1 00:00:06,249 --> 00:00:07,315 [dramatic music playing] 2 00:00:09,352 --> 00:00:12,320 [Isa] I've kissed so many frogs in my life, 3 00:00:12,322 --> 00:00:13,722 they're still frogs. 4 00:00:13,724 --> 00:00:15,957 I just can't wait to find my future husband 5 00:00:15,959 --> 00:00:17,526 and start our life. 6 00:00:17,528 --> 00:00:20,128 [dramatic music playing] 7 00:00:20,130 --> 00:00:22,030 I'm trying to see my baby, you know. 8 00:00:22,032 --> 00:00:24,866 Guess who got a letter from her boyfriend. 9 00:00:24,868 --> 00:00:26,234 Bryce is my soul mate. 10 00:00:26,236 --> 00:00:29,438 I feel like I hit the jackpot with this guy. 11 00:00:29,440 --> 00:00:31,239 [dramatic music playing] 12 00:00:33,009 --> 00:00:34,876 I'm a prison matchmaker. 13 00:00:34,878 --> 00:00:36,978 I'm just looking for some ladies to just hang out with. 14 00:00:36,980 --> 00:00:38,747 I'm looking for someone fun, cool. 15 00:00:38,749 --> 00:00:40,148 I'm very outgoing. 16 00:00:40,150 --> 00:00:42,451 Swipe low just hit my page out. 17 00:00:42,453 --> 00:00:43,985 Just hit me up. 18 00:00:45,221 --> 00:00:47,255 [dramatic music playing] 19 00:00:47,257 --> 00:00:50,325 [woman] I am headed to meet-up Bryce. 20 00:00:50,327 --> 00:00:52,394 [dramatic music playing] 21 00:00:52,396 --> 00:00:56,064 [man speaking] 22 00:00:56,066 --> 00:00:57,466 You're very welcome. 23 00:00:57,468 --> 00:00:58,733 Chelsea I love you. 24 00:00:58,735 --> 00:01:01,103 I'm ready to get married. 25 00:01:01,105 --> 00:01:02,904 Dance 'till our legs give out. 26 00:01:02,906 --> 00:01:03,939 I can't wait to snuggle. 27 00:01:03,941 --> 00:01:04,973 I want to be in love. 28 00:01:04,975 --> 00:01:06,875 I need to be in love. 29 00:01:06,877 --> 00:01:09,644 [dramatic music playing] 30 00:01:09,646 --> 00:01:12,047 Sometimes I'm so confused. 31 00:01:12,049 --> 00:01:13,348 This is the lowest, right here. 32 00:01:13,350 --> 00:01:14,549 He didn't care. 33 00:01:14,551 --> 00:01:17,085 She'd go crazy on me, she could cuss me out. 34 00:01:17,087 --> 00:01:19,387 That's a big red flag in my book. 35 00:01:19,389 --> 00:01:23,258 [woman] Today, we are getting tattoos of each other's names. 36 00:01:23,260 --> 00:01:25,260 - What? - Why did you do that? 37 00:01:25,262 --> 00:01:27,062 [woman] It's been a long four years 38 00:01:27,064 --> 00:01:29,097 and it has all lead up to this moment. 39 00:01:29,099 --> 00:01:31,233 I'm just waiting for him to walk out the door. 40 00:01:31,235 --> 00:01:32,300 - [woman screams] - [man] Hello! 41 00:01:32,302 --> 00:01:35,670 [dramatic music playing] 42 00:01:40,776 --> 00:01:42,244 [Chelsea] My name is Chelsea. 43 00:01:42,246 --> 00:01:45,247 I'm 42-years-old from Panama City Beach, Florida. 44 00:01:45,249 --> 00:01:47,249 I'm a school teacher by day 45 00:01:47,251 --> 00:01:50,385 and I have a unique hobby by night. 46 00:01:51,287 --> 00:01:53,522 [man] IDOC number, 9 [bleep] 5, look, 47 00:01:53,524 --> 00:01:54,556 I'm feeling all right. 48 00:01:54,558 --> 00:01:57,125 I'm a prison matchmaker. 49 00:01:57,127 --> 00:01:59,327 Make it out soon, so hit me up. All right. 50 00:01:59,329 --> 00:02:00,996 I'm looking forward to hear from you. Bye! 51 00:02:00,998 --> 00:02:02,230 [Chelsea] The girls are gonna like him 52 00:02:02,232 --> 00:02:04,065 because he's got personality. 53 00:02:04,067 --> 00:02:06,468 I've been writing pen pals for years 54 00:02:06,470 --> 00:02:08,370 and it just dawned on me, 55 00:02:08,372 --> 00:02:10,972 all these people that are single 56 00:02:10,974 --> 00:02:14,075 stuck in prison with nobody to talk to, I thought, 57 00:02:14,077 --> 00:02:17,045 "Wait a minute, this could definitely be a business." 58 00:02:17,047 --> 00:02:20,015 Okay. And what age range are you looking for? 59 00:02:20,017 --> 00:02:21,082 Got you. 60 00:02:21,951 --> 00:02:23,118 Masculine. 61 00:02:23,120 --> 00:02:25,453 So I started taking clients. 62 00:02:25,455 --> 00:02:27,489 Their stigma, a lot of people have with, 63 00:02:27,491 --> 00:02:28,890 "Ooh, they're, they're in prison." 64 00:02:28,892 --> 00:02:31,860 But they're there trying to better their life 65 00:02:31,862 --> 00:02:35,430 and, you know, a lot of these guys are smoking hot. 66 00:02:37,433 --> 00:02:38,867 [Manuel] Well, hello Chelsea. 67 00:02:38,869 --> 00:02:40,402 Hello love. 68 00:02:40,404 --> 00:02:44,372 I'm in a relationship with an inmate, his name is Manuel. 69 00:02:44,374 --> 00:02:45,740 Did you get a rack? 70 00:02:45,742 --> 00:02:46,541 - I did. - Yeah? 71 00:02:46,543 --> 00:02:47,742 I did, I did. 72 00:02:47,744 --> 00:02:49,177 I'm getting big, actually. 73 00:02:49,179 --> 00:02:50,312 I'm losing my cakes. 74 00:02:50,314 --> 00:02:51,513 - Yeah? - How about that? 75 00:02:52,882 --> 00:02:54,416 You're not gonna have nothing to hold on. 76 00:02:54,418 --> 00:02:56,251 Don't be too skinny babe. 77 00:02:56,253 --> 00:02:59,187 I was in shock when I realized that I had feelings for Manuel 78 00:02:59,189 --> 00:03:03,391 because that's not me, I've had many pen pals 79 00:03:03,393 --> 00:03:06,962 over the years and never fallen for any of them. 80 00:03:06,964 --> 00:03:10,131 But, yeah, I've fallen for Manuel, 81 00:03:10,133 --> 00:03:15,003 and he's super attractive, he's got really big muscles. 82 00:03:15,005 --> 00:03:17,172 I hate not been able to talk to you some days, 83 00:03:17,174 --> 00:03:19,107 it really drive me nuts. 84 00:03:19,109 --> 00:03:20,308 I needed to hear your voice. 85 00:03:20,310 --> 00:03:21,743 Oh, my God. 86 00:03:21,745 --> 00:03:24,212 Uh, I've been pouty lately, I'm not even gonna lie. 87 00:03:24,214 --> 00:03:25,714 I know, I can tell. 88 00:03:25,716 --> 00:03:27,182 Look, if they can work for me. 89 00:03:27,184 --> 00:03:28,316 You know Chelsea, I love you. 90 00:03:28,318 --> 00:03:30,118 You know what, I love you too. 91 00:03:30,120 --> 00:03:32,320 Listen, fool, I love you too. 92 00:03:32,322 --> 00:03:33,922 It can work for anyone. 93 00:03:33,924 --> 00:03:36,424 I've always wanted to help people ever since 94 00:03:36,426 --> 00:03:39,060 I was little rescuing puppies, 95 00:03:39,062 --> 00:03:42,330 and kittens, and bees. 96 00:03:42,332 --> 00:03:46,034 So I'm not surprised to find myself prison matchmaking. 97 00:03:46,036 --> 00:03:47,302 So with conjugal visits, 98 00:03:47,304 --> 00:03:50,238 you have to actually be married to the person. 99 00:03:50,240 --> 00:03:53,074 It feels like this is a natural progression for me. 100 00:03:53,943 --> 00:03:55,310 [Keith] My name's Keith, I'm 21, 101 00:03:55,312 --> 00:03:57,178 by the way, I'm a virgin, 102 00:03:57,180 --> 00:03:59,214 I'm looking for that special girl to pop my cherry. 103 00:04:00,883 --> 00:04:03,618 He's a cute kid, he's gonna do really well. 104 00:04:07,556 --> 00:04:08,957 Oh, it's gorgeous out here today. 105 00:04:08,959 --> 00:04:10,225 It's beautiful out. 106 00:04:10,227 --> 00:04:11,326 [Suz] Just gorgeous. 107 00:04:11,328 --> 00:04:13,028 I'm glad you came by, mom. 108 00:04:13,030 --> 00:04:16,331 Oh, I've been wanting to have a good conversation with you 109 00:04:16,333 --> 00:04:18,433 - not just on the phone but... - [Chelsea] I know. 110 00:04:18,435 --> 00:04:20,101 [Suz] We both got a lot going on. 111 00:04:20,103 --> 00:04:21,403 [Chelsea] And I feel like with all this, like, 112 00:04:21,405 --> 00:04:23,071 pen paling that I've been doing, like, 113 00:04:23,073 --> 00:04:26,408 my time is just so occupied. 114 00:04:26,410 --> 00:04:31,313 My mom and I are super close but my mom has no idea 115 00:04:31,315 --> 00:04:34,449 that I'm currently dating an inmate. 116 00:04:34,451 --> 00:04:36,885 So I'm... I've got all these guys now, like, writing me, 117 00:04:36,887 --> 00:04:38,987 all the time, and some of them 118 00:04:38,989 --> 00:04:41,256 is just like they pull on your heart strings like... 119 00:04:41,258 --> 00:04:42,791 Hmm, I can imagine. 120 00:04:42,793 --> 00:04:44,392 [Chelsea] There's this one guy and he's like... 121 00:04:44,394 --> 00:04:46,528 he's like almost eighty and he's been in there 122 00:04:46,530 --> 00:04:49,964 for like twenty years, and yeah, 123 00:04:49,966 --> 00:04:53,234 he did something really bad but he's little and old. 124 00:04:54,236 --> 00:04:57,305 There you go. That rescue mentality. 