You win

You are more fit than he is and win the race by a few seconds.

"Booya, Thought you could beat me, huh?" You taunt

"I guess not. phew. I will delete the video later. It's on my laptop right now."

"I wanna see you erase it. Let's go." You turn towards his house.

He follows and lets you in. He leads you to his room.

"Try to be quiet, my brother's are still sleeping." He says.

You enter his room and catch yourself in a mirror. Your bikini top must have fallen off at some point because it's gone. Not like it did much anyway. He leads you to his computer and right clicks the video. You aren't sure why but you stop him.

"wait."

"Wait?"

"Um, I wanna see it first."

He gets a weird grin but starts the video. It starts just showing your ass and pussy while you are under the patio.

"A-and what do you um... do while watching this?" You ask

"I uh, jerk off to it, to you."

"Show me."

"You want to watch me jerk off?"

"...Nevermi-" Your mind almost clearing up

"no no, I'll do it."

He fully removes his pants. He looks around.

"I usually use a towel to clean up and catch, you know." He says.

"Don't worry about that right now." You say.

He goes back to watching the video. It gets to the point where your breasts jiggle with your rapid breathing while you were lying beneath them. Your hand has been down your shorts now as you masturbate while watching him jerk off to a video of you. You are standing behind him so he can't see you fingering your pussy or pinching your nipples. In the video you are getting covered in their cum and as you in the video cums, so too do you watching it. You lean against his chair as you cum and he looks up at you. After you finish your climax you look at him and get embarrassed.

"I... I should go." You turn away to leave.

"B-but what about this?" He gestures to his hard pulsing cock.

It's a bit larger than Jake's, You wonder what it would feel like as it stretches your insides. You shake the thought from your head. You look at him.

"Right, the... M-mess?"

"Yeah, that."

You roll your eyes and go to him and sit between his legs.

"I am just helping my neighbor clean up a mess, that's all." You say.

He smiles and starts stroking himself again. You see his phone on the desk and you reach for it. You hand it to him.

"Since you have to lose this video." You nod towards the computer screen

He starts filming you between his legs.

"Come on Trent. I have been waiting and waiting to taste your cum. Give it to me. please." You say in your sexiest bedroom voice.

He does not last long after that and right as he is about to shoot his first shot, you drop your mouth over his cock. Just in time too as you catch his first shot in midair. You gulp down each shot into your mouth. Once he is finished you pull yourself off his cock with a smile.

"Thanks babe." You say.

He stops recording you.

"I hope that covers the loss of the first." You say.

"Why do I have to, You don't seem to mind me having video of you."

"Because that was the deal. I do not go back on my word and I don't associate-" You give his cock a lick "-with people who do. Which kind of person are you?"

He deletes the first video. You make for the door.

"Wanna make another wager?" He asks