5 comments/ 17435 views/ 12 favorites Bookworm Ch. 01 By: evilbread666 This is meant to be a slow build type of story. Regardless, any feedback is appreciated. ***** I breathed a heavy sigh. Today was my first day of my new job at Holster's Book store, a tiny hole in the wall shop. I was unemployed and straight out of college. Apparently, nobody needed a communications expert, so I needed to make this work. The pay was going to be good enough to live comfortably on my own, so that was good, as long as I was happy with a studio (note: I wasn't). I figured I'd have to rough it out for a bit until I can find something more substantial. My name is Mitch. I'm twenty two years old, but I look much younger. I'm super short for a dude, only 5"4', and skinny as a rail, weighing 130 pounds soaking wet. Most of the chicks I've dated were taller than me with heels. I have brown hair that is just a tad too long at the moment (I'll cut it when I get my first pay check), and I'm not too pale for a white boy. For the foreseeable future, I would be covering the late shift at Holster's. I have always been one to maintain a positive attitude, and that wasn't about to change here. I held my head up high, made sure my shirt was tucked in, and walked in confidently. Abigail, the woman who interviewed me, was waiting inside. She was a slightly older woman, maybe in her mid to late 40s. She was very nice and soft spoken. Her big smile was as genuine as a child's, and she welcomed me graciously. She was super thrilled to have another person helping out. There was a rather cramped counter that appeared to be kept fairly clean. Behind the counter, there was a door that led to what appeared to be a breakroom. In front were rows and rows of books. Everything seemed tidy in here, with a few books strewn about, and some coffee tables and chairs here and there to give people places to study. There was no coffee here, although there was a coffee shop next door. I guess it made sense. "Are you ready to get started, Mitch?" she asked, offering me some water. "Absolutely, teach me everything, I can't wait to start helping," I replied, trying to sound as enthusiastic as possible. I didn't want to come off as ungrateful. She was so nice, and this place obviously meant so much to her. I was going to give this 110%. "Wonderful," she said. "I actually have to get going, Brenda will be teaching you. She's in the breakroom right now, but she's been here for a year now, so she pretty much knows everything. You two will be covering the night shift." She led me behind the counter, where she began gathering her purse and a few other bags. "She should be coming out about now, Brenda! Brenda, Mitch is here! Your trainee is here!" Out of the breakroom door came a huge girl, and when I say huge, I mean huge. She had to be around 5'10, and at least 300 pounds. She had long, curly light brown hair, and a somewhat cute face with a button nose. I'm not a pervert, but it was impossible not to notice that a lot of her weight had to be carried in her breasts and butt. She was wearing a one piece blouse, teal and red in color, that showed off more than a few women's share of cleavage. Despite being so large, she had a clear hourglass figure that expanded at her waist. While I couldn't really see her thighs, it was clear they were truly massive. While this description seems crude, it is important to note that she was actually a cute girl, just very obese. She had the sweetest smile plastered on her face. "I'm Brenda!" she said, extending her beefy hand towards me. "Mitch, pleasure to meet you." I took her hand, or should I say she took mine, and shook it hard. Her cleavage jiggled as she did it, again, impossible to miss. She, like Abigail, looked super sweet and genuine. These people were so warm; this might not be too bad after all. "Well, it sounds like you guys can handle this. I'll be on my way. Brenda, call me if you need anything ok?" said Abigail as she opened the door to leave. "Sure thing Abby, have a good night!" "Buh bye!" she said, the door closed behind her. Brenda smiled at me. "So, the first thing I'll be teaching you is how to work the cash register. It's super easy." She paused. "You've used a computer before, right?" I nodded. "Perfect. That's really all you need. Honestly, this job is super easy. The hardest part is not being bored." She laughed. "Maybe now that there are two of us, we won't be so bored." She paused for a bit. "Ok, let's get started. Hop on the computer." I moved to the computer, an older Dell model. "Click on the IPNS POS icon." I looked around for it, but couldn't find it. I was probably taking too long, because she stepped in after some time. "It's at the top left, green and blue." "Oh there it is," I chuckled. I clicked it and it opened up after a few seconds. "Ok, what's next?" "It's a bit too cramped back here, is it ok if I guide you from behind?" "Go for it," I said. "Thanks, that's gonna make this a lot easier." She shuffled behind me, and it pushed me forward a bit. I didn't