Afternoon to Remember Ch. 01

Rowena stood at the front door of Regis Academy, waiting for Mr. Sinclair, the school guidance officer, to come and get her. It was after hours, but Mr. Sinclair had told her that this was urgent and he needed to see her this afternoon.

Rowena looked at her reflection in the glass door. She was a remarkably attractive woman. Even at 36 she could pass for a woman in her mid-to-late twenties. She was 5'9"--tall for a woman from the Philippines--with a beautiful face, dark eyes, and long Brownish-blonde hair. At least it's been that color since her early twenties when she started coloring it regularly. Her naturally tanned skin was smooth and wrinkle free. Her 34-24-34 body was tone and easily noticeable in her form fitting blouse and knee length skirt, that showed off her fit, long legs. She wore heels, making her look even taller. Her firm breasts were just a bit larger than B-cups but not big enough to comfortably fit into a C-cup bra, so she chose to wear a 'B', mainly because the snug fit actually showed them off a little better in a form fitting blouse. If there was one thing that Rowena was good at, it was dressing to impress. Yes, she was a beautiful woman.

Standing at the entrance to the school reminded her of a disagreement that her daughter had with her. It seemed that her daughter no longer wanted Rowena to come to school because she said that all of the guys had a crush on her mother and she was embarrassed by it.

Rowena was used to this reaction from men. She found it flattering, but didn't think much of it otherwise. She had been happily married since she turned 18. She met her husband, Jim, when he was stationed overseas in the Navy when she was only 17 and he was 19. They dated, and when she turned 18 they got married. Rowena became pregnant almost immediately and was a mother before she turned 19.

Mr. Sinclair arrived at the door and unlocked it, inviting Rowena in. Apparently the school was empty at this time. He led her to his office and offered her a seat. She noticed how his eyes lingered over her body, but that was nothing new. She thought that the 30-year-old counselor was a somewhat handsome man. He was 6 foot tall, with short brown hair and brown eyes. Clean shaven and reasonably fit.

"What is going on, Mr. Sinclair?" She asked. Rowena had only the slightest hint of an accent. She had learned English as a teenager and adapted to the dialect quite quickly in her first few years living in the United States.

"Please, call me Roy." He told her. "We need to discuss a situation with Annie." He said.

"What has she done now?" Rowena asked. It seemed that her daughter had been getting into trouble quite often the past two years. Rowena was worried that Annie wasn't going to make it the final three months to graduation. And she and her husband had spent far too much in this private school to have her kicked out now.

"Before we begin, did you want to include your husband in our meeting?"

"He is deployed and won't be back for another two months." Rowena said. Jim has been out of the country for three months now.

"Oh yes, I remember Annie telling me that. Okay, the situation is that Annie is continuing to get in trouble at school, as has been the case for a while now. But today she was caught with drugs. It was only marijuana, but that's still illegal on school grounds, and since she just turned 18, that could result in her being charged as an adult, especially with the amount that she had on her, and being on school property. At the very least she should be expelled."

Rowena was speechless.

Roy continued, "Look, Rowena, I don't believe it was hers. I think she was holding it for one of her friends, but that doesn't matter. She had possession, and with her recent behavior, this cannot be overlooked."

"What can we do?" Rowena asked. "She only has three more months and she will graduate."

"I would really hate to expel Annie, and I don't want to have her arrested. At 18, that will stay on her record."

Rowena was about to panic. Her daughter had been causing trouble lately, and she and her husband have been doing everything they can to get her through graduation. Now this was happening. "What can I do to fix this?" She asked.

Roy was feeling better about the plans he had already come up with. If he played this right, this could become one hell of a great day for him. He had always had the hots for Rowena since he first met her. And when he had confronted Annie at the end of school he had been shocked when the 18-year-old offered to suck his dick to get him to drop this. He had heard rumors about the girl's oral talents, as she had apparently provided blowjobs for several guys during her senior year. Even though it was wrong, Roy had agreed, but upped the ante by making the girl agree to fuck him too. After she left his office he thought that perhaps he could get the same from Rowena. She was way more beautiful than her daughter, and knowing that Annie wasn't about to tell her mother, he decided to give it a shot.

"Well, Rowena, so far I am the only one who knows about this. So perhaps we can come to an arrangement." He began.

