The Millionaire Gambler (Ashley's Choice)

by Laura Charles

  “Thanks. I'm just a bit sensitive about my breasts. They're not much to look at.”

  “They're amazing, and they suit your body perfectly. I wouldn't change a thing.”

  He pulled her to him again, and she began to unbutton his shirt. As she untucked it and pulled it away from his torso, she finally got a look at his chest and abdomen.

  This guy is ripped, she thought. Ashley ran her fingers over his six pack abs and gently played with his nipples. Then she unfastened his pants, which hid a growing erection. A moment later, he was completely naked, and Ashley stood there in awe. This guy was built like one of those models you see on the cover of romance novels. He wasn't overdeveloped by any means, but he was tight and had very little body fat. His chest was clean-shaven and she loved the feel of running her fingers over his smooth skin.

  “Come with me,” he said, as he led her down a hall to the bedroom.

  His bedroom was full of rather expensive looking vintage Mid Century Modern furniture, with a king sized bed in the middle of the room. Jason led Ashley to the bed, which was higher than most beds, due to an exceptionally thick mattress and box spring. He grabbed her by the waist and gently put her down on the soft down comforter that covered the bed.

  Jason then delicately removed her thong, leaving them both naked.

  “Why do you want me?” she asked. Ashley was still unable to believe that someone like Jason would want her.

  “Because you're beautiful. Because I like you. Because I want to get to know you better.”

  “You must meet lots of women who are more beautiful than I am.”

  “I meet all kinds of people, Ashley. I want to be with you.” He gently stroked her hair, which had long since lost the curl she had worked so hard to create.

  He moved in closer to her and kissed her neck, and then her shoulder, and then her small but aroused right breast. “You're a beautiful woman, Ashley. Don't ever think otherwise.”

  “I can't help but think that you're going to have your way with me and then move on to some rich society girl tomorrow.”

  Jason looked at her sternly. He said, in a voice that was all business, “If I wanted to date a rich society girl, I'd do that. I want you. And I want you now.”

  Ashley found her arousal increasing at Jason's insistence that he wanted her.

  As if trying to prove his point, he kissed her, deeply and passionately. If it was possible to persuade with a kiss, Jason was getting it done. Ashley submitted completely, letting Jason do what he wanted with his lips, tongue and fingers. She was his to do with as he pleased.

  Ashley moaned slightly as he inserted two fingers into her slippery entrance. He massaged her clit with his fingers while kissing her with a passion she'd never before experienced.

  He pulled away a moment later, leaving Ashley gasping for air. Jason moved down the bed, and picked up her foot. He kissed the bottom of her foot, then her ankle, and then the back of her knee. She squirmed a bit at that, as she was quite sensitive there. From there, he slowly ran his tongue up the inside of her thigh, periodically giving her a series of little kisses.

  He moved past her mound and kissed her near the navel. Jason gazed into her eyes for a moment, then moved down to her other knee and again licked and kissed his way up towards her pussy, which was slick with anticipation. Ashley squirmed at the touch of his tongue. She was ready for him to lick her in her most special place.

  Ashley instinctively spread her legs just a bit, in order to give Jason better access. She hoped that he'd get the message and enter her, but he wasn't yet finished with foreplay.

  His tongue penetrated her wet slit like an arrow, touching her clit and sending a shiver up and down her body. Ashley put her hands on his shoulder and tightened her grip as his tongue darted in and out. The warmth of his breath against her wet flesh was almost more than she could stand; she began to writhe on the bed with shockwaves of pleasure as Jason's tongue licked her most private place with increasing intensity.

  Ashley tightened her grip on Jason's shoulders and moaned loudly. He took this as encouragement, and inserted two fingers to help with the stimulation. This pushed Ashley over the top, giving her an orgasm of epic proportions that hit her like a series of waves crashing on the shore, each only slightly decreasing in intensity. She was awash in pure, carnal pleasure that she prayed would never stop.

  She ran her fingers through Jason's hair as she came, again and again.

  “Please,” she gasped. “I want you inside of me.”

  Jason reached into a drawer on the nightstand and removed a condom. He rolled it over his erection as Ashley watched impatiently.

  “I'm on the pill, Jason,” she said.

  “That's OK,” he said, as he discarded the wrapper. “We'll use a condom this time.”

  Lying on her back, she again spread her legs for him. He got on his knees in between her legs and teased her entrance with the tip of his cock. He entered her slowly, pushing in just an inch or so, and then pulled out again.

  “Jason!” Ashley was growing increasingly impatient; she wanted that cock completely inside of her as soon as possible.

  Jason grinned as he repeated the gesture, inserting his cock just a bit deeper each time. Ashley grabbed her pillow with both hands and clenched it tightly, partly in frustration and partly in anticipation of the pleasure she knew would come at any time now.

  Finally, after what seemed like an eternity, he penetrated her deeply with a single, solid thrust.

