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Click hereJackson had everything arranged nicely and the wine was poured when he looked up and the sight that greeted him was one for the record books. Chelsey Kirkland was making her way toward her dinner date and she looked stunning. She was wearing just the right amount of makeup to enhance her natural beauty. Her hair was a darker brown than the last time he saw her, her long shoulder-length hair was trimmed and hand curls cascaded down her back. This was all capped off by a very sexy black deep V-neck midi-dress. The dress had two thin spaghetti-style straps and while Chelsey was not the most voluptuous woman onboard the dress accented her curves just right.
"Wow..." Jackson says unable to stop himself. He stands up, takes her left hand, and kisses it. "Chelsey Kirkland... you are absolutely stunning."
"Thank you," Chelsey replies. It's not the most eloquent thing she could have said but it's all that would come out of her mouth. She saw the romantic-looking setup before her as she walked up and was taken aback that Jackson has gone through all of this for her.
Jackson proceeds to lead her by the hand to the table. It is a round table in the corner and Jackson has the two chairs side by side. Chelsey takes the seat on the right side looking out at the dining hall. Jackson takes the chair beside her on her left and it isn't long before their food arrives as Jackson had taken the liberty of ordering dinner when he arrived (he had asked Chelsey what she felt like the day before). The two had a variety of seafood and polished off the bottle of wine throughout the night. As he had gotten used to the effect and never drank large quantities at one time Jackson never ingested enough to get drunk. While Chelsey was new to wine she had tried harder alcohol at the ports that allowed 18-year-olds to drink. While she never got drunk (as she tended to only sample drinks) wine didn't hit her that hard.
The pair ate their dinner and drank liberally. Once full they got up and proceeded to the dance floor where they worked off their meal and drink. They would take a break, have a bit more to drink, then make their way back to the dance floor. That was the pattern until they finally were too tired (and a bit tipsy) and made their way back to their room to retire for the night.
~ 23:52 hrs ~
Chelsey was giggling when they walked through the door to their cabin. Jackson had just made an off-the-wall comment that seemed funny so she laughed. Jackson had his arm around her waist as her balance was not the greatest at the moment.
"You... you should go get cleaned up ffff... first," Chelsey says slurring a bit.
"Are you sure you're ok if I leave you on the bed by yourself?" Jackson asks.
"Ill be fine." She replies. Jackson wondered if she really would be as she said ill and not I'll.
However, she kicked off her sandals and plopped down on the end of the bed. She sat still for the most part except for swinging her legs a bit. Jackson walked into the bathroom and brushed his teeth and washed his face. He would take a shower in the morning before he began packing up. Wiping his face with one of the fresh towels, Jackson sighs as he is tired. Tossing the towel into the laundry hamper, Jackson returns to the room to find Chelsey awaiting his return.
The young Latina stands up, hugs him, and then says, "allow me." Chelsey helps Jackson slip off his dinner jacket and taking the hanger that he left on his closet door, puts the jacket onto it.
"I... I should probably go into the other room." Jackson says as his date for the evening undoes his tie.
"What if... what if I want you to stay," Chelsey says looking the handsome young man squarely in his sparkling blue eyes as her fingers begin unfastening the buttons on his white dress shirt.
"Chelsey..." Jackson starts to say but then he feels the shorter woman's lips touch the bare skin she has exposed on his chest. Chelsey is considerably shorter than he is (by almost a foot). In her strappy heels, she mitigated a large part of that size but now it was very obvious as she kisses her way down his chest he doesn't care one iota about trivial things like that.
"I know that Rocki Mahan has owned your heart for the past four years..." Chelsey says not looking at Jackson while she begins unfastening his belt and pants. "I know your heart still hurts first from her breaking things off with you and then whatever happened between you and Miss D."
Jackson tries to say something but Chelsey straightens up and places a finger on his lips. "That is all in the past. This is the here and now and I want you to know... that I love you. I have been crushing on you for four long years but after our time together, here, now... I know that my heart will always belong to you."
Chelsey gently nudges Jackson so he is sitting on the end of the bed she once occupied. She takes his pants which were puddled on the floor and somehow makes folding them look sexy. She places the pants in the closet for now and slides the unbuttoned shirt from Jackson's shoulders and tosses it, without looking, into said closet. Jackson took off his socks while she was putting his pants away thus leaving him in only his boxers shorts.
