Critical feedback towards "True Blue" has been generally positive.
J. Randy Taraborrelli, author of
Madonna: An Intimate Biography, deemed it a light-hearted, fun track. In the book ''Rock 'n' Roll Gold Rush'',
Maury Dean referred to "True Blue" as a "masterwork of simplicity interwoven with secret complexity [...] on one hand, it's just a basic Streetcorner ditty, with four basic chords. In another context, it's a counterpoint harmonic blanket, twirling with star-spangled timbre and dynamic drive".
Matthew Rettenmund, author of
Encyclopedia Madonnica, hailed it a "sweet tune" that features the singer "at her chirpiest and most flirtatious", and "best illustrates [the album]'s ―and Madonna's― dedication to Penn".
AllMusic's Stewart Mason opined the singer's vocals resembled
Cyndi Lauper's, albeit "with a slightly less kitschy attitude". From website This is Dig! Mark Elliott referred to "True Blue" as the most "representative" of the parent album's nine songs, and an "irresistibly catchy homage" to the 1950s and 60s. For Erika Wexler from
Spin, it is a "cute retro throwaway" that "exude[s] innocence and harmony. Love is as simple as the lyrics". In this vein,
Slant Magazines Sal Cinquemani said "True Blue" was an "authentic throwback to the girl-group-era pop". For the
Chicago Tribune, Jan DeKnock also praised its girl group influence, and described the song as a "charming [...] perfect end-of-summer confection that will do equally well with pop and
adult contemporary listeners". James Croot from New Zealand website
Stuff said it was the "crowning glory" of the parent album; "[a] toe-tapping 1950s-inspired ditty [...] pop-song confection perfection. Filled with hooks and eminently sing-a-longable, it can still brighten the mood of even the most trying day". For
Los Angeles Times Robert Hilburn, "['True Blue'] mixes the innocence of '50s R&B, with the punch of
Spector's '60s classics for a contemporary blend of '
In the Still of the Night' and '
Be My Baby'". It was noted a "cross between '
Heaven Must Have Sent You' and 'Chapel of Love'" by
Rolling Stones
Davitt Sigerson, while John Quayle from the
Observer–Reporter said it was a "sickenly sweet throwaway". In more critical reviews, Matthew Jacobs from
HuffPost wrote that, "taken as anything other than homage, ['True Blue']'s a silly, meandering tune. But heard as a could-be outtake from the
Grease soundtrack, it's a song that's still worthy of singing into your hairbrush in the bathroom mirror". While Gavin Scott, from Australian website Chart Beats, said it was the "cheesiest" single of Madonna's career after "
Hanky Panky" (1990), Albumism's Justin Chadwick deemed it one of the parent album's "campy, borderline contrived moments". Even though he named it "dated and simplistic", Terry Hearn from
The Metropolist concluded that, "hearing this [song] from the woman who was singing '
Like a Virgin' could be disorienting, but what a feat it is to shock people by being so simple and pure. It represents a clever inversion of what is expected from pop music stars". Rikky Rooksby deemed it a "merely cute [...] saccharine uptempo update" of
Like a Virgin album track "Shoo-Bee-Doo", but felt it did not live up to being the album's title track. A writer for
The Wichita Eagle was not impressed with "True Blue", believing that it came off as "sassless and neutered" when compared to the other songs on the album. Nathan Smith from the
Houston Press dismissed "True Blue" as "embarrassingly cute and entirely forgettable. [...] [it] sounds influenced more by the retro cheese of
Grease than any genuine human feeling". "True Blue" is Madonna's 47th best single according to
Entertainment Weeklys Chuck Arnold, who applauded its "bouncy charm". On
The Guardian's ranking, it came in at number 40;
Jude Rogers deemed it a "well-tailored, retro-positioned pop [song] that's aged remarkably well". It was named the singer's 33rd best single by both the staff of
Rolling Stone, and Melissa Ruggieri from
USA Today. The former said that it "found Madonna sounding blissfully smitten", while according to the latter, "[it] might be the most innocent [she] has ever sounded".
Idolators Robbie Daw deemed it one of the singer's best songs that "radio forgot". == Chart performance ==