When she had finished freshening up and touching up her makeup and lipstick, she proceeded to the crew compartment to get changed into something more in keeping with spending Valentine's Day on a luxury executive jet. What does one wear on such an occasion? She smiled at the thought and wondered if she would have packed any differently had she known where the enigmatic Valentine's Day invitation would lead her.
* * *
Through one of what Bennett had explained to her were the Gulfstream signature oval windows, she could see car headlights approach the aircraft before halting near the base of the stairs.
I guess this is our mystery Teddy Bear man, she thought as she pulled on the hem of her dress to straighten it one last time.
The car was at an angle that did not afford a good view of the exiting occupant, but she could see that, whoever he was, he carried himself in that self-assured way that was usually the hallmark of a successful businessman. Of course, that didn't help to narrow down her shortlist of suspects. They were all successful in their own way. She caught a glimpse of him as he mounted the stairs and noticed that he was dressed quite casually. No tie. Jacket slung over his shoulder. There was something familiar about the way he dressed and his bearing. She knew who was about to walk through the door and nothing could have made for a more perfect night.
And the winner is .... Craig. Investment Banker. Neighbor. Long time crush. One time, OK, technically three time, threesome playmate. And hot as.
As he entered the cabin, he paused as he locked his ice blue eyes on Sophy and threw her a cheeky smile as if to acknowledge the victory in his own little Valentine's Day mystery competition.
"Thanks for coming. The look on your face tells me you weren't expecting it to be me."
"Are you disappointed?" he asked.
"Hardly," Sophy responded after an initial awkward moment during which she composed herself.
"I had no idea who sent me the bear and the note until just this very minute and I do love a good mystery, as you clearly know."
"So, what's all this?" Sophy looked about the aircraft and gestured with her hands, giving her best impression of a flight attendant indicating the emergency exits, "Did you get a good trade in deal on that big American Muscle Car of yours, or something?"
"Yeah, the Cuda plus $60 million cash and it was a done deal. Even got a free tank of gas and a scheduled service thrown in," he quipped as he made his way down the aisle, extending his arms to give Sophy a hug.
"Seriously, I hope you're not disappointed and if you don't want to do this, just say the word and I'll have you taken home," he said as he withdrew from the embrace.
"Hell no. No way. I don't know what you've got planned or where we're going, but I'm in. And for the record, I'm not disappointed. Far from it," she gave him a playful smile as she reached up and stroked his cheek with the tips of her fingers.
As she did so, she brushed an errant lock of hair from his brow and tucked it behind his ear, enjoying the look of his distinctive blue eyes upon her. Despite their ice blue coloring, there was a warmth to them which gave them an alluring, almost magnetic quality, which Sophy had always found hard to resist.
Unable to take her eyes away from his, she continued to stare at him, as if waiting for him to say something or make the first move. Emboldened by his close proximity, she ran her fingers through the soft waves of his thick black hair and cupped her hand at the back of his head before drawing his face toward hers.
Their lips met and parted in one fluid movement as they explored each other's mouths hungrily and enthusiastically. They had shared many sex charged and intimate moments in the past, but this was the first time they had kissed like this and before long, an almost primal sexual tension filled the air.
"Are you guys ready to take off?" Bennett asked as he poked his head through the partially open cockpit door.
"Ah, yeah. Sorry, I got distracted. We'll get ready for takeoff now," Craig said, nervously, feeling embarrassed at having been caught making out like a teenager by his parents.
With his hand on Sophy's elbow, he guided her to a large leather seat and helped her buckle in before settling into a seat alongside hers. "Sorry," he said apologetically. "We won't have time for a preflight drink, but I'll sort something out when we're airborne."
"Airborne to ...?" Sophy left the question hanging.
"To our destination," he replied cryptically.
* * *
"To our special Valentine's Day mystery flight," they said in unison as they raised their glasses, to toast.
"Now, that is divine," Sophy commented after a sip of her bubbles.
"It's pretty special, isn't it? It's also a crucial part of the adventure this evening, but I won't spoil the surprise just yet," Craig's tone made it clear that there was a plan afoot and he didn't want to say any more about it, at this early stage.