The sexy Latina moves over Jackson's legs which are together, and she straddles him. Face to face for the first time in such an intimate manner, Jackson's arms come around her waist while hers wrap around his neck. Jackson can't help but compare Chelsey to Daniella. One is considerably taller than the other. One has a more voluptuous frame. And of course, one is older than the other. The biggest difference between the two is that one wants to be here with him while the other did not and ran for parts unknown. It's times like this that Jackson truly understood why the old adage, that beauty is only skin deep. While Miss D is more sexually alluring than Chelsey the younger woman is very caring and considerate. Jackson and Chelsey have spent almost every waking moment with one another since they became cabinmates (save for a few dinners and her trip with the girls). During that time they talked freely about their lives, their families, their hopes, and their dreams. Jackson has learned more about Chelsey during that time than he learned about Rocki in four years. Rocki was always so guarded, even with him. She eventually let him in but even then... not completely.
Jackson watches as Chelsey reaches for the hem of her dress, and pulls it up and over her head in one swift but sexy motion. Much like himself, Chelsey is only wearing underwear. They are a pair of black lace Brazillian-style panties. As she rests on his lap Jackson can feel that her panties are soaked in the front and her sex feels warm pressed against his boxer-covered cock. The two sat there for what seemed like an eternity staring into one another's eyes.
Jackson was very nervous. He didn't want to do anything to Chelsey that might ruin this moment. Chelsey was so scared but not because she was inexperienced. No, she was feeling inadequate in comparison to the sexy older woman that had more than likely popped Jackson's cherry. After all, how would she, an inexperienced virgin, measure up to the sexually experienced Columbian woman? While she didn't know for certain what happened between the two just under a week ago she was smart enough to guess.
Their hearts were pounding rapidly but finally, Jackson's hands cupped Chelsey's shapely ass and pulls her firmly against his body. His right-hand moves slowly from her ass, up along her spine which brings goosebumps to her arms. His hand then comes to rest at the back of her neck and she feels him drawing her forward. Her B-cup tits soon press into his chest just as their noses touch. Chelsey's eyes close as Jackson tilts her head and brings their mouths together for their first kiss.
It is soft and tentative.
Chelsey moans as she takes in air through her nose.
Jackson releases his hold on Chelsey's neck and wraps his right arm around her waist and his right hand is planted firmly on her ass. He brings his left hand around to her front and feels her gasp when it cups her left breast. He doesn't do anything more than touch and hold her. Chelsey moans into his mouth during their kiss and her tongue goes wild.
When her air supply becomes an issue after focusing on the new sensations Jackson is eliciting and concentrating on her kissing, Chelsey breaks off the kiss. With her eyes still closed she gently leans against Jackson's forehead as she is panting rapidly. Jackson smiles and moves from Chelsey's lips, along her cheek, to her neck.
"Ahhhh..." Chelsey moans when Jackson begins to lick, then kiss, and finally suck on her neck where it meets her shoulder. "Jackson... ohhh Jackson." Chelsey moans. She is now rapidly grinding her panty-covered pussy against his stiff cock.
"Chelsey..." Jackson whispers into her ear. "Are you 100% sure you want to do this?" Jackson asks as she places his hands back on her hips. Jackson kisses her lips before looking her squarely in the face. "If you have any doubts, any concerns you need to tell me now. I promise that if this is what you want that I will do my best to love you like you deserve to be... but I don't want you to think that there are any expectations because we are in this cabin, alone and almost completely naked." Jackson states.
"You... you would stop? If I changed my mind right now?" Chelsey asks. Jackson senses hesitation in her voice and to show her how serious he is, Jackson helps Chelsey stand up, he reaches over and snags his dress shirt and places it over the sexy Latina's shoulders. As it is big on her he can button it up from the button but then Chelsey asks him to stop.
"Unbutton me please." Chelsey requests as her arms are pinned by the shirt. Once he has undone the four buttons that he clasped he looks up and sees tears in her eyes. "I don't know any other guy at Bayview High School that would have done that were he in our situation. Even the adults."
"I care about you so very much. I didn't know it was possible to fall so completely for someone in such a short amount of time... but... here we are." Jackson explains.