  “Oh, Jason...” she gasped. “Harder. Please.”

  Jason began to thrust with vigor. “You feel so tight, Ashley. You're incredible.”

  He kept thrusting for a few more seconds, and then, without warning, grabbed her by the hips and rolled over. Before she knew what had happened, Jason was lying on his back, and Ashley found herself on top of him.

  She adjusted her position so that she was on her knees, putting her in control of the lovemaking. She moved up and down, finding a pace that suited the both of them. Jason pulled her to him, gently licking her tiny breasts and sucking on her erect nipples.

  Ashley began to move up and down at a faster pace as she felt yet another orgasm coming.

  Jason took his thumb and began rubbing on her clit as she bounced up and down on his shaft.

  That was all it took to send her over the edge. Ashley began to moan, then gasp and finally let out a scream as she reached the height of ecstasy with an orgasm so complete that she thought, at that moment, that she'd never be so perfectly content again. All thoughts of why such a rich, handsome man would want her vanished as Ashley became completely lost in the moment. Jason responded by reaching his own orgasm at almost the same time, gripping both of her hips tightly and tensing all of his muscles as he thrust deeply into her and found his release.

  Ashley collapsed on top of him and gave Jason a slow, lingering kiss. Their tongues met, not with the desperation of their earlier kisses, but with a slow, satisfied sense of pleasure. These weren't kisses that served as a prelude to lovemaking; these were kisses to be savored and enjoyed. She licked his tongue, explored his mouth, and then sucked gently on his lower lip.

  “You are a beautiful woman, Ashley James,” Jason said, once his mouth was finally free.

  “Thank you,” she replied with a blush. She'd been called all kinds of things in her life, but no one had ever before called Ashley beautiful. Right now, she felt beautiful.

  “Do you mind if I ask you a question, Ashley?” Jason asked as they snuggled.

  “No.”

  “Why are you so suspicious of me? Have I done anything to justify that?”

  Ashley was silent for a moment. “No, it's not you. I mean, I do wonder why a rich guy like you would be interested in dating a girl he met in a coffee shop. But it's more than that.”

  “Like what?” Jason sat up on the bed.

  “I was engaged to this guy named Brian. We'd been dating off and on since high school. We were supposed to get married last year.
”

  “What happened?”

  “I don't know, really. I think he found someone else. He called me two weeks before the wedding and told me he didn't want to get married.”

  “I'm sorry.”

  “I was crushed. I did nothing but cry for days. My parents had spent a fortune on the wedding. He was the only guy I'd dated for a couple of years. I assumed we'd be together forever, and that was pulled away from me in an instant. Anyway, I'm just naturally a bit suspicious of guys these days.”

  “I understand.”

  “And then you come along, and you're good looking and well off. It's like you're too good to be true. So I'm just a bit afraid, I guess.”

  Jason didn't say anything; he simply slid up behind her and held her closely in an embrace that Ashley would have been happy to have go on forever.

  After the bottle of wine, the brandy afterwards, and a round of vigorous and incredible lovemaking, Ashley was exhausted. She rolled off of Jason and he took a moment to discard the soiled condom. Then, as Ashley lay on her side, he lay behind her and they spooned on the bed. She quickly fell asleep in a complete and utter state of bliss.

  Chapter 4

  Ashley awoke the next morning, unsure as to where she was or what time it might be. It took her a moment to get her bearings. She was alone in bed, and according to the clock on the nightstand, it was 7:30. It took a minute, but it came back to her. She was in bed in Jason's apartment. Last night was special. She'd slept like a baby. She smiled.

  Jason entered the room a moment later, with a mug of steaming coffee in his hand.

  “Good morning, sleepyhead,” he said as he handed her the coffee.

  Ashley sat up and ran her hands through her hair to try to make herself presentable. “Thanks.”

  “It's not as good as the coffee you serve at work, but it's all I have.”

  “That's OK. Any coffee will do first thing in the morning.” She took a sip and nodded approvingly.

  Jason sat down on the bed, reached behind Ashley's head and pulled her to him with one arm. He gave her a deep, penetrating good morning kiss that did far more to stimulate her than that mug of coffee would.

  Ashley noticed that Jason had a noticeable bulge in his shorts. She put down her coffee and playfully reached for his bulge. Jason moaned slightly as she ran her hand up and down his shaft through his shorts.

  “Looks like somebody's wide awake already,” she said with a laugh.

  Jason stood up and removed his shorts. He returned to the bed where Ashley was now lying on her back. As he straddled her, she begged him to come closer.

  “I want to kiss your cock,” she said. Jason moved closer and Ashley kissed the head of his cock. “Your cock is so beautiful,” she said as she kissed it again.

  Ashley got right to the point, using language that even she found surprising.