mention it. She used her right hand to cover mine, and I was shocked to find that it completely eclipsed it. She was now guiding my mouse. Her hand was very warm. Part of her tutorial involved typing on the keyboard, so she moved both of her arms inwards to type. When she did this, she had to lean forward a bit, and I could feel her massive breasts against the back of my head. She held this position for a few minutes. Feeling a girl's flesh on mine, regardless of whose flesh it belonged to, was a bit of a turn on for me, especially considering I hadn't been with a girl in over a year. I'm a bit ashamed to say it, but I could feel my dick getting hard. The more I felt her breasts pressing into the back of my head and my neck, the more I started twitching down there. During all of this, I noticed that her ring finger had, you guessed it, a ring on it. After I performed the necessary action a few times, I turned to her and asked "So are you married?" "Engaged," she said. Her eyes didn't light up the same way other girls' do when they say that. I wondered what the deal was, but I didn't know her well enough to say anything. "Congratulations!" I blurted out. "When's the big day?" "Umm... I'm not so sure. It's a long story." "Oh, well I'm sure it'll all work itself out," I said, now feeling more awkward than before. We were pretty quiet for the rest of the night. She didn't make it weird or anything; in fact, she was back to her bubbly self in minutes, and we had a really fun time. The shop was really slow, which she said was normal for a week day. She said it's usually busier on the weekends, but we wouldn't be working them so it was always going to be fairly boring. She said that tomorrow she would be showing me how to work the floor, restocking the books and cleaning up the tables. It all seemed really simple, so I was sure there would be plenty of downtime. When we were all done with the night, she and I waited outside. Her fiancé picked her up at night, and she usually had to wait inside, but it made it a lot easier to have someone wait outside with her. We made brief small talk while sitting on a bench, and it became very obvious how much larger she was than me. Not that I cared, but I was pretty sure each breast was bigger than my head. She actually held it all together quite well for a girl of her size. I could only imagine what it was like having sex with her- "Well, that's my ride. Thanks for waiting with me!" She walked off to the car, got in, and waved to me from inside. I waved back. Her husband was a bigger guy, probably over 6 foot. Made sense. Big guy for a big girl. I walked to my car and drove home. It was a pretty good first day. Bookworm Ch. 02 The next day I showed for work in what felt like a better mood than before. I was actually looking forward to it. I loved the positive energy in the store; everyone was so nice, it was a place where I felt I could relax and work in harmony. Abigail left shortly after I arrived, and it was just me alone with Brenda. Today Brenda was wearing a very tight t-shirt that covered up her cleavage. She had on some shorts that showed a bit more leg than yesterday. We hung out and talked for a while; it seemed like there was so much free time that we could get away with it. "Okay, are you ready to learn how to stock books?" "Yep, let's get to it." "Cool. So all you need to do is grab one of these piles," she said, pointing to some small piles of books on the counter. "Then go to the section they belong to and start putting them on the shelf. Of course, it's alphabetized by the last name of the author." "Makes sense. I'll do the science fiction, since it's kind of my forte." She laughed. "So you're a big nerd huh?" We were talking as we walked to the book shelves. "I wouldn't consider myself a huge nerd or anything. I like Star Wars, but who doesn't. I can get into some really old school, like, cheesy fifty movies and stuff. I just think the concepts are fun, and sometimes hilarious." "Star Wars was fun. I think I saw the third one. Or was it the sixth one? I don't really understand, someone tried to explain it to me. It had the girl in the golden bikini." "Oh yeah, Princess Leia, meowww!" I said, laughing. "Haha," she laughed. "She's brave getting into that thing. I could never do something like that." "Yeah, it's pretty wild. I mean, she was clearly a sex slave. That movie generally felt like it was being aimed at children, what with the ewoks, but then there she was. George Lucas is a strange guy. So, what section are you working on?" She replied "I'm doing the romance novels. You'd be surprised, but romance novels are some of our biggest sellers. The girls love them." "Do you read them?" I asked. "Naw, not too much. I'm not huge on reading books. Besides, if I wanted drama, I would just talk to my boyfriend more." It got a bit quiet, but she picked it up. "Speaking of romance, is there a magic girl in your life?" "No, I'm single. Being 5'4 generally limits guys like me. Girls like the tall guys." "Aw that's not