"Fuck you!" and with a swift mule kick with my platform heel, I knocked Charles on his ass grabbed my backpack with my boy clothes, ran up the basement stairs, and told Charles' mother "your son is an asshole!" Left the house, started the car and cried until I found a place I could change clothes in a safe place. And cried some more. In my mind, all I could think was "Why? How could he be this much of an asshole?"
It was only 2 yrs ago when I was 16, still in high school working part time so I had extra money for college and whatever else I needed, like a car or a new outfit. My first sexual experience was with my friend in school, but since he moved out of the state I didn't have anyone to fool with. The girls that I wanted to date were a tad stuck up for my tastes. On summer vacation, I had the day off and was in desperate need of some new heels, the place I used to go to hired a classmate. The store I would get my clothes cheap didn't have shoes in my size, women's size 12, let me break in here by saying, I'm not a passable girl, I know I'm a little overweight, 5'11" so in heels it would put me over the 6', but I do have incredible legs, and awesome eyes if I do say so, back to the story. And the only thing left was a S-Mart, but there were classmates as well. I called different places trying to find footwear in my size and if there was a place I could try them on, either I got the manager who didn't think I was funny and hung up on me or I found the comedian who would joke at my expense.
I finally found a place that a)had my size and b) was willing to let me try them on there, bad part is was 45 minutes via bus. Charles, the manager of footwear in the department store told me he would move them to the side for me, and I could come down and he will take me in his office. I shaved every part of my body, I slid the panties on, then the pantyhose and I put a skirt on, under my baggiest pants I could find. Here it is in the middle of summer, wearing close to 3 layers of clothes (counting the pantyhose) and taking a bus across town, I think I lost weight in sweat. Luckily the top I had could have gone both ways (male or female). Once I got off the bus, I went into the department store asking for Charles.
Once Charles showed up, he wasn't a hunk of a man, but not bad looking, late 20s or early 30s, curly brown hair, green eyes. "Chris?"
"That's me!" I said; heart was beating a hundred miles per second.
"Follow me!" he walks me past the displays into the backroom and then into an office, "Come in! I really didn't know if you were going to show up or not."
"Neither did I! So not to be rude, but what shoes did you put to the side?" he took the cue and went to behind his desk and pulled a box full of shoes out.
I will not lie, there was 5 pairs of shoes, a orthopedic pair of sandals my grandma would wear, a pair of flip flops, a pair of white shoes, that looks like a nurses shoe, a pair of black flats and a pair of wooden heel slides with a small hole in the heel for a string for a wrap-ups the leg (included thank you very much). I take the flats and the slides out of the box, first thing size is right? Check! Price? Flats $9.99 and the slides are $22.99. Yipes! Well at least I can try them on, and this is when I look at Charles and ask him if I could try them on.
"Go ahead!" "Well, will I do it with nobody around? I have a skirt and pantyhose underneath and I want to see how they look." "Guess you have 2 options, either try them here or you can leave."
Guess I have no choice, after making sure the door is closed, I sit down and take my shoes and socks off, and slide the pants off. My black skirt needed to be adjusted along with my pantyhose, but all in all, not bad, slightly sweaty but not too bad.
I put the flats on, not a bad look. With the nylons they slip a little, but not much, now the slides, I think I'm in love they feel right even without the ties to go up the leg. Charles asks me to sit down in front of his desk.
"So how long have you been dressing?"
"Since I was about 9, started with my mom's shoes, then carried over to her clothes."
As I'm talking to him I feel like I'm interviewing for a job, but it felt great to slide my feet in and out of the slides, or cross my legs with the shoe dangling. Then he asked more:
"Have you ever dress in front of anyone else?"
"Yes, my best friend in high school, but he moved so I haven't done this for a few months."
For some reason I felt relaxed with Charles, even the question felt like a as a matter of fact, and you know what the next question is, I didn't I wasn't even thinking of it at the time.
"So did you two ever do anything, sexual?" No smile, no smirk, Charles said it with a straight face. "If you don't want to answer I understand."
I think I sweated more know then I did on the bus, "No! It's ok, we kissed, and I gave him a hand job a few times, before he moved I gave him a blowjob." My feet were moving fast in and out of the slides, sweat was actually flowing, but I also had a hard on thinking of the experience.
He could tell I was nervous now, "So which pair have you decided to take?"
Phew! The interrogation was over. "Well I'll take the flats, I love the slides but I don't have that much." He got up from behind the desk and stood next to me, asked me to try the flats on, I did. They felt good not a bad purchase he asked me to walk away from him and towards him, "the slides" he said. I did the same, but the walk was different almost like a model on a runway. He asked me to walk away from him again, but don't turn around and I looked forward. "I will make you an offer," was what I heard from behind, I could feel his body heat behind me. "...you could take the flats and pay for them upfront, or ...turn around" I turned beet red, as he moved my hand over his cock. "You could give me a blowjob and I give you those slides!"
I slid down, until I was face to face with his cock. He was about 6" not too big not too small. The cock felt nice, as I kissed the head. I licked from the base of his cock all the way to the head and swirled my tongue around the head, I got into a better position, so I could enjoy what my friend hasn't given me. He asked for me to move my hands, and he squeezed the precum out, I put my lips around the hole and use my tongue to get the leakage, it was strong but it tasted good. I keep moving my mouth up and down his shaft with the head hitting my throat, choking a couple of times, I went back to work on his cock, he had his hands on head, not to thrust, just playing with my hair as I enjoyed his member in my mouth. Unfortunately, I needed a break from his cock, and he was jerking himself off using my saliva as a lube, when I caught my breath, I wanted his cock some more, but he was jerking faster and faster, I sucked on his balls, his pants were getting heavier, until I heard him say, "Open your mouth!" I closed my eyes and open my mouth, he put the head of his cock in my mouth I use my tongue to excite him even more, then he came, I felt the cock hurl his load from the head, the muscles twitching to get the last remaining drops out, I swallowed what I could, the rest I had in my mouth, and he gently pulled out of my mouth, I swallowed the remaining cum. I stood up, his cock was slowly calming down, and with one final squeeze from his hands, he had the last drops coming out, I put my foot out to catch the last bit.
Once we straightened ourselves out he wrapped the shoes in a bag, gave me his phone number and told me to call him. He let me out through the back of the store, once I realized I was at, I took the bus ride home. I tried to sit by myself so I can look at my reward of doing a good job, but then again I can still taste it.
To be continued...
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