Another vote for the Carpenters. I should also mention that I have two Partridge Family CD’s in my car. There are several songs I just love. I believe that makes me the winner, does it not?
My Sharona by The Knack
Funky Cold Medina and Wild Thing by Tone-Loc
One Night in Bangkok by Murray Head
Are you sure you’re not thinking of Neil Young?
I love Billy Idol.
Katrina and the Waves can’t possibly be a guilty pleasure. Soft Boys guitarist Kimberely Rew wrote “Walking on Sunshine” and played in the Waves!
unless, of course, THE SOFT BOYS can be considered a guilty pleasure…uh oh…
Another vote for Katrina and the Waves Never fails to cheer me up.
Another good one from the eighties Safety Dance - Men without hats
ahem Digging your scene by The Blow Monkeys
That saxaphone just gets me.
Although the “uncoolness” of this might be debatable, I just love the song Spanish Harlem by Ben E. King
I have an undying love for Garbage. No, I can’t explain it.
You guys have mentioned a lot of music I was afraid to mention in my OP!
Any other Michael McDonald fans? Sweet Freedom. . .Yah Mo B There—who can forget it? Or his duet with Aretha called Ever-Changing Times ? Written by Burt Bacharach, man. . .the cheese factor is piling seriously high!
Herb Alpert?! I love the Lonely Bull and Tijuana Taxi. I guess we all know that he’s the “A” in A&M Records, don’t we? Jerry Moss was the “M.”
I believe Honey mentioned Lulu’s To Sir With Love… definitely!
Bomzaway, here’s another fan of that Blow Monkeys sax.
Speaking of great sax, there is a tenor saxman featured on at least two gooey-melty-stretchy-cheesy classics: Andy Hamilton. He sounds like Stan Getz, and is featured on George Michael’s Cowboys and Angels and the Pet Shop Boys’ It Always Comes as a Surprise. If you don’t get laid while one of those songs is playing you must be alone 
Hamilton, Joe Frank, and Reynolds: “Fallin’ in Love” & “Don’t Pull Your Love” - cheesy hotel bar pop at its finest.
Also ABBA & the Carpenters.
Oh yeah, the Original Cast Album of They’re Playing Our Song w/Robert Klein & Lucie Arnaz
I’m an unabashed, unapologetic, completely without shame fan of The Three Degrees, The Carpenters, The Bee Gees, Three Dog Night, and 70s disco.
Hey! What’s uncool/cheesy about Garbage? I’m listening to beautifulgarbage right now! Sure, Shirley’s new hairstyle is appalling, but them uncool?? Never!
Someone already beat me to Billy Idol.
Back in 1982, I really liked the first album from (mumble mumble) Night Ranger (mumble). I haven’t listened to it in almost 2 decades so I don’t know how well it has held up. Had to deal with a lot of crap a couple years later when the godawful “Sister Christian” became a huge hit. “Hey, isn’t that band you said you liked? They suck!”
I loved the Beach Boys back in the 80s (pre-Kokomo) when they were considered extremely uncool. But in the mid-90s, the hipsters declared Brian Wilson to be a pop deity, and the Beach Boys became cool again retroactively (as long as one repeats the hipster mantra that Mike Love is the antichrist)
I work at an oldies station. I have many, many guilty pleasures.
Neil Diamond, The Carpenters, The Jackson Five, Dean Friedman, The Four Seasons, Gordon Lightfoot, Boyce & Hart, Jay & The Americans “Cara Mia”, ABBA, Harry Nielson, and a goodish chunk of The Bee Gees.
With more current stuff: The Buggles’ “Video Killed the Radio Star”, “The Sign” by Ace of Bass, The Pet Shop Boys, Morrissey, Oasis, early Prodigy (Specifically “Out Of Space”), and Belle & Sebastian…
Staring me in the face right now is a Rollins Band album (“The End of Silence”) and a Rancid album (“Life Won’t Wait”). I hope the cred inspectors don’t stop by. I’m doomed.
James Bond theme songs. Not just the acknowledged classics like “Goldfinger” and “You Only Live Twice,” but stuff like “A View to a Kill”.
James Bond orchestral soundtracks (well, the John Barry ones.) What’s really fun is to put one on (cut directly to one of the instrumental tracks), without announcing what it is, and seeing how long it takes for people to ask about it.
re. Herb Alpert/Tijuana Brass – he’s currently enjoying a bit of a revival in film music, have you noticed? You can trainspot The Brass in “The Dish” (very heavy use in that one) and “Oceans Eleven”.
Fleetwood Mac – 'cause sometimes you’re in the mood for a Fleetwood Mac Attack.
The Other Ones. (Not The Only Ones, the critics’ darlings one-hit-wonder early-New Wave band which had a minor pop hit with “Another Girl, Another Planet” in 1979.) Nope, the German synth-pop band that made a great-sounding (if rather stupid) eponymously-titled LP in 1986 and then dropped out of sight. The link has an amusing group photo which begs the question, what are photographs but the amber that preserves our perennial fashion victimhood? For another chuckle, check out the album review (click on the name of the album)…
Savage Garden. Stop laughing.
And Seven, “Fish Heads” is a work of genius. My brother and I sing it together all the time.
Yet another Herb Alpert fan here.
Lessee…this is an easy one for me, snce most of the music I listen to for “fun”, so to speak, is rather cheesy and uncool, albeit well-played.
Paul Davis, 10cc, Ambrosia, Jackson Five, John Conlee, Kenny Loggins, Rupert Holmes, Robbie Dupree, Styx, Sheena Easton (well, just “9 to 5”, really), the Wilkinsons, and the Fleetwoods are a few examples.
You’re not alone. I used to have an obsession with Savage Garden. I have two of both of their albums - the North American version and the Australian version, the IKILY single and the Japanese Truly Madly Deeply album. I still like their stuff although I haven’t listened to it in a long time.
My musical taste is pretty embarrassing to me. The only music I listen to now is oldies. All the time.
My favorite band of all time is the Beatles. I have all of their albums.
I refuse to drive with the windows down because I blast the oldies stations and sing along - I know every word to every song. I turn the radio off if there is someone else in my car.
My heart is broken over the fact that I will not be attending America’s concert on the 25th. 
Oh yes…I’m 22.
the monkees
I like Michael McDonald , Katrina and the Waves , the Carpenters , and (oh God, they are going to kick me off the SDMB for this one ) KC and the Sunshine Band. There, I feel better now.
I’m wondering if I don’t understand the OP. How can anyone feel guilty about listeninf to the likes of:
Queen
Fleetwood Mac
Pet Shop Boys
Garbage
Smashing Pumpkins
Supremes
etc.
???