i believe that he had an old soul, a beautiful soul. i know he's my son, but -- he was the kindest person i've ever met in my life. he was definitely god's gift to me. >> a beloved teenage boy who disappeared. >> i have to report my son missing. >> they saw his truck with caution tape around it. the police, told my father that he was gone. >> i was like, are you sure? like, what are you talking

about?" >> reporter: grieving alongside his family, his girlfriend. >> she sent messages of condolences -- we all need to be strong together. >> she gave me a lot of support. just there for me when i needed her. >> reporter: but was there something about these two that no one knew? >> what are you seeing? >> a series of messages. >> i had to read them a couple of times to really sort of take it all in. >> utterly shocking. >> reporter: a trail of text messages leading to the darkest of discoveries. >> keeping all the lies straight is difficult. she did it masterfully. >> that's not normal. >> i closed my eyes and i said, this is not real. >> reporter: a twist no one saw coming in a story every ircht parent needs to see. >> we need to know what's going on in our kids' lives. because it can be very scary when we don't. >> reporter: it began as a chance encounter between two teens on vacation. >> she was a family friend that he met in florida.

>> reporter: and ended two years later with one of them dead. >> he was smiling before he left the house. then he was dead a few hours after. >> reporter: an apparent suicide. he didn't seem like he was in imminent danger? >> no, not at all. >> reporter: but there was danger from something teens do all the time -- texting. their cyberromance hit a nerve, gripping the nation. people speaking out for the first time. the detectives who investigated the case. you're watching her? >> yes. it just keeps getting worse. >> reporter: a grieving father. >> hi, this is conrad. >> reporter: our story starts with conrad. his mother lynne roy says he was an easy child. what kind of kid was he? >> definitely sensitive. never gave me a hard time with anything. did well in school, had friends, loved baseball. >> the red sox? >> yes, but playing baseball.

>> reporter: playing baseball. >> and he was just kind to everyone. everyone said nice thing about him. >> were you two close? >> very, very close. >> reporter: conrad was her first born. two daughters would come later. looking back, she remembers his early years as good ones. >> every picture i have of him, he looks like a little goof ball. the happiest child. of he was always happy. >> reporter: conrad grew up in and around the old fishing down of bedford, massachusetts, where his father and grandfather ran a tugboat and barge business. his sad days he was destined to take to the sea from day one. >> he was two or three days old when i brought him on the tugboat. i wanted him to follow in my footsteps. i was hoping he'd be able to just, take over the business some day. >> reporter: not only was conrad the first born in the roy family, he was also the first grandchild. his aunt krissy roy says his cousins adored him. >> my youngest, henry, would follow him around like a duck.

he was the cousin that all of the kids looked up to. >> reporter: but during his sophomore year in high school, his mom says her happy-go-lucky son started to change. >> his father and i, we got divorced, and i don't know one child that doesn't get affected by divorce. >> reporter: he was 16 at the time? >> yes. and you know, going through the hormones. he obviously had anxiety and depression. it just manifested at that time. >> reporter: he talked about it in this video diary. >> i'm definitely wired different than everybody else. i feel like there's something wrong with me. >> reporter: it was at 16, while struggling with anxiety and depression, conrad encountered a 15-year-old girl named michelle carter. it was when they went to florida to visit families. this was supposed to be r&r? >> yep. a week during school vacation. >> her grandparents were friend with our great aunt.

his sister came in and was like, oh, my brother met a girl. and the three of them hung out with her for just a short while. >> reporter: when they returned from florida, conrad and michelle continued to stay in touch through text messages. michelle lived in plainville, massachusetts, about an hour away from conrad. the two had a lot of in common. she was a softball player. he played baseball. friends described both of them as quiet and funny. and even though the two communicated regularly, conrad's aunt becky says he never mentioned michelle. >> he had other girlfriends. where you knew their names and you had met them. she was not someone he talked about. >> reporter: apparently he kept a lot to himself. by the time he was 17, he had checked into psychiatric facilities a few times, suffering from deep depression. his mom says one time on the day he was discharged, he attempted suicide by swallowing a bottle of cough syrup. >> he felt bad. i said, conrad, you have no idea

how much you are loved. and appreciated. but he score that time after that that he would never attempt suicide again. >> reporter: and things did seem to be getting better. a year later, by june 2014, conrad had graduated from high school, gotten a scholarship to college, and earned his captain's license. that must have been a really big day. conrad getting his captain's license. >> it was. i was very proud of him. >> reporter: are you feeling good about the place that he's in? >> i felt that he was still, like, struggling. but i felt very, very positive that he wasn't going to do anything to harm himself. >> reporter: it was right around this time when conrad recorded that private video sharing his innermost thoughts. >> i feel like i still have a long way to go to recover from this social anxiety, this feeling of insecurity.

