No Mercy for Mercy
"Ooooh, pppllleeease daddy?" Mercy purred into the telephone. It's been almost a week since you took me out shopping and I really need a new pair of shoes!" She spoke almost in a whisper and added just a hint of a baby-talk like inflection. She knew that James, her Sugar Daddy, liked it when she talked like that and she could almost sense him starting to get hard. She continued laying it on with a faint moan.
"I'll be so grateful too! I promise! I mean, I might even let you, uh, you know...go where no man has gone before." She added a little sexy giggle to emphasize her last comment. She knew James understood what she was saying. She and James had been together almost a year now and they had been sexually active for nearly that entire time. But there was one thing she had never allowed and that was anal sex. But maybe, if she dangled that as a possible reward, she could twist him just a little more around her finger. Of course, she had no intention of ever letting him, or any other man for that matter, go there, but, as a carrot to hold out in front of him, she thought she could get what she wanted.
"Do you mean what I think you mean?" James asked, his voice quivering just a bit with nervous excitement and thickened by lust. "You're not just saying that, are you?"
"Daddy...." Mercy added a tiny hint of a whine to her voice, "How could you think that? Of course I mean it....I'm not promising you understand, but I would be oh-so-grateful. I might just lose control and let you do whatever you wanted! Now, please, will you take me shoe shopping, Hmmmm?" She heard James swallow heavily on the other end of the phone line. She knew she had him now. He was so easy to manipulate. A little sex, a quick handjob or a little teasing with her tongue on the tip of his cock and he did whatever she asked.
"Well...you have been a good girl lately so, I suppose we could..." Mercy's squeal of delight cut him off mid-sentence!
"Ooooooo! Thank you daddy!" She made several thick kissing noises into the phone. "And I know just the ones I want! Of course I might need a new dress to go with them, and maybe some new lingerie. You can even help me pick out the styles you like best! Oh I can't wait! Thank you daddy! Get here soon, I can't wait...and I'll be Soooo very appreciative!"
She gave one more wet sounding kiss into the phone before hanging up on James. No point in continuing the conversation, she got her way! She jumped up off of the bed where she had been sprawled while she talked with him and hurried to the bathroom. She would need to be ready for when James arrived.
Mercy entered the bathroom and stopped to take stock of herself in the wide mirror over the sink. She was currently wearing an oversized t-shirt as a nightshirt and though far too big for her, it was still a little tight over her large breasts and fell below her waist by only about six inches. She hiked it up and turned sideways to get a good look at her ass. Sure maybe it was a little big but that never seemed to bother James, or any other men for that matter. It just helped emphasize her very curvy hourglass figure as worked hard to keep her stomach and wait slim. Her eyes took in her profile and she smiled at what she saw. The held onto her top and pulled the nightshirt up over her head, dropping it on the floor. Her breasts stood out proudly and she giggled knowing that that was one of the first things that attracted James to her.
She had met him at a bar, where she had been wearing a very lowcut blouse and short skirt. She had seen him at the bar, drinking alone and she had sidled up next to him. He was a good looking man, if not gorgeous, with thick, wavy blonde hair and a sexy five o'clock shadow gracing his square jaw. When she had first seen him, he seemed almost unapproachable. The man was wearing a very expensive suit, maybe not Armani, but close enough. He had a Rolex on his wrist and he was wearing a pair of Tods Italian leather shoes. Everything on this man spoke of money. Mercy wasn't certain if someone like him would even be interested in her. Then she began to wonder exactly why someone with obvious wealth and good looks was all alone drinking at a bar on a Friday night. Maybe he was lonely. Mercy wasn't always the most forward with men but she liked the vibe he seemed to give off and thought just maybe she would take a chance. She sat down at the bar next to him and pretended to look at the drink menu. Then, she glanced over at him and what he was drinking. She leaned over to get closer, and also inadvertently-or maybe not quite so accidental, gave him a view deep into her cleavage.
"MMMMM! That looks good!" She said in a sultry soft voice. "What is it?" The man had looked over at her and was almost stunned into silence as he saw her artfully applied makeup, her very red lipstick. Her long, soft dark brown hair hanging artfully over her shoulder and cascading down to her mid back. He was caught for a moment by her blue eyes but then, as most men did, his eyes drifted lower to her chest. Mercy didn't mind. This was just the way men were after all.
"Uh..." He coughed quietly, clearing his throat. "It's a Gold Rush," he finally managed to get out. He stared at her breasts a bit longer and then dragged his eyes upward to hers. She stared at him, a little smile gracing her face. She reached out in a very forward move and placed a hand on his knee.
"I've never had one of those, is it good?" She asked coyly, batting her eyes at him. James stared at her a moment longer and then swallowed and cleared his throat.
"Would you like one?" he asked hesitantly. Mercy let her eyes widen in surprise and then allowed a beautiful smile to grace her lips.
