Shanda's Awakening Pt. 02 - Cassidy

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Single mom adds more spice to her life.
9.3k words
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Part 2 of the 3 part series

Updated 06/10/2023
Created 03/04/2021
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Despite her best efforts Shanda capitulated to Grayson's advances. In the beginning she told herself each time would be the last but every time he presented his cock she fell to her knees, driven by an inexplicable need to service him. The moment she felt the texture of his flesh on her tongue it was like she went into a trance like state where nothing else mattered but the sound of his moans and the thrust of his hips as he buried his thick pole down her throat.

He would ask her questions in these moments when her mind was clouded with lust. The questions didn't require an answer as her body betrayed her but he would demand them just the same. She discovered that she had no limits when it came to pleasing him. In fact, she realized that her pleasure was bound to ensuring that she fulfilled his desires. What he demanded, she gave and loved doing so. There wasn't a part of his body that her tongue hadn't explored or that she wouldn't beg to taste again. With anyone else she might have been ashamed of her wanton behavior but Grayson would hold her lovingly, kiss her on her lips, and call her his beautiful whore while cuddling her against him. She treasured his acceptance of her even as she struggled to accept the changes in herself.

*************************

Shanda met Cassidy while moonlighting at the firm to earn extra money to help with her kid's college expenses. Met may have been overreaching a bit. She was introduced to her as a new consultant. Cassidy for her part, barely bothered to nod in Shanda's direction which was the extent of their interaction. Shanda didn't take it personally. At Piper & Marx, Cassidy Cosgrove was a rock star. She was an apex predator at the top of the food chain and Shanda was a guppy. Cassidy was a hot shot attorney at the top of her game. Everyone described her as a demon in the courtroom because she could sniff out a lie in a heartbeat. That, along with her skills at cross examination made for a flawless conviction rate.

Shanda, like most of the staff at Piper & Marx was completely in awe of Ms. Cosgrove, in fact she was probably one of her biggest fans. There were so many things about her that she found impressive. Cassidy couldn't have been more than 40 years old and had already achieved the rank of full partner which was almost unheard of at her age. She was beyond beautiful with gorgeous caramel skin and long thick wavy hair. She was a perfect balance of beauty and brains, a fact Shanda was sure she was aware of.

The fact that Ms. Cosgrove had made a name for herself in a male dominated field and from the looks of it she didn't do it on her back was another reason Shanda admired her. She was a black woman who hadn't come from a pedigreed background, but when she walked into a room she commanded attention and respect. As much as Shanda admired Cassidy, she found her intimidating as hell. Cassidy, largely due to resting bitch face, came off as somewhat cold and unapproachable. Though Shanda had been working with the firm for the last two years she had never had the opportunity to work with Cassidy. She considered herself lucky since she'd probably make a babbling fool of herself if she did.

***************

Cassidy walked in the office a picture of polished, coiffed confidence. She looked poised to appear in a photo shoot rather than sit in an office for most of the day. She paid a personal stylist handsomely to make sure that her style was always on point and impeccable. As a black woman in the business world, she had to know her shit and look the part to be taken seriously. Cassidy entered the elevator heading to her 6th floor corner office. The doors almost close when a hand reaches in to stop it. Cassidy would have recognized that dainty little hand anywhere. That hand belongs to Shanda Carson. Shanda entered the elevator mumbling a shy hello to which Cassidy inclined her head in response. Unbeknownst to Shanda, she was the object of all Cassidy's most secret fantasies.

It wasn't front page news in the office but Cassidy was bisexual. Most of her colleagues assumed she was gay because she systematically and repeatedly dismissed the advances of her male colleagues no matter how hot or successful they were. Truthfully, she would not have been immune if the right chocolate brother were to come along wanting to lay some pipe. But brothers in her economic playing field weren't exactly plentiful. And sadly, when most reached her economic level, sisters weren't usually what they were looking for.

Cassidy didn't mind too much as she did have a special love of pussy. And from a professional standpoint her preference for women actually worked in her favor. Cassidy's assumed sexual preference put her in a unique position. Her presumed "gayness" allowed her to turn down the advances of men without being seen as a bitch and she also didn't have to worry about losing her standing amongst her peers by falling on some office dick. Not that there was any at Piper & Marx that she was particularly interested in falling on.

