I took inspiration from the story 'The Fortune of Mrs. Sakura' by KalliopeStarmist.

I do not own Naruto nor the characters in this story. I am simply a fan.

"Shizune, I have come to a decision. The next generation of ninja will never be born if we don't do something to get this generation in gear. Most of them haven't even been on a date! So, I have decided to start with Sakura. She will be sent on a date with each of the candidates on this list. At the end of this list, she must choose one of the candidates to share the rest of her life with! It's brilliant! Seeing her be so happy, others are bound to follow too." Tsunade explained with a mischievous smirk on her face.

"This has nothing to do with the next generation. This has to do with you wanting grandchildren. And how are you going to tell Sakura about this and still have a standing structure within a mile by the end?"

"Oh, I will tell her quite bluntly and she will have no choice but to accept. Besides, she is a worse workaholic than you. At least you go on dates! If I don't do something now, she will wither away and I will never have grandchildren. I have been waiting for this since I officially adopted her 4 years ago and here we are with nothing to show. She's nineteen for goodness sakes! She needs to hurry up if we are going to make that goal of at least 10 grandkids."

"10? Honestly?"

"Yes, 10! Give or take a few… Now, go get the bride. This is going to be a long few weeks and I am ready to get started!"

"Hai."

"YOU'RE DOING WHAT!"

"Calm down Sakura and lower your voice! Honestly, you would think I just gave you a death sentence." Tsunade replied slightly amused and annoyed.

"Is there a difference?" Sakura replied still shocked and mad.

"Oh yes, there is a difference. So, do you understand?"

"Yeah, I go out on a date with each of the guys on your list then decide which one I bonded best with."

"Yup! And so you understand, I have spoke with each of the men on this list so this is not a forced thing with any of them. They all are willing to make you their bride and would be happy to do so. Some of these guys you may start to see another side of. Perhaps a side you didn't know possible."

"Great….. That is good to know." Sakura replied sarcastically.

"Also, we will be monitoring the situation and taking notes so don't think you can sneak off and not show up or hide somewhere until it is over because we will know. We will also require full reports on each date from your view point, giving us better perspective."

"Perfect. I might as well get started. Who is the first guy on the list?"

"Your first candidate is… Well, maybe I should call him in."

"Fine. Whatever." At this point, even though she was trying to hide it, Sakura was getting a little nervous. The look on Tsunade's face didn't help.

"SHIZUNE, SEND HIM IN." Tsunade yelled.

The door slowly started to swing open revealing the first candidate. As his face came into view, Sakura's jaw dropped.

"Hello Sakura."

Who will it be? Review if you want me to continue! First person to review gets to choose mystery guy! I posted something similar to this only it was a week together and not a date. That was taking too long and I don't have the time so I redid it to only be a date. I figured at least this way, I would have time to post.