It's been 20 years since the MTV dating show "Singled Out" went off the air. Yeah, we feel old too! Who didn't love the Jenny McCarthy and Chris Hardwick-hosted love contest that saw 50 ladies and 50 men compete for a date with a contestant of the opposite sex? It was classic '90s TV! Filmed dating challenges have actually been a hit since the '60s and they're still ridiculously addictive. Read on for more of our picks for the greatest dating shows ever…
"The Bachelor"
ABC's "The Bachelor," hosted by Chris Harrison, has been on the air for 22 seasons! And it doesn't look like it's going away anytime soon. There have been a few spinoffs of this one too, from "The Bachelorette" to "Bachelor Pad" to "Bachelor in Paradise."
RELATED: "The Bachelor" and "The Bachelorette" couples that are still together
"The Bachelorette"
"The Bachelorette" — ABC's flipped version of "The Bachelor" that's been on the air for 15 years — shows a group of men trying to win the affection of one woman. The first bachelorette, Trista Sutter, is still with her match, Ryan Sutter. They even have two kids! The most recent season of the show featured the first African-American bachelorette, Rachel Lindsay, who became engaged to Bryan Abasolo.
"Bachelor Pad"
Another offshoot of "The Bachelor" was "Bachelor Pad," which aired from 2010 to 2013 before it was replaced by "Bachelor in Paradise." The show featured past contestants from "The Bachelor" and "The Bachelorette" who battled it out for a $250,000 cash prize.
"Rock of Love with Bret Michaels"
Back in 2007, Poison lead singer Bret Michaels got his own dating show on VH1. The premise? A crew of ladies competed to be his girlfriend. Each week, the gals would face challenges modeled after scenarios they'd face if they were Bret's real-life lady. The show lasted three seasons.
"Flavor of Love"
Oh, Flavor Flav! It was a genius move to cast the Public Enemy lyricist on his own dating show, which debuted in 2006 and wrapped in 2008. Three words that sum up this show would have to be delicious hot mess. This dating show came about after the breakup of Flavor Flav and Brigitte Nielsen, who co-starred on the reality show "Strange Love" after falling for one another on "The Surreal Life." "Flavor of Love" then spawned "I Love New York" featuring Tiffany Pollard, a former "Flavor of Love" contestant.
"I Love New York"
"I Love New York" starring Tiffany Pollard lasted two seasons on VH1 and featured ghetto fabulous goodness at its finest. One indicator of this were the nicknames Tiffany gave each of her boys. They ranged from Tailor Made (George Weisgerber) to Tango (Patrick Hunter) to Punk (David Otunga), the latter of whom went on to have a son with Oscar winner Jennifer Hudson.
"Love Connection"
One of the most popular dating shows in the '80s and early '90s was "Love Connection," which was hosted by Chuck Woolery. It ran from 1983 to 1994 and returned from 1998 to 1999 with Pat Bullard as its host. In 2017, the show was renewed yet again with Andy Cohen as the host.
"Joe Millionaire"
The premise of this 2003 show was that Evan Marriott, aka Joe Millionaire, had inherited millions and was looking for a wife. The catch was that Evan wasn't rich at all. He was a blue-collar guy with a job as a construction worker. Once his secret was revealed to the last woman standing, the couple was surprised with a check for a million bucks if she decided to stay with Evan. (She did! But they soon split.)
"The Millionaire Matchmaker"
Looking for someone rich to date? Patti Stanger is your girl! She played matchmaker for wealthy singles looking for a mate via her Beverly Hills-based "Millionaire's Club" service on Bravo's "The Millionaire Matchmaker" from 2008 to 2015.
"For Love or Money"
Start a relationship with someone you meet on a game show or take home a fat check? That was the basis of the early-2000s show "For Love or Money." It lasted four seasons and was habit-forming.
"Beauty and the Geek"
Produced by Ashton Kutcher, this reality series that premiered in 2005 paired "beauties" with "geeks" and had them compete for prizes like a shared $250,000 check. The show was nicknamed "The Ultimate Social Experiment."
"Average Joe"
The hook of "Average Joe" was that a group of so-called ordinary men competed to win the hand of a beauty queen. The catch was that a bunch of classically handsome fellas showed up to give the average Joes some extra competition. The show kicked off in 2003 and lasted for four seasons.
"The Dating Game"
Funnily enough, "The Dating Game" — which first aired in the mid-1960s — featured a who's who of famous faces before they became big names. Farrah Fawcett, Suzanne Somers, Steve Martin, Arnold Schwarzenegger, Michael Jackson, Ron Howard and Sally Field all appeared on the show, which had its guests question three bachelors or bachelorettes who were hidden from view before choosing one to go out with on a date covered by the show.
"Blind Date"
"Blind Date" aired from 1999 to 2006 and captured paired-up strangers on first dates. Subtitles and thought bubbles were added in to try to keep things interesting.
"Temptation Island"
If you're in a loving relationship, of course you're going to want to live with a group of singles to test the stability of your bond while your significant other does the same, right?! That's what went down on "Temptation Island," which aired from 2001 to 2003.
"Dating Naked"
Forget trying to find those perfect-fitting jeans or stunning pumps for a first date. On "Dating Naked," contestants had to let it all hang out while getting to know each other. Private parts were blurred when the VH1 show aired from 2014 to 2016. But female contestant Jessie Nizewitz sued when her vagina was actually shown on TV (the case was dismissed).
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![Rock of Love with Bret Michaels](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027358-rockoflove2group-1.jpg?w=700)
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![The Millionaire Matchmaker](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027376-the-millionaire-matchmaker-season-7.jpg?w=700)
![For Love or Money](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027370-for-love-or-money.jpg?h=800)
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![Average Joe](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027381-average-joe-in-central-park.jpg?h=800)
![The Dating Game, Jim Lange](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027362-dating_game_tv_1.jpg?w=700)
![Blind Date, Roger Lodge](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027382-blind-date-celebrates-1000th-episode.jpg?h=800)
![Temptation Island](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027372-vh1s-big-in-2003-awards-arrivals.jpg?w=700)
![Dating Naked](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2018/05/1027377-vh1-dating-naked-pedicab-stunt-new-york-usa-16-jul-2014.jpg?h=800)
![Jenny McCarthy](https://mdvip-ww.md-staging.com/wp-content/uploads/sites/2/2021/02/gossip-girl-cast-penn-badgley-ed-westwick-taylor-momsen-leighton-meester-chace-crawford-blake-lively.jpg?w=700)