but if i keep talking, keep talking, it's going to get better. >> reporter: on july 12th, conrad headed to the beach with his mom and two sisters. lynn vividly remembers walking the shoreline with her son. he seemed in good spirits that day. >> we talked about school, and he's like, i'm not sure where i am right now in my head. i said, well, you just got your captain's license. you don't have to worry about anything right now. i said, if you don't want to go to school this fall, you don't have to make that decision now, just as long as you're working and doing something healthy >> reporter: he's looking toward the future? >> yeah. >> reporter: when they returned from the beach, conrad drove his sisters to get ice cream. >> he was laughing. i said something, and he was like smiling. >> reporter: conrad told his mom he was going to his friend's house and wouldn't be back for dinner. later that night, lynn says out of the blue, her daughter got a text message from someone quite unexpected. >> it was around 10:30 that night.

michelle carter is asking where conrad is. and they're boyfriend and girlfriend now. >> reporter: this was news to lynn. she knew conrad and michelle had only seen each other in person a few times. the next morning, lynn woke up at 5:00 a.m. and noticed conrad wasn't home. she called around and drove by his friend's house but couldn't find him. conrad was missing. >> a family friend said they saw his truck with caution tape around it. >> reporter: the news is about to go from bad to worse. >> i said, are you sure? like, what are you talking about? >> just felt like all the blood just drained out of your body. >> reporter: when "reckless" continues. continues.igh.. (fisherman vo) how do i register to vote? (working mom vo) i think i'm already registered.

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>> reporter: word spread quickly -- conrad roy iii was missing.

his family and friends, growing more frantic by the hour, searched everywhere for him. by midmorning, his mom decided to call 911. >> reported line. >> hi, i have to report, um, my son missing. >> reporter: that evening, about 24 hours after conrad left his house, his father got a call. >> a family friend said they saw his truck at k-mart with caution tape around it. >> reporter: so you go down there to k-mart. >> mm-hmm. and i think the police, you know, told my father that he was gone. >> reporter: an officer found conrad dead behind the wheel of his pickup truck. his dad called lynn to tell her the awful news. >> i couldn't even see. i was, like -- felt like i was drugged. i couldn't -- i couldn't eat. slept in the same clothes for days. >> it was the most horrible time in my life. >> reporter: the rest of conrad's family was in disbelief. >> i was like, are you sure? like, what are you talking about?

i just saw him. >> just felt like all the blood just drained right out of your body to hear that kind of news. >> reporter: detective scott gordon of the fairhaven police department was assigned to the case. his first impression was suicide by carbon monoxide. >> it was apparent that he placed a water pump in the rear of his truck. and eventually, he passed away as a result of the carbon monoxide from that. >> reporter: to those who knew conrad best, it didn't make sense. had they missed something? conrad had been getting help, taking medication, and seemed hopeful about his future. his grandmother remembered him using that very pump to help out his dad just days before. >> i can still see that smile on his face. this little smirky smile that he always had. >> reporter: and his father recalled the two of them working on a job together a week earlier, setting up fireworks on a barge. >> we were, like, laughing. we're watching fireworks. he seemed fine. like when i left, um, the last

thing i said to him was, i love you. and he said "i love you" back. >> reporter: so his family wondered what pushed him over the edge. as they struggled with their grief, they got comfort from a surprising source, michelle carter. she reached out to lynn through text messages, consoling her, saying conrad loved her very much. did you feel like you were getting support? >> oh, absolutely. >> reporter: a connection to conrad, somehow? >> uh-huh. and i told her i loved her. she told me so many great things about myself -- that he had said. and i don't know, she was just there for me when i needed her. >> reporter: conrad's aunts also remember getting messages from michelle. >> she sent messages of condolences and that she never tried so hard in her life to save someone, and that she wishes that she -- she could have saved him. and at the wake, she came through and introduced herself. >> i was a little shocked though when she said, "i'm conrad's girlfriend," because, like, i had no idea, never heard of her name. >> reporter: among conrad's things were goodbye letters he'd written to different people, like this one to michelle.

