Date: Thu, 23 Jan 2014 11:39:49 -0500 From: Charles Anderson <CharlesAnderson1980@mail.com> Subject: sissie boy alex and david part 7 These stories are fiction, they are based on my real life events that occurred back in the 1990s, names, places, timeline and events have been altered in order to protect the actors, the story is about an 11 year sissy boy and his sexual adventures . If that idea does not turn you on, or if it is illegal in your area, then you do not need to read further. If you are under 18 please leave the site. Characters: Alex(is), Little Marissa; 11 year old sissy boy (me) - 4 feet 7 inches, 82 lbs, long straight blond hair to my shoulders, and a butt cheeks that most girls would envy, and very hairless body, totally smooth. Marissa: Alex's Brazilian mother, divorce and supportive of Alex sexual orientation – a cross between Salma Hayak and Kin Kardasian. Alex inherited her looks. Christina: Marissa's best friend and mutual friend of David, also encourage Alex to seduce men, a Sissy boy needs a mature cock! David: 53 year old man who has a boy fetish, and is Marissa's landlord and next door neighbor, friends of Christina. Story takes place in Florida in the late 2000s. Part 7. The week had been exciting to say the least, I had met Barry, George, Bryan, and had sex with several men at the Adult store, and of course with my dear David. The more sex I had the more I wanted it. Stories about me were spreading on the On-line sites; I was receiving 10s of requests by willing men. After my performance with Bryan on Camera all 15 men that witnessed it were begging for a chance to play with me. I felt so desired it made my little cock stiff. But I decided that need it to pace myself. I wanted to learn more about how to please a man, I wanted to be the best little sissy-boy-man-lover in Tampa. The rest of the week was quiet, Mom and I spent time doing our beauty routines, I was becoming an expert in how to take care of my skin, how to maximize the softness and silkiness of my hairless body. Mom, asked me how were things with David, she noticed I had not gone and see him. "Alex, why are you not seeing David often, is he treating you ok?" she asked. "yes mom, he is. But he is away on business this week, but David is treating me well, when we spend time together we both enjoy it. He is good for me Mom" I said "Ok my little sexy boy, just do not fall in love, you are young and many men are in front of you, I want you to go slow, I don't want him to break your heart" she said. I gave mom a big kiss and snuggled with her in bed. "How are things with your new Date? When do I get to meet him?" I asked her. She said that she wanted to be sure he was worth bringing home. That night I slept with Mom until around 11:30pm and then she took me to my bedroom, I did not get online or seek any men for several days, I was behind on school work, and I needed to catch up. I had always been a good student and I was not about to change that for sex. By Friday, Mom, had broken the news that she was going to spend the long weekend away. She had been invited by her Date to the Florida Keys. She said Christina would pick me up Friday night and I was going to spend the weekend with her. I was very excited, weekends with Christina were fun. She loved to dress up, and put make up on, and try outfits on. She had a similar build than Mom; she was petite 5 ft tall 98 lbs. I could easily wear her clothes. Friday, afternoon I packed my laptop, a few essentials ( thongs, shorts, t-shirts, sandals, a few toiletries) and waited for Christina. Cristina arrived about 5 pm, we dropped mom at the airport and then we headed for Christina's apartment. While in the car, we started talking... "So, Alex how are things with David? He mentioned to me that you had some fun at Sam's place" she said.. I must have gotten red on the cheeks because she continued " Don't be shy David tells me things because he knows I will give you pointers in how to please a man" I felt a little less embarrassed and said, "Yeah we had a good time, David is good to me he is different than the other men I had sex with" I said. "Other men? have you met more men besides the ones I know of?" she asked , I proceeded to recount my experiences, and told her about my list of available men who wanted to meet me. She said she would like to help me choose some candidates and we planned on doing so during the weekend. We were discussing that when her phone rang. "Hello... hi Steve, tonight? Oh I have a young person with me today, yes 11 years old. Oh really, what time? Will discuss it and let you know... thanks for the invite, yes sounds exciting, yes he can go either way, I am sure some of your friends will love it, yeah he has some experience and he loves it. Ok hun, I'll call you later, get the address." With that she ended the called, she turned around and said, "we will have some fun tonight, a friend of mine, is having a party with some friends near Beach Park a very nice neighborhood, my friend Steve has some interesting friends, his parties quickly turn into sex parties, he invites a combination of people with variety of ages, fetishes and desires., it would be fun to dress you