That was the start of hers and James' relationship. They sat at the bar for the next couple of hours and then, after a passionate kiss goodnight, and a little squeeze between his legs, she left him and went home, but not before putting her number into his phone. It had taken less than 24 hours before he called her. By the end of the first month they were trading weekends at each other's place. James was incredibly generous, taking her out for expensive meals and whisking them away for surprise weekends. Vegas, Reno, San Francisco, and James always paid for everything. Mercy was pleasantly surprised at how good he was in bed too. He was of average size in the cock department, but he was tender and attentive to her every need. She always made sure that when James came, he was satisfied...if not always completely so. She felt that leaving him wanting just a bit more and holding that out as a possible prize the next time kept James eager to stay on her good side.
There was however one thing that she hadn't been able to do yet (well, two things if you counted the "no anal" rule). She had never given him a full blowjob. The idea of a cock, even an average sized one like James's being fully in her mouth and throat bothered her. What if she couldn't control her gag reflex, what if she did it wrong or worse yet accidentally bit him in a moment of carelessness. No, she just wasn't ready to go that far. She knew men liked oral sex and she didn't want to completely disappoint James so she often (though not always) relented and licked the tip of his cock or put her lips around just the head and teased it with her tongue. James always liked that but he wanted more. He had occasionally attempted to gently push her head further down on his cock, urging her to suck it all the way down. As s soon as he started that however, she immediately stopped and pulled back. She also absolutely refused to let him cum in her mouth or squirt on her face.
James was disappointed by this but accepted it. Mercy was very good in other departments and that seemed to keep James satisfied. So, over the past year things had been progressing quite well.
Mercy finished her moments reminiscing and turned from the mirror to get in the shower. She quickly washed and did her hair, using the lavender scented shampoo that James liked so much. Then she dried off and quickly picked out an outfit for today's shopping excursion. She chose a very sheer half-cup bra that gave her support but allowed her nipples to be seen through her top. She chose a matching thong and a lightweight summer dress, pale blue with faint gold highlights. The decolletage was cut very deep and the hem of the dress was a few inches short of her knees. She chose a pair of light summer sandals, easy to take on and off as she planned to be trying on several pairs of shoes today.
Then, she applied her makeup carefully. Not too heavy, just some base to even up the glow of her face, mascara to highlight her eyes. She considered adding some false eyelashes but decided against it this time. She did, however, choose her favorite cherry red lipstick as a final touch. She knew that it was James favorite too! She liked dressing up for James. She wanted to make him happy, and he in turn always did his best to do the same for her. It wasn't like money had been the first thing on her mind when she had met him, but James was just so generous and it was hard to turn down his offers and gifts. Pretty soon she found herself actually asking for things and James almost always obliged. It had not been her intention to find a sugar daddy, but in the end that's exactly what had happened, and now, she found she enjoyed it.
She didn't have long to wait for James. He arrived in his Jaguar coupe and they headed off for the days adventure. They spent all afternoon shopping, with Mercy wheedling James into buying not one but two new dresses, to go along with the three pair of shoes she ended up buying. She also saw a gold chain necklace that she absolutely had to have as well as a pair of premium leather driving gloves for her when James wasn't around to take her somewhere.
They had a nice lunch at a fancy bistro and they were out late enough that they had dinner at one of their favorite Italian restaurants. All in all, their days adventure came to over $3,500 dollars. Mercy wasn't concerned about this, she knew that James was loaded and could afford it.
That night they stayed at Mercy's apartment. They sat on the couch, the lights dimmed and cuddled, kissing gently, and allowing both of their hands to roam freely over the others body. As always, James spent a great deal of time squeezing and fondling her breasts. Mercy had anticipated this and when they had arrived home, the first thing she had done was to excuse herself and go to the bathroom and remove her bra. She thought about taking her thong off as well, but decided she leave it on for James to remove later.
Eventually, things migrated from the sofa to the bedroom, each of them slowly removing the others' clothes while still kissing and exploring each other's body. James was trembling with excitement and Mercy had to admit she was getting pretty turned on as well. Soon she found herself on her knees with James sitting on the edge of the bed, his cock already almost painfully hard. She leaned towards him and looking up at him, stuck out her tongue and allowed a big string of drool to pool and drip off, falling onto and between her large, soft breasts. Then she took his cock in one hand and brought him forward enough to place it between her breasts. Then, squeezing both her large breasts around his stiff cock, she began to slowly tit-fuck him. Each time his dick was pushed up to the top, she would lean her head forward and place her lips on its tip, sometimes allowing her tongue to slide along his piss-slit. James groaned at this and allowed himself to luxuriate in the feelings that Mercy was bringing to him.
Eventually James got in on the action and reached his hands out and began to help squeeze and press her breasts together. He slid his fingers down to her nipples and began to pull and twist them, eliciting soft moans of pleasure from Mercy. As he got more excited, he began to pinch and pull on her nipples harder, almost painfully. Mercy groaned but didn't stop him. James knew that her nipples were extra sensitive and he was usually gentle but she was really getting him worked up. The shocks of pain and pleasure that suffused her breasts were getting her excited as well so she let him have his fun and just groaned and bit her lip when the feeling got to be almost too much. This went on till James felt the urge rising in him and he knew he would cum soon. He tried to stop Mercy from sliding up and down his cock.