125 00:04:57,307 --> 00:05:00,542 Chelsea has always been, pick up a stray cat, 126 00:05:00,544 --> 00:05:04,979 pick up a rescue puppy, she has such a tender heart. 127 00:05:04,981 --> 00:05:06,981 So here's the thing, 128 00:05:08,751 --> 00:05:11,953 I did form a really close relationship 129 00:05:11,955 --> 00:05:14,889 with this one guy, Manuel. 130 00:05:14,891 --> 00:05:16,157 - Uh-huh. - [Chelsea] Um, he's great. 131 00:05:16,159 --> 00:05:19,527 He's a great guy, he's smart, um, he's my age, 132 00:05:19,529 --> 00:05:21,262 locked up in Idaho, 133 00:05:21,264 --> 00:05:25,233 and now it's like telephone conversations, 134 00:05:26,469 --> 00:05:28,870 but I see, like, potential with him, you know, 135 00:05:28,872 --> 00:05:30,305 I could see him being somebody 136 00:05:30,307 --> 00:05:33,408 I could have a relationship with on the outside. 137 00:05:35,578 --> 00:05:37,278 - I know. - That's concerning. 138 00:05:37,280 --> 00:05:38,713 Does he have children? 139 00:05:38,715 --> 00:05:40,382 He does have kids, yeah. 140 00:05:40,384 --> 00:05:43,184 Are you supposed to meet him, when is he getting out? 141 00:05:43,186 --> 00:05:47,188 [Chelsea] He gets out at the end of December... 142 00:05:47,190 --> 00:05:49,290 - Oh, that's soon. - Uh, yeah. 143 00:05:50,726 --> 00:05:52,293 [Suz] What the hell? 144 00:05:52,295 --> 00:05:53,728 You know, I thought this was a pen pal? 145 00:05:53,730 --> 00:05:55,096 You said... You didn't tell me 146 00:05:55,098 --> 00:05:57,499 anything about dating somebody. 147 00:05:57,501 --> 00:06:00,101 Now he has been in prison a few times. 148 00:06:00,103 --> 00:06:01,136 [Suz] Oh. Drugs? 149 00:06:01,138 --> 00:06:03,004 [Chelsea] Drugs and grand theft. 150 00:06:03,006 --> 00:06:05,140 - Oh, my goodness. - [Chelsea] He was... 151 00:06:05,142 --> 00:06:07,375 But he's humbled himself this time. 152 00:06:08,577 --> 00:06:11,079 So I can see, I don't... I know you don't wanna hear it 153 00:06:11,081 --> 00:06:14,916 but I can see him being somebody 154 00:06:14,918 --> 00:06:16,217 I could fall in love with 155 00:06:16,219 --> 00:06:17,919 and he's the first one I've ever felt this way for. 156 00:06:17,921 --> 00:06:19,521 So, it sounds to me like you're sort of already 157 00:06:19,523 --> 00:06:21,956 - on the brink of that. - [Chelsea] Yeah. 158 00:06:21,958 --> 00:06:24,092 - Would that be accurate? - Yeah, absolutely. 159 00:06:24,094 --> 00:06:25,326 [Suz] For whatever reason, 160 00:06:25,328 --> 00:06:28,229 she likes him but Manuel to me is a stranger. 161 00:06:28,231 --> 00:06:30,298 Is Manuel gonna be the kind of person 162 00:06:30,300 --> 00:06:33,468 that's gonna be good to my granddaughter and my grandson? 163 00:06:33,470 --> 00:06:36,271 Okay. Well here's one of my concerns, 164 00:06:36,273 --> 00:06:37,972 they have to survive in there, 165 00:06:37,974 --> 00:06:40,708 and sometimes that means they become violent 166 00:06:40,710 --> 00:06:43,278 when maybe their charge wasn't violent. 167 00:06:44,180 --> 00:06:45,513 And you say he loves children 168 00:06:45,515 --> 00:06:47,415 but obviously he didn't care enough 169 00:06:47,417 --> 00:06:49,684 about his own children to do right. 170 00:06:50,853 --> 00:06:52,821 I think we all make mistakes and, you know, 171 00:06:52,823 --> 00:06:55,356 everybody deserves a second chance. 172 00:06:56,759 --> 00:06:58,326 You couldn't just like one of those doctors 173 00:06:58,328 --> 00:07:00,662 that's been asking you out all these years? 174 00:07:01,897 --> 00:07:05,233 I'm sorry, but, I mean, it's my question, you know, 175 00:07:05,235 --> 00:07:06,568 what's the appeal? 176 00:07:06,570 --> 00:07:08,503 Is it because he's needy and because you feel like 177 00:07:08,505 --> 00:07:10,238 you need to rescue him? 178 00:07:10,240 --> 00:07:13,374 Because that's no basis for a relationship. 179 00:07:14,243 --> 00:07:17,312 You can't help who you fall in love with. 180 00:07:17,314 --> 00:07:19,347 And you don't think there's any possibility 181 00:07:19,349 --> 00:07:21,216 of him conning you? 182 00:07:21,218 --> 00:07:22,917 I mean, for what? 183 00:07:22,919 --> 00:07:24,085 How's he gonna con me? 184 00:07:24,087 --> 00:07:25,587 I don't have any money. 185 00:07:25,589 --> 00:07:27,322 How do you know he's not videoing 186 00:07:27,324 --> 00:07:29,324 with a dozen other women? 187 00:07:29,326 --> 00:07:30,792 I don't. 188 00:07:30,794 --> 00:07:32,994 But I can think of many guys that I've, like, 189 00:07:32,996 --> 00:07:37,899 dated in my past who had one or two of us, you know. 190 00:07:37,901 --> 00:07:39,033 That's just a chance you're taking? 191 00:07:39,035 --> 00:07:40,201 [Chelsea] Yeah. 192 00:07:40,203 --> 00:07:44,572 We'll see is my attitude right now. 193 00:07:47,176 --> 00:07:50,745 [dramatic music playing] 194 00:07:50,747 --> 00:07:53,081 [Isa] I'm Isa, I'm 21-years-old, 195 00:07:53,083 --> 00:07:55,850 I am a first generation college student. 196 00:07:55,852 --> 00:07:58,086 Born and raised in the Bronx. 197 00:07:58,088 --> 00:07:59,420 My life is pretty normal, 198 00:07:59,422 --> 00:08:00,922 somewhat, 199 00:08:00,924 --> 00:08:02,490 but then I met Devin. 200 00:08:03,359 --> 00:08:05,627 Devin is my bear. 201 00:08:06,729 --> 00:08:10,231 Like, he's big but he's such a softy. 202 00:08:10,233 --> 00:08:13,468 I do see a future with Devin but one thing about him 203 00:08:13,470 --> 00:08:17,372 is that he's never met me in real life. 204 00:08:17,374 --> 00:08:20,108 [woman] This is a prepaid call from an inmate 205 00:08:20,110 --> 00:08:22,610 to the [bleep] Correctional Institution. 206 00:08:22,612 --> 00:08:24,746 - [Devin speaking] - Hello, hi. 207 00:08:24,748 --> 00:08:26,447 [Devin speaking] 208 00:08:28,350 --> 00:08:30,818 [Isa] I first met Devin when I was researching 209 00:08:30,820 --> 00:08:33,421 for a school project and I came across 210 00:08:33,423 --> 00:08:37,258 Devin's video on a pen pal website for prisoners, 211 00:08:37,260 --> 00:08:38,426 and I thought, "Oh, my God, 212 00:08:38,428 --> 00:08:40,228 he really wants me to write him back." 213 00:08:40,230 --> 00:08:42,730 And, you know, and really talk to me, 214 00:08:42,732 --> 00:08:45,099 and then I got a phone call from Chelsea 215 00:08:45,101 --> 00:08:46,768 and she persuaded me to actually 216 00:08:46,770 --> 00:08:48,937 really give Devin a chance. 217 00:08:48,939 --> 00:08:52,507 Four months later, our relationship has expanded. 218 00:08:52,509 --> 00:08:55,543 [Devin speaking] 219 00:09:02,151 --> 00:09:04,385 [Isa] Devin told me that he's in prison 220 00:09:04,387 --> 00:09:06,354 because he was in the vehicle with someone 221 00:09:06,356 --> 00:09:09,524 that had an armed weapon and it went off, 222 00:09:09,526 --> 00:09:12,994 and he got four years because of that, 223 00:09:12,996 --> 00:09:15,396 but I see Devin for who he is, 224 00:09:15,398 --> 00:09:17,966 he's got goals and when he comes out, 225 00:09:17,968 --> 00:09:20,201 he expects to really accomplish those goals 226 00:09:20,203 --> 00:09:22,070 which is what I really love about him. 227 00:09:22,072 --> 00:09:25,306 [Devin speaking] 228 00:09:35,150 --> 00:09:37,552 [Isa] I never expected to date an inmate, 229 00:09:37,554 --> 00:09:39,954 I expected to date a normal man, 230 00:09:39,956 --> 00:09:41,389 if my parents did find out 231 00:09:41,391 --> 00:09:43,124 that I was talking to an incarcerated man, 232 00:09:43,126 --> 00:09:44,392 they would think that I'm setting myself up 233 00:09:44,394 --> 00:09:46,728 for a murder. 234 00:09:46,730 --> 00:09:50,098 I'm still trying to figure out what is it about this man. 235 00:09:50,100 --> 00:09:53,001 [Devin speaking] 236 00:09:53,003 --> 00:09:53,601 Okay. 237 00:09:53,603 --> 00:09:54,736 Sorry mom. 238 00:10:03,345 --> 00:10:05,179 I'm Brey. I'm 22-years-old 239 00:10:05,181 --> 00:10:06,881 and I'm a photographer. 240 00:10:06,883 --> 00:10:08,249 I mean, show something, be like, "What's up? 241 00:10:08,251 --> 00:10:10,151 What you reckon?" There you go. 242 00:10:11,020 --> 00:10:13,321 I love anime, I love videogames. 243 00:10:14,990 --> 00:10:16,090 People will be like, "Oh, no, that's nerdy." 