Sipping her sparkling wine, Sophy thought about the last time she had a drink with Craig and his old college buddy and parolee, Luke. She wondered if she would have accepted the invitation to dinner at theirs had she known she was going to end up playing the Sushi girl on the dining table with the boys throwing back vodka shots from shot glasses lined up on her tummy. Or if she would have given in to the wild, animalistic sexual urges that seemed to overpower them all, as she lay on the table being devoured by the hungry, lust filled eyes of the two hottest, fittest guys she had ever known.
Hell, yeah! I'd do it all again, given the chance. She smiled at the thought and took another sip from her glass to hide her smile as she looked across at Craig. He looked so different that night. Rugged, dangerously good looking and very, very ripped. A big thank you to gym buddy Luke for working him so hard in the weight room. Even now, she swore she could see his well-muscled back ripple as he leaned forward to retrieve the bottle from the ice bucket.
"Hello? Earth to Sophy," Craig's voice broke through her musings. "I'd love to know what you were thinking just now. You were miles away."
"Sorry. I was just thinking about that night."
"Which night would that be?" he asked in a cheeky tone.
"Yeah, I suppose that was just a normal, tame Saturday night for the two of you. I was just another wanton hussy for you guys to play with, then discard," she deliberately baited him with a stern look as she spoke.
"You know that's not true," he said, defensively. "We'd never done anything like that before."
Then he saw the smirk begin to show at the corners of her mouth.
"Oh, very funny. I walked right into that, didn't I?"
"Yep. You sure did." She dropped her poker face and laughed. She had an infectious laugh and before long, they were both laughing and reminiscing about that special night.
"I have to ask. The teddy bear. What was the deal with that?" she asked, unsure if it was just coincidence or if he really knew.
"As in, how did I know that was your all-time favorite bear?"
"You got it," Sophy replied seriously, as if expecting a serious answer.
"There was a bit of work involved in that. Luke knew a guy from when he was inside who was good at, well, finding stuff out. Anyway, he gave me some background on you and that was one of the things that came up. I have no idea how he found out, but it seems he was right on the money. Wasn't he?"
"Absolutely. Nice job Mr. Stalker Inmate." Sophy raised her glass in acknowledgement. "So, what brought all this on?" she continued, gesturing and looking about the inside of the aircraft.
"I'll be totally honest with you. In many ways, I regret that night. I've always had an enormous crush on you, ever since I first saw you when you moved in, but I didn't think I was in your league and I didn't want to make a total dick of myself by asking you out."
"Seriously? Mr. Confident, Buff Investment Banker?"
"Yeah. You'd think so, wouldn't you, but I'm not really that confident. As I was saying, though, I kind of regret that night because, as awesome and hot as it was, I didn't want you to think that was the real me and th
at I did that kind of thing all the time."
"You mean you don't?" she teased.
"No, I don't, thank you very much. I always fantasized about doing something special with you. Treating you special and showing you I really cared about you and for you. Something like this," he paused for a moment before continuing. "When the opportunity came up to fly out to the Napa Valley to meet with a client and try to put together a finance deal so he could take over the winery which supplied our inflight bubbles, I started to hatch this cunning, mysterious plan. And here you are."
* * *
Straddling him as he lay in the reclined leather seat, footrest fully extended, Sophy ran the fingers of both hands through Craig's thick, black hair before kissing him gently, but fully, on the mouth.
"Well, all I can say is that this has been the best Valentine's Day surprise of my entire life. I've loved every minute of it, especially all the mystery. I was really hoping it was you and if it had been anyone else who'd walked through that doorway, it would have been quite a letdown," she said as she pulled back and looked him in the eyes.
With that, she began to undo his shirt buttons, keen to see the well-developed pecs she knew lay hidden beneath the silky fabric. She was not disappointed as she peeled back the shirt and proceeded to remove it before discarding it on a nearby chair. Unable to resist, she clawed his chest and raked her finger nails across his flesh, then proceeded to trace her fingertips over his abs. He had orchestrated the entire evening. Sophy intended to change that. Starting right now.
