hard pulsing cock slamming into you hot wet pussy!" Finally she almost yelled, "Oh yes I do! I do! God help me I do love it. Fuck me! Yes, fuck me!" I changed the angle my cock was going into her pussy just slightly and then said, "Come on baby, come for me! Show me how much you love to fuck! Show me how much your pussy loves my cock!" Emily and Nancy I had known Nancy for a couple of months now. She was still fairly new to campus but we somehow found each other and hit it off right away. We enjoyed similar music, laughed at the same dumb movies, and would even eat the same odd foods. Realizing how much we had in common, we immediately became good friends. Everyone knew that Nancy was a lesbian. Everyone also knew I wasn't. But we ended up spending so much time together that after awhile, rumors started to fly. Nancy felt a little embarrassed for me. She knew I didn't swing that way. But I just ignored the comments and laughed at the awkward questions, always replying that we were both just good friends. It didn't really surprise me, being a senior now, how people could be so idiotic. Despite the rumors that flew, we continued to hang out in our normal manner. Our friends knew the truth and that's all that mattered to us. After our parents had become acquainted at an event at school, Nancy had invited me to stay the weekend at her house. I was excited and wanted to see if we had similar rooms (which while funny, would be a little creepy). I felt a little awkward asking my mother for permission seeing that I was already 18. But since I was still in high school, I always felt it was appropriate. She saw no problem with this, liking both Nancy and her parents. But the following morning before I left the house, back pack and duffle in hand, concern had apparently washed over her at night. "Emily, before you leave for school, may I ask you something?" "Sure, Mom. But can we make it quick. I'm already running a little late." "Well, I just wanted to know if there was something going on...between you....and Nancy?" I gave her a puzzled look, allowing the question to sink in. "Not that I would object to that kind of lifestyle. You should do what you want with your life. I just want to make sure that you know you can tell me anything if you feel the need." With that I busted into hysterics, laughing. It was one thing having to hear it from my fellow classmates. But from my mother being curious as to whether or not I had changed my sexual preference, it was hilarious. "No, no, Mom. Nancy and I are just friends. Yes, she is gay. But just because we hang out a lot doesn't mean there's something go on." She obviously didn't like the fact that I was laughing, scowling at me. I quickly apologized. "Sorry, but you're not the first to ask that. It was funny." "Well, I was just curious Emily." "I know, but I'm not. Nancy and I are just good friends. It was a little hard for her having to transfer to a different school her senior year. And we get along very well. That's all. I would tell you anyways if I changed my mind on who I liked. I wouldn't be afraid to hold that from you." My mom just nodded and I gave her a hug and left for school. I continued the rest of the day with my normal Friday routine. When I found Nancy at lunch, I explained that I could only stay one night, having to be at a family dinner the next evening. I also told her of my mothers question that morning and she laughed loudly to where heads turned to stare at us. Obviously, the reaction I knew she would have. She said she was surprised her parents hadn't asked her. But then again, they knew better. When the day ended, I followed Nancy to her house. Since I had never been there, it was just easier to wait and follow her after her practice then to go somewhere else and then try to find it myself. As soon as we got there, she showed me her room. It was as I imagined with a large king bed, a coffee table in the center, and a futon on the side of the room. She explained that we could share her bed since it was big enough or she would sleep on the futon if I felt more comfortable that way. I opted for the bed since it was big enough for the both of us. We hung out in her family room, snacking on popcorn and playing video games on her original Nintendo, reliving memories of when we first used to play these games. When it was time for dinner, her dad ordered us a pizza since her mom was out of town on business. We decided to pop in a movie while we ate, laughing at the funny moments and gawking when something happened that was obviously unrealistic. When 10pm strolled around, we decided to head upstairs to give her dad some privacy. He had been doing work from home in the office adjacent to us the entire time. I quickly showered and she took one