soileddovesandotheradventurers

[soileddovesandotheradventurers]

The Morning After

Mandy woke just after six, she tried rolling over, but needed to pee badly, so she got up. After peeing and showering, she made coffee, checked her phone and texted her bestie to confirm breakfast at nine-thirty.

Sitting on her bed she took the money from her purse and counted it again, before folding one bill and putting it in her wallet. She feared using one hundred dollar bills as walking around money would draw too much attention, so she decided to use one for groceries, load a couple on to a debit card and deposit the rest in the bank.

Her Thursday was busy, besides breakfast and grocery shopping, she had a piano lesson to give in Tribeca and then come back for a guitar student at a studio on campus. After that she had a standing Thursday night gig at a piano bar on the upper west side.

Megan, her girlfriend was waiting for her when she arrived at the café. They hugged and found a sidewalk table and exchanged a few minutes of small talk, till her friend mischievously said, "I want to hear about last night, everything, and I do me everything," drawing out the everything for effect.

Mandy blushed, looked around and in a soft voice told of the events of the previous evening. What she wore, showing up at the King Cole Bar, Kevin standing her up, barking at Richard and how she decided she would fuck him before he asked. Leaving out the money discussion, she gave Megan a word for word rendition of the proposition, which both women giggled over. More in allusion than detail, Mandy described the sex and the events in his suite. "Is he married," Megan asked with a raised eyebrow. Mandy nodded affirmatively and Megan, said "Oh you slut," with a smile on her face, "a man your father's age and married."

Then, being serious, Megan asked if she would see him again. Mandy paused before answering looking out into the street and then lowering her eyes to avoid Megan's gaze, she whispered, "yes, I plan to if he calls."

On her way back to the apartment, Mandy stopped for a few groceries, some bread, fruits and vegetables, along with a chicken breast. After putting it away she noted the time and knew she needed to hurry if she was going to be on time for her lesson.

Her gig at the piano bar went well, the bar was crowed and a bit rowdy with a larger than normal crowd hanging around the piano and joining her in song. Tip wise, she had a good night taking home just over three hundred dollars, to which she added a Benjamin from her lingerie drawer.

During the subway ride home, alone with her thoughts, Mandy began ruminating about her financial situation. While in school, her parents had been paying her rent, but this summer Mandy decided to stay in NYC rather than go home to Philadelphia, as her parents expected/demanded and they refused to pay her rent for the summer. Mandy paid the rent, nearly twelve thousand dollars for the summer session, adding it to her student loan. But now they were threatening not to pay her rent during her final two semesters. If that were the case, she could own nearly two hundred, thousand dollars after graduation.

Since she was twelve, Mandy had been engaged in a intermittent rebellion with her parents who were very conservative and religious. They believed that daughters should live at home till they are married and that the parents should have a large say in choosing the husband. Unlike her sister, who simply nodded, said yes mom and dad and then did as she pleased. Mandy would argue and fight with them before doing as she pleased. Of course the rebellion had them watching her like a hawk and she got caught for more often than her sister.

Mostly she lost, not scoring a victory till it came time to choose a college. Her parents demanded that she choose a school in Philadelphia and live at home, her sister having chosen Penn. Mandy said no, she was going to either USC, Berkeley or Stanford. They told that they'd refuse to pay for it and Mandy said fine, then she wouldn't go to college, but would get a job after high school and move out. They relented, asking only that she choose a school in the northeast, which is how she ended up at NYU.

Home again, Mandy doffed her dress and bra, putting on long tee-shirt and after filling a tumbler with gin and tonic, she went up on the roof of her building and watched the city's lights.

Yes, she'd continue to see Richard as long as he was interested, hopefully, he consider keeping her as a mistress. If that ended she'd seek a different sugar daddy or even escort. Her gigging and teaching was enough for her expenses, except for housing and tuition, she knew she needed another, larger source of income. She thought of her Aunt Esme, now a successful and respected business woman that survived financially during her post college years, as a gentleman's companion, which is how she decribed herself. If Esme could do it, Mandy told herself that she could as well.

[soileddovesandotheradventurers]

Bianca is a 25-year-old software writer and escort from Toronto, Ontario. She was born in Hamilton, Ontario and lived in Dublin, Ireland for many years. She likes cash, properly compiled HTML and four star or higher hotels. She dislikes claims of latex allergies.