up in a new sexy dress, and heels, I can do you make up, I think you can pull the look of a 16 yo girl looking for a good man to please, what do you think?". I giggled at the thought and said "that will be fun". When we arrived at Christina's apartment we started preparing for the night. Chris washed my hair, cut my nails and put on some fun press on nails. She blow dried my hair, using curlers, and made it wavy, then she put some light blush powder on face cheeks, she did my eyes' make-up, put on some fake eye lashes, and used an eye liner to accentuate my almond shape eyes, she then put on some come fuck me red lipstick, and re-touched it up with a glossy lipstick applicator. Then we picked my outfit for the night, she had bought a very short red, black and white plead school girl micro mini skirt that hugged my hips and showed my belly button. The upper part had to small black belts and buckles on the right side, and a small black bow in the back. The bottom part was made of black faux leather that ruffled right about half way my beautiful ass. She also had picked out some faux leather thigh highs to match my miniskirt, they were made out of spandex material that looked like wet leather, they went to about 6 fingers above my knees. She also gave me a pair of black triangle see-through thongs. The front triangle barely covered my pre-teen balls, the back triangle spread right above where my butt cheeks cracked. We joked about how hot I looked and that I had perfect female legs and an ass that Christina would not mind sink her tongue in. For the top she gave me silver gray see through halter top that snapped at back of my neck and tied in my back by beautiful black silk bow right below my last lower rib. The halter top front looked like a transparent shirt and you could see my delicious puffy nipples. For shoes she game a pair of black 6 inch stilettos and platforms shoes with a rhinestone bracelet. As jewelry she put a set of rhinestone clip on earrings, chocker, a bracelet and a couple of fashion rings. To complete the look she made 2 pigtails above my ear that allowed my wavy curls to land on my shoulders. Before I got dressed she reminded me that every sissy boy must be mindful and perform a cleaning ritual before going out to please a man. She explained to me how to clean my boy pussy with a douche or enema, and I followed as instructed. After finishing the cleansing I felt clean and ready to provide a lucky man with some pleasure. Christina helped me dressed and commented on how delicious I looked. My legs were so feminine that she was jealous of them and my ass was so beautiful she would not mind using her tongue inside of it. Christina got dress after I was already dressed, she got dressed in the bathroom, I guessed she needed privacy. To my surprise she was also dressed as a school girl just that instead of faux leather thigh highs, she was wearing fish-nets, and her halter top was filled with gorgeous C cup breast with nipples hard as a rock that were very visible through her shirt. She caught me looking and asked me if I wanted to touch them or even suck on them, I really wanted to but I thought there will be time. She always offered me anyway every time she caught me envying her breast. Once Christina was ready, we decided to take on the road. Christina owns a beautiful BMW 3 series convertible, and the night was perfect for it. The party was at 11 pm but we decided to get on the road and tease a few men on our way. Christina was a bad girl, and I loved her for that. We left Chris apartment and quickly got on the interstate hwy, it was no time when we had trucker honking their horns and running next to us to take a peek of these two babes. Christina caressed her gorgeous cleavage to tease them, I caressed my legs to drive them wild. At one point we had to exit the highway to put gas in the car, Christina asked me to pump the gas, as I get out of the car I noticed 2 truckers who were following us pulled into the service station and parked a few feet away from the car. As I started pumping the gas I decided to have some fun, and I put the lock on the gas handle and leaned against the back of the car, first facing away from the truckers, my micro mini skirt exposing 100% of my ass as I bent forward, then I turned around and face the truckers. The trucker in the first truck rolled down his window, I started to twirl my pig tails and chew my gum with open mouth. The trucker asked me in a very heavy southern accent "What are you and your mommy upto tonite?" I looked at him straight in the eyes and touched my upper lip with my tongue and said "Nothin'" faking a southern accent, and I look down and back up at him and winked. He was seduced, he opened the door of his truck and started to walk towards me, I saw him accommodating his jeans as his cock was starting to wrong, the man was in heat. I continued looking at his crotch as he walked towards me, and he said "I'm going to the restroom little lady, if you and your mom are interested in joining me, I show you a good time" He touched his crotch and winked at me. I winked back. Christina had been on the phone all this time, I was so tempted to follow that beast