>> it was very positive. keep doing what you're doing, michelle. he loved the movie "rocky." it gave him a lot of inspiration. i don't know if it was the music, the mentality of the movie. his dad liked it. and he quoted that. to keep moving on and doing great things. >> reporter: after reading this letter, you must have thought, oh, conrad and michelle really had a special friendship. >> yeah, yeah. >> reporter: that he wrote her this letter? >> i was very happy that she was in his life. everyone wanted to be loved and especially -- you know, he died so young. i thought she cared about him and loved im. i thanked her for being there for him. >> reporter: just weeks after conrad died, michelle contacted his family, saying she wanted to raise awareness for suicide prevention by organizing a baseball tournament, homers for conrad. >> i was thinking, wow, this is really impressive. here's a teenager, a high school

senior, and she's, only a month later, starting to plan this large fundraiser. >> reporter: conrad's whole family showed up. his aunt krissy was impressed with michelle, then just 17. >> i went up to her parents at that fundraiser and i said, you must be so proud of your daughter. she's quite an amazing girl. >> reporter: unbeknownst to the family, back in fairhaven, detective gordon was digging around for answers hoping to discover why conrad might have taken his own life. >> i just found it odd that an 18-year-old would do it in that manner. >> reporter: the detective figured there were clues on conrad's cellphone, which was found in his truck. and sure enough, when he powered it up, he discovered a string of text messages left on the phone from just one person. >> and that was a thread with michelle carter. >> he had deleted all other text conversations with other people? >> correct. >> reporter: and when the detective started reading the texts, he couldn't believe what he was seeing. >> it was one of those things where you keep reading and it just keeps getting worse.

and that's what's kind of put everything in motion. >> reporter: coming up -- the text messages no one could fathom. >> i had to read them a couple of times to really sort of take it all in. >> reporter: words that raise a disturbing question -- was this a suicide or something else? >> i closed my eyes and i said, "this is not real." >> reporter: when "reckless" continues. than rheumatoid arthritis. when considering another treatment, ask about xeljanz... a pill for adults with moderate to severe rheumatoid arthritis when methotrexate has not helped enough. xeljanz can help relieve joint pain and swelling, stiffness, and helps stop further joint damage, even without methotrexate. xeljanz can lower your ability to fight infections. before and during treatment, your doctor should check for infections, like tb and do blood tests. tell your doctor if you've had hepatitis b or c, have flu-like symptoms, or are prone to infections. serious, sometimes fatal infections, cancers including lymphoma, and blood clots have happened.

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beat heartburn fast tums chewy bites >> reporter: two days after conrad roy's death, detective scott gordon of the fairhaven police department had found a clue, and it was a bombshell. a string of text messages from michelle carter on conrad's phone. what are you seeing? >> it was a series of messages that seemed to be encouraging him to take his own life. >> reporter: encouraging him to take his own life? to the detective, it was unimaginable. he learned michelle and conrad had been texting, like teenagers do, for almost two years. but a few weeks before his death, something changed. it seemed michelle started a

campaign to get conrad to commit suicide. she even gave him suggestions on how to do it. hang yourself, jump off a building, stab yourself. i don't know, there's a lot of ways. gordon's partner, detective glenn cudmore, also worked the case. >> i remember when he was looking at it, it was something to the effect of, i can't believe what i'm reading. >> reporter: what kinds of things was she saying? >> things like, you promised me. when are you gonna do it? why haven't you done it yet? >> you disappointed me. >> yeah. i'll take care of our family. >> reporter: the detectives pored over thousands of text messages, and the more they read, the more disturbed they became. like this exchange, in the early morning hours before conrad died. you can't think about it. you just have to do it. you said you were gonna do it. like i don't get why you aren't. carter responds --