after me. While Nancy was showering, I walked around her room, looking at the various photos and knick knacks from her previous life before Wallace High. She seemed to be just as interesting then as she was now. And then I felt stupid for comparing the two lives like there was a major lapse between them. As I continued to look around, I came across an interesting photo of her and a really good looking guy. It was tagged behind some other photos so I took the liberty of pulling it out. In the picture, she was different. Her hair was longer and clothes were simpler. The guy she was standing next to had his hand intertwined with hers. Was this a boyfriend? Knowing Nancy was gay, I never really thought of the idea of her having a straight relationship. It was interesting, seeing Nancy in such a different format than what I was use to. I continued to stare at the picture, so mesmerized that I never heard Nancy leave the bathroom and come up next to me. "That's Danny." I jumped. "Crap Nancy, you scared me!" "Ha, sorry." "Who's Danny?" "My ex-boyfriend. We dated freshman year at my old school. We're good friends now of course." "I know this is going to sound like a stupid question, but what happened?" I was hoping I wasn't offending her. "Well obvious reason, we broke up. He was my first. But it just didn't work out." "You didn't like it?" I was hoping the questions wasn't too private. "Well, it wasn't bad. I did enjoyed it. Despite our young age, Danny had an idea of what to do. But it just felt like something was missing. And whatever it was, he didn't have it. So I broke up with him. It wasn't long before I met Ashley, my other first, and figured out what was missing. Danny didn't speak to me for awhile though. But when I announced that I was gay my junior year, he was more understanding. Now were good friends." It was interesting to hear about Nancy's past. And a private part of it. I was happy that she felt comfortable enough around me to let me know about her only male experience. I handed the photo back to her and she placed it back on the dart board. I don't know what prompted me to asked her what I did next. "What's it like being with a girl?" Normally, that type of question wouldn't have shocked Nancy, but it did. "Wow, Em. I never knew you were curious about it." "Well, I honestly never really thought about it until now." She pondered for a bit before trying to answer my question. "It's a little hard to describe. It's just different. There's still things that are similar. But another girl tends to have a better idea of what to do." I paused and waited, wanting to ask my next question but too scared to. She was able to see something was bothering me. "What is it, Em?" I gulped and decided that since we were in private, now was the best time. "Nancy, could you show me?" "Show you what?" "What it's like to be with another girl?" "Emily, I'm a little confused. Are you asking me to sleep with you?" "Well, ever since people started asking questions, the thought has crossed my mind as to what it would be like to be with another girl. I figured if I was ever going to try it, I would want it to be with someone I was comfortable with. I'm comfortable with you." "Emily, I do find you very attractive. And I'm very comfortable with you too. But think about what your asking. If we do this, once we get to a certain point, there's no turning back. I don't want to jeopardize our friendship." I could tell that she was resisting, either out of fear or because she wasn't for sure if I was sure. But she seemed as eager as I was. As we stood there, closer to each other than I think either of us had noticed, I realized that I did know what I was asking for. And I didn't think the outcome would ruin our friendship. I knew it wouldn't. Otherwise, I wouldn't of asked. I wanted to indicate that I was sure, and that she didn't need to worry. I place my hand on her arm and pulled myself closer. "Nancy, I've thought about it. I'm not asking for a relationship. I'm asking for the experience." With that, I slowly kissed her on the lips. A held it there for a couple of seconds and then pulled away to see if she would follow. Nancy did, no longer asking me any more questions. She put her hands to my face and place her lips on mine again, holding her kiss there. When I parted my lips, welcoming her, she let her tongue enter mine. Her lips were smoother than any guy I knew. She was gentle in her kissing, her tongue wavering over mine. Our tongues fought life playful devices. My first kiss with a girl. While kissing, she slowly took us to her bed, laying down first and bringing me on top of her. She pushed me to my side and place one of her legs in-between mine, intertwining them. We kissed for what seem liked hours. Then she