My First Mistress

It is a cold and blustery day, and I’m walking down the city street with my coat buttoned tightly against the icy wind. I find myself standing once more in front of the door to an unassuming building. Very few people know what lies behind that door, but I do. I’ve been here a time or two before. The woman that lives behind that door is a middle aged woman of average looks. She is tall, and would be classified as a BBW, with blonde hair and dark brown eyes. If you saw her in Wal-mart or Sears you wouldn’t give her a second look, unless you knew her.

I push the door open and cross the threshold taking a deep breath. I have come here to see her, this average woman who is old enough to be my mother. My cock begins to throb as I think about her and what she will do to me. I close the door behind me, take off my shoes and socks, and place them to the side. I take off my coat and hang it on the coat rack in the hallway. The warmth of the house feels good after the icy wind outside.

I kneel on the hardwood floor and wait for her. I know that she has heard me come in. I don’t know how long I’ll have to wait for her. It depends on how busy she is, but I would wait all day if I had to. She is worth the wait.

I hear her heels clacking on the hardwood stairs as she comes to me. She is in no hurry as she descends. I know that she is looking me over, watching me closely, considering me unworthy of her time. I bow my head a little lower, and round my back in respect and submission.

She stands before me and I stare at her feet; lovely Goddess feet with red nails and strappy black shoes. I wait an eternity for her to move, to speak to me, my cock standing rock hard in my jeans. She says nothing but ruffles my hair and begins to circle me. She is inspecting me and I know finding fault.

“Take off your shirt,” she says, and I comply.

“Fold it and lay it in front of you.” I immediately do as she has told me, but despite my compliance she strikes me with her crop across my back. The pain feels good, and I can’t wait to take off my jeans.

She stands in front of me again, and I am forced to look at her feet, unable to touch them. She steps on my folded shirt and grinds it under her toes. Standing on my shirt, she places her foot on my crotch and my cock twitches. I am helplessly and hopelessly hers for the taking. My head remains bowed, and I feel fortunate that she has chosen to place her foot on my cock. I am honored that she would want to touch me this way. She shifts her weight onto my crotch, and my cock is squashed against my stomach. I groan wanting nothing more than to take off my jeans.

“You dirty bitch boy! I know what you want!”

She stalks away, across the room and sits down in her leather wingback chair. She puts her feet up on the leather ottoman, and crosses her feet at the ankles.

“Crawl over here little boy on your hands and knees!”

I crawl over to her on my hands and knees. The floor is hard under my knees, and I know I will have bruises tomorrow. I don’t care. I want bruises to remind me that this was real. I wait for her to notice me or tell me what to do next. She slides the ottoman to the side out from under her feet.

“Assume the position of the ottoman.”

I crawl over to where the ottoman used to be, and she uses my back for a foot rest. I can feel her shoes against my skin. I feel honored to be able to serve her like this. I wonder how long she will keep me like this or what she will have me do next.

I do not have to wait long as she removes her feet from my back. She uses her crop to strike me across the ass very hard.

“Get those jeans off!” She commands.

I quickly shuck the jeans, and wait on my knees for her to tell me what to do next. She sits regarding me, a skinny kid young enough to be her son.

“Fold your jeans up and crawl back over and put them with your shirt, then crawl back to me.”

I quickly crawled away, carrying my jeans in my teeth by a belt loop. I knew better than to take too long. As I said, I had been here before. I quickly and neatly folded my jeans and placed them on top of my trampled shirt. As quickly as I could I crawled back over to her.

“TOO SLOW!” She roared as she let fly with the crop across my now naked ass.

I cried out despite myself at the pain. I had known that no matter how quickly I had crossed the floor, and how neatly I had folded my jeans, it would not have pleased her. I dropped my head in shame at having displeased her.

She put her foot on my back and shoved hard. I quickly flattened myself to the floor under the weight of her foot. Slowly, I felt her moving to stand on my back her high heels digging into my skin.

“You sick, twisted little bitch boy!”

She walked the full length of my back, and finally rested one of her precious feet on the back of my head. My face was pressed into the floor firmly, and my cock was rock hard in my boxers.

When she stepped off of me it was to place a foot on either side of my face. I dared to steal a glance out of the corner of my eye at her right foot so close to my face.

“You want them…..don’t you?” She whispered huskily.

“Yes Ma’am.” I answered enthusiastically.

“You want to smell them……kiss them……lick them……..suck them……..don’t you?”

“Oooooooooh Ma’am! Pleeeeease?”

“HA! You are not worthy to smell them, much less kiss them!”

I whimpered as she walked away, taking those beautiful Goddess feet further away from me. I heard her moving things around on one of the tables in the room.

“Resume a kneeling posture!”

I immediately changed position, and she quickly snapped a nylon dog collar around my neck. She attached a matching leash to the D-ring, and then quickly buckled leather wrist cuffs on me. Matching leather ankle cuffs completed my new look, and I waited constantly watching those lovely feet of hers.

“Follow me little boy,” she said giving a tug to my leash as she began walking to the kitchen. I was expected to keep up with her, and I did my best but still fell behind. She struck me with her crop again across my back, and I quickly caught up with her.

“You MUST learn to keep up with me!”