i don't get it either. i don't know. carter types back, "so i guess you aren't gonna do it then. all that for nothing. i'm just confused. like you were so ready and determined." carter typed back. i'm gonna eventually. i have everything lined up. on the day, carter typed, o.k., i'm going to do it today. "do you promise?" "i promise, baby." "just go in a quiet parking lot or something." have you ever seen anything like that in your career as a detective? >> both: no. >> reporter: it was clear to the detectives that conrad had died by his own hand. but was what michelle did actually a crime? detective gordon contacted assistant d.a. maryclaire flynn. >> he said, "i wanna send you these text messages. if you could, please just take a look at them." and i said, "sure, i will." and it was just utterly shocking. >> reporter: the first time you

read the messages what is jumping out at you? >> pretty much everything. just get in the car. leave your family. everything will be fine. do it, do it, do it. the badgering. how could somebody be so cruel. >> reporter: she checked with her colleague, katie rayburn, and they agreed those text messages warranted further investigation. >> i couldn't believe what was in them. i had to read them a couple of times to really sort of take it all in. >> reporter: did it feel almost like it wasn't real what you were reading? >> yeah, because you couldn't imagine someone sending these. >> reporter: clearly, it's black and white for you that you know this is wrong. but is it black and white, we're going to go forward with this? this is a crime? i mean, i would imagine for you it's complicated. >> yes, and -- and with all investigations, it's our duty and our responsibility to follow the evidence where it takes us. and, so, the evidence was taking us to michelle carter. >> reporter: so the commonwealth's office told detectives to keep digging

and find out more about michelle carter. first reaction when you see her picture? >> she's young. she's just a kid. and the words that she was saying in their text messages, it just didn't seem feasible. >> reporter: during the investigation, detective cudmore went undercover at that fundraiser, homers for conrad. he secretly took photos of michelle's every move. to confirm she was the one who sent those texts, he went one step further. he videotaped michelle as he dialed the number he got from conrad's phone. you're watching her. >> yes. >> reporter: answering the phone. >> yes. >> reporter: that's a good sign? >> yes, and we had the right person. >> reporter: did you just hang up? >> let it stay on for a few seconds, muted, and then she finally just hung up the phone. and i remember calling scott, saying, are we sure we have the right girl? she just seemed so normal. we tend to deal with people that it's obvious they commit crimes.

she looked totally normal. not what i expected to see. >> on the one hand you have her texts him, telling had image to take his life. on the other hand you have her expressing grief over death of her friend. it's like two different people. >> exactly. >> yes. >> reporter: a few months later, as the investigation continued, detective gordon decided to pay michelle carter a visit. he found her after school and approached her. >> michelle the reason we came out here is because we were looking into conrad's unfortunate passing, all right? >> reporter: and she has no idea she's been watched? >> she has no idea. >> reporter: did she look surprised? >> a little bit, but, you know, at that point, i don't think she understood, really, what we had and where we were going with it. >> reporter: at first, michelle told the detective she tried to talk conrad out of suicide. >> how? how did you help him try and see that the suicide wasn't the right thing to do? >> well i told him a lot of

things. i told him that i loved him. >> yup. >> i told him that a lot of people loved him. >> yeah. >> and without him nothing would be the same. like, i had personal issues that i got help for, and i told him that he should come with me and get the help that he needed, but he refused. he said that no one would be able to help him, and it would make him worse if he got help. >> reporter: then the detective asked her about having contact with conrad on the day he died. >> do you think you had contact with him that day? >> um, i don't think so. >> yeah? >> reporter: the detective knew that was a lie. >> we have a search warrant for your phone, okay? so we'll be taking it. >> wait, so you're taking my phone? >> yes. >> when we took her phone, i think she -- she started to understand a little bit that we were looking a little more further into it than she expected. >> reporter: he followed her home and says michelle's parents were very cooperative. >> they provided us with everything we needed. and that day, we left with her

cell phone and her laptop. >> reporter: michelle has to know what's going on. but her parents, are they totally in the dark? >> yeah, i believe so. absolutely. >> we still believe to that day they weren't aware of what was going on. >> that would have to be really unsettling for the police to come to your house for a search warrant for a suicide that happened months ago. >> did they have more questions? >> i believe they did and they were shocked at us a being there. >> reporter: after going through all the evidence including michelle's phone and computer, prosecutors were convinced michelle was criminally responsible for conrad's death. >> words can harm. and you don't have the ability to just say your words aren't criminal because they're protected by free speech. and there's precedent for people that have encouraged others to commit suicide to be charged with involuntary manslaughter. >> reporter: what is the law here in this state? and how did it guide you? >> well, the charge of involuntary manslaughter, it involves wanton and reckless

