Author's note and warning: Just a reminder, Jude is still a virgin. So despite her other sexual acts she still has never seen a man naked nor has she allowed for one to see her. I would like to thank Crybaby452 author of "Temptation" and "What If?" Great smut in those 2 fics, and that's where I was inspired. This chapter does contain sexual acts. How far I take it, you will just have to wait and see.

Chapter VI Part II

The Instant Dating Game

The Present Date: Tommy Quincy

He joins their mouths and she replies with a soft moan and brings her hand up to his center and begins to rub his manhood forcefully. In response to her actions he slides his hand to her front and massages swollen core on the outside of her lace panty. They both abruptly stop and breathe heavily. "Your place, now!" Jude orders. Tommy quickly pays for the bill and they leave the restaurant as if a fire were blazing towards them. The valet retrieves the Porsche, Tom gives a hefty tip and they quickly leave and arrive at Tom's house in 15 minutes flat.

Tom parks his car in his driveway. Rushes to Jude's side of the door, offers his hand and helps her out of his car. He pushes it closed then pushes her back against the side of the car and kisses her hungrily. He moves away and quickly pulls her so they arrive at the front door. Tommy unlocks the door and guides her in and locks the door after he shuts it then removes his jacket and tie and places it on the back of the sofa. Jude walks in and places her silk wrap and clutch purse on the sofa in the middle of the living room. Tom retreats to the kitchen and brings out 2 glasses filled with chilled champagne. He hands her a glass and they take a sip together. He kisses her again without hesitation and growls as he enjoys the taste of the champagne and sweetness of her lips combined together. They slowly walk up to the master bedroom, Tommy's bedroom. They step in without turning on any lights. Tom walks further into the room leaving Jude at the entrance. Jude hears Tom walking around in the room but is unaware of what he is doing. Suddenly, there's a small glimmer at the dresser by the window, then she notices another one again at one of the nightstands by the bed. As she looks more closely of what's going, she realizes they are candles being lit one by one by Tommy. She continues to follow the trail of lit candles around the room and then sees Tom directly in front of her again.

He lowers his head down to hers and gently kisses her, then running his tongue between her lips asking for entry. She gladly permits his entrance and engulfs his tongue in her mouth tasting the champagne. They pull away and Tommy kisses her lips again making a path to her cheeks, jaw line, neck, shoulders and then towards her chest. He reconnects with her mouth and pulls her slowly towards the edge of the bed never breaking contact. He brings his hands to the back of her neck to untie her dress, and then Jude breaks the kiss and brings her hands on top of his to stop his actions. "What's wrong?" Tom asks and Jude replies softly, "Tommy, I know that we've done 'things' together before, but I'm not ready to have sex yet." Jude thinks carefully before she says anything else. As much as she's tempted to go further with Tommy, she doesn't want to unless she knows they are in love. She knows she loves him, but is not going to admit that to him unless he admits it first. Jude continues, "I'm not saying necessarily with you but with anyone for that matter." "Jude, I'm not going to force you to do anything that you don't want to do. I care about you way too much to force you into anything. Let's just take it slow and enjoy each other? Okay?" Jude nods in agreement at his concern and wraps her arms around his neck attaches her lips to his again and now requesting for her entrance. He gladly admits it and moans deeply enjoying her body against his.

His hands begin to roam her body and she's enjoying the feeling being this close to him. She's never been this close to any man before, and to be this close to Tommy and in his bedroom was a big first time experience for her. She was ecstatic and turned on by the feeling that she did want to go as far as she could. As they continued to kiss, she brought her hands down to his chest and felt the muscles of his chest. Tommy trailed his tongue down to her neck and turned Jude around so her back was against his chest. She could feel his growing erection against her lower back and was shocked at how hard he was and applied pressure against him with her back. He groaned at her actions as he felt his crotch become more constricted. He placed more kisses on the back of her neck and took his hands and started to untie the dress. She tensed up again for the second time. "Baby what's wrong? Are you ok?" Tom asked. "Yes and no." Jude replied. "Do you want me to stop?" "Actually, no I don't Tom." "So what wrong?" "Tommy, you know that I am still a virgin, right?" "Yes, of course I do. And I told you that we won't do anything that you don't want." "Yes, I know that….it's just that well…I've NEVER been naked in front of a man before and nor have I seen a naked man before and pictures in magazines and books don't count." "Jude, you and I have been intimate and have touched each other before, it's really not that different." Tom explains. "I know it's not, but this is all new for me and I'm a bit scared and nervous." Jude states and sits down at the foot of the bed in embarrassment and begins to tear. Tom sits next to her and wraps her in his arms, "Shh, hun don't cry, there's nothing to cry about." Tom whispers calmly. "Jude, I know that you don't want to go too far and I respect that. Are you sure you don't want me to stop?" "Mmm hmm." She replies with a nod. "You know I really care for you, right?" "Yes." "And you know that I would never do anything to hurt you again, right?" "Yes, I know Tom." "Do you care for me?" "Yea, I do." "Now this is the most important. Do you trust me?" "Yes, I do." He kisses her on the top of her head and walks away to his walk-in closet. Tommy comes back out carrying a standing full length mirror and brings it to foot of the bed placing it a few feet away. Jude's eyes widen, following his movements and questions, "Tommy what is the mirror for?" He walks to one side of the bed and turns on the lamp that is on the night stand, then goes to the other and does the same. There's a little more light in the room, but still leaving its candle lit mood.

