18 comments/ 73756 views/ 62 favorites Jessica is So Shy By: addieQ Please note, the following story has graphic sexual content. If you are younger than 18, please do not read any further. Everybody is over 18 years old. * I think she is the shyest person I've ever met. Her name is Jessica, and she worked in the health food store in my little town. We met on her very first day working at the store, she was arranging the fruit on one of the display cases. When I saw her, I was immediately smitten, she was just so adorable. I feel a little funny saying this, because I'm probably old enough to be her father. I just moved to this town, and I took a job as an art teacher at the local college. I try not to think about girls who are so much younger than me, but there was something poignant about Jessica. She has this amazing red hair that she keeps pulled back in a modest ponytail, and her skin was so pale and covered in freckles. She's not really tall, but at the same time she seems sort of gangly, like she hasn't figured out how to be comfortable in her body yet. And she was wearing a really cute pair of little librarian glasses. There was something about her that was really skittish, and it was obvious the first time I saw her. She acted so timid that I couldn't help but feel a deep sense of concern. I'm old enough that it felt funny that I had such an emotional reaction to seeing her. The feeling was different than simply an older guy seeing a cute young girl, but I wasn't sure what it was. I found out from someone else at the store that she had just graduated from high school, and the manager felt sorry for her, so she hired her part time. She was rarely behind the cash register, I think that would have been hard for her, she just seemed too nervous interacting with people. Instead, she was always stocking things in the isles and the fridge, and as silly as this sounds, she would do a wonderful job, she would arrange the items so beautifully. She had a slow artist way about her. I remember the first time I saw her, I just stood there and stared. I mean, obviously she is a very pretty girl, but for some reason I was absolutely thunderstruck by how vulnerable she seemed, there was something so mysterious, something hidden by the self-conscious way she held herself. I remember that she was wearing a pair of baggy overalls, and an oversized sweatshirt. It was funny to see a beautiful young girl dressed in a way that was so frumpy. There was no way to know what she really looked like, I actually couldn't even tell if she was skinny of not. Suddenly, a big box of oranges tipped over and spilled all over the floor. She kind of gasped out loud, and I watched as she nervously tried to keep them from rolling all over the place. Without thinking I went up and began to pick up the oranges. She looked at me and whispered a timid voice, "Oh, it's okay Sir, please, I'm fine..." I was shocked at how skittish she sounded, but I smiled and said that I was happy to help. I also added she didn't need to call me Sir. I introduced myself and smiled. She acted so awkward and nervous, but I could tell that she appreciated my simple gesture. After everything was picked up, she thanked me in that timid little voice of hers. After that, I always made it a point to say hello, and to try to talk with her, even if she never said much. I was always trying to act as calm as I could with her in the hopes that she wouldn't feel in any way awkward. But that was hard because she always seemed so nervous. Little by little she began to smile, at least a little bit, when I came into the store. Seeing her smile was somehow so sweet for me to see. She asked me what I did in town, and I explained I worked as an art teacher at the local college. She perked up a little and said, "Really?" It looked like she wanted to say something, but she was just too timid to ask me anything more. I told her it could be a really rewarding job. On another day I saw her fumbling with her purse, I was walking over to say hello, and as I approached she dropped it on the floor and everything spilled out. There were a lot of papers and a red book with a clap. Without thinking I got down and began to pick up the papers. Jessica grabbed the red book and hurriedly put it back in her purse. As I picked up the paper, I was immediately aware that there were small little drawings on each page, tiny images done in pen. Jessica sort of whimpered, "Oh no, I'm sorry, I'm really sorry..." I calmly asked, "Jessica, these are really good, did you draw these?" She seemed so embarrassed, and she tried to put them all back in the folder as quickly as she could. I wouldn't let her get away without answering, and I asked her again. It took a while to answer, but she said she liked to draw, and it helped her feel more peaceful. I asked if I could look at her drawings, and I even offered to help her if she has any questions. She thanked me, but said that she really shouldn't. I tried to be as kind as I could, but I could tell she was uncomfortable. She said she needed to get back to work, and she thanked me again, and walked away and into the back room. As I stood there watching her walk away, I saw a lone piece of paper under one of the shelves. I reached down and picked it up. It was a simple drawing of one frail little flower inside a glass of water. Oh God, it was so perfectly lovely. I wanted to give it back to her, but instead, I carefully put it inside my jacket and left the store. The next day I stopped by the store so I could say hello to Jessica, but she wasn't there and I assumed it was one of her days off. I asked the girl behind the counter when she would be in next, and I was told she would be in later in the afternoon. I asked the girl behind the counter how things were going for Jessica at the store. She knew what I was hinting at and said, "Are you asking because she acts so shy?" I replied, "I guess I am, she seems really sweet, but I'm a little bit worried about her." She quietly confided, "All of us here at the store feel the same way, we all want to help her because she just SO skittish, but none of us are sure what to do. All we can do is be nice to her." "That's nice to hear." The girl looked at me and said, "Wait, are you the art teacher that talks to her?" This took me by surprise, and I said, "Well - yes, I guess so." Then the girl behind the counter smiled in a mischievous way and said, "Oh, so you're the one." "What do you mean?" She giggled and said, "Just so you know, Jessica REALLY likes you." It sounded like some gossip from the girls at the store, but at the same time it warmed my heart. I came back to the store that afternoon and found Jessica. I saw her working in the isle and she briefly smiled, then she looked past me, and her expression became tense. I turned around and saw a very stern looking woman entering the store. Jessica whispered a panicky, "Oh no." I asked, "Who is it." "It's my mother." And then I stepped back, and I watched as this mean woman berated Jessica in front of me and other people in the store. It was awful. I tried to understand what she was happening. Part of me wanted to step in and tell her mother to leave poor Jessica alone, but I couldn't. At one point her mother said, "You are 18 years old now, and if your father was still alive to see you - he would be