this is "nightline." >> tonight, meet your match. on the dating app hinge. users are saying goodbye to the swipe and hello to the personality. >> it's people who are actually invested in meeting people. as opposed to, again, like the hook-up culture. >> we're on a first date with two people who made the app's top 40 most eligible list. >> sorry, ladies, this is the best new york can do. >> can they sweep each other off their phones? plus, 13th, a provocative documentary indicting america's painful past and sounding the alarm about its present. >> we punish and we profit. >> we're with ava duvernay, the director, trying to expose a prison system that she calls modern day slavery, breaking

down barriers with her academy award nomination. george and amal clooney expecting twins. will these two globetrotters settle down? when the kids arrive? but first the "nightline" 5. twins. will these two globetrotters when the kids arrive? but first the "nightline" 5. whe? but first the "nightline" 5. wh arrive? but first the "nightline" 5. whe arrive? but first the "nightline" 5. and number one is coming upping in just 60 seconds.

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people's favorite dating apps. but now the apps are ranking you back. hinge has published a list of its top 40 most eligible users in new york city. the people with the looks, the brains, the personality, everything but the good sense to say "no" to us when we asked two of them if we could film their first date and put it on television. here's abc's morris gibb ocampo. >> i just feel like it might be time to say goodbye. >> reporter: nabbing an eligible bachelor like nick vial can be a challenge. >> i'm sorry. >> reporter: just ask any one of the three contestants kicked off the show in this week's explosive episode. >> i wish nothing but the best for you. >> reporter: but for those who aren't on reality tv -- >> i just didn't see that coming. >> reporter: there's a new pool of high caliber, high potential partners to pick from. caroline hanson is one of the most sought after singles in new york city. >> here's my profile, what makes me happy, golden retrievers. >> you're one of the most eligible bachelorettes in new

york, how does that feel? >> it feels good, it's definitely very flattering. >> reporter: she's deemed one of the 40 most eligible bachelors and bachelorettes in new york city. the list, compiled by a popular dating app hinge, boast daters that are attractive and accomplished. the selections are based off profile interactions which hinge claims emphasize personality not just profile pictures. >> are you finding that the quality is a little different when you're actually getting to know more about the person? >> yeah, it's people who are actually invested in meeting people. as opposed to again, like the hook-up culture, just swiping she's hot, i'm going to go out with her. >> reporter: caroline said she quit using the swipe dating app, sometime ago. apps like tinder and bum bell, in favor of hinge, which did away with swiping and instituted a subscription fee. >> tell me about your experience with online dating. >> to me, it's a no-brainer. in new york, it's really hard to meet people. >> reporter: so she has high hopes tonight for her date, arranged by hinge with a fellow

super catch chris cafero. >> he seems very funny. >> reporter: across town, we learned he is pretty funny. >> i'm the most eligible. >> reporter: a bona fide actor. he's appeared in "the night of" and "as the world turns." >> i have something i want to show you. >> reporter: but this is the first time he's been on a most eligible list. >> so you're one of the top daters, does that surprise you? >> yeah, totally. >> sorry, ladies, this is the best new york can do. >> what is it that you think you're doing right? >> i have no idea. i'm just trying to be myself. >> reporter: that true to you profile style is what chris will be looking for on his date tonight with caroline. as you can see, she's got beautiful pictures. what makes me happy, golden retrievers. she likes dogs. >> reporter: going beyond the swipe is part of a larger changing trend in the dating app world. >> we really agreed that swipe culture, hook-up culture, had

really changed dating for the worse, and we wanted to do something very different. so we rebuilt hinge from scratch and built a relationship app. [ laughter ] >> see i'm doing it so fast it's not even loading their photos. >> reporter: our past pieces on other top online daters have revealed interesting strategies. app users going for quantity or -- over quality of matches. >> i would just sit there and click on every single profile that i possibly could. >> reporter: karen clark, the vp of marketing at hinge said the list wasn't about singling out singles who game the system. >> it's basically the people who have received the most interest. so hinge profiles are intended to showcase your full story. so these people are the total package. >> reporter: more people than ever are turning to digital dating to look for a partner. 1 in 4 young adults. but only 12% of new relationships start online. laurel house, a relationship coach, has seen plenty of dating

app apathy. >> many of my clients complain that app dating is based on face alone and maybe the few interests and activities they mention. >> reporter: while an estimated 53% of people lie on their profile, laurel emphasizes that being real on apps is the key to finding a match. >> they're putting out this energy of perfection. you're not actually getting to know them. why don't we just all stop pretending and be real. because real is what allows people to feel like they know you. >> reporter: sarah, a denver, colorado, native, knows about putting herself out there. a contestant on a past season of "the bachelor." >> hello. >> reporter: she was immediately open with sean lowe about discussing the fact that she was born with one arm. >> i don't want to like, make you uncomfortable and i don't want anyone else to feel uncomfortable about talking to me about that. >> reporter: now, she's one of hinge's top users nationally.