"I know... that's why I am completely comfortable doing this." Chelsey shucks off the white dress shirt and what Jackson couldn't see having buttoned up from the bottom to her abdomen was that Chelsey had put her thumbs in the sides of her panties. Seconds after the dress shirt hit the floor so do her panties. Chelsey's just over 5-foot frame is on display for Jackson to see. She is absolutely flawless in her soon-to-be lover's opinion.
Jackson stands up and taking Chelsey's wrists, guides them up to the waistband of his boxer shorts. She is momentarily hesitant, but Chelsey proceeds to gingerly pull the garment over Jackson's hips until they slip from her feeble grip and land on the floor with a soft plop. Chelsey takes in Jackson's completely naked form for the first time. Unlike herself, Jackson has the pale outline from his swim shorts. However, she did get him to switch to a more speedo-like suit after their first day at the pool so he has a nice tan over most of his body. Jackson opted to apparently shave off all of the hair surrounding his cock and balls and looked to be as bare as she did. Chelsey held in her gasp when she saw his cock which has been poking into her belly ever since she mounted his waist. She has never seen a cock before, save illustrations in books for health class. She had a general idea of what to expect, and her imagination has been going wild with speculation ever since she saw him in his swim trunks... but the reality is sooooo much better.
Jackson closes the distance between the two, kisses her softly and the next thing the young virgin knows is that she is squeaking into Jackson's mouth as his hands grasp her ass cheeks and lifts her up. She never realized how strong Jackson was until her body was propelled up and against his. Her legs come up and wrap around the Caucasian boy that is about to take her innocence. Jackson turns them around and he carefully lays the young woman on the bed. They break the kiss and scoot back on the bed. Chelsey kicks the bedding back and they are now resting on the sheet with the rest down toward the end of the bed.
"Do... do you want me to..." Chelsey starts to ask Jackson looking down at his cock. She swears his cock twitches when she looks down at it.
"No... not this time." Jackson answers.
"Really? But..."
Jackson places his finger over her lips to stop her. "It's very sweet of you to offer." He tells her. "However, as this is our first time, I want this to be more about you. We will have plenty of time to try other things, but as this is our last night on the ship, I just want us to find our rhythm."
Chelsey nods her head in agreement and spreads her legs apart showing Jackson her pussy. Her brown lips are wet and he can smell how excited she is for him. He moves closer to her and taking his cock in hand moved the head up and down along her netherlips. Chelsey is propped up on her arms and her head falls back at the sensation of her first cock teasing her pussy. Over the last few years, she has brought herself to many an orgasm by her own hand, but never with anything else. Already she can tell that Jackson's rod will be much more pleasurable than her fingers.
Jackson slowly lodges his mushroom-like head into Chelsey's pussy and as she gasps at the intrusion he slowly pushes forward. As Chelsey is only his second lover, and a virgin, he knows that he can't treat her like he did Daniella last night. Also, Daniella initially set the pace and tempo for their movements so he can't rely on what he remembers from that encounter on how to treat Chelsey. Jackson is only halfway inside his new lover when he hits a blockage. He knew this was coming but he had no idea exactly how far he would get before encountering it. Chelsey hisses and Jackson stops moving.
"Do it, Jackson." Chelsey insists. "I'm giving it to you."
"This will hurt... once though I"m going to stop," Jackson informs her. Chelsey nods her head as she can feel her lover withdrawing from her and her body instantly misses the feel of his cock stretching her.
"OOOOH GAWD!" Chelsey screams as Jackson's cock smashes through her innocence. Jackson feels his little Latina wrap herself around his body to hold him in place. He holds himself still as he hears and can feel the tears from her eyes, her breathing is labored and blood is trickling from Chelsey. Only when the beauty releases her grip on him does he prepare to move. First, he strokes her cheek with his right hand. When his lover opens her eyes he leans down and kisses her nose, moving down slightly he kisses her lips. Once he breaks the kiss Jackson moves to her left ear and whispers, "I love you, Chelsey."