Purring like a minx, she nuzzled Craig's neck and traced a line of kisses from his ear down his neck, stopping only to firmly bite his shoulder, all the while pinning his arms to the leather cushioned armrests at either side of the luxurious, reclined seat. Raising her head, she looked at the bite mark she left on the skin covering his bulging, muscular shoulder, clearly proud that she had marked him as hers. For the night, at least.
"Ouch. Would I sound like I was soft if I said that hurt just a little?"
"Sshhhh," She pressed a finger against his lips to silence him. "I'm not sharing you. Tonight, you're all mine. If I mark you, no one else can touch you." She paused long enough to kiss him, once more on the lips. "You've shared me and I've shared you. Now it's my turn to have you to myself."
"I don't want to share you, either, Baby. Never again. What we shared before was fun and I loved it, but I think I feel the same as you do, right now." With that, he broke free of her grip, reached behind and unzipped her dress. Carefully, yet forcefully, he pulled it down over her shoulders, revealing her perfectly proportioned breasts held pertly by a silky, lace trimmed bra. Grabbing a shoulder with one hand and cupping a breast with the other, he leaned forward and began to bite and suck the exposed part of her breast. "I want to mark you, too, Gorgeous. I want to leave my mark on you."
* * *
Standing alongside the large, fully reclined skybed, Sophy shimmied her black dress down to her shapely hips. Turning her back to Craig, she gave her butt the best sexy wiggle she could manage in the confined area and allowed the dress to fall seductively to the floor. When she turned to face him again, she reached behind her back and unclasped her bra before sliding the straps over her shoulders, fully exposing her breasts to him.
"I'd forgotten how beautiful you are," he said breathlessly as he devoured her with his eyes.
Hooking her thumbs through her G-String, she started to pull the tasteful yet racy underwear down over her hips, before stopping and smiling coyly at her Valentine's Day date.
"What are you smiling at, Sexy Girl?"
"Nothing. Everything. Hell, I don't know. I'm just enjoying being with you, flying miles above the ground in the most luxurious plane I've ever seen and being on the first Valentine's Day date I've been on in many, many years. I'm having the time of my life. Thank you."
"That was the idea," he said as he stared down at the neat little landing strip that peaked out from her partially removed G-String. "Mmm. That's new. At least I can see, now, that the rug matches the drapes. I think it was smooth last time I saw it."
"Yeah, I'm a natural brunette. Thanks for pointing that out, though," she said as she lowered her underwear and threaded her feet through them, before flicking them over to where her dress lay on the floor.
Craig held out his hand to guide her to the other side of the skybed as he moved across to make room for Sophy to climb alongside. When she had made herself comfortable, he kicked off his shoes and reached for his belt buckle.
"Here, allow me," Sophy instructed as she undid the buckle and proceeded to unbutton and unzip his pants.
Removing his pants and boxers in one efficient movement, they quickly ended up on the growing pile of clothes on the aircraft floor. Reaching down, Sophy wrapped her hand around Craig's thick, hardening shaft, giving it a gentle squeeze as she enjoyed feeling it respond to her touch. "Oh yeah, he feels even better than I remember. He looks like he's ready to play, too," she said as she watched the shiny, bulbous head of his cock swell as it protruded from her hand.
"I really like this," Craig ran his fingers along her landing strip. "A lot." He continued to follow the path down to the smooth, moist folds below.
Tracing his fingers lightly up and down her freshly shaved outer folds, he enjoyed hearing her purr in anticipation as he continued to tease her, moving tantalizingly close to her opening, then returning his attention to the strip of closely trimmed hair which seemed to captivate him so.
"Have you finished teasing me yet?" she asked as she opened her legs further to give him better access.
In response, he slipped a finger tentatively between her folds, caressing her moist inner lips, causing her legs to tremble at his touch. When he started to run his finger tip up and down the moistened slit, Sophy moaned and her breath caught in her throat as he neared the swelling bud of her clit. Before he reached the sensitive, pink nub, he removed his finger and bringing it up to his mouth, he looked her in the eyes as he opened his mouth and sucked it slowly, savoring her scent and taste, like it was a fine wine.
