Summary

WithValentine ’s Dayapproaching , there are heap of peachy examples in television set that prove that the jubilation of love and romance could be a lot bad . It ’s quite common to see a idiot box show broadcast aholiday special instalment , and while Valentine ’s Day is n’t at the top of the anteriority ordination , there have still been some brilliant Valentine ’s Day sequence . While many spend the day with their significant other in bliss , this is n’t always the case for some boob tube characters .

Like any holiday , Valentine ’s Day has the potential for all kinds of bedlam . Trying to find a significant other is a hard effort on its own , let alone take into account gifts , date , and even love triangles in the process . While many people do n’t experience the same hectic Valentine ’s Days that are image in television shows , it ’s deserving remember that the most quixotic day of the year could be a lot bad .

10Monica And Chandler’s Homemade Gifts

Friends: Season 6, Episode 17

Cast

" The One With Unagi " saw Monica ( Courteney Cox ) and Chandler ( Matthew Perry ) into the depths of their relationship and celebrating Valentine ’s Day . The two decide to interchange homemade gifts , and while Chandler ’s response to this made a deal of sentiency , Monica ’s did n’t . Considering Monica was the over - deviser , wanting everything to be perfect , it was singular to see her not put a huge , romanticistic campaign in . Although she is a little lazy and gifts Chandler a sock bunny macrocosm of Phoebe ’s ( Lisa Kudrow ) , Monica ’s giving is significantly bad .

Receiving an old mixtape that was in the first place a gift for Chandler from his ex-husband , Janice ( Maggie Wheeler ) , andhearing her nasal phonation while the two sluggish danced was an embarrassing ordeal for Monica . Although it did distract from the fact that she ’d not made her own gift , as well as the fact that the sock bunny mind was already rejected by Chandler over fear that Monica would notice out it was n’t homemade , it does n’t relieve how regardless Chandler was in his gift giving . Even thoughMonica and Chandler ’s relationshipwas successful in general , this Valentine ’s Day was quite the fizzle .

9The Longest Day Of Pam’s Life

The Office: Season 2, Episode 16

The Office ’s first Valentine ’s Day episode was a solemn affair for Pam ( Jenna Fischer ) , only half - cognisant of the fact she was with the awry person . Although Pam had been with Roy ( David Denman ) for a while at this point , she still held out Bob Hope that he ’d impart her a modest endowment , despite the agreement that plan their wedding put a striving on their finances . Instead , she got to expend the 24-hour interval ferrying various presents for Phyllis ( Smith ) from Bob Vance ( Bobby Ray Shafer ) and othercharacters inThe Officeacross the room .

With each endowment ’s arrival , Pam ’s letdown continued to plummet , hoping at least one would be for her . Clueless Roy had n’t thought of this , however , and upon arriving upstairs from the warehouse to take her menage , tells Pam that eventide she ’ll get " the expert sexual activity of her life " rather . Even though the promise of a Nox of love could be considered a giving , Pam deserved better , and Valentine ’s Day should n’t have been such an rethink for Roy , present how long the two had been together .

8Liz And Drew’s First Date

30 Rock: Season 3, Episode 11

While Liz Lemon ( Tina Fey ) had quite the trouble with relationships in30 Rock , she managed to agree an intact one into a single evening with her first engagement with openhanded Doctor , Drew ( Jon Hamm ) . The date kicks off ill , with Liz accidentally exposing both her white meat and her sit on the toilet to Drew , but alas for her , it only experience tough . She cursorily ends up meeting Drew ’s entire class , including his teenage daughter and ex - wife , before finish the evening at the hospital , meeting his siblings and mother .

However , poor Liz is pulled even further into Drew ’s world . While meet Drew ’s terminally ill mother on her deathbed , she reveals to Liz that she ’s actually his grandmother and his sister is his biological mother . Even though the two decide to continue dating after these outcome , with Liz having to awkwardly divvy up the newsworthiness of Drew ’s birth , it must have been a atrocious , full - on evening for what was presuppose to be a first particular date .

7Kevin’s Proposal To Robin

How I Met Your Mother: Season 7, Episode 16

One of Robin ’s ( Cobie Smulders)most heartrending instant inHow I Met Your Motherinvolved her discovering that she was infertile . Despite being very sure about not ever wanting any kids , the news program was still tough for Robin , as the option to have a child if she ever changed her mind was no longer available for her . regrettably , this ended up ruining her Valentine ’s Day with Kevin ( Kal Penn ) , who exact the opportunity to propose .

Robin matt-up that she had to be honest with Kevin about her fertility , despite the concern that he ’d not want to be with her once he ’d found out . However , onceRobin explain that she had no interest group in being a mother , and express her doubts that one day Kevin would begrudge her for not give him children , the two decide to end their family relationship . Even though Robin knew , deeply down , that the decision was for the good , it was well her worst Valentine ’s Day to date .

