Richie Tozier Imagines

Soundtrack To A Rom Com Surprise

Requested over discord by Honey Kisses: Richie x reader ? And suprise me- you never fail at doing that 😉

Pairing: Richie Tozier x reader

Warnings: Swearing, singing, wine (that isn't drank), after IT 2 events- so no spoilers

Note: Based off of The Late Late Show with James Corden, don't know if this was needed but to me- I thought it was a good idea I guess, but surprise! It's not what you thought it was.

'Richie. I need you to do this. Please, I beg of you. It's just one simple show, one simple favor, p l e a s e.'

The text had been spamming his phone. Once. Twice. Three times, over and over again. Y/n, his girlfriend, was a singer and actress. Kind of funny since he was a comedian, but still. She did a show every once in a while where she would have a special guest sing with her. The songs were in a routine, one song after another in a special order.

'fine. can't promise i'll b pretty.'

'Rich-'

'Sorry, I meant that I can't promise my voice'll be pretty.'

'That's better. Thank you babe, also I'll be over with pizza in about 10 minutes.'

He loved her, ever so much. So this show, he guess he owed to her.

...

"Welcome everybody to the late late show, for all of you kiddos, thank your parents for letting you stay up to see this, for all of you non kiddos...thank yourselves I guess?" Laughter rang in the audience. Y/n was opening the show, Richie was running to the stage in his costume. "Anyways, hope y'all enjoy the show! We've got 10 songs, 9 sets, 1 take and 0 pressure. This, is Richie Tozier, in a Soundtrack to a Rom Com!"

the crowd cheered as Y/n ran to the stage, she grabbed her phone and an empty coffee cup. The music started playing.

"Where have all the good men gone? And where are all the gods? Where's the streetwise Hercules to fight the rising odds? Isn't there a white knight upon a fiery steed? Late at night I toss and I turn, And I dream of what I need... I need a hero! I'm holding out for a hero 'til the end of the night! And-"

She bumped into him when he exited out of the elevator. He took a deep breath and looked up into her eyes for reassurance. Of course he told her before the show of his nervousness, so he was gonna need some sign. And a sign he received, a small nod and an, "Oh, heh...I'm sorry!"

"Just one look. And I fell so hard, hard, hard! In love, with you! Oh, oh!" They walked backwards into the elevator and kept eye contact. When Richie finished singing, both he and Y/n faced the camera with semi-wide smiles.

"Can't keep my hands to myself." The elevator doors closed as Y/n pressed a rough kiss to Richie's lips and threw her arms around his neck. While the doors were closed she tore some of his outfit off and messed up his hair and glasses. She did the same to herself before the door opened, "I mean I could, but why would I want to?" The doors closed again and another kiss was shared. They fixed up their clothes a bit and prepared to grab an item to walk out with.

Y/n skipped off to the next set, which was a park with a night setting. "Ohhh, kiss me, beneath the milky twilight!" Her hands touched his shoulders, triggering a smile to find it's way onto his face. She twirled and held out her hands as if it was raining. "Lead me, out on the moonlit floor. Lift your open hands,"

Richie's cue to grab and open the umbrella came and he started to sing along with his lover, "Strike up the band and make the fireflies dance. Silvermoon's sparkling!" Y/n kissed and then booped his nose with a wide smile. He returned it, adding in a wink. "So kiss me"

They both ran the next set. A bathroom and some toothbrushes waited for them, and secretly, a prop phone. The cheers in the audience grew louder when he took off his jacket and Y/n put on a bathrobe. Richie, feeling strength and confidence for the first time in the show, started singing loud and proud.

"No I won't hesitate no more, no more, it cannot wait I'm sure."

Y/n put the toothbrush in her mouth and rested her arm on Richie's shoulder while she sang, it coming out as mumbled words. The crowd laughed and Richie's smile grew larger. She spat out the water from her mouth into the sink and sang with Richie, "I'm yours!"

She put her hand on the prop phone and lifted it up, meeting his eyes with wide ones. "Oh baby you. You got what I need, but you say-"

"She's just a friend!"

"You say!" Y/n threw the phone into the toilet and ran to the next set with a believable sadness in her voice.

"She's just a friend!"

Dressed in the bathrobe still, Y/n messed up her hair a bit, grabbed a glass of wine and started acting tipsy. "When I was young, I never needed anyone," Her hand that held the glass moved sideways, allowing the wine to spill onto the floor and the crowd to giggle. "No need for makin' love. Was just for fun, those days are gone."

She put the glass to her lips and made a face like she realized there was no wine left. The drums sounded and her limbs moved to imitate it. "All by myself!" Y/n ran a hand through her hair as the crowd cheered, "Don't wanna be all by myself anymore!"

A prop, which was a fake photo of her and Richie, was picked up then thrown to the ground as Richie's cue to enter after she ran offset. He opened the curtains to the fake window and stepped in, "All by myself! Don't wanna be all by myself," The comedian bent down and picked up the photo. "Anymore."

Attention was turned to Y/n's new set. A fake taxi with her in the back wearing a trench coat and sunglasses. "'Cause I'm leavin', on a jet plane." She got out of the prop and walked over to the airport set, "Don't know when I'll be back again. Oh babe, I hate to go." Her head turned to the entrance of the set while she passed the fake ticket to the man behind the counter. Y/n shook her head and ran off to the "boarding area" in a hurry.

The next set was Richie in a house sitting under a blanket with noodles hanging out of his mouth. His eyes snapped open and he let the noodles fall into the food box, "When I wake up. Well I know I'm gonna be, I'm gonna be the man who wakes up next to you." He threw the blanket off and scrambled to get up. "And when I go out," he left the set in a similar hurry to Y/n's exit.

Richie ran over to the taxi set and continued his song. "Yeah I know I'm gonna be, I'm gonna be the man who goes along with you." Rich jumped out of the taxi and raced to the airport with his set of fake tickets. "But I would walk 500 miles and I would walk 500 more, just to be the man who walked 1000 miles," finally he was in the plane set. The lights turned up a bit and Richie kneeled in front of Y/n, who acted surprised and took off her sunglasses. "To fall down at your door..."

The final song. It was time for the final show, and they were both ready, ready to sing their hearts out and ready to go home, throw their shoes at the ground and eat leftovers while cuddling to a scary movie. 'Break a leg Richie.' He was ready to finish and make Y/n proud. Also to earn a kiss, but that was off topic.

"I'm so in love with you, whatever you wanna do, is alright with me." She joined in after he stopped singing, "Cause you make me feel so brand new. I wanna spend, my life with you. Oh baby,"

They grabbed each other's hands and spun to the center of the stage. Their voices danced with each others in genuine romance. "Let's, let's stay together!" "Together!" "Loving you whether," "Whether!" "Times are good or bad, happy or sad!" Y/n stopped singing and pointed at Richie while looking at the camera, "Richie Tozier everybody!"

She dropped to her knee and grinned at Richie. "Wait wait wait, before you guys keep cheering, I have something to ask you Rich. I know it's usually the guy, but let's just agree that I'm more manly than you." She paused for the audience and Richie's laughter. "Anyways, we've been together for a while now, your friends have said they approve... I really do wanna spend the rest of my life with you. Will you, Richard 'Trashmouth' Tozier, marry me?"

The crowd screamed with cheers and wolf whistles. He nodded quickly and helped Y/n up. He pressed a sweet kiss to his fiancé's lips and smiled at her expression when he pulled away. "Not so manly now, are we? Well this was a Soundtrack To a Rom Com with a surprise everybody!"