Fuller House: Cruising for Love – Left Path
~ Saturday, May 22nd, 2021 09:12 hrs ~
When Jackson woke up that morning he found himself in the master bedroom, naked, and alone. Rubbing his eyes he looked about and listened and seeing that the bathroom was open, as was Daniella's closet he realized that she had already gotten up and made a hasty exit. Jackson sighed as he sat up and cursed himself for being so tired after the events earlier in the morning. He had hoped to wake up first so that when she woke up she wouldn't freak out... which she apparently did as she was nowhere to be found.
Tossing off the blankets Jackson walks naked into the bathroom and proceeds to wash off all of the reminders of the events of earlier this morning. As the water cascades down his head and over his body, he still has difficulty believing he actually lived the events. He was awoken from his deep sleep by the most amazing feeling. It was very hot, very wet, and centered around his dick. When he was finally able to open his eyes and focus them in the darkness his gaze fell upon the blonde hair of Daniella "DD" Delgado giving him his first ever blowjob.
Keeping his eyes open was very hard as her mouth felt magical as she took him deeper and deeper with every movement up and down his cock. He didn't know what led her to do this but no man in his right mind would ever stop this sexually alluring woman from initiating them into the world of sex. When Jackson felt himself on the verge of blowing his load he allowed it to happen but found the will to not give her all of his seed.
As soon as she inhaled his cum Miss D moved onto him and once she notched his cock into place, she sunk down on his rod and rode him for all he was worth. Fortunately, Jackson had given her a bit of his seed so he was not so sensitive that he would shoot off again so quickly. DD was quiet for some time to the point Jackson wasn't sure that he was pleasing her. That all changed when she finally released her lower lip and began moaning and groaning. Now content that he was up to the task Jackson let his hands come up and feel his former teacher's naked breasts. As he soaps his own body he can clearly remember the heft, the weight, the feel of her enormous tits in his hands.
The next big thing he memorized was the feel of his first woman as she came on his cock. Her pussy squeezed his stiff member for all it was worth as she came. If they had managed to do so in unison he was quite sure it would have milked his cock of all the seed he still had stored in his balls. As he was still hard and ready to go Jackson grasped his lover and flipped her onto her back. She let out the cutest shriek as he did so and that just spurred him on. The feel of her warm sweaty body against his as she leaned down and plowed into her with reckless abandon was exhilarating. If his body could have he would have made love to her for the rest of his life but alas, he eventually recharged his load and gave his lover every last bit of his seed that he had stored in them.
This time it was not two quick blasts down her throat, this time he delivered five massive blasts that he had stored up since before his senior prom. Daniella's pussy did indeed squeeze his cock when he brought her to her second orgasm of the morning. The head of Jackson's cock was lodged firmly at the mature woman's cervix and while not big enough to penetrate directly into her womb it did deliver his baby batter so that it didn't have as far to travel. Daniella's legs were wrapped firmly around her lover, ankles locked just above his bare ass and her arms were holding him firmly against her tits. The two kissed passionately in between breaths until Jackson, needing more air, rolls off DD and onto his back. The last thing he remembered before passing out was the two of them snuggling together, kissing, and then darkness.
Jackson finishes rinsing off and turns off the water. Stepping out of the shower he dries off and then makes his way to his closet to pick out his clothes for the day. He opts for gray Cargo shorts and a white button-down shirt. He plans to walk about the ship and hopefully find Daniella so that they can talk about last night, and hopefully, hopefully she will be inclined to see where they can go from here.
~ 18:45 hrs ~
Jackson was a bit put out as he has traversed the entire ship and managed not to find his roommate anywhere. He has seen all four of his travel companions, bumped into Clara, and asked her to keep an eye out for DD, and is actually on the verge of making a shipwide announcement when he walks into his room and finds Chelsey sitting on the couch waiting for him. She has her carry-on bag with her as she sits watching TV. The moment he enters the room she turns it off and smiles at him. Jackson leans back and looks into the main bedroom and doesn't see anyone or anything out of place. He can tell the bedding has been changed out but other than that nothing save his guest seems out of place.
"Hello, Chelsey," Jackson says greeting the young Latina.
