I walked out the store looking at the bag of lingerie in my hand and my cock was so hard, I could barely walk. Lisa wanted me to be pretty for our date. I only had some lipstick and eye shadow at home; I needed to figure out how I was going to make myself pretty for her. That's when I walked past the the answer, but could I really do it?
I was standing in front of the Makeup counter in Dillard's. I guess I was just standing there with a glazed over look on my face, when this 18 or 19 year old red head, maybe 5'4" with pert 36 B cup breasts and nice round ass asked, "Is there something I can help you with?”
Before I had the chance to talk myself out of it I said, "Yes. Can you make me to look like a woman with your makeup?"
I think I shocked her at first, but then she got a great big smile on her face and her nipples instantly poked out of her blouse.
She said, “I think there is a beautiful woman just waiting to come out, let's see where she hiding.”
She said, “I think you should come around back, unless you just want people watching.”
I said, “No lets go to the back.”
“What’s your name?” she asked, as she closed the back room door.
“John,” I replied. “What’s yours?”
“My name is Karen, nice to meet you, John.”
She had me sit on a stool and began by cleaning my face with a damp cloth. Karen then began to apply foundation to my face, neck, and upper chest. I couldn't take my eyes off her nipples poking through her blouse. My cock was so hard from staring at her beautiful breasts. Karen had not missed the fact that I was staring at her chest.
She said with a smile, "Since you like the way they look so much, why don't you feel them? They feel better than they look, I know you want to.”
I instantly had my hands on her pert little breasts. Karen just kept applying my makeup, with a huge smile on her face.
She had me close my eyes, as she put eye shadow, eye liner, and mascara on them. As I sat there with my eyes closed, and my hands on her breasts she asked, “Do you like how they feel?”
“Yes,” I said.
She said, “I bet it doesn't feel as good as this." She unzipped my pants and grabbed my cock. That's when she hiked up her skirt up over her hips. She pulled her thong to the side, dipped two fingers into her sweet nectar, and putting them in my mouth, letting me lick, and suck them clean.
She then pulled off my pants and pulled my cock out of my thong. She sat on my cock burring it in her hot, tight pussy. She slowly rocked back and forth, as she continued to apply my makeup. She finished up my transformation with some bright red lipstick.
She showed me what I looked like in a mirror. "What do you think?”
I said, “It’s great, all of it.” She began to speed up her pelvic thrusts as she put the mirror down.
She kissed me deep, and thrust her tongue into my mouth. I sucked her tongue into mine further, as I probed her mouth with my tongue. My cock was throbbing as she rode me. I could feel every time she clenched down on my cock with her sweet pussy.
I unbuttoned her blouse exposing a white lacy bra. I reached around behind her and unhooked it, freeing her beautiful pert breasts. Her breast had large, dark brown aureolas, and nipples that stuck out a half inch.
I began to kiss her breasts, leaving red lipstick marks all over them. As I started sucking on her nipples she arched her back, backwards and began riding my cock faster. I watched her lipstick covered breast bounce as she road me. I felt my balls tighten, and I exploded in her pussy, just as she came on my cock.
Karen slid off my cock, and sucked it into her mouth cleaning me up. She stood up and said, “Your turn to clean me.”
I just looked at her; she wanted me to lick out my cum from her pussy? I told her, “I have never eaten, my cum.”
She said, “A pretty girl like you has never tasted your cum? Well there is a first time for everything.”
She pulled me off the stool, and pushed me onto my knees. I looked at her beautiful pussy; it was shaved all but a thin patch of red hair at the top. Her pussy was soaked with her cum, and then I saw some of my pearly white cum starting to trickle out. Karen said, “What are you waiting for?” I guess I wasn't moving fast enough for her, she grabbed my hair, and guided my mouth onto her cum filled pussy. My tongue dove in as deep as I could. I completely sucked everything from her sweet pussy. I then fixed her thong.
Karen cleaned the lipstick off her breast, hooked her bra, and buttoned her blouse. She then pulled down her skirt and touched up my makeup.
I bought all the makeup Karen used to make me so pretty, and then headed home. I pulled into the garage, headed to my bedroom, stripped off all my clothes. I then took out the bra with white shear cups, the lace on the edges, and a pink bow in the front, that Lisa loved. I then put on the matching garter and stockings. I dug around in the bag until I found the matching panties. I slid them up my stoking clad legs; I tucked my cock under, and pulled them up over my ass.
I put some perfume between my little breasts and on my wrists. I dug in my shopping bag again pulling out my new blouse, and skirt. I put on my semi shear top and buttoned it up, leaving the top few buttons undone. You could see my bra through my top. I pulled up the mini skirt and zipped it. Lisa was so right, my ass looked great plus it showed off my legs. I slipped my feet into a pair of open toe, red and black high heels. I finally brushed out my wig and put it on, the look was complete.
I drove to the mall and arrived at 9 o'clock. I called Lisa to tell her I was there.
She said, "Wonderful, drive around back to door number 71 and wait for me." I found the door to her store, and then got out to wait on her. As the door opened I expected to see Lisa and the other sales ladies from the store, but the first person out was Karen.
She smiled at me and said, "Hi Tammy, it is nice to finally meet you, formally." Next out the door was Lisa smiling at me,
"I see you have met my daughter, Karen." I didn't know if Lisa knew what happened between Karen and me.
That's when Lisa asked me "Did you enjoy Karen's tight pussy as she did your makeup today?" I looked into this beautiful woman's eyes, knowing she knew everything that had happened.