Message-ID: <61327asstr$1312243802@assm.asstr-mirror.org> X-Original-To: ckought69@hotmail.com Delivered-To: ckought69@hotmail.com X-Hush-Verified-Domain: hushmail.com From: "Oz The Thor" <ozthethor@hushmail.com> X-Original-Message-ID: <20110801163909.5246AA6E40@smtp.hushmail.com> X-ASSTR-Original-Date: Mon, 01 Aug 2011 21:39:09 +0500 Subject: {ASSM} Cutie Pie {Oz The Thor} - {M/m CD Crossdressing First 1st Anal} Lines: 156 Date: Mon, 01 Aug 2011 20:10:02 -0400 Path: assm.asstr-mirror.org!not-for-mail Approved: <assm@asstr-mirror.org> Newsgroups: alt.sex.stories.moderated,alt.sex.stories Followup-To: alt.sex.stories.d X-Archived-At: <URL:http://assm.asstr-mirror.org/Year2011/61327> X-Moderator-Contact: ASSTR ASSM moderation <story-ckought69@hotmail.com> X-Story-Submission: <ckought69@hotmail.com> X-Moderator-ID: newsman, dennyw Here's a story of boi getting into crossdressing. By the way, Did you donate to ASSTR who give us this beautiful place? You can evem do so anonymously by cash in the mail method. I know because that's what I did. Oz The Thor http://www.asstr-mirror.org/files/Authors/Oz_The_Thor/www/ <1st attachment, "cutie.txt" begin> Cutie Pie (M/m CD Crossdressing First 1st Anal) I always liked cutely dressed boys and teenagers but I never got to have a relationship with one until now. It was a year ago when I met him on a web page for gay people to hook up. He was hiding his age as the page was 18+ only. He messaged me on the dating site and I sensed something was wrong. He was not sounding really 18 years old (He claimed he was 18 years old on the site). But I didn't stop messaging him and over a mount he told me of his fantasies of dressing up and getting fucked up the ass like a like girl. He was very passionate about it and He was really hitting on the stop. I told me of my fantasies of dressing up a man with cute dresses and how I would have a nice date with him after and how I would fuck him like a girl. He was so aroused by this that he let me see him on the cam. My hunch was right, he was underage. He was looking like he was 15 years old high school kid. But I said nothing about it and He talked at the cam for hours. I showed him some dresses left from my last boyfriend. He really liked short pleated skirt that looks like a nice school skirt. He even asked me if I had a cotton white shirt to go over the top. I didn't but I said I would get him one if he comes over.He didn't said yes to my invitation and I didn't push it. We kept talking over the cam for a while and one day he said he wanted to visit me at Sunday. I smiled and said I would buy him a nice female school uniform for him. He jumped up and down with happiness and he sent me an air kiss. I returned the kiss and he closed the connection saying he had to ready for our date. I had to ready for our date as well. I went shopping for the school uniform and several simple makeup materials and cream to keep his tool down. I didn't want his tool get into our love making and I was sure it would even to a simple hand holding. At Sunday, He came over to my place all by himself and I take him in. He was even cuter than he looked at the cam. He had smooth hairless skin and a short hair. His hair was raven black and his eyes were bright green. He walked in wearing a tight blue jean and he had a well shaped put. His arms sticking out the T-Shirt was thin and feminine. I closed the door behind him and kissed him on the cheeks whispering, - Welcome -. He brushed bright red and joined his hand behind over his cute butt. I smiled at him and I held over her shoulders and told him if he waned to wear something better. His green eyes lightened up and said yes in a low tone. I guided him to the bed room. Female school uniform was over the bed and he jumped on it right away. He was really happy to see it and he place it over his slim body while checking it out at the body mirror. I stepped behind and kissed his cheek again and whispered into his ear, - Why don't you wear? -. He smiled and started to take off his t-shirt. I stepped behind and placed the cream and a wig. I said him to use the cream on his tool and he can wear the wig if he wants to and I left him to dress up. I waited for him for half a hour while watching news on TV in the living room and then he stepped in. He was cute as pie. He was wearing the wig. His slim chest was hugged by the white cotton shirt and a green tie was hanging from his delicate neck. His slim white legs