Why not Ranma and Ukyo
I must say that, out of all of Ranma's fiancées, Ukyo is the most deserving of a relationship with him. Now, that doesn't mean that she's the most compatible with him, just the most deserving.
Ukyo had dealt with a lot of hardship because of Genma's stupidity and thievery. She was lied to, put into a false engagement, left behind, made fun of by other girls because of it, and then spent ten years of her life being bitter and wanting revenge. I don't blame her. I would probably do the same. Ukyo was furious at Ranma when she first showed up, but quickly forgave him when she realized it was really Genma's fault. She's probably one of the nicest and most mature characters in the series.
That being said, as much as I love Ranma as a character, I think Ukyo's maturity level is much too high to be in a relationship with him. Ranma places Ukyo as one of his oldest and best friends but I rarely see him treating her as such. I also can't stand Ranma's constant neglected of Ukyo's femininity. I really can't see how either of them would be happy together if the idiot can't even treat her like a woman half the time. Ukyo is very caring about Ranma and always lends out a helping hand or an occasional ear to listen to (When Ranma feels like talking that is). She does whenever she can for her finance. However, I almost never see Ranma doing the same for her, which is just down-right unfair and uncaring. While Ranma has done a _few_ nice favors for Ukyo, he usually helps out because he fells guilty that he screwed up. Ukyo has gone out of her way sometimes to help Ranma but I've never seen him do the same.
Now, this isn't to say that she's a saint. No, Ukyo has done her share of deeds like planing the "Tunnel of Lost Love", and some miner guilt tripping to get Ranma into marring her. It's not as bad as what Akane, Shampoo, or Kodatchi has done to him before but it's still not excusable.
The biggest incompatibility I see in a Ranma/Ukyo relationship is Ukyo's inpatients with people who are dense or make a lot of stupid mistakes. In the "Tunnel of lost Love" OVA and manga, she get's irritated at Akane for not taking an obvious hint and gets incredibly annoyed at Ryoga for not being able to follow a simple plan. (I know I use this a lot but it's a good example)
Ukyo had dealt with a lot of hardship because of Genma's stupidity and thievery. She was lied to, put into a false engagement, left behind, made fun of by other girls because of it, and then spent ten years of her life being bitter and wanting revenge. I don't blame her. I would probably do the same. Ukyo was furious at Ranma when she first showed up, but quickly forgave him when she realized it was really Genma's fault. She's probably one of the nicest and most mature characters in the series.
That being said, as much as I love Ranma as a character, I think Ukyo's maturity level is much too high to be in a relationship with him. Ranma places Ukyo as one of his oldest and best friends but I rarely see him treating her as such. I also can't stand Ranma's constant neglected of Ukyo's femininity. I really can't see how either of them would be happy together if the idiot can't even treat her like a woman half the time. Ukyo is very caring about Ranma and always lends out a helping hand or an occasional ear to listen to (When Ranma feels like talking that is). She does whenever she can for her finance. However, I almost never see Ranma doing the same for her, which is just down-right unfair and uncaring. While Ranma has done a _few_ nice favors for Ukyo, he usually helps out because he fells guilty that he screwed up. Ukyo has gone out of her way sometimes to help Ranma but I've never seen him do the same.
Now, this isn't to say that she's a saint. No, Ukyo has done her share of deeds like planing the "Tunnel of Lost Love", and some miner guilt tripping to get Ranma into marring her. It's not as bad as what Akane, Shampoo, or Kodatchi has done to him before but it's still not excusable.
The biggest incompatibility I see in a Ranma/Ukyo relationship is Ukyo's inpatients with people who are dense or make a lot of stupid mistakes. In the "Tunnel of lost Love" OVA and manga, she get's irritated at Akane for not taking an obvious hint and gets incredibly annoyed at Ryoga for not being able to follow a simple plan. (I know I use this a lot but it's a good example)
While Ukyo _has_ gotten irritated with Ranma in the past, the times are usually very few and far between. I think the reason she hasn't gotten fed up with him much is because she sees him through rose colored glasses. Ranma can do no wrong in her eyes, and when he does do wrong, she easily waves it off as a fault of Genma's parenting skills. As much as Genma is a jerk and _is_ some of the reason for Ranma's behavior, she forgets that Ranma is also his own person and has some responsibility to bear for his actions.
