When I was in high school, I was seventeen-years-old and dating an older man. He was forty-years-old and very handsome. He had taken me out to dinner and for ice cream and for walks on the beach. We had held hands and kissed but had never gone any further, but I knew he wanted to go further by the way he looked at me when we were riding in his car. I would see him looking down at my sexy, smooth tan legs and I would know, instinctively, he wanted what I had between them.
Darryl had already been taking me out for six months while I was dressed as a boy when I decided to let him know I like wearing panties and bras for men to see me in. I had already been wearing sexy girl clothes for other men at the adult bookstore, but not for Darryl who lived in my apartments and made friends with me at the swimming pool last summer. I was already having sex with the handsome lifeguard every day, so I just thought of Darryl as a friend.
Then in October, Darryl took me out to dinner and treated me like a guy treats his girlfriend. He opened and closed the car door for me, took to me to a nice restaurant and paid for the dinner. Then he took me for a romantic moonlit walk on the beach where he held my hand while we walked together. Finally, he took me in his arms and kissed me and he told me he was in love with me. It was magical to me to be treated like a teenage girl by such a handsome, well-built, older man.
Darryl started taking me on lots of other dates. One of his favorite dates to take me on was to buy ice cream cones for me. He would buy me soft ice cream cones and I would lick them very seductively while he watched. I knew he was getting hard for me down in his pants, imagining I was licking him like he was an ice cream cone. Then we would be driving home and he would reach over and put his hand between my thighs, and rub me up and down very tenderly down there. It was all so sweet to this sexy seventeen-year-old. I had been sad when my lifeguard boyfriend had to go away to college after the summer, so it was nice to have Darryl to be my new boyfriend, now.
But we had never had sex, even though he had been taking me out on dates for five months. One time, in the back of a movie theater where no one could see us, we made out for two hours during the movie. He felt my tits and reached in my jeans and played with my clitty dick. And, of course, I rubbed his big cock for him through his pants. It felt humongous compared to the cocks on the boys my age I saw in the showers at school. I knew I wanted it in my mouth as soon as I touched it. It was the kind of cock every girl wants, I thought, while playing with it.
The night of making out in the back of the movie theater with lots of heavy petting changed our relationship. We both knew we were ready to take it to another level. I decided to tell Darryl that I was a cross-dresser in private and that I wanted to dress for him. To my surprise, he told me that he already knew I was a cross-dresser because he had seen me wearing sexy shorts and hot pants to the swimming pool to turn on my lifeguard boyfriend the summer before. He told me that was why he was so interested in me because he wanted me to be his first time with a cross-dresser.
This made me feel so special. Not only did Darryl desire me like I was a girl, he had been willing to wait for me to bring up the subject with him first. He told me he didn't want to treat me like I was a dirty little slut. He wanted me to be the sweet girl-next-door to him and get me to fall in love with him for real. That's why he took me for sweet ice cream dates and to the movies and for walks on the beach.
Now, he was asking me if I would take a weekend trip out of town with just him and I. He said he wanted his first time with me to be very special so I would always remember it. Of course, I wanted him, and wanted to please him, too. All the sweet things he did for me, opening doors for me, buying me treats, caressing my thighs, taking me out to dinner like real dates. He deserved to be rewarded with a weekend of sexual favors from the girl he loved. It was just a matter of setting the date, at that point.
It was March then and my junior high school prom was coming up. I knew a lot of girls like to make their first time with their boyfriend on prom night to make it memorable, so that's what I decided I would do with Darryl. Instead of going to my prom, I would go away that Friday for a whole weekend of sexy fun and pleasure with my handsome older boyfriend who loved me. The other girls wouldn't get nearly as much sex as I would get. And my boyfriend had a much bigger one than theirs did.
Ever since I had felt Darryl's cock through his pants in the back of the movie theater, I had wanted to suck it for him. And I enjoyed the way he reached down in my pants and played with me like my little five inch dick was a clit, rubbing it with his fingertips and not stroking it. This prolonged the pleasure I was feeling throughout the movie while we made out for two hours in the back of the theater like boyfriend and girlfriend. It was an innocent way to get to know each other, physically. But I knew we both wanted more.
I was into dressing up in lingerie in my bedroom at night and making myself feel pretty for a man. I would put on my panties and bras and stockings and garters and teddies and high heels. Then I would put on a wig and makeup and lipstick and eyeliner and nail polish like I was getting ready for a man to have me. I started to imagine that it was Darryl, my new boyfriend, who was having me that night. I knew he was taking his time with me because he was so much older than me, so I was basically being a tease with him the whole time I waited for him to have me.
