As the week went on, Darren, Miguel, and Jesse continued their play, enjoying themselves and each other.
Jesse became very used to the sensation of having a cock in his mouth. At least once a day, when Jesse was horny, or even just bored, he would text them and ask if he could suck one of their dicks. He had to have spent hours sucking one of them off while the other watched.
In the process, Darren taught Jesse how to deepthroat. It was difficult, but thankfully he had a lot of opportunities to practice. He learned how to suppress his gag reflex, breathe through his nose, and take their cocks down his throat. He still couldn't do it for very long, only a few seconds at most, but he definitely got a feel for it. He also learned some rimming techniques from Miguel throughout the week.
At night, Miguel and Darren fucked Jesse however they could. They did it in every position Jesse could think of, and several he never had before. He grew to crave the sensation of a cock up his ass, yearn to feel them dump their come in his body again and again.
Darren and Miguel looked forward to it themselves. It had been a long time since either man had been with someone so eager, so insatiable. Most of the time, Jesse was a normal guy, but when he was in heat, he was a grade-A cockslut.
Outside of sex, Jesse enjoyed himself in other ways. Besides spending quality time with his family, he also had normal fun with Miguel and Darren. The three would often eat lunch at the buffet together. They brought him to work out with them in the mornings. Afterwards, the three of them would relax in the steam room that they all met in, or the sauna. The sauna was kind of the opposite of the steam room. It wasn't humid at all, it was drier than the outside air, but more than anything else it was
hot
. The steam room was bright and cloudy, but the sauna was clear and dark. If the steam room was analogous to being steamed like a vegetable, the sauna was like getting cooked in an oven.
It was in the sauna where the couple discovered that even Jesse had some limits. He was sitting on Miguel's lap when he felt the man get hard underneath him. Miguel petted the boy's hair, totally comfortable.
"You wanna suck it, little guy?"
Jesse gulped, suddenly feeling as nervous as he was at the beginning.
"Wait, you mean right now?"
"If you want. We could even go into the steam room if you're too hot in here."
That wasn't even
close
to what Jesse was concerned about.
"What if someone comes in?"
Darren laughed.
"You must not know what goes down in male saunas and steam rooms like this. Guys masturbate, jerk each other off, even suck cock and be fine with having an audience. Two guys did it here yesterday, we saw it."
Miguel nodded. "You don't know any of these people. There's no need to be embarrassed, and if any creeps approach you, we'll protect you. It's okay."
Jesse looked back and forth between his two lovers. They really would protect him. He wanted to please them. He wanted to say yes.
But...he couldn't.
"I'm sorry, but to me sex is something private. I'm...I'm sorry," he repeated.
"No need to apologize, baby boy. How about we go to our room and you can suck him there?"
Jesse was so relieved that they weren't mad at him.
"That sounds great."
*****
It was the final night of the cruise, and Darren and Miguel knew what they wanted to do as a finale:
Double penetration.
They had no doubts that Jesse was capable of it. Hell, the kid was so loose and eager at that point they probably could have fisted him if they wanted. They just saved it for last because they wanted their final fuck to be memorable, and what could be more intense than literally getting fucked by two guys at once?
Obviously the optimum strategy would be Darren entering him first. Miguel's cock was skinnier and thus would hopefully be able to slip in easier.
Jesse lowered himself down onto Darren's cock, which seemed natural by then, and inched his way deeper and deeper. He felt like his entire body was getting stuffed, absolutely filled to the brim with cock. How would it feel to take even more?
Since Jesse needed to be at his absolute loosest, Darren deep-dicked him, wanting his hole to be nice and stretched. Jesse threw his head back and moaned. He didn't know what he liked more, the deep impaling of Miguel's cock or the forceful stretch of Darren's. Then he realized that that night he didn't have to choose between the two.
Once they thought he was ready, Miguel began pushing in right next to Darren.
It was the oddest sensation. He knew what it felt like to have his hole stretched, but this was something else entirely. The back part of his hole was being pulled, stretched out and the rest of it needed to adjust. He felt himself open wider and wider until—
All at once, his hole snapped shut around the two dicks. Jesse could have sworn his brain had exploded. He couldn't move. He couldn't think. All he could do was pant and moan.
Darren couldn't help but laugh at Jesse's facial expression.
"You okay there?"
Jesse blinked a few times.
"Give me a minute and hopefully I'll know."
The two men nuzzled and kissed the boy as he adjusted to the sensation of having two cocks in him at once. Eventually he asked them to start moving. Miguel began thrusting while Darren stayed still, holding Jesse tightly. Then Darren moved for a bit. Then they let Jesse ride both of them.
But then something unbelievable happened.
There was a point where Jesse's hole was relaxed enough that the two cocks could move independently of each other. Now Jesse was
positive
that his brain was leaking out of his ears. It wasn't even twice as intense as having one cock in him. It was three or four times, maybe even more.
Darren noticed Jesse's reaction and grinned.
"Miguel, he likes that a
lot
."
They both pulled out so they could lube up again, making their movement even easier. First Darren's then Miguel's dick slid in with relative ease. They moved, two dicks fucking him together, and Jesse could barely handle it. His mouth hung open in a silent scream and his eyes were rolled back in his head slightly.
In a few seconds his little dick exploded. He pumped out a huge load, and his erection didn't go down. Darren and Miguel continued fucking him, and he came twice more before they shot, both at around the same time.
Once the loads pumped into his ass Jesse couldn't do much but sit there, trying to form a coherent thought. The pleasure was monolithic, and he was completely at its mercy.