"It turns me on when you do that. I don't know why, but I love it," she told him as he continued to lick every drop of her from his finger.
Without breaking eye contact, Sophy slid down the skybed, raking her nails down Craig's chest and rippling abs as she did so, before stopping when her chin collided with his, now rock hard, cock. It twitched as her face brushed against the blood engorged head, but its pulsations were soon arrested when she opened her mouth and slid it over the head. She was forced to open wide to get it past her lips, but once it was through she could accommodate his generous girth, albeit with some minor discomfort. She was rewarded for her efforts by the salty taste of his pre-cum, indicating that she was doing something right, despite previous dislike of this particular pursuit.
As she took her mouth away, being careful not to catch the rim of his taut, shiny head on her teeth, she ran the tip of her tongue around the sensitive rim before tickling the underside of the head with a few light flicks of her dexterous tongue. She might not have previously liked doing this, but that didn't mean she was clueless as to what guys liked. Especially Craig. She knew from their time together previously what he liked and she was keen to draw on her experience in that arena. It was going to be a special night for both of them.
* * *
With his thumbs either side of her aroused, glistening wet pussy, Craig eased her open to fully expose her roused and swollen pink inner lips, enabling him to carefully trace their full length with his tongue. Slowly. First one. Then the other. Up. Then down. Each time avoiding her clit, which had, by now, emerged from its protective hood as if pleading for attention.
"Come on. Don't make me beg," she moaned as his tongue danced around her clit, almost making contact, but not quite.
Sensing she couldn't wait any longer, he used his tongue to lightly massage both sides of her clitoral hood, giving rise to a low moan from Sophy's throat as he felt her tummy muscles r
ipple in response to the long awaited stimulation. Aware that she was likely to be hypersensitive at this point and not wanting to cross the tenuous line between pleasure and pain, Craig pressed the flat surface of his tongue against the exposed, enlarged bud, leaving it there for her to grow accustomed to the sensation.
"Oh. Oh, yeah," she whimpered softly. "Right there. That's the spot."
Now he could begin work in earnest. She was ready. Using his thumb and fingers to pull back her hood, exposing even more of her ripe and ready clit, he started to flick and lick it with only the very tip of his tongue. Immediately, Sophy bucked and convulsed at the sensation he induced. A powerful sensation which seemed to ignite her already wet and awakened pussy as it quivered through to her very core.
She raised her hips toward him in the hope that she might enhance the pleasure with some movement of her own. It did her no good, though. He simply retracted enough to maintain the pressure and rhythm he intended. This time, he was in control. And they both knew it. Sophy had no option but to submit to the whim of Craig's clearly talented tongue.
"Don't stop. That's perfect. Right there. Yes, there. Keep going ... please!"
Encouraged by her words and the raw intensity behind them, Craig wanted to give her his best effort and have her come, then and there, in his mouth. He wanted to feel, hear and taste her come. He recalled a woman, a long time ago, telling him that once a man has pleasured a woman like she has never been pleasured before, she will never want to leave him. Of course, he knew there was a lot more to it than that, but right now, it was a good place to start.
Looking for a change of pace to give his tongue a breather, Craig inserted a finger deep inside Sophy's wet, dripping passage to lubricate it, before retracting it and using the tip of her finger to gently circle the outside of Sophy's clitoral hood.
"Oh, fuck," Sophy said loudly as her entire body shuddered with pleasure. "More of that. Please. That feels awesome."
Craig continued to pleasure her clit by circling it with his finger before quickening the pace and rubbing his finger in a flicking motion from side to side. Sophy's hip thrusting was the only acknowledgment he needed to know that he was on the right track as he slipped his finger inside her, crooking it slightly, in search of her internal pleasure points. At the same time, he brought his tongue back into the game and began to flick her clit with the tip of it while he massaged her G-Spot with his finger.
My Dirty Little Valentine: An Erotic Anthology Page 19
