Such A Good Boy 3

ADVISORY

The following story contains frank, explicit descriptions of anal sex. Reader discretion is advised.

* * *

The therapist looked right at her and said, "Have you tried it? Anal sex?"

Her patient, a middle-class white woman, recoiled in disgust. "Ew, no!"

"I don't mean for you," Mercedes said with a sardonic, snide tone. "I mean for him."

"Wait," Kristi said. "You mean, fuck him in the ass?"

"Yes," Mercedes replied. "More to the point, he wants to be dominated. Some people are like that. Some men are like that. They spend all day being strong. Being in control. Being men. They need a strong woman to give control to."

"I'm not ready to be that person he needs," Kristi said in a quavery voice.

In a totally non-judgmental tone, the therapist, who only went by Dr. Mercedes, said, "You do realize that if you don't try it with him, he'll try it with someone else. Right?"

"What did you want to do?"

"First step, your boyfriend needs to join us for your next session," Mercedes said. "So we can figure out his fetishes and what his buttons are."

"I can help with some of that," her patient said. "He likes for me to tell him what a good boy he is."

Mercedes's eyes twinkled. "I think I can figure out the rest. But let's bring him in. And I need you to do something for me."

"Like what?"

"Visit a sex shop. Buy a strap-on dildo and a good quality lube."

"What's all that for?" Kristi said with a fresh shudder of revulsion.

"Just trust me," Mercedes told her.

"No, I can't," Kristi told her.

"You mean you won't," Mercedes corrected her.

"Either way, I'm not visiting a sex shop," Kristi told her defiantly. "Not for you or for anybody."

"Very well," Mercedes said. "As usual, don't send a girl to do a woman's job."

"What are you going to do?"

"You don't need to know," Mercedes said.

Kristi burst into tears. "Please, don't take him away."

Mercedes smiled for the first time. "If we do this right, I'll actually be giving him back to you. It's your choice to take him as he is."

* * *

Never send a girl to do a woman's job.

That's what Mercedes was thinking as she stood waiting in the lobby for Kevin McIntyre to make his entrance, the uber-wealthy king of publishers, purveyor of fine e-books.

Kevin's girlfriend -- Kristi -- was out of town on business this evening. Which meant that Kevin would not have a date for the party, leaving the way open for her to work her magic.

Mercedes's only wish was to give Kevin his heart's desire -- to give up control to a strong woman. Whether that was for the night or for longer was up to him. She rather hoped it was for longer -- that tonight was the start of a beautiful friendship -- but for the night was all she could really hope for. Either way, it would be fun.

When it came to first-timers, anal sex was tricky. You had to be patient, especially with men, continuously denied even so much as simple physical touch except in certain situations. Although there were just as many exceptions to that rule as any other, one couldn't deny that one had to proceed carefully.

And she planned to be careful.

Kristi knew her as her therapist. But Mercedes had a second profession -- that of professional sex therapist and dominatrix.

In her clutch purse was what she called her seduction kit -- a strap, a dildo of modest length but impressive, rectum-stretching girth, and a small bottle of quality water based cooling lube. She had to err on the side of caution, at least when it came to the size of the dildo. Once his ass was fully trained, she could go bigger and longer. But for now, less was more.

Standing next to her was her assistant, Irina, a Slavic beauty of both Russian and Ukrainian blood, with long, straight, jet black hair and vivid blue eyes, plus a traffic-stopping figure. But Irina's figure didn't compare to Mercedes's. Mercedes was at least ten years older, with light-brown hair, dark brown eyes -- and a bust that always caught men's eyes.

At the moment, both women were dressed in similar though not identical style. Irina and Mercedes both had on soft cashmere sweaters, leather skirts and towering stilettos. Irina, the younger one, had her hair up in a bun and wore a miniskirt, while Mercedes had hers down and had on a pencil skirt. Plus Irina had on a pair of glasses and long-wearing red lipstick. Only Irina and Mercedes knew the glasses were reading glasses, meant only for show.

Mercedes realized Irina was trying to catch her eye. "Yes, Irina?"

"Are you sure he's going to show?"

"Good question," Mercedes said. "But yes, I'm pretty sure. Kristi is out of town--"

She broke off as someone started to open the door from the outside.

That someone turned out to be a man -- tall, splendidly handsome, with somewhat scruffy blond hair, tanned skin, wearing a slate-gray jacket over a lightweight collarless black shirt, black slacks and neatly tied gray canvas sneakers, with the strap of a messenger bag slung over his shoulder.

Irina was smiling as she said, "Is that him?"

Mercedes smiled in return and said, "Yes. That's him. Kevin Alexander McIntyre. Chairman and CEO of the most successful publishing company in the world."

"And our target for seduction," Irina said with relish.

"Don't get an itchy trigger finger," Mercedes said with a smirk. "One thing at a time."

"Right," Irina said.

"Don't worry, you'll have your chance soon enough," Mercedes told her.

"Yes, Mercedes."

Irina took that as her cue to be quiet. The two ladies waited until he had closed the door behind him before they began their deception.

Mercedes started it off.

"Did you remember our invites?"

Irina played her role beautifully. "I thought...you had them, Mercedes."

