Everyone mentioned is 18+
"Alright, we're going to see who the best angler is! We'll each see what we can catch in the next two hours, submit your biggest fish to compete, biggest fish wins. We'll make it a little interesting, person who submits to the smallest fish takes it up the ass." Nate was always making jokes like this, neither I or Matt took him seriously at this point. We were all out on his dad's boat, looking to enjoy some fishing and sun the summer after our second year at college.
Nate was the definition of the All American college jock; tall, blond, amazing jaw line, he was definitely the hot one of our group. He was shirtless since we got on the boat, large pecs covered with a light golden fuzz with a light six pack. Jack was a bit different in comparison, maybe 5'8" with red brown hair, he was leaner than Nate, muscle was still there but it was more of swimmer's build, a quiet smile almost always present on his face. His chest was hairless, only a small trail of hair leading into his pants showing on his entire torso.
And then there's me, something in between the two; average height, not really muscular but I do ok for myself. I don't work out super regularly but enough to keep a good body and I played in pick up games often enough to keep me active. I've been told that my smile is pretty and that my curly brown hair is one of my best features.
"Fuck you dude, we're just trying to chill out here." I was usually the butt of Nate's little jokes, he was always trying to make things into competitions and get one over on the rest of the guys.
"But it'll be fun, just a fun game!"
"Fine, but when we kick your ass at it, we're collecting on the last place punishment." Jack nodded in response, agreeing with me while moving to collect a fishing rod.
The next two hours were filled with tension between the three of us. I was the first to catch a fish, a smallish thing only 6 inches long. I took a picture of it against the tape measure and threw it back, looking to catch something else to submit. Jack was next to actually catch something, a bass that we were able to measure at 12 inches before he let it go.
As the clock wound down, Nate started to get desperate to catch something, repeatedly casting and reeling back in, changing where he was casting out, pacing around the boat but nothing seemed to work. When the alarm on his phone sounded, ending the competition, he slumped.
"Ha! Guess that makes me the winner!" Jack did a little happy dance as he announced his win.
"Whatever dude, fish fucking suck." Nate turned to face out towards the water, back facing Jack and me. Jack looked over at me and winked, moving quietly up behind Nate. Moving quickly, he grabbed Nate's swimming trunks and pulled them down, exposing Nate's bare white ass to both of us.
"Dude what the fuck?!" Nate was absolutely caught off guard at the sudden pantsing.
"You said last place takes it up the ass. Time to pay up dude." Jack pushed Nate forward so that he bent at the waist, presenting his muscular ass more to the two of us.
"Dude, Jack I was kidding. I wouldn't have collected if I had won. It was just a stupid joke."
"Man up Nate. You totally would have expected either one of us to take your dick if you had pulled something during the competition. Now bend over and let's get this over with." Jack grabbed Nate's ass cheek for a second, feeling him up before slapping his ass with a loud crack.
"Fuck!" Nate took a deep breath then seemed to come to terms with the situation. "Alright fine, but neither one of you breathes a word of this to anyone."
"Deal, not saying a word." I nodded rapidly, agreeing with Jack.
"There's some lotion over there in my bag." Jack moved off to snag the bottle of lotion while Nate kicked off his swimming trunks. Standing naked by the side of the boat, Nate leaned forward and spread his legs, presenting his ass to be fucked along with a pair of extremely low hanging balls, dangling pendulously between his legs.
Jack dug quickly through the bag, finding the bottle of lotion and moving to kick off his bright blue swim trunks. Naked, Jack moved back to stand behind Nate, his semi hard cock bobbing between his legs with each step. Once in place, Jack spurted a good amount of lotion in his hand and spread it over his cock, stroking himself a few times and bringing himself up to a full hardon. Jack's cock was surprising, it was easily over 7 inches long and a good thickness, a big piece of meat on a smallish guy.
Noticing me staring at his hard cock, Jack smirked at me before he pumped a bit of lube in his hand, rubbing it into Nate's waiting asshole. Nate jumped at the sudden touch of Jack's fingers on his sensitive flesh, causing Jack to chuckle.
"Hurry up and let's get this over with," Nate grumbled back at Jack. Shrugging, Jack dropped the bottle of lotion to the deck of the boat and grabbed Nate's waist, pulling him backwards and lining up his hard cock with the other hand. Pressing the head of his cock against Nate's asshole, Jack grabbed on with both hands to hold Nate steady as he started to push in.