“Another of your boyfriends!” Anthony stopped caressing to spank her.
“Ow! I’m sorry! He isn’t a boyfriend at all though!” Susan protested.
“On the subject of boyfriends, young lady,” Anthony pulled Susan up and sat her on the hassock while he stood up, “I’m going to give you some rules. First rule: when I’m in New York, you reside with me. Do you understand?”
“Yes, Sir,” replied Susan, blushing at being told that she was wanted.
“Secondly, you can disregard what I said about you and Dennis before. You may amuse yourself with Dennis in whatever way you like while I’m out of town.”
“Truly?”
“Your instinct was correct. I don’t mind Dennis bonding to you. You need a body guard in this city.”
“I see,” Susan smiled.
“All right, get to bed,” he ordered, dimming the lights almost completely and undressing. He climbed in beside her, made her face away from him and embraced her from behind, locking his arms around her tiny waist.
“I suppose that woman I saw you with tonight would have taken a caning?” Susan asked.
“I’m sure she would have,” Anthony murmured, “if I paid her enough.”
“Oh!”
“But thank you for reminding me about your shocking behavior in following me tonight!” Anthony rolled her onto her tummy and pulled back the voluminous covers and bedding. “Relax, I’m not going to spank you anymore. There are other ways to punish an overly curious little girl.”
Susan bit her lip as he flourished a tube of hot lube before her eyes and broke the seal. She’d experienced the lubricant known as “lube” before but never the quick heating variety and felt both curious and afraid.
“Remember what I told you I was going to do?” Anthony asked her.
“Sodomize me?”
He allowed her to examine the lardlike lubricant and inhale its cinnamon scent. Then Anthony applied a very small amount to the tip of his finger and inserted it into her anus. Susan hid her blush in the pillows. Very quickly the area so treated began to radiate a not unpleasant warmth.
“I’m told that if you inadvertently apply too much of this stuff it can become most uncomfortable,” he advised, massaging the stimulating ointment lightly between her cheeks. Then he withdrew his hand from this intimate area and stroked her bottom while she squirmed.
“My little Susan’s such a naughty girl that I have to invent new ways to punish her,” he lamented; gently dividing her cheeks to survey the area he intended to plunder. Because of his careful handling, she did not seem any the worse for the humiliations that had already been visited upon her bottom that evening. Spreading her open more fully, he took care to scrutinize the tiny ring, which had proven the portal to so much pleasure for them both. Susan wriggled feverishly and ground against the bed.
“Hold still,” he warned, deliberately holding her bottom spread apart with one hand while slipping the other under her to press against her sex.
“I can’t, you’re driving me insane!” she cried.
“All right, calm down. Face the wall like before and press back against me,” he instructed, allowing his large, commanding erection to rest between her warm, smooth buttocks. “Now young lady, I want you to reach back with your little hand and put it in yourself, at the proper angle for you,” he ordered, firmly wrapping her hand around his shaft. After such a vast amount of teasing Susan was enormously anxious for their union and obeyed his last command with alacrity, placing his penis between her cheeks and attempting to insert it into her bottom. Once Anthony understood the angle she was indicating he gently withdrew her hand and continued the operation himself, while holding her well apart to ease the entry.
“What were you thinking of, following me?” An inch slid in and she gave a small sob.
“I’m sorry,” she replied, grabbing onto pillows with both hands.
“And then you confessed. You must have wanted to be punished for that,” he declared, inserting another inch of throbbing cock into her bottom.
“Yes, I guess I did,” she whimpered.
“You deserve a much worse punishment than this for such outlandish behavior,” he advised, plunging in yet another inch. Now she was open to him fully and he felt this in the subtle insinuations of her dear little bottom against his groin. “You’re lucky I don’t give you a bare bottom spanking in front of Dennis tomorrow morning before he drives us to Random Point.”
“No!” Susan cried with spirit.
“What? You don’t want me to turn you over my knee in front of our driver?”
“Oh!” Susan cried, in sudden ticklish rapture as he thrust his penis even further and filled her clinging glove completely with his cock. Firmly encircling her waist with one arm and placing the other palm directly upon her flat tummy, he began to fuck her slowly and soundly.
“Now, Susan,” he instructed, “Just relax and don’t contract. I want you open to me and that’s all. Understand?” he demanded.
“Yes, Sir!” she shivered with excitement as his palm pressed down lightly on her belly and his cock gently throbbed within her rectal sheath. Next she felt him withdraw slightly only to re-lubricate his shaft with a quantity of sheer, slippery gel, which eased his re-entry in the most voluptuous manner imaginable. Susan was on the verge of climaxing now. And after these several hours of punishing her, so was Anthony.
“Susan, what did I tell you about contracting?” he slapped her hard on the thigh.
“I’m sorry,” she whimpered, forcing herself to loosen her grip on her lover’s penis and cling lightly about it instead, which effort in and of itself was inexplicably stimulating.
“This is what you need,” Anthony observed, pulling her bottom cheeks firmly apart as his cock plunged in between them to the hilt. “You need to be controlled just like this,” he pressed his palm against her tummy more firmly now as he slowly thrust his penis into her bottom. Susan made a valiant effort not to contract her bottom around the brave intruder, but inevitably determined to bring this rapturous torment to its logical conclusion by squeezing on his ramrod until she came.
The moment he felt Susan’s internal spasms Anthony allowed himself the luxury of release within the warm, clinging recesses of her bottom. He himself had teetered so precariously on the edge of orgasm for the last hour or so, that he’d instituted the no-contraction rule simply to postpone his own climax until she had achieved her own. In doing so he had unwittingly stumbled on the single most arousing piece of foreplay for Susan, which was simply to force her to keep her bottom spread during an insertion. Not only had this minimized the abrasive side effects of anal sex, without lessening its intensity for him, but it had also distracted her to the point where she was able to accept the entire length of his organ without discomfort. Technically, this was close enough to count as a simultaneous orgasm for Susan and Anthony and the two of them basked in its romantic glow for some moments before disengaging, with his face buried in her hair and her luscious bottom nestled against his groin.
Susan looked back at him over her shoulder and said, “You do love me, don’t you?”
“That would be putting it mildly,” he told her, gently kissing the nape of her neck.
Chapter Two Damaris Pays a Debt
After her separation from Michael, Damaris Flagg became absorbed in her work at Random Construction, where she now had her old position back as William Random’s office manager.
To distract herself from thinking about Michael Flagg, she worked long hours