History YMMV / AshleyMassaro

** The fact that her entrance theme was "Be Yourself" because both she and Chris Cornell were DrivenToSuicide.

* EnsembleDarkhorse: During the 2005 Diva Search. She was the favourite to win for a long time.

* FetishRetardant:
** She had so much plastic surgery and lost so much weight that she began looking very off-putting by the time she was released. She has since regained her beauty until her death in 2019.
** Some of her outfits were too trashy to be sexy.

** Her entire WWE career gets even harsher in light of the allegations[[note]]currently unsubtantiated, with investigation ongoing[[/note]] that she was raped while on tour and WWE covered it up.

* SmurfetteBreakout: Attempted. She was put as the manager of Paul London and Brian Kendrick. Ashley was eventually chosen as a Playboy covergirl and pushed as a title contender... only for real life issues to derail that.

** The fact that her entrance theme was "Be Yourself" because both she and Chris Cornell were both DrivenToSuicide.

* BestKnownForTheFanservice: Aside from her ''Magazine/{{Playboy}}'' cover getting her a [=WrestleMania=] match, what else is she remembered for?
* BrokenBase: These days opinions on Ashley are divided into two categories; those who felt she had potential when she debuted and could have evolved into a good wrestler if she had been trained properly - a claim that is supported by the likes of Wrestling/MichelleMcCool, Wrestling/EveTorres, Wrestling/{{Layla}} and many others evolving in their training. And the other set feels she was useless and a lost cause from the beginning.

** She got one during the talent round of the Diva Search - by insisting that she was here to wrestle. She performed a monkey flip on Wrestling/ChristyHemme.

** Her first night on ''RAW'' after winning the [[Wrestling/WWEDivaSearch Diva Search]] she is inserted into a match with [[Wrestling/LisaMarieVaron Victoria]] by Wrestling/TorrieWilson and Wrestling/CandiceMichelle. Not only does she hold her own on the mic, but she drops Torrie and Candice and goes right after Victoria with no hesitation. She lost the match in seconds, but it was still an impressive showing from a green rookie.

** Her disastrous matches can become harsher to watch with the knowledge that she literally had no idea what she was doing. She claims she showed up to TV in her second week and was told she had a match - when she'd never wrestled before in her life. Her mediocre match against Melina for the title happened while she had a broken foot too.

* BestKnownForTheFanservice: Aside from her ''Magazine/{{Playboy}}'' cover getting her a Mania match, what else is she remembered for?
* BrokenBase: These days opinions on Ashley are divided into two categories; those who felt she had potential when she debuted and could have evolved into a good wrestler if she had been trained properly - a claim that is supported by the likes of Wrestling/MichelleMcCool, Wrestling/EveTorres, {{Wrestling/Layla}} and many others evolving in their training. And the other set feels she was useless and a lost cause from the beginning.
* CondemnedByHistory: As noted below, she was very popular when she was first introduced. She won the third (2005) Diva Search easily by fan votes and was liked for her unique look - as well as expressing a desire to wrestle. In her initial months, she was held up as a Diva with lots of potential. Things went downhill around the time she was chosen to pose for Playboy. After a disastrous match at ''[=WrestleMania=] 23'', as well as fellow Divas such as Wrestling/MichelleMcCool, {{Wrestling/Layla}}, Wrestling/CandiceMichelle and Wrestling/KellyKelly putting work in to become better wrestlers, fans disappeared from Ashley's side. While she attempted to make a comeback on the indies, she eventually got a reputation for no-showing events she was advertised for. After eight years she did start making her independent circuit dates, but she's still remembered as a representation of everything that was wrong with WWE's Divas division in the post Lita and Trish Stratus era. Although [[PosthumousPopularityPotential her death mitigated some of it]].
* CreatorsPet: She was promoted as the top {{Face}} of [=SmackDown=] despite her inexperience in the ring - over someone like Jillian Hall who ''could'' go in the ring. In their feud with Kristal and Michelle, Jillian was the clear number two. She also got a [=WrestleMania=] match cutting off Mickie James's momentum just after she and Melina had the first women's Falls Count Anywhere match in WWE.
* CriticProof: Ashley was pretty over while she was in WWE, and was actually put with Brian Kendrick and Paul London in the hopes of getting them over. Virtually any wrestling critic despised her to no end.