That's what high school girls do. They tease their boyfriends with flirting and kissing and holding hands to keep them interested and coming back for more. So, after six months of having his cock teased by me on dates, you can imagine how much Darryl wanted to rip off my clothes and have wild sex with me all night. And the fact that he was going to do it to me on the night of my junior prom made it even more special.
I would wear a sexy cocktail dress and heels and some new lingerie and pretend I was the prom queen for Darryl, my prom king. He was taking me away for the weekend to a nice resort hotel on the ocean where we would have a big suite all to ourselves, over-looking the ocean. He would pay for everything, including my prom dress and lingerie to wear all weekend. And I was going to have fun shopping and buying the sexy things to wear for him. It felt like I was really going to the prom.
I had ended up with my mother's big ten inch dildo vibrator when she left. And I liked to use it on myself every night at bedtime and imagine it was a man. I started to imagine every night that it was Darryl's dick that was in me and it was on my prom night after the dance at a hotel. Knowing it was really going to happen made the fantasy become so real that my clitty dick would soak the sheets after I got done fucking myself with the vibrator.
So, there was a million levels of lust going on between Darryl and I by the time the big night of the junior prom arrived for me. I was just like an innocent little high school girl to him, so having sex with me for the first time on prom night was perfect for him, too. It supported his fantasy of me being a cute girl-next-door. He didn't know the me who had been to the adult bookstore dressed and having dirty sex. He wanted sex with me to be a lovely experience I would always treasure and remember.
To me, there was also the fact that he was my real boyfriend, so I wanted to make sure I really pleased him better than any other girl ever pleased him. I began to practice giving oral to him by sucking on my eight inch dildo while I fucked myself in the ass with my ten incher. I didn't know if Darryl would still think of me as a sweet innocent girl if he knew I was doing this, every night of the week. I was a sweet innocent girl at home by myself wishing I had his cock in my mouth and in my ass, all night long. And now I was about to get that from him on prom night. It couldn't have been more special to me.
There was also the excitement for me of being with an older man. Since I always felt like a sweet teen girl every time I dressed, the thought was natural to me to make love to a man who was old enough to be my daddy --- men who had stubble on their chins from their five o'clock shadows, instead of soft faces like boys my age.
I knew I could handle an older man's cock because my first boyfriend, the pool lifeguard the summer before, was a well-built college boy with a nine inch cock and I sucked it every day for him. Now, I wanted Darryl to be my new boyfriend I dressed for and sucked, every day. So, you can imagine how nervous I was and wanting everything to be perfect and wonderful and I felt just like a real seventeen-year-old girl waiting for her junior prom night with her handsome boyfriend. Would I be pretty enough? Would he like the dress I picked? Will he want to kiss me while we're dancing? These were thoughts I was thinking waiting for the big night, the night my boyfriend would have sex with me for the first time and make me officially his girl. What a wonderful feeling it was!
One evening, the week before the prom, I was in Darryl's apartment with him and we were kissing and he was reaching down in my pants and rubbing me through my lace panties and I wanted to let him take my clothes off and have me then. But I had to stop him from going any further, so we could make it more special on prom night. I had limited him to kissing me, feeling up my titties, playing with my little clitty dick and me rubbing his man-size boner through his pants. Now, with him rubbing my clitty through my lace panties, the temptation to let him finally suck me like he was dying to for the past eight months was really hard for me to resist. I don't know how any girl can resist it. Clitties need dick. It's that simple.
There was a coming-of-age feeling all week the week before my junior prom. When a girl is young, her daddy is the most important man in her life, but when she is seventeen she has another man to replace her daddy as the most important man in her life. In my case, it was a man of forty who looked younger than that. He always had a great tan and a beautiful smile, blonde hair and a well-built, muscular body. And he wore aviator sunglasses that made him look really cool to this cute girlyboy in high school still. I was dating a man, not a boy, a man who treated me special and tender every moment we were together. How could I not want to please him the most of anyone I had ever pleased before?
I had seen the way older men looked at me outside the adult bookstore and I just loved being the center of attention for an older man. Whatever I had to do to please him was fine with me because that would keep me being the center of his attention. I had been the center of attention for five months with Darryl while we dated. And I had played it well with him, playing the sweet girl-next-door who is friends with a boy and then starts dating him and then wants to "go all the way with him."
