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Chapter 3

Author: Olivia Saxton
last update Last Updated: 2025-10-15 01:19:30

            Chastity had gotten Ernest to leave the garden party early. She was having a pleasant time there but she had wanted to get the night over with. She had rented a suite at the Waldorf Astoria.

            Ernest had been so surprised and excited, he had started to take his clothes off right in the entry way. Normally, that would have appalled her. It was so uncouth. But she really did want to get this over with. So, she had said nothing and followed him to the bedroom.

            Ernest was in such a rush to get to it that he helped her undress, well, in actuality rushed her to get undressed.

            Chastity pulled the covers down on the bed as Ernest rocked against her bare backside like a horny dog who couldn’t wait two minutes. She climbed in the bed. As soon as she turned over on her back, he was mounting her. Then again, he was never much on foreplay which always been fine with her. She liked getting to it and getting it over with.

            She spread her legs open as he took his hard rod in hand. He guided his tip inside her and started pumping like a rabbit. It made her C-cups bounce. He liked that. He wasn’t a bad lover she supposed. The sensation felt good to her but she never really achieved an orgasm with him – or anyone else for that matter. She usually had to fake it so Ernest wouldn’t feel obligated to keep going to give her one. After a few minutes, he buried his face in her neck, mummering, oh, baby, over and over.

            She breathed heavy to make him think she was enjoying herself. Again. It was pleasant but nothing like she had read in romance novels. Not weak in the knees, overtaken by some sort of ultimate pleasure – nothing like that at all.

            Ernest started the gross, annoying sweating. There were times he sweated so much during sex that it would drip off his forehead and onto her face.

            Time to end this.

“Oh, yes, Uh,” she whispered in a high-pitched tone. She had seen women do that several times in p**n videos that her and Chelsea used to sneak and watch a few years ago. “Oooh.”

            “Yeah,” Ernest grunted. “Come on, baby.”

            “Oh, Ernest. Yes, yes, yes!” she cried in a fake, soft sounding tone.

            He grunted with victory and slowed his pumping. He was heaving air in and out as he rolled over. That was Chastity’s cue to get on top. Sometimes he liked to finish with her on the bottom. Then there were times he liked it when she was on top for him to cum. He had told her several time he liked looking at her while they had sex or what he called making love.

            She sat on his penis, tucked her feet under his legs, and began bouncing. Ernest grabbed her waist and held it tight as she got into a slightly fast rhythm. It felt good to her. There had been a few times she had gotten little pleasure spasms from it. Her bosom swayed as Ernest met her every time she came down on his lap.

            Ernest moaned and grunted until his eyes began to roll to the back of his head. “That’s it, baby,” he mumbled. “That’s it. Take me home. That’s it!” he shouted to the ceiling as his juices spilled into her.

            Chastity slowed to a stop as she caught her breath. Sex didn’t do much for her but she did like being on top. It seemed to give her thighs a nice work out. She rolled off of Ernest to the edge of the bed. Before he could reach out to pull her down to spoon as he called it, she stood. She had already gotten sweaty from him and her own movements. No reason to stew in it.

            “Where . . . are you going?” he chopped out breathlessly.

            “To the bathroom. Rest. I’ll be out before you know it.”

            He nodded and let his head fall back on the pillow.

            Chastity went into the adjoining ensuite and closed the door – then locked it. If he said anything about the locked door, she could say she forgot. That she was used to locking it at home. He didn’t know she had her own bathroom at home.

Chastity had brought her things in the bathroom when she had gotten the room and checked in earlier today. She ran water in the jacuzzi tub as she peed. Once all was said and done, she settled down for a few minutes for a nice hot bath. Once she had dried herself, she righted the bun on her head and changed into a pair of black slacks and a blue shirt. She put her things back in her carry-on bag and slowly opened the bathroom door.

Ernest was dead asleep on his back without the covers. His nakedness out for all to see. His member was soft and lying to the right. Chastity slowly and quietly tiptoed past the bed. The last thing she wanted to do was wake him. She wasn’t ready to deal with him yet. She closed the bedroom door behind her.

She dropped her carry-on on the blue sofa and walked to the mini bar. She fixed herself a gin and tonic, very light on the gin. She got a cigarette from her purse and went out on the balcony. There were two lounge chairs out there. It was a non-smoking suit – that’s why she went outside.

Chastity sat down and lit up. She took a hit off the cig and a sip from her glass. She leaned her head back and thought back to when she first started seeing Ernest. Mother Superior at St. Barbara’s had suggested she try going out on dates to make sure she could live without a romantic relationship before she took her first vows. Ernest in finance acted like he wanted to ask her out for months but was too shy. So, Chastity had asked him out to lunch, making the first move. He had stuttered like a little boy but he had accepted. They had been seeing each other since last summer.

On their first date, he had kissed her, which she hadn’t minded. What she had minded was it quickly escalated to him pawing at her like a horny, teenage boy that had never kissed a girl before. He had even shoved his hand down her pants right in the car. It was rather boorish.

