Gradually, Jesse woke up from his deep, dreamless sleep. As he came to it occurred to him that he felt only one warm body pressed against him instead of two. He glanced around and saw Miguel sitting in a chair, now wearing shorts.
Miguel heard some rustling sheets and looked up from his phone. He smiled when he saw that Jesse was awake.
"'Morning, little guy."
"Good morning, Miguel," he said quietly.
"Did I wake you up?"
Jesse shook his head and glanced behind him. Darren was still being the big spoon.
"You can get out of bed if you want, Jesse. Darren could sleep through a bomb blast."
Gently, carefully, he wriggled out of Darren's grip and got to his feet. Jesse walked over to Miguel and presented his mouth for a kiss. He complied, gladly.
"I ordered us all room service for breakfast. It'll be here in about twenty minutes."
"That sounds nice." Jesse put on his pants and undershirt from the previous night.
"Yep, which means it's time to wake Darren up, too." Getting his husband out of bed was always a process. Miguel walked over and flung the curtains open, flooding the room with the light of the early morning outside. Without ceremony he also ripped off the covers, exposing Darren completely.
"Wakey-wakey, babe. You need to act like a human in twenty minutes."
Darren let out something in between a grunt and a moan.
Jesse looked, fascinated, at Darren's body. When he had gotten out of bed, it made him roll over and lay on his stomach. He stared at the big, beautiful ass.
"Looks good enough to eat, doesn't it?" asked Miguel after seeing what Jesse was up to.
Jesse nodded, still entranced by Darren's mounds.
"Give it a taste, little guy. Nothing like some cake to start your day out right."
Feeling hypnotized, Jesse walked over and put his face in the crack. He smelled it deeply.
Tentatively, Jesse gave a long, slow lick up and down. When he got over the hole, Darren twitched a little bit. Jesse immediately loved the taste. It wasn't unlike how his cock had tasted the previous night.
Over and over again, Jesse ate Darren's ass. Just like with sucking cock, he got more and more focused as he continued. He was a man on a mission, and his sole purpose became giving the tremendous ass before him as much pleasure as he possibly could.
Darren got more lucid over the next few minutes. He initially thought it was Miguel rimming him, but when he turned and saw his husband getting dressed he realized that it was Jesse. Fuck, he was a natural. This kid had one talented mouth.
Jesse was so deep in that he forgot about the world around him and was only just barely aware of hearing a knock on the door. But then he heard a voice say "Room service" and immediately crashed back down to earth. Thankfully Miguel was on top of things.
"Put the blanket back on, Jesse. I got this."
Once Darren was covered up Miguel answered the door and helped bring in all the food. If the steward thought it was odd that this cabin had three men, one who was college age, he didn't let on. Once he left Darren looked over at the continental breakfast.
"Could you bring some over here?"
"Nah, you should get it yourself," said Miguel before biting a muffin.
Darren sighed before getting up and putting on some clothes.
The three of them ate breakfast, occasionally having fun by feeding food to each other.
"So, what's on the docket today, baby?" Darren asked Jesse.
"Me and my family are going horseback riding." That day they were stopping at their first port, an island called Grand Turk.
"Sounds fun. Make sure to put on some sunscreen, though. We don't want our boy getting burnt out there."
Miguel snorted. "What, are we his parents now?"
"No, we're just looking out for him."
Jesse drained his glass of orange juice. Why did added sugar have to make everything taste so damn good?
"It's, uh...it's also my birthday today."
"Ooh, I guess that means we gotta give you something special. What do you want, birthday boy?"
Jesse looked back and forth between the two gorgeous men. As time went on, he felt more comfortable, less nervous about asking what he wanted.
"Anal?"
Miguel beamed. "That can absolutely be arranged."
"Do you know about the preparations?" Darren asked.
Jesse nodded. Ever since he learned how much he loved dildos and anal masturbation, he did what he could to keep himself clean. He took fiber supplements and became regular. He wanted to always be ready.