So, all week long before the prom, I looked at it as the night I was going to "go all the way" with my boyfriend. And the anticipation was killing me. I had to put ice cubes on my clitty to cool it off it was so hot for Darryl that week. I needed his lips to satisfy my clitty dick and his cock to satisfy my whole body by letting me suck it and fuck it like a dirty girl all night long.
So, I knew the day after prom night Darryl would no longer look at me as a sweet girl anymore. I would become an experienced woman with men to him. He would know that my needs are the same as they are for any whore woman. I need cock to please just like they do. No matter what the motivation is, money or love, I was going to be a slutty girl who always wants more and more cock and who doesn't care where she has to go to get it. So, I felt I was losing my innocence forever all week before prom also. The girl I was would no longer exist after I gave myself to my boyfriend like I was a dirty little slut whoreboy who loved men's cocks.
This affair with Darryl would lead to lots of other affairs with older men including one, during senior year when I turned eighteen, with my P. E. coach whose cock I had wanted to suck all through high school. I got to suck him all through my last year of high school. I didn't know it, yet, but Darryl liked to be a voyeur and watch me have sex with other men while he hid in the closet and watched.
So, after our wild weekend we had after prom night, he let me use his place to bring older men I met at the adult bookstore. One thing led to another and the men started paying me and Darryl became like my pimp who got to fuck me and suck me after the men left. So, I really was losing a lot of my innocence on prom night, a feeling I'm sure every girl has. It made it really special to me to know that he really did love me and want me like a girl, too.
I had had lots of experience dressing as a girl in my bedroom and I had been to the adult bookstore dressed a few times and met men for sex, but I had never spent a whole weekend dressed in sexy lingerie for a man. So, my clitty stayed hard all week just from me thinking about my cum-loving weekend to come.
On Thursday night, I packed my bag full of all my sexy lingerie I was going to wear for Daryl. We were planning to leave right after school on Friday. We would drive two hours to a resort hotel on the ocean and then I would get dressed as a girl for her prom in her dress and sexy lingerie and be a complete girl for my boyfriend all weekend, never acting like a boy for him again.
I didn't know it, yet, but Darryl was my Svengali, the charmer who takes an innocent girl and makes her into the kind of girl he likes, sexy, dirty and wild. He said he loved me but he passed me around to other men so he could watch me suck their cocks and fuck them for his pleasure. Then he started having group sex with me and the other men. I became his ticket to get lots of other men to suck and fuck, since most of the men from the adult bookstore didn't care if they were being sucked by a man or a woman or tranny. They just wanted blow jobs.
Darryl was a gay male who had his first experiences with men while in the army. And he loved sucking men's cocks as much as I did. But being an older male now, he wasn't getting as much. So, I was the lure who he could use to get lots of naked horny men to suck on. So, I thought it was only fair for him to let me use his house for free to turn my tricks for money. I was the star attraction. Without me, there would be no dick for him since it was my hot young lips and ass that men wanted. But Darryl enjoyed getting sloppy seconds after I was with one of my clients. I used his spare bedroom for my tricks and then Darryl took any in his bedroom who wanted more head. It became a great arrangement.
So, driving to the resort with Darryl for the weekend in the car, I felt the past leaving me and I was leaving it. Whatever would have happened in my life if I had gone to the prom with a girl would no longer exist after this night of hot and wonderful passion. Because I knew after this night that I am a tranny girl who needs men with all her heart and being with them would never seem wrong again after Darryl made me his sexy little girlfriend.
In hindsight, I think I stopped growing emotionally after that night, so I still have the seventeen-year-old-girl inside of me. That's why I still like sucking and fucking men, but I also like it when they buy me ice cream and hold hands with me, too. I'm a teenage girl at heart and have that same spirit now.
When we arrived at the hotel, I waited in the car while Darryl checked into our room. Then we pulled down and used a side entrance to the hotel so we could be discreet about our weekend in paradise together. When Darryl came back and got into the car, I felt is was time to tell him about my past. He pulled down to the end of the parking lot where had some privacy.
"Darryl, "I said. "I'm not really the sweet girl you think I am. I had a boyfriend last summer whose cock I sucked, every day. And now, I want you to be my boyfriend and let me suck your cock , every day."