The sexy Latina's heart is a flutter hearing Jackson say those magic words to her. He has skirted around saying it outright until this moment. Jackson returns to her lips and captures them in kisses as he slowly starts to saw his cock back and forth, in and out of Chelsey. Chelsey raises her legs and hips when Jackson withdraws and when he moves in his cock hits deep into her core. Chelsey is moaning and groaning so loud she thinks the neighbors will call security so she bites down on Jackson's left shoulder. Not hard enough to draw blood but just enough to stifle the loud sounds of pleasure. Soon Jackson loses himself in the sensation of making love to the woman in his bed. Despite having sex with their mature sexy teacher there is just something so much better about this encounter for him. He wishes that he had saved his virginity to give to Chelsey but there is nothing he can do about that.
All that matters to him at this moment in time is that he makes this the best sexual experience for Chelsey that he can. Fortunately, since he did have an encounter under his belt he didn't shoot off as quickly as he had in Miss D's mouth during the start of their sexual encounter. Jackson's cock is hitting deep within Chelsey and soon she is no longer able to maintain her hold on Jackson's shoulder. Every time he hits deep within her brings her closer to her release. Her pussy walls are tightening around him as his shaft pummels her cervix.
"OOOOH GAWD! THIS IS IT JACKSON... OH GAWD... OHHH MY GAWDDD!" Chelsey becomes a human vice as her legs lock behind Jackson when he pushes all the way into her. Her vaginal walls grip, then squeeze his cock and Chelsy attaches her lips to Jackson to muffle the scream that flies out of her mouth. Jackson's cock erupts inside his lover and jet after jet of his thick white sperm travels from within his body into hers. The moment was perfect, absolutely perfect and one that Chelsey would remember until her dying day... which if it were to happen right now would be the culmination of her life as far as she was concerned.
~ Epilogue ~
Chelsey and Jackson made their way through the terminal of Miami International Airport. The couple has been inseparable ever since their night together. Their travel companions immediately knew that the relationship between the pair had changed but were not sure exactly to what level. When they are sitting outside their gate waiting to board their flight for home. While Chelsey was being grilled by her friends Jackson is approached by a gentleman and his traveling companion. The pair are trying to get to San Francisco post haste but the flight is sold out. He is willing to pay twice the ticket value in cash right now. Jackson has the man wait for a moment while he looks into something.
Satisfied, Jackson calls Chelsey over and he whispers his idea to her. A big smile comes over her face and she nods her head in response. Jackson goes to the man and agrees to his terms. With a large sum of money, Jackson informs the girls that he and Chelsey are selling their tickets and will be taking the train home. He asks Ramona to collect their bags when they get to San Francisco and they will see them in three and a half days.
Jackson and Chelsey stopped at a Walmart and picked up a few essential items for their three-day trek as most of their belongings were checked in on the flight home. As soon as the train was on the movie Jackson pulls down the shade to the door. The ticket taker does not disturb the pair as their tickets are posted on the door. Chelsey and Jackson strip out of their clothes, turn on some music and climb into the bed in the cabin, proceed to make love all over again. During a supply stop in Las Vegas, the pair get off the train and finding a chapel the pair elope before returning to the train for the last leg of their trip home. Jackson purchased a simple ring from a pawn shop to serve as a placeholder until they could stop at his grandfather's house to collect the ring he was holding for the day Jackson found the woman he would marry.
Ramona was the first to learn the exact nature of her surrogate brother's new relationship. She was sworn to secrecy until Jackson was ready to tell the family. The first thing that he needed to do was get a place for them to live. Using money he "acquired" in Vegas he talked Fernando into renting him the old GIbbler house as almost everyone was living in the Tanner house. Ramona decided she was going to move with him to help sell her dad on the idea of them living next door. Jackson's mother was less than thrilled when Jackson told her he was married. She was less enthusiastic when her daughter-in-law announced a month later that she was pregnant already.
Jackson, knowing he needed money to support his family bought an A+ Computer Certification book and after studying for two months took and passed his tests. He opened his own computer repair shop and went to work (with a small loan from his family) fixing computers. There was a large demand for computer repair these days and he even took work as a contractor for the school district and some businesses. He would never get rich but he easily supported his family. Chelsey gave birth to twins on DJ's birthday. Despite being estranged for most of the pregnancy, the birth of the twins healed the rift between Jackson's family and his mother. Jackson and Chelsey would go on to have two more babies. Ramona was named godmother to all of her brother's children and looked forward to the day she would find that special guy to have a family with and move into the house that once belonged to her grandparents, but now was the new Fuller house.