I met Jaime on my job working as a waitress. Our restaurant was something like hooters but with a different name. All of us waitresses wore short booty shorts, tight t-shirts and high heels. It was hard walking around all night in those shoes but the tips were fabulous.
Jaime came in one night with a group of friends. Sitting wide legged in the booth with a pair of dark baggy jeans, a white t-shirt, and beige Timbs at first glance I thought I'd just seen one of the finest dudes to ever walk in the place. But as I approached their table to take their order I realized that Jaime was not a man but a stud. Her hair was cut short and faded on the sides and she had a sexy crooked smile. I looked at the others in her group and it was obvious one of the women was hers. I quickly took their order and moved away from the table.
When I brought the group their wings, the woman with Jaime was gone and only she and the 3 men remained. I placed the plate on the table and asked what had happened to the rest of their party.
"They didn't like what was on the menu as much as we did." Jamie said laughing and staring at me.
"Do you want me to take their orders back?" I asked.
"No it's cool baby. We'll eat it." She said.
I finished serving the food and turned to walk away when I felt a hand on my ass. Getting groped occasionally is part of the job and if you are friendly the tips are bigger. I turned around to smile at the gentleman who'd done it when I realized it was Jaime. She cupped my ass cheeks and held on for a second before letting go. "Nice ass!" she complimented before turning to her plate and beginning to eat.
My legs felt like jello as I walked away from the table. I've never been attracted to a woman but feeling Jamie's hands on my ass had just caused me to cream in my panties. I quickly rushed to the ladies room to wipe myself before serving the next customer.
Jamie and her party remained for several hours as other patrons came and went. They ordered more drinks and each time I served them Jamie copped a feel of my ass or brushed against my tits. The other men with her seemed to know I was marked territory and neither of them tried anything. As I served them a pitcher of Long Island iced tea Jaime reached over and gently began to stroke up and down my bare thighs. As she stroked she pretended to engage me in conversation so I did not have an excuse to move. Not that I wanted to. Her gentle but firm touch had set me on fire once again. I stood at their table making small talk for ten minutes as Jaime stroked up and down my thighs stopping at my ass, squeezing gently, then working her way down again. My pussy throbbed and ached inside the tight shorts. Finally when I thought I could take no more she moved her hand away and asked for the check.
I returned with the check and found that the men were gone and she was seated alone. I laid the black folder on the table and waited while she placed her credit card inside. As she handed it to me she looked me in the eyes. "You like pussy?" she asked with out hesitation.
"No. I...I'm straight." I stammered as her hands found their way back to rubbing on my bare legs.
"Are you sure about that?" she said cupping my ass in her palm.
"Yes. I'm sure." I said and rushed from the table. I looked around for another waitress to return her card and her receipt but it was minutes from closing time. Several of the other waitresses were gone and the ones left were busy cleaning up their tables to go home.
Reluctantly I walked back over to table. Jaime was leaning sexily against the back of the booth with a single toothpick inside her mouth. She took her card and slowly signed the receipt. When she was done she reached into her pants pocket and pulled out a one hundred dollar bill and a business card. She laid them both on the table.
"If you change your mind, my numbers on the card and I'll be home the rest of the night." She stood up from the booth, gave my ass a gentle squeeze and sexily sauntered out.
I lay in my bed with my fingers buried between my pussy lips later than night thinking of Jaime. I rationalized that it was her manliness that had turned me on. The way she dressed like a man, and talked like a man, and her manly demeanor. Then I had to admit to myself that in over a year of working at the restaurant no man had ever made me cream my panties the way she did. Thinking of Jaime I rubbed my clit faster until I came then I drifted off to sleep.
She came into the restaurant several times over the next few weeks. Each time she sat at my table, and flirted with me. She rubbed my bare thighs; she cupped my ass, once she even pinched my erect nipple through my thin T-shirt. I told myself I allowed her to do these things for the tips but I knew deep down inside I enjoyed it. I began to look forward to her coming into the restaurant. Each night when she was gone I'd masturbate wildly to fantasies of her.
One night Jaime came into the restaurant alone and as usual sat at my table. It was less than an hour before closing time and she ordered a beer and a sandwich. I brought her food to the table and waited for her to touch me. Instead she began eating ignoring my presence and I walked away feeling dejected. Jaime ate her sandwich and ordered another beer as the restaurant emptied out. Finally only she and the staff remained. She motioned me over to her table.
"I'll take the check now." She said without looking up at me.