>> dating on a reality show is not easy by any means. i think dating on a dating app is way easier. and i think it's 100% possible to find the one on hinge. i think it's easy for other dating apps to sort of just feel like entertainment at times. and people might just be swiping as a game almost. but i'm taking it a little bit more seriously. >> reporter: today, she's making over a friend's profile to help him put his best digital foot forward. >> i want to see all your photos and read everything you wrote about yourself. >> reporter: first step, don't have too many people in the shot. >> aren't you worried if you have a photo with your guy friends, that the girls will see your friends and think they're hotter? [ laughter ] >> reporter: but skip the selfie. use pictures that show personality. >> i want to see a guy out doing his hobbies or action or adventure, something like that. so that's obviously a beautiful shot and says you love playing golf. >> reporter: lastly, make sure

your profile has conversation starters. >> i'm actually legitimately bad at making an over-easy egg. >> getting like a first-date question. nge totally. >> what's your go-to breakfast? >> and if she doesn't say over easy eggs, she's out. good job. i think you're gonna find her. >> reporter: even super catches like those on the most eligible list, struggle with the nerve-racking desire to get every detail of that first impression right. but they still agree to let our cameras come along. >> hi. >> hey. >> how are you? >> i'm good. how are you? >> nice to meet you. >> they start with the get to know yous. >> what do you do? >> i'm an actor. and you? >> i work in travel. >> cheers. >> so nice to meet you. >> nice to meet you. >> it turns out they have a couple of hours of things to talk about. >> this was a lot of fun. >> yeah, it was really fun. thanks for taking me out. >> you're very welcome. we should do it again sometime. >> caroline was terrific.

she seemed smart, ambitious, funny. i can definitely see why she's on the top 40 list. >> i think chris portrayed himself on the app as he is in person. he was really charming, really funny, easy to get along with, and i overall, had a really good time with him. i hope i see him again. >> reporter: there just might be two open spots on that eligible bachelor list soon. next, we're with ava duvernay, trying to expose a prison system that she calls modern day slavery. and later, the clooney family is reportedly getting two new members. family is reportedly getting two new members. on the road again ♪ wait to get [ front assist sounds ] [ music stops ] [ girl laughs ] ♪ on the road again ♪ like a band of gypsies we go down the highway ♪ [ beetle horn honks ] no matter which passat you choose,

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♪ ♪ ♪

♪ america has more people behind bars with per capita than any other country on earth. and a disproportionate number of those inmates are african american. a new documentary nominated for an oscar, argues mass incarceration is simply slavery by another name. tonight juju chang sits down with the film's director. >> we now have more african americans under criminal supervision than all the slaves back in the 1850s. >> reporter: mass incarceration as modern day slavery. the provocative message of the oscar-nominated film "13th." the constitutional amendment abolishing slavery. >> what you got after that was a rapid transition of mythology of black criminality. >> the kinds of kids are called super predators. >> millions of dollars will be allocated for prison and jail facilities. >> three strikes and you are out. >> reporter: the documentary explores the impact of decades

of law and order politics and a prison industry that director ava duvernay says profits off punishment and is rooted in racism. >> slavery, reconstruction, jim crow, the drug wars, the reagan years, the nixon years, the clinton years and then the prison boom and how it mushroomed, and up to black lives matter. >> reporter: the african american experience is at the core of all of duvernay's work. now one of the most powerful women in hollywood. >> what happens when a man stands up and says enough is enough. >> reporter: her critically acclaimed movie "selma" -- nominated for best picture oscar. >> glory, hallelujah! >> i enjoy my days. >> reporter: she grew up miles from hollywood and yet a world away -- in compton in the '80s. gang violence, racial tension and harsh policing, an everyday reality. >> what was your relationship to the police? >> most people grow up and they think when they see an officer, they think safety, they think

protection. i never thought that. i always thought fear. i started to put that fear of police and what i've learned about the legacy of marginalized people together. >> reporter: her personal history infused in her latest film release on netflix. >> one out of four people with their hands on bars, shackled in the world are lacked up here in the land of the free. >> reporter: 2.2 million people are behind bars in the u.s., nearly 60% people of color. gore is one of the voices advocating prison reform. as a teenage drug dealer, he shot and killed a man. >> i'll never forget. there's constant reminders. >> reporter: today he says he's filled with remorse. of the two decades he spent in prison, his nearly seven years in solitary were akin to torture. >> it was by far, the most barbaric experience i've ever encountered in my life. the smell of human defecation and urine and despair and