244 00:10:16,092 --> 00:10:17,525 But that's me. 245 00:10:18,727 --> 00:10:20,428 I may come off shy to some people but, you know, 246 00:10:20,430 --> 00:10:23,197 I'm just kind of to myself a little bit 247 00:10:23,199 --> 00:10:26,367 but I'm a, you know, I like to say like a kind-hearted, 248 00:10:26,369 --> 00:10:28,136 just goofy person. 249 00:10:28,138 --> 00:10:30,405 I first learned about inmate matchmaking 250 00:10:30,407 --> 00:10:32,874 from my boy, Jacob, that's Chelsea's son. 251 00:10:32,876 --> 00:10:34,008 He was just like, "Yeah, my mom's doing 252 00:10:34,010 --> 00:10:35,410 this little, like, dating thing." 253 00:10:35,412 --> 00:10:37,111 And she came to me one day, she was like, 254 00:10:37,113 --> 00:10:38,713 "Hey, are you trying to find somebody? 255 00:10:38,715 --> 00:10:39,514 You looking for love, hon?" 256 00:10:39,516 --> 00:10:42,750 And I'm just like, "Yeah." 257 00:10:42,752 --> 00:10:44,285 It was like, "I'm trying to find some love 258 00:10:44,287 --> 00:10:45,987 and it's, like, it's been a minute." 259 00:10:45,989 --> 00:10:47,722 I don't know. 260 00:10:47,724 --> 00:10:49,490 Because I need to step out of that comfort zone, 261 00:10:49,492 --> 00:10:52,427 so today I'm here at the pier with Jake and my boy Marion, 262 00:10:52,429 --> 00:10:54,162 and I'm breaking the news, 263 00:10:54,164 --> 00:10:55,463 this is something I wanna go through with. 264 00:10:55,465 --> 00:10:57,999 - Talked to your mom yesterday. - [Jacob] Okay. 265 00:10:59,001 --> 00:11:01,369 She got me into some matchmaking. 266 00:11:01,371 --> 00:11:03,571 - Got you. - Yeah, you already know. 267 00:11:03,573 --> 00:11:04,906 Matchmaking? 268 00:11:04,908 --> 00:11:06,240 About what? 269 00:11:07,176 --> 00:11:09,143 His mom's doing a little matchmaking service 270 00:11:09,145 --> 00:11:11,612 with, uh, inmates. 271 00:11:13,348 --> 00:11:14,682 Why is your mom... 272 00:11:15,617 --> 00:11:16,984 Why is she doing this? 273 00:11:16,986 --> 00:11:18,953 She's doing it as a... as a business, man. 274 00:11:18,955 --> 00:11:21,255 It always feels very interesting 275 00:11:21,257 --> 00:11:24,726 trying to explain what exactly my mom does, uh, 276 00:11:24,728 --> 00:11:28,029 it gets a lot of interesting reactions to say the least. 277 00:11:29,331 --> 00:11:32,233 So these girls are in jail right now? 278 00:11:32,235 --> 00:11:34,569 These girls are in jail currently right now. 279 00:11:35,504 --> 00:11:37,305 Uh, dude. 280 00:11:38,107 --> 00:11:39,107 I don't know. 281 00:11:40,442 --> 00:11:42,410 Matchmaking with inmates that's, like, 282 00:11:42,412 --> 00:11:44,212 really still in jail? 283 00:11:44,214 --> 00:11:45,947 Like, this is crazy. 284 00:11:45,949 --> 00:11:48,249 Do you feel like this is a little extreme, like... 285 00:11:48,251 --> 00:11:50,318 You know me man, you know, I'm a shy person, you know, 286 00:11:50,320 --> 00:11:51,352 it's a really hard for me to, like, 287 00:11:51,354 --> 00:11:53,588 mix and mingle with people. 288 00:11:53,590 --> 00:11:57,325 See I know you shy but, like, take a public speaking class. 289 00:11:58,527 --> 00:11:59,827 I mean... 290 00:11:59,829 --> 00:12:01,329 Ever since I've known Brey, 291 00:12:01,331 --> 00:12:04,065 the one thing he hasn't really grown out of is that shyness, 292 00:12:04,067 --> 00:12:07,301 like he's always been a little bit, like, reserved. 293 00:12:07,303 --> 00:12:10,004 And this is not normally Brey's behavior. 294 00:12:11,006 --> 00:12:12,240 I'm glad to see Brey 295 00:12:12,242 --> 00:12:14,342 sort of starting to poke out of his shell. 296 00:12:14,344 --> 00:12:16,711 Uh, that's what I'm saying man, 297 00:12:16,713 --> 00:12:19,046 I ain't gonna lie, I did not expect this from you. 298 00:12:19,048 --> 00:12:20,982 There's something about it man, it's just... 299 00:12:20,984 --> 00:12:22,016 [Jacob] Yeah. 300 00:12:22,018 --> 00:12:23,351 [Marion] This does not scare you, like, 301 00:12:23,353 --> 00:12:25,419 she probably, like, maybe more violent? 302 00:12:26,989 --> 00:12:28,422 I'm not gonna lie, a little bit, I'm a little nervous. 303 00:12:28,424 --> 00:12:30,124 - [Marion] You nervous? - Yeah, a little nervous 304 00:12:30,126 --> 00:12:31,959 but as long as she's willing to change. 305 00:12:31,961 --> 00:12:34,462 Everybody has a chance to redeem themselves so... 306 00:12:34,464 --> 00:12:36,030 [Brey] Everybody makes mistakes in life, 307 00:12:36,032 --> 00:12:37,265 you know, so. 308 00:12:37,267 --> 00:12:39,367 [Marion] I don't know man, like, 309 00:12:39,369 --> 00:12:41,102 that's a... that's a hell of a mistake. 310 00:12:41,104 --> 00:12:43,304 I know going for someone in prison, 311 00:12:43,306 --> 00:12:46,474 everyone is gonna say some off the wall things about it 312 00:12:46,476 --> 00:12:48,976 because it's not the norm but at the end of the day, 313 00:12:48,978 --> 00:12:51,445 I'm still gonna do what I wanna do. 314 00:12:51,447 --> 00:12:53,414 I wanna try something different man, I know... 315 00:12:53,416 --> 00:12:54,916 I know love's out there, you know, 316 00:12:54,918 --> 00:12:57,351 this is just one of the ways I wanna try and find it. 317 00:12:58,253 --> 00:13:01,522 This could be an absolute disaster, like, 318 00:13:01,524 --> 00:13:04,759 Brey could get seriously hurt physically, mentally, 319 00:13:04,761 --> 00:13:07,261 he can, you know, he's vulnerable. 320 00:13:07,263 --> 00:13:09,864 It is... It is very... Well, it's just kind of hard 321 00:13:09,866 --> 00:13:11,933 to wrap my mind around, I'm not gonna lie to you. 322 00:13:11,935 --> 00:13:13,201 Have you told your dad about this? 323 00:13:13,203 --> 00:13:14,869 No, not at all. 324 00:13:14,871 --> 00:13:16,437 Me and my dad, that's my dude right there, 325 00:13:16,439 --> 00:13:18,139 that's my partner in crime. 326 00:13:18,141 --> 00:13:20,041 I'm really nervous on how my dad's gonna react, 327 00:13:20,043 --> 00:13:21,342 my dad's probably gonna look at me, like, 328 00:13:21,344 --> 00:13:22,310 "Man, this boy's crazy." 329 00:13:22,312 --> 00:13:23,978 I don't know. I don't... 330 00:13:27,049 --> 00:13:28,282 [upbeat music playing] 331 00:13:28,284 --> 00:13:29,417 [Chelsea] Tonight, I am meeting up 332 00:13:29,419 --> 00:13:32,086 with my best friend Jonathan. 333 00:13:32,088 --> 00:13:34,021 I wanna update him with what's going on 334 00:13:34,023 --> 00:13:35,456 with me and Manuel. 335 00:13:35,458 --> 00:13:37,391 Jonathan is brutally honest 336 00:13:37,393 --> 00:13:38,960 and I'm sure that 337 00:13:38,962 --> 00:13:40,494 he's going to have a lot to say. 338 00:13:40,496 --> 00:13:43,331 I have so much to tell you 339 00:13:43,333 --> 00:13:46,334 about Manuel, 340 00:13:46,336 --> 00:13:48,302 - the guy that's locked up. - [Jonathan] Mmm-hmm. 341 00:13:48,304 --> 00:13:50,438 You know, that I've been talking to, 342 00:13:50,440 --> 00:13:52,874 like, he is fine. 343 00:13:52,876 --> 00:13:53,876 Can I see? 344 00:13:54,977 --> 00:13:58,312 So, super good looking, 345 00:13:58,314 --> 00:14:00,014 muscly. 346 00:14:00,016 --> 00:14:02,350 So is this like a serious relationship? 347 00:14:02,352 --> 00:14:04,886 [Chelsea] This is like pretty serious, yeah. 348 00:14:04,888 --> 00:14:07,655 - This is not... - On a... On a level of, like, 349 00:14:07,657 --> 00:14:09,123 one to ten, where are we? 350 00:14:09,125 --> 00:14:11,993 I'd say we're, like, an eight, 351 00:14:11,995 --> 00:14:14,028 like, we're in pretty deep. 352 00:14:14,930 --> 00:14:18,232 Chelsea jumps from relationships so fast, 353 00:14:18,234 --> 00:14:20,201 so although Chelsea thinks Manuel is here 354 00:14:20,203 --> 00:14:23,537 for the long term, like, I know for a fact Manuel 355 00:14:23,539 --> 00:14:27,375 is, like, one phone call away from getting dumped. 356 00:14:28,176 --> 00:14:30,311 I'm just, like, "All right girl, 357 00:14:30,313 --> 00:14:32,613 call me tomorrow and let me know 358 00:14:32,615 --> 00:14:34,448 who you have in store next." 359 00:14:35,350 --> 00:14:37,151 So he's where? 360 00:14:37,153 --> 00:14:38,586 - He's in Idaho. - [Jonathan] Idaho? 361 00:14:38,588 --> 00:14:40,421 - Udaho? No. - [Chelsea] Udaho. 362 00:14:40,423 --> 00:14:41,989 Mama. 363 00:14:41,991 --> 00:14:43,291 You de prisoner. 