He walks up to Jude and takes her by the hand and leads her to the mirror so she is standing in front looking at her reflection. Tommy stands directly behind her. "How much do you trust me Jude?" "With everything that I am." She replies. Tommy begins by taking each Jude's hands in his and places them by her side. "I want you to look at yourself. Look at how beautiful you are." She smiles at his comment and he takes his hands and softly caresses her arms. She turns to face him, closes her eyes inhales and exhales deeply, and then she takes her hands to the top of his dress shirt and slowly unbuttons, Tom stops her hands "You don't have to do this," he says. "I know, but I want to." Jude says in return and continues unbuttoning and pulls the shirt tails out from his slacks and finishes the task. Then she runs her hands up along his abdomen feeling each of the bricks in his six pack, Tom quietly moans at her soft touch, and then she moves up towards his chest feeling every defined curve on his pecks and then pushes the shirt off to fall to the floor. Jude begins to feels bold and places light kisses on his chest then takes his left nipple into her mouth and begins to swirl her tongue on his applying slight pressure, Tom hisses and carefully pushes her head closer to his chest, she smiles and repeats it on the other.

Then Tom takes Jude to face the mirror, rubs his hand across her bare back and begins to untie the dress and at the same time kisses her shoulders and then her neck. He brings the ties to the front and allows them to fall freely, and then he places his strong hands on her flat stomach and glides his way up to her breasts placing them on top of the black halter top bra. He squeezes them gently then takes his hand to her back to unclasp the bra. Once it is loose, she still holds it in place not wanting to show her bare chest. Tom removes her hands and whispers, "I want you to see how gorgeous you are." Then he removes the bra by pulling it above her head, now revealing her upper body completely to him. Next he takes his hand to her hips and slowly pushes off the remaining bottom half of the dress allowing it to pool to the floor. Jude turns around to face Tom making another courageous move by running her hands on top of his hard core, the unbuckles his belt and slowly unbuttons his pants and slides it down to the floor. Tom removes his dress socks and kicks his slacks off to the side. Now they are both left in one piece of undergarment, he in his boxer briefs and she in her black laced thong. They both stand in front of the mirror admiring their images not just individually but together as his chest is pressed against her back.

Jude then decides to take one final step. Without turning around she takes the tips of her finds the waist band of Tom's undergarment. She begins to pull it down, but then Tom interrupts "Are you sure you want to do this? You can stop now if you want?" Jude nods yes to reply and continues to push down the garment. As it slowly goes down she could feel soft skin of his penis against her skin, and once it lands on the floor Tom pushes it away with his foot. Then without looking she slides her hands up the front of his thighs to his center. She feels his soft sacs and fondles them with her left hand, and with her right she slowly strokes his shaft approving its length and thickness and paying close attention to his tip that has expressed a bit of fluid. Tom takes in the pleasure as Jude rubs him lightly, but then decides to complete the final step so Jude will feel completely comfortable. He begins to speak. "Jude, I want to relax and just let me guide you. Ok?" She replies, "Yes." Tom takes her hands in his and arranges it so that the back of her hand is against the palm of his. Then he slowly guides her hands to her breasts and has her touch herself. She begins to close her eyes, but then Tom speaks, "Open your eyes girl. In order for you to feel completely comfortable with yourself you not only need to see yourself and admire your beauty by looking at yourself in this mirror, but also touch yourself and know what makes you feel good. Don't be afraid. Once you learn to appreciate yourself then you can learn to appreciate a man and show him how to appreciate you." Tom takes in all that's happening at this moment and can't believe that's he's with the woman he loves, although he has not admitted it to her, and is about to share an intimate experience with her that he has never share with any woman before. Yes, he's had sex with many women before, but even though he's not having sex with Jude he feels that this moment is just as special to him as it is to her. "Show me." She replies.

