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But she’s a different species.”Sudeikis went on to reveal his exclusive wife-trapping technique: ignoring her a little bit. And next thing you know, I stopped being busy, she stopped dating someone, and then it was off to the races.” Or as Wilde recalled, “When he got my number he didn’t text me for a month”—to the point where she remembers asking friends, “You guys, did Jason Sudeikis die?He confessed to the late-night host that, “I actually came off looking a little cooler than I really am because I had heard through the grapevine, through mutual friends who weren’t exactly her best girlfriends, who would report back, ‘Oh you know, I think she’s dating someone,’… '”This “funny guy cleverly gets the girl” narrative occasionally gets a much-needed gender swap.They started casually dating, got matching tattoos, and then announced an engagement in June 2018.But reports indicate the couple called things off in October of the same year.Just look at Olivia Wilde and Jason Sudeikis, the OG pairing from the current generation of “him?!?!
The two met in late 2016 when she acted in one of his sketches, “Wells for Boys,” but it wasn't until October 2017 that their relationship made headlines.
If the voyage brings you closer together and you return with wedding bells on your mind, thank your friend Bill—and expect him to crash your reception.
The alleged relationship didn’t come with a time stamp, although fans of the show will recall that Stone’s rumored beau, Dave Mc Cary, directed the actress in the viral sketch “Well for Boys.” And Stone is just the latest celebrity to fall in love at 30 Rock.
The best example is Ben Affleck and producer Lindsay Shookus, the A-list actor’s post-divorce rebound.
Affleck, whose 10-year marriage to Jennifer Garner officially ended last April, seems to still be going steady with Shookus, who “sources” describe as a “down to earth” “girl next door.” One particularly rude “entertainment publicist” remarked that the relationship was a departure for Affleck, since, “He’s never really dated a regular girl before” (although he has groped them). I went earlier in the year when my dad was playing Bernie [Sanders], and I didn’t meet Pete then, but I was around.