* SmurfetteBreakout: Attempted. She was put as the manager of Brian Kendrick and Paul London. Ashley was eventually chosen as a Playboy covergirl and pushed as a title contender...only for real life issues to derail that.
* VindicatedByHistory: While she was over with live crowds, smarks and Diva fans despised her due to her lack of in-ring ability. The stance has softened in years, and especially after her interview where she revealed she was never trained to wrestle properly. There was some excitement when it was announced she would make an in-ring return after she said she went through rigorous training. And when she did numerous reports of missed indie dates did not follow, as had with her first "return", giving fans hope she could be relied on in more ways than one. After her death, there has been an outpouring of grief from her fans and fellow wrestlers and even from her detractors as they acknowledged that while she wasn't good in the ring while she was with WWE, she had a unique look and charisma and was a great player in the Trish Stratus vs. Mickie James feud. Wrestlers [[https://www.outsports.com/platform/amp/2021/8/27/22644166/jamie-senegal-trans-nwa-empowerrr-lgbtq-women-pro-wrestling-mickie-james-diva-kiera-hogan Jamie Senagal]] and Wrestling/ToniStorm have stated that Ashley was a big influence on them as well.

* AcceptableTargets: ''Website/DivaDirt'' had nothing but unbridled disdain for Ashley. Any columnist that had to mention her would mock the hell out of her, especially when the escort story broke.

* VindicatedByHistory: While she was over with live crowds, smarks and Diva fans despised her due to her lack of in-ring ability. The stance has softened in years, and especially after her interview where she revealed she was not ever trained to wrestle properly. There was some excitement when it was announced she would make an in-ring return after she said she went through rigorous wrestling training. And when she did numerous reports of missed indie dates did not follow, as had with her first "return", giving fans hope she could be relied on in more ways than one. After her death, there has been an outpouring of grief from her fans and fellow wrestlers and even from her detractors as they acknowledged that while she wasn't good in the ring while she was with WWE, she had a unique look and charisma and was a great player in the Trish Stratus vs. Mickie James feud. Wrestlers Jamie Senagal and Wrestling/ToniStorm have stated that Ashley was a big influence of them as well.

* CondemnedByHistory: As noted below, she was very popular when she was first introduced. She won the third (2005) Diva Search easily by fan votes and was liked for her uniquer look - as well as expressing a desire to wrestle. In her initial months, she was held up as a Diva with lots of potential. Things went downhill around the time she was chosen to pose for Playboy. After a disastrous match at ''[=WrestleMania=] 23'', as well as fellow Divas such as Wrestling/MichelleMcCool, {{Wrestling/Layla}}, Wrestling/CandiceMichelle and Wrestling/KellyKelly putting work in to become better wrestlers, fans disappeared from Ashley's side. While she attempted to make a comeback on the indies, she eventually got a reputation for no-showing events she was advertised for. After eight years she did start making her independent circuit dates, but she's otherwise left no impact and is still remembered as a representation of everything that was wrong with WWE's Divas division in the post Lita and Trish Stratus era. Although [[PosthumousPopularityPotential her death mitigated some of it]].

* VindicatedByHistory: While she was over with live crowds, smarks and Diva fans despised her due to her lack of in-ring ability. The stance has softened in years, and especially after her interview where she revealed she was IncompletelyTrained. There were quite a few people excited for her to make an in-ring return after she went through rigorous training. And when she did numerous reports of missed indie dates did not follow, as had with her first "return", giving fans hope she could be relied on in more ways than one. After her death, there has been an outpouring of grief from her fans and fellow wrestlers and even from her detractors as they acknowledged that while she wasn't good in the ring while she was with WWE, she had a unique look and charisma and was a great player in the Trish Stratus vs. Mickie James feud.

* BestKnownForTheFanservice: Aside from her ''Playboy'' cover getting her a Mania match, what else is she remembered for?

* DeaderThanDisco: As noted below, she was very popular when she was first introduced. She won the third (2005) Diva Search easily by fan votes and was liked for her uniquer look - as well as expressing a desire to wrestle. In her initial months, she was held up as a Diva with lots of potential. Things went downhill around the time she was chosen to pose for Playboy. After a disastrous match at ''[=WrestleMania=] 23'', as well as fellow Divas such as Wrestling/MichelleMcCool, {{Wrestling/Layla}}, Wrestling/CandiceMichelle and Wrestling/KellyKelly putting work in to become better wrestlers, fans disappeared from Ashley's side. While she attempted to make a comeback on the indies, she eventually got a reputation for no-showing events she was advertised for. After eight years she did start making her independent circuit dates, but she's otherwise left no impact and is still remembered as a representation of everything that was wrong with WWE's Divas division in the post Lita and Trish Stratus era.