After getting tired of being groped like a cheap whore for two months, she had finally told him she was ready to sleep with him, hoping that would calm down his hands before she got out of the car. On the night, Ernest’s hands were trembling so bad that he had no choice but to admit he was a virgin. Chastity had known he didn’t have a lot of experience with women, but she had no idea he was a virgin. She had been shocked that a man his age had never had intercourse before.

Nevertheless, she had eased his nerves and walked him through it, telling him what to do until he was able to take the wheel by himself. The actual act had lasted three minutes that night.

Chastity smirked a little at the memory. Then she remembered her first time. It was her first semester at Columbia University. Since she was officially an adult, who was working toward what she wanted to do for the rest of her life, she thought it was time to get first time sex out of the way. At that time, she had thought she might meet someone special and wanted some experience under her belt. Soon she had realized she couldn’t get one of the college boys to do it. She had learned quickly that they bragged about all of their conquests to each other - no discretion at all. They had even talked about sleeping with girls that they really didn’t sleep with at all. What she had needed was an experienced and mature man, who didn’t run off at the mouth. The only way she knew how to meet one was to comb the bars. Some bars she stayed clear of because they were in bad neighborhoods. Yet, the middle-class bars were no better when it came to clientele. Either the men were young, uncouth, and ignorant or they were middle-aged, pathetic, and desperate.

One late night, she had gone to the New York Country Club and sat at the bar. Of course, she wasn’t old enough to drink at the time, so she ordered a virgin daiquiri. She had gone to the country club out of frustration. She had needed to think about how to accomplish her goal. Chastity had been entertaining the idea of trying online personals when a man had said, “Is there anyone sitting here?”

A man who was in his early thirties had sat next to her and ordered a scotch on the rocks. Nice looking man, thick brown hair, broad but not fat. He was friendly enough. His name was Harper, a lawyer from Seattle. He was in New York on business. He was confident and he didn’t smell like stale beer or vomit like the other men had in the middle-class bars. Harper had even made her laugh a few times. She had genuinely liked him, and it seemed like he liked her, too.

“Please know I don’t mean any offense asking you this. I was wondering, would you like to . . . come to my hotel room at the Hilton?” Harper had asked.

“Only if we use protection.”

“Ah. A safety girl.”

“Indeed, I am.”

“I have no problem with that.”

So, she went to his hotel room at the Hilton. He had offered her an alcoholic drink, a screwdriver. They had enjoyed their drinks as they chatted. Then they had gotten down to business. The foreplay had been wonderful. The actual act . . . wasn’t. The pain on first entry had been excruciating. So much so, she had half a mind to tell him to stop. But she was already in it so she rode it out. Afterwards, he laid beside her and asked, “Why didn’t you tell me you were a virgin?”

Chastity had no idea a man could tell the difference, but she had learned an experienced man such as himself could. Yet, Harper was understanding once she had explained. After twenty minutes, she had gotten dressed as Harper called her a cab. He had waited with her until it came. They had exchanged numbers but she never heard from him again. And she never tried calling him. What for? She had gotten what she needed from him and the act itself had been so painful at first and then uncomfortable she had no interest in revisiting it.

She had only taken three drags off her cigarette as she had thought about the past. She let the tobacco burn out on its own. Chastity went back inside and sprayed some perfume on herself.

The bedroom door opened. Ernest had put on his pants, but his bird chest was exposed. “You’re dressed,” he said, stating the obvious. “Are you leaving?” He walked to her.

“Yes. Ernest . . . I rented this room tonight because I wanted our last night together to be special.”

For you, anyway.

“Our last night together. What are you talking about?”

“I . . . I have decided to become a nun,” Chastity revealed.

“Oh, come on,” Ernest said, insulted. “I can’t believe after almost a year together and you break up with me using a ridiculous excuse like that. I rather you tell me you don’t want to see me anymore and that be it.”

“No. It’s true. I’ve decided to join Saint Barbara’s Convent in Boston. I have already taken my first vows. And I’ve already put in my notice at Carlyle. My first vows require that I take a vow of poverty. I can’t be making an income.”

Ernest looked at her with furrowed brows. “It’s true,” he said slightly above a whisper. “Geez, Chastity. When did you decide to . . . you know?”

“I’ve been slowly working toward it for a while. Two and a half years to be exact. The first year or so I wasn’t sure if being a nun was what I wanted. I kept living my life all the while researching and visiting the convent and others to figure it out.”

“I thought nuns were . . . untouched,” he said delicately.

“Not all of us.”

Ernest blew out as he looked down at the floor. After a few moments, he looked back at her. “Who am I to get in the way of the call. I wish you all the luck in world.”

Chastity smiled at him. “Thank you. And I know this is cliché but I mean it. I want us to still be friends at least.”

Ernest grinned. “Of course. And I have to say . . . I’m flattered that . . . you chose me to be the last man you’ll ever be with – intimately.”

Chastity just smiled at his comment. The truth was she had sex with him tonight for him. God knows when he’ll get another woman - that wasn’t a hooker. She told him that he could stay in the room until tomorrow. They hugged goodbye.

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