true! You're cute! You could get a lot of girls. You just gotta have confidence and pretty much anybody is available to you." Just then, the door came open and a girl walked in. She was about my height and weighed maybe 100 pounds. She went directly to the non fiction section. Brenda started whispering. I noticed as she hunched over, her huge breasts, despite being trapped in a shirt, covered my view of most of her body. "Isn't she cute? Is that the kind of girl you go for?" I looked at her for a second. "She's pretty cute. I don't know if she would be my first pick or anything..." She pumped up a bit. "Well then what's your type? You like girls with more curves?" As she said this, I got the vision in my head of making out with her. I would have my head tilted up, with my chin basically resting on her huge boobs. "I'd like to buy this book please," came a voice, cutting through my temporary lapse of judgment. I shook my head and walked with her towards the cash register. When I was done there, I took a break. The last thing we had to do for the night was restock the top shelf items. These were popular books that we wanted to advertise on the tops of the shelves, where people couldn't reach. We obviously carried the books on the regular shelves, these were just an advertisement. Brenda wheeled out a ladder and explained to me that I had to climb up it and simply place the books on the shelf at a diagonal angle. I climbed up to the top of the ladder and placed some books in their spots. I tilted them a bit. I looked down at Brenda. "How does this look?" She smiled at me and gave me a thumbs up. I began my descent. Unfortunately, I missed a step on the way down. My other foot happened to catch the ladder, which turned my body outward. I lost control of my momentum, which was now flying towards Brenda. My face landed directly on her breasts, which were covered by her shirt, but were still huge to the point that I sunk in. She hadn't even budged, even after all of my weight came crashing down on her. She was a true brick house. My body was panicking while my face was trapped between her breasts. The fabric was starting to suffocate me. I felt her hands grab my hair gently and pull me out. I realized on my way out that both of my hands were kneading her breasts the whole time. "Sweetie, are you ok?" she asked. "Buhh, yeah. Ugh, how embarrassing." "Oh don't be. You're such a fragile little thing! You need your mommy to protect you huh?" If it was possible to feel your face turn red, that's how I was feeling at that moment. I had just gotten my face stuck in my coworkers gigantic boobs, and now she was teasing me and calling me a baby. I wanted to crawl into a hole and die. "I'm sorry. I didn't mean to make fun of you. I won't tell anybody. You are ok right?" "Yeah, I'm fine. Thanks for breaking my fall." "Don't thank me," she laughed. "Thank the twins. They clearly did all the work for me. And then some." She noticed that her comment didn't make me feel any better. "Sorry. And you're welcome." We continued the rest of the night pretending nothing had happened. We closed the door and sat outside, waiting for her ride. She looked at me. "You know, for what it's worth, you have made the night shift a lot more fun." "Thanks," I said. Her ride pulled up. "I'll see you tomorrow," she said. She got up and left. What a weird night. Bookworm Ch. 03 The next day of work was a Friday. I don't work on the weekend, so I was really looking forward to some relaxation, a ton of gaming, and just hanging out on my couch. I didn't have any friends, as I moved here to finish college, and then wound up staying. I wasn't really anti-social; I was just far too busy to meet people. Hopefully, that would change soon. I walked into work to find Brenda at her usual post behind the counter. She was wearing a normal t shirt again, only this time, she looked crazy depressed. She looked like she may have been crying all night. "Hey Brenda, how's it going?" I asked, knowing full well the answer was not good. Her eyes lit up a bit when she saw me. "Better now that you're here. I had a pretty rough morning." "What happened?" "My boyfriend broke up with me." "What?" I asked. "How...why? You don't need to answer that." "No it's ok. We've been having a lot of issues lately. I guess he's just not attracted to me anymore." She looked down when she said this. I could tell things could look bad if she kept talking about it. "He's crazy, you're definitely a catch." I put my hand on her shoulder. "It's his loss. He'll probably be begging to get back with you." A tear rolled down her cheek. It was clear she was trying to be strong, but failing. "Well, even if that is true, I don't think I can let him back into my life. He has been cheating on me." Her voice was now shaking. "I'm so sorry. That's just bull shit." I knew that as a friend, it was really my duty to listen and not to speak, so that was all I intended to say. She turned and hugged me. Her hand wrapped around the back of my head and pulled my cheek