conduct -- that she could have caused someone's death and did cause someone's death. >> reporter: in other words, the prosecution believed michelle should have known that encouraging conrad to kill himself could result in him dying. prosecutors now had the difficult task of telling conrad's family what they had uncovered. >> it was just unbelievable. i just kept thinking, she's holding his head under water. you could tell that he did not want to die. her messages overpowered him. >> i closed my eyes and i said, this is not real. how can someone, like, have an involvement in someone's death and only encouraged it? >> reporter: did you just feel like you'd been duped? she's been consoling you this whole time. >> i'm a very forgiving person, and the only thing i can say about the way that she was with me is that she's just really, really, um, not well.

>> reporter: still, though, that has to hurt. >> it hurts -- it hurts very much. i don't dwell on her. i don't think about her. i think about my son. i think about what he would want me to do after his death. how to portray myself. >> reporter: the grand jury indicted michelle for involuntary manslaughter. she pleaded not guilty. that's when the world heard the story for the first time and the debate began. was conrad's death a suicide or a homicide? coming up -- why would she do is this? she wanted to attention. >> reporter: a jaw-dropping theory about motive. >> she made sure to instruct her last tweet would be to her because she wanted a shout-out to him. >> reporter: and at trial michelle makes a stunning decision.

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here's what's happened. saturday hundreds of thousands gathered in cities across the country for the second women's march this year. people showed up to protest amy coney barrett's. no nation and build momentum ahead of november 3rd. this march is typically held in january, but organizers said they felt compelled to hold the march in the wake of the death of justice ruth bader ginsburg and the contentious battle over filling here seat. now back to "dateline." >> reporter: michelle carter was facing involuntary manslaughter charges for doing something teenagers do all the time -- texting and calling each other. and the world was watching. prosecutors maryclare flynn and katie rayburn understood why.

this affects everybody -- adults, teenagers, even parents with kids who don't even have phones yet. >> absolutely. i think it's good to be thinking about what you're putting out there in the world, because once you send it, you can't take it back. >> turn the gears. >> reporter: prosecutors believed michelle's words and actions caused a vulnerable conrad to kill himself. he described his fragile state in that video diary. >> racing thoughts, suicidal thoughts, and flashbacks of hard times. >> reporter: and prosecutors learned michelle did more than send text messages to conrad. as deadly carbon monoxide filled the cab of his truck, michelle was talking to him on the phone. >> there were two phone calls after the last text message -- one from him to her, 41 minutes and then, one from her to him for over 42 minutes. >> reporter: but how would they ever know what was said on those calls? detectives pored over thousands

of text messages and they got their answer. >> lo and behold, on her phone there was text messages to her friends describing what that phone conversation was like. >> reporter: the detective says a message michelle sent her friend samantha boardman explained it all. sam, his death is my fault. like, honestly i could have stopped him. i was on the phone with him and he got out of the car because it was working and he got scared and i [ bleep ] told him to get back in. >> and as much as we were in shock about her language prior to that, once we read that, that was really disturbing. >> reporter: prosecutor flynn says another text message to that friend made it clear michelle knew what she'd done was wrong. >> she said, sam, i just found out from his mother that the detectives have some of his things and are going through them to see if anybody texted him or encouraged him. they read my text messages with him and i'm done. his family will hate me, and i

could go to jail. >> reporter: and that's what was at stake on june 5, 2017, almost three years after conrad roy's death. at the bristol county courthouse in taunton, massachusetts, michelle carter went on trial. >> i'd like miss carter to take the witness stand please. >> reporter: the drama began almost immediately. instead of having the case go before a jury, michelle, at the last minute, chose to let a judge decide her fate. >> are you doing that of your own free will knowingly and voluntarily? >> yes. >> all right. >> reporter: in her opening statement, flynn drew a straight line from michelle carter's badgering and bullying to conrad's death in the truck that night. >> she assisted and devised and advised and planned his suicide. she reasoned him out of his reservations. she told him that once he was dead he would be free and happy. >> he kept saying that to her. i don't wanna do this. it would hurt my family. and she kept saying, "don't worry about them." all the fears that he brought up, she had a reason to go around them and convince him that those things weren't real. >> there are people who are