[soileddovesandotheradventurers]

An Evening at the St Regis

As the taxi pulled up to the entry to the St Regis, Amanda checked the time, "five minutes late, good timing girl," she thought. Her plans for the evening was to meet a handsome, wealthy if unreliable guy, for a evening out and hopefully to get fucked till she couldn't walk. A doorman opened the car's door as she paid the fare and she exited and walked toward the entry of the King Cole Bar.

Entering the room, there was no sign of Kevin, her erstwhile date. There were three empty chairs at the right end of the bar, she took the middle one and when the bartender inquired for her drink order, she asked for a martini.

Amanda was twenty-one, a want-to-be musician and a soon to be senior at NYU. It was mid-May and finals were over and she was feeling loose and carefree.

Settling into the middle chair, she sipped her vodka martini. She repeatedly checked her phone, looking at word from Kevin. Though she chose not to reach out to him. Mandy had been so engrossed in her phone, she hadn't noticed the older gentleman that slid into the chair to her right. After observing her for a moment, he asked, "have you been stood-up?"

She glared at him, "what business is it of yours," then her phone pinged, it was Kevin, announcing, something came up. "Bastard," she muttered, then looking at the man, she apologized for snapping at him and acknowledged that she'd been stood-up. "His inconsideration can perhaps my, our opportunity, he said with a smile. Mandy blushed, a bit and said, "we'll see." "What's your name," he asked and she ignored the question.

Richard had been finishing a phone call in the lobby when he saw her walk in. "Damn beautiful," he thought, apprising her, Red cocktail dress, full fashioned hosiery, and heels one shouldn't be able to walk in, gorgeous. He wondered if she were simply a heavenly creature or better, a hooker. Finishing his call, he followed in her direction and seeing her at the bar, took the adjacent seat.

As they talked Mandy, studied him. When she and her sister were about 16, their aunt, a successful business woman and once an infamous Parisian courtesan, regaled them with how to determine the truly wealthy men from those who were merely successful. The large, watch with many complications, the hand-tailored suit and the impeccable grooming. Importantly this guy checked all those boxes and more. He was older, perhaps fifty, but handsome and what difference would that make for a one-night-stand she thought.

She asked him, his name and what he did, his name was Richard and he owned a number of automobile dealerships in the mid-Atlantic states. Mandy remember that an uncle, a Wall Street banker saying that car dealerships were cash cows.

She turned in her chair toward him and they began to seriously flirt. His hand went to her knee and she did nothing to indicate he should remove it. The hand moved between her knees and a few inches up her thigh. Mandy responded by rubbing his shin with her foot. So trampish she thought, but...

He asked for her name again, not wanting to give him her real name, she replied with a pseudonym, Séverine Silk. He noted that Séverine was French and asked if there was any significance? Making it up as she went along Mandy told him that her parents came to the US as students from France and stayed. Séverine was her great grandmother's name.

When the expected proposition came, it did so with a twist, he asked about her fee. Mandy knew that she should be insulted, but she wasn't, in fact after learning about her aunt's past, she was curious about it and the experience. Except as a fantasy, she hadn't considered it, but always regretted freaking out when she was propositioned by a handsome guy in a coffeehouse off Washington Square when she was a freshman. Now she was being presented with a second chance.

Her attention shifted to the mural behind the bar, "did you know that the mural was painted by Maxfield Parrish", she asked him. He nodded affirmatively, wondering where this was going. "And that the visage of King Cole is of John Jacob Astor, while the other characters are his courtiers, who are twittering because the old man passed gas." "No," he exclaimed, "is that true?" She shrugged, and added "that's the legend, but there is also a lesson." What's that? He asked. "One should never cross an artist, lest one finds oneself immortalized in a disagreeable fashion," she replied. He smiled, but before he could comment, she continued, her eyes still perusing the mural, "what is your room number?" "Fifteen, fifty," he replied a bit confused. Focusing her gaze directly at him, she told him, "fifteen hundred has a nice sound to it."

Richard excused himself and when he returned he suggested that they go to his room. While clearing the tabs, he asked that a bottle of Champagne be sent up. While the bartender was pleased with his tip, he was disappointed that he'd lost the bet with a server, she having bet that Mandy was a prostitute. In the elevator, they were silent during the ride, while Richard slipped the folded bills into her hand.

He unlocked the door to the room, a suite actually and Amanda excused herself and went into the bathroom. There she counted the money and placed it in her purse. Looking at herself in the mirror she felt a little sick. "Mandy are you really going to go through with this?" She asked herself, knowing the answer was yes.