ashamed!" I watched Jessica visibly flinch. The whole thing lasted less than a minute, and then her mother turned around and walked out of the store. Jessica looked as sad and fearful as I'd ever seen. It broke my heart. I watched as she scurried into the back room. I didn't know what I should do, I wanted to follow her and give her a big hug, but instead I left and felt like a coward. I was so shaken by seeing Jessica so upset, and I needed to know if she was all right. Later that day, I went back to the store right before closing. It was Friday evening, and the place was quiet and empty. I didn't know where she was, but I found her in the small back room, sitting alone. She was looking thru that little red booklet that she always carried. I asked, "I was worried about you and I just wanted to ask if everything was all right?" She nodded nervously. I walked up to her and sat in the chair next to her. She sat across from me and she seemed so awkward. Just to say something, I asked what was in the little book. She held it open for me to see. The book contained a series of photographs all in clear sleeves. The first one she showed me was of a tiny little redheaded girl being held by a tall thin young man. This may seem funny, but first I thought the photo was of me, and I had to really look at it to realize that it was actually someone else. I asked, "Who is this?" She quietly told me it was her when she was a little girl and her father. I remembered her mother saying that her father was dead, and it seemed so sweet that she was looking at his image. At the same time I was shocked at his resemblance to me. I said, "This is a really beautiful picture." She softly told me that she was really young when he died, and she really didn't remember too much about him, except for these pictures. I tried to sound kind and said, "I think it's really wonderful that you have these pictures, and it's nice that you look at them like this." She went through and showed me some more, and again, I was amazed at how much I looked like him. It seems like the young man in the photos was close to the same age as me, so he must have been really young when he became a father. She turned the page and showed me a picture of her smiling in front of a birthday cake. And without thinking I read aloud what was written on the cake, I said: "Little Baby Jessie." And when I said that she sort of jumped in her chair. I immediately said, "What is it?" She said, "It's okay, it's just - it's just - that's what my daddy used to call me. He was the only person who ever said that to me, and it just felt - funny - to hear you say it." "Oh Jessica, I'm sorry." "It's okay - it just - it just - surprised me." She showed me the remaining pictures in the book, and all of them were of her father and herself. And in each one she looked so amazingly adorable with her bright red hair and freckles. But most haunting was the fact that she looked so happy, and it broke my heart because I had never seen her like that, instead she always seemed so shy and anxious. She said she should get back to work, and I thanked her for showing me the photos, I told her it meant a lot to me. I told her, "Jessica, if you ever needed to talk, about anything, I would be happy to listen." I think my comment surprised her and she stammered, "Oh no, I couldn't impose." "Please Jessica, I mean it, if you want to talk about drawing, or art, or anything at all - you can always talk to me." She just looked at me with a sad lost expression. I explained where my little house was and how to get there, out at the edge of town. She smiled and said, "I know where you live, I ride my bike out past your house sometimes." "Good, just know you are always welcome to knock on my door." And she whispered a really heartfelt thank you, and said she needed to get back to work. When I left the store, I stood in the parking lot for a moment to collect my thoughts; it was really touching when she showed me the photos in that red book. Seeing the images of her dead father, and the fact that he looked SO much like me really seemed strange. The one difference was that I had let my sideburns grow long, and the photos showed her father with sideburns trimmed short. And I felt bad that it seemed to upset her when I said "Little Jessie Baby." Curiously, that seems like a really perfect name for her. For some reason seeing Jessica that afternoon was an emotional thing for me, but it felt so wonderful that I told her she was welcome to come by my house, but I didn't expect to see her on my doorstep the very next morning. * * * I woke up early the following morning at my little house, and it was gray and cold outside, and the house felt gloomy. I usually sleep in on Saturdays, but not this morning. It had been raining on and off all night, and there was a chill in the air. I built a fire in my wood burning stove, and filled it with wood knowing it would be warming up the house soon. I sat on the couch next to the stove and waited for it to get hot enough to make me feel better. For some reason I was feeling anxious so I got up and took a shower. The hot water splashing against my chest and running over me seemed to make me feel better. When I got out I shaved while the bathroom was still warm and steamy. And I did something that seemed odd, I trimmed my sideburns short. I realized I did that to match the photos that Little Jessie - I mean - Jessica had shown me the day before. It was still pretty early in the morning when I heard the knocking. When I opened the door I was surprised to see Jessica standing there. It was the first time she had ever been to my house, and I was immediately worried that something was wrong. She was out of breath, and she looked scared. I said, "Jessica, is everything alright?" She nervously replied, "Oh, I'm sorry, I just..." "Jessica, please come on in, it looks like it might rain." I ushered her in, and she apologized for coming over, and I told her not to be silly, that I was happy to see her. I asked if she wanted anything, and she said no. But I made her a big mug of tea. She was acting even more anxious than she usually does, so I was worried that something must have happened. We sat at my kitchen table, and drank tea together for a little while. She wouldn't look at me, she just stared down at the table. I tried to make small talk, but she was so quiet and distant. I asked her if she rode her bike here, and she just nervously nodded yes. I asked her if she got wet, because it had been raining off and on all morning, and she shook her head no. She was dressed like she always was, in a baggy pair of overalls and a big hooded sweatshirt. This was typical of her, wearing clothes that seemed oversized and unbecoming; it was almost like she was trying to hide. And, because her clothes were too big for her, it made her look like a tiny little girl. Tying to make small talk, I said, "Look outside, it's raining again. You were lucky you didn't get all wet on your bike ride." She was silent. My house echoed with the gloomy sound of the rain pounding on the roof. I said, "It was nice to see those pictures of you as a little girl. Thank you for showing them to me." I waited for a reply, but she was quiet. "I thought the pictures were really wonderful, and you were so beautiful as a little girl." She didn't say anything. We sat