took her arms to my waist and tugged on my shirt, maneuvering it off my body. I laid there, in only short gym shorts and nothing else, completely topless. She then pulled her shirt off of herself and pulled me in closer to her, meshing our breasts into each other. This was the point of no return. My body became a curious mind of it's own as one of my hands found it's way to her breast and groped her. A small moan released from her mouth into mine. Even though I was new to this, I figured it I did to her what I liked being done to me, it could work. And it did. Her arms were caressing my back, moving up and down carefully and drawing circles. She ran her fingers in spots that I should have found ticklish but didn't. The in one fluid motion, she grabbed my butt with both her hands and slid me upwards, breaking our kiss and bringing my breasts up to her face. She immediately took my left breast into her mouth, sucking on the nipple. Every once in awhile she would stop and flick her tongue over it, causing sensations I didn't even know existed. I instantly wrapped my arms around her head and pushed her face closer to me. She continued to keep her mouth on my breast, only stopping once to switch to the other. Soft moans continuously left my lips as I writhe against her face and body, motioning how much I was enjoying it. I was enjoying the flicker of her tongue so much on my breast that I never noticed her right arm move around from my back and to the front of my waist. Her fingers were clasped around my waist band. I felt her bring her palm upwards to my lower belly and slowly move her hand downwards underneath my shorts and underwear. She moved her fingers into the folds of my vagina and sought out my clit. When she found it, she immediately began to draw circles around it causing my body to jump. I must of scared her because she quickly pulled her hand out and away. "I'm sorry. I didn't mean to scare you." "No. Please, don't stop." I never realized how heavy my breathing was until that moment when I had to speak. She put her hand back and continued to draw circles around my clit. My pelvis moved against her hand in rotating movements. She took this as a sign as a want for more and moved her hand further down, entering two fingers into my vagina. My body jumped again from the pleasure her hand was giving me. This time, she did not pull away. She just continued to move her fingers in and out of me, placing them far enough in to run her fingers across my g-spot right before she pulled back each time. "Oh, god, Nancy." The feeling was unimaginable. She knew where to touch and how. The speed she should use and when she should be strong and when she should be soft. She knew what to do to get me going at the pace I was now at - something my past two boyfriends could barely do. "Nancy, I'm going to come." Each word broke out inbetween moans. "No, not yet." She pulled her hand out of my shorts and turned me on my back. She then got up off the bed and tugged at the sides of my shorts pulling them off my waist and down my legs, taking my underwear with them. When she placed them to the side, she pulled her shorts and underwear down as well so that we were both naked in the room. She slowly moved back towards my vagina. Except this time with her face instead of her hands. Before she completely lowered her head, she looked at up me. It was almost as if she was silently asking me once more if I was sure. For me, the point of no return had already past. For her, this was it. I nodded, answering her silent question and proceeded. She lowered her head into my vagina and flicked her tongue over my clit. I moaned again, louder than before. Her tongue was so soft and warm. She rotated between licking and sucking my clit and moving her tongue up and down and the inside folds of my vagina. The repeated motion started to drive me up the wall and I could feel the urge to cum began to wash over me again. My legs started to shake and I immediately grabbed the covers, gripping on to them. In a sudden instant, Nancy moved away and was on top of me, folding our legs in-between each other and placing her vagina right on top of mine. "Just gyrate against me. You're body will know what to do." I listened and began to move against her body as she moved her body against mine. I could feel my clit rub up against her fluid motions and my orgasm began to peak as I continued to roughly force my vagina against hers. In one swift moment, my orgasm took over and my body shook more violently then I ever thought it would before. Nancy continued to gyrate against my body roughly and before I knew it, she was shaking too. By the time I came to, we were both just wrapped in each others arms trying to catch our breath. "Wow." Nancy laughed. "I'm