"Good. Have your fun. Spend time with your mom and dad. Enjoy your birthday dinner. When you're done, we'll be waiting."
Jesse nodded. He looked at his phone and saw that he was meeting up with his parents in an hour.
"Can I do one last thing before I go?"
"Like what?"
Jesse's cheeks got a little pink.
"Can I suck your cocks one more time?"
Both men laughed and said he could.
Thirty minutes later Jesse had two warm loads in his belly and left, ready to start his day.
*****
Jesse had a great afternoon, riding horseback through Grand Turk, even stopping to swim at the beaches. He talked and laughed with his parents, making sure to tell them how much he loved them and how much he appreciated them for all they'd given him, including the cruise. He felt so lucky. Not only did he have a good relationship with his mother and father, even after coming out, he also had two wonderful men willing to guide him into the world of sex. It was the best birthday he ever had, and the day wasn't even half over.
After a nice dinner and an embarrassing but fun round of karaoke, Jesse went back to his room to get ready. He shaved his hole, douched twice, and put on his favorite jockstrap, the one that made his butt look so round and perky. After texting Darren and Miguel, Jesse walked over, and the walk felt like it took forever. But eventually he made it to his very favorite place on the whole ship.
The couple invited him in, but to his mild surprise didn't want to jump right into sex. They wanted Jesse to unwind after a big day and relax before he lost his virginity.
They laid Jesse down on his back with his head on Darren lap. He petted the boy, stroking his face and hair while Miguel took off his sandals and massaged his feet. Jesse hadn't ever felt so cherished before, so wanted. After a few minutes he said what he promised himself to tell them before the night ended.
"I...I love you guys."
Darren smiled.
"Aw, we love you, too, sweetheart." He bent down and kissed his forehead.
The three lovers decompressed, talking about their day. Darren and Miguel went to Grand Turk's giant beach, had lunch at a nice restaurant, and played in the ship's casino that evening.
"I try not to do it too much," Miguel admitted. "If Darren doesn't hold me back I'd bet away every penny I had." Jesse laughed.
It was nice, but soon they could tell that the boy was raring to go. All three of them disrobed and kissed some. It wasn't passionate, it was relaxed and loving. They had time, no need to rush.
Finally Darren spoke up.
"How do you want to do this, Jesse?"
"Is it okay if you guys take the lead? I'm new to this, but I know I trust you."
Miguel and Darren had suspected as much.
"That's fine. Get on your stomach."
The boy flipped over and Darren put a pillow under him, making him show off his cute little ass. Jesse took a moment to take off his glasses and put them on the nightstand. The last thing he needed was to break them.
Without warning, he felt a tongue on his hole. He flinched, letting out a little yelp.
"Such a sweet little boy cherry," Miguel purred, licking it some more. "So cute."
Darren and Miguel kept alternating, each rimming Jesse for a minute before they switched. After a few rounds, they started adding fingers. The kid was small and tight, but relaxed very easily, eager to take as much as he could.
None of Jesse's previous anal play could prepare him for how good it felt when it was being done by another person. He wasn't just getting used to a dildo or his fingers, he was submitting, giving his body away for another man to use.
Eventually, they got Jesse back up and adjusted their positions. Now Darren was laying on his back and Jesse was on top of him. Darren wrapped his arms around the boy.
"Miguel is going to get both of us ready now, sweetie. He's going to be your first, and I'll be right with you the entire time. Just relax and let us make you feel good.
Jesse nodded, giving him a kiss.
Miguel got out some lube and loosened up both men with his fingers. Darren didn't need much preparation, he rarely did after five years of marriage and sex, but Jesse was surprisingly easy, too.
"Look into my eyes, baby boy."
Jesse complied and looked into Darren's dark eyes.
"My husband is about to fuck you. He's about to take your virginity. Are you ready for it?"