into her right breast. She had a shirt on, but even still, her breast was enormous, and easily accommodated my relatively small head. "Thank you for being such a great friend. We just met, but you are already just so awesome!" she said. She wasn't crying, which was good. Maybe I had cheered her up enough. She was, however pushing my face harder and harder into her bosom, and I slowly felt like I was sinking in. I had one hand at my side and the other on her back. I knew it was best to let her do her thing, so I didn't say anything. "It's just that, he has been impossible lately, so I'm not exactly shocked. But when it happens, it like, it just rips you open. I just feel like shit... on the inside. And on the outside. He's been seeing this skinny little girl Michelle behind my back, and it's so fucking hard to handle." Half of my face was now engulfed in her boob. I could only see out of one eye. She lightened her grip a bit and looked down at me. I looked up to meet her eyes. "Thanks for listening." "Anytime," I said. She let me go, and we carried on for a while like normal. It was a super slow day. Not a whole lot was happening in the old bookstore. I guess people don't really think about books too often on a Friday night. Go figure. We were about to close up the shop when Brenda approached me. "So... I have a request for you..." she said, biting her lip. "Sure thing, what's up?" "This is kind of awkward, but, I don't actually have a car. I have the apartment and my, uh, ex, has the car. Which he took. Because he's an asshole. I had to take the bus to get here. Would it be ok if you dropped me off?" "Oh absolutely. Anything you want!" I replied. She lit up. "Awesome! I'll get my stuff." We closed up the shop and headed out. As we got in my car, I noticed it dip a bit on her side. She must have weighed even more than I thought. She had to push the seat all the way back. Shortly after we took off, her phone rang. She fiddled with it and a big grin found its way on her face. "Umm, sweetie, remember when you said anything I want?" "...Yeah..." I said. "Well, a friend of mine is throwing a big party, and she wants me to come so she can cheer me up. I don't have a car... so..." "You want me to take you?" She beamed. "Yes please. You'll have a great time, I promise. There are going to be a bunch of hot chicks there, I'm sure of it." "Ok, let's do it. What do we need to do?" "Can we stop by my place so I can change?" "You got it." We drove to her apartment, which was pretty close by. She had me come in. It was a bit bigger than mine, but a lot neater. You could tell she took pretty good care of her stuff. I chilled on the couch, and she said she would only be a second. "Ok, I'm ready," I heard from her bedroom. She came out in a one piece blouse, similar to the one she wore when I first met her. It showed off a ton of cleavage, but it looked pretty classy. She had so much breast that any cleavage was a ton. "How do I look?" "Looks good!" I said. We got into my car and headed for her friend's apartment, which was also close by. I was super excited that she was in such high spirits. When I saw her earlier, it would have been hard to believe she would be so bubbly and happy hours later. She was a strong person to be able to jump from this tragedy to a positive place so quickly. I wanted to make sure, above all else, that she had a great time tonight. We arrived at her friend's apartment and met everyone. It was fairly large; her friend had two girl roommates, and they all apparently liked drinking. The boos were flowing pretty heavily. Not that I was complaining, but the party was crazy. There were people clogging the hallways, so much so I was surprised Brenda was able to squeeze through the place as easily as she did. We ended up talking with her friend Trish for a good portion of the night. They didn't really discuss her ex too much (his name was Victor); they mostly just talked about girl stuff. Oh, and they drank pretty heavily too. They were all probably 4 or 5 shots of Vodka deep by midnight, but still up and about. I had had a few as well, and was feeling it. We were having a great time. Trish started a crazy train. "Brenda, you have got to do something crazy, like tonight." Brenda, drunk as all get out, said "like what? Most everyone has left. How crazy can I get?" Trish laughed. "Okay, it doesn't have to be like, balls to the wall crazy. Just do something wild and unexpected." She thought for a minute. "Look at Mitch. He's cute right?" "Yeah, I mean, he's pretty adorable." She grabbed my chin like I was a baby, and everyone laughed, myself included. "Okay then. He's cute, and you've got really big boobs. I say, put them together!" "What!?" she exclaimed. "I'm serious, put his face on your boobs. I've always wanted to see that shit go down. He's been so nice, give him a present. It would make both of you feel awesome. Mitch, would you like to motorboat Brenda, yes or no?" This put me at a very awkward situation. If I said no, it would make it seem like I was