She helped herself to the mouthwash on the sink and then touched up her makeup and lipstick, then after taking a deep breath, went into the living room. The Champagne had arrived and Richard was opening the bottle and filling the glasses. Amanda sat down on the couch and watched as he carried the glasses toward her and sat down as well.

He offered a toast to their evening and they took a drink. Later, she would chalk it up to nervousness that overcame her shyness, but Mandy proceeded to carry on the conversation over the room's decor, which amused him. He moved closer to her and she turned towards him and when their knees touched, he put his arm around her and pulled her toward him. They kissed, open mouthed and wet. He placed his hand on her inner thigh and moved it up her leg. She offered no resistance and was feeling the desire welling up inside her. When his fingers found the bare flesh above her stocking to she let out a sigh.

She straddled him, they kissed again and again, till she slipped to knees on the floor and loosened his belt. While she pulled out his cock, he removed his tie and began unbuttoning his shirt. She took him into her mouth for a few strokes then pulled back and examined his tool. Firm a nice size, both in length and girth. She tried to deep-throat him, but couldn't quite, till he pressed the back of her head till she began gagging. He held her there for several seconds while the gagging lessened. Releasing her caused a mess that she cleaned with her tongue. When she stopped to gather herself, he pulled her up and he kissed her wet lips. She then stood up and walked toward the bedroom, undressing as she went.

When she reached to room she laid on the bed and waited for him. He followed dropping his clothes at the end of the bed. She looked up at him, "Are you ready to fuck me and fuck me hard?" She asked. He smiled and roughly rolled her over and removed her panties. Holding them up he sniffed the crotch.

"You like it rough?" He confirmed, she nodded, but now concerned with what she may have gotten herself into. He reached down and wrapped his hand around her throat and squeezed till she began to choke and then he relaxes his grip till she breathed only to tighten it again. "On your hands and knees whore," he orders her. "Tell me where do you want it," he demands. She simpers, "I don't care." "Tell me," he demands again slapping hard enough on the ass that his palm print is now outlined in red on her flesh.

Mandy knew that she had lost control of the situation, but she didn't fear him. She muttered something. "What did you say?" He demanded, slapping her ass even harder. Crying now, she begged him to fuck her in the ass, which he did after putting on a condom.

Finished, she gathered her things and went into the bathroom. There she took a quick shower to clean herself and brushed the dried semen from her hair. After fixing her makeup, she dressed and rejoined him in the living room. He offered her some Champagne and she accepted. "I hope that I wasn't too rough? He asked, "you seemed somewhat fearful." She admitted that she had been beyond her comfort zone, but that was on her. Quiet for a moment, they both sipped the Champagne, "this isn't something that you regularly do is it?" He asked. "No, it was my first time," she replied, "when you asked about my fee, I thought why not."

He asked how he could reach her if he wanted to see her again. That was a problem, as she didn't want to give her anything that would reveal her identity. "I'll need to get back to you with that," she replied and took his information. They chatted for a few minutes and she left.

In the taxi, she checked her messages, her bestie was inquiring as to how her date was going and letting her know that the gang was going to close the dive bar around the corner from her apartment, if she wanted to join them. She replied that she'd see her in the morrow and that she had a story to tell. Though she would leave out the part about the financial transaction.

[soileddovesandotheradventurers]

An Assignation

He handed me the snifter of cognac and retreated to the fire place, pacing slowly in front of it. I kicked off my heels and tucked my legs under me on the tufted and buttoned, leather chair, letting my skirt ride up to expose my stocking top and a small line of flesh. For weeks he had made it apparent that he wanted to fuck me, but I held him at bay alternately pushing him away and giving him hope. There was business to transact and no diddling your partner till she had what she wanted.

That evening the contracts were signed at a meeting in his office with the principals, their seconds and attorneys in attendance. As the meeting was breaking up, he helped me with my coat and I coyly suggested that we go for a drink. He agreed and I told him that I would wait for him in the lobby. I needed to discharge my second and attorneys. 

I waited for him in the buildings lobby, the others having left and my friend waiting a discreet time before coming down. As we started down the sidewalk, he mentioned that he had an apartment nearby, and we could go there. Of course it was OK, it was near perfect, fewer prying eyes.