"That's okay, Courtney," he said. "I was willing to wait as long as you wanted just the same."
"There's something else," I said. "I haven't been true to you. Since we've been dating, I've gone to the adult bookstore dressed as a girl and had sex with a few different men in their cars and I even spent the night with one in his house."
"So, you're really a slutty little girl who likes lots of cock from different men, but you wanted me to be your sweet boyfriend who takes you for ice cream."
I laughed. "Well, you did like to watch me lick the cones," I said.
"I sure did. I could tell by the way you licked those cones that you were an experienced cocksucker, Courtney. My cock was so hard watching you do it. That's why I always took you for ice cream so you could turn me on."
I smiled. "So, that did turn you on?"
"Every time, my dear."
"And you knew I was experienced with other men?"
"Yes, doll," said Darryl. "You shake your ass just like a girl when you walk. Any guy experienced with gay boys knows when one likes cock in his ass."
I was shocked. "You mean, you know I like cock in my ass?"
Now, he laughed. "Of course, doll."
"Do you know that I put a big dildo in my ass every night and I wish it was your cock instead?"
"I didn't know that. But I've been wanting to give you the best blow job you ever had ever since we met?"
"Yes. That's what I'm into. I like to give blow jobs to young men for hours. I like looking at their sweet faces and knowing they love my mouth on their cocks."
I suddenly smiled widely. "Well, I'm going to be happy to let you do that."
It felt good to be honest with Darryl about my past. I didn't want him to be shocked to learn that I am an experienced tranny girl when I showed him I knew everything a man likes, tonight. I figured it would help avoid having to explain later. This way, he knew I had been honest with him.
We got out of the car and carried our bags to the hotel side elevator. We went to our penthouse suite where I would learn how to be a tranny whore for men, this weekend. After Darryl learned what a dirty slut I was, he set me up with other men who paid me to have sex with them. It turned out that the resort where Darryl took me was a gay hotel where there were lots and lots of men who loved being with a sexy teenage girlyboy.
It started out with Darryl complimenting me, telling me I was beautiful and sexy. He said, I should be flattered to be with lots of men because it meant I was a hot chick that many men wanted. He said he wanted to show me off in front of them in my prom dress down at the bar in the hotel, tonight. This made me excited while I was getting my shower before putting my prom dress on.
If Darryl wanted to show me off to other men, it must mean I'm hot. I couldn't wait to get into my panties and my dress and my high heels and be taken to the bar downstairs and showed off to all the guys there as a hot young tranny who was ready for their hard cocks.
It was my coming out party as a tranny girl and I was going to love it. First, I had to take a nice warm bath and get my body ready for my boyfriend to enjoy. I still had peach fuzz on my legs, so I didn't have to shave. But I had to clean myself good down between my legs where I'm sure every girl tries to clean herself good for a man.
When I stepped out of the bathtub, Darryl entered and saw me naked. His eyes bugged out of his head when he saw me and he smiled widely at me. Without a sound, he came forward and kneeled before me. Before I knew it, he had my little five inch clitty dick in his mouth and he was sucking on it.
As my handsome, older boyfriend sucked my dickie for the first time, I felt it growing bigger and bigger and in his mouth. This is what he had been waiting for for six months since we had been dating, the chance to finally suck on my dick like a horny queer boy. It was what he liked to do the most. Darryl liked sucking dicks as much as I did and that's a lot. With my little clitty dick in his mouth, he was the happiest I had ever seen him. He bobbed up and down on it, covering every inch of it with his lips. His tongue was doing wonderful things to the soft underside of my dickie while his lips bobbed up and down.
It felt so terrific to be treated like a girl coming out of the bath being eaten by her boyfriend who she had just cleaned herself good for. Although Darryl was wearing his clothes so I couldn't see, I'm sure he had a big boner down in his pants ready for me when he got done sucking me off. I couldn't wait to get him on the bed and strip his clothes off and suck his cock, too. He was such a handsome hunk and he had always been so sweet to me, so I was ready to please his manhood the way I knew he wanted me to.
I came to learn that Darryl wasn't into anal sex. He only liked exchanging mutual blow jobs with a man, but he wouldn't penetrate their ass or let them penetrate his. This was very disappointing to a seventeen-year-old girlyboy who had been using a ten inch vibrating dildo on her ass for the past several months. While I loved knowing that my boyfriend was good at sucking dick, I was disappointed that he wouldn't treat me fully as a girl who had the need for a big boner inside her. I needed dick in my ass to make me feel like a girl on prom night.