and have my first cock of the night, but instead I finished pumping the gas and got back inside the convertible. Chris asked me what the trucker was telling me, I told her the story and she said "You should have lifted your skirt and show your boy clitty, see if he liked it" We laughed. We took to the highway and we noticed the other trucker was still on our pursuit, but Chris lost him once we got near the area where the party was. Before we got to the party we made one more stop. We stopped at an adult store; Chris went inside and quickly came back out with a couple of pocket size glide lube. By the time we made it to the party is past 11:30 pm. The place was packed. There must have been close to 30 people in the party. We walked in and Chris introduced me to Steve her friend. He took me by the hand and said "I have to introduce you to a group of friends who like girls like you, by the way you are gorgeous" We walked through several rooms, they were other younger girls there I recognized a girl from my school but she did not recognized me, I saw one boy from the club as well, my friend Chin. I waved but he did not recognize me either of course I was wearing makeup and fem clothes. We walked across the garden through the pool and we arrived at a small guest house. I walked in with Steve and he introduced me to 2 men in their 50, both in excellent shape. "Gentlemen, say hello to this beauty, she would be your entertainment tonight, she is quiet new, so treat her well" said Steve. "hello I am Jason" said the older of the 2, "I had never seen you before, are you new to the parties?" "Hi, I am Alexis, pleased to meet you", I said. "Yes, this is my first party my friend Christina brought me over, I am staying with her this weekend, so she fixed me up in this outfit, she did my makeup and here I am..." "Hi Alexis, I am Terry, I am so glad you are here, it has been a while since we had a new girly in here, so welcome" "thank you Terry" I said, with that Jason took my hand and walked me inside the room, the room had a nice bar set up, a leather sofa, plush carpet, a large TV screen, soft music, and low light. Steve wished us fun, and then he left and closed the door. Jason sat on the sofa.. "come seat on my lap baby" he guided me with his hand... Jason was a hunk of a man, he was 6ft2 fit, wide shoulders hard pecks, and biceps. Terry was a bit shorter than Jason, but also in shape. I sat on Jason's lap.. "my god you are one gorgeous thing" he said as he started to caress my legs, I opened my legs to allow his hand to go up to my little stiffed cock. "Oh baby your skin is perfect, let's taste those lips" I parted my lips and leaned towards him inviting him to kiss me, pulled me closer to him and I put my knees on each side of his waste and started kissing him, grabbed my ass with both hands and parted it, Terry came from behind and started kissing my checks, and giving me some tongue action. "Come on baby undo my pants and take my cock out" Jason said. I opened his belt and unbuttoned that pants and fished for his cock, what I found was a handful of delicious thick and large uncut cock. I pulled it out and he guided it to my as crack. But he was not ready to fuck me yet. He asked Terry to suck his dick, Terry complied, he was sucking that gorgeous cock as I continued kissing Jason. Jason loved to caressed he was putting his hands all over me, then he asked me to seat next to him, I did as Terry continued sucking his cock, He pushed Terry head away from his cock and said "now you suck me my angel" I leaned forward and started to suck his cock, his cock was delicious, it was thick and veiny, I pulled the foreskin and grabbed the shaft with both hands and started sucking the beautiful head. My mouth was not wide enough for his cock, but I wanted him. Terry got behind me as I started sucking and he started to ream my ass with his tongue. He got me wet and excited. He also moved down and started sucking my cock. I was really enjoying this, when the door opened and Christina entered with another man, the men did not stopped, I was a bit embarrassed but Chris just winked at me. At that moment the man with Chris started to rub Christina's crotch, to my surprise I saw how Christina's little clitty started to get bigger, OMG Christina was a tranny and I never knew. The 3 men were now talking to each other and they brought Chris to the sofa, they asked the two of us to kneel in the sofa and push our butts out, I looked at Chris and her cock was in full view. She was a She-male, full 7 inch cock, full tits, killer body, OMG I wanted to be her. Jason got behind me, and the man that came with Chris stood behind Chris, Terry used a bottle of astroglyde get our pussies ready, Jason got his Veiny cock inside my crack and gently pushed in, Chris looked at me and smiled and said "mmm that is it baby take that cock, show Jason you can love him ball deep" I gasp as Jason passed my second sphincter... "Ohhh baby what an ass you have Alexis, you are delicious" said Jason. Jason started to pump me at steady pace, I heard Chris moan when her man put his dick inside her... I looked and I could see Chris really in pain this man was huge, He was a