Chapter 11

The date went as planned including the surprises. Including Raven seeing Eddie at a table in the bar when she arrived. He subtly shook his head, while chatting with a couple suits. And Layla. And some pretty woman she didn’t recognize. Not a working girl, she figured. Just a slut for the night.

She took her usual seat at the end of the bar. Joe arrived soon after. He sat fairly nearby. They gazed at each other.

Joe ordered a bourbon soda. “And get the beautiful woman at the end of the bar another drink as well.”

Raven immediately got up and stood beside him. “Have Tandy bring it to a table, Slim,” she said.

“Yes ma’am,” said Slim.

Joe managed to seat her at the table beside him looking towards the entrance.

“Just until my date arrives,” said Raven.

“I believe I am your date, Raven,” Joe said.

“Joe?”

“Yep.”

“Thought you might be.”

“Your pictures don’t do you justice.”

“Thanks,” she blushed. “You want to drink up?” she asked when the drinks arrived and Joe paid for them.

“Let’s get to know each other first.”

“You’re the boss,” Raven smiled.

“I suppose I am, since I’m paying,” Joe grinned. “But I’m afraid I can’t offer medical or dental or other benefits since you’re strictly part time.”

“We’ll see,” she smirked.

“Temp to hire?” Joe chuckled.

“Other benefits,” she giggled. “Though you may be the one who gets them.”

“I think you’ll find me a very generous boss. And not just monetarily.”

“A good boss is hard to find.”

“I hope to be the best boss you ever had.”

She blushed again.

Ginger entered the bar looking exquisite and sexy in a close fitting, high hemmed silky jade colored dress. High heels and fishnet stockings held up by red garters just hinted at. She paraded around, purposely avoiding eye contact with Joe and Raven. Essentially showing all sides of her. Front and back. Joe saw the subtle nods she and Eddie exchanged. His gaze looked predatory. Joe imagined others gazed as hungrily.

She stopped at the bar and looked around. Only then did she spot Joe. She immediately plopped down at their table. “Raven. Who’s the stud?”

Raven, looking surprised, stuttered. “This is...”

“Joe,” Joe grinned and lifted his hand to shake hers.

“A pleasure,” Ginger purred. “Hopefully. You guys finished negotiations?”

“Uhm... , “ Raven stuttered again.

“Yes,” said Joe. “Our date’s just started.”

“Good. I’m super horny. Can I tag along? I’ll pay, Raven.”

“Uhm.”

“I’m good with that,” Joe smiled. “But I can cover it if you want.”

“I guess if you’re paying her...”

“Uhm...”

“Raven,” Ginger said. “I always thought you were super-hot. And smart. But if you’re not into women, we can share Joe.”

“It’s not that,” said Raven.

“Then what?” Joe asked.

“I ... I’ve always had a sort of crush on you.”

“So this is like a fantasy?”

“Yes.”

“Perfect. Let’s go. I’m horny.”

Joe chuckled to himself when Eddie left before them, a foursome, with him close to one of the suits and Layla trailing behind the two.

“Let’s go then,” Joe said. “I’m rather horny myself.”

When they reached the street, Raven told them, “I have a place. It’s not far.”

“Lead the way,” said Joe.

“What a coincidence,” Ginger said when they arrived at the hidden escort hotel. “I got a room already here.”

“I told you about this,” Raven said.

“Yep. And I’m horny.”

As soon as they stepped into the mirrored room, Joe pulled a well stuffed envelope from his bag and placed it on a table. That and a plush armless chair were the only other furniture in the room beside the king sized bed. It was an hourly rate hotel after all. He sat in the chair.

“Since you two have been yearning for each other,” he ordered, “I want to watch you make love.”

Immediately Ginger pulled Raven to her and kissed her. He liked that she stripped Raven between kisses.

Again, Raven’s body reminded Joe of Moe. Slim and elegant, yet surprisingly full breasts and ass. A woman sexier naked than dressed up for the allure.

Except for the shoes, Ginger remained fully dressed when she guided Raven onto her back on the bed. Her mouth took its time exploring the hot prostitute, with her fingers leading the way. Fingers that made their way to Raven’s damp pussy long before her lips and tongue. Those teased past there and headed down the slim yet strong thighs. Down to her toes, which Ginger sucked before heading upwards again. By the time Ginger’s tongue slid into Raven’s pussy, sliding all the way up and across her clit, Raven was writhing. She came immediately with the tongue contacting her clit.

Only then did Joe join them. He had stripped off his pants, standing beside the bed, masturbating. Removing the rest of his clothing, he slid behind Ginger. Ginger noticed, lifting her ass for him while she continued ministering orally to Raven.

Joe pulled her skirt up over her ass, sans panties, aimed his cock and pushed in. Ginger groaned with pleasure, vibrating enough on Raven’s pussy to create a deep moan. Joe removed the straps from Ginger’s shoulder, and brought the dress, no bra beneath, below her breasts. Caressing them gently with both hands while his cock thrust quicker and harder inside her. Letting the tit flesh through to focus on teasing her nipples.