After I shot my sticky load of cum into his mouth, Darryl licked it up like it was sweet candy. I felt really good to know that he was so pleased with my cum.
"You taste good, babe," he said as he stood up and kissed me on the lips.
I could taste my own sweet cum on his tongue and it felt kinky to me to kiss a man whose mouth had my own cum in it. It turned me on all over again. I figured it was time for me to suck Darryl's cock. But when our lips parted after kissing, he told me to get dressed.
"Put your dress on, little girl," he said. "I'm going to take you out to dinner."
I came to learn that Darryl did not want me as a girl. He was a gay man who only liked sucking on boys and men. That's why he came and sucked me off when I got out of the shower, so he could have me as a boy. He didn't want me as a girl in her bra and panties the way I liked to turn men on. My vision of having my boyfriend make love to me like a girl on prom night was blown away with that one little suck job he gave me in the bathroom. If he had wanted me as a girl, he would have waited for me to get dressed as one before he sucked me.
He let me know that he had bought me the prom dress and shoes and lots of lingerie to wear because he wanted to use me as bait to bring men up to our room so he could watch me have sex with them for hours while jerked off in the closet. Then when I was done having sex with them, he wanted me to ask them if it was okay if my boyfriend sucked their cocks, too. If they said 'yes,' Darryl would come out of the closet and suck on the cocks I had just been fucked by. Being a sexy seventeen-year-old girlyboy, I was intrigued by Darryl's offer. I was sure I would enjoy all the sex I was having with strange men and knowing I would have Darryl there to protect me in case they tried to hurt me.
I suddenly felt like I was a whore and Darryl was my pimp, my older pimp daddy who would set me up with lots of cock to suck and fuck, all night long. And then he would sleep with me, spooning with me and putting his big eight inch cock between my ass cheeks while we slept. His plan to use me as bait to attract men up to our room sounded fantastic to me. I had already been sucking and fucking strange men I met the adult bookstore, so sucking and fucking them at a gay resort on the ocean would be pretty much the same, only I would have my boyfriend watching me do it while he beats off in the closet.
The way we did it was, Darryl would set me up with a man at the hotel bar. He would tell them that I was going to take them to our room for sex, after they got to know me first. Then I would come over and talk to the man and flirt with him like a girl, while Darryl went to our room and waited to hide in the closet when we came. Then when I was done, I would tell them my boyfriend is a good cocksucker, too. And I'd ask them if he could suck on them. If they said 'yes,' I would say "It's time for gay men to come out of the closet." And Darryl would come out and get it on with the man I had just been with. In the meantime, I would get dressed and go back to the bar to get another man to suck and fuck.
Wow! I couldn't believe that my prom night was going to be this wonderful. I liked Darryl as my boyfriend who was sweet and nice to me, but I still wanted to suck and fuck other men. I felt I was too young for a committed relationship with just one man. I didn't think one man could satisfy me and, in the case of Darryl, he sure couldn't. I needed a man who wanted my ass like it was a girl's pussy, plain and simple. I wanted every man to think my ass was a cunt they needed their cock in it. I was especially ready to be fucked hard on my prom night, as I'm sure many girls are.
Being an experienced older man who liked sucking cocks as much as me, I am sure Darryl wasn't satisfied sucking on my little five inch clitty dick. He would definitely want something bigger in his mouth before the night was through and I was determined to get it for him. I put on my panties and my bra and my wig and then I started doing my nails and makeup and lipstick. It took awhile because I wanted to be extra pretty tonight when he took me out.
Finally, it was time to get into my prom dress. It was a light blue, sweetheart mini-dress made of chiffon and it had rhinestones sewn on up near the small cups for my breasts. The second I put it on I felt prettier than ever and ready to satisfy all of my boyfriends, at once. Down in my little black lace panties my clitty dick was stirring under my dress. I admired myself in the bathroom mirror for awhile before showing Darryl, my handsome blonde boyfriend.
"Honey, you look just like a girl in that dress," said Darryl. "The boy are all going to want to get into your panties."
The light blue mini-dress did highlight my sexy legs and with the high heels on it would show off my ass, too, since the high heels made me lean forward when I walked. I had already practiced strutting like a sexy girl in my dress and high heels at home. Now, it felt so good to be ready to do it for real for all the men in the gay hotel we were staying in. Every man was a potential sex partner to a hot young girl in a sexy dress. I was hoping I could get a lot of them.