in silence, and I refilled her mug with more tea. She just looked at me with those big eyes of hers as she sipped from that oversized cup. I was so concerned something bad had happened. Finally I said, "Jessica, I need to ask, why did you come over today? Is everything all right?" She seemed like she was about to say something, and then she meekly shook her head no. I told her that I really cared, and I would listen if she wanted to talk. She quietly replied, "Just now - just before I came over..." And she trailed off into silence. I asked, "Did something happen?" She replied, "Yes." "Was it something to do with your mother?" She visibly flinched when I said that, and she mumbled, "Oh God, I'm sorry, I should go." With that, she was up and walking toward the door. I was shocked at how scared she was acting as she scurried out into the rain. I followed her outside, and I ran up to her as she franticly got onto her bicycle. I said, "Jessica, please stay, don't leave now. It's raining, and you'll get soaked." She said, "But you don't understand." I put my hand on her shoulder and said, "Please, come back in the house." As soon as I touched her, she looked at me with such a haunted and submissive expression; something about my hand on her arm seemed to calm her down. I coaxed her off the bike and back up to my front door. She was so lost, it was like she was sleepwalking as I lead her up the driveway in the pouring rain. When I finally got her back into the house, we were both wet. I had been wearing a sweater, and I was pretty wet, but I was more worried about Jessica. I got a big towel from the bathroom and put it over her shoulders, but it really didn't do much good, because her clothes were so wet. She was obviously really upset, so I walked her over to the couch and I had her sit down. I positioned her right next to the wood-burning stove. It was the warmest place in the house. I sat in a chair directly across from her, so I could face her and give her my complete attention. It was my little desk chair with the rolling wheels, and it was low and it felt like I could slide right up close to the couch. She looked so tiny, all swallowed up in her oversized wet clothes and that big towel. And, as silly as it sounds, she looked even smaller because my couch is actually really big, much longer than any normal couch. The room seemed so dark because of the rain outside, and there was a far off sound of thunder. I asked, "Are you cold?" "I'm fine." I told her I was worried, and I got up and put a few more logs in the stove. And I explained that the room would be a lot warmer soon, so she shouldn't worry about being cold. I pulled off my wet sweater, so at that point I was just wearing a mostly dry t-shirt and my blue jeans. And then I sat back down and faced her. I spoke as clearly as I could, "Jessica, I can tell something is wrong. I want to help. Please let me, okay?" She whispered, "Okay." I asked, "What happened this morning that made you so upset?" She didn't reply, she just sat there so still, and she looked frail and upset. I asked again, "Please, it might feel better to talk about whatever is bothering you." "I don't know - it's - it's scary..." I said, "Please Jessica, I want to help, really - I do." She looked at me with here beautiful sad eyes, and then she looked away, down at the edge of the couch. She said, "I really - want - to tell you - But, it's so - I don't know - so confusing." I said, "Jessica, please - you can tell me." It was obvious that something really emotional had happened, and I could tell she desperately needed to talk about it. She took a deep breath and stammered, "This morning - earlier - at my house - I was - I was all alone in my room - and - and - and..." I heard a sort of rising panic in her voice, "It's okay, I'm here for you." She went on in a nervous stutter, "It was - I felt - Oh God - I felt SO ashamed - my Mom - she just walked in - and - I was - I was - I was on my bed - and - and..." "Oh Jessica, it's okay." "And - and - when my Mom - when she came in my room - she didn't knock or anything - she just opened my door - and - and - she just walked in - and - I was - I was on my bed - I was naked - and - and - and..." She was almost whimpering and I said, "Please Jessica, it's okay - please." The intensity of the moment was overwhelming. It was scary to see someone so sensitive getting more and more agitated. The rain on the windows and the sound of thunder made the mood seem even more dramatic. In a sort of frightened panic she stuttered, "I was - I was - trying to make myself - I feel so bad - I was trying to make myself..." She paused, she seemed really scared, and she spoke in a frightened babble. "I was alone - and - I was naked - on my bed - and I was - I was - trying to make myself - I was - I was..." I interrupted and said, "Jessica, please, everything is all right." Jessica is So Shy Oh my God. What had happened to this poor sweet girl, I felt totally sympathetic. I tried to stay calm. I thought for a moment and then I cautiously asked, "I need to ask, do you mean you were alone in your room and masturbating?" She looked off into space and quietly replied, "Yes." At that point she started to cry. I got up off my chair and sat down next to her on the couch, I wanted to help calm her down. Poor Jessica was so upset, and I tried to act kindhearted and supportive. I let her cry, and I gently stoked her beautiful red hair and whispered a softly, "It's okay, just let yourself cry, it's all okay." It took her a little while to regain her composure enough to speak. As we sat there, I gently ran my fingers through her wet ponytail. Finally she said, "I'm sorry, I'm just - so ashamed." I calmly told her, "No, you can't be. I won't let you be." "But..." "No Jessica, it's fine." "But - when my Mom caught me - she kind of - well - she - she - kind of freaked out - oh my God - she got SO mad at me." Right then, even though she was still seemed terribly nervous and scared, she was now talking to me clearly. It felt like the need to talk had allowed her open up a little. Or maybe she trusted me a little more, or maybe it was crying that helped. I said, "Please Jessica, I think you should keep talking, I think it will help..." She spoke plainly, "It was awful - she really scared me..." "I think I understand, I've seen how angry your mother can be." She said, "I feel - so - ashamed." "Oh Jessica, what you were doing wasn't bad in any way - it's perfectly okay." She actually flinched when I said that, and she warily asked, "You think what I was doing was - okay?" I whispered, "Yes, it is." "Oh my God, do you really mean that?" "Of course I do, it's okay." I could tell that just hearing me say that seemed to calm her down - at least a little. "But..." and then she trailed off. She briefly looked at my face, and then she turned away. Right then, she looked so helpless. "Please, it's perfectly normal, and if feels nice for you - I think that's beautiful." She meekly asked, "Really, you think it's - beautiful?" I tried to answer her as calmly as I could, "Yes Jessica, if you in your room alone and want to do something that feels good - I think it's beautiful." She looked at me, and she seemed so relieved, "That feels - really nice - hearing you say that." "Good. It should feel nice." "It feels SO good that - that you