Tom gazes at her figure in the mirror then takes both of her hands and brings them down to the waist of her thong and pushes them down till it falls to the floor. He then leads her hands to her pelvic area then slides her fingers to her clit and moves her fingers gently in a circular motion. Tom now decides to step back further so he is now sitting at the edge of his bed and Jude remains on this lap. Even though he is showing her to appreciate herself, he can't help but enjoy the feel of her warm skin against his own naked body. Then he continues to instruct her "Open your legs baby. Now look at yourself completely in the mirror." She does as she's told and Tom speaks again. "You are so exquisite inside and out!" Then he takes her hands again and guides her to her core, as she continues to look she notices how wet she has become and is enjoying every moment right now that she is with Tom. He then takes her fingers of her right hand and slides them down to her lips and shows her how to stroke herself. She moans at the feel and is enjoying watching every step that Tom demonstrates with her. With her left hand Tom guides her to her breasts shows her how to massages and knead them making sure she shows the same attention to the right. Then she gasps as Tom pushes her fingers inside of herself then she continues the pumping motion on her own and moans at the pleasure. As Tom notices that she is taking better control, he then stops her actions and she whimpers as the satisfaction is taken away from her.

Tom picks up Jude and sits her on top at the edge of the bed. She gasps as she looks at Tom and all of his glory. She felt how big he was earlier without even looking but now she was actually looking at him it just confirmed her thoughts, and she smiles. He notices the smile on her face and asks, "What are you smiling at? " Jude responds and pulls him in front of her. "Well earlier when I touched you I was overwhelmed with what you had, but now that I'm looking at you completely, I'm just amazed at how you look and well…how big your are!" Tommy smiles and shakes his head surprised at her comment. "So Jude, do you think you can handle me?" He asks smirking. "Oh I think I'm more than ready to handle you!" She replies and Tom is shocked at her banter. He continues to instruct, "Ok Jude, now I'm going to show you another thing. I want you to take your hand and wrap it around my dick, and then slowly stroke it." Jude does as she is told, then she hears Tommy groaning and her motion. She notices his enjoyment and continues to stroke faster, and then Tom opens his eyes as he feels the change of speed. He slows Jude down and then guides her hand again and showing her to stroke him just at the tip of his penis going a bit below. As she does this he moans louder, then immediately stops her actions.

Tommy continues to instruct her again as she is sitting down at the edge of the bed he tells her to lie down, and then he grabs a couple of pillow and places them behind her head to prop her up. Then he begins to speak again. "Jude, I have to ask you this again. Do you really trust me?" "Yes I do. Why?" "What I'm about to do to you we have done before, but I'm going to takes it a little further and it's probably something that you would never expect. Are you ready?" "Yea I am." First Tommy takes his thumb and rubs her clit, when Jude begins to moan then he plunges his 2 fingers inside of her first pumping slowly then fast as she moans louder he places a 3rd finger and pumps it even faster but this time he pushes his fingers in as far as he can go. Jude yells "Oh Tommy!" As he feels her walls tighten he stops and removes his fingers and Jude whines as he ceases.

Tom pushes her up further onto the bed still leaving the pillows propped up behind her, and then he lays the top portion of his body onto the bed with his stomach down. "Sweetie, I want you to open your legs for me again." He positions himself so his head is directly in front of her dripping wet core and places her legs above his shoulders. "Jude." He calls out to her. She lifts her head and makes direct eye contact but does not question him. Tom calls her again, "Baby just look at me and watch." She nods and then Tom immediately takes his tongue and plunges it into her center. "Babe you taste so good!" He continues pumping his head forward and backward and feels her walls tighten around his thick tongue. "Jude you're so tight!" Jude moans out again and is please with the sight. Tom removes his tongue and stokes the outer and center of her lips. He hears her call out, "Tommy, more! It feels so good, don't stop baby!" He continues and licks up the juices that she produced and proceeds with his actions this time he as he strokes her with his tongue he also sucks hard her lips then moves his tongue to her clit and massages it, "Ahhh!" Jude yells out as she orgasms.

Tom dives his tongue back into her and takes in as much of her as he can, then Jude decides to take matters into her own hands. She orders Tommy to lie down on his bed only further up so his head is closer to the headboard. He does as he is told and his surprised at her sudden dominance. Jude positions herself in front of his center, lowers her head and kisses the tip of his penis. Tom is taken back at her new found bravery and questions her, "Jude you don't have to do this. You know that right?" "I know Tom. You're not forcing me, I want to do this." "Are you sure?" He asks one last time. "Yes, I'm positive. You've had your fun already, now sit back, relax and let me have mine." She smiles as she responds and he smiles back. Tom lifts his head up and watches her swirl her tongue around his tip, then she licks her lips and starts to take in his tip. He moans "Jude babe that feels good!" She smiles and then takes in more of him a little each time. As soon as she had taken in all of him, she begins bobs her head up and down.