glad you liked it." "Nancy, that was amazing. It was more than I imagined. I'm sorry I didn't get to do anything to you though." "No Em, this was about you. I already know what it's like to be with another girl. This was your experience." And with that, we both feel asleep. The next couple of days, Nancy was a little unsure on how to act around me. I assured her that she had nothing to worry about it and that I was okay with what had happened. I admitted that it didn't make me question my sexuality and that I was still straight. But I was happy to get to experience something so sensual and amazing with her. An experience that while I knew would be my only, I would never forget. Emily & O'Shea **All characters in the story are, as identified, 18 years old or above.** Emily could not believe she was wearing this bullshit outfit. Like some slutty costume, but it was for real. She never wore skirts, especially ones cut at the knees, or white dress shirts, or knee high socks. It was all Jamie's fucking fault. Jamie's parents had bragged to Emily's parents about how dramatic the turn around had been with Jamie when they had sent her to some Catholic Boarding school. And now, Emily's parents had bought in. Not enough to send her out to some boarding school, where she could probably get away with her misdeeds, as she knew Jamie was. She got filthy letters from Jamie talking about how easy it was to get away with shit when your parents are far away and paying big bucks. She was also studying harder, so her grades would go up, and she was going to go to a college far away from the parents, and they would foot the bill. Jamie had a fucking strategy. And that strategy had fucked Emily. She was on the bus now, trying not to make eye contact with the skuzzy leerers on her bus. Since Junior High, when her breasts first announced themselves, she had always worn bulky clothing to hide her figure. She didn't want her boyfriends to come rushing up to her at a dance, or some such thing. They would approach because she was intriguing, and they always did. And then they got to second base, and they started lobbying her to wear tighter shit, so their friends would know what a hot body she had. Presumably, his friends had been mocking him for dating a weird fat girl. Fuck you, she'd say, and that'd be the end of that. And here she was, on a public bus, wearing some Britney Spears get up, and old guys were gawking. "Jesus Christ, old man," she finally said to one of them, "I'm only eighteen years old--you probably got a daughter my age!" After that, she kept her head down until one of the pervs said, "Sweetheart, this is your stop." He even knew where the girls get off the bus. Pervert! Emily walked into class. She was planning on keeping her head down, under the radar, and behaving, in the hopes that her parents would realize she had learned her lesson. She walked into a school full of people dressed like her, boys wearing the same color tie she was, and pants that picked up the blue in her plaid skirt. Craziness, she thought. But she made it through Math and Art and made it halfway through history, before she caused trouble. She hadn't meant to--history was her least favorite subject, and she wasn't Catholic, and here she was being lectured by a fucking nun about Papal History? C'mon. She drifted away from the class, and thought about the most random things she could think of. She finally recognized that her name was being yelled, practically, and the other kids were staring at her, and she thought, "Oh no." Save it, Emily thought. "Yes, Sister?" "After class." came the curt reply for the penguin at the front of the room. One of the golden girls of the class (Emily could spot them) leaned in to her and said, "Enjoy your first spanking." Oh no way, Emily thought. That nun can't spank me! I've never been spanked. My parents didn't, and I turned out fine, and I don't need to be spanked now, practically an adult. It's humiliating. The class ended, and the nun gestured for Emily to stand in front of her. The nun said, "I get no pleasure out of this. I know you are new here, Emily, and it may seem unfair to hold you to rules that are new for you. But we hold every student to the same standard. This isn't mean to hurt you, this is meant to humiliate you." Emily doubted strongly that the wizened, apparently hard of hearing (she was yelling all the time, Emily realized) nun would pose much of a physical danger to her. But she wasn't really keen on being humiliated on the first day either. Still, she thought, as much as you can, dear girl, fly low, under the radar. Take the punishment. So she did what she was told, and put her hands on the desk, and the nun swung her paddle, pretty gently, really. And Emily, with a