going to say, everyone's responsible for themselves. you know, he made that decision to do that. >> i think personal responsibility is something that's very important. that being said, it was clear from the text messages, especially her text messages to some boardman especially where she told him to get back in the car. he didn't want to do it. >> reporter: the commonwealth put sam boardman on the stand to read that incriminating message, and another one in which michelle described listening to conrad die. >> sam he just called me and there was a loud noise like a motor and i heard moaning like someone was in pain and he wouldn't answer when i said his name. i stayed on the phone for like 20 minutes and that's all i heard. i think he just killed himself. >> reporter: but as the trial continued, there was a nagging question -- why would she do this? >> because she wanted the attention. when her friends were not hanging out with her or not spending time with her, she would say things and do things to try to get their attention. she wanted them to be friends

with her. >> reporter: it was a shocking theory. prosecutors were basically saying michelle convinced conrad to kill himself so she could be popular. they believed her plan was to get attention by being the grieving girlfriend. they pointed out a text exchange she had with conrad shortly before he died. >> she says, am i your girlfriend? and he talks about something else. she goes, "no, am i your girlfriend? i need to know." sort of, like, to tell people. so, i think she wanted confirmation of the label before he died. >> reporter: a day before his death, the prosecutors say michelle tested out her plan of being the grieving girlfriend. she texted sam boardman "i'm losing hope, i think he really did it." even though she knew conrad was alive. three minutes later she texted conrad, "the generator will work 100% and quick. i don't get why you don't just use that." >> she's telling her friends

that he's missing, he might've committed suicide, when she knows exactly where she he is. she's talking to him. >> and then, she made sure to instruct him before he did die that he should write her a suicide letter, and that his last tweet should be to her, because she wanted to get a shout out from him. >> yes. >> reporter: the commonwealth also claimed michelle tried to cover her tracks by sending conrad text messages after she knew he was dead, like this one the day after his suicide. "did you do something? conrad, i love you so much. please tell me this is a joke. >> reporter: and she continued sending texts to his phone for months, nearly 80 of them. the prosecution argued she deliberately sent the texts as a way to change her story. at the time i went along with it because i knew you weren't going to do anything, but you [ bleep ] did it, and i'm sorry i didn't save you. it was agonizing for conrad's family to sit in the courtroom and hear these new details. >> it was pretty shocking. a lot of times it just doesn't seem real.

>> do you believe in your heart that it was criminal what she did? >> i do. for someone that's in that fragile state and then you persuade him in the worst way possible, yeah, it definitely is criminal. >> reporter: lynn says her son's own words a month before he died show he wanted to live. >> i want to recover from this. i feel like i haven't recovered from it yet. i do have a lot going for me. i just got a job from the boston duck tours to captain their boat. like, that's a huge accomplishment. >> reporter: but there was another side to the story -- michelle's. and her lawyer was certain the law was on her side. >> it's a tragedy, it's horrible, but it's just not criminal. >> reporter: coming up -- >> go to mclean hospital. they will help you. michelle carter was trying to talk him out of it. >> reporter: a very different take on michelle -- >> michelle, for a year and a half, tried to persuade him not to commit suicide.

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>> reporter: it wasn't easy for ed mcfarland to sit in the courtroom and hear michelle carter described as a monster. to him, michelle was anything but. who's the michelle you knew? >> she was a quiet kid. helpful, very friendly. got along with everybody, and everybody seemed to get along with her. in senior class, her superlative was the kid most likely to brighten your day. >> reporter: ed was her softball coach. he'd known the carter family for years. were these the kind of parents that came to every game? >> yeah, there would always be

somebody at the game. if you needed somebody to do something, you didn't have to ask them twice if you needed help with anything. >> reporter: he's been >> reporter: did michelle have a lot of friends? just a normal kid? >> everything was straight up normal. >> reporter: he's been supportive of michelle and her family, and was outraged she was ever charged. >> it's a travesty. she wasn't there. and we've gone down a slippery slope here. if somebody being on the phone, talking about committing suicide can be held to involuntary manslaughter. >> reporter: joe cataldo, michelle's attorney, agrees it's a slippery slope. he thinks the commonwealth made a mistake. >> this is an overreach of the prosecution. and from day one until this day i sit here, i don't think a crime was committed. >> reporter: massachusetts has no law against encouraging suicide. >> right. and so it's troubling that they would bring a manslaughter. >> reporter: that was the basis of his whole argument -- prosecutors misinterpreting massachusetts' law. to him this was clearly a suicide. that's why he wanted a judge,

