Best Contestshipping Moments (Pokemon)

Mariosprincessesfan
Contestshipping is the paring of Drew & May in Pokemon. While I’ve seen a lot of Pokemon ships that focused on Ash ships, I thought of doing something different. It seems contestshipping is usually only focused on as a secondary ship to dump May away from Ash, but there is a lot to like about contestshipping than that (even though advanceshipping is pretty cute too).

The Top Ten

1 May blushing at Drew May blushing at Drew

A lot have speculated that contestshipping is one sided on Drew’s side, but this hint makes it seem like that is not the case. May blushes at drew her with it being shown for like 5 while seconds (emphasis) & she doesn’t looked pissed, she wasn’t sick, there was no need for her to be embarrassed, she wasn’t crying... so this could seem like she likes drew too. - Mariosprincessesfan

2 Solidad telling May that Drew talks about her a lot Solidad telling May that Drew talks about her a lot

It shows that May is on Drew’s mind a lot, even solidad thinks so as she tells May that drew has feelings for her. - Mariosprincessesfan

3 May saving Drew May saving Drew

Wow really? The picture was so sweet!

While may usually isn’t an action girl around ash, she jumped into a river to save drew & pleaded for him to say something. She risks her safety for drew, & as shown in the other items drew goes out of his way to help her as well. - Mariosprincessesfan

4 Drew attempting to warn May about Harley Drew attempting to warn May about Harley

May is drew’s rival & they where in the same contest, So May getting tricked into doing something stupid would benefit him as well. But drew didn’t like that Harley was tricking her, so he told her what Harley was actually doing to her, & saved her from continuing to make that mistake & fail. - Mariosprincessesfan

5 When May said Drew should have beaten her

It shows May respects Drew’s talent like he respects her talents. - Mariosprincessesfan

6 May having good thoughts about Drew May having good thoughts about Drew

She remembers all the times they spent together & shows that she constantly thinks about him like he thinks about her. - Mariosprincessesfan

7 Them working great together to defeat team rocket Them working great together to defeat team rocket

It was even told by Brock & it says they have completely different battle styles. - Mariosprincessesfan

8 Drew saying he’s saving Ash, Brock, & Max for May Drew saying he’s saving Ash, Brock, & Max for May

First time he admits to watching out for May. - Mariosprincessesfan

9 Roselia teasing him about Drew Roselia teasing him about Drew

Roselia is like his first Pokemon & his main Pokemon as we always see it walk beside him so it’s pretty big to see it tease drew about May. - Mariosprincessesfan

10 Drew giving ‘her beautifly’ a red rose Drew giving ‘her beautifly’ a red rose

Red roses are romantic & he’s given it to her many times thoughout the episode. He says it’s for beautifly, but May raised beautifly & came up with the combinations for it. So saying it’s for beautifly was most likely used to hid his true feelings for her or to tease her. - Mariosprincessesfan

The Contenders

11 Drew was always staring at May
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