by Cherry Kay
“It is beautiful, though.”
The lights of downtown loomed above them and although it was always difficult to see stars in the middle of the city, Tiffany thought she saw a few twinkling high above her.
“I’m happy you decided to swim with me.” said Thomas. He swept his arms and propelled himself back a little.
Tiffany followed and found she could touch bottom where she was. There were almost no lights on the pool deck, and the only real illumination came from the city around them and the underwater lights that she realized must show a lot more of her body than she’d anticipated.
Thomas was only a few inches away from her, and he moved to close the gap. “I had every intention of remaining a gentleman tonight but I would really like to kiss you right now.”
Swallowing a nervous lump in her throat, Tiffany reached out underwater to grab hold of Thomas’s waist, using it to pull herself up against him. “Gentlemen are highly overrated.”
Thomas’s lips were on hers in an instant, his tongue soon probing at the edge of her lips demanding to explore the heat of her mouth. She welcomed him in and yielded to his kisses, closing her eyes and luxuriating in the feel of the water on her skin and his hands slipping down to cup her bottom so he could pull her tighter toward him.
Tiffany’s body rose out of the water as Thomas lifted her upwards, and she wrapped her legs around his waist to secure herself while he laid a trail of kisses that traveled down her neck and onto the swell of her breasts where they struggled to escape the confines of her bra.
She looked down to see his mouth travel over the now translucent fabric to tease at the dark circle of her nipple clearly visible beneath. Her nipple swelled in response, the heat of his tongue burning through the chill of the water and the late night air.
Tiffany shrugged out of her shoulder straps and pulled her bra downward, exposing her breasts to Thomas’s hungry mouth.
His hands shifted on her butt, one of them squeezing her tight while the other reached further, wrapping around her thighs until he could hook her panties and pull them aside. His finger moved further upwards, dancing along the edge of her cleft to find the swelling bud of her clit. Just barely able to stretch his hand around that far, he moved his fingertip in slow gentle circles, eliciting a soft moan of delight from Tiffany.
“What if someone comes up here?” She asked, her voice a bare whisper between sharp inhalations as Thomas worked her into a frenzy of lust.
He flicked his tongue against her nipple one last time and slipped his finger downward, pushing it into her soft wetness as far as it would go.
“No one ever comes up here, but if they do, then I guess they’ll get the show of a lifetime.”
Tiffany’s body positively radiated with nervous excitement. She reached behind her back to unclasp her bra and tugged it out from between them, letting it float away. She then unwrapped her legs from Thomas’s waist and swam backwards a stroke before jack-knifing forward and diving underwater to tug his underwear down and off his legs as he floated up to accommodate her actions.
For a moment, she floated there under the water’s surface, her eyes adjusting to the water and taking in the naked body in front of her. Thomas’s cock was almost completely erect, the tip of it bulging in anticipation of what he believed was to come. By the time her head broke water and she took in a lungful of air, Tiffany knew she was going to break her sex-free first date rule.
Although at least ten years older than her, Thomas had the body of a man much younger than most his age, and it was obvious he took care of himself and worked out regularly. The physical attraction she felt for him was secondary to the emotional high of such an amazing dinner, and if she still had any strength of will to keep from fucking this man, it had dissolved the moment she’d stepped out onto the deck of the pool.
Thomas closed the gap before she could make another move, and he soon had her pushed back to the edge of the pool, his strong hands lifting her up until she sat on the edge of the wooden deck. She had to lift up to allow him to roll her panties down and off her legs, and soon they were floating in the middle of the pool along with her discarded bra.
With two fingers on either knee, Thomas opened Tiffany’s legs and inched closer to her exposed pussy. Spread wide for him and in full sight of anyone who happened to be looking down from one of the neighboring buildings, Tiffany tilted her head back and luxuriated in the sensual attention Thomas was paying her with his tongue. It danced around her clit with expert deftness, and with more swiftness than she’d ever before experienced, Tiffany found herself wrapping her fingers in his hair and pulling his face towards herself as a toe-curling orgasm swept through her body.
“Oh my god, that was fast.” She said on a long exhalation of breath.
“I could do that all day,” replied Thomas. “Care for another?”
He moved to begin licking her again, but Tiffany stopped him and stood up. She walked over to one of the padded deck chairs and perched herself on the edge of it. “Why don’t you come over here instead?”
Thomas hauled himself out of the pool in one swift motion and padded towards her, water streaming down his muscled abdomen and dripping off his raging hard erection. When he was close enough to grab onto, Tiffany placed her hands on the back of his thighs and pulled him closer, shifting one hand around to grab his shaft as she took him in her mouth.
Now it was his turn to grunt and moan as she pleasured him with her lips and tongue. Licking him from base to tip a few times, Tiffany parted her lips and plunged them down over his cock, sucking softly as she pulled back away again. He was large enough that she couldn’t get him all in her mouth without choking, and so she stroked him in sync with the back and forth movements of her head, sucking him until his thighs clenched and he warned that he was about to cum.
