The Dare that started it all

by NightLantern

Simon and Jeanette have had a stale relationship, but what happens if Simon gets a bigger motivation to rush things? First story, hope you like it.

1. Truth or Dare or Both

Simon's POV

Simon walks into the room that the Chippetes, Brittany, Jeanette, and Eleanor, and the other Chipmunks, Alvin and Theodore, who are also his brothers, were playing in.

Simon asked in his usual: "So what are we playing?"

Alvin said in his signature red hoodie with a yellow A on it: "Truth or Dare."

Brittany: "Alvin, truth or dare?"

Alvin: "Dare."

Brittany said in a pink shirt and a blue skirt: "First part, come with me to our bedroom."

Alvin and Brittany walk into their bedroom.

After a while, they start to hear a lot of moaning in joy.

All the other chipmunks and chippettes in unison: "How are we not surprised?"

After a few minutes, the moaning stopped and Alvin and Brittany came back down.

Alvin: "That was fun. Simon, truth or dare?"

Simon: "Dare."

Alvin: "I dare you to tell me who you have a crush on and kiss them in the next three days."

Simon sourly looked at Alvin in disbelief.

Simon whispered in Alvin's ear: "Jeanette."

They stared at Jeanette with her Purple shirt and blue pants.

Alvin: "Well, now you have to kiss her."

Simon: "Don't remind me."

Alvin: "You don't want to do it?"

Simon: "I do, but I want to ease into it."

Alvin: "Well too bad because now you have to do it."