Date: Thu, 25 Apr 2013 01:18:55 -0500 From: jon gaynokla Subject: chris likes to dress up pt.2 chris likes to dress up pt2 by Jon, I love to hear from readers with thoughts and suggestions on my work. Please feel free to e-mail me, I will always respond. I hope you enjoy the story and that it is dirty enough to get you off. My other stories are at the bottom of the story... all of them are different styles, so enjoy them. You can e-mail me at Gaynokla@gmail.com Please remember that Nifty depends on contributions to keep everything going, so please donate generously. "I will need makeup and shoes and ummm... then when I am ready... Would ummm would you, you know... fuck me?" "You want me to do what?" "I want you to fuck me," he said in a rush. "I want to... I mean, I need to feel what it is like. I need to feel what it is like to be a woman being fucked by a man, so that I will be able to feel what it is like to be fucked by a boy. I, I know I'm asking a lot of you to... umm to fuck me and all, but I want you to know that when I first thought these thoughts... well, you were the first and only person I thought of to do it with. I know you wouldn't hurt me and that I can trust you, which is why I came to you." "Wow." I responded. "I feel honored that you would want me to, do that. I feel that I would need to be honest with you about what it would mean to me. You are a very handsome young man and have the body that goes with your age and beauty. The thought that you would want me to fuck you makes me hard and honestly, very excited at the prospect of taking your cherry. It means that you would go through life remembering me and what I do with you. The problem though, is that I don't know if I could go through life knowing the joy that I would have with you and not being able to have it again." "So what you are saying is that once you have Chris, there's no going back to average people. Like I would be an addiction to you." he said with a smile. "Something like that, yes." I said. "Seeing you next door, coming and going, growing up and so on, would be tough for me because I have a feeling that I would want more." With a blushing smile, Chris responded, "I don't think that will be a problem Jon. Amy and I have sex four times a day minumum. Not that I couldn't go more than that, a lot more than that. Just that we can't get together often enough, so if you are saying that you would want me more... well, let's just say that I could run you into the ground. Sexually speaking that is. Plus, you could have a copy of the tape." "What tape?" "Amy and I tend to tape a lot of our sessions. She wants to tape me loosing my cherry with you, as well as all the boys loosing theirs." Then after a pause, he went on, "Watching the tapes of us is how I get through the rest of my days when we can't be together. The thrill of being watched adds to the thrill of the sex and the location does too. Umm, we tend to have sex in as public of places as we can." "Let me get this straight, you want me to buy you girls clothes, then fuck you while wearing them so you will know what it feels like, so you can have young boys loose their cherries in your ass, all while your girlfriend is videotaping it?" I asked. "Exactly that," he said with a smile. "Can I get a copy of the video?" "Of course, I already said you'd have a copy." he replied. "No, I mean of the boys fucking you?" I responded. With a really big grin on his face, he told me "You bet! It would be even hotter knowing that you want to watch me being fucked. Damn, I am so horny right now, could I... ummm could I suck your dick?" I smiled at him and started unbottoning my jeans, then pulling them open a little bit, I told him "If you want it, you have to come get it. Just remember though, if you pull it out, it isn't going back in till I've dumped a load or maybe two down your throat." Chris was on me in a flash, his hands opening my pants and pulling them and my boxers down at the same time. He swallowed the end of my dick and then froze, moaning as the excitement caused him to cum in his pants. A minute passed before he regrouped and started sliding the rest of my dick into his mouth. He pulled off and then swallowed it again. Soon he had a good rythem going and I was really enjoying myself. Looking up at me, he pulled off briefly to say "Please, I need it." Then he resumed at a quicker pace. His look had me on edge and I didn't last much longer, unloading a full day's worth of seed into his mouth and throat. He swallowed it down, sucking the last little bit that he could get before letting my dick slip from his mouth. "Thanks, I really needed that." "I think you had better go home now, or we won't be waiting for Amy and her camera. As much as I want to fuck you, here and now, I want it on tape. I want to see Amy watching you take it up the ass and after I am done with you, I want to watch Amy get off with you. Be here right after school and we will go shopping for your clothes. Do not jack off or have sex. I want you ready to explode. Now go home and think of what will happen." Chris left in a rush and I was hard all night at the thought of what was to come. The next day, Chris showed up right on time and we went to WalMart to look for clothes. I explained to him that WalMart was busier and sold everything so it wouldn't look so odd to have two guys in the girls department. We found a stunning short dress that looked like it would fit that had a tight upper portion and the bottom was a little puffy which would help hide his crotch. We got