would listen to me, and you think it's beautiful, this really helps, talking like this..." I smiled and said, "I'm glad, and I think this is the most I've ever heard you speak." "I think - I needed to - to talk about what happened..." I was so worried about her, and I was eager to let her know that I was truly concerned. But right then, I could tell she needed to tell me something more, so I coaxed her to keep talking. "Please Jessica, if you ever need to say anything, I'm here, and I want to help." She looked at me and awkwardly bit her lip, and it was obvious something else was inside her trying to emerge. I asked, "What is it?" "It's - I need to - I think - I need to tell you something else." I encouraged her, "Please, it's okay." "I want to - I really want to." I whispered, "Go on, you don't need to worry about anything." She carefully said, "This morning I think - I mean - the reason my Mom got so mad, I mean, she really flipped out - when she walked into my room - when she caught me - I was..." Jessica paused, and she was concentrating so hard on what she was saying. And at the same time, I realized that the room was getting really warm from the wood stove. I encouraged her, "It's okay..." I realized how traumatic this was for her, but at the same time I could sense that she desperately NEEDED to tell somebody. She said, "This is - this is SO hard for me to say. But - when my Mom caught me - I was naked - and - and..." "Go on..." "She REALLY scared me - I was so freaked-out that I jumped up off the bed, I grabbed my little red book and I hid behind my closet door, and I was naked - and - she yelled at me - And - On the bed - there was..." "It's okay Jessica." "I couldn't help it - I made - a big wet spot on the bed. And my Mom got all fixated on this, on how big the wet spot was - and she was really angry - and she said it was disgusting." I whispered, "Oh Baby, I'm so sorry." She went on in a panicky voice, "The bed was really wet and I couldn't - I couldn't help it." I tried to be soothing as I told her, "I know you couldn't." She nervously asked, "I can't help it. I mean - I just get SO wet, is there something wrong with me?" Poor Jessica seemed ashamed by all of this, and I all I wanted was to make her feel better. I took a deep breath, and calmly spoke, "No Jessica, don't worry, there is nothing wrong with you." She meekly whispered, "But, I feel so bad." "I can't make your mother's reaction go away. All I can say is - what you just told me - about the getting wet like you do - it sounds like you are perfectly normal and healthy." "Do you really think so?" "Yes, don't feel bad - it sounds beautiful." Right then, I was so worried I had said too much. I mean, I had just called the big wet spot on her bed "beautiful" and I thought it might have come across as really awkward. She looked up at me and meekly said, "You really think - it's beautiful?" "Yes. I do." "If I tell you something, please don't think that - I'm bad - okay? Please?" "Don't worry, I know you too well to think anything bad about you." "You know my little red book, I showed it to you at the store?" "The one with the pictures of your father?" She whispered so quietly that I almost couldn't hear her, "I need to use that book - need to look at the pictures - when I'm alone - like this morning." I was so surprised at what she was saying. I thought before I spoke. "Jessica, I know your father must have loved you very much. And I don't want you to feel bad, about anything. Love is a beautiful and confusing emotion." She whispered, "But..." "Please, I think it's perfectly fine if you want to look at those wonderful pictures. Anytime you want to, even if you are all alone in your room. It's okay." She looked at me with those big sad eyes of hers, and whispered, "Thank you - I really appreciate you saying that." I smiled and said, "I'm glad - and please, don't feel bad about anything you've told me." It felt so wonderful to be helpful with someone who was so vulnerable. For some reason, I was filled with a sort of heightened emotion. She said, "This feels really good to talk to you - like this." "It feels good for me too." She quietly said, "That was really emotional, to say everything like I just said." I sat there next to her on the great big couch, and I gently rubbed her shoulder, tying to be reassuring and comforting. After saying everything she said, she seemed emotionally exhausted. Right then, I realized that the room felt way too warm, the wood burning stove had obviously gotten really hot from the load of wood I added a little while ago. I looked at Jessica and said, "The room feels nice and warm now, doesn't it?" She nodded yes. I put my hand on her shoulder and said, "I'm going to take this towel off - okay?" She kept looking at the floor, and she quietly whispered, "Okay." I gently took the big towel off from around her and set it on the floor. I rubbed her more, along her back and shoulders, and her big thick hooded sweatshirt was still wet from when we were out in the rain. Then she looked across from the couch, on the coffee table in front of her, and she seemed bewildered. She softly asked, "Is that my drawing?" On the table was the simple sketch of that one frail little flower inside a glass of water. It was in a frame, and it was facing us. I continued to softly rub her back as I said, "Yes, I found it in the store the day you dropped all those sketches. I wanted to give it back to you, but I thought it was so pretty that I kept it instead. I'm sorry - I couldn't help it." In a quiet voice, almost to herself, she said, "My dad used to frame my little drawings too." She looked at me with this haunted faraway expression that I didn't understand. We sat in silence for a long time, just staring at each other. I was amazed at how lovely she looked. Finally, I asked, "Jessica, you are still wet, are you cold or anything?" "A little." I said, "Maybe you should take your sweatshirt off, it's all wet." As soon as I said that, I was aware of how forward it sounded, but before I could apologize, she whispered again. "Okay. If you think I should." She sounded so lost and vulnerable, that it left me confused. She had just been really talkative when she shared the events from earlier this morning, and now she was just giving short replies. I cautiously asked, "Are you sure it's okay? I mean, you have a shirt on underneath, don't you?" She softly said, "I have another shirt on, it's okay." But she didn't do anything, she just sat there looking nervous. I said, "Do you want me to help you." "I think so..." Jessica was wearing overalls, and her wet sweatshirt was under the denim shoulder straps. So I reached up and I carefully undid the clasp for the closer strap. And it felt so funny, because my hands needed to touch her sweatshirt a little bit, and the claps was so close to her breast. But she let me do it. I gently pulled the strap off her shoulder, and let it fall behind her. Then I reached across to the other shoulder strap, and the way we were sitting on the couch, side by side, I needed to lean out a little bit in front of her. I took my time and undid the little metal clasp in front as gently as I could. And then I reached around behind her, and pulled the strap off her other shoulder, when I was done, I whispered a quite, "There, that's better." The front