** The fact she is unfairly blamed for tanking Raw/WWE's women's division becomes bitterly ironic when one considers that she was popular initially because fans thought she would be able to do some damage control for the division, which had already lost most of its prestige before the 2005 Diva Search even started. Massaro was aware fans wanted wrestling back but simply wasn't ready to wrestle a match, and while a couple wrestlers were interested in getting her there, WWE as a whole wasn't and was fine letting Massaro embarrass and injure herself week after week.

* VindicatedByHistory: While she was over with live crowds, smarks and Diva fans despised her due to her lack of in-ring ability. The stance has softened in years, and especially after her interview where she revealed she was IncompletelyTrained. There was quite a few people excited for her to make an in-ring return after she went through rigorous training. And when she did numerous reports of missed indie dates did not follow, as had with her first "return", giving fans hope she could be relied on in more ways than one. After her death, there has been an outpouring of grief from her fans and fellow wrestlers and even from her detractors as they acknowledged that while she wasn't good in the ring while she was with WWE, she had a unique look and charisma and was a great player in the Trish Stratus vs. Mickie James feud.

** The fact she unfairly blamed for tanking Raw/WWE's women's division becomes bitterly ironic when one considers that she was popular initially because fans thought she would be able to do some damage control for the division, which had already lost most of its prestige before the 2005 Diva Search even started. Massaro was aware fans wanted wrestling back but simply wasn't ready to wrestle a match, and while a couple wrestlers were interested in getting her there, WWE as a whole wasn't and was fine letting Massaro embarrass and injure herself week after week.

* DeaderThanDisco: As noted below, she was very popular when she was first introduced. She won the third(2005) Diva Search easily by fan votes and was liked for her uniquer look - as well as expressing a desire to wrestle. In her initial months, she was held up as a Diva with lots of potential. Things went downhill around the time she was chosen to pose for Playboy. After a disastrous match at ''[=WrestleMania=] 23'', as well as fellow Divas such as Wrestling/MichelleMcCool, {{Wrestling/Layla}}, Wrestling/CandiceMichelle and Wrestling/KellyKelly putting work in to become better wrestlers, fans disappeared from Ashley's side. While she attempted to make a comeback on the indies, she eventually got a reputation for no-showing events she was advertised for. After eight years she did start making her independent circuit dates, but she's otherwise left no impact and is still remembered as a representation of everything that was wrong with WWE's Divas division in the post Lita and Trish Stratus era.

* VindicatedByHistory: While she was over with live crowds, smarks and Diva fans despised her due to her lack of in-ring ability. The stance has softened in years, and especially after her interview where she revealed she was IncompletelyTrained. There was quite a few people excited for her to make an in-ring return after she went through rigorous training. And when she did numerous reports of missed indie dates did not follow, as had with her first "return", giving fans hope she could be relied on in more ways than one. After her death, there has been an outpouring of grief from her fans and fellow wrestlers and even from her detractors as they acknowledged that while she wasn't good in the ring while she was with WWE, she had a unique look and charisma and was a great player in the Trish Stratus VS Mickie James feud.
* TheWoobie: Behind the scenes. The woman actually did want to wrestle, but she was never trained properly. Years after her WWE career, she revealed she had only ever been trained on a per-match basis.[[note]]Essentially only being taught what moves she would be using in her match that night and not learning proper technique at all[[/note]] Because of this, she had about five injuries during her three years with the company.

* RescuedFromTheScrappyHeap: Quite the reverse actually. She had been popular with fans, winning the Diva Search because she expressed a desire to wrestle. However years of disastrous performances and constant injuries turned many against her.

* VindicatedByHistory: While she was over with live crowds, smarks and Divas despised her due to her lack of in-ring ability. The stance has softened in years, and especially after her interview where she revealed she was IncompletelyTrained. There was quite a few people excited for her to make an in-ring return after she went through rigorous training. And when she did numerous reports of missed indie dates did not follow, as had with her first "return", giving fans hope she could be relied on in more ways than one. After her death, there has been an outpouring of grief from her fans and fellow wrestlers and even from her detractors as they acknowledged that while she wasn't good in the ring while she was with WWE, she had a unique look and charisma and was a great player in the Trish Stratus VS Mickie James feud.