“Not yet,” she said, pulling away and shifting him onto the deck chair.
When she had him lying on his back, she stepped over the chair and lowered herself onto him, breathing sharply as she felt herself stretching to accommodate him. It took a few partial strokes for her to warm up fully, and soon she had him all the way inside her while her hips rocked back and forth over him.
Thomas’s hands moved up to cup her breasts as she sat straight over him, his body flexing to meet each grinding push of her pelvis against hers. Leaning forward to find the perfect angle, she felt the swell of electric energy surge again when his pubic bone rubbed against her clit in just the right way.
The light breeze that had been almost chilly on an otherwise warm summer night, now felt deliciously cool as she began to sweat from the exertion of their lovemaking. Thomas sat up and was now thrusting into her with one hand cupped on her butt and the other gripping the edge of the deck chair for support. Her cheeks flushed with heat from how perilously close to cumming she was.
Thomas’s fingers dug in deeper, and she bent down to place her lips on his, her tongue seeking the heat of his mouth. She could feel him tensing below her, and his heavy breathing, and now rhythmic grunts fell in tune with the climax that had finally found a grip from with to rip through her body.
Barely aware of the powerful jets of cum Thomas shot inside her, she rocked her hips against him, crying out with the intensity of the orgasm that overtook her. Suspended in a moment of timelessness, she gasped and convulsed against him, unable to control or restrain herself.
When at last the sensation faded to a manageable level, Tiffany looked down at the man she’d met only hours before. A part of her couldn’t believe she’d had sex with him so quickly, but another happier voice rejoiced at the fact that she’d just made love on a rooftop pool with the most charming and attractive man she’d ever met.
*
The two weeks after their first date, passed by like a whirlwind fantasy. Apparently not a fan of the having to wait three days to call a girl rule that some guys seemed bent on adhering to, Thomas was boldly confident and had suggested lunch the very next day. They talked and laughed
in a small bistro not far away from Tiffany’s office, and when she’d returned to the office, there had been a gorgeously exotic looking orchid sitting in a cute blue ceramic pot on her desk. The note on the card said only Dinner tonight? and had been signed with the letter T.
She’d gone out to dinner with him that night, and the night afterwards, and again more nights than not, afterwards. While none of the restaurants were quite as exclusive as The Silver Hare, she was been impressed by Thomas’s ability to pick places that stood out as some of the best cuisine the city had to offer.
It had been difficult for her to look at the menu prices at first, but as Thomas began to reveal that he was actually a business executive who sat on the board of at least one major corporation, she became less concerned over the money he spent on things like three-hundred dollar bottles of wine.
It was all a matter of perspective, she told herself. A man like Thomas could drop a thousand dollars on dinner and still be living well within his means. Judging by his apartment and the fact that he seemed to maintain a very small wardrobe of exquisitely crafted suits, she assumed he preferred quality over quantity.
The gifts, however, had become another thing. At first, it had been little things like the orchid or the delicate silk scarf that came in a Cartier box. By the end of the first week, she was receiving designer dresses and earrings that she didn’t want to know what they cost. Tiffany had to work hard for what few luxuries she owned, and now Thomas was showering her with gifts in a way that should have felt wonderful, but instead began to feel like he was attempting to buy her affection.
“Don’t be silly,” he said when she’d protested that the pearl necklace he’d gifted her before a night at the opera had been too much considering that they’d only just met.
“Money is just an imaginary concept,” he continued. “Most of my supposed value is just numbers in a machine. These pearls? They are sand and grit compacted over time into something that an oyster spat out one day. Sure, they are lovely, but things only have value when we assign it to them. The value in this necklace alone is nothing compared to how perfect it looks hanging around your neck.”
Tiffany relented and held her hair up so that he could fasten the string of pearls around her neck. Letting her hair drop down around her shoulders, she took in her reflection and suppressed a giggle.
“They do look beautiful.” She said, gently fingering the largest of the smooth white orbs. “I still think it’s too much, though.”
“Well, now that they’re on your neck, I’m afraid I can’t take them back to the jeweler.” He smiled and placed his hands on her shoulders, leaning in to kiss her neck from behind. He looked into her eyes via the mirror’s reflection. “You do look stunning. I’m so lucky to have you on my arm tonight.”
Tiffany spun around to face him. “I’ve been having such a wonderful time with you, and I feel that we have so much in common, but I have to ask you what exactly we’re doing here. I mean I’ve spent more nights in your bed that in my own over the last two weeks, and I really enjoy being around you. But is this something serious for you, or am I just a pretty young girl for you to show off in public?”
“No, it’s nothing like that,” replied Thomas. “I know I’m a bit older than you, but it’s not like I went out looking for that. The only reason I saw you on Matchr was because I accidentally reset my age filters. I’m not one of those men who goes out looking for twenty-five-year-olds to feel better about myself.”