Cassidy sat in her office thinking about Shanda after every single short encounter. Shanda intrigued her. Cassidy found her meekness and timidity alluring, though she doubted that Shanda found them to be so. Cassidy doubted that Shanda viewed herself very highly at all judging from her tendency to try not to draw any attention to herself. Shanda was pretty and petite. Shanda's body, unlike hers, was more athletic and almost completely devoid of curves except for the fullness of her breasts and the gentle slope of her ass.

Everything about Shanda's manner was prim and proper- even her glasses sitting on the edge of her pert little nose. Her clothes were sturdy, professional and functional. They screamed boring in all capital letters. If Cassidy were to guess she would say that Shanda put in a good bit of effort into going unnoticed, hiding behind the excuse of professionalism. The problem with that was she was simply too pretty to hide in plain sight. Aside from her hair, Shanda looked every bit of what Cassidy imagined a social worker would look like. Cassidy had never been particularly fond of locs but on Shanda they fit and added to her a soft regal grace. It took everything in Cassidy not to give in to her desire to reach out and touch Shanda, but before she could be foolish enough to act on her feelings the elevator opened and the timid beauty made her exit to her floor.

Women like Shanda were Cassidy's weakness. She fell for the same type and unfortunately for her that meant straight. Cassidy considered herself a glutton for punishment for even considering to embark on this collision course but she had been eyeing her for two solid years and had never worked with her. That was about to change. Among her many talents was the ability to manipulate people and situations in my favor. Some might call it a gift. Whatever the case Shanda Carson would be working very closely with her in the very near future. Cassidy was certain of that.

Now that Cassidy had made up her mind to pursue and fuck the delectable Shanda Carson, there were I's to be dotted and T's to be crossed. Her one call was to Mitchell, her own personal private investigator. She realized that she didn't know nearly enough about Shanda which would be fine if she wanted to date her. Then she could learn the important things about her on the fly, but fucking was altogether different.

Cassidy needed to know the things that she couldn't just come out and ask and expect an honest answer. Was Shanda married? Not a deal breaker. Was she dating someone? Again, not a deal breaker. Did she have kids or have fucked up habits that might reflect poorly on her? The first a possible deal breaker and the latter most definitely a deal breaker. Cassidy was blessed to earn a hefty six figure salary and she didn't want anything fucking that up because the only thing she loved more than pussy was her creature comforts. Some might think she was doing too much, but she knew better. It was unbelievable how many closet crackheads were sitting in this very office barely holding their shit together. We're her actions ethical? Probably not, but she wasn't the social worker.

"Ms. Cosgrove requests that you clear your schedule for Thursday evening. She would like to meet with you about the Hannaman case. The meeting will take place at 201 Highland Park Plaza at 6:30 pm. Let the concierge know that you're there to meet with Ms. Cosgrove and he will make sure you're seated."

This was the message delivered to Shanda by Cassidy's personal assistant before leaving the office on Tuesday just before lunch. Cassidy's investigator had wrapped up his surveillance of Shanda about a week ago. Shanda turned out to be about as squeaky clean as they come. Divorced, mother of two with no history of substance abuse, good credit, no overwhelming debt, both parents deceased, two siblings residing in other states, numerous degrees and academic accolades to her credit, and one lover. The delectable Grayson Jamison.

According to Mich, this new relationship status had been a recent change in Shanda's life. So Cassidy figured if she wanted to strike, now was the time before Shanda went full on hereto and decided she wanted to be in an exclusive relationship with the guy. Cassidy wouldn't fault her there because that man was fine as hell, but she had reached a point in her life where she had no illusions when it came to lesbian love affairs. She'd honestly been there, done that, and had the t-shirt. She wasn't going into this hoping to convince anyone to switch teams. She had an attraction and an itch she wanted to scratch. She'd been run through the ringer in the name of love and she had no desire to do it again.

Cassidy had loved a girl once upon a time to the point where she'd believed they would have the proverbial white picket fence and 2.5 kids. Her name was Crystal. They had met at Berkeley in their sophomore year of college in a political science class. Crystal was Cassidy's usual type- dainty, sweet, pretty. Crystal was a femme just like her and 100% gay, but unlike Cassidy she was completely in the closet with her family. Behind closed doors Crystal was another animal entirely. In private and sometimes in public, Crystal was absolutely the nastiest dyke Cassidy had ever met before or since. It had been impossible not to fall in love with her.