364 00:14:43,293 --> 00:14:44,392 No. 365 00:14:45,394 --> 00:14:47,428 Um, but he has an out date, obviously, 366 00:14:47,430 --> 00:14:49,997 um, the end of December. 367 00:14:49,999 --> 00:14:50,531 Okay. 368 00:14:50,533 --> 00:14:52,366 [Chelsea] So... 369 00:14:52,368 --> 00:14:54,268 plan's will probably be to get him. 370 00:14:55,137 --> 00:14:56,938 Like, you go there to get him? 371 00:14:56,940 --> 00:14:58,372 [Chelsea] To, like, yeah. 372 00:14:59,908 --> 00:15:01,175 - So I mean... - [Jonathan] Has he, like, 373 00:15:01,177 --> 00:15:03,077 walked you through his arrests? 374 00:15:03,079 --> 00:15:05,079 He's been arrested a bunch of times. 375 00:15:05,081 --> 00:15:06,247 About how many times? 376 00:15:06,249 --> 00:15:09,083 [Chelsea] Like, a bunch, um... 377 00:15:09,085 --> 00:15:10,085 On one hand? 378 00:15:11,286 --> 00:15:12,420 - Maybe. - Two hands? 379 00:15:12,422 --> 00:15:14,388 Maybe two. 380 00:15:14,390 --> 00:15:16,891 [Jonathan] The fact that Manuel has this rap sheet 381 00:15:16,893 --> 00:15:21,095 that is as long as a CVS receipt is concerning. 382 00:15:21,097 --> 00:15:23,497 I support the fact that she wants to try something new, 383 00:15:23,499 --> 00:15:26,367 I support the fact that she wants to date an inmate. 384 00:15:26,369 --> 00:15:29,570 But maybe get someone that ran a stop sign. 385 00:15:29,572 --> 00:15:31,272 You Insana Girl. 386 00:15:31,274 --> 00:15:33,507 So, like, what was the, like, 387 00:15:33,509 --> 00:15:36,844 I see myself with a future with someone that's in prison? 388 00:15:36,846 --> 00:15:39,246 [Chelsea] I think it's because when they're locked up, 389 00:15:39,248 --> 00:15:40,715 obviously, if they're out here, 390 00:15:40,717 --> 00:15:42,516 you're gonna get sexual super-fast, right? 391 00:15:42,518 --> 00:15:43,951 - [Jonathan] Yeah. - Well, in prison, 392 00:15:43,953 --> 00:15:46,120 you can only get sexual a little few ways 393 00:15:46,122 --> 00:15:48,889 that's gonna be some dirty letters 394 00:15:48,891 --> 00:15:51,292 or some nasty phone calls. 395 00:15:51,294 --> 00:15:53,127 Have you sent him any pictures of... 396 00:15:53,129 --> 00:15:55,329 Or videos of yourself, like, can you do that? 397 00:15:55,331 --> 00:15:57,431 Not nasty, nasty but... 398 00:15:57,433 --> 00:15:59,333 You're just, like, "Ooh, look at me. Like, yeah." 399 00:15:59,335 --> 00:16:01,469 You know, just cute, 400 00:16:02,904 --> 00:16:04,238 but everything's covered. 401 00:16:05,307 --> 00:16:07,241 I don't know. 402 00:16:07,243 --> 00:16:10,077 Chelsea saying that, like, sending nudes is not allowed, 403 00:16:10,079 --> 00:16:12,747 it's just, like, break the rules, girl. 404 00:16:12,749 --> 00:16:14,081 Get the [bleep] pic, like, 405 00:16:14,083 --> 00:16:16,884 we need to know what you're working with. 406 00:16:16,886 --> 00:16:18,352 - Yeah. - [Jonathan] So, do you guys, 407 00:16:18,354 --> 00:16:19,420 like, when you're talking, 408 00:16:19,422 --> 00:16:20,488 do you just explain, like, 409 00:16:20,490 --> 00:16:22,256 my boobs are, like. 410 00:16:22,258 --> 00:16:23,924 Can you hear me saying some crap like that? 411 00:16:23,926 --> 00:16:26,394 - [Jonathan] I don't know. - No. 412 00:16:26,396 --> 00:16:30,164 I do lose interest with guys pretty fast. 413 00:16:30,166 --> 00:16:33,167 So with Manuel, just building it up, 414 00:16:33,169 --> 00:16:36,203 it's pretty special and different, you know, 415 00:16:36,205 --> 00:16:39,206 even though he is really sexy, I do care about him. 416 00:16:39,208 --> 00:16:41,409 Has he done anything yet, like, you know, you usually, 417 00:16:41,411 --> 00:16:43,577 like, you find something wrong with, like, 418 00:16:44,746 --> 00:16:46,514 a guy and then you're, like, "Ooh, I'm out." 419 00:16:46,516 --> 00:16:48,315 - Has he done anything? - No. 420 00:16:48,317 --> 00:16:50,251 She is, like, a relationship hopper 421 00:16:50,253 --> 00:16:51,552 and, um... 422 00:16:52,487 --> 00:16:54,288 I hate that for her because 423 00:16:54,290 --> 00:16:56,190 she's so loving, so caring, 424 00:16:56,192 --> 00:16:57,958 but I think that she's, like, 425 00:16:57,960 --> 00:16:59,660 she's scared to, like, 426 00:16:59,662 --> 00:17:01,896 have, like, uh, a hardcore commitment. 427 00:17:01,898 --> 00:17:05,199 So going for, like, uh, inmate that is literally 428 00:17:05,201 --> 00:17:08,069 locked up is not surprising to me. 429 00:17:08,071 --> 00:17:10,805 She doesn't want to break that wall down 430 00:17:10,807 --> 00:17:12,206 and let someone inside. 431 00:17:12,208 --> 00:17:16,110 [Chelsea] He's just like easy to talk to and he cares. 432 00:17:16,112 --> 00:17:18,145 Except, I haven't heard from him in a few days, 433 00:17:18,147 --> 00:17:20,848 but I think that might be, like, due to, like, 434 00:17:20,850 --> 00:17:23,317 a lockdown because they have, you know, it's prison, 435 00:17:23,319 --> 00:17:26,387 so there is times where he doesn't get to talk to me. 436 00:17:26,389 --> 00:17:30,057 Like, I've messaged him, like, non-stop and nothing. 437 00:17:30,059 --> 00:17:31,392 - That's never happened before? - No. 438 00:17:31,394 --> 00:17:34,061 Usually I hear from him multiple times a day. 439 00:17:34,063 --> 00:17:37,431 He's literally doing to you what you typically do 440 00:17:37,433 --> 00:17:38,699 to other people, 441 00:17:40,001 --> 00:17:41,535 ghosting them, but in... 442 00:17:41,537 --> 00:17:43,337 We don't know that he's ghosting me. 443 00:17:43,339 --> 00:17:45,005 He's not talking to you. 444 00:17:47,976 --> 00:17:50,244 That's a ghost if I ever seen one. 445 00:17:50,246 --> 00:17:51,312 Woo, woo. 446 00:17:55,183 --> 00:17:59,019 [upbeat music playing] 447 00:18:00,422 --> 00:18:01,989 [Isa] So I'm meeting Aliyah today 448 00:18:01,991 --> 00:18:03,724 in my favorite coffee shop, 449 00:18:03,726 --> 00:18:07,895 because I really needed to talk to someone about Devin. 450 00:18:07,897 --> 00:18:10,998 Aliyah knows that I've been talking to Devin, 451 00:18:11,000 --> 00:18:14,268 but she doesn't know that it turned serious. 452 00:18:14,270 --> 00:18:15,903 - You know. - You stopped updating us. 453 00:18:15,905 --> 00:18:17,238 I meant to, like, update y'all. 454 00:18:17,240 --> 00:18:18,873 But, like, I was just like, 455 00:18:18,875 --> 00:18:20,908 "Wait, this is getting out of hand." I'm, like, 456 00:18:20,910 --> 00:18:22,443 I don't know what you guys are gonna think now. 457 00:18:22,445 --> 00:18:23,511 I'm confused because I didn't know 458 00:18:23,513 --> 00:18:24,945 that you actually liked him. 459 00:18:24,947 --> 00:18:27,047 Well, this has escalated. 460 00:18:27,049 --> 00:18:28,916 You are crazy. 461 00:18:28,918 --> 00:18:30,384 I don't think that I ever expected Isa 462 00:18:30,386 --> 00:18:31,452 to date an inmate. 463 00:18:31,454 --> 00:18:33,454 So when she told us about it, 464 00:18:33,456 --> 00:18:36,056 we were kind of, like, "Ah, okay." 465 00:18:36,058 --> 00:18:37,992 Is he talking to anyone else? 466 00:18:37,994 --> 00:18:40,060 No. Like, he calls me every day. 467 00:18:40,062 --> 00:18:41,729 [Aliyah] Oh, my gosh. 468 00:18:41,731 --> 00:18:43,464 So he sends you videos? 469 00:18:43,466 --> 00:18:44,798 - He does. - [Aliyah] Let me see. 470 00:18:44,800 --> 00:18:46,167 [Isa] This is what he says. 471 00:18:46,169 --> 00:18:48,235 He's, like, "Just thought I'd send you something." 472 00:18:49,037 --> 00:18:52,273 [Devin speaking] 473 00:18:59,714 --> 00:19:02,550 Has he said that he loved you yet, like, outwardly? 474 00:19:02,552 --> 00:19:03,617 He's very in love. 475 00:19:04,619 --> 00:19:06,253 [Aliyah] Wow. He's moving so fast. 476 00:19:06,255 --> 00:19:07,288 [Isa] He is. 477 00:19:07,290 --> 00:19:08,722 Are you in love too? 478 00:19:10,625 --> 00:19:12,726 Love is a very strong word. 479 00:19:12,728 --> 00:19:14,929 Um, I do care about him. 480 00:19:14,931 --> 00:19:16,230 [Aliyah] I do think that it's a little scary 481 00:19:16,232 --> 00:19:18,933 on her part that him moving so quickly, 482 00:19:18,935 --> 00:19:20,234 he's, like, investing a lot in her. 483 00:19:20,236 --> 00:19:22,736 So, like, I'm worried that he's going to be, 484 00:19:22,738 --> 00:19:25,306 I don't know, like, hurt by her or angry with her. 485 00:19:25,308 --> 00:19:27,141 We don't really know how he's gonna react 486 00:19:27,143 --> 00:19:28,375 and we don't have a lot of background on him 487 00:19:28,377 --> 00:19:30,144 to know, like, you know, 488 00:19:30,146 --> 00:19:32,079 what he would be like in that situation. 