hopelessness. >> reporter: he said this letter from his oldest son while he was in solitary was a ray of light in the darkness. >> i pray and pray one day my prayer will come true, and we'll be together for life. >> reporter: now a best-selling author, he says prisons are filled with young black men who are rubber-stamped through the system. a point the film echoes. >> the system cannot exist if everyone decides to go to trial. >> if everybody insisted on a trial, the whole system would shut down. >> what typically happens, the prosecutor says, you can make a deal and we'll give you three years, or you can go to trial and we'll get you 30. you want to take that chance? feel free. >> nobody in the hood goes to trial. >> reporter: 16-year-old khalif, was a classic and tragic case in point. >> khalif was charged with a crime, a really petty crime, that it turns out he didn't commit. >> reporter: a case "nightline" started covering in 2015. falsely accused of stealing a

backpack, he refused to plead guilty. >> they told me i would be released that same day if i said i did. not going to say i did something just so i can go home. >> reporter: since his family couldn't afford bail he ended up in rikers island jail. that's him on the floor, beaten by a gang of prisoners, captured on surveillance video, obtained by "the new yorker" magazine. >> it was like hell on earth. we were beaten, stomped. by the correction officers. they was just beating on me. they was just beating on me. >> reporter: without being given a trial, never convicted of a crime, he spent most of his three years behind bars in solitary confinement. until finally all charges were dropped, but the psychological trauma had taken its toll. within two years, he committed suicide. he was 22. >> how many khalifs are out there? >> i just feel so strongly, that he was a martyr for this cause in some ways. his voice, for a very clear

reason, rang out. i think his reason was to shed light on this epidemic. >> reporter: duvernay acknowledges politicians on both sides of the aisle has evolved in their thinking. >> it's an enormous burden on the black community, but it violated a sense of fairness. >> reporter: but she expresses serious concerns about our new president. citing his response to the 1989 central park jogger case. >> in the central park jogger case, they put five innocent teens in prison because the public pressure to lock up these animals was so strong. >> you better believe that i hate the people that took this girl and raped her brutally. you better believe it. >> donald trump wanted to give these kids a death penalty. he took out a full-page ad to put the pressure on. >> these children, four of them under 18, all went to adult prisons for 6 to 11 years, before dna evidence proved they were all innocent. >> reporter: even though their convictions were overturned and they were given a $40 million settlement from the city, just weeks before the election, trump

doubled down, telling cnn, the fact that the case was settled with so much evidence against them is outrageous. >> the central park five case was a case that was used to really examine that myth of criminality, and it was exacerbated by these hysterical voices such as donald trump at the time. >> a lot of people point to that as a racist act. >> sure, of course. absolutely. it was an early indicator and he's done nothing but be consistent in his views and in his rhetoric. >> do you think donald trump's racist? >> i think he is. >> reporter: president trump has denied accusations like this, telling a local nbc station in 2016 -- >> i am the least racist person you've ever met. >> i love it, i love it, are we having a good time? >> reporter: but duvernay crafts her argument in a controversial scene weaving together trump's campaign retic with archival images from the civil rights era. >> in the good old days, this doesn't happen, because they

used to treat them very, very rough. and when they protested once, you know, they would not do it again so easily. i'd like to punch him in the face, i'll tell you. >> i love the old days. you know what they used to do to guys like that, when they were in a place like this? they'd be carried out on a stretcher, folks. >> i am the law and order candidate. >> it's the same rhetoric, it's the same racist language. it's the same toxic environment that he created at those rallies. >> reporter: her point may be up for debate, but few deny the nightmare of mass incarceration. a dark truth that duvernay may spin into oscar gold. i'm juju chang for "nightline" in los angeles. coming up next here on "nightline," something very different. how will george and amal clooney balance their careers, now that they're reportedly expecting twins?

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♪ ♪ ♪ and finally tonight, there's something going on with celebrities and twins these days. they are one of hollywood's hottest power couples. and now they're about to be hollywood's hottest parents. "people" magazine reporting the clooneys are expecting. amal clooney recently stirred speculation, appearing along her -- with her husband at a reception in london, sporting what appeared to be a growing baby bump. baby talk has swirled around the couple since their star-studded 2014 wedding in venice. sources now confirming to "people" magazine that the actor and the international human rights lawyer are expecting twins, joining another a-list couple currently shopping for a double stroller. a rep for the clooneys has declined to comment. and thank you for watching abc news tonight. as always, we're online, 24/7 at abc news.com and on our nightline facebook page.

thanks again for watching and goodnight. page. thanks again for watching and goodnight. [crying] ahhhhhhhhhh! the price you see is the price you pay, unlike cable. library break! shhhhhhhh.

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