panel of the overalls gently fell down into her lap. I took hold of the fabric of the sweatshirt along side her hips. I said, "Can you lift your arms up for me?" And she obediently put her arms over her head, and I tried to lift the sweatshirt up, but it was tucked in and too tight to lift. I realized there were buttons on the overalls, on each hip. I said, "Jessica, I need to undo these buttons, is that all right?" She didn't say anything, she just nodded yes. I put my fingertips on the hip nearest me and undid the three buttons. It's funny, I was moving as slow as I possibly could, carefully undoing one button, and then slowly undoing then next. And she stayed perfectly still on the couch, and let me undo the buttons. She was being so still and quiet, and for some unknown reason, it was so mesmerizing for me. To undo the other three buttons on the other hip, I had to reach across her lap, and I needed to get really close to her. She never moved, she stayed so still. And I moved as slow as I could. And being that close, I could hear her softly breathing, and I could smell her sweet shampoo. When I undid the all the buttons, I tenderly said, "There now." Then I put my hands back on her hips, and I took hold of the thick fabric of the sweatshirt at her waist. And then I said, "Okay, can you lift your arms again?" And she obediently lifted both arms above her head in a funny childish pose, and I was struck by how cute this made her look. I began to pull her sweatshirt up and over her head, and I could see she was wearing a white t-shirt under it. The act of lifting the damp sweatshirt made the t-shit lift up too, and I suddenly saw her tummy. She was much skinnier than I would have ever guessed, and the pale skin around her belly button was dotted with freckles. I continued to lift, and then she said, "Oh, stop, please stop." I was suddenly scared, like I had upset her. She softly said, "My glasses." It took a moment for me to realize what she meant, and I let go of her sweatshirt and let it fall back down. Then I took her little librarian glasses off and set them on the couch. Without me asking, she lifted her arms over her head again, and looked at me with her big eyes. It was the first time I had ever seen her without her glasses, and she looked so much younger without them. Then I put my hands on her sweatshirt, and lifted it up again, as slowly as I could. Again, I saw her tummy, and her belly button, for a moment before her t-shirt fell back down. When the sweatshirt was up and over her face, I slid it off her arms. She helped a little, but it was me who pulled it all the way off her hands. Now Jessica was sitting one the couch with me, wearing a baggy white tank top t-shirt and the front of her overalls were flopped forward in her lap. I said, "Jessica, I don't think I've ever seen you with your glasses off." "I hardly ever take them off." "I know." She said, "It's just - I really need them to see." And then I picked them up again, and put her glasses back on for her, she had to hold so still as I carefully slid them behind her ears. I said, "I love your glasses, I've always thought they look really cute." I then I put my hand back on her shoulder and caressed her as gently as I could, and then I rubbed, and she seemed so influenced by my touch. She responded by leaning in a little toward my hand, and she rubbed her cheek against my hand, the way a kitten would nuzzle it's owner. I was so moved by Jessica's peaceful gesture, that I kept my hand on her shoulder, and I was amazed by how soft her skin felt. She whispered, "You've been so kind to me." I tenderly caressed her pale freckled shoulder, and with her spaghetti strap tank-top, I was touching her bare skin and carefully traced her bra strap with my fingertips. She seemed so helpless. I told her, "There is something wonderful about you, and it feels nice to help." She quietly said, "You've been - like - like a father to me." Hearing her say that made my heart melt. I was overcome with such a beautiful longing. Then I said, "Jessica, your shirt, its a little bit wet too." She replied submissively, "It is?" It was only a tiny bit damp, hardly at all, but I continued talking. "Is it okay if I help you take it off?" There was a long pause, and she seemed so vulnerable, and finally she softly replied, "Okay." And then she lifted her arms again, and I slid a little closer to her on the couch and I very cautiously reached along each hip and began lifting the fabric of her baggy white tank-top up and over her head. It slid off easily, and I carefully set the shirt on the coffee table in front of us. Now I was looking at Jessica's amazingly pale skin, and her plain white bra. She was sitting so still, and I could tell she was terribly anxious. She didn't say anything, but she was letting me stare at her, and I was amazed at how pretty she was, her white bra seemed so intoxicating, and her breasts were a little bit bigger than I would have guessed since she always wore such baggy clothes. Her shoulders were narrow and that made her breasts seem so perfect. But it was the white color of her skin, and the display of tiny pink freckles that seemed to hypnotize me. I looked at her beautiful skin and her perfect breasts, and I was shocked at how lovely she looked. I was immediately aware that her nipples were easy to see under the thin white fabric of her bra, they seemed incredibly hard and prominent. I told her, "Your freckles are very pretty." And she looked down at her own chest, and it was impossible for me to know what she was thinking. For the next little while, we both sat there in silence, She seemed so distant, and I could tell that she was lost in thought. For me, it felt so sensual sitting so close to Jessica, and seeing her without a shirt and seeing her bra was dreamlike in its power. She sat there, staying still and looking down at her own chest, and it was obvious she was seeing the same thing I was seeing, her nipples seemed so obvious through the thin fabric of her bra. I wasn't sure what to do, I was so overwhelmed by the beautiful sight of her distinct nipples, for a moment, all I either of us could do was stare. I was really nervous, but I put my hand back on her shoulder and I touched her bra strap with my fingertip. Just like before, she responded by leaning in a little toward my hand, and she tenderly rubbed her cheek against my hand. It felt so sincere. I was completely smitten by the sight of her pale skin and her lovely little bra. I began to trace the edge of her bra. I ran my fingertip down the thin strap along her shoulder until I was under her breast, and I let my finger slowly glide under both cups of her bra. And she was attentively looking down at my hand, watching my fingertips. The way we were sitting on the couch, I needed to reach across her, and it felt a little bit awkward. I quietly asked, "Jessica, can you face me a little more." And she obediently turned and sat with her knees pointing toward me. We were facing each other as much as possible as we sat side by side on my couch. I said, "Thank you, that's better." I continued to trace the underside of her breast, and then up the outside of the thin whit bra strap - all the way up to her shoulder. And she was looking down, fixated on my fingertip as it slowly moved along her pale skin. And then from high