"Hi," Chelsey replies. Jackson can see she is a bit nervous.
Chelsey is one of four female graduate seniors from Bayview High School on this particular cruise. Jackson was gifted this trip by his mother at the suggestion of Fernando Guerrero, Ramona's father. While he trusts his 18-year-old daughter implicitly he does not trust all of the single (or not) men on the cruise. Until a few years ago Fernando was one of those men that hit on every beautiful woman he encountered, despite being married to Ramona's mother. Knowing what scoundrels men like he used to be can be he wanted Jackson along to watch over Ramona, and her friends (but mainly Ramona).
While Sienna and Ramona were less than enthusiastic about having Jackson along as a chaperone/babysitter, Chelsey was quite ecstatic. For four years Jackson Fuller has been the exclusive property of one Roxanne "Rocki" Mahan. The goth-like girl was two inches taller than herself, they had long dark hair but Rocki's was naturally black while hers was dark brown. Rocki tended to dress in dark, not conformist type clothes while Chelsey was more into bright cheerful colors and tended to wear what was fashionable. Both women were lean and far from voluptuous but they both had very respectable figures. The difference was that while Chelsey was coy and waited for guys to approach her, Rocki went after the guy she wanted, in this case, Jackson Fuller.
Chelsey was over the moon excited when before prom Ramona informed her that Rocki was not only not going to prom with Jackson, but that she was planning to break up with him immediately after graduation. By this point in time, everyone going on the cruise knew that Jackson was joining them and this was the best news that Chelsey could have asked for. Her master plan was to spend as much time with Jackson as possible and hopefully "convince" him that the best thing for him would be for the two of them to start dating.
Until now that plan has been a bust. She had managed to get in a few fleeting moments with him by the pool but it seemed that whenever they had a moment by themselves Clara, Jackson's personal steward (and her rival) was around. Then, to add insult to injury, Jackson went all gentlemanly, and when their former teacher broke up with her boyfriend and needed somewhere to reside Jackson gave her his bedroom. While Jackson had a separate room he spent quite a bit of time with the two older women at this point.
Chelsey had all but given up hope until Miss D came pounding on her door after breakfast. It was a fluke that she was even in the room as Chelsey had only returned to drop off a momento that she had bought. It was just a simple little trinket the ship sold but they were almost out of them and so she bought it and returned to drop it off. The older woman was an emotional wreck for some reason (again) and while she didn't want to go into details, the gist of it was that she couldn't be in close quarters to Jackson any longer and begged her former student to swap rooms with her.
Chelsey didn't answer the woman at first. She took in her words, absorbed what was said, and then got up, and with Daniella pleading with her to trade she pulls out her bags and pointed to the drawers, and instructs the older woman to start putting them in the bag. In no time Chelsey was packed up, and the two women were on their way to Jackson's to do the same thing for Daniella. Once the older woman's bags were packed the pair traded room keys and Chelsey waved goodbye to the super sexy teacher.
As soon as the door was closed Chelsey counted to twenty and then let out a shriek of excitement. This was her chance, she would never have an opportunity like this again. As it was she had less than a week to turn Jackson's head away from all of the older women that seemed to be after him and show him what he has been missing for the past four years... which brings us back to the present.
She had rehearsed in her head everything she herself was going to say to Jackson. She had a letter from Miss D explaining whatever she needed to say that she couldn't say to him in person. While tempted, Chelsey did not read the letter. It was private and for Jackson's eyes only.
"Chelsey..." Jackson says seeing that her eyes had glazed over a bit and she was lost in her thoughts. "Don't take this the wrong way but what are you doing here?"
Chelsey shook her head and cleared her thoughts. Realizing she was on the verge of blowing it she decides to lead with what was supposed to be her last straw. Reaching into her carry-on bag she pulls out the letter that Daniella gave her. She hands it to Jackson who immediately opens it. Seeing who it is from she watches as the object of her affection walks into the bedroom and closes the door. He is gone for a good fifteen minutes before the door opens again. Chelsey can't make out the mood Jackson is in. She knew that when he entered the room he looked a bit despondent but now, she wasn't sure.
"So Chelsey, do you want the master bedroom or the couch?" Jackson asks.
