13 comments/ 71385 views/ 1 favorites Rick's Story Ch. 01 By: submissiveMan Introduction: I have been with Cindy for 3 years now. We have never gone further than innocent kisses. When we met we were both 17. She was a bit chubby. That is the only way I can explain how I ended up with her. I am a cute guy, but not attractive. I'm slightly shorter than the average American (standing at 5"7 in my shoes). I'm not fat, but I have a face only a Mother could love. Now at 20, she is a nice looking girl. I am horny all the time, so I'm not sure how one would rate her, but I think she's quite sexy. I don't know breast size as she dresses conservative (It seems like she practically created the word!). She stands at my height in her high heels. She likes to wear green, and when she's nervous you'll probably see her chewing on a wad of gum. (Actually that's a bit misleading, as she's bound to be chewing on gum even if she's not nervous. We've even kissed while she was chewing.) Cindy is an only child so I guess that explains our going slower than most. (Her dad would probably kill her and me if I as much as fondled her bare boobs.) I on the other hand have an older sister and younger brother. My sister, Amy, is a beautiful girl. I mean that in a spiritual sense. I love her. But I really never looked at he in a sexual way, so I don't know about her looks. I'll have to check it out so I can let you know. Amy, like my brother Brad, is taller than me. I am the shortest in the family. Amy is 5"7 without shoes, and Brad is 5"8. I thought boys are supposed to be taller than their sisters. *** Today is our third anniversary since we met. I was determined to make this special. I had decided last week that I truly loved Cindy and this will be the opportunity to let her know. (Maybe she'd even get a bit "frisky"!) I went to pick Cindy up. She was smiling that smile of hers that makes me want to do anything for her so she'll always have that smile. "Cindy you ready to go?" I asked. "I can't wait. What do you have planned?" "I made a reservation at Hyus Jakys!" "Really! How the hell can you afford that?" Cindy likes to use minor curse words. "I been saving. Don't worry, I'm not going to have us end up doing dishes" I joked. Cindy laughed and we went to eat. Neither of us drive, so we walked, but the restaurant is close enough that the walk only took 10 minutes. During the meal, Cindy asked, "What's the big occasion? Why the hell are we at this fancy place." "Well, tonight is our anniversary, and I fancy you, so I was hoping we could have a good time together." Cindy looked shocked. "Our anniversary! What are you talking about? What anniversary?" "3 years ago we met. Don't you remember?" "Oh. Right. I'm sorry. Oh, you are so sweet." I knew it. Girls love this type of stuff. I will definitely get something tonight! What I got certainly surprised me! *** After supper Cindy came over to my house. We went into my room and sat on my bed. I immediately began putting the moves on her. She responded! I put my hands on her shoulder, and turned her face towards mine. Our lips got closer and then... we kissed! (This is my third kiss and the second without her chewing gum.) This is going to be a great night! After a few more rubs and few pecks on the cheek. She excused herself to go to the bathroom. I guess being with me has really gotten her excited. I waited a bit, then I started neatening up my room, that'll really impress her. Before I knew it a half hour had passed by. When I saw the time I realized something was wrong. I went to investigate. I had gone a few steps done the hallway before I saw a sight that made me want to kill myself. Brad's door was open a crack and I saw Cindy lying on his bed while Brad was rubbing her feet. That would have been bad enough, but both of them were naked and Cindy looked to be very very happy. I ran back to my room and cried! *** I spent the weekend in my room crying. 1) I can't understand what Cindy was doing with Brad. Brad is a real idiot, how could she fall for him? 2) How could Brad go after my girl? 3) Cindy was so slow with me, how could she get naked with Brad? 4) Why did she have to look like she was having such a good time with him? On Monday Brad knocked on my door. "Come in." "Here, I have a present for you." He held a pair of female white cotton panties. "What is that?" I asked, feeling the anger rise in me. "These are the panties you wanted to get into, now you can wear them. Cindy doesn't need them anymore." I felt so angry, I wanted to kill him. "How could you do that to me? You knew I liked Cindy! "Hey. It wasn't my fault. She wanted me, I couldn't stop her." "What do you mean you couldn't stop her. Who would want you anyway?" "Who would want me? How about Mom, Amy, Cindy, and 10 girls from my class." "You are such a liar. You probably put something in Cindy's drink. Get the fuck out of here. I never want to see you again." Brad left. I went back to crying. Rick's Story Ch. 02 When Brad came home from school, I went to speak to him. "Brad I gotta know, how did you get Cindy to go along with you?" Brad looked at me with pity. "Rick, you to be