I become a sissy boy.
These events are more or less true. If you haven't read the previous chapters you probably should so you will know what has gone on up till now.
Ed, Leo and I got in the car and headed for home. It had been a wonderful birthday party. I had sucked and fucked 9 guys and consumed a like number of loads of wonderful man cum. Ed handed me the paper bag cock number one had brought back to the party. I pulled out the magazine that was in it and was surprised by the title. "Sissy Boy Review" and on the cover was this beautiful young thing, all dressed up in her finest cloths. As I thumbed thru it I saw 5 of the most beautiful little girls I had ever seen. But the thing that really got me was they weren't girls, they were boys. Little dicks and all. I read the magazine from cover to cover and the more I read the hornerier I got. Finally I told them guys one of them had to get in the back seat with me. I had to have something to play with. They did and before we got home I had consumed loads number 10 and 11. After they let me off at my house I ran to my room and reread the mag. I vowed I had to get some girls cloths that really fir.
I was so excited walking back to the dressing room. For the first time I would be entirely dressed in girls cloths. I had worn my Mom's bra and panties but they were too big but now the cloths in my arms would fit like they were supposed to. I had decided I want to get some girls cloths of my own so finally convinced myself I could do it and biked down to the Goodwill Store. It was late in the afternoon when I arrived so there weren't very many people around. I wandered around a little inside the store and then headed for the girls section. I kept watching but no one noticed this boy fingering the girl's undies and bras and picking out a plain white blouse, dark blue skirt, white bra and panty set and long blue stockings. I was down on my hands and knees going thru a box of shoes when I sensed someone close to me. Then there were a pair of men's shoes beside my leg. I sat back on my haunches and there was a man's crotch about 6 inches from my face.
"And what's going on here?" the man asked.
"My sister has been very sick but now getting better. I wanted to surprise her with some new cloths but don't have much money to spend," I replied.
I looked up at the man as I spoke and my eyes were glued to his. Then they dropped down and examined the crotch before me and looked back up.
"Could it be possible that that is only and excuse, that these cloths are really for you?" The man asked.
I stammered a little as I finally got the truth out, "Yes Sir," I replied.
"Well finish picking out the shoes and then go to dressing room number 3 and try them on. Wait there until I come and get you after I close the store and everyone else is gone."
Thus it was that I was on the way to the dressing room with a complete outfit of girl's cloths to try on. I entered the dressing room and in nothing flat was standing nude before the full length mirror. First I picked up the panties and before putting them on I buried my nose in the crotch wondering what beautiful young thing had worn them before. I had a bit of trouble getting them on over my hardon. The bra was a simple one but I had learned from trying on Mom's that it was much easier to put the clasp together in front and then slip the bra around and put my arms thru the straps. The blouse fit beautifully as did the skirt. The stockings were a little small but would work and the sandals completed the outfit. I was strutting in front of the mirror when the man asked if I was ready. I told him I was and stepped out side the room.
"Wow you make a beautiful little girl?" the man exclaimed. "Turn around and let me get a full review."
I did and felt really beautiful as I held my skirt our with one hand and sort of danced around several times.
"Get your things and follow me to my office," I was ordered.
I grabbed the sack of my cloths and followed the man to the back of the store. In his office was his desk, a cupboard with a printer on it and a small love seat type thing. I was told to set there and he sat in his chair behind the desk.
"My name is Arnold, what's yours?" I was asked.
"Allen," I replied.
"No your sissy boy name?"
"I don't have one," I said.
"That's kind of strange. Usually sissy boy's adopt and girls name when they begin their new life style."
"This is the first time I've dressed in girls cloths," I told the man.
"Do you like wearing them?" he asked.
I broke into a big grin as I replied, "OH yes sir, I really do."
"Well then I'm going to name you Alle then, how's that?" he asked
"I like it," I said and then repeated it several times. "I really like my new name." "And do you like men?" he asked.
"Oh yes, I really like men," I said.
"And what do you like to do for men?"
"I like giving them pleasure," was my reply.
"And how do you do that?"
I sort of hesitated and then said, "With my mouth, my lips, my tongue, my hands and my rosebud."
With that Arnold swung his chair around so he was facing the side and instructed me to come over and demonstrate. "Bring that pillow," he instructed me. I thought to myself he was very considerate.
When I went around his desk I saw him laid back in his chair, his arms resting on the arms of the chair and a very large bulge in his trousers. I lowered myself down and kneeled between his legs on the pillow. I undid his belt, the top button and the zipper. I had great difficulty getting his cock out because it was size very large and very hard. I asked him if we could take his pants off one leg and he said yes. I pulled pants and underwear down and off. Then I approached this blowjob like I usually did, pressing his cock against his stomach as I first licked his ball sack, the crease between them and his thighs and then sucked each ball into my mouth and played with them. Then I licked up the shaft of his cock and took the head of this great hunk of meat in between my lips.
"Oh you are very good at giving pleasure," he sort of moaned. "It's not going to take much of this and I'm going to fill your mouth."
It was impossible for me to deep throat this love stick I was playing with but I tried. I settled for just fucking it with my mouth. I don't think I had sucked more then 5 or 6 minutes when he started moving around and moaning and then grabbed my head and pushed his cock as far into my mouth as he could. Then he unloaded. I had taken quite a few loads of cum in my mouth but I think his was the biggest. There was far more cum then I could keep up with no matter how fast I swallowed. It dripped down my chin and ended up on his chair.
I did my usual cleanup job, sucking his cock dry and then licking it clean. Then I told him, "Be careful when you stand up and don't get your cum on your pants. I'm afraid I let a little get away from me."
He sort of smiled as he stood and I bent down and licked all the cum off his chair. As he put his pants back on and finished dressing he told me what a great blowjob I had given him. "I don't have time now but if you come back some late afternoon I'll let you select some cloths from the private collection of sissy boy cloths I have in the back room."
"Oh that would be wonderful," I said, "Would tomorrow afternoon be too soon?"
"I'll look forward to another wonderful session and maybe even try out your pussy," he smiled.
I sort of wiggled my ass at him and said, "You may be too big to fit in my little pussy." But I knew damn good and well we would make it fit. I was then told I would have to leave wearing the cloths I had on because he was late to a meeting and had to get going. I thought this was going to be fun. Riding my boys' bike to my house dressed in girls cloths.
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