Fuller House: Cruising for Love -- Right 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, she will be inclined to see where they can go from here.
~ 18:45 hrs ~
Jackson was a bit put out as he 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 his surrogate sister sitting on the couch watching TV.
"Ramona..." Jackson says surprised to see his housemate and surrogate sister sitting in his living room. "Don't take this the wrong way but what are you doing here?"
Ramona Gibbler 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 Fernando 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 Ramona and Sienna Logan (another classmate) were less than enthusiastic about having Jackson along as a chaperone/babysitter, Jackson had promised all four young women that he would not be hovering over them and intruding on their vacation. He was planning to mingle, take in the sights and enjoy his time away from his extended family. However, he said if he happened upon something he didn't like he would interject himself... but only if he happened upon it.
True to his word Jackson only popped up occasionally at spots where the girls were but he only said hello before making himself scarce. As he had VIP access to the best dining hall he took each of his travel companions to dinner once and all were grateful for the consideration.
Ramona hadn't seen Jackson in two days when she was awoken by a pounding at her door. She had slept in today as she had been out dancing with her friends until three in the morning. Tossing on a robe, she waddled to the door where she found Miss D was the one pounding on her door. The older woman was frazzled, to say the least as she practically stormed into her former student's room. 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.
Ramona didn't answer the woman at first as she was still in the process of waking up. She had Miss D sit on her bed while she ran into the shower to wash up and help her wake up. When she exited the bathroom Daniella again pleaded with Ramona to swap rooms with her. Knowing that Jackson's cabin was considerably more spacious than hers she reluctantly agreed. Chelsey returned as Ramona and Miss D were finishing with the packing, thus saving Ramona the time of writing an explanation letter to Chelsey. Chelsey looked saddened at the news but unbeknownst to Ramona and Miss D, it wasn't for the reason they suspected. Daniella informs Chelsey that she will be back in a bit with her bags. Chelsey states that she is going to the forward pool area and she will see the pair later. Ramona & Miss D make their way to Jackson's to pack up Daniella's belongings. Once in the room the older woman's bags were packed, the pair traded room keys and Ramona waved goodbye to her former teacher. She sighed and went about putting her belongings in the now-empty closet and drawers.
Ramona decided to let whatever is in Miss D's letter answer Jackson's questions. 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. Ramona 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... which room would you prefer to sleep in?" Jackson asks the girl that has been his housemate and surrogate sister for over five years.