Following their dates with De La Rosa, Smiley will grill the guys and voice his opinions on which ones he deems most suitable for his ex. He will also test them in an attempt to find out which ones are there for the right reasons. De La Rosa will choose one suitor from each episode to pass to the next round - in the end, whittling the choices down to that one special guy. Will De La Rosa be able to break from Smiley completely and find love again with someone new? Will Smiley have De La Rosa's best interests in mind, or will he want to get rid of the person who poses a legitimate threat? Find out on Date My Ex: Jo and Slade!

When Mary's boyfriend Ted invites her out to a fancy restaurant, she's convinced he's going to pop the question. But instead of getting hitched, Mary gets dumped. To cheer her up, Mary's friends take her to see a psychic who casts a spell to reconnect Mary with her ex-boyfriend. The only problem is... Mary didn't say which one. She bumps into her college boyfriend Patrick, and despite feeling he's completely wrong for her, she slowly falls for him again. Ted soon realizes his mistake and wants Mary back. Mary is torn between her two exes: Mr. Right on paper, and Mr. Right for her.

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Owen Phillips, a selfless single father, is thrust back into the dating world after his 13 year old son, Logan - who is hitting the dating world for the first time, makes a viral video asking the world to "Date My Dad".

Extraordinary-but-true stories of past relationships that went seriously awry are detailed, when one partner’s behavior goes from romantic… to excessive… and then to the extreme. Each episode follows the intrepid souls who venture out in search of love, but end up in a desperate search for escape.

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30-year-old heartbroken Jacob finds himself on a date with Carmelo, a hot 21 year old. They seem bound for a steamy one night stand, but the night takes a bizarre, and ultimately more meaningful turn.

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