confident. You gotta believe that you have something that every woman needs. I have a huge, you know what. Woman go crazy over me. I have such a reputation that almost every day women come to me, to get laid." I couldn't believe him. It was too incredible. Brad is not the sharpest knife in the world, and the idea that women are throwing themselves at him just didn't mesh. "Prove it." I said. "Amy is easy. Go to her, act confidently, and see what happens." "Amy? I'm not looking for Amy. Besides, Amy is so pure, she wouldn't want to be with her brother." "Your wrong. Amy is hot! She's also horny, she's given herself to me many times." "You have a very interesting and sick imagination." I said as I left his room. *** A week passed. I couldn't get the conversation that I had with my brother out of my mind. Had he really propositioned Amy? Would Amy really go to bed with me? I used to see Amy as the purest thing in the world (you might even say I had a crush on her), but since that Friday I've begun to notice that Amy is a real woman. I saw on Wednesday when she forgot to close her third buttonhole. On Friday when she bent down to pick up a book she'd dropped, exposing her knee. She might be a great girl, but even she isn't perfect. Maybe she'd say yes to me. I decided to give it a try. (I needed someone to say I have worth, and if that involved forcing myself on my sister, that is what I would do! This would be good emotionally) I went to Amy's room. She was sitting on her bed writing something. (Probably college homework. Mom used to drive Amy nuts about using the desk to do her homework, but Amy says sitting by the desk makes her tired, so she'd rather work in bed.) I walked into her room. Amy didn't notice me. I waited about 7 minutes. Finally, Amy looked up to grab her cup of soda that was always ready on her nightstand. "Oh hi Rick! How you doing? I didn't hear you come in." "Hi Amy. I'm doing better. How are you? How long you been doing homework?" "Thanks for asking. I'm doing well. Just finishing this killer homework Mr. Zallowski gave us. I should be done in 5 minutes." The regular Rick would say no problem, but I was determined to act as Brad instructed. 'I hope I don't blow this', I thought. "Amy, I need you to put your homework away and listen to me." She must of thought I wanted to discuss Cindy or something because she said, "Oh poor Rick! Okay, I'll close this book and we can talk." I waited until she closed the book, cleaned up her bed space and made room for me before I corrected her. "I haven't come to talk so much as to do something with you." She gave a quizzical look. I still couldn't get myself to say what I wanted, the lack of confidence that Brad was talking about. 'Maybe it would be easier if I showed her', I thought. "Amy, will you do what I want?" "Rick I have always loved you, I will do whatever you want." I started to unbutton my shirt. I figured this was pretty harmless, yet told a strong story, she would understand what I wanted and if there were no objections I wouldn't have to be embarrassed for any future actions. "Stop." A quick word from Amy that cut through the room and my heart. 'Shoot!', I thought. "Rick shouldn't you close the door first?" I ran and closed the door. By the time I got back to her bad my shirt was off and I was working on my pants (trousers). Within 2 minutes I was naked. I started on her. First I started unbuttoning her blouse. She whispered, "You could pull it off now." Up went her arms and together we exposed her bra and belly button! I felt my dick start to swell (until then I was way to nervous to have any sort of an erection), and I tried hiding it by going behind her to remove her bra. I found the hook, and (it was easier than I had heard in the bathrooms of junior high) removed her bra. I held it in my hand, white on white with tiny ruffles on the cups. I wanted to go in front to get a good look at her, but I was very self conscious, what if Amy laughed at my first mate? I stalled by unzipping her skirt. I went around the front and saw my sister's breasts for the first time. Her breasts looked different than I imagined, I thought they would be rounder, but I was so turned on I could hardly think at this point. And then I saw her face. "Amy? Are you all right?" "I'm fine Rick." She was not fine. 'She doesn't like my dick. Brad's must be huge and mine must be small or odd looking.' "Are you sure? You don't have to if you don't wanna." "Rick if you want this, I'll help you. I love you." I felt ashamed with myself. 'How could I do this to Amy? It seemed like she was into this, but obviously she was just to make me feel better. I am such a loser!' "I'm sorry Amy. I believed Brad's story for a second. That's why I did this." "What did Brad say?" "Brad said if I act confidently, you'll throw yourself at me like you do for him." "Brad told you that?" "He did. He such a liar, no?" "Well... he's not such a liar, but he is a little slow." "What! You want to have sex with Brad and not me?" I felt betrayed, juvenile, and humiliated. "Rick I'll tell you the whole story don't run any where. But let me put on a robe first."