not attracted to Brenda, which was part of her problem earlier. On the contrary, if I said yes, I worked with her and things could potentially get weird. Alcohol was playing quite the catalyst, however, and I blurted out my answer. "Yes, sounds like fun." Brenda blushed. "Dude, you're so down for anything. You're so fucking awesome. Let's do it." She turned in her chair to face me. I got on my knees (we were inside on the carpet) and found my way to her chest. She leaned down a bit so I could get a full view of her cleavage. Each of her breasts was easily bigger than my head. It was unbelievable. I had never seen boobs this big up close. "Come to mama," she said, laughing. Everyone else joined her in a chorus of chuckles. Her slurred speech was an indication that this was probably not normal procedure for her. I wondered if she would regret this tomorrow. Having seen her fiancée, I had a hard time believing she would be attracted to a smaller guy. He was pretty large, as I recall, and I had to assume the rest of him followed suit. She needed someone big and sturdy to handle her mass, a mass that dwarfed me. On the flip side of all of this, I wasn't sure I was even attracted to her. I could feel pressure in my pants, staring at her huge tits, but was it really me or was it the vodka coursing through my veins and into my brain? What would I do to a girl like her; better question, what would she do to me? She could toss me around like a ragdoll, I wouldn't be doing shit. As I started into her cavernous cleavage, all of these thoughts tossed and turned in my head, and when you're as drunk as I was, it just made me numb. Her hand was now gripping the back of my head. "Come on in baby boy!" Everyone was still laughing, having a great time. My face plunged into her breasts. Her arms had surprising strength. The impact forced my eyes closed, and my hands immediately went to her chest. It was here that I realized that I would be unable to hug her all the way around if I was hugging her chest, as her breasts were so large and protruding that I simply wouldn't be able to reach. My hands pushed against the fabric straining to hold her bosom. My face was now buried what seemed to be deeply into her breasts, but I could tell it went further still. The sides of my face were covered by flesh, and my little ears poked up just enough for me to hear the rest of the girls squealing. "You're gonna suffocate him!" "He can't handle 'em!" "He's so little!" There was some air in her cleavage, so I wasn't completely dying. I definitely wanted to prove them wrong and tough it out down there. "You doing alright in there hun?" she asked, putting on a mommy to baby voice. "Mmhmm," was all I was able to muster. "Oh my god you're so cute!" she said. She rubbed my face back and forth. "Motorboat my boobs!" I made the sound and shook my head as she wiped me back and forth. It felt like I was going quite the distance either way. All of the girls in the party were cheering. She pulled me off of her, and I just knelt there panting in front of her. Our eyes locked as the girls clapped and cheered. It was a game to them, but for that moment, it felt like we were being honest with each other, even as a joke. The party didn't last much longer after that. Considering the alcohol intake we all decided to crash on the floor. We dumped blankets and pillows all over the place and laid down. I was turned towards the wall, and she laid behind me. When everyone else was asleep, she rubbed my head. "Hey, Mitch, are you awake?" "Yeah," I whispered. I was still definitely feeling the alcohol. "I just wanted to say thanks for tonight. It felt good, for once... it felt right." "What felt right?" I asked. She paused for a bit. "All of it." "Well," I said. "I had a good time too. Good night." I pretty much passed out right there, but to my knowledge, Brenda's hand never left my head. I slept like a baby. Bookworm Ch. 04 I woke up the following morning a bit groggy, to say the least. The night prior had been spent drinking heavily with my friend Brenda and all of her friends. I was in unfamiliar territory at the moment. I considered what had transpired the last night. First, I had learned that Brenda and her fiance had broken up. She was distraught, so I agreed to take her to a party her friends were throwing. We had definitely been drinking quite a bit. Don't tell me something weird had happened... My heart sank. I instantly recalled my face being smothered by Brenda's boobs. I could still remember how soft and homely they were. For some reason, it actually felt right. Everyone else took it as a joke, but I was having some strange feelings about it. I suddenly heard talking from the kitchen. The girls must have already been up. I had hoped they still thought I was asleep, so I continued to play dead. They were speaking softly, so as not to wake me, so I played dead. "Yeah, I know," came a voice that sounded like Brenda. "He's awesome. I just met the dude and we've become like, best friends. And he's super cute." "Then