6Andrew’s Jealousy Over Missy

Big Mouth: Season 3, Episode 1

BetweenBig Mouthseasons 2 and 3 came an prolonged Valentine ’s Day special , which saw the various students of Bridgeton Middle lionize love affair . However , not everything was candy and rainbow , particularly for Andrew ( John Mulaney ) . Throughout the show , Andrew has an on-going crush on Missy ( Ayo Edebiri ) , but the character shifts into a possessive and manipulative ghost of himself upon learning of her involvement with Lars ( Neil Casey ) . It all comes to a head at Lola ’s ( Nick Kroll ) party , however , when Andrew heartlessly pull Lars out of his wheelchair after a public rant , claim that the boy can actually take the air .

While " My Furry Valentine " saw some brilliant melodious numbers pool , it does n’t make up for the fact thatAndrew ended up ruining the sidereal day for everyone . Not only was Missy horrifically embarrassed in front of her peers , with Andrew vocalize that he had ownership over her , but she also had to watch her fresh boyfriend go through quite a traumatic experience . Although there have in spades been uncollectible Valentine ’s Days on TV , this was unquestionably one of theworst things Andrew ever did inBig Mouthand something that would be burn up into Missy ’s mind for the rest of her life .

5A Bloody First Date

Supernatural: Season 5, Episode 14

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TheSupernaturalepisode " My Bloody Valentine " saw a rather gorey first date for Russell ( Andrew Halliwell ) and Alice ( Aili Storen ) . While their second particular date on Valentine ’s Day went well , with the tantrum setting up the possibility of sexuality between the two , it promptly go downhill when Alice suddenly bites Russell . The image of rake spreading across the room in a delirium , with Alice influenced by the Horseman Famine and giving her cannibalistic tendencies , was one that wo n’t be leave easily .

3Xander’s Failed Love Spell

Buffy The Vampire Slayer: Season 2, Episode 16

After Cordelia ( Charisma Carpenter ) ends affair with Xander ( Nicholas Brendon ) on Valentine ’s Day , the young valet is determined to make her drop in erotic love with him . However , his plan come apart after he convinces a beldam to perform a love piece , which draws in all of the women of Sunnydaleexcept Cordelia . Xander then notice himself fighting off various women , including his best friend , Buddy ( Sarah Michelle Gellar ) and Willow ( Alyson Hannigan ) .

While it must have been bad enough for Xander , particularly as the only cleaning lady he wanted to love him back did n’t , he was n’t the only member of the Scooby gang to experience a hard day . In an attempt to reverse the magical spell , yet another backfires , and Buffy gets turned into a rat . Even though Cordelia and Xander stop the episode reuniting , it is definitely an trial by ordeal that neither Buffy nor Xander will bury anytime before long .

2Fighting Your Best Friend For The Same Girl

Community: Season 2, Episode 15

There were very few example inCommunityin which interview see Abed ( Danny Pudi ) quest for a romantic pastime , let alone someone Troy ( Donald Glover ) was concerned in too . The two rapidly take an interest in Greendale ’s novel librarian , Mariah ( Maite Schwartz ) , and plan on inviting her to the upcoming Valentine ’s saltation . She agree to go with both of them , in order of magnitude to decide which she ’s more concerned in and would need to date further .

Despite enjoying both of their fellowship , she ultimately chooses Troy . Although Abed is perfectly content with her decision , Troy break things off after she calls Abed " weird . “This installment is a great example of whyTroy and Abed ’s bromancetrumps everything else inCommunity , and even though Abed understood Mariah ’s conclusion , Troy ’s platonic lovemaking for Abed was more significant than a relationshipwith someone who did n’t understand his good friend .

1Realizing Your Boyfriend Isn’t A Great Person

Parks And Recreation: Season 2, Episode 16

There ’s no doubt that Leslie Knope ( Amy Poehler ) is the Queen of Valentine ’s Day , but it ’s a shame that her first with Justin ( Theroux ) go bad so seriously . Always thinking of others , Leslie expend her twenty-four hour period organizing an all - distaff celebration with her admirer , showering them with serious-minded gifts . After hearing her mother , Marlene ’s ( Pamela Reed ) , first sexual love story once again , Leslie then hatches a pan to reunite the two . assist by her fellow , Leslie track down Frank ( John Larroquette ) and brings him to the Valentine ’s Day dance she ’d organise for the local senior citizens , fix up his reunification with Marlene .

When things do n’t go to contrive between Marlene and Frank , Justin is surprised theirValentine ’s Dayplan failed . Leslie bump herself upset with his response , realizing that throughout the daytime , something was n’t fall into place between the two when Ron ( Nick Offerman ) points out thatJustin wish more about orchestrating interesting stories to impress others , rather than make someone happy . These lineament are the concluded antonym of Leslie ’s , so it ’s no surprise that she stop things concisely after this . Even though she enjoy the employment , it is a shame that nobody treated her the fashion she treated everybody else that day .

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