on her shoulder, I slowly traced the inside and began moving my fingertip back down. Jessica stayed perfectly still as she let me run my finger along her bra, all along the inside her cleavage. Her breasts were beautiful and round, and after I did it once, I retraced the line and did it again. When I touched her as slow and delicately as I could, she would shiver a little bit, as if I was tickling her. And she was looking down, totally focused, watching my finger. We both watched as her nipples got even harder, it was something so hypnotic to watch them get just a little bit more apparent under the thin fabric of her simple white bra. Finally I had to stop, it just felt too forbidden, and I was worried that it was unfair for someone so shy. I moved my fingertips from her bra, and then I ran my hand along her leg, along the blue denim fabric near her knee. I was trying to be as supportive and kind as I could be. I couldn't help myself, and I know it must seem ill-behaved, but I said, "Jessica, your overalls, its feels like these got wet in the rain too." She replied meekly, "They feel wet?" "Jessica, I think, maybe, we should take them off." And almost silently, she said, "If you think so - Okay." I was shocked that she said yes, because she was acting so quiet and nervous. "I think it will better, if you lay down. It will be a little easier." Before I knew what was happening, she was lying on my couch, and I slid down so I was sitting near her feet, and calmly took both her shoes off, and then her socks. All the while she was lying there, looking up at me with this bashful expression. I began to pull her overalls down off her hips, but she was lying so still that it was a little bit hard. I asked, "Jessica, can you lift your bottom up, just a little?" She obediently put her hands down on the couch, and arched her hips up to help. I was at the end of the couch by her feet, sitting and pulling. They began to slide off easily, I said, "There, that helped." It took just a moment, and the overalls were off and on the floor. Now Jessica way lying on my couch, on her back, wearing nothing but a white bra and a pair of simple white panties. And I was immediately aware that her panties were wet. Jessica was lying there, so still and quiet. I was staring right between her legs, and the thin fabric of her underwear, I couldn't help it, she was so close, next to me on the couch, her pale legs were slightly parted I could see how wet her underwear was. Jessica is So Shy I looked up at her, and she was looking right at me, aware that my eyes were focused entirely on her panties. She meekly asked, "Is my underwear all wet? I replied, "Yes." She said, "I'm sorry, I can't help it." "Oh Jessica, please don't feel bad, it's beautiful." I was so aware of her vulnerable nature. I sat there looking at her as the rain pounded on the window across from the couch. It made the room seem dark and eerie. I said, "I want to get you a pillow, okay?" And she looked up at me and nodded yes. I got up and stood in front of the couch, and looked down at Jessica. She looked unbelievably lovely, she seemed to glow in a beautiful way, her pale skin seemed so smooth and perfect. I grabbed a big pillow from the end of the couch, and I leaned over and put my hand under her head, touching her damp red hair. I carefully lifted it up enough so I could slide the big pillow under, adjusting her pony-tail so is set off to the side. The whole time she was looking up at me with those big eyes through those cute little glasses. I said, "There now, that looks like it's a little more comfortable." She looked up at me and whispered a shaky, "Thank you." And I sat down on the edge of the couch, right in close to her, so I was positioned in a way where I could look down at her adorable face. I reached in and adjusted her pillow a little, and asked, "Are you all right?" She nodded yes. She was looking up at me with such a shy expression. And she stayed so still, like she was too frightened to move. And I looked down at her body. She seemed so tiny on my great big couch. Now that Jessica was lying down on her back, her breasts seemed a little bit smaller, but the fabric of the bra was tight against her prominent nipples. Her tummy looked soft and pale, and her belly button was amazingly cute. She had a narrow waist and wide hips. Her white panties were utterly plain, and they were obviously wet. And her legs looked long and smooth, and everything about her was hauntingly pale and beautiful I turned and looked back at her face, and she was totally focused on me, and she was obviously aware that I was looking at her body. She seemed so trusting. And to try to reassure her, I gently put my hand on her shoulder, and again, she rubbed her cheek against my hand. Her simple gesture made my heart ache. I gently caress Jessica's cheek and forehead, I was as tender and gentle as I could be, and she looked up at me, and she even smiled a little bit. And that was something I don't know if I had ever seen before. I asked, "Does this feel okay?" She looked up at me and nervously nodded yes. She seemed so innocent, as she looked up at me thru her little glasses. I asked, "Is all of this okay? I mean, what's happening right now?" Again, she looked right at me and nodded yes. There was something so haunting about how Jessica wouldn't move, unless I asked her, but she would nuzzle her freckled cheek against my hand. There was something so shy about her, and I didn't want to upset her in any way, but at the same time, she was agreeing to everything I was asking, and it felt impossible to stop - so I cautiously continued. I softly asked, "Jessica, can you roll over onto your tummy - for me?" She slowly began to turn over, and I helped a little by guiding her with my hand on her shoulder. I encouraged her by whispering, "There you go, that's better." When she was all the way over and lying on her stomach, she kind of hugged the pillow. I was suddenly aware of a strong beautiful fragrance. I looked at her bottom, so close to me, and the backside of her panties were soaking wet. I smelled her wetness, and it was like some drug. She had obviously dripped downward, and the backside of her panties had absorbed a LOT of liquid. It was almost too much for me to comprehend, but I stared silently for a moment. She was lying there on her tummy, on my couch, wearing only a sopping pair of panties and a bra. Her back looked pale and narrow, and her bottom was hauntingly beautiful, it looked soft and perfect under her wet underwear. I have no idea what Jessica was thinking, but after a little while, I put my hands onto the middle of her pale back and touched her bra strap. I spoke softly, "I'm going to undo this, okay." She nervously replied, "Okay." I needed both hands to unfasten the little clasp on her bra. When the clasp was undone, I said, "Let's slide this off, okay?" The way I was sitting on the edge of the couch, I needed to lean forward as I eased each strap, one at a time, off her freckled shoulders. Then she wriggled a little until both her arms were out, and I pulled the little bra all the way off, and let it fall to the floor. Once it was off she hugged the pillow again. And then I moved my hand down Jessica's freckled back to her panties, and gently caressed the area of bare skin all along Jessica's waist band, it