Ginger helped his pleasuring her. The hand that had been stroking fingers into Raven moved to her own clit. The other hand remained on Raven’s tits.

Despite the missing fingers inside her, and Ginger distracted by her own cum, Raven came for the second time. Probably the deep moans of Ginger against her clit. Joe let go any resistance and joined the two women in ecstasy.

Leaving a limp dick for the two ladies to revive. Raven experiencing different lips and tongue on her sensitive pussy. Joe enjoying her flavor and taste from a most reactive pussy. That and it’s surprising narrowness promised a most intense experience for his newly formed erection, even through the condom being rolled on.

Raven lowered her pussy down to his cock. Not surprising, she took her time having it enter her. It was a close fit. Her moans revealed she didn’t mind the expansion.

Once fully in, just grazing her cervix, she continued to keep things slow. Shifting angles. Joe appreciating the dance of her full, pale tits. The one she found was a sharp angle in relationship to Joe’s torso. Sharp enough for Joe to meet her lips with his. His elbows pressed into the bed to make it happen. His hands were able to take hold of her nipples. Gently at first, but gradually with more pressure. She could take more of it than most. Not nearly as much as Constance had. But the more she quickened her ride, the more she could take.

“Rub yourself,” he advised.

When she did, her ride became chaotic. Her body lifted. Joe’s did too, so he could nibble her nipples. When she came, hard, he embraced her and turned her over, missionary style. He began slowly, but ramped it up. Her long legs wrapped around his thighs and encouraged him to go faster and harder. By the end, he was pounding into her, his nibbling on her nipples harsher, the one not nibbled being almost violently twisted. Her fingers continued stroking herself. She was rising once more to orgasm. Joe quickened and shortened his strokes, just long enough for her to succumb again, and pressing deep, glans against cervix, he pulsed semen into the condom.

Pulling out and collapsing onto his back, he heard her murmur, “Man that was incredible.”

“Not done yet,” said Ginger, standing near the end of the bed, her hand stroking a strap on dildo on the narrow side. “You into anal?”

“If you’re gentle,” Raven swallowed.

“How tender are you?” Joe asked. “You’re pretty tight.”

“And you’re pretty thick,” Raven chuckled. “Maybe with some of that lube.”

“Turn over and I’ll let you take care of that,” said Joe. “And I’ll check for tenderness.”

“Again,” Raven murmured within a giggle as Joe slid beneath her, his tongue licking her slit. His flaccid penis settled in front of her. She noticed a condom packet. Once Ginger lubed her anus and entered it with the fake cock, she noticed the tube of lube being placed beside the condom.

Taking penis in mouth, tasting the remnants of the protective sheath along with her own flavor at the base, she groaned at the rude entrance of the dildo, pushing past her defensive sphincter. Nevertheless, the new pressure slowly filling her rectum and the friction provided excited her. And Joe proved even better at oral than Ginger. Moans and groans vibrated Joe’s penis as it grew inside Raven’s mouth, which had its own sort of excitement.

Joe didn’t need to know if she was okay with being fucked by him again. Once fully hard, she rolled on the condom and rubbed lube onto it. Joe turned around. Ginger did the guiding, her dildo still embedded inside Raven. Making her narrow passage even narrower. Making it more intense for both Joe and Raven.

Everyone kept it slow. Despite that, Raven came. And continued cumming for several minutes. Until she finally gasped, “Too much!” and Joe and Ginger eased out. Removing extraneous things. Condom and strap on. Ginger cuddled and kissed Raven. Joe spooned behind the completely satisfied prostitute.

Eventually she turned over to kiss Joe. “Thanks, Joe,” she said.

“You’re most welcome, Consuela.”

She grinned large and kissed him intensely.

Afterwards, Joe stroking fingers through her thick, black, sweaty hair, he asked, “I don’t want you to think I’m being judgmental. It’s purely curiosity. Are you okay with this life?”

“Okay? Sometimes. It’s never been this good, but of course, this wasn’t exactly about that. You should keep your money.”

“No, Consuela. It’s part of the fantasy.”

“Being with Raven?”

“And me,” said Ginny.

“Did you actually add more for her?” Raven asked Joe.

“I did. Doubled it.”

Raven nodded. “In a way it’s a lot better than any other job. I make a great deal more money in a lot less time. It’s perfect for a college girl.”

“And being smart and beautiful adds to your caché.”

“I suppose it does.”

“I have a girlfriend who was just beginning a career as an escort.”

Ginny laughed. “Just like Joe to bring up a lover when he’s in bed with two.”

“I like being honest,” Joe defended himself.

“I know Joe. Go on.”

“Anyway, I managed to talk her out of it. Almost got into a fight with her pimp about it.”

“I don’t have a pimp.”