The answer she wants to give is whatever room he is in. She wants to share the master bedroom with him but not wanting to be too eager she answers, "Whichever... I'm flexible."
"Why don't you take the master bedroom then? I've gotten used to the foldout couch." Jackson states.
"Really? Are you sure?" Chelsey asks in surprise.
"Yes, Chelsey. As a matter of fact, I insist." Jackson says.
Chelsey smiles at the young man who is being such a gentleman. She proceeds to come over and hug him and Jackson savors the feeling and while not intentional takes in her sweet smell. The two part ways and Chelsey takes her bag into the master bedroom and goes about putting her things away. While she didn't think for a moment that he would make her leave she didn't want to appear presumptuous and have everything already in place before he arrived. For all, she knew he would allow her to stay, want her to sleep on the fold-out couch, and keep her things out there with her. She had Miss D show her how to operate the foldout bed just in case she had to sleep there.
As she didn't close the door Jackson knocks on it before entering. "You can come in Jackson, it's open."
"I never enter until given permission." Jackson clarifies.
"Even for the bathroom?" Chelsey inquires.
"Even for that."
"So, what can I do for my handsome host."
"I was wondering if you brought your fancy dinner dress?" Jackson asks his new roommate.
"Yes, I did." She answers, her heart pounding in anticipation of what Jackson would say next. "Why do you ask?"
Jackson can feel his stomach growl as he had not eaten much all day in his quest to track down DD. "I was wondering if you would care to join me for supper?"
~ Friday, May 28th, 2021 20:00 hrs ~
The week seemed to fly by faster than Chelsey wished. While the first part of the cruise didn't go as she had hoped the second part was almost everything she could have wished for... almost. Saturday night Jackson took her to dinner in the VIP section. They ate a very hearty meal and while she had hoped for a little wine neither were old enough to order it and thus they had to go without it.
Sunday morning the pair got up early and were the first in line to sign out the dual jet skis. Chelsey and Jackson road about with the others that had signed them out but while many immediately disengaged the skis from the dual sled Jackson and Chelsey chose to stay connected for the duration of their time. Eventually, they separated but even then, they were never far from one another. As the boat was docked at a port Chelsey spent the afternoon shopping with the other girls, plans that she had made before her new sleeping arrangements. Still, once their shopping trip was over she raced back to the boat. The most disappointing thing about tonight however was that Jackson had made dinner plans with Clara, the steward. Fortunately, after the meal, he returned to their room alone. Chelsey was awaiting his return (and planned to interrupt anything that might be going on between the two) and Jackson went to the master bedroom, closed the door, changed, and then joined Chelsey on the couch.
The two sat on the couch and watched a movie. During the film, Chelsey pretended to fall asleep in Jackson's arms. She wanted to see what he would do with her in this situation. She couldn't open her eyes to look at the time but it felt like he just allowed her to stay there while he watched the movie. She had a hard time continuing to fake being asleep but eventually, her love interest slid from her grasp, picked her up, and carried her bridal style to the master bedroom. Once there he carefully deposited her in bed, turned down the bedding, covered her up, and wished her sweet dreams before turning off the lights. He proceeded to go to the bathroom and then closed the door separating the two rooms. Chelsey knew for sure that Jackson was a real gentleman.
Monday morning after they woke up and got ready the two spent the first part of the day out by the pool sunning themselves. She lay on her back for an hour, applying sunless tanner under the fronts of her swimsuit as she couldn't take it off to do an overall tan. Chelsey then rolls onto her back and plays coy and asked Jackson to apply sunscreen to her back. Jackson took the lotion from the sexy Latina, applied it to his hands, and began applying it to her shoulders. "Jackson, can you please undo the string on my top so I don't get a tan line there please?"
Jackson swallows hard and pulls the string just under Chelsey's shoulder blades. Moving the strings to the sides Jackson applies more lotion to his hands and begins applying the lotion to his sexy roommate.
"You know... there isn't a point to having no tan lines on your back if you're going to have them at your waist." Jackson states. His logic was sound but it was more his desire to catch a glimpse of her sexy backside that had him mentioning this.