“So, you’re saying that this is more than just a simple fling?” She asked.
Thomas chuckled. “Are you asking to be my girlfriend, Tiffany Norman?”
“It sounds ridiculous when you say it like that.”
“Well, I’m happy to be your boyfriend,” he replied. “That always makes me feel like a teenager. Maybe, gentleman lover?”
“Oh hell no,” replied Tiffany, slapping him playfully on the arm. “That’s so much worse. Besides, you’d have to make a lot more money and live in a mansion for me to call you my gentleman lover.”
“Let’s not worry about labels for the time being then, okay?” Thomas kissed her on the lips, careful to avoid smudging the lipstick she’d put on for the occasion. “I’m happy to be with you, and I hope that we’ll continue this relationship for the foreseeable future.”
The slightest smudge of bright red lipstick had smeared across Thomas’s upper lip and Tiffany used her thumb to remove it. “That sounds absolutely perfect. Just, maybe, not so many expensive gifts for a while; it’s all a little overwhelming.”
“I’ll try to hold back, but I make no promises.” Thomas grinned mischievously. “It’s not my fault that I find myself thinking of you every time I see a beautiful dress or piece of jewelry. If I was able, I’d buy you all the finest things in the world so they might know their true place in the hierarchy of beauty.”
Tiffany raised an eyebrow. “If I didn’t know any better, I’d think you were trying to get laid tonight.”
“You wound me and my good intentions, my dear.” He replied, holding his hand over his heart in mock injury. He then laughed and sighed like a boy caught with his hand in the cookie jar. “Am I that transparent?”
“No, you’re actually rather smooth when it comes to laying on the charm, but we girls know that you men spend most of your lives thinking about getting us into bed.”
Tiffany reached for one of the first gifts he’d given her; a bottle of Chanel No. 5 that sat on the dresser she’d taken over for the things she left at his place. The dresser held nothing she had owned before meeting Thomas, but it was already beginning to fill up with clothing and lingerie he’d bought for her on one of their shopping excursions.
Several slinky and elegant dresses hung in the wardrobe as well, and the whole thing was beginning to feel a little too Pretty Woman for Tiffany’s liking.
Thomas placed his hands on her arms and kissed the curve of her shoulder where it faded into her neck. He inhaled the scent of the perfume she’d dabbed ever so delicately behind her ear, and he let out a soft “mmm” of satisfaction.
“You are intoxicating.” He said. “Are you sure we don’t have time before the opera? The car won’t be here to pick us up for another twenty minutes.”
“If you think I can get out of and back into this dress in twenty minutes, you’re crazy,” she told him. “Now give a woman a minute to finish getting ready.”
“I’ll wait in the other room then.” He said. “If I stay here, I won’t be able to restrain myself.”
“Pour yourself a drink, and I’ll be out before you’re finished.”
Tiffany watched him close the door and then bent down to put her shoes on. The dress he’d bought for her was beautiful and elegant, hugging her hips and thighs before flaring out and sweeping all the way down to the floor.
The only downside to such a dress was that it made it difficult for Tiffany to crouch very effectively, and she quickly realized that she should probably have put her shoes on before being fully zipped up into such a fitted dress. Never having worn such an outfit before, she hadn’t anticipated something so simple being such a big issue, and it was with no small amount of squirming and struggling that she managed to do up the tiny heel strap on each shoe.
Finally ready to go, Tiffany took a long look at herself in the mirror, hardly recognizing the woman who stared back. The vibrant red dress had a near-scandalous neckline that showed far more cleavage than she was used to, and her necklace and matching pearl earrings were so elegant that she couldn’t believe they were real. It occurred to her that she wore tens of thousands of dollars of clothing and jewelry, and the thought of it made her feel a little faint. She’d given up her car as an impracticality once she’d moved to the city, but the dress alone was most likely worth more than the vehicle her parents had helped her buy when she’d finished college.
“Just go with it.” said the stunning woman in the mirror.
Thomas might have been a little over-eager with his spend
ing on her, but underneath that, he’d shown her nothing but genuine kindness and interest in who she was as a person. It was far too early to put a name on what she believed they felt for each other, but it was not out of the realm of possibility to think that she might one day look back at these first weeks and recognize them as the first tendrils of love growing around them and pulling them together.
She’d never met anyone quite like Thomas Belton, and she counted herself lucky to have connected with him among all the other possible people using a site as popular as Matchr.
Chapter3
Tiffany stifled a yawn and looked at the time. It was only quarter past two in the afternoon, and yet she was exhausted and felt as though she’d been there for nine or ten hours already. It wasn’t the office or the project that were to blame for her sleepiness, however, but rather the fact that going to the opera meant not eating dinner until nearly ten o’clock at night. Eating dinner with Thomas always resulted in consuming just a few too many cocktails or glasses of champagne before falling into bed with him. Then they stayed awake until a time of night that should more properly be called morning.