were sockless expect the up to the knee white socks. Then his well shaped butt was covered by the pleased skirt. He really wanted to wear all of the uniform. His sight was enough to give me a instant hard-on. He smiled to my reaction and walked over to me. With a feminine movement, he sit on my lap and leaned to my wide chest. I wrapped my arms over his delicate body and kissed him on the forehead and he looked up to my face and asked me, -About the cream, it made my ... tool ... stiff ... Honey -. He was really shy about the situation but still he was on my lap. I kissed his cheek and said, -That's normal Honey. It won't break your female look -. He smiled and kissed me on my lips light. I kissed his lips back and keeps the kiss going. Our kiss was slow and light but was full of passion. My tool was hard under his butt and he was sure feeling it under his butt. Our kiss was rather tame so I decided to change it. I moved my tongue out into his month. He accepted my tongue right away and started to suckle on my tongue. Following his tongue suckling, I started to move my hands over his body and caress his back and butt. While groping his small butt, I noticed he was not wearing any underwear. He was a shy slut in the end and I pulled up the skirt. My fingers fund his hole and starts to massage his boipussy softly. As my fingers working on his hole, he moaned into my mouth. He broke the kiss and whispered softly, -You can take my virginity and made me a woman -. I smiled and lied him on the couch we were sitting. He opened his legs wide for his man and I slipped between them right away. My cock leaned to his stiff cock and I started to rub my cock against it. His stiff cock started to wet his already wet from pre cum cock with my own pre cum. I suckled on his red lips and kissed him. He opened his mouth right away and My tongue entered his mouth. While rubbing our cocks to each other, our tongues danced with each other and I was getting impatient as I kissed him deeply. I raised his both legs up and I started to rub my cock against his tight virgin hole. As I massaged his boipussy, he moaned into my mouth. Then I raised from his lips and started to rub his hole lubricant. While my fingers massage and rubbed over his hole, I slowly started to unbutton his shirt. Then I slipped one finger into his hole as I leaned to suckle on his nipple. He arched with pleasure and moaned loudly. I placed stokes on his nipple using my tongue while my finger moves in and out of his boipussy. His moans got stronger and I decided it was time to take his virginity. My finger slipped out and my cockhead leaned to his lubed and relaxed hole. I kissed his lips when I started to push it in. Cockhead slowly popped in and I stopped. I felt his tight hole over my cock stretching. He smiled at him and he brushed back at me. He really had a man's cock up his ass while dressed in female school uniform. He was very aware of it and shy about it. I really liked his tight hole and I pushed my cock deeper into his boipussy. He arched as it entered and then filled his butt well. I leaned to his ear and whispered, -My cock is right up your ass, cutie - . H brushed in bright red when I whispered and I pulled back to finish the first thrust. My cock exited his hole except the head and I pumped into his butt with a long thrust. He moaned with enjoyment and lust when I started to fasten my thrust but before I even got actually fast, he climaxed wildly under my body. He squirmed with pleasure and I went for hard fucking as he climaxed. He screamed loudly with pleasure with my hard thrusting and I came close to climax. As I felt I was near climax, I buried my cock deeply into his butt and started to shoot my hot cum into his butt, filling well. I lied on his small body enjoying the climax and his tight hole. I lied on his body for a while without taking my cock out and I kissed him softly. I whispered to his ear, -Now you are a true woman -. He brushed and looked away without saying anything. He knew he was a true woman now and it was me who made him a true woman. We lied on the bed for a while and then he had to go back to home. We didn't take a shower saying he wanted feel my scent longer and left for him with my scent over his boy and my cum inside his butt. <1st attachment end> ----- ASSM Moderation System Notice------ Notice: This post has been modified from its original format. 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