A Second Chance

As you shudder and squeeze the last drop of jizz out onto your belly you let out a long sigh. "Hohhhh."

Elsie continue watching and stroking along to the video. You wait for her to stop, the race being over, but she keeps on going undeterred. You felt kind of foolish just sitting there with your mess oozing down your stomach. "Good video." You mumble as some sort of half hearted excuse for your loss. Letting go of your drained dick you start to look around for some napkins or paper towels.

"What are you doing?" Elsie asks.

"Just cleaning up."

Her eyes sparkle with mischievous delight. "We're not done yet. The video's still going."

"But..." You motion down your slowly softening dick and the shiny layer of cum.

"Come on. Keep going. The video isn't over."

"But..."

"Come on Jesse, hurry."

"But..."

"Start now and I'll give you a second chance at our wager. Double or nothing." She urges. "Game's not over big brother."

"But..."

She blinks her big dark eyes and gives you a sweet smile. "Please Jesse?"

You hesitate, on the verge of saying something, before you give in. You couldn't say no to that. Sensitive as you were you refocus on the video, wait a couple of beats to get the timing, then start up stroking again.

El giggles happily. "That's my big bro. Okay, let's do this. I'll beat ya again! Ha ha ha!"

"No chance!" You grimace.

"We stroke to the end, no matter what."

"You're on."

Having just nutted your strokes were more painful the pleasurable but you persevere. Elsie had made a big mistake offering you double or nothing. With your passion quenched it would be a breeze to beat her now. You might have needed a handicap to even the odds but the race was as good as won now. Your dick was trying to go into full retreat but you weren't letting it, as you stroke your sore manhood you are already wondering what outfits your aunt might have that you could dress Elsie up in.

You were never so happy as when the break leading into Round 3 hit. This round featured a pair of big breasted blondes, reminiscent of your big sister Fiona minus the donkey dick. This is not a good thing. You had fapped to thoughts of Fiona more times than you could count. You do your best to ignore the similarities and not fantasize about that being you fucking your big sister's pussy and ass on the screen...but the idea had already been planted. By the 15 minute mark you are hard once more and things are feeling good again.

It seemed the difficulty was ramping round by round. The double stroke sections were longer, the sections where you switched it up more intense and demanding. At around 18:30, during a triple beat section where the woman was taking it from behind, you are surprised to feel that familiar old pressure building again and building fast. You were realizing that one of you had indeed made a mistaking going double or nothing, and it wasn't El.

No, no, no. Hold out, you had to at least last a round! When was the next pause!? You needed it soon!

With relaxed ease Elsie continues stroking with both hands and swaying with the music. Glancing over to you every few seconds she checks in on how you were doing.

"This is fun!"

"Rmm."

"He he he. Jesse, you've got that look again." She jests.

"Mmmm." You try to ignore her as you try to focus. This fucking beat, these fucking scenes, they would not relent.

"Don't slow down. We go to the end, remember." She says. "You can't really be about to cum again so soon."

"Fuuuuuuck!" You groan as your legs kick out and you blast another hot load onto yourself.

"I guess you can. He he he he!"