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BOB BECOMES BOBBII was just turning 10 years old the summer I met Marshall. I lived in asmall rural town and keeping busy during the summer vacation was always aproblem. That's why when Marshall a 14 years old and his 12 year oldsister came to visit there Grandparents who lived just up the street it wasan opportunity to escape some of the boredom. Marshall and his sister,Jennifer, were from the big city. To them we were all hicks.Marshall was quick to start up an association with me only because I wasconveniently located to his Grandmother's house. Jennifer, was much moreprissy and looked at me as a wart on the world and to be avoided at allcosts. No doubt she was the spoiled baby girl of the family and got prettymuch her way. She was always dressed to the nines, always in dresses andskirts. She was always so beautiful and her clothes really made her astand out.Ever since the incident when I was 6 years old and my Mother punished me bymaking me wear my sister's clothes, I had become a hamper raider. I justloved the feel of my sister's nylon panties on my bare butt. Every fewdays would find me locked in the bathroom digging through the hamper tofind the delicate panties and maybe a slip or skirt to try on.Please understand at this point in my life I was very sexually unaware.Sure I got erections, especially in panties and a skirt. However, I hadnever had an ejaculation. Oh, I heard the words and stories of boys andgirls and what they did, but I was ignorant of the real world of sex. Icertainly had no idea of why I liked my sister's clothes so much and didnot recognize the reason for my infatuation over Jennifer's beautiful sexyclothing.I was enamored with the fact that an older guy, Marshal, had any interestin hanging around with a 10 years old boy. Almost every day Marshal and Iwould spent some time together. Usually a hike through the woods or boardgames at his house or mine. Then one day we were at his Grandmother'shouse alone. His Mother, sister and Grandmother had gone shopping for theday. It was a rainy day and we were in his bedroom playing checkers whenhe brought up the subject of sex."Hey, Bob," he said matter factly, "Have you ever jacked off?"I was a little shocked but was not going to appear as the ignorant littleboy I was. Sure, I heard about jacking off although I really didn't knowthe details. So I said, "Oh yeah, every once in awhile. Do you?""Oh yeah, man as tight as these girls are with it, it's the only way a guycan ever get relief. You know what I mean," he said."Yeah I know what you mean," I lied."I'm really horny in this hick town. I've got to get some relief. Youwant to jack off too?" he ask.I hesitantly searched for a way out of this as I stammered, "Ah aa I nothorny right now."Even as I replied, Marshall was standing up in front of me and dropping hisdrawers. Wow, his dick was really big. He was wrapping his hand around itand gently stroking it. He was circumcised and the large purple head ofhis dick had me mesmerized. I sat there staring at it while he continuedto stroke it."Ever see one that big before?" he ask.I sat in silence not knowing what I was feeling. No, I had never seenanything that big and his balls hung down and he had hair like an eaglesnest holding the pole.Then he ask, "You ever been corn-holed?"That I had never heard of and responded, "I don't think so. I never heardof it. Maybe we call it something different around here."Marshall laughed and said, "Man I don't believe you. Corn-holing is whenone guy sticks his dick up another guy's asshole and fucks him. Lot's ofguys do it to get relief and it feels good for both of them."I was in shock. I didn't know what to say. I finally blurted out, "Youmean like guys do it to girls? No, I never did that and no one ever didanything like that to me either. I'd have to be a girl to have a guy dothat to me.""Hey man, guys that do it to one another aren't girls. This is somethingbetween guys," he said in mockingly.I may have been ignorant, but I wasn't stupid. I could see where this wasleading I didn't think I wanted any part of it. "Maybe they do in thecity, but not around here. Boys only do it to girls and I'd have to be agirl before any guy ever did that to me," I said with authority.Marshall just laughed as he continued to stroke his dick right in front ofmy face. Then he shocked me once more as he said, "You know you'd make onehell of a good looking girl. When I first saw you I thought you were agirl. With your long hair and those long eyelashes your better lookingthan my sister will ever be.""Hey, that's not true. I'm a boy and everyone knows it. I'm no sissy." Iresponded. I was flushing red with embarrassment. My excursions into tomy sister's panties and skirts flashed through my mind. I was sure hedidn't know about my secret but he was hitting close to home."Oh, you know you'd be a knock out as a girl. Just look at you. If youdon't believe me I could prove it to you." He said."Prove what to me? You mean that I look like a sissy?" I responded inanger.Marshall had stopped stroking himself and looked intently down at me. "Icould prove to you how pretty a girl you would make is what I said, not asissy. Look no one is going to be home for a long time. Let me prove itto you. No one but you and I will ever know about it," he said.My mind was racing. How was he going to prove something like that to me?He had to be planning to make me look more like a girl, but what did heplan to do? Wow, I thought, if he'd let me try on the little outfit hissister wore yesterday I don't know what I'd say or do. Jennifer had somereally sharp clothes. So I ask, "And how do you think you could provesomething like that to me?""Look," he said "Just let me fix you up a little and if you don't think I'mright then no harm done, right?""Well, I don't think so. What does "fix-me-up-a- little" mean? Anyway I'mnot a girl and I'm not a sissy either. I think I'd better just go homenow," I said without much conviction. I hadn't ever let anyone see me inmy sister's clothes or ever let on to anyone about the things I did likethat. My better senses told me to get out now and end this stupid thingbefore it went too far."Look Bob, you know I wouldn't ever hurt you and I could never tell anyonewhat we do here. After all didn't you just see me with my pants down andplaying with myself? If you told anyone about that I'd be in trouble. Soyou see I couldn't rat you out to anyone. Come on, let me prove this toyou. You just do everything I say and when I'm done if I haven't provedhow pretty a girl you'd make I'll even give you this $5.00 bill," he saidholding a five dollar bill out in front of me.The five dollars and the possibility of getting into Jennifer's clothes wasto much and trounced on "better sense"."Well, I guess it would be OK, but I'm not promising anything. If you getweird, I'm out of here," I said meekly."Great! Look get out of your clothes and wait here for me for a minute.I'll be right back," Marshall almost cried as he turned and left me in theroom alone.I wasn't sure I had done the right thing. What was I getting myself into?I wouldn't ever tell Marshall about what I did with my sister's clothes.I'd pretend to him this was all new to me. I shed my jeans, T-shirt, shoesand socks and was standing there in my BVD's when Marshall burst throughthe door with both arms wrapped around the satins and lace of Jennifer'sclothes. He dumped the load unceremoniously on his bed and turning to mesaid, "Hey I said strip, and I meant completely. Come on out of the shortstoo. Wait till you see what I've got for you."I somewhat reluctantly stepped out of my jockey shorts without ever takingmy eyes off of the pile of frills he had thrown onto the bed. I saw thelittle plaid pleated skirt that Jennifer had worn just the other day. Alsowhat look like a soft rayon type sun dress also was in the pile. Icouldn't believe I was doing this. I had to block my mind from theknowledge that another boy was here watching me. How would I hide it if Igot an erection when I put the clothes on? What would Marshall think if hesaw that?"Here," he said, "Step in to these first." He bent in front of me holdingopen a pair of white satin
09-01-2021, at 07:34 PM
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