Seeing Rowena waiting for him to continue, he said. "You are a beautiful woman, Rowena. And I'm sure you don't want Annie arrested and expelled. Perhaps, if you promise to get her to behave for the rest of the year, and if you're willing to do something with me, we can drop this."

"Do what?" Rowena asked. She believed she knew what he meant, but couldn't believe that was what he was asking, so she wanted him to clarify it."

"We can start by having you strip for me."

Rowena's eyes widened. "I can't do that."

"Not even to help your daughter?" Roy said.

Rowena couldn't believe she was hearing this." "Mr. Sinclair, I am married. My husband is the only man that I have ever been with. Please don't ask me to cheat on him to help my daughter."

"Isn't there anything that you're willing to do?" He asked.

Rowena folded her arms, attempting to cover her firm breasts. "There has to be something else. I cannot screw anyone but my husband."

Roy smiled, "We don't have to fuck, Rowena. How about you give me a blowjob."

Rowena shook her head. She had nothing against blowjobs, she had provided her husband with these many times over the years. But she had not done so in the past two or three years at least.

"It's just this one time, Rowena, and your daughter is off the hook completely."

Rowena didn't know what to say. She absolutely did not want to do this, but she was worried about what would happen with Annie. "Please, do I have to do that?"

"You don't have to do anything, Rowena. But it would save Annie a lot of trouble. And it's just this one time."

Rowena stared at the wall, unable to make eye contact with Roy. "You promise not to tell Annie, or anyone."

Roy couldn't believe that this was actually going to happen. "Absolutely."

Rowena was shocked to hear the words coming out of her mouth as she said, "Very well, as long as Annie can graduate. And all I agree to do is suck your dick."

"Certainly. Now take off your clothes. I want to see you totally naked." Roy began undoing his pants as he stood up and came around the desk.

Rowena rose and began to slowly unbutton her blouse. Roy dropped his pants and boxers and sat back against his desk. As she undressed, she watched his cock as it began growing hard as he watched her undress. As she removed her bra, exposing her tan, firm, B-cup tits his cock swelled to its full 7 inches.

She realized that this was the first erect penis that she had ever seen, other than her husband's. She had accidentally seen her brother naked, and once walked by an alley and saw a man taking a piss. But both of those had been at a distance and neither were hard. She had seen nude men on the internet, but had never been very interested in porn. So Roy was indeed the second man that she had seen naked and aroused.

Roy's eyes were transfixed on Rowena's firm tits. She was so sexy. He had wanted to see her body for so long. She unzipped her skirt and dropped it, standing before him in her blue silk panties. She then slid her panties down her long sexy legs, exposing her pussy. Her well trimmed black pubic hair formed a small triangle above her cunt. She stood there, wearing nothing but her high heeled shoes.

"Oh my god." Roy said as he stared at the beautiful Asian woman before him.

He motioned her closer, and took the liberty of fondling her tits. As he tweaked her nipples they grew rock hard. He was surprised at the length of them as they each extended nearly an inch as they hardened.

Rowena had to force herself to stand still as Roy played with her sensitive nipples. Then his right hand slid down her body and rubbed between her legs.

"No." She said, as his finger rubbed between her slit. "You cannot penetrate me."

Rowena dropped to her knees, "Let's get this over with."

Roy sat back on the desk. Rowena took his cock with her left hand and stroked it softly before leaning forward and reluctantly parted her lips and slid his member into her mouth.

"Oh god that feels so good." Roy said, as she began sucking his cock.

Rowena could not believe that she was performing oral sex on only the second man in her life. She was ashamed of herself for doing this, but kept reminding herself that this was a sacrifice for her daughter.

Roy was so happy that he had already cum twice that day, otherwise he was afraid that he would blow his nut in Rowena's mouth right away. But now he could enjoy it longer.

Rowena worked her mouth up and down along Roy's shaft. She tried to pretend that this was Jim, but was unable to do so. The humiliation of being blackmailed into doing this was just too much, but she had to do this, so she did her best in hopes of getting it over with as quickly as possible. She used her hand to stroke the bottom of his shaft, planning on pulling away and jacking him off once he began cumming.

"Lick my balls." Roy told her.