At Berkeley Crystal was out, out. The climate there was so different from her southern upbringing. She was so fucking wild. Crystal was a hedonist. Cassidy had never met someone so open to pleasure in all its varied forms. Name damn near any type of kink and they had done it together. Looking back, Cassidy realized that she shouldn't have been surprised by their ending. Crystal was in the closet trying to soak in and satisfy every naughty desire before she went back home to try to live up to her parent's expectations of who and what she ought to be.

Cassidy had had the opportunity to meet Crystal's parents and they were the typical southern, bible thumping, hurry up and meet a nice young man, get married and give us grandbabies type people. In their three years together Cassidy tried to convince Crystal that her life was her own and that she didn't have to go back home. Cassidy told her that they could make a home together just the two of them, but it's hard to fight against embedded religious doctrine and family expectations. Cassidy had tried and lost.

Cassidy hadn't seen Crystal in about twenty years. Last she'd heard Crystal had married a sheriff in her hometown. After Crystal something inside Cassidy broke. She couldn't stomach the rejection of loving someone that completely and having them walk away, preferring to pretend to be something they weren't over loving her. Now, she didn't give her lovers the chance to not choose her. She fucked the curious. She played with them, they played with her, and afterwards they went back home. Home to their husbands, boyfriends or whatever with no love lost, because there was no love given.

*******************

Shanda and Grayson had made plans to go out Thursday night, but Ms. Cosgrove's last minute meeting threw a monkey wrench in them. Shanda called Grayson to let him know there had been a change of plans.

"Hey, I have to take a rain check for tonight. I have a meeting with Ms. Cosgrove from the firm," Shanda explained.

"Okay, no problem. If you don't mind me asking where's your meeting?" Grayson asked.

"Pretty swank spot, Highland Park Plaza."

"Be careful of Cassidy. I have contracts all over this city, so I know for a fact that she lives there and she has particular tastes..."

"Okay, that's more than a little cryptic. Is there something I should know about her?"

"Oh, it's nothing much except YOU'RE her type."

"Her type? Oh, Shanda intoned, realization dawning. She's a lesbian? Hmm..."

"Oh, so your interest has peaked and my dick just got rock hard."

"I don't really know. I mean of course I've fantasized about what it might be like to be with a woman, but I never had an opportunity present itself. Something tells me you've thought about it quite a bit," Shanda noted.

"Hell, yeah. I've thought about it, been involved in it, and thought about it some more. Two beautiful women going at each other is on the top of every straight man's fantasy list," Grayson admitted.

"And this doesn't intimidate you?" Shanda asked, sounding doubtful.

Grayson answered immediately. "No it doesn't. It's sexy as hell, but honestly I don't believe in policing someone I'm in a relationship with."

"And how has that worked out for you?"

"Pretty well actually, once I grew up. If I tell someone I care for them then I make sure my behavior and my decisions reflect that. I hold myself accountable to behave in a way that mirrors what I claim to feel, so I don't require policing. The other side of that is I expect the same and my tolerance for anything less is nonexistent."

"I've never met a man like you. I feel like I can tell you anything and you won't get upset. You're more open minded than any man I've ever heard of."

"Thank you, but I can be as big an asshole as the next under the right circumstances. We're both free agents, for now so if there is something you want to explore then follow your bliss. All I ask is that I get a detailed play by play later."

"For now? You sound pretty confident, buddy. As far as the recap goes, ugh you're such a guy, Shanda said with a laugh.

Grayson laughed. "See, It's already happening. You're sounding like a true lesbian already."

"You're a hot ass mess, Shanda said laughingly. I'll talk to you later, okay."

"Cool, love. Have fun. Don't do anything I wouldn't do."

*********************

Shanda was glad she had called Grayson and got a heads up on this meeting with Cassidy. She decided to leave work early to get herself prepared. Notes could wait until tomorrow. Shanda was admittedly shy and timid, but she didn't like the idea of being manipulated. Shanda knew she had done a thorough job of detailing the Hannaman case. Cassidy couldn't possibly have more questions and if she did, they could have been asked and answered in the office.

Cassidy had invited her to the lion's den like a naïve little sheep and that was not the role she wanted to play. Shanda figured she'd play things by ear. She had 6 more weeks before She would turn back into a pumpkin. She didn't know what was going to happen but whatever happened she'd made up her mind not to feel ashamed or guilty. For once in her dull, ordered, and obligatory life she was giving herself permission to do whatever the fuck she wanted.