big black man built like a fighter. Chris was receiving the fucking of her lifetime, I could see her eyes roll back and her mouth open trying to breathe as his gigantic dick entered her pussy ... he was enjoying her tranny pussy. Jason now was pushing me down the sofa, and climbing the sofa to ensure he could burry all his cock inside me, I looked to my side and I found Terry sucking Chris's cock while the Nubian warrior continue fucking Chris. I reached to Chris and we started Kissing, her lips were perfect, Oh my god what a dream, now a lot of things made sense, Chris was a sissy boy at my age and she knew my desires. We kissed until Her man pulled his monster cock from her ass and asked her to suck it. Chris turned around sat on the sofa and started sucking the black man's cock. Jason pulled out as well and asked me to sit and suck... I sat next to Chris and I started to suck Jason but my eyes were on that monster cock. Chris realized I was looking at her man, and he also realized. Jason pulled his cock of my mouth and said "I think you want some black cock Alexis" The black man pulled his cock from Chris' mouth and moved over to me, I hesitantly took the cock with both hands, it was veiny, thick at the base and it tapered down towards the head. The head was a good 7 inches around, with the foreskin pulled back , the shaft got thicker as it move towards the base, and the shaft was a full 12 inches long. It was the biggest cock I had ever seen.. I started sucking the shaft and moving my mouth all over the head. Chris was sucking Jason in the meantime. The black man caressed my face and said. "suck it baby, because after you suck me I will fuck that tranny ass of yours and I want everyone to see me do it" The thought of me being fucked in public excited me I took his cock and shoved it inside my mouth as much as I could he pushed it in past my throat but it was too thick to go further. He pulled it out as I was gasping for air. Then I heard Terry call Steve and let him know they were ready, the doors of the guest house swung open, and all the guest came inside. The black man picked me up and lay me on the carpet. He commanded me to lift my ass and place my head on the floor. I complied I knelt on the carpet, put my shoulders on the floor, my ass in the air and with both hands I parted my butt cheeks. Terry rimmed my ass, spitted on it and then added some Astroglyde lub. Then the black man with his cock like sword stood with his legs apart right above my willing ass, and started to squat down guiding his massive cock straight into my boy pussy. I felt his head enter me, I was so horny, knowing everyone was watching me. When he passed my first sphincter I thought I was going to die... the pain was intense... I felt dizzy. He pushed a little more and he passed the second sphincter, it was agonizing, how could Chris take this massive cock, Chris caressed me and said "it will pass honey, be brave, enjoy the cock" as she said that I relaxed a little bit and allowed the Black warrior to pump my ass.. Everyone in the room was cheering my ability to take that big cock, later I found out he only went in 8 inches and he had stopped because he could not bear giving me pain. He was now fucking me hard, he pulled by arms back to get me as deep as he could without busting my intestine. Jason got in front of me and shoved his cock inside my mouth, I was moaning with pleasure. A looked to the side and I see a line was forming next to Jason there were 4 guys in line with their cocks out, ready to feed me cock. Jason was mouth fucking me as the black man continued fucking me with a steady pace. Jason, yelled I am cumming and he pulled his cock out and sprayed my face with his sweet cum, as he moved out, the next guy in line put his cock in mouth, and started face fucking me deep, I was getting the fucking of my life, a total of 7 guys face fucked me, and cummed in my face, Christina cleaned my face and kissed, me she ate some of the cum, I swallowed some of it as well. After a few minutes the man pulled his massive black cock out of my ass and commanded me to open my mouth, I turned around, knelt in front of him, opened my mouth, grabbed his cock and guided him to my mouth, as he deposited his seed inside my mouth. The night was long, after it was over, I looked around and Christina was being gang banged by 7 guys, she had cocks all around her, they invited me to join her, and I did, we fucked all these men, and took their cum, I was fucked 2 more times by the big black guy, Christina always at my side. By the end of the party Chris took me to her apartment, on the way to her place, she looked at me and said "I hope you enjoyed yourself baby, I always wanted to tell you I was once like you, a confused boy that loved cock. But I did not want to be rejected by you and Marissa. Please keep the fact that I have a cock to your-self. Marissa does not know yet, but I am planning on telling her soon" I agreed. When we got to her place, we showered together and then we got in bed. We kissed and played a little in bed but we were both exhausted and she spooned me and place her delicious cock right on my crack and we slept until the next day.