Rowena pulled off of his cock. This was something that she had never done. She lowered her head, thankful that Roy had shaved his groin, which was something that her husband never did. She extended her tongue and began licking under his balls. She could sense from Roy's reaction that the counselor enjoyed how her tongue caressed the underside of his balls.

"Oh yes, that feels so good." Roy confirmed her thoughts. He relished the sight as he looked down at her beautiful face as she lapped at his sack. He had her continue for three or four minutes before having her rise up and start licking his nipples. Rowena was tasked with going back and forth several times, flicking her tongue on each of Roy's erect nipples as he played with her tits, then he guided her back down to his balls.

Rowena worked at pleasuring the man with her tongue, but really wanted to get back to sucking him, if only to make him climax and get this ordeal over with. But Roy was enjoying having her lick him in several sensitive areas. The pleasure was fantastic. He cared little for how humiliated Rowena was. Finally, he directed her back to his cock.

Rowena began sucking and stroking him again. Roy moaned softly as she worked his cock. He watched his cock going in and out of the pretty woman's mouth as her head bobbed up and down. He felt his cum rising and took hold of the hair on both sides of her head, "oh fuck yes!"

Rowena felt his cock swell even more and knew that the man was about to cum. She attempted to pull away, but Roy's hands held her head in place. He moaned again and she felt his cock unleash in her mouth. As Roy shook with pleasure, his cock spewed wad after wad of cum into her mouth. Rowena was forced to swallow it as Roy pumped his load into her mouth.

Roy was elated as he came in her mouth. He continued forcing her head up and down as he came, and then afterwards, until his cockhead became too sensitive for her to continue. Only then did he let go of her and allow her to pull away from his satisfied cock.

"Goddamn, Rowena, that was so fucking good. It was even better than Annie did."

"What?" Rowena cried out, as she pulled away from the man, still tasting his cum in her mouth.

As Rowena stood, Roy stroked his cock absentmindedly and said, "Annie offered to blow me to keep out of trouble earlier today. Since she is 18 I took her up on the offer. Afterwards she agreed to let me fuck her right here on my desk."

"You son-of-a-bitch! You fucked my daughter and then tricked me into sucking your dick after you already agreed to let her off!"

"Well, yes." Roy answered, "But in my defense, you are way hotter than she is. I just couldn't resist trying to see if I could get you too."

Rowena was so pissed off that she couldn't speak. The thought that she had just sucked the same cock that had only a few hours ago been in her daughter's mouth and pussy was both humiliating and disgusting to her. She tried to talk, but just stammered incoherently.

Roy watched the beautiful naked woman, then decided that since he had already gone this far, that he had to see if he could do more. After all, he was certain that Rowena wasn't going to say anything to anyone about this. He reached out and grabbed her by the arms and spun her around, then pushed her onto her back on his desk. Then he dropped to his knees, lowering his hands to grasp her wrists to hold her in place.

"What the hell are you doing?" Rowena asked, as she struggled to break free.

"I'm going to see how good you taste." Roy said, before pressing his mouth against her pussy.

"Stop, please stop!" Rowena cried out as Roy began licking her pussy.

He ran his tongue up and down in the folds of her pussy, enjoying the taste of the woman's cunt for a few moments before moving up to lick her swollen clit. Rowena jumped as Roy began licking her love button. She tried to break free, but his strong hold of her arms and his upper arms and shoulders pressing against her thighs kept her pinned to the desk. Rowena absolutely enjoyed the sensation of having her pussy eaten, and relished it whenever Jim did this to her, but having Roy do it was just wrong. In some twisted way she would have preferred having to suck his cock again over having him do this to her. She continued begging him to stop, but the counselor worked her cunt with his mouth and tongue like a man possessed.

Roy believed that he had never gone down on anyone as beautiful as Rowena. True, he was smitten by yellow fever, but even so, this woman was outright beautiful and sexy. He could only imagine how she must have looked in her early twenties.

Rowena strained as Roy continued licking her. Even though she hated it, it felt so good. It had been over three months since Jim had fucked her, and even longer since he had last gone down on her. And she hated to admit it, but Roy was doing a better job than her husband usually did. The way he moved about her pussy before going back to her clit was forcing her body to respond. It had been at least three weeks since her last orgasm. Rowena would use the shower massage to masturbate every 2 or 3 weeks when Jim was away. She needed a good orgasm, but not like this. Not from a man who was not her husband. But she could tell that Roy was intent on forcing her to orgasm for him.