  “Please fuck me, Jason.” He complied by moving further down the bed in order to find her entrance. She was obviously ready for him, as her pussy was wet with anticipation.

  He entered her slowly and deliberately while kissing her neck. She moaned slightly as he entered her and squirmed at the attention to her neck.

  “I always get goosebumps when my neck is kissed.” With that, Jason kissed her even more with a series of pecks and small licks. Ashley quivered with a tingling sensation that extended to her toes.

  She ran her fingers over his nipples as he made love to her, finding it amusing as they became erect from her attention. She moaned loudly as his thrusts became deeper and his breath became faster and more erratic.

  It didn't take long for either of them to finish.

  When Ashley came, it wasn't with a tidal wave of pleasure, but rather with a series of small, pleasant shocks that one often has with an early morning orgasm. Jason came quickly, filling her with warmth as he groaned and shuddered three or four times. They remained in a passionate embrace for a few minutes afterwards.

  “It's better for you without a condom, isn't it?” she asked him.

  “It feels better, to be sure. But I don't care, really. The physical pleasure is just part of it. Making love with you is special, Ashley.”

  “Me? Special?” Ashley found herself blushing at the notion that she was anything more than just another conquest for this handsome man, who could easily fit anyone's description of the word “playboy.”

  “Yes, Ashley James, you are, indeed, special, and I can't get enough of you.” He kissed her on the forehead and snuggled behind her.

  Ashley smiled as they lay in bed, content with Jason's pleasant manner of helping her wake up.

  She looked at her watch and got a panicked look on her face. “I'm going to be late.” Ashley quickly got up, got dressed and gulped down the remainder of her now-lukewarm coffee. She gave Jason a quick peck on the lips.

  “I've got to get home, change clothes, and get to the coffee shop.”

  “I'll call you,” he said, as she walked out the door.

  -----------------------------------------------

  “Good morning,” Michael greeted Ashley as she waltzed in the door. “You seem to have a bit of spring in your step today.”

  Ashley was humming to herself as she walked in to the coffee shop. “It's just a good day, I guess.”

  “Are you seeing that guy who was here the other night, what's his name?” he asked.

  “Jason. His name is Jason. We had a date last night.”

  “How did it go?” Ashley wasn't sure if Michael was asking because he was jealous, asking because he was curious, or asking because he was concerned for her well-being. It might have been any of them or all three.

  “It was great. He's a nice guy.” She was positively beaming. Michael wasn't accustomed to seeing her this chipper in the morning; it usually took her a while to warm up.

  “What does he do for a living? He seems to dress quite well.”

  “He's a professional gambler. He plays poker for a living.” She was curious to see how Michael would respond to this.

  “Poker? Here? Who plays poker in Dallas? Shouldn't he be in Las Vegas or something?”

  “That's what I thought, but he says there's a lot of poker here, mostly in private games.”

  “Sounds a little fishy to me. Illegal, too. How well do you know this guy?”

  “Well enough, I guess. I think he's honest about what he does for a living, but I haven't actually seen him play or anything. Why do you ask?”

  “I'm just concerned about you, that's all. I'd hate for you to find out he's dangerous or something.” His look suggested to Ashley that Michael might be more jealous than concerned for her safety.

  “Thanks for the concern, but I'm a big girl, Michael. I'll be fine.”

  “OK. I guess I've said all I'm entitled to say about the matter. I'll be in my office, OK?”

  Michael turned to leave and left Ashley to run the shop for a while. She stayed pretty busy during the morning, and spent her time tidying up the espresso machine during the times in between customers. Espresso is a messy business, and if you don't spend time cleaning up after yourself, you'll end up with coffee grounds everywhere.

  Michael liked a tidy shop, so Ashley spent a lot of time cleaning. It helped to pass the time. So did thinking about Jason. Last night was one of the most amazing nights of her life, and one she'd always savor, even if nothing happened between her and Jason again.

  Of course, she hoped for more. Lots more.

  He said he'd call. Lots of guys say that. I hope he really does call.

  The afternoon went by pretty slowly, as business tends to drop off a bit later in the day. Ashley was growing bored, and a bit anxious, wondering when, and if, she'd hear from Jason.

  A few minutes later, she received a text message:

  Ash – I need to talk to you. Important.

  She quickly typed a reply:

  I'm off at 6. Meet me at the Pour House.

  He replied:

  C U there

  The Pour House
was a bar just a couple of doors down from the coffee shop; Ashley figured that would be as good a place to meet as any. She and Erin had drinks there from time to time.

  She grew concerned. Her relationship with Jason was just starting. Was he going to call it off already?

  The rest of the afternoon went by at a snail's pace as Ashley fidgeted, paced, and nervously tried her best to act normal. She hadn't had a boyfriend in such a long time, and last night was magical. She wasn't ready to give up Jason just yet.

  I shouldn't worry about it. It's probably about something else. Either way, I'll find out soon enough.