As Jude continues to take Tom in, she feels him get bigger in her mouth if that was even possible. She smiles at the effect that she has on him. Tommy notices this change in him and knows this has never happened before and speaks, "Baby see what you do to me! I've never felt this good!" As Jude hears this she stops and Tom is disappointed and asks. "Jude hun, why'd you stop?" She replies, "I want to try something new that is if you're up for it." "What do you have in mind?" He asks. "I'll show you. Now let me know if you've done this before. Okay?" Tom nods in agreement, "Okay." Jude straddles Tommy but instead of facing him face-to-face, it's her back that facing him. Tom notices the position that they are both in and asks, "Babe do you know what you're going to be doing and the position you're in right now?" "Yea, I do. I just don't know what it's called. Do you know what it's called and have you done it before?" Tommy smiles because he can't believe that his sweet innocent Jude is about to do something very naughty. He's been with women before who know their tricks, but no one he's ever been with has attempted to do this with him. Sure he's asked before but was always denied. "Are you sure you want to do this? And do you think you're ready for this?" "Yea babe I'm positive and I'm ready! Sooo?" "So what?" Tom asks. "Do you know what we're about to do is called and have you done it before?" Tom smiles again before answering, "what we're about to do or rather the position is called '69.'" "And do you know why it's called that Jude?" He asks. "Yes I know why, I get it. Now have you done this before?" "Well…" Tom begins. "Well have you or haven't you?!" Jude finally snaps. "No, I haven't!" Tom finally answers. "So, it looks like Tommy Quincy hasn't done everything when it comes to sex?" Jude giggles as she asks the question. "No, I haven't ok! Are you happy now?!" Tom retorts. "Yes I am!" Jude replies happily, and then she turns around and gives Tommy a passionate kiss to relax him before returning to the task at hand. Once he was relaxed again, she quickly turns around and sucks on his tip, licks her lips and begins sliding her tongue along his hard long member. "Ooohhh, Jude!" Escapes from Tom's lips as he orgasms but does not release. Then he begins by lifting his head and bringing it towards her lips. She gasps and then moans in great pleasure and feels her juices flowing. They continue devouring each other for several minutes and when they both feel that each other was about to explode, they stop instantly.

They turn around to face each other and ask "Why'd you stop?" And they laugh at the moment that they asked the same question and they both knew the answer. Tom takes Jude's head into his hands and pulls her into another kiss. As he's sitting up in the bed with his back against the headboard and pillow behind him, he pulls Jude towards him and has her straddle him. She looks at him oddly and says, "Tom I told you that I'm not ready and I don't want to do this yet!" "Sweetie, relax. Have I forced you to do anything since we started this?" "No." Jude quietly replies. "Okay then just trust me." "Okay." Jude agrees. First Tom has Jude straddled above him, her legs on the outside of his standing on her knees. Then he takes is fingers and rotates them inside of her to release her fluids again although she really didn't need to, at the same time he connects seals their lips together. As soon as she's wet enough, Tommy pulls her hip towards him and lowers her carefully, but not entering her. He takes his tip and lightly rubs it along her wet lips, and then he carefully positions her so his long side of his shaft lays directly in between her wets lips. Once they are positioned he slowly starts to rub her against him, but not lifting her. Jude finally gets the feel of what's going on and what Tommy is doing and she continues the rubbing rhythm. As she continues to apply more pressure more fluid is released and Tommy's pre-cum is also felt on his stomach. They continue this and both begin to moan. "Oohh Jude yes! Keep going baby! More!" Tommy cries out. "Oh, god Tommy! This feels soo good!" Jude yells. They rub each other harder and are both feeling overwhelmed of what's going on. They're not actually having sex, but it was feeling just as good. They seal their lips again rubbing against each other faster and harder. They both feel each other starting to go over the edge, continue to rub and they both yell as they climax, "Ooh Tommy!!" "Aaahh Jude!"

As they finish, the both get up clean themselves off from their release. They both slip under covers, gaze into each others eyes. Jude spoke, "Tommy, that was unbelievable!! Thank you! You have given me the greatest experiences in my life!" Then she scoots up to passionately kiss him. "Jude, I don't really know what to say. Honestly, I'm speechless! This was truly incredible! What we did was better than actually having sex. You really did show me how to appreciate you! You are really amazing Jude!" Then Tommy leans down and kisses Jude with the same adoration. After minutes of cuddling and kissing in bed they both happily and peacefully fell asleep.