was smooth and pale. He skin felt so soft and I couldn't control myself, so I carefully pulled her panties down, just a little, until I could just see the very top of her bottom crack. I slowly caressed her along the edge of her panties, and I moved my fingertips as tenderly and gently as I possibly could. It was wonderful. I asked, "Jessica, does this feel all right?" And she softly replied, "Yes." Hearing that, I pulled her underwear down just a little more, with Jessica helping by lifting her butt up as I slowly moved the white panties down. Now, I could clearly see about half of her bottom. It was unbelievably lovely. It was smooth and pale. I felt myself becoming a little bit lost - and I just let myself enjoy the devotion I felt for Jessica. My caressing motions were as delicate and soft as I could manage. She softly whispered, "That feels nice." Oh my God - I slowly pulled at the wet underwear with both hands, and with out any hesitation Jessica wiggled her bottom a little as I slid them down to about her mid thigh. Her perfect and plump round bottom was now completely uncovered for me to see - and to touch. This may sound funny, but all I could think of was that her bottom was just so incredibly CUTE. I let my fingertips glide over the smooth wet skin. It was adorable. Jessica let out a quiet whimpering noise. The sight of Jessica's bare bottom, and the sensation of her smooth skin were magical. It was like my hands were capable of expressing emotion, like I was sending soothing feelings through my fingertips. Then, I had to - I just had to - I put my hands on Jessica's white underwear still on her thighs. I cautiously whispered, "I - I'm gunna pull these all the way off - okay?" Jessica didn't say anything, but she gently lifted her legs a little so it was easier for me to slide them along her smooth pale legs. I whispered, "There, that's better..." I had to inch myself backwards down the couch. Jessica wiggled and helped as I slid them past her toes. And then I let them fall to the floor. Right then, Jessica was completely naked, and lying perfectly still on her belly. She looked so lovely I thought my heart might break. I sat for a second, without touching her at all. I just let myself drink in the image of her beautiful naked body. Jessica was quiet, and she remained completely still. I put both my hands on her smooth pale skin of her bottom. Immediately Jessica let out a nervous little gasp. And I just allowed myself to gently play with Jessica's bottom. It was so sensual and nice. And almost immediately, I was aware of Jessica's wet little bum-hole. I mean, I could see it - and it was - I don't know how to say this - It was tiny and pink and beautiful - Oh God, it was unbelievably cute. I let myself gently spread her graceful butt cheeks apart - just to stare. And Jessica obviously felt me holding her soft cheeks apart - she must have know I was looking - she MUST have. I just held both firm cheeks of Jessica's bottom, wide and open, and I stared at her tiny wet little anus. Jessica didn't say anything or do anything to stop me. I remained frozen in a sort of electric bliss. It felt like my soul would explode with happiness. My hands felt a little shaky against Jessica's pale bottom. She knew - she KNEW - that I was holding her bottom, and spreading her soft cheeks - and focused entirely on her tiny little bum hole. I don't know how long this lasted but, it seemed to go on forever. And I loved every second of it! I was so flooded with emotion. It was just TOO beautiful, and I couldn't understand the intensity of my feelings. I leaned in and - as gently as I could - I kissed Jessica's beautiful soft bottom. She whispered a shaky, "Oh God - Oh God..." I kissed one little kiss after another, all over both perfect cheeks. It felt so honest, my little kisses, I found that I couldn't stop, each kiss was more deliberate and more tender that the one before. I could smell the delicate scent of her wetness. It was such a clean smell. It felt like Jessica's body was, somehow, totally and perfectly pure. As I kissed Jessica's smooth damp bottom, I could feel the wetness on my lips and it was so unbelievably sensual. I whispered, "Oh Jessica..." Jessica began to slowly spread her legs, I don't think she could control what she was doing, it was almost a reflex. I looked down between her legs and there was a dark wet spot on the fabric of the couch, and I was amazed that she could get this wet. Now, I put both hands on Jessica's naked bottom, and I urgently spread the plump cheeks wide, more dramatically than I had before. The way my hands held her, I was looking at her tiny pink anus and the plump pink folds of her vagina, everything looked slippery and wet. I was electrified, and my heart was pounding. "Oh God." She whispered in a shaky voice. I desperately wanted to tell her how I felt, about seeing her in this beautiful pose. I was utterly transfixed by the glorious image. The room felt uncomfortably warm, and I could feel my erection straining inside my pants, and it almost hurt it felt so tight. There was an overwhelming need in me to get out of my clothes. I sat up and pulled the damp t-shirt over my head and dropped it on the floor. Jessica saw it fall and she turned around and looked at me over her shoulder. I wasn't prepared for her those big frightened eyes staring right at me. I cautiously asked, "Is this okay, that I'm doing this?" She silently watched me as I kicked off my shoes and pulled off my socks. She timidly asked, "Are you going to take -- everything off?" I said, "Yes, I can't help it, I need to." She said, "I'm -- a little bit -- scared." I asked, "Should I stop?" There was a long pause, and she just stared at me with those he eyes and those adorable little glasses. Finally, she whispered, "It's okay." I was sitting on the couch, and I undid my jeans, and pushed them down as she watched, then I reached down and squirmed out of my boxer shorts, finally freeing my hard penis. At the same instant I watched her flinch, and she immediately turned away and hid her face in the pillow. Now I was naked too, and Jessica was lying face down on the couch, desperately squeezing the big pillow against her as if she were trying to hide. Even though she was completely naked, there was something so bashful about her pose. She was murmuring into the pillow, I could hear her saying, "Oh God -- Oh God." I didn't want to upset her and I said, "Jessica, if this is scary for you, I'll put my clothes back on." "No, don't do that." I slowly caressed her along her legs and bottom, and I moved my hands as tenderly and gently as I possibly could. Then I whispered, "Please, can you roll over, onto your back again?" She replied with a soft, "Okay." I was sitting on the couch near her hips, and I carefully helped her as she hesitantly rolled onto her back, and she nervously held both hands cupped over her bare breasts. There was something so poignant seeing her with her little hands covering her breasts that made my heart ache with emotion. Oh my God - I wasn't prepared for what I was seeing, everything about her was overwhelmingly lovely. Jessica barely had any pubic hair, it was thin delicate, and the softest shade of red. Her vagina looked plump and unbelievably wet. Jessica stared up at me thru her little librarian glasses, wide-eyed and