not a jury, to hear the case. >> i thought the judge would apply the correct law on the facts that conrad roy was just so suicidal that michelle carter did not cause his death. >> reporter: and that's how he began his opening statement. >> michelle carter was not present. michelle carter had been texting with him. she did not physically see this individual for over one year. >> reporter: and to bolster his case, michelle's lawyer introduced a set of text messages that the prosecution had not mentioned, ones where she tried repeatedly to help conrad. >> have you thought about getting professional help? like, i think i'm going to go away to a place for my eating disorder to help me overcome it and stuff. >> where are you going? >> it's called mclean hospital in belmont, mass. i honestly think it would be so good for you and we would get thru our issues together. >> michelle carter was trying to talk him out of it. go to mclean hospital, they will help you. she had nothing but resistance

from conrad roy. >> reporter: one of the main points of your argument was that conrad roy had tried this before. he had researched various ways to take his own life, that this was not something that was just created by michelle carter. >> right. the nature of their relationship was always in the background suicidal thinking on conrad roy's part some that's clear as day in the texting relationship that anybody can see when you go back and examine the record. michelle, for a year and a half, always tried to persuade him not to commit suicide. he always rejected her thoughts of staying alive. it wasn't until literally the last two weeks of his life where michelle finally endorsed his plan. >> reporter: i think that's where people have the biggest problem with this case is, why? why would she encourage him? and she's supposed to be his friend. >> well, she came to the

realization that he didn't want to live anymore. that he would only hate her. his words, "i will only hate you if you tell somebody about my plan." she was somebody who was under the influence of thinks suicidal thinking. >> why not reach out to his parents and say, there's a problem here? >> there was a plan with between a 18-year-old and a 17-year-old who was convinced by him not to tell anyone. i think she only met his mother one time. i don't think she met the father. you're asking a 17-year-old girl to reach out to parents that she doesn't now. that's not the way teenagers think. >> reporter: while the prosecution presented michelle carter as an attention seeker, the defense portrayed her as a victim who was taking anti-depressants for her own mental health issues, and was in no shape to help a suicidal friend. >> the facts will show that michelle carter is going through her own struggles. she was bombarded by his suicidal thinking. so, you take that and then you

mix in her own issues that she was struggling with -- eating disorder and then eventually being diagnosed with a major depressive disorder, herself. >> reporter: the defense called an expert witness, psychiatrist dr. peter breggin, to the stand. he testified the anti-depressants that michelle was taking impaired her judgment. >> she was enmeshed in a delusional system. >> sorry, she was what? >> enmeshed in a -- really a delusion, where she's thinking that it's a good thing to help him die. >> reporter: breggin also testified that he believed conrad was in control of the relationship and that he used the vulnerable and depressed michelle to help him commit suicide. >> he was constantly telling michelle and not telling his other friends, "will you help me?" >> reporter: the biggest hurdle for the defense, it seemed, was michelle's admission of guilt to her friend sam. >> if you actually read the entire statement that she texted, she said, it's my fault.

i told him to get back in. but then it continues to say, but i didn't think he was going to ultimately do it. i wanted him to get help. i feel so badly about this. >> reporter: but on one hand you're saying she didn't think he was gonna get back in, she wanted him to get help. then on the other hand though, you're saying that she was kind of -- had sort of succumbed to, okay, i'm going to help him. he should do it if he wants to do it that badly. >> right. >> reporter: so which -- >> she -- she was all over the place. she was both. she's 40 miles away. not present. only conrad roy really knows why he took his own life. >> reporter: as for michelle's alleged motive, that she was an attention seeker, cataldo says the prosecution got it all wrong. >> it was a fabricated motive. they -- they wanted to create a motive because they couldn't take the true motive, that she was suffering herself, and was convinced by conrad roy to

endorse his plan, because that's what happened. >> reporter: does michelle know how bad she looks to people who don't know this side of the story or who are not seeing it this way? >> at the age of 17, she didn't understand all the ramifications of what was going on. now looking back at the circumstances, she's a totally different person. >> reporter: the trial was winding to a close. each side would get a final word. and then the judge's dramatic ruling. coming up -- the judge prepares to deliver his verdict. >> i expect the decor rum today. >> i thought that was a very good sign. >> then a twist that left the courtroom stunned. >> miss carter, please stand. >> reporter: when "reckless" continues. when our daughter and her kids moved in with us...

