Chicago Training 8 min read

The author wrote about the time he spent worshipping a waitresses feet

written by smotheredboy
original source of the story was Mistress Destiny's Femdom Forums

I recently started a new job and I have to take some training classes. The classes are two days long, held two weeks apart and in a different midwestern city each time. This past week we were in Chicago and I had an incredible experience.

I arrived on Sunday afternoon and checked in to the hotel. There were over 20 restaurants in the area, but being tired from traveling, I decided to walk across the parking lot and eat a light meal at a Denny’s.

There was almost no one in the Denny’s – just me and an elderly couple, and there were at least 6 waitresses. My waitress took my order and I flirted a little with her. Much to my surprise, she flirted back. As I finished my meal, I took a chance and decided to ask her a question.

“So why is Denny’s waitress wearing high heeled shoes?” I asked.

“Oh, these?” She looked embarrassed. “I had to go to a birthday party for my grandmother today and I forgot to bring my tennis shoes to change into, so I am stuck working my shift in these things.” She picked up her left foot and rolled it at the ankle several times. She had great feet – maybe size 6. I could tell they had recently been pedicured, and her toenail polish was light pink. I felt a stir in my pants.

“So why not sit down for a few minutes and rest your feet. I wouldn’t want a great pair of feet like yours to get a blister on my account.”

She looked around and then looked at her feet again. “Well, there isn’t anyone else in here right now, and I do get off in an hour, so I guess it would be okay.” She smiled and slid into the booth opposite me.

We small talked a little bit. Her name was Kerri (not her real name) and she was 21 years old. We chatted about my training class and how great the hotel was and so on, and then I felt her shoe rub against my leg. I flinched and she just giggled and started to rub more.

She leaned over and lowered her voice, “I saw you staring at my feet the whole time you have been in here. Do you like how they look?”

I swallowed hard and felt a bead of sweat forming on my forehead. I started to answer and stammered a bit. “I…uh…I….well….uh….yeah.”

“I thought so.” She smiled and rubbed a little more with her foot. “I really like a man who knows how to treat my feet right. Do you know how to treat my feet right, Ted?”

“Yes, I….yeah…uh…I do.” I was feeling flushed but was starting to have a little more confidence.

“Good,” Kerri said. “I like it when a man is submissive and knows his place in life and will do whatever I ask of him. Will you do whatever I ask of you, Ted? Even if it means licking my feet and sucking my toes?”

I was taking a drink of water when she said this. I literally dropped the glass on the table and broke it. As Kerri was cleaning it up, she told me to leave my extra room key and my room number with the tip. I scribbled the room number on a napkin, left the key and the napkin on the table with my payment and went back to my room.

About an hour later, I heard the key in the door and in walked Kerri. She was still wearing her Denny’s uniform and the high heeled shoes. She walked over to the bed, sat down and looked at me.

“I love to have my feet pampered by a man. I love to dominate a man with my feet. I could tell after just a few minutes that you were a foot worshiper. Now I am going to give you a chance to prove it to me. I am going to spend the night with you, and you are going to be my foot slave for the entire night. Now get down on your knees in front of me, take off my shoes, and start worshipping my feet.”

I was dumbfounded, yet ecstatic. I was in a hotel room with a hotter than hot woman and she was commanding me to worship her feet. After a couple of seconds, I dropped to my knees and gently took her shoes off. Kerri flexed her toes and pushed her right foot into my face. She started to rub her foot up and down on my face and said, “Well come on. I can’t do everything for you! Stick your tongue out and get busy.”

I licked her foot slowly and carefully, starting at her arch and working my way down to her heel and then up the outside of the foot to her little toe. I carefully licked and sucked each toe and in between each toe. Her feet had a slightly salty taste, mixed with a leathery flavor from the insoles of her high heeled shoes. I spent over an hour on her right foot and then began working on her left foot. I was so busy with her feet that I didn’t even notice that she had flopped backwards on the bed and was starting to finger herself.

She slowly fingered her pussy, but never had an orgasm. When I finished with the left foot, she sat up and told me to take off my clothes and lay down on the bed. I did so and Kerri straddled me with her feet on both sides of my head. She picked up the remote control and then sat down heavily on my dick and balls and placed her feet on my face and turned on the television.

The balls of her feet rested snugly on my eyes while her toes wiggled on my forehead. Despite the licking and tongue bath, I had given her feet, they still had the faint smell of her shoes mixed with sweat. Her arches surrounded my nose and her heels rested on my chin.

“Well, slave. You did a good job of cleaning my feet. Let’s see how good of a footstool you will make. It’s time for a rerun of Desperate Housewives and that is my favorite show, so you need to stay perfectly still and continue to lick my feet while I watch TV. I can move and do whatever I want to, but if you move, it will be very bad for you. Do you understand?”

I started to say “Yes” but thought better of it. Instead, I licked her arches as fast as I could and kissed her feet several times.

“Good. Now get to work licking my soles. Do it slowly and gently – the show is an hour-long, you know.”

So for the next hour, I licked the soles of her feet and did everything I could to remain still and not disturb her. I did wiggle once and to punish me, she reached under her ass and squeezed the hell out of my dick and nuts. I bucked a little and she slapped my face with her feet and then let go of my balls.

When the rerun of Desperate Housewives was over, she continued to sit on me and rest her feet on my face while she flipped through the channels. After several minutes, she got up and looked around the room. She looked at the wicker furniture and then started to grin.

“I have an idea,” she said. “I want you to get on the floor, underneath this wicker chair. Bring that pillow from the bed.”

I did as I was told, lying down on the floor, with just my shoulders and head sticking out from the front of the large wicker chair and the pillow under my head. Kerri then stood over me with her feet on either side of my head, looking down at me and smiling. “I hope you can handle this, slave,” she said and then, without any warning, she quickly put both feet on my face and stood with all her weight on my face and head. I grunted and my hands shot up and grabbed the legs of the chair. I had never had anyone stand full weight on my face before and I was in pain and ecstasy at the same time.

After about 30 seconds, she started to wobble, lost her balance, and fell backwards into the wicker chair, with her feet still on my face. Kerri continued to flip through channels while she alternated from rubbing her feet across my tongue to just resting them on my face. After several hours of this, she said “You have been a good slave, Ted. You deserve to be rewarded. Lay down on the bed.”

Not knowing what to expect, I lay down on the bed. Kerri lay down next to me, but opposite, so that her feet were on my face and her head was near my feet. She grabbed my dick with her right hand and started to stroke me. I was rock hard in seconds and continued to stroke me. As I got close to release, she started pushing hard on my face with her feet. It only took a few more strokes and I let loose with a gusher.

After we cleaned up, Kerri gave me a kiss and a hug and said: “Thanks for a great time – you had better get some sleep before your training class.” With that, she put the extra room key on the dresser and let herself out. It was 2:00 AM and I had to get up in five hours – I fell into a deep and satisfying sleep, wondering if I would ever see Kerri again.

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