The day had finally arrived. Sam Gates was up early, preparing for his first session with Mistress Andrea. As instructed, he gave himself an enema and took a soapy bath to scrub his own asshole completely. At the same time he desperately hoped that Mistress Andrea was not doing the same thing. One thing Sam loved was the taste of nasty female asshole.
Sam drove to the city where Mistress Andrea sessioned and arrived early at the location where she told him to park. The seconds ticked away slowly but finally it was time and Sam called her phone number. A very sexy voice answered and coolly gave him directions to a nearby house on a suburban street.
Mistress Andrea had cautioned Sam to not draw attention to himself as he arrived. She said the front door would be slightly ajar and he was to let himself in, close the door, remove all his clothes, shut his eyes...and wait.
Sam did this and stood there completely nude, his clothes piled on a nearby chair. He heard a door quietly open and footsteps. He felt fingertips slowly caressing his shoulders and make their way down his back to his ass cheeks. A female hand cupped one of his butt cheeks, then he felt a stinging slap, just as his dick began to harden.
"Thank you for the complement" cooed Mistress Andrea. While continuing to keep his eyes firmly shut, Sam felt Mistress Andrea move around to his front. She put a finger to his lips and slowly inserted it.
"Let me see how you suck" she said and Sam obediently began to suck her index finger. He thought he could detect a musty taste of some kind. Could it be from her cunt or butthole?
Suddenly Mistress Andrea asked Sam an embarrassing question. "How often do you suck cock?" He blushed. Sam had experimented with bisexuality and had sucked two cocks in his life. In one case the man unexpectedly erupted in Sam's mouth and filled it with his bitter tasting semen.
"I've only done it twice" Sam, confessed. He wondered if she would pull out a strap on dildo like he had seen in porn videos. Somehow the idea of sucking on plastic was not that erotic to him.
"Would you suck a man's dick for me?" asked Mistress Andrea. Without hesitation Sam answered "yes, ma'am."
"If you had given me any other answer I would have left the room and your session would have been over" she slowly explained.
Mistress Andrea's fingers then both drew lines down the front of Sam's chest. Each hand grasped one of his nipples and slowly tweaked them. It was not too painful. Mistress Anea noted that Sam's dick did not harden so she knew nips were not an erotic trigger for him.
She then moved her fingers down past Sam's belly button and slowly cupped his balls in one hand and began caressing his shaft with the other.
"I love the feel of a hard cock. May I do anything I want with it?" she asked in a seductive but somehow disturbing manner. Sam knew she would be capable of causing him pain in that sensitive area.
"You can do anything you want to me, Mistress" he replied.
"Open your eyes" Mistress Andrea commanded. Sam did so and saw for the first time how beautiful she was.
Mistress Andrea was of mixed ancestry, possibly Caucasian and Asian. She was about 5'8* tall, with black hair, medium sized breasts and very long legs. She was dressed in a black bikini top and thong which emphasized the shape of her fantastic ass cheeks. She also wore heels to make her ass even more shapely.
Sam could not help but stare and his cock immediately stiffened. He was very happy Mistress Andrea looked at his dick with interest. He hoped he would be allowed to orgasm during the session but she had made no guarantee on her website.
"Come over here to my massage table and bend over. Put your hands up at the top of the table" Mistress Andrea commanded. Sam did as ordered. She then selected a leather strap from a nearby table.
"I am going to spank you with this strap. It doesn't hurt as much as a bamboo cane but you will feel it. I am going to put a folded wash cloth in your mouth to act as a gag. You can spit it out if you need to tell me the pain is too much. But how far we go in the session today will be determined by how many stroked of the belt you take for me. You said you live alone, so marks should not be an issue."
Sam put the proffered cloth between his teeth. He guessed Mistress Andrea did not want her neighbors to hear him scream or beg for mercy. What he did not know was that Mistress Andrea's neighbors on one side were a gay male couple who intensely enjoyed any sounds of whipping or torture coming from her house.
Sam also did not know that both of those men were more than willing to take part in sessions with Mistress Andrea. They knew it always meant an orgasm for them with an obedient and submissive male.
"Ready for your whipping?" asked Mistress Andrea. Sam nodded and grunted into his wash cloth. He heard the sound of the belt being picked up and felt Mistress Andrea caress his butt cheeks with it. Suddenly he felt a very sharp pain on his ass and knew that was stroke number one.
"You are not being punished because you did something wrong. This is just a way to effect a power exchange between us. You are now at my mercy," Mistress Andrea explained. Sam's dick got even harder, which Mistress Andrea immediately noted.
The next ten strikes were each harder than the last. Sam's ass was on fire. He wondered how much more he could take. Suddenly at ten, Mistress Andrea lowered the belt and began to caress his fire engine red ass cheeks. "You did very well. Lets see how well you take a butt plug."
Sam had never been fucked. he knew what a butt plug was but suddenly his anus puckered involuntarily. Mistress Andrea squirted a big glob of lube on her middle finger and penetrated Sam's asshole slowly and almost gently.
"Don't worry, I'll open you up easily with some toys before I ever let one of my male playmates fuck you in the ass!" She began to giggle while saying it. Sam had no doubt he would soon be losing his anal cherry. Part of him was afraid, but his dick was still hard and Mistress Andrea noted that. She was already deciding which man would have the fun of turning Sam out as a complete boy-toy.
Sam felt a hard rubber phallus pushing against his sphincter. He knew resistance was futile so he tried his best to relax and hoped his butthole would start to dilate. \Mistress Andrea began to slowly push the plug into him. Sam began to moan with a sharp pain into his wash cloth. It just sounded like grunt. Suddenly the plug was past his asshole muscles and further in. The pain didn't go away, but was now a little more manageable.
Mistress Andrea pushed the butt plug all the way into Sam's rectum, then slowly pulled it most of the way out and back in again. She was fucking Sam in the ass and he was experiencing something new.
"Next time I'll wear my strap on and we can fuck for hours" she promised. The she pulled the plug out quickly and Sam's sphincter reluctantly released it.
"So far, so good" was all she said as she told Sam to get off the massage table and come into the next room.
