Jessie's Secret Encounters

Chapter 15: Carlo

Carlo had that undeniable presence—a tall, chiseled chest, and a chinito face that just begged for attention. Jessie knew from the moment they met that Carlo was something special. Not only was he eager, but he was wild—a guy who clearly loved pushing limits. With his boundless energy and athletic build, it wasn't hard to tell that Carlo was a total jock.

"Name a sport, and I've probably played it," Carlo had laughed during their chat. Jessie could easily see why. Between his gym obsession and daily runs, Carlo's body was a work of art. And it wasn't just the muscles that stood out; Carlo's perfect ass added to his appeal, along with his eagerness to make a lasting impression.

The night before the shoot, Carlo had admitted something that caught Jessie off guard. "My girl texted me last night," he confessed, a sheepish smile on his face. "I couldn't say no. She begged me to come over."

Jessie had heard these stories before, and sometimes it left him wondering just how much the guys could hold out for the big moment. But Carlo seemed different.

"I did what you told me, though, and didn't cum," Carlo assured him, leaning in a little closer with a glint of playful mischief in his eyes. "I just took care of her."

True or not, Jessie didn't care. All that mattered was what Carlo had in store for the grand finale.

As the clothes came off, Carlo's body looked even better in person. His muscles, firm and defined, flexed as he shifted his weight. Jessie's eyes couldn't help but drift down to Carlo's cock, already stirring with anticipation. Carlo was no stranger to showing off. He stroked himself confidently, his thick shaft quickly hardening in his hand as he caught Jessie's gaze, a cocky smirk curling his lips.

But what Jessie really couldn't wait to get his hands on was Carlo's ass. The moment came when Carlo flipped over onto his stomach, showing off those muscular glutes. It was obvious from Carlo's body language that this was unfamiliar territory. When Jessie's lubed fingers reached between his cheeks, Carlo instinctively flexed his glutes, making his ass even tighter.

"Relax," Jessie whispered, chuckling at Carlo's nervous tension. It took a moment, but once Carlo let go of the tension, there was a noticeable shift. As Jessie continued to explore Carlo's untouched zone, there was a hint of curiosity in his body language. Carlo was giving in to the sensation, his cock betraying him by getting harder with each passing second.

When Carlo finally flipped back over, his cock was throbbing, fully engorged and standing tall. Jessie knew he'd introduced him to something new—Carlo's body was sending all the right signals. As open-minded as Carlo was, it seemed this was a new, uncharted territory, one that left him breathless.

With Carlo now on his back, Jessie had full reign. He lubed up Carlo's chest and began stroking him with slow, teasing motions, brushing past his shaft with every graze. Carlo's eyes closed, his mind clearly lost in fantasy, and his breathing quickened. Jessie wrapped one hand around his balls, massaging them gently while the other continued stroking his thick cock.

Each stroke of Jessie's hand seemed to edge Carlo closer to the breaking point. His cool exterior cracked, and his body began to respond, tensing with every touch. Carlo's hips started to thrust, chasing the pleasure as Jessie picked up the pace.

Finally, the moment arrived. Carlo gasped, turning his head slightly, and with a shudder, his cock erupted. The first stream of cum shot so powerfully it landed clear over his shoulder. The next few spurts hit his chest, coating his neck and armpit, while more thick, hot streams soaked his stomach.

Carlo collapsed onto the couch, his chest heaving with exertion and satisfaction, but he wasn't done yet. With a cheeky grin, Carlo wiped a bit of his own cum from his chest and brought it to his lips, licking it clean in one fluid motion.

As they both lay there catching their breath, Jessie offered Carlo a massage. His back and shoulders were tight from his earlier workout, and Jessie's hands worked their way over the firm muscles, loosening him up. By the time Jessie's hands moved down to Carlo's massive legs, Carlo was fully relaxed, any tension or nervousness from before completely gone.

But Jessie could see the arousal stirring again. Carlo's cock twitched to life, already semi-hard from the attention. A few teasing passes over it with Jessie's hands, and Carlo was back at full attention. He rolled over onto his back, his cock standing proudly as Jessie began the final strokes.

With oil now coating Carlo's chest, Jessie's fingers grazed the length of his shaft, teasing the tip while Carlo's breath quickened. His body was tense, ready for release, and as Jessie picked up the pace, Carlo's hands gripped the couch, his hips thrusting eagerly.

Finally, with a loud gasp, Carlo reached his second climax, shooting another thick load onto his abs. His whole body relaxed, spent from the intensity of two mind-blowing orgasms.

As Carlo lay there grinning, breathless, Jessie couldn't help but think how lucky he was.