200. It's Late
Ruthie sets her sights on a senior in her highschool.
201. Home Run
Ruthie pressures her dad to let her date an older boy, Jack.
202. Mama's Gonna Buy You a Diamond Ring
Martin plays matchmaker for Ruthie, as she has given up guys for the moment, but is willing to take Martin’s offer of helping her out in which guy she should date next.
203. Ring Around the Rosie
Ruthie is beginning to have feelings toward Martin.
204. The Rat's Out of the Bag
Ruthie is suspicious of Martin as she wonders why he doesn't keep his cell phone anymore.
205. Helpful
Ruthie has a new crush on a guy that she goes to school with, Brian who is around 18 years-old and is shortstop on the school's baseball team. Ruthie encountered Brian when she was riding bikes with Sam and David earlier in the day. When they come home Sam and David try to embarrass her in front of Eric on her "new boyfriend" that Eric doesn't know about. Ruthie lies to Eric when saying that he is only 16 and hopes that he'll let her go out with him and double date with Martin and Meredith. Eric hints that Ruthie still has a crush on Martin even though he's dating Meredith and that one day they may not be anymore.
206. Soup's On
Ruthie begins collecting soup labels for Campbell Soup's Labels for Education program to get her school's newspaper a much-needed computer.
207. Chicken Noodle Heads
Ruthie has the flu. A misunderstanding between Ruthie and Jack on whether they should go out is known when he tells her that Martin discouraged him
from asking her out. Ruthie is shocked.
208. Turkey
At school, everyone thinks that Ruthie is the one who is pregnant with Martin's baby, as she was previously out of school for awhile with the flu, and everyone assuming it was morning sickness.
Despite the rumors Ruthie tries her best to avoid them, hoping to still have a chance with Martin if they are not true. Ruthie has also taken up a project in collecting labels in order to get a new computer for the school. She gets encouragement from her teacher Ms. Allison, who also persuades her to join the school newspaper. Although, once finding out the news about Martin and Sandy, Ruthie is crushed and has a hard time getting into the Thanksgiving spirit.
209. Apple Pie
Eric and Annie finally allow Ruthie to date Jack.
210. Xmas
Ruthie is volunteering at the hospital and gives gifts to kid patients, even her old firend Katelyn (guest star Katelyn Salmont).
211. Got MLK
Martin and Ruthie befriend a black kid named Alex who is senior and has just joined HS baseball team.
212. And Baby Makes Three
Ruthie is excited when Martin invites her to watch him practice, but Eric and Annie worry that Ruthie is taking this as a sign that she and Martin may have a romantic future.
213. The Magic of Gershwin
Ruthie gets detention when she is late for class after crying about Martin in the bathroom. Unexpectedly, she finds detention is a blast when the teacher in charge (guest-star Michael Feinstein) introduces them to the music of George Gershwin.
214. Love and obsession
Ruthie volunteers to help an elderly neighbor who has spent her life pining away for a man that got away, causing Ruthie to evaluate her obsession with Martin.
215. Moving Ahead
Burned by love, Ruthie decides to take a break; Annie lets Ruthie skip school, but her teacher visits and lectures Annie in front of Ruthie.
216. Highway to Cell
After a long wait Ruthie finally gets a cell phone from her parents, but is saddened that she has no boyfriend to give her number out to call her. Eric and Kevin try helping Ruthie out of her depression by giving out her number to some of her former boyfriends. The task proves to be a success as Ruthie starts to rekindle a relationship again with Peter Petrowski (guest star Scotty Leavenworth) after calling each other.
217. Invitation to Disaster
Ruthie asks Eric if she can go to Scotland as an exchange student, but Eric knows her real motive is to be with Peter (guest star Scotty Leavenworth).
218. Secrets
Following their heart-to-heart talk, Rose and Annie bond over Rose’s wedding shower, forming such a close relationship that Ruthie and Lucy become jealous.
219. And More Secrets
220. The Last... / Goodbye and Thank You (1)
Ruthie meets her true love and even Sam and David approve.
221. Wonderful Sermon / Goodbye and Thank You (2)