mixture of embarrassment, shock and surprise, realized she was a bit disappointed. It felt good, but she found herself wondering if it could not have felt better. Her head was saying "Good, let's get out of here." But her mouth said something completely different: "That's all you got, Sister Penguin?" The paddle came down harder. Emily didn't gasp, really. She found herself moaning. Oh, shit, I like this she thought to herself. The nun, deaf as she was, picked up on the sound that Emily had made, and it made her uncomfortable. "Go to lunch, Emily." Emily went to lunch, and was surrounded by brand new friends who couldn't believe how quickly she had gotten paddled. She decided to pretend that it had been painful and humiliating. She had thought nothing of the sort, though. During lunch, when she crossed her legs, she realized she was wet. Meanwhile, the old nun was in the teacher's luncheon. She was disappointed to find Mr. O'Shea there. He wasn't a man of the cloth, he was just an English teacher, and one always pushing the bounds of what was acceptable teaching curriculum at the school. But Sister Theresa was there too, and the nun needed her guidance. "Sister Theresa," the nun whispered, "the new girl, I think she actually likes being spanked. I've never seen anything like it." O'Shea thanked his own version of God that the old bird still didn't seem to realize that her voice was never a whisper. The new girl liked being spanked? O'Shea ducked out of the room. He had her next period, he knew, and he wanted to be there before she sat down. Thank God this whole school is so senile, he thought. When Emily walked into her English class, she was still enjoying the memories of the spankings from the wizened nun, and the attention of some of her new peers. When she saw the young man, in his dignified coat and corduroy trousers, and devilish eyes, she knew she wasn't flying under the radar in this class. She would get in trouble in this class. O'Shea eyed the young woman who came in. A veritable storm of black hair, brown eyes, nice breasts, amazing legs, and he began to plot his attack when he saw the look she gave him. Oh, she did enjoy it, he thought. I might not have to do anything at all here. He was halfway through the lesson plan when Emily made her move. It wasn't subtle. She stood up (the cheek on this girl, O'Shea thought) and said loudly, "God, this is boring bullshit." O'Shea knew his role. "Emily, I know what you are used to, and that you are new here, but you will report to detention for that outburst. You will meet me here after school. Sit down." And when she did sit down, O'Shea noted, she did so with a smile. O'Shea barely made through his classes. He lost his train of thought a number of times in his later periods. The dirty haired siren kept appearing in his vision when he was discussing Julius Caesar, even. Finally the last bell chimed, and his students piled out, and before he had even gathered himself together, Emily was there at the door. She was not conventionally beautiful, but O'Shea was struck with her even more than before. She said, and she said it perfectly, "I'm here for my punishment." O'Shea felt himself sighing loudly. If he wasn't careful, he'd lose control of this situation. He paused a second, and said, "Good Emily, from what I understand, you've already been disciplined once today, so you know what to do." She didn't say anything, she just walked over to his desk (hell, she practically jogged) and put her hands on the desk. Then she turned her head and looked at him and her eyes were full of anticipation. Jesus, he thought. He quickly locked the door and pulled down the shade before anyone saw that look on her face. Even a nun would know what that face meant. "Where's your paddle, Professor O'Shea?" asked Emily. Perfect, he thought. "Ms. O'Neill, I don't use a paddle." Matter of fact. Cold. Perfect, he thought. Perfect, she thought. And he struck her hard, on her ass. She moaned softly. He realized at this point that she wasn't even wearing underwear. How had he not noticed before? Too caught up in the moment, he supposed. "Ms. O'Neill, where are your underwear?" "I took them off. Is that a violation of the rules? They are in my purse if you want me to put them back on." "It is a violation of the rules, and one that rather perfectly suits your punishment, My, Ms. O'Neill." (Crap, O'Shea, thought, I almost called her "my dear". She was wresting control from him. Without even trying. Tread carefully, old boy, he thought. He didn't listen. He slapped her again. And she moaned wantonly. He felt his dick getting hard at the sight of her naked, reddened ass and the sounds she was making. When he slapped her ass again, thinking this is when he would make his move, she