489 00:19:32,881 --> 00:19:34,114 This happened so quickly though. 490 00:19:34,116 --> 00:19:35,883 It's, like, you just started talking to him. 491 00:19:35,885 --> 00:19:37,384 That's why I was, like, at first it was a joke 492 00:19:37,386 --> 00:19:38,385 and now it's, like, serious. 493 00:19:38,387 --> 00:19:39,920 So we're all, like, "Ah." 494 00:19:39,922 --> 00:19:40,721 [Isa] Exactly. But I... 495 00:19:40,723 --> 00:19:41,755 Does it make you nervous? 496 00:19:41,757 --> 00:19:43,090 It does make me nervous. 497 00:19:43,092 --> 00:19:44,925 I wake up every day and I'm, like, 498 00:19:44,927 --> 00:19:46,427 how did I get into this? 499 00:19:46,429 --> 00:19:49,163 So have you told that your parents yet? 500 00:19:50,098 --> 00:19:51,265 [Isa] No. 501 00:19:51,267 --> 00:19:53,300 You know, Dominican moms love to judge. 502 00:19:53,302 --> 00:19:56,170 They'll just be, like, are you on drugs? 503 00:19:56,172 --> 00:19:58,606 Is the bar that low for you? 504 00:19:58,608 --> 00:20:01,942 His tattoo on his chest says heartless felon. 505 00:20:01,944 --> 00:20:03,377 Oh. 506 00:20:03,379 --> 00:20:04,478 - [Isa] Yeah. - Okay. 507 00:20:04,480 --> 00:20:05,946 I feel... 508 00:20:05,948 --> 00:20:08,082 It's so much sometimes. 509 00:20:08,084 --> 00:20:10,184 I know that I shouldn't worry about what others say 510 00:20:10,186 --> 00:20:12,853 because it is my life, but sometimes I do worry 511 00:20:12,855 --> 00:20:14,855 and I'm, like, this is not normal. 512 00:20:14,857 --> 00:20:16,957 Obviously, there's, like, reservations 513 00:20:16,959 --> 00:20:18,192 because you don't know anything about him. 514 00:20:18,194 --> 00:20:19,360 [Isa] Yeah. 515 00:20:19,362 --> 00:20:20,694 You only know what he tells you. 516 00:20:22,764 --> 00:20:26,100 [upbeat music playing] 517 00:20:26,102 --> 00:20:27,501 [Brey] Today, we're going to the barber shop 518 00:20:27,503 --> 00:20:30,004 and me and my dad are gonna get a cut. 519 00:20:30,006 --> 00:20:32,306 - [Dexter] Hey. - [man] What's up, fellas? 520 00:20:32,308 --> 00:20:33,607 Haven't seen you guys in a long time. 521 00:20:33,609 --> 00:20:34,708 - Yeah. - [man] What's up man? 522 00:20:34,710 --> 00:20:36,343 [Dexter] Yeah. Good. 523 00:20:36,345 --> 00:20:37,378 [Brey] I'm gonna tell him 524 00:20:37,380 --> 00:20:39,446 about this prison inmate situation 525 00:20:39,448 --> 00:20:41,048 that's got going on. 526 00:20:43,285 --> 00:20:45,219 So, what we doing today, getting a little off the top? 527 00:20:45,221 --> 00:20:47,888 Oh, yeah. A little off the top. Yeah. 528 00:20:47,890 --> 00:20:49,290 Just shave it up, you know, real good 529 00:20:49,292 --> 00:20:51,859 and trim up my beard a little bit. 530 00:20:51,861 --> 00:20:54,094 I'm really nervous on how my dad's gonna react 531 00:20:54,096 --> 00:20:56,196 but this is something I wanna go through with. 532 00:20:58,967 --> 00:21:01,235 Got something interesting to tell you. 533 00:21:01,237 --> 00:21:03,937 Recently, I've been, um, talking to Chelsea. 534 00:21:03,939 --> 00:21:05,439 She has this, uh, 535 00:21:05,441 --> 00:21:06,974 little business going on 536 00:21:06,976 --> 00:21:08,842 where she does matchmaking. 537 00:21:08,844 --> 00:21:10,077 [Dexter speaking] 538 00:21:10,079 --> 00:21:12,012 It's, like, I guess you could say that. 539 00:21:12,014 --> 00:21:13,514 - Yeah? - [Brey] Yeah. 540 00:21:14,883 --> 00:21:16,383 Yeah. Kind of, like, a little dating app. 541 00:21:16,385 --> 00:21:19,620 But here's the thing. 542 00:21:22,057 --> 00:21:24,491 I'm finding someone that's locked up. 543 00:21:27,329 --> 00:21:29,430 Hold up, man. 544 00:21:29,432 --> 00:21:31,432 When you say locked up, you mean, like, in prison? 545 00:21:31,434 --> 00:21:33,267 Incarcerated. Yeah. 546 00:21:34,169 --> 00:21:36,437 What the [bleep] are you thinking, man? 547 00:21:36,439 --> 00:21:39,239 Have you bumped your head or something? 548 00:21:44,412 --> 00:21:46,146 [Dexter] Hold up, man. 549 00:21:47,949 --> 00:21:52,286 Bro, all these women here in Panama City, 550 00:21:52,288 --> 00:21:55,222 and you wanna try to find love in prison? 551 00:21:55,224 --> 00:21:57,124 I mean, why not? 552 00:21:57,126 --> 00:21:59,960 [Dexter] That's [bleep] don't make no kind of sense, man. 553 00:21:59,962 --> 00:22:03,063 I mean, Brey has always been the quiet, 554 00:22:03,065 --> 00:22:05,132 reserved and, you know, shy 555 00:22:05,134 --> 00:22:07,201 to say that, you know, "Hey, I'm gonna date, 556 00:22:07,203 --> 00:22:08,402 you know, inmate, an inmate." 557 00:22:08,404 --> 00:22:10,838 I'm like, "Okay. I wasn't ready for that." 558 00:22:10,840 --> 00:22:13,240 When I was your age, man, I would just go to a bar, man, 559 00:22:13,242 --> 00:22:15,609 and, you know, if I saw someone I like, 560 00:22:15,611 --> 00:22:17,878 I just go up and, you know, talk to 'em. 561 00:22:17,880 --> 00:22:20,047 I just want to try a different approach to it all. 562 00:22:20,049 --> 00:22:23,250 Yeah. Well, yeah, girls being behind the bars. 563 00:22:23,252 --> 00:22:26,220 [laughter] 564 00:22:26,222 --> 00:22:28,355 Oh, yeah, it's gonna... it's gonna be different, all right. 565 00:22:28,357 --> 00:22:29,923 [Brey] It's gonna be different. 566 00:22:29,925 --> 00:22:31,925 I'm a very introvert person, it's just, like, 567 00:22:31,927 --> 00:22:33,460 my dad's very social. So, it's just, like, 568 00:22:33,462 --> 00:22:35,095 you may meet one in a bar. 569 00:22:35,097 --> 00:22:36,530 If I'm in the bar, I don't even think 570 00:22:36,532 --> 00:22:37,431 I'm approaching anybody, 571 00:22:37,433 --> 00:22:38,899 uh, my game is a little off, 572 00:22:38,901 --> 00:22:40,834 I'll be honest with you, my game is off. 573 00:22:40,836 --> 00:22:44,071 Man, me and Chelsea gonna have to have a little talk, bro. 574 00:22:44,073 --> 00:22:46,340 Have an open mind, open heart to it. So... 575 00:22:46,342 --> 00:22:49,209 Just don't get no open chest wounds. 576 00:22:49,211 --> 00:22:51,712 That's all I got to say. [laughs] 577 00:22:52,647 --> 00:22:55,582 [upbeat music playing] 578 00:22:55,584 --> 00:22:59,720 Hi. Um, usually at this time, 579 00:22:59,722 --> 00:23:02,089 Devin does call me. 580 00:23:02,857 --> 00:23:04,324 Today, he sent me an email. 581 00:23:04,326 --> 00:23:07,428 So I'm gonna read it to you guys. 582 00:23:07,430 --> 00:23:09,530 He says, "My beautiful wife," 583 00:23:09,532 --> 00:23:12,199 He calls me, his wife. [laughs] 584 00:23:12,201 --> 00:23:13,801 "I hope you have a good day at work 585 00:23:13,803 --> 00:23:16,503 just know your husband is thinking about you." 586 00:23:17,505 --> 00:23:21,375 Obviously, he does know that I really care about him. 587 00:23:21,377 --> 00:23:22,543 He wants me to speak to his mom. 588 00:23:22,545 --> 00:23:24,745 It's very important to him, you know, 589 00:23:24,747 --> 00:23:26,380 because if we are gonna be serious, 590 00:23:26,382 --> 00:23:28,482 he wants me to speak to her. 591 00:23:28,484 --> 00:23:30,717 Sometimes, I do wake up with mixed feelings 592 00:23:30,719 --> 00:23:32,453 and I think to myself, 593 00:23:32,455 --> 00:23:34,288 "Wow, this is, like, actually happening, 594 00:23:34,290 --> 00:23:36,490 like, am I actually, like, 595 00:23:36,492 --> 00:23:40,360 really talking to an inmate, is this a dream?" 596 00:23:40,362 --> 00:23:43,363 I never knew that it would escalate to this. 597 00:23:44,165 --> 00:23:46,233 I'm... Every day I just wake up 598 00:23:46,235 --> 00:23:48,969 and I'm just a little bit confused about everything. 599 00:23:48,971 --> 00:23:52,940 So, good night, guys and I will keep you updated. 600 00:23:52,942 --> 00:23:56,276 [upbeat music playing] 601 00:23:57,745 --> 00:23:58,879 - [Chelsea] Hey. - [Brey] Hey. 602 00:23:58,881 --> 00:24:01,348 [Chelsea] How's it going? Welcome. 603 00:24:01,350 --> 00:24:04,918 Brey is like my second son. 604 00:24:04,920 --> 00:24:07,020 He has been best friends 605 00:24:07,022 --> 00:24:10,891 with my son Jacob since they were little. 606 00:24:10,893 --> 00:24:13,994 He's a common fixture in my household. 