Shanda entered Highland Park Plaza as instructed and let the concierge know she was there to meet Ms. Cosgrove. The concierge seated her at a table and informed her that Ms. Cosgrove would be a little late. She knew it was bullshit. She knew that Cassidy was here and probably watching her right now. She knew this was all part of the game. Cassidy wanted her unsettled, ruffled. What Cassidy didn't know was that Shanda knew she was being hunted. Shanda ordered a Grey Goose martini while She waited. Thirty-four minutes later Shanda rose from the table to leave. Cassidy was late and she wanted the game played on her terms, but Shanda wanted to play on a more equal playing field. Before she could make it out the door Cassidy "arrived" just in time to stop her exit.

"You're leaving?" Cassidy asked.

"Yes, you're late. Perhaps we should reschedule?" Shanda suggested.

"I promise I won't keep you long. I just wanted to review a few things about the Hannaman case." Cassidy said.

Shanda paused, checked her watch, and paused some more before inclining her head and saying, "After you."

*********************

There was something different about her. The timid mouse from the office was gone. Shanda had a quiet confidence that Cassidy had never seen before. She was intrigued by it. Shanda ordered another Grey Goose martini while Cassidy ordered a whiskey neat.

"So, Shanda asked, what details of the case do you want to go over?"

Cassidy asked Shanda questions about her clinical impressions of the accused child murderer. She asked about the accused's trauma history and how that history impacted him on a biopsychosocial level. How did it influence his crime? Shanda answered like a consummate professional. Then she countered with a question of her own that left Cassidy completely and unfamiliarly unbalanced.

"Ms. Cosgrove, why are we really here? Everything you've asked has been answered thoroughly in the file."

Cassidy smiled knowing she was busted. She knew Shanda had her pegged and the tables had been well and truly turned. She decided then that raw, unfettered honesty was the only way to go at that point.

"I'm attracted to you, '' Cassidy answered honestly. I've been wanting to suck on your pussy lips from the first day you walked into Piper & Marx."

Cassidy took note of the blush that bloomed across Shanda's cheeks and the trembling of her hands as she placed her martini glass on the table. Shanda stood up quickly, dropping her napkin beside it. Cassidy followed suit believing she might have offended Shanda, but she wasn't going to apologize for it. Both women stood silently assessing the other. Finally, Shanda looked Cassidy in her eyes and said for the second time that night, "After you."

"Where are we going?" Cassidy asked.

"Upstairs to your penthouse. You were late and you owe me a proper apology."

Shanda allowed herself to be led inside Cassidy's luxurious penthouse. She was quite literally shaking in her sodden panties. Though turned on by the power play, Shanda had no idea what she was supposed to do next. All she knew was she was in it up to her neck so she couldn't bitch out now. Cassidy didn't give Shanda an opportunity to change her mind before her lips were on hers.

There was nothing sweet or tentative about the kiss. It was a kiss of lust and long suppressed desire. It was a kiss of pure sexual need. It was a kiss that called to Shanda, called to her inner submissive, that wanton slut that loved nothing more than to please and be of service. Was it the feeling of Cassidy's lush body flush against hers, her tongue demanding submission, or the taboo of engaging in these acts with a woman? Shanda didn't know what it was. Whatever the reason, Shanda abandoned herself right then and there to her feelings. Cassidy swept her tongue against Shanda's, tasting the vodka there. She moaned when she brushed Shanda's breast with her hand and felt her nipple straining for her touch. Shanda's response was more than she could have hoped for. They tugged at each other's clothing as they kissed.

Cassidy stood taking in the sight of Shanda, clad in lace panties and heels. Her pussy drooled at the sight of her. She was so fucking sexy. Cassidy pulled Shanda by her hair into a deep, claiming kiss that Shanda melted into. Cassidy pulled back again to watch Shanda with naked, unbridled hunger. She didn't say a word but held out her hand. Shanda knew that Cassidy was asking her in no uncertain terms to make a choice. Shanda realized as she placed her hand in Cassidy's that her admiration for Cassidy had been a hidden desire. She had always been attracted to commanding men. She knew now that her innate desire to serve and to please were not confined to a specific gender. Her desire to be of service, to be used and fucked removed all other thoughts from her head. Wherever Cassidy led her, she would follow.