Another tug to my leash and we were off again, and this time she didn’t stop until she got to the kitchen. She dropped my leash and poured a glass of wine for herself and a bowl of milk for me. She put the bowl on the floor so that I could drink it up while she sipped her wine. I did my best to lap up the milk as quickly as I could, but before I could even drink half of the milk, she was tugging at my collar again ready to go back to the living room.

I crawled as quickly as I could, my knees becoming sore and bruised, and this time I kept up with her pretty well. When we reached the living room she dropped my leash, and sat back down in her chair.

“Get those ridiculous boxers off!” She commanded.

I slipped them off and waited for her to tell me what to do next. Of course, she ordered me to crawl over and put them with my shirt and jeans folded neatly. I did so my rock hard cock bouncing wildly as I crawled as quickly as I could, and promptly received another stroke of her crop across my ass for not moving fast enough to please her.

She stood over me and looked down. I waited, watching those luscious feet of hers from the corner of my eye. Before I knew what was happening she had lubed a butt plug and shoved it into my ass. It was hard and painful in my ass, and in only a moment or two it popped back out.

“Oh I have the remedy for THAT!”

She took my hold of my leash and twisted my collar around so that the D-ring was in the back. She pulled the leash straight down my back, shoved the butt plug back into place and pulled the leash up between my legs and tied it tightly to the base of my cock. It pulled my cock backwards slightly and pinched the skin where it was tied, but the butt plug stayed in place.

She sat back down, crop in hand and watched me for a few minutes. Finally, after what seemed like an eternity she spoke.

“Now,” she said “you may resume a kneeling position, and you may kiss my left shoe.”

Despite the pain in my ass and cock I quickly fell to her feet and began to kiss her shoe. She sat back and sipped her wine totally ignoring me. She crossed her legs and her right foot struck the back of my head. It didn’t matter, I was in ecstasy.

After a while she let me kiss her right shoe. I was soooo glad to finally be able to get close to her lovely feet! They smelled soooo good and I occasionally managed to rub my face against her foot while kissing her shoe. If she noticed she didn’t let on that she did.

Without warning she got up and walked to the kitchen, leaving me where I was. I could do nothing but wait for her to return or call for me. I waited for a very long time for her to come back.

When she reentered the room she was wearing her strap-on. I knew what would come next. We had played this game a lot. It was one of her favorite things to do.

“Come on you little dirty boy, suck my cock!”

I quickly and enthusiastically began to suck her dildo. Each stroke down took me closer to her pussy, and I would get a really good smell of her. Each stroke up took me away from the heat and scent of her body. She wrapped her fingers in my hair and began to shove my head up and down. I choked and gagged once or twice as she shoved my head down too far on the dildo and it hit the back of my throat. She laughed at my predicament enjoying it thoroughly.

“Get down on your hands and knees. I want to fuck your ass like the little whore that you are!”

I dreaded this because even though she used lots of lube and had done it several times, it still hurt like hell. Even while I dreaded it, I wanted it very badly.

She untied the leash, and pulled the butt plug out of my ass letting it drop to the floor. She lubed the dildo generously, and spread my butt cheeks. She slowly pushed the dildo into my ass, and it hurt like hell as it always did. I cried out, and put my head down on my arms and closed my eyes. I bit my lip against the pain as she started to fuck me. I felt like a whore, cheap and dirty as she fucked me on her living room floor. She didn’t ease up even when I started to protest loudly that the damned thing hurt. She fucked me hard despite my bitchin, or maybe because of it. It finally occurred to me that maybe if I learned to keep my mouth shut she might not fuck me so hard anymore. I waited for it to be over, but she was enjoying it so much it seemed like she would go on forever. She finally reached around and grabbed my rock hard cock and started stroking me. Somehow she stroked me and fucked me at the same time, in the same rhythm. It didn’t take long for me to cum once she started stroking me. I was young, and it never took much to make me cum. The orgasm built to a white hot heat and blasted out of me with a tremendous force. I gasped for air as I shot my load.

She finally pulled the dildo from my ass, and slapped my butt cheek hard. She unstrapped the dildo, and tossed it on the floor beside the butt plug.

“Such a filthy little slut you are! You need to be punished for being so filthy!”

With that she began to wail on my ass, spanking me with her open hand. She finally took off her shoe and began spanking me with that, because I guess her hand had started to hurt. When she was satisfied that I had been properly punished, she finally stopped.

“Look at what a mess you have made on my floor! You nasty boy! Clean that up!”

This was almost as bad as getting fucked up the ass. I crawled around and faced back the opposite way and looked at the massive puddle of cum on the floor. I shuddered as I thought about having to lick it up. Her crop came down across my shoulder blades, and that was enough to make me lower my head and start licking up the mess I had made. It was disgusting and cold and I had to fight to urge to puke.

When it was all cleaned up, she had me crawl back over to my clothes. She unbuckled the wrist and ankle cuffs and took off the collar. She tousled my hair again and told me to get dressed. She gathered up the toys she had played with and took them to the bathroom to clean them. When she came back I was dressed and had my coat on, and was ready to walk out the door.

I turned back and without looking at her asked, “Same time next week Ma’am?”

From the corner of my eye I saw her smile, and she said, “Absolutely!”

I buttoned my coat against the icy wind, and stepped back out into the cold once more warmed with the memory of what she had done to me.