607 00:24:13,996 --> 00:24:15,929 He knows where all my groceries go. 608 00:24:15,931 --> 00:24:17,331 That's how close he is. 609 00:24:17,333 --> 00:24:18,899 He's a great kid, 610 00:24:18,901 --> 00:24:22,636 and I am excited to match him up with somebody. 611 00:24:22,638 --> 00:24:25,138 - Good to see you. - [Dexter] We got a lot of talking to do. 612 00:24:25,140 --> 00:24:28,208 - [Chelsea] Yeah, we do. - My son dating a inmate. 613 00:24:28,210 --> 00:24:30,410 I'm still, you know, in shock about it, 614 00:24:30,412 --> 00:24:32,212 so I don't really know what to expect 615 00:24:32,214 --> 00:24:34,381 and I've got questions of my own 616 00:24:34,383 --> 00:24:36,750 I wanna ask directly to Chelsea. 617 00:24:36,752 --> 00:24:38,285 - This is my son. - I know. 618 00:24:38,287 --> 00:24:40,954 Okay. He's a grown man, granted, 619 00:24:40,956 --> 00:24:43,223 but when he laid it on me that he was trying 620 00:24:43,225 --> 00:24:45,225 to get matched up with somebody from prison, 621 00:24:45,227 --> 00:24:46,727 my antennas went up. 622 00:24:46,729 --> 00:24:48,729 How do we know that they're not just using this 623 00:24:48,731 --> 00:24:51,198 as an opportunity to, uh, scam somebody? 624 00:24:51,200 --> 00:24:52,966 [Chelsea] You got to be smart about it. 625 00:24:52,968 --> 00:24:55,235 People can also scam me on the street. 626 00:24:55,237 --> 00:24:57,404 [Dexter] Brey is kind of a, uh, 627 00:24:57,406 --> 00:24:59,039 hip nerd type, you know, of guy. 628 00:24:59,041 --> 00:25:00,407 He's rather shy. 629 00:25:00,409 --> 00:25:02,476 I guess my biggest concern is, 630 00:25:02,478 --> 00:25:04,978 you know, some of the women may have, 631 00:25:04,980 --> 00:25:07,648 um, experienced, you know, a little more than him, 632 00:25:07,650 --> 00:25:09,750 may try to take advantage of him. 633 00:25:09,752 --> 00:25:11,585 So what are, like, some of the red flags 634 00:25:11,587 --> 00:25:13,987 - to look for? - [Chelsea] Well, some of the red flags 635 00:25:13,989 --> 00:25:17,424 to look for is if she starts off 636 00:25:17,426 --> 00:25:18,859 right off the bat after a couple of weeks 637 00:25:18,861 --> 00:25:20,327 that she loves you. 638 00:25:20,329 --> 00:25:22,429 - Okay. - [Chelsea] I mean, you don't love me, right? 639 00:25:22,431 --> 00:25:24,298 - [Dexter] No. No. - You don't know me. 640 00:25:24,300 --> 00:25:25,732 How you love me in two weeks? 641 00:25:25,734 --> 00:25:28,468 Or if she says send me money, 642 00:25:28,470 --> 00:25:30,837 - uh, it's never, um... - [Dexter] Right. To put on the commissary and stuff. 643 00:25:30,839 --> 00:25:32,172 - [Chelsea] Mmm-hmm. - Yeah. 644 00:25:32,174 --> 00:25:33,707 You just don't want to give too much... 645 00:25:33,709 --> 00:25:35,342 [Dexter] Give too much too soon. 646 00:25:35,344 --> 00:25:37,511 - [Chelsea] You got it. - [Brey] You know, it could go bad, 647 00:25:37,513 --> 00:25:39,513 but this is a big opportunity for me to, like, 648 00:25:39,515 --> 00:25:40,981 you know, step out of my shell. 649 00:25:40,983 --> 00:25:42,883 The other relationships that I've had, 650 00:25:42,885 --> 00:25:44,451 they haven't really been all that great. 651 00:25:44,453 --> 00:25:46,119 I just wanna try something different. 652 00:25:46,121 --> 00:25:48,121 I can't guarantee that I'll be there 653 00:25:48,123 --> 00:25:50,123 to help break through it when he's, you know, 654 00:25:50,125 --> 00:25:52,326 going through the process of learning about them. 655 00:25:52,328 --> 00:25:55,729 [Dexter] I would never imagine in a million years 656 00:25:55,731 --> 00:25:59,366 that my son would be getting matched up with an inmate, 657 00:25:59,368 --> 00:26:01,468 um, I'm still trying to digest it. 658 00:26:01,470 --> 00:26:03,437 This is my life. I really could care less 659 00:26:03,439 --> 00:26:05,505 when anybody else has to say about it, so, 660 00:26:05,507 --> 00:26:07,040 you know, if I wanna go through with it, 661 00:26:07,042 --> 00:26:08,408 I'mma go through with it. 662 00:26:08,410 --> 00:26:10,978 [Chelsea] Okay. First, this is Cynthia. 663 00:26:10,980 --> 00:26:13,480 [Brey] Cynthia. All right. 664 00:26:13,482 --> 00:26:15,515 - She's from Idaho? - [Chelsea] Yeah. 665 00:26:15,517 --> 00:26:17,250 [Brey] Crime. Theft, 666 00:26:17,252 --> 00:26:18,986 possession of controlled substance. 667 00:26:18,988 --> 00:26:20,454 Nice, wholesome girl, huh? 668 00:26:20,456 --> 00:26:22,489 - Yeah. - Age... 669 00:26:22,491 --> 00:26:23,924 - Chill out, pop, chill out. - Okay. 670 00:26:23,926 --> 00:26:25,192 [Brey] "I was your typical 671 00:26:25,194 --> 00:26:26,927 All-American high school student. 672 00:26:26,929 --> 00:26:28,228 I went straight to college 673 00:26:28,230 --> 00:26:29,963 and that's when I met a boyfriend 674 00:26:29,965 --> 00:26:31,231 who introduced me to drugs 675 00:26:31,233 --> 00:26:33,634 and my life went all downhill from there. 676 00:26:34,702 --> 00:26:37,104 I come to prison, I get clean and sober 677 00:26:37,106 --> 00:26:39,072 and I find myself again. 678 00:26:39,074 --> 00:26:40,707 I like to make people laugh. 679 00:26:40,709 --> 00:26:43,877 I'm always playing pranks on people, even cops. 680 00:26:43,879 --> 00:26:46,313 I take really good care of myself. 681 00:26:46,315 --> 00:26:48,348 I work out every day. I love sports. 682 00:26:48,350 --> 00:26:51,151 I plan on getting out, reconnect with my family, 683 00:26:51,153 --> 00:26:52,319 going back to college, 684 00:26:52,321 --> 00:26:53,920 and finding a real future 685 00:26:53,922 --> 00:26:55,889 away from addiction." 686 00:26:55,891 --> 00:26:58,458 I like Cynthia, she seems pretty cool. 687 00:26:58,460 --> 00:27:00,160 She, to me, I feel like 688 00:27:00,162 --> 00:27:02,295 she's really not gonna fall back 689 00:27:02,297 --> 00:27:03,964 into the same pattern. 690 00:27:03,966 --> 00:27:06,299 [Dexter] She's actually just, like, your girl next door, 691 00:27:06,301 --> 00:27:08,201 you know, with charges. 692 00:27:08,203 --> 00:27:09,736 [laughs] 693 00:27:11,172 --> 00:27:14,041 Okay. So now, 694 00:27:14,043 --> 00:27:16,109 - Arlette. - [Brey] Arlette. 695 00:27:16,111 --> 00:27:18,712 - [Dexter] Oh, she's pretty. - [Brey] Okay. Yeah. She cute. 696 00:27:18,714 --> 00:27:20,347 I see, you know, got the glasses 697 00:27:20,349 --> 00:27:23,250 - and everything, like me. - [Chelsea] Mm-hmm. 698 00:27:23,252 --> 00:27:25,318 [Brey] She's 22. 699 00:27:25,320 --> 00:27:27,854 Loves movies, dancing, and being adventurous. 700 00:27:27,856 --> 00:27:29,356 Crimes, 701 00:27:29,358 --> 00:27:31,958 Aggravated battery, grand theft, 702 00:27:31,960 --> 00:27:33,860 grand theft by possession. 703 00:27:33,862 --> 00:27:35,529 - Ooh, boy. - Got some charges. 704 00:27:35,531 --> 00:27:37,130 Yeah. Yeah. I already know you're looking at me like, 705 00:27:37,132 --> 00:27:38,365 they are incarcerated. 706 00:27:38,367 --> 00:27:40,000 Well, them was some is real charges, bro. 707 00:27:40,002 --> 00:27:41,935 - I mean, they're in prison but it just, like... - [Dexter] Yeah. 708 00:27:41,937 --> 00:27:43,503 Those are stuff that they've done in the past. 709 00:27:43,505 --> 00:27:45,405 I'mma be the good influence. You know what I'm saying? 710 00:27:45,407 --> 00:27:47,174 "I was born in the Philippines. 711 00:27:47,176 --> 00:27:49,342 My center wasn't family. It was friends. 712 00:27:49,344 --> 00:27:52,746 Clothes, drugs, booze became my daily routine. 713 00:27:52,748 --> 00:27:54,748 I'm 22-years-old. 714 00:27:54,750 --> 00:27:57,317 I'm willing to change and go back to the right path. 715 00:27:58,119 --> 00:28:00,153 I really want a guy who's adventurous, 716 00:28:00,155 --> 00:28:03,590 who can communicate with me, and someday have a big family. 717 00:28:04,759 --> 00:28:07,327 I hate all those and I literally can't stand 718 00:28:07,329 --> 00:28:10,330 when someone isn't taking care of their own hygiene. 719 00:28:10,332 --> 00:28:12,632 Like, let's smell sexy together 720 00:28:12,634 --> 00:28:14,301 and redefine the perfect duo." 721 00:28:14,303 --> 00:28:16,069 Okay. 722 00:28:16,071 --> 00:28:17,738 I'm excited to start like talking to 'em and everything. 723 00:28:17,740 --> 00:28:20,073 I'm an introvert. So, it is very hard to like, 724 00:28:20,075 --> 00:28:21,808 just come up and like start a conversation. 