Joey agrees … What's more, Monica never really encouraged the gang to spend more time with him. Aside from all that weirdness, she'd be spoon feeding him and changing his diapers in 15 years, then a widow in 20. For example, he is not the family friend of her parents, nor was he her family's eye doctor dating back to when she was a girl. Monica found out that Chandler was going to propose to her after an awkward run-in with Richard ruined his initial plan, so she decided to propose herself. Also, for bonus points, experience as a lover generally translates well in the more intimate parts of the relationship. However, it seemed out of character that Monica would decide to "wing" the relationship — especially when their age difference kept cropping up as time went on. (Opthamalogist and Orthodontist). He goes along with her. RELATED: Friends: Every Main Character Ranked By Intelligence. Once they realize what has been going on, they completely overreact. Chandler uses one-liners as a defense mechanism to cope with his difficult childhood. Monica breaks up with Richard, who is a grandfather, because he does not want more children. He may be older, but with age comes experience. 10 Terrible Second Seasons That Killed Off Their Shows, Friends: 5 Things That Make No Sense About Monica & Chandler (& 5 About Monica & Richard), Friends: 10 Reasons Why Chandler Got Worse & Worse, Friends: 5 Reasons Monica & Chandler Are The Best Couple (& 5 Reasons They're The Worst), Friends: 5 Funniest Chandler Quotes (& 5 Most Heartbreaking), Friends: 10 Questions About Monica, Answered, Modern Family: 10 Things That Make No Sense About Claire & Phil's Relationship, Grey's Anatomy: 10 Saddest Things About Derek, 10 Most Questionable Dating Choices In New Girl, 5 Ways How I Met Your Mother's Ending Works (& 5 It Doesn’t), Game of Thrones: 5 Things About Arya Stark That Would Never Fly Today (& 5 That Would), 10 Most Questionable Parenting Choices In The Simpsons, The Mandalorian: 10 Actors Who Could Play Grand Admiral Thrawn In The Series, Grey's Anatomy: 10 Most Overdone Storylines. After a couple of dates, there tends to be a discussion about what they expect from the relationship. The old friends recently had a reunion of sorts in an NYC restaurant. The go-to source for comic book and superhero movie fans. Another thing that didn't make any sense was the gang's reaction to Monica and Chandler's relationship. Before he quit his job, it was also revealed that Chandler wrote Monica a terrible rap song on another anniversary. We are here to give you the 5 Reasons Monica Should Have Been With Richard (and 5 Why Chandler Was The Right Choice). Richard knows himself in ways that Chandler simply does not and has the maturity to accept what he is and is not, while his competitor for Monica's affections often hides his emotional struggles underneath miles of sarcasm and biting comments. The two know each other inside and out and have been there for each other through the good times and the bad. It's not the age difference that creeps people out, it's more to do with the fact that Richard is her father's best friend. A one-stop shop for all things video games. When Monica appeared on-screen, Chandler was as shocked as anyone to see that Monica was overweight and wasted no time in mocking her. He seems satisfied to cast judgement on Joey, Rachel, or Ross for the stupid situations they get into. She is, however, subject to the struggles of most 20-somethings in the big city, with the stops and starts in her career as a chef. On the couple's first anniversary, he forgets Monica's present and never mentions it again. Monica and Richard would never have worked out long-term since he was always viewed as an outsider. View the profiles of people named Richard Monica. As pointed out by Ms.Quora User. It also didn't seem likely that they would have crossed this boundary since Monica held resentment over him calling her fat. 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