"No, dear, I thought you had them," Mercedes told her, only partially acting.

"Is there a problem?"

Both women looked over to see Kevin nearby, looking tall and handsome and masculine, his chest showing in the neckline of his shirt.

"Well, we have invites to the party upstairs," Mercedes explained. "But it seems as though they have been misplaced."

"Not to worry," Kevin said pleasantly. "If you ladies will follow me, I'll get you in the door."

"That won't be necessary--"

"No, please, I insist. Right this way."

It was Irina who reached up and scratched the top of his head. "Such a good boy."

Kevin blushed and cracked a grin. "No problem. As I said, right this way."

Mercedes spared Irina a glance as they followed Kevin across the lobby to the elevators.

* * *

More than two hours later, the three of them were leaving the elevator, crossing the lobby, laughing as they headed to the exit.

"Thank you for a wonderful evening, darling," Mercedes was saying as they walked to the exit.

"Yes, thank you," Irina said. "We have wonderful time."

"My pleasure," Kevin told him.

"You know," Mercedes said in a crafty tone. "The evening doesn't have to end."

"What do you mean?"

"Well, we thought, seeing as how we were having such a good time, that we could take this to your house," Mercedes said in airy, innocent voice.

"Why don't we take my car," Kevin suggested. "My limo drove me over, after all."

"That would be lovely," Mercedes said. "What do you say, Irina?"

"Yes, please."

* * *

Half an hour later, Kevin was unlocking the front door of his house, where he pushed open the front door, gestured with a flourish and said, "After you, ladies."

Irina said, "Why thank you, sir."

The two ladies slowly entered the house, their heels clicking on smooth, polished hardwood floor.

Meanwhile, Kevin locked his front door, then came in and casually tossed his keys on the kitchen counter. "Would you ladies care for something to drink?"

"No, my dear," Mercedes told him. "I want you to go to your room and take your clothes off. I'll join you in ten minutes."

"Irina, too?"

Mercedes smiled. "Yes, Irina, too. Now be a good boy and get to your room."

Kevin headed to his room immediately, his pulse racing suddenly.

Once in the master bedroom, he quickly stripped down to nothing, draping one item after another across the bed, then wrapped a bath towel around his waist. And waited.

He didn't wait very long. He'd barely wrapped the towel around his mid-section when Mercedes and Irina came in the door, without even bothering to knock.

"Hey--"

"Get on the bed," Mercedes ordered him.

Kevin quickly sat on the bed. To his surprise, Irina sat next to him and began caressing his arm, right before she leaned in and kissed him on the mouth.

Just as Mercedes had thought, it only took a few minutes of kisses and caresses for poor Kevin to be sporting a huge erection.

"Let's get rid of this, shall we?" Irina asked.

Moments later, Kevin's towel was a puddle around his ankles.

"Stand up," Mercedes ordered him. "Bend over."

Mercedes turned to Irina and said, "Help me with this."

"Yes, Mistress."

Mercedes unbuckled her belt. Irina unzipped her skirt, while Mercedes slipped it off and stepped out of it, then Irina assisted her with the strap.

Once the strap was on, Mercedes held the dildo while she snapped the metal ring in place. "Hand me the lube," Mercedes said.

"Yes, Mistress."

Soon Mercedes had the dildo well-lubed. She eased up behind Kevin. "Now, am I correct in assuming you are an anal virgin?"

"Yes, Mistress," Kevin replied promptly.

She lightly squeezed his butt cheeks. "Such a good boy," she said. "Get ready."

Mercedes knew that here was where she needed to be most careful. First-timers had to be treated with kid gloves, lest they get turned off to anal action.

Holding the dildo by the base of the shaft, she eased up behind him until she had the tip of it against his anal entrance. Then she began to ease forward.

As always, there was resistance, but before long she was able to push the dildo in.

"Oh, yeah..."

Mercedes grinned. "How do you like that?"

He grunted. "Oh, god, yes!"

"Mmmm, such a good boy. Are you my good boy, Kevin?"

"Yes, Mistress, I'm your good boy..."

"Good boy," she purred. "Now shut up while I have my way with you."

"Yes, Mistress!"

She drilled into him over and over again for several minutes, then suddenly pulled out with a wet pop. "Get on the bed. Roll over for me," she said.

Kevin quickly complied, lying down on his back with his butt sticking out over the edge, sticking his legs in the air.

Once he was in position, she drilled into him again. But instead of just fucking him, she made special effort to stimulate his prostrate. After only a few minutes she watched in disbelief as cum spurted from his cock again and again.

Pulling out of his ass a second time, she told Irina, "Clean him up, would you, dear? I'm just going to get dressed."

"Yes, Mistress."

* * *

Ten minutes later, after a shower and a change of clothes, Kevin was leading the ladies to his front door.

With a smile, Mercedes asked, "So, how did you like that?"

"I loved it," Kevin gushed.

"I thought you would," Mercedes replied. "The more times we do this, the more trained your ass will become, so it's important to keep going."

"Yes, Mistress," he said obediently.

"Good boy," she said. "Now, Irina and I must be on our way. Have a good evening, dear."

"Thank you, Mistress."