725 00:28:21,810 --> 00:28:23,110 I don't know. It's been a minute 726 00:28:23,112 --> 00:28:24,745 since I had this one-on-one with somebody. 727 00:28:24,747 --> 00:28:26,313 So it's like, I'm excited. 728 00:28:26,315 --> 00:28:28,348 - I actually like Arlette. - Okay. 729 00:28:28,350 --> 00:28:29,816 The fact that she said she likes to dance 730 00:28:29,818 --> 00:28:31,384 - that really caught me. - [Chelsea] I knew you. 731 00:28:31,386 --> 00:28:34,454 As soon as I saw that I was like, "Mmm-hmm. 732 00:28:34,456 --> 00:28:36,256 Yeah, that's all Brey. Right there." 733 00:28:36,258 --> 00:28:37,557 You got to have the good music and everything. 734 00:28:37,559 --> 00:28:39,059 Got to get the move in, yeah. 735 00:28:39,061 --> 00:28:40,127 What about you, Dex? 736 00:28:40,129 --> 00:28:41,728 How you feeling? 737 00:28:41,730 --> 00:28:44,331 I'm beginning to understand it more now. 738 00:28:44,333 --> 00:28:46,366 Once you put a face to the letters, 739 00:28:46,368 --> 00:28:47,834 it's kind of a game changer 740 00:28:47,836 --> 00:28:50,103 because now it's not the unknown, 741 00:28:50,105 --> 00:28:51,404 you know, scaring the hell out of me. 742 00:28:51,406 --> 00:28:53,206 I do empathize. 743 00:28:53,208 --> 00:28:56,209 Everybody makes mistakes. And sometimes you got to pay, 744 00:28:56,211 --> 00:28:58,245 um, the penalty for your mistakes. 745 00:28:58,247 --> 00:28:59,746 Well... 746 00:29:00,448 --> 00:29:02,983 why don't we start searching for you? 747 00:29:02,985 --> 00:29:05,519 Just keep... To get some options going. 748 00:29:05,521 --> 00:29:08,021 You're not dating anybody? You're single? 749 00:29:08,023 --> 00:29:10,857 [Dexter] Uh, I don't know. Uh... 750 00:29:10,859 --> 00:29:12,759 You got to do this, man. 751 00:29:12,761 --> 00:29:14,795 You got... You got to find you some love out here. 752 00:29:14,797 --> 00:29:17,731 You're, how old? Fifty something, 753 00:29:17,733 --> 00:29:19,900 - you got to find something. - I'm in my late 50s. 754 00:29:19,902 --> 00:29:20,967 Okay. Late 50s. Yeah. 755 00:29:20,969 --> 00:29:22,936 Listen, you wouldn't believe 756 00:29:22,938 --> 00:29:24,137 there's all ages and all types. 757 00:29:24,139 --> 00:29:26,039 Mmm-hmm. 758 00:29:26,041 --> 00:29:27,474 Let me think about it. 759 00:29:29,610 --> 00:29:31,211 Don't knock it until you try it. 760 00:29:34,916 --> 00:29:36,883 [upbeat music playing] 761 00:29:36,885 --> 00:29:39,486 [Isa] So today, I'm doing a video chat 762 00:29:39,488 --> 00:29:42,489 with Devin's mom for the very first time. 763 00:29:42,491 --> 00:29:44,291 I'm excited to actually talk to her. 764 00:29:44,293 --> 00:29:47,427 You know, Devin talks about his mom all the time, 765 00:29:47,429 --> 00:29:49,930 but I am nervous, of course. 766 00:29:49,932 --> 00:29:53,066 - Hi, how are you? - I'm good. 767 00:29:53,068 --> 00:29:55,035 This is like a first for me. 768 00:29:55,037 --> 00:29:56,903 I really thought this was a catfish. 769 00:29:56,905 --> 00:29:58,338 -No. -[Elaine] I told... I was like, 770 00:29:58,340 --> 00:30:01,208 "Oh, my God. What if some guy pops up on the screen?" 771 00:30:02,176 --> 00:30:04,411 And it's... I mean, what do I say? 772 00:30:04,413 --> 00:30:06,213 I'm still in shock. 773 00:30:06,215 --> 00:30:10,250 It's like your total opposite of what I expected. 774 00:30:10,252 --> 00:30:12,419 What do you... What did you expect me like? 775 00:30:12,421 --> 00:30:13,720 I don't know. 776 00:30:15,590 --> 00:30:17,390 Not so much the innocent look. 777 00:30:17,392 --> 00:30:19,025 [laughs] 778 00:30:19,027 --> 00:30:20,126 I will tell you this. 779 00:30:20,128 --> 00:30:22,062 I didn't grow up, um, 780 00:30:22,064 --> 00:30:23,763 I don't know how to say this. 781 00:30:23,765 --> 00:30:25,298 I know how to say it in Spanish 782 00:30:25,300 --> 00:30:27,067 because my mom always says it to me. She's like... 783 00:30:27,069 --> 00:30:28,835 [in Spanish] 784 00:30:28,837 --> 00:30:31,972 And I wasn't born in a golden crib. 785 00:30:31,974 --> 00:30:34,241 I have... All my life I've had to work. 786 00:30:34,243 --> 00:30:36,409 Well, you should be really proud of yourself for that. 787 00:30:36,411 --> 00:30:39,246 You seem to be a very pretty well together girl. 788 00:30:39,248 --> 00:30:42,482 And it's just... 789 00:30:42,484 --> 00:30:44,384 Do you know what you're getting into? 790 00:30:44,386 --> 00:30:45,986 Like before, 791 00:30:45,988 --> 00:30:50,123 uh, you know Devin got his time, 792 00:30:51,125 --> 00:30:52,492 he probably wouldn't have been somebody 793 00:30:52,494 --> 00:30:54,060 you would have spoke to. 794 00:30:54,062 --> 00:30:55,095 - Mmm-hmm. - [Elaine] You know? 795 00:30:55,097 --> 00:30:56,796 Because Devin was wild. 796 00:30:56,798 --> 00:30:59,065 - [Isa] Yeah, he told me that. - You know, he's just... 797 00:30:59,067 --> 00:31:01,368 But, like, I feel like our... My conversations 798 00:31:01,370 --> 00:31:02,969 with Devin are very, like deep. 799 00:31:02,971 --> 00:31:04,604 You know, he has a lot of goals. 800 00:31:04,606 --> 00:31:06,373 He's very ambitious. I see. 801 00:31:06,375 --> 00:31:08,275 And you know, he's always telling me 802 00:31:08,277 --> 00:31:10,577 how like prison has changed him. You know? 803 00:31:11,245 --> 00:31:13,613 I just don't want you to... 804 00:31:14,282 --> 00:31:16,049 - [Isa] Get involved? - Get hurt. 805 00:31:16,051 --> 00:31:18,919 Get wrapped up. And, you know, 806 00:31:18,921 --> 00:31:20,520 people talk different when they're in jail. 807 00:31:20,522 --> 00:31:23,089 And Devin is a sweet talker. 808 00:31:23,091 --> 00:31:24,557 - [Elaine] Yeah, I know. - You know? 809 00:31:24,559 --> 00:31:25,959 I know he's not an easy man. 810 00:31:25,961 --> 00:31:28,028 I know people look at him at, 811 00:31:28,030 --> 00:31:30,363 not easy, but he's such a mush. [laughs] 812 00:31:30,365 --> 00:31:31,998 [Elaine] Look, he is. 813 00:31:32,000 --> 00:31:34,401 He's a big, big teddy bear on the inside. 814 00:31:34,403 --> 00:31:36,336 But, you know, 815 00:31:36,338 --> 00:31:39,773 um, he's still gonna have to come home 816 00:31:39,775 --> 00:31:41,341 and face reality. 817 00:31:41,343 --> 00:31:43,476 You know, about things that have happened. 818 00:31:43,478 --> 00:31:45,712 - [Isa] Mmm-hmm. - [Elaine] Which will be hard 819 00:31:45,714 --> 00:31:47,347 for all of us all over again. 820 00:31:47,349 --> 00:31:49,549 But, you know, we're here. 821 00:31:49,551 --> 00:31:52,819 We're gonna be here for Devin, always. 822 00:31:52,821 --> 00:31:56,122 For Elaine, I do sympathize with her a lot. 823 00:31:56,124 --> 00:31:59,759 Devin first went to prison at age 14. 824 00:31:59,761 --> 00:32:01,494 If I were in her shoes, I'd be crying too. 825 00:32:01,496 --> 00:32:03,897 You know, I don't want my son in jail. 826 00:32:03,899 --> 00:32:07,734 I don't want my son missing out on important holidays. 827 00:32:07,736 --> 00:32:10,136 It must be really frustrating for her. 828 00:32:10,138 --> 00:32:11,504 I'm so sorry, Elaine. 829 00:32:11,506 --> 00:32:13,573 - That's okay. - If I could only give you a hug. 830 00:32:13,575 --> 00:32:15,275 I'm... I really am sorry. 831 00:32:15,277 --> 00:32:17,077 You know, 832 00:32:17,079 --> 00:32:19,312 I don't know if that's something you think about, like, 833 00:32:20,214 --> 00:32:22,549 but he's got a lot of proving to do, 834 00:32:22,551 --> 00:32:24,484 you know, to everybody. 835 00:32:24,486 --> 00:32:27,053 [Isa] I'm definitely worried about Devin falling back 836 00:32:27,055 --> 00:32:28,321 into his old ways. 837 00:32:28,323 --> 00:32:30,123 You know, I don't know what I'm gonna do 838 00:32:30,125 --> 00:32:31,958 if he goes back to prison. 839 00:32:31,960 --> 00:32:34,728 Look, I don't wanna do this whole thing again. 840 00:32:34,730 --> 00:32:37,764 I would really, really love to help him. 841 00:32:38,566 --> 00:32:40,367 You seem like you would. 842 00:32:40,369 --> 00:32:43,236 Um, it's just a matter of... 843 00:32:43,238 --> 00:32:46,139 if Devin wants... Really wants it. 844 00:32:50,011 --> 00:32:53,113 [upbeat music playing] 845 00:32:58,185 --> 00:32:59,552 Hmm. 846 00:33:02,089 --> 00:33:05,992 So, I'm about to have a video visit with Manuel. 