why not go for it?" came the voice of one of her friends, Trish, I believe. "Couple reasons, and one of them makes me sound like a bitch. The first is that I'm just not ready. I literally broke up with my ex! I can't just hop on to another guy yet. I need some time." "OK, and what's the real reason?" Brenda sounded shaky. "Well, Victor was a dick in more than one way." I heard heavy snickering from the girls. "It's true! He was an asshole, and he has all of these bad qualities. But he's got one thing that a girl of my size unfortunately requires." "A big dick?" one of her friends said. "Mmhmm. The thing is huge, I mean, HUGE! It's seriously about ten inches long, and thick! I need that. I need at least like, nine inches, and it has to be thick. I'm a bigger girl, I'm not going to lie about that. If it's too small, I won't be able to feel it, plain and simple. And while Mitch is practically perfect, he's gotta be packing five inches maximum. There's no way that thing can compete. It's unfortunate, and it sounds shallow, but it's true." Even though I wasn't searching for a relationship, my heart sank. No guy wanted to hear what she had just said. "Well... would it be okay if I went for it?" Trish said. My heart leapt. She was really cute. I had no idea she had any interest in me. "Go for it girl!" Brenda said. "No, dude, he's awesome. You two would be perfect together. Make babies, beautiful babies." They all laughed. "Is he still passed out? We should wake him up." I quickly shut my eyes. The girls entered the room somewhat loudly. I felt a large foot push against my back. Had to be Brenda. "Get up Sweetie!" she said. They all laughed. I turned over convincingly. "What time is it?" I asked groggily. "Time to get your ass up! Trish made breakfast, real wifey material. You aren't gonna puke are you?" My eyes lit up. "That's awesome! Naw I'm okay. Just really freakin' hungry." "Well come on into the kitchen!" Trish said. They pulled me up and I walked into the kitchen with them. Now that I knew Trish was interested, I started picking apart her looks. She was blonde and really thin. She didn't really have any boobs or butt, but she had a very model-esque appearance. She had a very pretty face, with nice eyes and slightly pouty lips. I could show her off to my friends and they would all say she's hot. The fact that she was interested in a guy like me was really exciting to me, and was actually getting me aroused sexually. Or was that morning wood? Either way, my morning was getting more and more interesting. They gave me some eggs, and I wolfed them down. I wasn't lying when I said I was hungry. Trish was sitting close to my right. Brenda was sitting across from me. She was still wearing her blouse from last night, and her huge breasts were still hanging out there. I swear they were resting on the table itself, at least a foot away from her rib cage, wherever that was. I got a flashback of last night, my face rubbing back and forth along her chest. "So Mitch," Trish said. I shook out of my trance. "I was wondering if you were busy Sunday night? I thought we could get some dinner or something..." "Sunday works. Dinner is great. Food is cool." I was sounding like an idiot. They all laughed (at me, I can only assume). We all kept talking and having a good time. Trish kept edging closer and closer to me the whole time. I was super psyched that she would be into me. Eventually, we said our goodbyes and left. I had to take Debra home first. We drove to her apartment, and I walked her to her door. "Thanks for everything, Mitch. You're an amazing guy," she said. "Any time! I had so much fun." She bit her lip. "Could you hang out with me for a little bit. I'm not used to being alone on the weekends. It would mean so much to me." "Of course," I said. "It's not like I'm super busy or anything." "Thank you!" she squealed. She gave a short hop as she turned to open the door. I thought her boobs would hit her in the face. She got the door open and we walked inside. I headed straight for the couch and she went to the kitchen. "Water?" she asked. "Yes please," I responded. She came back with two glasses of water. She placed them on the table and sat down next to me. "Thank you," I said. She looked back at me, tears in her eyes. "I can't believe it's over between me and Victor!" She was crying now. Tears were rolling down her cheek. "I'm not ready to be alone. I just can't..." She lunged forward and grabbed my whole body. I was powerless against her. Her strength was incredible. My face collided with her right breast, still trapped in her blouse. It was amazing that my face felt like it was sinking into her breast. How was that possible? Would it eat me alive? I was able to turn my face to the side so as not to suffocate. I only hoped she intended on letting me go. She continued to sob. "It's just, I just can't believe it. We put so much time into each other. I loved him so much, and I just don't understand how someone could do something so evil to another person." I pulled my