When they first asked you out:

Pippin: "Morning Y/N. You look lovely today, as you do everyday." He said looking into your eyes. Of course you blushed madly. Then he said, "Ummm. I don't know how to say this...." you thought that he was going to say that you two shouldn't be friends anymore, but that worry went away when he said, "Iwaswonderingifyouwouldliketogoonadatewithme?" He was looking down, red as a beet, and and trying not to make eye contact. It took you a minute to catch what he said. Then you just laughed and hugged him. "Of course you fool of a Took!" And you kissed him on the cheek. He was so happy he danced a little happy dance. Of course you laughed and joined him.

Bilbo: You were walking to your house when Bilbo called our your name. He had a very worried face, and that worried you. "Bilbo, what's wrong?" You asked. He looks at you, rubbing the back of his neck looking down to the ground and said, "Wou-would y-you like to, ummmm." The he looked into your eyes and gained confidence and said, "Would you like to go on a date with me?" You were shocked by this so you had your mouth a little hung. He thought that you were going to reject him so he said, "Oh, it's fine Y/N. It was just a stupid thing to ask you." But in the inside he was crushed. That's when you laughed and hugged him. Like Pippin, he was shocked at this, but soon hugged you back. It was a long, long, long hug. "Of course I would go with you on a date Mr. Baggins!"

Sam: You were sitting down by a tree and drawing it from upside down. That's when you realized that Sam had came. "Um, evening Miss L/N. The drawing looks fantastic." He said with a blush. "Thank you Sam. And how many times do I have to say it, call me Y/N?" He blushed at this. That's when he gave you a beautiful buttercup flower. You gasped at this and was a little confused. "Y/N, you are the most beautiful hobbit of the Shire, inside and out. And I was j-just wondering if you would like to um...... if..... if you would like to go out with me?" He said. You were so happy you just tackled him down and gave him a big hug. "Yes!"

Merry: He decided to walk you home after a long day of fishing (idk) and he just asked you straight up. "Well anyways, my mother and I had a picnic at the e-" you started to say until Merry said, "May I take you out on a date?" He was looking into your eyes, blushing a little. You hugged him and started to smile. "Of course," you whispered in his ear. He went red as a tomato when you said that. Then he started to smile.

Frodo: You were in your hobbit hole, when you heard a knock on your door. You went to go open it, when you found a note on the ground. "Dear Y/N, I always found you a very fascinating hobbit. I like you, and I was wondering if you would like to go on a date with me? From your friend, Frodo Baggins." You read this out loud. Then you saw Frodo come out of a corner and instantly hugged him. "Of course I would. Thank you!" "No Y/N, thank you." He hugged you back.

YEET I'm actually publishing!