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>> reporter: after six days of testimony, both sides had their final say. >> what we're dealing with is a suicide and not a homicide. >> she could have easily called for help, and she didn't. >> reporter: it took juvenile court judge lawrence moniz three days to reach his verdict. >> i expect that same level -- >> reporter: the packed courtroom was quiet as he began reading his decision. >> the commonwealth has not proven, as to that time period, that said reckless or wanton behavior caused the death of mr. roy. >> reporter: michelle looked relieved. the judge declared the prosecution did not prove beyond a reasonable doubt that her texts caused conrad's death. >> and so, i thought that was a very good sign. >> reporter: but the judge wasn't finished. while he acknowledged conrad had taken steps to end his life by placing the water pump in his truck, he said there was that one moment when conrad changed his mind. >> however, he breaks that chain of self-causation by exiting the

vehicle. he takes himself out of that toxic environment that it has become. >> reporter: it was then, he believed, michelle became a party to his death. what's more, the judge said, she had a duty to save him. >> she called no one. and finally, she did not issue a simple additional instruction, get out of the truck. miss carter please stand. >> reporter: a tearful michelle stood before the judge to hear her fate. >> having reviewed the evidence and applied the law thereto now finds you guilty on the indictment charging you with the involuntary manslaughter of conrad roy iii. >> reporter: how did it feel hearing that word, guilty, after everything you've been through? >> i was surprised, actually. there needs to be an example set. you just can't allow that behavior to continue. >> we were happy. but then going home that night, driving home, it was like, okay.

it didn't bring the peace i really was hoping for. >> reporter: there were no winners, just heartbreak for two families. >> i felt it was a tragedy now that's been compounded. nothing's going to help anything out of this. there's no healing going to happen. >> reporter: almost seven weeks later, michelle arrived back at the courthouse to a media circus, to hear her sentence. she faced a maximum of 20 years in prison. you made your recommendation? >> yes. >> 7 to 12 years. >> reporter: the defense asked for probation. >> miss carter does regret what happened. she also sent a letter where she accepts responsibility for her actions. >> reporter: then the judge sentenced her. >> court now sentences you to two and a half years in the bristol county house of correction. 15 months of said sentence shall be deemed a committed sentence. >> reporter: 15 months behind bars. but before michelle could be led

away in handcuffs, her lawyer requested she be allowed to remain free pending an appeal. the judge agreed. >> i continue to be encouraged that this will be a successful appeal. >> reporter: your eyes are watering. is that because you're emotional about this? >> i'm passionate about it. i'm passionate about it. i don't like when courts make new law and apply it to a 17-year-old girl who has psychiatric issues herself. >> reporter: so, this one hurt. >> oh, it hurt. the. >> reporter: and you put your heart and soul into this case. that was clear to anyone who was following this trial. >> i do get fired up about my cases, but this one was tough. because i just thought the prosecution from day one was trying to push the envelope, and never in massachusetts has such a case ever been brought. so this is absolutely new law and you're applying it

retroactively and it should not stand. >> reporter: in october 2018, michelle carter's appeal went before the massachusetts supreme judicial court. two months later, the court upheld her conviction saying "the evidence against the defendant proved that, by her wanton or reckless conduct, she caused the victim's death by suicide." michelle began serving her sentence in 2019 and in january 2020 she was granted with time served. >> i feel worse for her mother than i do for myself. >> reporter: that's a powerful statement. your son died. >> well. i know, but i had the son that i did. and i couldn't be more proud of the young man that he was -- kind, selfless, compassionate, and everything. >> reporter: conrad's mom says this is a hard story to tell, but she hopes sharing it will help others.

>> there are children in this world just like conrad. and i can't even imagine anything like this happening again. i'm craig melvin. >> and i'm natalie morales. >> and this is "dateline." >> i refuse to live with that level of fear. i had to do it. you're dead. >> ever since i heard it, it's r been replaying in my head over and over. >> it was all very unbelievable. >> it happened on thanksgiving. two teenagers missing. >> i just buried my head into my hands and i started to c.