Roy worked her clit faster as he felt Rowena's hips gyrating. He knew that she was going to cum and couldn't wait to feel her juices spilling on his face. "That's it, cum for me." He said between licks.

"No, please don't make me cum." She pleaded. But it was already too late.

"Ohhh, nooo. Oh please stop. Shit, ohhhhh..."

Rowena began cumming. She bucked her hips as Roy's tongue flicked her clit, driving her over the edge. She closed her eyes, unable to look down at the man who was bringing her to orgasm against her will. Roy continued licking, driving Rowena farther and farther into ecstasy, to the point that she couldn't take it any longer. "Please stop." She begged, as Roy's tongue worked her beyond her limits.

Finally he stopped. Rowena was panting as she lay on the desk. Roy stood up between her legs. She opened her eyes and saw his 7-inch cock was hard again, and he was holding it in his right hand, directing it towards her pussy as he stepped closer.

"No, you can't fuck me!" She insisted.

But Roy was already pressing the head of his cock between her lips.

"No!" She yelled louder, as he shoved his pecker into her wet hole.

Roy could not resist the opportunity to fuck Rowena. This was the moment he had been dreaming about. He raised her legs and started slamming his cock into her.

"Pull it out! For god's sake don't fuck me. I can't do this. Please stop, I'll suck your dick again!"

"This is too fucking good to stop." Roy told her. "Just think, you're being fucked by the same cock your daughter fucked earlier today. But I have to tell you, your pussy feels better to me."

Roy raised Rowena's legs to his shoulders and leaned forward against them as he pounded her pussy, reaching forward with his hands to fondle her tits as he fucked her. He marveled at how beautiful she looked below him. "Jesus you are so fucking hot." He said as he continued.

Rowena could do nothing but take it. Roy's cock was about an inch, maybe a little more, longer than her husband's. It was also thicker, so she was feeling it stabbing deeper and filling her more than she had ever experienced in her nearly 19 years of sex with him. And--much to her regret--Roy was just as good at this as he was at eating her. Rowena was upset with her body for responding to this, but the skillful school counselor was forcing her body to respond in kind. And being that the man had cum three times already that day, he was lasting much longer than she would have expected. Of course Roy had no regrets as he wanted his time inside Rowena to last as long as possible.

Rowena moaned softly, realizing that she was going to have another orgasm. She tried to hold back, but it was no use, she was definitely going to cum again.

"Ohhh..." She began cumming as Roy slammed his rod into her. The man realized that he was getting Rowena off again and raised up to take in as much of her body as possible as he fucked her to orgasm. "That's it, cum for me!" He said as she quivered beneath him.

As she settled down he leaned forward again. It wasn't long before he could hear Rowena moaning in delight again. She was cumming for the third time.

"This is fucking awesome." He said. "Let's see if I can get a forth out of you."

"No, please stop, I can't take it." She responded.

"I sure as hell ain't stopping now." Roy told her. Instead, he picked up his pace, driving his cock into her as hard and fast as he could.

"Oh god." Rowena let out as she climaxed again.

"My turn." Roy said.

"No, not inside me!" Rowena called out.

"Oh yes!" She heard Roy cry, as he began cumming in her pussy. She was still in mid climax when Roy began spewing his seed into her waiting pussy. Her hips involuntarily bucked to meet his thrusts. She didn't want him unleashing inside of her, but the pleasure from her fourth orgasm had overtaken her and she couldn't hold back. Roy drove his cock inside her cunt, shooting his cum into the woman until he had drained his balls. Finally he slowed down and then pulled out of her.

Rowena lay on the desk, breathing heavily as she tried to recover from being fucked to three straight orgasms. Never had she cum so much in one fuck, not to mention the first orgasm from having her pussy eaten by Roy. She hated what this man had done to her, and how he had both tricked her and blackmailed her, especially after apparently having sex with her daughter. But at the same time, she had never enjoyed getting fucked as much as this one. But she couldn't admit that to Roy.

"Are we through now?" She asked, rising up to sit on the desk. She couldn't help but look at Roy's half limp cock.