I can see how a girl, especially in Ukyo's position, could feel that way about a guy she likes but if they were to ever get into a serious romantic relationship, I'm fairly certain that all his insensitivity and stupid comments would eventually get on her nerves.
Also, If they were to get married, I think they would be very unhappy. Ranma loves to train and learn new martial arts techniques, and while Ukyo is pretty good with her martial arts skills, it's not the driving force in her life. Her driving force; her reason of being, is to be the best Okonomeyak chef in the world. Ranma would naturally want to train a lot of the time and Ukyo would want him to cook with her and raise their children. All Ukyo has ever dreamed about was cooking, and Ranma being regular husband. In fact, Ukyo was overjoyed during the "Moxibustion" arc when it was said that Ranma could be weak for the rest of his life. She thought nothing of how Ranma may have felt, only that it would get Akane out of the way and be easier for them to get married.
It certainly doesn't sound like they want the same things out of life and a marriage together would probably make them depressed and unhappy.
I can see how a girl, especially in Ukyo's position, could feel that way about a guy she likes but if they were to ever get into a serious romantic relationship, I'm fairly certain that all his insensitivity and stupid comments would eventually get on her nerves.
Also, If they were to get married, I think they would be very unhappy. Ranma loves to train and learn new martial arts techniques, and while Ukyo is pretty good with her martial arts skills, it's not the driving force in her life. Her driving force; her reason of being, is to be the best Okonomeyak chef in the world. Ranma would naturally want to train a lot of the time and Ukyo would want him to cook with her and raise their children. All Ukyo has ever dreamed about was cooking, and Ranma being regular husband. In fact, Ukyo was overjoyed during the "Moxibustion" arc when it was said that Ranma could be weak for the rest of his life. She thought nothing of how Ranma may have felt, only that it would get Akane out of the way and be easier for them to get married.
It certainly doesn't sound like they want the same things out of life and a marriage together would probably make them depressed and unhappy.
Ukyo is a very forgiving girl, and while she could probably forgive Ranma for all his annoying flaws, and maybe even adjust to having her husband go off training for weeks at a time, I really don't see that kind of compromising relationship as beneficial or healthy for either of them; especially Ukyo.
Ukyo is a character that has been wronged one too many times and for no good reason. I think she deserves someone much more suited to her maturity level and future lifestyle. And please lets not bring up Ryoga as a possible match for her. I'll admit that I actually used to be a big believer in that paring back in the day: in fact, I'm the creator of (the old and new) "Ryoga's Choice: Ukyo or Akari" site. However, as I grew older and watched/read more of the sires, I realized that it they would *never* work. Unless Ryoga miraculously got a sense of direction and dealt with his self esteem issues, Ukyo would never find Ryoga an attractive partner. Every time they have schemed a plan together, Ukyo _always_ gets irritated with him to the point where she'll smack him or call him a "Jackass" almost every ten minutes. Also, the fanfictions I have read on this paring always seem to be terrible. Ryouga and Ukyo are always completely out of character and the storylines are usually pure fluff.
With that said, Ukyo needs someone that's honest, reliable, skilled, strong, and has a good self image. Ryuu Kumon, or Shinnosuke; both fit the bill and would treat a girl like Ukyo with the love and respect that she so rightfully deserves.
Ukyo is a character that has been wronged one too many times and for no good reason. I think she deserves someone much more suited to her maturity level and future lifestyle. And please lets not bring up Ryoga as a possible match for her. I'll admit that I actually used to be a big believer in that paring back in the day: in fact, I'm the creator of (the old and new) "Ryoga's Choice: Ukyo or Akari" site. However, as I grew older and watched/read more of the sires, I realized that it they would *never* work. Unless Ryoga miraculously got a sense of direction and dealt with his self esteem issues, Ukyo would never find Ryoga an attractive partner. Every time they have schemed a plan together, Ukyo _always_ gets irritated with him to the point where she'll smack him or call him a "Jackass" almost every ten minutes. Also, the fanfictions I have read on this paring always seem to be terrible. Ryouga and Ukyo are always completely out of character and the storylines are usually pure fluff.
With that said, Ukyo needs someone that's honest, reliable, skilled, strong, and has a good self image. Ryuu Kumon, or Shinnosuke; both fit the bill and would treat a girl like Ukyo with the love and respect that she so rightfully deserves.
The images above are not from the canon. I just went and altered some images from the manga. I hope you like them