some panties and a pair of shoes that looked the right size, plus a bra. Then we went and got some sexy underwear for Chris to wear as a boy. Then we checked out and went back to my place. I had Chris call Amy, then went and got the stuff I bought last night. I showed him the small silicone breasts that would fill out his bra, nothing big, just enough to be pert. Then I showed him the pair ofsupport panties that are designed to pull his balls up over his dick giving him the appearance of a flat vagina. It helps to keep all the boy parts tucked away so he appears like a girl when he is bent over taking it up the ass. I told him to make sure he shaves his ass if he has hair on it. Amy showed up and we showed her what we got. She was excited and took all the stuff and Chris into the bathroom to help transform him. She also had her makeup kit with her so I figured Chris would really be done up. An hour later Amy came out and said she wanted to introduce her new friend Chrissy. I turned to look at the doorway and standing there was a beautiful woman. Chris had tuely been transformed, his outfit fit him perfectly, the bottom of the dress barely covered his ass and his legs looked long in his high heels. Amy had curled his hair and did his makeup, he truely looked like a woman. I smiled at him and told them to get in the car, the night was just starting. I drove them to a nice restarant, opened the doors for them, then I pulled out their chairs and even ordered for them both. Chris was eating it up and was on cloud nine. Everyone was looking and wishing they were me. Even a classmate of theirs tried hitting on Chrissy. After dinner, we went back to my place where I offered them a drink and we started to chat. It was just like a real date and I could tell Chris appreciated it. After a little small talk, I rested my hand on Chrissy's thigh. I told her how pretty she was and that I was having a hard time keeping my hands off her. When she blushed, I leaned in for a kiss. It started slowly, then I picked up the intensity, my tongue sliding into her mouth. My hand slipped up to feel her breast through her bra. It was very realistic and Chrissy started to moan. I decided to test the support panties and slid my hand down her stomach right to her crotch. Other than some bulk up high, her vagina area was fairly flat and no boy equipment was noticible. I rubbed the vagina area which is really the area under the balls which is sensitive to the touch. As I rubbed the area, Chrissy's hands started to be everywhere. She was rubbing my chest and my groin all at the same time. I was hard and leaking. I could feel my precum running down my balls as her hand started to stroke me through my pants. I slipped my hand down to her ass and squeezed, my fingers slid under the waistband of the panties and my fingertips stroked her ass crack. Chrissy moaned and started rushing to get my pants open. My fingertip brushed her rosebud and Chrissy shuddered and came. As soon as the spasming stopped, my dick was let out to breath and Chrissy leaned in to suck it. I moaned as his mouth slid down my shaft and he started to get in rythem. I was so worked up that I didn't last long and was soon shooting into Chrissy's mouth. He swallowed as quickly as possible but still had a little leak out of his mouth. I pulled Chrissy up and kissed all the excess cum from around her mouth. At this point I was ready and I picked Chrissy up and carried her to my bedroom. I twisted her around and bent her over the side of the bed. I pushed up the edge of the dress and pulled the panties down exposing that sweet teenage ass. I spread the cheeks apart and started lapping at her rosebud, pushing my tongue into it, going deeper and deeper as the hole opened for me. After 10 minutes of eating out his ass, I decided it was as relaxed and opened as it was going to get. I stood up and placed the head of my dick against the hole, holding it there. "Please! I need it, I need it bad!" With that said Chrissy tried to push back enough to impale himself. I tried to let him but decided he needed help. I grabbed him by the hips and slowly pushed the head inside him. He moaned loudly so I kept going. I was soon buried balls deep within his no longer virgin ass. I paused long enough to let Chrissy adjust and then started a slow withdraw. I soon had a steady pace going and Chrissy was doing a long continuous moan. I picked up my pace and started to hammer his ass. I decided to alter my rythem, sometimes slow, sometimes fast, and sometimes as hard as I could go. We had been going at it for a while when Chrissy started screaming. She started babbling and moaning and groaning and then she froze. His asshole clamped tight on me and I knew he was coming again. The pressure from his ass caused me to loose control and I unloaded as deep as my five inch dick would go. After catching my breath, I pulled out of his hole and admired the way it stayed open, a little cum dripping out. He turned over and with tears in his eyes he grabbed me and started kissing me, thanking me over and over again. It was at this point that I noticed Amy standing there naked, camera in hand, her other hand clamped onto her pussy. Previous stories: the dates are where I found them in the archives. gay:adult/youth: doing the wash -october 11, 2012 being used by zach -january 23, 2013 liquor store -march 15, 2013 bike brothers -march 31, 2013 gay:incest: dad's son dave -october 14, 2012 bisexual:incest: losing it -march 3, 2013 gay:adult/youth i dream of billy -april 2, 2013