To describe the apartment as a man cave, was to diminish how masculine it was, oversized leather furniture, dark woods and paint. "I take it that your wife doesn't spend much time here," I opined. He laughed and replied, "almost never, when she and the kids aren't in Aix en Provence they are at the house in Versailles. I prefer here, when they are in the south. Close to the office and several places to eat or have a drink.

Not that I find him particularly attractive, but he has advantages that can benefit me, namely wealth and contacts. That he's married should keep him from being a pest or it least make it lucrative if he is. Eventually, he would ask me if it bothered me that he was married. I told him, "not at all, that married was my favorite male condition."

As he leaned against the mantle, we chatted about nothing important. I sensed he was a bit nervous as he quickly downed his cognac. "Another," he asked. I nodded affirmatively, though I barely had any of the first. He took my glass and emptied it into the sink and poured another dropping a couple of ice cubes into the liquid.  He poured his and carried the snifters to me. After handing me my glass, he ran his fingers through my hair and along the side of my face. 

I put the glass down, looked up at him and told him, "You work fast," while I ran my hand up his inner thigh. Repositioning myself, I took out his tool, such as it is, and sucked him. Shortly thereafter, we retired to the bed for some uninspiring sex and around one, I asked him to call me a taxi. "You can stay," he said. "I never stay," was my reply.

The car was an Uber and my friend had picked up the fare, so I gave the driver an address a block from my own. I'd rather keep my comings and goings out of that database. 

My dog got his walk and I planned to sleep in.

[soileddovesandotheradventurers]

Stockings

“Darn,” Tammy said as she ran her fingers over the run in her nylons, “These were new this morning.”

He just stood there having a guy moment and then shrugged, “You’ll need to replace them.” He was married and looking for something on the side and she was between boyfriends and found married men convenient at such times, since being a single mom limited her social opportunities. “Would you mind if I stopped on the way back to buy a new pair?” She asked. “Not at all,” he replied. They left the restaurant and walked up the street to Macy’s. The sun shone bright it was in the nineties and it was only early June. “If this keeps up it could be a scorching summer.” He said. “And I don’t have air conditioning at the house.” She commented, “but I really like the hot weather.”

They turned into the doorway and he opened and held the door for her and she stepped through. He had noticed that she had a habit of walking with her arms folded in front of her, he wondered why. They stepped into the cool, conditioned air. “Feels good.” He commented. She nodded and walked toward the department. As he followed his eyes drifted down to her ass. Tammy was about 5-5, shapely in a 50’s movie star kind of manner. Though he conceded to himself that her breasts might be a bit small for that role. Near the cosmetic department was a rack of stockings. She began to peruse the panty hose looking for her brand and size, arms across her chest as usual when he reached out and lifted a package from the rack and handed it to her. “Try those,” he said. They were a pair of thigh highs. “I still need the proper size.” She told him smiling and exchanged the packages. After paying she asked the clerk where the women’s room was and told him she’d be right back. When she came out he asked how they felt. “Odd,” she said, “I’ve never worn these before. He walked her back to her building and bussed her on the cheek as they said goodbye.

His afternoon meetings finished he glanced at his watch, 4 PM. He began thinking of Tammy as he looked out the window and wondered…so he picked up the phone and called her. “This is a surprise, seeing and hearing from you in the same day,” she said. “So how are the stockings working out?” He asked. She squirmed a bit in her chair pulling her legs together, “I kind of like them, they’re cooler than panty hose.” Then she looked to see if anyone was near and lowered her voice dropping it an octave also; “I like being able to rub my thighs together,” she said breaking into a giggle. He coughed and then laughed at her comment. They talked another minute and he was thinking. He knew that she lived in the south, central suburbs and most likely parked at the 64th St transit station, which was not far from his office. “Do you park at 64th?” He asked. “Uh huh,” was her reply. “We could meet for a drink at McKendrick’s and maybe have dinner?” he asked. She was quiet for a moment, she wanted to. She liked him and wouldn’t mind seeing this develop. “I’ll need to see if my mother can take care of Katie. Let me check on that and I’ll get back with you.”

She knew her mother would unless there was another commitment. Tammy’s Mom wanted her to find a man and settle down, and was more than willing to help by taking Katie. Tammy's mother didn’t need to know that this guy was spoken for. Fifteen minutes later his phone rang, it was Tammy. They would meet at McKendrick’s at quarter to six. Tammy hung up and without replacing the receiver he depressed the switch hook and made another call. A woman answered, “Hi honey, Lou’s in town and I'm meeting with him and Bob for dinner and a few drinks. Do you mind?” She didn’t, she trusted him. She knew he’d likely be late so she told him a few things that she felt he needed to know and they said good-by and she told him to have a good time. He hung up the phone and felt bad for a few seconds but that passed as he thought of Tammy in the thigh highs.