silent. I couldn't help myself; I leaned forward and gently kissed her glistening vagina. Jessica responded with a sharp little whimpering noise. She sounded scared; I looked up at her, and asked cautiously, "Jessica, is this all right?" She nervously whispered, "Please - don't stop." There was a shaky intensity in her response. She looked at my face between her legs; she so looked small and bewildered. And her nervous pose was intensified by the way she was covering her breasts. I put my mouth back in between her legs and I wrapped my lips over her entire vagina. It felt so wet and delicious. She wriggled on the couch, almost as if I were tickling her. I gently caressed her soft pubic hair at the same time my lips were pressing tight in between her legs. Jessica was unbelievably wet, and I could feel it coating my lips and cheeks, it seems so slippery and thick. The taste was warm and delicious, and I was simply abandoning myself. I started to suck her firm clitoris, and right then I could feel her whole body responds to the pressure from my lips and tongue. Oh my God, I was licking and sucking with such crazed passion. Then I moved my tongue down a little - and I pushed my tongue INSIDE her. Then she got up on my elbows to watch me. I tired to look up from between her legs and I could see her big eyes, she was staring at me through her adorable little glasses. She watched as my I tried to push my tongue as far as I could, deep into her vagina. Her whole body seemed to respond and quiver as I pushed my tongue even deeper. This went on for a few minutes, and I couldn't believe how excited it made her. I could feel my face getting wet as I pushed my tongue in as deep as I could. Then I moved my tongue back up to her hard clitoris and I could see she was watching me - her beautiful face was radiant. She panted, "I - I'm sorry - that - I get so wet - like this..." I pulled my mouth away just long enough to say, "Oh God Jessica, this is delicious." With that I sucked and licked even harder. I moved both my hands under her bottom, and I started squeezing both cheeks, I didn't realize how WET she had gotten, her round little bottom felt smooth and slippery. She was breathing harder and I was making loud sloppy sucking noises. Her pelvis started slowly pumping up against my mouth - and down into my soaking fingers. Then I let my fingers slip in between her but cheeks. Right then, Jessica began desperate whimpering, and it just made me crazy with desire. My fingers were inside her cheeks, and they felt oily and magical - and then I touched her little bum hole. She instinctively reacted, She reflexively spread her legs even wider and she took her hands off her breasts and held her knees tight against herself own shoulders, and she arched her pelvis up towards my face. I pulled my mouth away and looked up at Jessica. Her head was propped on the pillow, and she was staring at me. Her hands were on her knees holding her legs apart, and for the first time I could clearly see her little breasts. I saw Jessica's nipples. They were hard and pale, just slightly more pink than the white skin of her breasts. She was breathing with such fervor, that her breasts were jiggling. The room felt so warm that she was coated in a thin glossy layer of sweat. I looked down between her legs, and I was electrified by the wetness. And the way she was holding her knees and arching her hips, I had a direct view of her sopping pink anus. I put my index finger against her little wet bum hole, and it felt sopping and forbidden. And then Jessica stammered, and it sounded like she was trying to say something. She whimpered, "Ahhh - ahh- please - ahhh..." She was whining in a frantic rhythm, and it almost sounded like she was crying. "Ahhh - Please - Dahhh - Daaa..." She sounded so desperate, and it made me worried. I stopped licking and asked, "Jessica?" She replied, "I can't help it. I'm sorry. Please - don't stop." I put my mouth against her, and continued sucking on her clitoris, and my fingertip was pressing hard against her wet butt hole, and I just KNEW what was going to happen. She was straining as she held her knees, trying to pull them even wider, and She literally started to shudder and then She started to moan - and then I felt her whole body was vibrating. I started to lick harder. And my fingertips made fast little circles around her slippery bum hole. My mouth was cupped over her entire vagina, and my tongue was licking her hard little clitoris. And then it happened. She made a desperate little crying noise, and my mouth was suddenly filling with hot liquid. At first I though she was peeing, and I pulled my face away and watched as she squirted a beautiful stream toward my face. I responded with an electric passion, I pushed my mouth back in, and let the wetness splash all over my lips and chin. All the while, Jessica was shivering on the bed. The liquid ran off my face, and dribbled back down between her legs. I pressed my tongue against her sopping lips as she convulsed in a powerful climax. I was suddenly sitting upright, still between Jessica's legs. I was tall on my knees looking down at her, my erection pointing at her. She was breathing deep and loud, and she was looking directly at my hard penis. She was lying on her back and she was still holding her knees with her hands, and her hips were arched up toward me in a way that made her sopping vagina look so hauntingly beautiful. I moved in and pressed the head of my erection in against the glistening folds of her vagina. She responded by whimpering loudly. I pressed a little harder, and the big head of my penis slipped inside. She was so wet that everything felt slippery and effortless. I asked, "Jessica - should I stop?" She franticly shook her head from side to side. And then, I pushed - just a little bit and let my hard penis to inch its way deeper. I watched Jessica yielding to the sensations, and she looked up at me, she was pleading with those big adorable eyes. I could feel the big head slowly enter, and it slid in so much easier than I imagined, she was so unbelievably wet - and so wonderfully slippery. Jessica just seemed to melt, I could tell she was utterly captivated by the sensations. Everything felt so smooth and beautiful. Oh God - It was magical. The way Jessica was lying, with her legs wide - I could look down and watch as my penis slid its way in - further and deeper. She held her knees tight and gently arched her hips upward, towards me, the pose helped, and the feeling was slippery and beautiful. I held onto her hips with both hands. I tried to be as cautious and tender as I could, as I cautiously slid my erection further up into her. The sensations were so deep, smooth and wet. And then Jessica stammered, and it sounded like She whimpered, "Ahhh - ahh- please - ahhh..." She was whining in a frantic rhythm, and it almost sounded like she was crying. Then she made that noise again, "Ahhh - Dahhh - Daaa..." Was she trying to say something? I asked, "Jessica?" She replied, "I can't help it. I just can't." I was watching Jessica, the way she was lying in below me, and - right then - I was so entranced by her the image of her breasts, the smooth pale color of her skin - and her delicate little nipples where SO hard. She was watching me, staring up at me with wide-eyed expression of yearning.