"I see your point. Can you undo my sides please?" Chelsey asks with a straight face but inside she is super giddy. The moment that Jackson's warm lotion-covered hands touched her back she had to force herself to remain calm and keep a straight face. But inside, she was practically creaming her bikini bottoms. She managed to somehow continue to breathe normally and not shiver.
Likewise, Jackson managed to somehow apply the lotion without lingering in one spot for too long, exploring where he shouldn't and appearing overly touchy-feely in general. "Do you have any more of that Sunless Tanner handy? I can apply it so you don't need to pull down your... bottoms."
"No... but that's ok. Just put the bottoms so I'm covered... down there."
"Are... are you sure?" Jackson asks swallowing hard again.
"They're doing it, it must be ok." Chelsey states pointing out the two women that are doing the exact same thing that Chelsey is suggesting. Jackson suspects it is where she got the idea as they are in the exact state of undress as Chelsey.
Jackson watches as Chelsey then casually lays her head on the pillow she brought with her and proceeds to take a little nap as Jackson finishes applying the sunscreen to the most daring of places (that he dare go), her shapely ass. Once he has finished his nerve-wracking yet very stimulating task, Jackson sits back, wipes off his hands, and puts his sunglasses on. The entire hour that Chelsey is sunning herself Jackson is sitting back watching over her as numerous men, young and old try to catch a glimpse of Chelsey's hidden treasure. While the other women might not have a guardian hovering over her while they are in this state the moment one of those kinds of guys comes around Jackson sits up and takes off his sunglasses. This tends to make most scamper off toward one of the other girls but every so often one will try and challenge Jackson, not knowing if the two are together or if Jackson is a gay BFF.
The final one is actually humiliated by Chelsey herself as she was listening in on Jackson trying to politely tell the young man that he didn't appreciate his intentions. With their attention focused on one another, they missed that Chelsey had tied her bikini top and then her bottoms. It wasn't until she cleared her throat to announce her presence that they realized she was there. Jackson says her name and steps aside. The other man didn't even get a word in edgewise before Chelsey's hand reared back and smacked him across the face. She then got into Jackson's personal space, leaned over, and kissed him on the side of his mouth.
"Thank you for watching over me like a real gentleman," Chelsey says in a very loud tone. All of the single women had come to watch what was going on. Having figured out what was going on and who the players were in this story was noted that Jackson was the proverbial knight in shining armor while the other was scum and they would not be associating with him no matter how striking he might appear.
From that moment forward the pair were virtually inseparable save for dinner time. Jackson explained to Chelsey that it was only fair that he have dinner with Sienna, Corissa and Ramona at least one more time in the VIP dining area. Chelsey conceded on the condition that the dinners were tonight, Tuesday, and Wednesday so that she could have him as her dinner companion for the rest of the trip which he found acceptable.
~ Thursday 21:15 Hrs ~
Of course, Chelsey miscounted by one day which Jackson pointed out to her before their dinner the last night they would be on the ship. Still, Chelsey was determined to make it the night of their life if she could. During the day Chelsey and Jackson were not together for the first time since Sunday afternoon. Chelsey got up early, showered, put on a simple sundress, and made her way to the salon. She asked the stylist to darken her hair, clip the ends, and add a little curl to her long locks. Her hair can be curly but during this trip with the number of times, she has wet her hair it has gotten very straight. Tonight she wanted that extra curl.
When Jackson returned to the room at the time Chelsey told him he could Jackson found his suit was clean and pressed and hanging from his open closet. A single red rose was trimmed and pinned to the left side of his dinner jacket. When he was done getting ready Jackson looked at himself in the bathroom mirror and for the first time, he didn't see this as a simple dinner. Maybe because the others were his companions, over the course of the week, after the events that led them to be roommates Jackson had come to see Chelsey in a new light, and while a part of him would always love Rocki he could easily see himself falling for the sexy Latina who had literally danced her way into his heart.
Once ready Jackson left his room and made his way to the dining hall and the VIP section. Chelsey informed him that she would meet him there and as she had his room key she would have no issues getting into the section. Jackson had arranged for a private booth for the night, something they granted him as he had not requested one until this point in time. Despite the fact that it wasn't her having dinner with the handsome young man, Clara reluctantly helped Jackson get a bottle of red wine.
Jackson 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.
~ End ~