As planned, he arrived before she did and they had a drink at the bar, while waiting for their table. As she entered, he noticed that she had changed her shoes from the near flats she wore at lunch to a pair of pumps with 3 1/2" heels. He approved. Finally the hostess brought them to a U-shaped, banquette in back. Very private, perfect, he thought.

They sat next to the other at the back of booth, looking out into the bar and exchanged to occasional kiss, while leaning into each other and talking like a pair of conspirators. Dinner was ordered and consumed and as the conversation came to a lull, he propositioned her.

"Perhaps we can take a room..." he suggested. She smiled and looked away for a second before responded. " I'd like that, but you're married. Beside the sex, what's in it for me." While running her foot along his leg.

"An enticement," he asked?" "Enticement is such a nice word," she replied. But in truth her stomach was churning, she hated that she was doing this. "Would five-hundred do," he asked and she nodded affirmatively in response.

He excused himself to go to a cash machine and book a room at the hotel next door. While he was gone, Tammy finished her drink and ran through her mind all the reasons that this was OK. It all came down to needing the money. Her salary barely paid the regular bills and her car would soon need tires. Besides, he was an attractive, nice guy that without her financial straits, may have fucked him anyway.

After visiting a cash machine and checking into the hotel, he returned to Tammy and paid the restaurant bill. The restaurant had an entrance off the hotel lobby that wasn't visible from the desk, providing discrete access to the elevators. Neither spoke till they entered the room and he placed the cash next to the TV.

Tammy picked it up and went into the bathroom, when she returned she wore only her underwear, stockings and heels. "Nice undies," he commented. "It's my one extravagant indulgent," she answered, walking towards him sitting on the couch . She put a foot on the couch beside him, he sat up a kissed her inner thigh above the hosiery.

Straddling him they began to kiss. Slipping off the couch to the carpet, she undid his pants and pulled out his cock and began nibbling and licking it. They moved to the bed, he removed her bra and panties and sheepishly asked her to leave the heels on, that made her smile.

It was his turn to take action, he began kissing her breasts, taking one nipple then the other between his lips, teasing her with little bits. He glided down her body, kissing her as he went till he was kissing her on each side of her vagina and then found the wet center as he worked his tongue on her clitoris, while sliding two fingers inside her.

Tammy didn't expect to be aroused, she planned to fake it, but for then, didn't need to, he was enthusiastic. He moved her to her hands and knees and continued to play with her clit, stopping finally to put on a condom and push his cock into her. They moved to different positions, till he was behind her again and began to finger her anus, then pressing his cock against. "No, please no," she gasped and he obliged and entered her vagina again.

After ejaculating, they laid entangled for a time, she said she needed to leave and she retreated to the bathroom, taking her things with her. When she came out, she was dressed. There was an an awkward silence and finally she asked if he'd see her again. He nodded affirmatively.

After she left, he took a whiskey nip from the courtesy bar and poured it into a glass, sat down and thought about the evening. While the evening proceeded unexpectedly, her situation wasn't a shock, he'd known another young woman, ten years earlier, who had a few men assist her financially in exchange for her favors. Wryly, he thought, "I was too poor to one of them." Now was different, he could afford this dalliance and it could be far less complicated than having a girlfriend on the side.

It was nearly eleven when Tammy got home, her mother assured her that the child was fine and that they had a wonderful evening. She then looked in on the child who asked, "Mommy is that you?" Tammy went and sat on the edge of the bed and stroked her daughters hair and whispered to her, till she fell asleep.

She got herself a glass of wine and went to her bedroom, placing the cash in her jewelry box. Seeing him once a month would be a help she thought and if it went on for a while even better. She hated finding the next benefactor.

[soileddovesandotheradventurers]

Contents

Tammy

Stockings

The Parisian Courtesan

An Assignation

Amanda/Séverine

An Evening at the St Regis

The Morning After (New)

Kindred Spirits

The Married Trader with a Sugar Baby -- The Cut

Bianca, the Covert Toronto Escort with a Day Job--Can You Keep a Secret