Trained by a Shemale Mistress Part 1
I did not know it at the time. I thought I was just sleeping around with shemales that I found attractive on Eros, Backpage, and other sites. What I was looking for, subconsciously was a 100% top dominant mistress. In retrospect when I saw the first shemales of this journey I was turned on by their control, but immediately turned off when they submitted to my cock, either sucking it or taking it in the ass.
Not until I met Ashleigh did I realize that I wanted to be dominated, not hurt or punished, just total control taken. Ashleigh seemed to sense this from the moment I entered her hotel room. Blond, 5 foot 9, beautiful face, dressed to the 9's with a semi see through blouse revealing very little in reality, a black skirt, just past her knees, stockings and black heels. She waved me into the room and gestured toward the couch.
Sitting in a chair beside me Ashleigh began to ask me about my experiences in the past. I related my somewhat still unclear proclivity to abandon seeing all of my previous encounters, still not clicking to why these did not satisfy my desires. Ashleigh apparently did pick up on it immediately. Not sure she did not sense this even prior to our conversation.
She listened politely, then took my hand, leading me toward an ottoman placed beside the bed. Half way there she quickly turned and planted a passionate kiss, with tongue, and I reciprocated. Looking back this was more likely to see if I was law enforcement. When we reached the side of the bed she instructed me to unbutton her blouse, which I fumbled with while she caught her skirt with her thumbs and slid it down her legs.
Stepping out of it, she sat on the ottoman and instructed me to remove her heels, then her pantyhose. Ashleigh then stood and ordered me to undress. I complied, looking down at my shirt buttons, belt, pants, etc. when I looked up, dressed only in my undies Ashleigh lay on her back, naked, her semi hard cock resting on her leg.
"Take off your panties, and go to the foot of the bed."
I quickly obeyed.
"Now, crawl up between my legs, and show me how you worship cock."
Again, I obeyed and within seconds was laying on my belly, my head between her legs, her cock sucked deeply into my hungry mouth. My cock was responding as well. She had already made me hard. She rubbed my head, moaned and explained that she could cum from just this lip action. Then pushed me off onto my back and quickly, in one motion, was sitting on my chest, her cock poised at my lips. she tilted my head back and with one smooth motion arched her back and pushed her self deep into my mouth.
"You suck sock very well, but now you will have to learn how to take an aggressive face fucking." she was again pushing herself into my mouth, her hands holding my head so as not to allow me to turn away. I gagged a bit and she withdrew.
"We need to train that throat, but this will take some time." she hissed, once again pulling out and thrusting back into my mouth. This time leaving it in and holding my head, her balls planted hard against my chin. She had me gagging, and choking when she quickly hopped off, positioned herself between my legs, placing my feet up and over her shoulders. A condom was unwrapped and her cockhead was pressed against my virgin ass.
She pressed forward with no entry. She spit down towards her cock and pressed forward again. To no avail. I was too tight and she was only semi hard. She hopped back up to my face and I was once again sucking her.
"Get it hard so I can fuck you." I sucked with abandon.
Once again, a new condom and an attempt to enter my boipussy. No luck.
She lay on her back, and I thought, oh, here we go, now she will submit and I will never be interested to see her again. I was wrong.
"Tell Mistress where you would like to cum."
My fantasies swirled in my mind and I told her that I wanted to cum on her tits. She shook her head no.
"You may cum on my belly, now do it." I jerked frantically cumming in large spurts onto her smooth white skin.
"Now, lick it up for Mistress." Guiding my head down and watching me lick every drop of cum from her belly.
"If you get better at serving me," she explained, " I may let you clean your cum off my tits next session."
with that she got up, motioned me to get dressed and sent me out the door with my own cum in my belly and a desire to serve Mistress Ashleigh again. It would happen..... this was only the beginning of my training.
Not until I met Ashleigh did I realize that I wanted to be dominated, not hurt or punished, just total control taken. Ashleigh seemed to sense this from the moment I entered her hotel room. Blond, 5 foot 9, beautiful face, dressed to the 9's with a semi see through blouse revealing very little in reality, a black skirt, just past her knees, stockings and black heels. She waved me into the room and gestured toward the couch.
Sitting in a chair beside me Ashleigh began to ask me about my experiences in the past. I related my somewhat still unclear proclivity to abandon seeing all of my previous encounters, still not clicking to why these did not satisfy my desires. Ashleigh apparently did pick up on it immediately. Not sure she did not sense this even prior to our conversation.
She listened politely, then took my hand, leading me toward an ottoman placed beside the bed. Half way there she quickly turned and planted a passionate kiss, with tongue, and I reciprocated. Looking back this was more likely to see if I was law enforcement. When we reached the side of the bed she instructed me to unbutton her blouse, which I fumbled with while she caught her skirt with her thumbs and slid it down her legs.
Stepping out of it, she sat on the ottoman and instructed me to remove her heels, then her pantyhose. Ashleigh then stood and ordered me to undress. I complied, looking down at my shirt buttons, belt, pants, etc. when I looked up, dressed only in my undies Ashleigh lay on her back, naked, her semi hard cock resting on her leg.
"Take off your panties, and go to the foot of the bed."
I quickly obeyed.
"Now, crawl up between my legs, and show me how you worship cock."
Again, I obeyed and within seconds was laying on my belly, my head between her legs, her cock sucked deeply into my hungry mouth. My cock was responding as well. She had already made me hard. She rubbed my head, moaned and explained that she could cum from just this lip action. Then pushed me off onto my back and quickly, in one motion, was sitting on my chest, her cock poised at my lips. she tilted my head back and with one smooth motion arched her back and pushed her self deep into my mouth.
"You suck sock very well, but now you will have to learn how to take an aggressive face fucking." she was again pushing herself into my mouth, her hands holding my head so as not to allow me to turn away. I gagged a bit and she withdrew.
"We need to train that throat, but this will take some time." she hissed, once again pulling out and thrusting back into my mouth. This time leaving it in and holding my head, her balls planted hard against my chin. She had me gagging, and choking when she quickly hopped off, positioned herself between my legs, placing my feet up and over her shoulders. A condom was unwrapped and her cockhead was pressed against my virgin ass.
She pressed forward with no entry. She spit down towards her cock and pressed forward again. To no avail. I was too tight and she was only semi hard. She hopped back up to my face and I was once again sucking her.
"Get it hard so I can fuck you." I sucked with abandon.
Once again, a new condom and an attempt to enter my boipussy. No luck.
She lay on her back, and I thought, oh, here we go, now she will submit and I will never be interested to see her again. I was wrong.
"Tell Mistress where you would like to cum."
My fantasies swirled in my mind and I told her that I wanted to cum on her tits. She shook her head no.
"You may cum on my belly, now do it." I jerked frantically cumming in large spurts onto her smooth white skin.
"Now, lick it up for Mistress." Guiding my head down and watching me lick every drop of cum from her belly.
"If you get better at serving me," she explained, " I may let you clean your cum off my tits next session."
with that she got up, motioned me to get dressed and sent me out the door with my own cum in my belly and a desire to serve Mistress Ashleigh again. It would happen..... this was only the beginning of my training.
6年前