My clitty dick was still hard in my black lace panty and in need of another blowjob from my handsome boyfriend. I pulled up my dress and showed him. He took my hand and led me over to the bed like a gentleman. Then he sat on the edge of the bed and gave me another wonderful blow job while I stood in front of him feeling like a girl on prom night being eaten by her boyfriend before they went to the dance. Darryl was such a good handsome cocksucker, it didn't take him long to suck down another load of my love juice. I felt like such a lucky girl to have a boyfriend so special.
Darryl wore a mod dark suit and I wore my light blue sweetheart mini-dress and we went downstairs to the hotel dining room for dinner. He even gave me a corsage to wear, a purple and white orchid with a sprig of baby's breath. It was beautiful and wearing it made me feel beautiful, too. Besides, dressing in hot pants and a black leotard and sometimes stockings and going to the adult bookstore, I had never been out in public dressed as a real girl. I really did feel like a prom queen with her king being arm-in-arm with my handsome boyfriend. Later, Darryl would become more like a chaperone as I met handsome younger men I wanted to be with that evening.
Darryl had already reserved our table and we were led to it by a French-speaking maître 'd. The maître 'd pulled out my chair for me like he would for a girl and I was flattered to get such treatment. I was used to Darryl doing sweet things for me, but now I was being treated sweetly by a stranger. It must be the dress, I thought. I look like a sweet young woman in it, so men would treat me like one. This really was a coming out party for this tranny girl who wanted to learn what she was worth to men. Apparently, I was worth a lot because Darryl said he intended to charge men one hundred dollars to have sex with me for one hour while he watched from the closet.
Sitting with him at the table reading the menu, I began to get excited about the night ahead. Knowing I was going to have lots of men desiring me as a girl gave me the confidence to be sexy. A girl needs to know she is desirable to a man and I was no different. I wanted to be the sexiest girl I could be for the men to see and want to be with. With my strapless dress revealing my bare shoulders and my back, I felt extra sexy already. This was why girls wore these sexy mini-dresses, I thought, to make the boys horny for them. I was happy to be wearing one, too.
I decided to have a light supper so I could be light on my toes for dancing after dinner, so I had the scallops. Darryl had a big meaty red steak that he ate with a fork in one a hand and a knife in the other. We were both happy with the meal and we left for the night club at the hotel feeling good. There was a live band performing at nine o'clock and a DJ to play songs between sets, so we were in for an entertaining night.
As soon as we walked into the club, the DJ saw me and he played a good dance song. I asked Darryl if he minded if I danced alone. After the big steak dinner he ate, he was glad to let me dance all by myself. I headed for the dance floor ready to show off my sexy body in the blue mini-dress to all of the young men in the club. Darryl told me he liked sucking on younger men's cocks, so he told me to concentrate on them first. He said he liked them eighteen to twenty-five. I saw a few men in the club who were that age and I intended for them to notice me.
It felt strange to be out with my boyfriend and looking to hook up with other men for his pleasure and mine. That's what girls do for their boyfriends, they fulfill their wishes when they really love them. And I thought I was in love with Darryl and I wanted to fulfill his wishes.
The plan was to get men interested in me for sex and then Darryl would approach them and tell them he was my pimp and set up the sexual encounters. We would do it tonight in the night club. And then, the next day, I could sunbathe naked next to the clothing optional swimming pool and attract even more men to my young loins.
I was wearing a blonde wig that I was sure would be noticed by lots of men; after all, "blondes have more fun." On the dark dance floor, my blonde hair would really stand out.
It felt wonderful to feel like a whore for the very first time on the night of my junior prom. Before when I dressed as a tranny tramp and went to the adult bookstore and some men paid me for sex, I was just a young girl exploring her sexuality. Now, I felt in command. I was a professional whoreboy with a pimp to support me in getting all the cock I desired for money. And that made me feel sexy and very desired as I began my performance for all the men in my cute sweetheart mini-dress with my little black G-string ready to be shown off underneath the fluffy light blue chiffon dress.
I was immediately hit on by a big handsome forty-six-year-old man and a cute twenty-four-year-old. They came over to watch me dance and they stood right next to the dance floor smiling at me the whole time. They obviously liked my performance and they especially liked seeing my sexy legs highlighted by my blue mini-dress and high heels. They kept looking down at my legs and licking their lips with their tongues and I knew I had picked the right dress. These two men were as horny as wildcats for me already. I felt like such a sexy little kitty ready to drink the milk from their big cocks.