brought her hand off the table, and grabbed his hand, and kept it against her ass, and then started moving it towards her pussy. Emily said, "I've been too bad to just spank it out of me, Professor." O'Shea was hard before, but he became harder when that sentence came out of her mouth. O'Shea walked over to where she was leaning across the desk. Spanked her again, watched her mouth open in ecstasy, and dropped his pants. Emily had seen cocks before of course, but she hadn't really all that much experience with them, and here was a man's penis right in front of her face, and he said, "If are going to keep sassing, I'm going to have to find a way to shut you up." And with that, he put his cock on Emily's lips, and she opened her mouth, and licked the head of his penis before taking him into her mouth. His hands were on the top of her head, and she felt like gagging from his length, but she didn't. She even had the presence of mind to take one of her hands off the desk and play with his balls. She hummed on his cock, and she could glance up from where she was and see the smile on his face. God, she wanted him to fuck her. Hard to tell him with his dick in her mouth, though. As if on cue, he pulled his dick out of her mouth, wet with her saliva. What he said next shocked her. "OK, Emily, you can leave now." What the fuck was this, she screamed inwardly. Fuck me! I know you want me. Your dick is still right there in my face. She made a lunge for it and he backed off. "Thank you, Ms. McNeil, but it is time for you to go. Detention is over." Emily found herself angry. But she didn't answer with anger, to her own disappointment. She whimpered and said, "I don't want to go." O'Shea, the bastard, smiled at her, and said, "But detention is over. You are free to go. Why wouldn't you want to go?" His cock still right there, out of reach. Bastard! Emily thought, and said what she knew he wanted her to say, and it was so fucking true. Still, she hesitated. "I don't want to go....because I want you to fuck me." O'Shea laughed. Laughed! And he said, "Well, that's definitely against the rules, your spankings aren't done yet after all, I guess." O'Shea moved behind Emily, and she felt her legs being pulled apart, and she felt her wetness dripping all over the place, and then suddenly, shockingly, she was full. He had actually fucked her. His dick was in her, and she was so shocked that she didn't know what to do. And then he slapped her ass. "Propositioning a teacher is punishable by expulsion, Ms. McNeil. I have a more liberal view though. I think it can be punished with spankings." He said all of that calmly, while sliding in and out of her, and she could barely catch her breath. She finally gasped "I choose spankings". And he smacked her hard, on the ass, with his dick in her pussy, and she was sparking with pleasure. It was overwhelming. No one had ever done this to her before, and no one had ever attacked her pussy with such gusto. He purposely slid out of her and rubbed his dick against her clit, which made her see stars for a second. The pleasure was so intense. He grabbed her breasts through her shirt, and then jammed his dick right back inside her. His hands, even through her top, were rough and a bit unkind, which she discovered she liked. She was coming, just like she had hoped she would. Finally, she thought. All it took was a perverted teacher who liked spanking her. She almost laughed in the middle of her spasm. And Mr. O'Shea laughed too. "Oh, little one, I can feel your pussy on my dick. You are coming. That's not right, this was supposed to be punishment, and you enjoyed it! I'm going to have to find another way to humiliate you." And she tingled in anticipation. He flipped her over, ripped her shirt open, and straddled her chest, and took his massive cock, and started rubbing it between her tits. His eyes were closed and he started saying, "Such a bad girl." Emily pushed her breasts together around his cock. This, she was familiar with, and wanted to see Mr. O'Shea come. She whispered the right things, she thought. "Oh, Mr. O'Shea, how could you possibly humiliate me more? You've already spanked me, and made me admit I liked it, and then you fucked me, what else could you do? Please don't come on my face, Mr. O'Shea! Or my tits and neck! Please, Mr. O'Shea." And like clockwork, O'Shea groaned and twitched and he came, in big looping streams. All over her chest, her chin. When he finished he was shockingly gentle, helping Emily clean off his come off her face. He didn't talk though, and as she got dressed, she wondered if she should say something. Emily decided against it, but as she hit the door, Mr. O'Shea said, "I have a special after school program at my house. I'd like you to join, Emily."