head out for a second. "Well he is the one losing out, clearly." She violently shoved my head back in. My faced burrowed into her soft chest again, and this time her hands were holding my hair. Her tears just kept coming. I tried wrapping my arms around her torso as a hug, but I couldn't reach all the way around her. She rocked me back and forth for a while. We stayed there, on the couch, in silence for the better part of ten minutes. She gently sobbed while I prayed she wouldn't shove me any further into her bosom. Eventually, she pulled me on to her tree trunk thigh. I legitimately felt like a baby sitting on her lap, especially with her huge milky boob comforting my face the way it was. My head was now resting on her upper chest. I felt like it could easily support my head's weight and then some. "You're such a good little boy," she said. She sounded a bit faint. I felt powerless. She pulled my head up by my hair, still looking down at me. "I really appreciate you." Her lips were centimeters from mine. My heart was pounding. I didn't know what was happening. I was staring into her eyes. "Thank you." She gave me a small peck on the forehead, and with that, she let me go. I fell a bit and slumped off of her. I stumbled towards her door. "Good luck on your date, little boy. Try not to think about me too much..." "You got it," I said. As I stumbled out to my car, I tried to process what had just happened. Did she think I liked her? Did I like her? I was very much confused. For some reason, I felt really safe with her. But we were so different size wise, there was no way we would work. I decided to shake it off; I had a hot date tomorrow. Bookworm Ch. 05 ***FYI*** This is a bit of a transition chapter, so please bear with the details. Thank you guys!! ***** Trish and I had settled on a local Italian food restaurant. I decided to go the gentleman route and offered to pick her up, which she accepted. It had admittedly been a while since I had gone on a date. I put on some cologne (from the one bottle I had) and I wore my nicest shirt, which was a polo. Needless to say, I was fairly ill equipped for the dating world. I figured I would have to update before too long. On my way over to her apartment, I started feeling the nerves, but not the nerves one might normally feel on the way over. Trish was beautiful, but the last girl I had hung out with was Brenda, and just recently I had been... closer to her, for lack of a better term. Brenda had probably the biggest breasts I had ever seen in person, and although I never considered myself a chubby chaser, I would be lying if I said I wasn't thinking about her chest every other minute of my day. As of late, she had been bringing me closer into her life, and apparently with that came some close encounters with her breasts. Unfortunately, I had overheard her mentioning that she needs a bigger guy than me (in multiple ways, but penis size specifically had come up), so a relationship with her seemed unlikely. Trish was waiting outside of her apartment, in the parking lot. Well isn't that convenient. She was pretty before, but all dolled up, she was gorgeous. Her blonde hair was perfectly wavy, and her model esque physique should give me pretty major bragging rights. She got in and we hit it off right away. "Wow you look fantastic," I said, shaking my head. "I'm gonna have to try a little harder." She laughed. "Thank you! No, you look great. We're going to be the talk of the town!" We both laughed. We made small talk all the way up to the restaurant. She was working as a barista at a local coffee shop. She said the pay was low but the tips were pretty decent. We talked about the party, and how much fun we had. We glossed over my "event" with Brenda's breasts, which was definitely for the best, but otherwise we talked about the whole thing. Some of it was a little bit hazy due to the alcohol, but we tried to piece it all together. We shortly wound up at the restaurant and took our seats. So far, I felt it was safe to say the date was going well. I finally got to sit across from her, which was cool. She was very attractive, so it was nice to have a consistent view of her. Despite her beauty, I found myself slightly disappointed at her small chest. She must have been an A cup, which would have been perfectly fine with me if not for my recent experiences. I just had something in me wanting... more out of a woman. I shook off the feeling though. Come on man, I thought to myself, this chick is a 10. You would brag about having her as a girlfriend. "So, am I your type of girl?" she asked me. "I'm not sure there is a guy in the world that would say no to that question," I said. "You're really pretty and funny, I feel so lucky right now." "You're so sweet!" she said. "I'm generally pretty confident in my looks, not trying to be stuck up. I always feel pretty decent though, and then Brenda comes along with boobs bigger than my head. I feel like she steals the show sometimes." She laughed. "Aw she certainly has a specific body type. Honestly