I knew the older man had a big cock because he was so tall. I had learned taller men have bigger cocks and I liked older men with big cocks a lot. This one was so handsome, besides. I saw him put his hand in his pants pocket, reaching for his cock I was sure was growing from looking at me dancing in my pretty blue mini-dress like a girl.
I looked down and saw him rubbing him cock and he was smiling at me. I licked my lips full around with my tongue to show him what I wanted to do to his hard cock. Every time I did that outside the adult bookstore, the man would stop and talk to me. I knew that they wanted my lips and my lips wanted their cocks to suck. It was an easy deal to make.
Then there was the cute twenty-four-year-old who was interested in me, too. He was my size and he was dancing his way toward me. I decided to play both men like a sweet little flirting girl who has to decide which dick she wants to suck. I would see how my sexy body could attract men and what they were willing to do for it.
According to Darryl, my body was worth a lot because I was the hot young stuff that horny men like to have, just being seventeen. Now, I was being approached by two men who wanted me and I had just got on the dance floor. I got the feeling that the prostitution business was going to come easy to me. I would consider it earning a living at what I'm good at. And I had gotten lots of practice at the adult bookstore already, sucking men off in their cars or going to their houses.
I came to learn that Darryl once had a brothel of young gay males and he knew how to take boys seventeen or eighteen-years-old and turn them into hookers. Just like with me, he got to watch them with their clients and join them afterwards.
So, I didn't know when he was opening doors for me and lighting cigarettes for me and taking me for walks holding hands on the beach, I didn't know he was grooming me to be a whore he got to watch and participate with for his pleasure. He told me he knew I was sucking my lifeguard boyfriend's cock every day in the pool house at our apartments, the summer before. He said, why else would I spend so much time in there with him?
So, like a sweet young thing about to be deflowered by lots of men on the night of her junior prom, I smiled and danced sexier than ever before. I had practiced dancing in high heels and had gotten good at it, so I could be a private dancer for men and give them lap dances. This is what I felt like on the dance floor dancing with my cute dance partner, a sweet high school girl about to go give a private dance to my sweet-looking new partner. He was thoughtful, too. The first thing he asked me was what I was drinking.
Like a sweet girl, I said, "I want a Shirley Temple."
My young suitor ran off to buy me a Shirley Temple. I ordered a sweet girly drink to be thought of as a sweet girl by all the men, the same reason I was wearing my cute blonde wig and sexy mini-dress. I really did look like a cute blonde girl dancing in a pretty blue dress to the men watching. So, the tall handsome forty-six-year-old man came forward after my dancing partner left to buy me a drink. He wanted to move in on me while my other suitor was gone.
"Are you for sale?" he asked.
Like a shy, bashful girl, I pointed at Darryl. "You have to talk my daddy," I said.
The tall man looked at Darryl then back at me.
"Don't leave with anyone else," he said. "I want you."
He turned and left to go talk to Darryl, my first pimp and my first client he got me talking about buying and selling me, only I got to keep all the money so I felt good about my pimp. I just had to put on a show for him while I sucked and fucked this tall handsome older man.
It was going to be a pleasure being a stripper giving him a lap dance in my prom dress. And then letting him take it off me and fuck me like a whore. I was starting to love my job just thinking about it. But I couldn't wait to get to the room with my first trick of the night. He was so tall and handsome and I was sure his dick was big.
While the older gentleman went to talk to Darryl, the twenty-four-year-old came back with my drink and one for him. He toasted "To us!" and I was flattered that he considered me his already by calling me part of "Us." He immediately felt like a boyfriend. Every man should learn to say that to a girl. It makes her heart beat faster, I know, because mine started beating faster when my cute "new boyfriend" said it to me.
Seventeen-year-old girls' hearts go from one boy to the next, I learned, because mine had just gone from the handsome older man to the younger one in minutes. I knew there was going to be trouble as soon as my cute "new boyfriend" called us "Us." How many cute teen girls are fought over by boys?
I was about to become one of those girls; on the dance floor the night of my junior prom dance, two men were going to fight to see which one would get to take my panties off, first. And my life felt perfect, at that moment.
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<a href="http://www.lushstories.com/stories/crossdressing/prom-night.aspx">Prom Night</a>