“I know. He’s actually a pretty good guy, believe it or not. A friend. If almost all of them weren’t complete assholes, it’s actually a pretty good idea.”

“Protection.”

“Yep. But that takes a lot of trust, and I can understand why you wouldn’t find someone who would have your back and not use you.”

“Exactly.”

“Anyway, Chandi wasn’t meant for prostitution.”

“And I am?”

“That’s what I want to know.”

“Why wasn’t she?”

“She’s a deeply sensitive woman. It would have changed her. Hardened her. Maybe destroyed her.”

“I can handle it Joe. I have been doing this for a while. And I haven’t lost my soul.”

“I know.”

“Then why... ?”

“I think he just wants to know if there might be an alternative,” said Ginny. “If you wanted. Or more importantly, if you needed it.”

Raven took in some breaths. Calmed herself. “You understand it’s something I get defensive about.”

“I do,” Joe responded.

“With myself. Because I’ve pretty much kept it to myself. I had a roommate who got all righteous on me. Luckily I can afford my own place now, so I don’t get that grief. But it’s like I imagine myself in the future. Wondering what kind of woman I become. Cynical, because I view all men through the filter of Raven. Seeing them all as potential johns. All wanting one thing enough to pay for it.”

“I don’t know if you need to be a prostitute to see men like that,” said Ginny. “They do tend to react superficially, judging how desirable a woman is first thing.”

“Not just men,” said Joe. “Maybe women look deeper, past the package and the torso, to maybe character or something. But I think they look at us as potential mates.”

“Some don’t even look past the package,” Ginger giggled.

“Yes Ginger,” Joe chuckled.

“You too have a double personality,” Consuela realized. “Ginny and Ginger,”

“Ginger is my horny self,” Ginny agreed.

“Not necessarily,” Joe chuckled.

“Joe managed to see past my shy self,” Ginny explained. “But Ginger turns you on more.”

“True,” Joe admitted.

“Ginger is definitely hot,” said Consuela. “So this Chandi. Is she the exception, or do you think what I do will inevitably be soul sucking?”

“To tell you the truth, I do think it’s inevitable. But it depends on how long you pursue it. Whatever damages it causes accrues. Prostitutes age faster. Whatever bitterness you feel, whether inwardly or towards the rest of humanity, particularly men, and I think inner and outer are the same, will continue to get worse.”

“You’ve seen it?”

“I have. Mostly in old street whores and those who work in whore houses. My ex-wife did some articles on prostitution. Mostly on runaways that get lured into the life. But also the result. Years after. I helped the research.”

“By being a john?”

“Sort of. Sometimes I’d have sex with them. But mostly Cheryl would join me and interview the prostitute. Either way, we paid. With the young ones, it was always interviews. I mostly sampled the older ones. Plying their trade. Almost all of them going through the motions.”

“But there were exceptions?”

“Few. Mostly escorts who set up shop for themselves. More exclusive, more expensive, and less often. But even they looked older than their years, and though expert at hiding their bitterness, I could definitely see it.”

“Joe is quite empathetic, Consuela,” Ginny added.

“I definitely don’t want to be an old whore,” said Raven. “The plan is a couple more years of school. Getting my PhD. Less time and more money will give me time to complete my thesis. Hopefully the money will be there to pay off most loans when they’re no longer deferred. Then a large drop in income when I begin my career as teacher. But the whoring will end.”

“It sounds like you have a handle on it,” said Joe. “You haven’t gone the way of many prostitutes who compensate for a loss of self-worth or a dulling of senses by using the money to feed an addiction. Coke or heroin.”

“Sometimes I drink,” Raven admitted. “I mean, I usually don’t drink all that much when I’m scoping out a bar. Maybe a couple before I switch to nonalcoholic drinks. But sometimes johns can be horrible. The way they treat me. The way they look. And other times ... it just hits me. Fucking complete strangers. Pretending. Either I laugh like an insane idiot, or I drink myself into oblivion. Sometimes both. My mornings suffer. My studies suffer. Even knowing it’s a bad idea, I just need it.”

“How often?” Joe asked her.

“A lot when I started. But I realized how stupid it was and mostly stopped. And I got used to it. The job. But it continued occasionally. I figured an occasional hungover day was manageable. Recently though it’s become more frequent. It’s like the arc of a job. Hard at the beginning until it’s essentially mastered. Then the relentlessness starts to get to you. And instead of grinning and bearing it, because you have to show up every day or you get fired, it’s all on me to keep going. If I want to meet my goals. I have to put my name out there when I’m ready to do escort work. I have to pick up the phone and make a date. I have to get myself dressed and head to the bar. Then get off my stool and approach. I find myself drinking at home to get in the right head space. Or more at the bar. And then afterwards.”

“So it is getting to you.”

“Yes Joe.”

“I have an offer. It would actually legitimize your income. I presume you deal only in cash under the table.”