though, I think yours is a bit more marketable. I'm trying to tiptoe with my words right now, if you're understanding." "No, I totally get you. I love her though, so no hate. And she's going through some shit right now, so I'll always have her back." "I know," I said. "Poor thing. She's really getting the runaround with her fiance. I wonder why she fights so hard for that guy." "Well, I know," Trish giggled. "The guy is a total jerk. But apparently he has a really big, you know, tool, downstairs. To some chicks, that's all that matters. I'm not saying she's that way, but if you think about it, she is a bigger girl. She has to consider that sort of thing, not to mention that guys probably aren't lining up at her door to date her every week. I can see her predicament." "I didn't even think of it that way." "When you get to know her more, it'll make sense. There's a certain type of guy who goes for a girl like that. They either can't get anything else, or they are really into that body type." I thought hard about that statement. She was right. And yet, I still was having strong feelings about her in the back of my head. Was I into that? Where did I fall. I couldn't have been the guy that can't get anyone else, because I was with someone else right now, someone very adequate and perfect. I had some questions about myself, to say the least. We branched away from that odd topic and talked about fun things. We were both fairly modest and easy going. I really felt a connection with her; maybe I could overcome this weird funk I was in. If anyone could pull me through it, she could. A few drinks later and we were getting friendlier and friendlier. I drove her home and I walked her to her door (being the gentleman I am). She was absolutely beaming at me. "It's still kind of early," she said. "Do you want to come inside and hang out for a little bit?" "Of course," I said. She was looking at me with those eyes. It had been a while, but no guy sees those eyes and doesn't know what's coming. She led me to her couch, sat down next to me, and kissed me hard on the lips. My arms instinctively wrapped around her and kissed her back. She was all over me now. She kicked off her shoes, and I followed her lead and kicked off mine. I have this move that I know works. I stopped kissing her lips and I moved to her neck. I let my teeth lightly graze over her neck flesh and bit ever so softly, letting my lips suck. I did not intend to leave a hickey, which made this a bit more tricky than I remembered, but I think I did it well enough. She murmured after I did that, and she went straight for my belt. She unfastened it with some of the fastest fingers I've seen, and she ripped off my pants even faster. She pulled my boxers off and grabbed my cock, which was now fully erect. She immediately put her mouth on it. There's not a doubt in my mind she was skilled at this. Her tongue weaved around it expertly, as if she was french kissing my cock. I was pushing it in and our of her mouth, with my hands running through her hair. She was able to take the whole thing in her mouth. She pulled out of it and looked up at me, lust painted across her face. I got my queue and pulled off my shirt. I was skinnier than I wanted to be, but I felt it was better than being fat. She laid on her back, and I pulled off her pants and underwear. Her vagina was so pure looking. It was completely shaved. I couldn't believe my luck, that a guy like me was blessed with a chick like this. I jumped on her and it slid in like a dream. She was very wet, like putting my dick in a jar of jelly. "Harder," she begged me. I drove it in as hard as I could. Her screams echoed throughout the apartment, to the point that I was afraid the neighbors heard it. That was a badge I wouldn't mind wearing on my way out though. "More," she managed to get out. Did she cum? I couldn't tell. My instincts told me she did, but if she wanted more maybe not? Was she one of those chicks that had multiple orgasms? Man I was out of touch. I kept driving into her, when it became clear I was going to finish. I pumped harder than before, her nails digging into my back. I pulled out really quickly and came on her belly. "That was... amazing..." she said, out of breath. I laid down on her. "Yeah, wow you're sexy." We both panted for a while. I had my arms around her as we lay on her couch. After about ten minutes, I decided to speak up. "I have to work tomorrow. I should probably get going." "Yeah," she said. "When is the next time I can see you." Those are the words any guy wants to hear in a new relationship. "Well, I tend to work until nine, so I can see you any time after that on pretty much any day. Does tomorrow night work?" "Yes, that would be, awesome." We said our goodbyes and I left her apartment. I checked my phone and found a text message. It was from Brenda. I opened it and it read: Amazing news. Victor and I got back together!! So excited!! Despite my current success in the dating world, I couldn't help but feel a bit let down by the news.