847 00:33:05,994 --> 00:33:09,295 And we haven't talked in a few days. 848 00:33:09,297 --> 00:33:12,198 I'm slightly worried that something's going on 849 00:33:12,200 --> 00:33:14,567 with Manuel or maybe something's going on 850 00:33:14,569 --> 00:33:16,770 at his prison. Maybe he's hurt. 851 00:33:16,772 --> 00:33:18,304 I'm not... I'm not sure. 852 00:33:18,306 --> 00:33:21,241 Um, because it's not like him to not respond. 853 00:33:21,243 --> 00:33:23,543 I guess, we're gonna see if he shows up 854 00:33:23,545 --> 00:33:25,979 because he's late. So... 855 00:33:25,981 --> 00:33:29,149 [dramatic music playing] 856 00:33:31,218 --> 00:33:32,385 [Chelsea] I'm starting to think 857 00:33:32,387 --> 00:33:33,953 that Jonathan was right, 858 00:33:33,955 --> 00:33:35,555 that I'm getting ghosted 859 00:33:35,557 --> 00:33:38,558 and it feels really crappy, 860 00:33:39,994 --> 00:33:43,563 I'm just a few minutes left, and then it'll be over. 861 00:33:43,565 --> 00:33:46,399 But he's not showing up to the video visit, 862 00:33:46,401 --> 00:33:48,435 it looks like. 863 00:33:48,437 --> 00:33:50,270 I can't believe that Manuel stood me up. 864 00:33:50,272 --> 00:33:52,605 You know, I haven't talked to him in a while. 865 00:33:52,607 --> 00:33:54,407 And then I was really looking forward 866 00:33:54,409 --> 00:33:56,476 to seeing his face and nothing. 867 00:34:04,085 --> 00:34:06,319 - [Ashley] Hey, babe. - Hey, how are you? 868 00:34:06,321 --> 00:34:08,488 - [Ashley speaking] - Good. 869 00:34:08,490 --> 00:34:11,191 So something's happened. 870 00:34:11,193 --> 00:34:13,159 [Ashley] What's wrong? 871 00:34:13,161 --> 00:34:14,794 - Hmm? - Um, 872 00:34:14,796 --> 00:34:18,298 I went to do my video visit with Manuel. 873 00:34:18,300 --> 00:34:20,366 - [Ashley] Mmm-hmm. - And he never showed up. 874 00:34:20,368 --> 00:34:23,436 [Ashley speaking] 875 00:34:24,572 --> 00:34:25,572 Nothing. 876 00:34:26,307 --> 00:34:28,975 [Ashley speaking] 877 00:34:28,977 --> 00:34:30,276 Yeah, at first, I was worried. 878 00:34:30,278 --> 00:34:31,344 But now I'm not worried 879 00:34:31,346 --> 00:34:32,712 because I feel like 880 00:34:33,614 --> 00:34:36,049 if something bad had happened, 881 00:34:36,051 --> 00:34:38,118 I think that one of his friends 882 00:34:38,120 --> 00:34:39,419 in there would've messaged me. 883 00:34:39,421 --> 00:34:41,888 Now, I'm just kind of like, pissed. 884 00:34:41,890 --> 00:34:45,058 [Ashley speaking] 885 00:34:52,032 --> 00:34:54,367 He's in prison and needy. 886 00:34:54,369 --> 00:34:57,537 [Ashley speaking] 887 00:35:02,309 --> 00:35:04,310 I'm not real sure what to think. 888 00:35:05,546 --> 00:35:07,714 I can't make plans to go get him 889 00:35:07,716 --> 00:35:10,049 if he's not even talking to me. 890 00:35:10,484 --> 00:35:11,417 I'm angry, 891 00:35:11,419 --> 00:35:13,553 I'm sad, and I'm confused. 892 00:35:20,094 --> 00:35:21,227 [Dexter] I told Brey I would think 893 00:35:21,229 --> 00:35:23,396 about this whole prison dating thing 894 00:35:23,398 --> 00:35:26,399 and I can't believe I'm really saying this 895 00:35:26,401 --> 00:35:29,402 but maybe Brey is right. 896 00:35:29,404 --> 00:35:31,871 Maybe I should get back out there. 897 00:35:31,873 --> 00:35:35,241 I haven't dated in a really long time. 898 00:35:36,143 --> 00:35:38,745 And the last few girlfriends, 899 00:35:38,747 --> 00:35:40,980 they were disastrous. 900 00:35:40,982 --> 00:35:42,215 Maybe dating an inmate 901 00:35:42,217 --> 00:35:44,717 is, um, what I need to do. 902 00:35:44,719 --> 00:35:47,921 So, that she can have 903 00:35:47,923 --> 00:35:49,389 the opportunity to know me 904 00:35:49,391 --> 00:35:50,890 and I can get the opportunity to know her, 905 00:35:50,892 --> 00:35:52,192 no fancy dinners. 906 00:35:52,194 --> 00:35:53,826 Maybe that's what I need. 907 00:35:53,828 --> 00:35:55,862 An honest to goodness conversation 908 00:35:55,864 --> 00:35:57,897 and someone getting to know me for me 909 00:35:57,899 --> 00:35:59,399 and me getting to know them. 910 00:36:01,936 --> 00:36:05,138 [upbeat music playing] 911 00:36:09,276 --> 00:36:12,178 [Dexter] I'm meeting my best friend Charmaine. 912 00:36:12,180 --> 00:36:13,346 -There it is. -Thank you. I appreciate that. 913 00:36:13,348 --> 00:36:14,747 Yes, yes, I know. 914 00:36:15,849 --> 00:36:17,250 Charmaine probably knows me 915 00:36:17,252 --> 00:36:18,718 better than any other woman 916 00:36:18,720 --> 00:36:20,887 other than my ex-wife. 917 00:36:20,889 --> 00:36:22,422 She knows where my bodies are buried. 918 00:36:22,424 --> 00:36:25,091 So, I'd really wanna get her take on the matchmaking. 919 00:36:25,960 --> 00:36:27,360 Well, as you know, 920 00:36:27,362 --> 00:36:29,062 I haven't had much luck, 921 00:36:29,064 --> 00:36:30,730 you know, in the dating arena. 922 00:36:30,732 --> 00:36:32,732 - Right. - [Dexter] Um, you're familiar 923 00:36:32,734 --> 00:36:34,467 with my last relationship. 924 00:36:34,469 --> 00:36:36,035 Indeed. 925 00:36:36,037 --> 00:36:39,205 So, I decided to, um, 926 00:36:39,207 --> 00:36:41,207 try something a little bit different. 927 00:36:42,042 --> 00:36:43,309 Different like what? 928 00:36:43,311 --> 00:36:44,510 [Dexter] Okay. 929 00:36:45,946 --> 00:36:48,448 I enlisted the help of a matchmaker. 930 00:36:48,450 --> 00:36:50,516 Oh, okay. 931 00:36:50,518 --> 00:36:54,087 And, um, there's a little more to the story than... 932 00:36:54,089 --> 00:36:56,055 Just spit it out, man. 933 00:36:56,057 --> 00:36:57,056 - [Dexter] All right. - Spit it out. 934 00:36:57,058 --> 00:36:58,324 [Dexter] All right, you my girl. 935 00:36:58,326 --> 00:37:00,093 - Yeah, right. - [Dexter] So, we can talk about everything. 936 00:37:00,095 --> 00:37:01,361 - Right. Everything. - [Dexter] Okay. 937 00:37:01,363 --> 00:37:05,164 The matchmaker matches people 938 00:37:05,366 --> 00:37:06,733 like me 939 00:37:07,534 --> 00:37:10,136 with women from prison. 940 00:37:13,507 --> 00:37:14,607 [Charmaine] Women from prison? 941 00:37:14,609 --> 00:37:15,441 Yeah. 942 00:37:15,443 --> 00:37:18,077 [laughing] 943 00:37:18,079 --> 00:37:19,679 [Dexter] Why are you laughing? 944 00:37:19,681 --> 00:37:21,347 You can't be serious. 945 00:37:23,183 --> 00:37:25,985 Dexter is telling me that he's getting matched with a inmate. 946 00:37:26,587 --> 00:37:28,187 I really... I really don't know 947 00:37:28,189 --> 00:37:29,722 what to think at this point. 948 00:37:29,724 --> 00:37:31,958 - Are you kidding me? - [Dexter] I'm dead serious. 949 00:37:31,960 --> 00:37:34,160 Oh, my goodness. Y-ou know, you know, 950 00:37:34,162 --> 00:37:35,561 I've tried everything else. 951 00:37:35,563 --> 00:37:38,264 - Yeah. - It's not been working. 952 00:37:38,266 --> 00:37:39,999 Come on, Dexter. But from prison though? 953 00:37:40,001 --> 00:37:41,200 [Dexter] Yes, why not? 954 00:37:41,202 --> 00:37:43,002 - What's the worst... - What you mean, why... 955 00:37:43,004 --> 00:37:44,504 - What's the worst? - I know, you ain't just saying, 956 00:37:44,506 --> 00:37:46,105 "What's the worst that can happen?" 957 00:37:46,107 --> 00:37:47,240 - [Dexter] Mmm-hmm. - What you mean, 958 00:37:47,242 --> 00:37:48,775 what's the worst that can happen? 959 00:37:48,777 --> 00:37:50,710 - Hey. - You can be found in a trunk of a car, 960 00:37:50,712 --> 00:37:53,146 you can be in the middle of an embezzlement scam, 961 00:37:53,148 --> 00:37:55,882 you can be found on the back of a milk carton. 962 00:37:55,884 --> 00:37:57,517 Like come on now. You know, I'm a little smarter than that. 963 00:37:57,519 --> 00:37:59,319 -What do you mean smart? -[Dexter] Okay. I'm a little smart. 964 00:37:59,321 --> 00:38:01,154 I know what to look for. 965 00:38:01,156 --> 00:38:04,090 Based upon my last failed relationship. 966 00:38:04,092 --> 00:38:05,525 My last relationship 967 00:38:05,527 --> 00:38:08,127 I pretty much gave everything I had 968 00:38:08,129 --> 00:38:10,163 but when my money was gone 969 00:38:10,165 --> 00:38:11,831 and she was too. 970 00:38:11,833 --> 00:38:14,133 And I've been rebuilding ever since. 971 00:38:14,135 --> 00:38:15,902 I think that I've learned from the past, 972 00:38:15,904 --> 00:38:17,403 my eyes are open 973 00:38:17,405 --> 00:38:20,006 and I'm ready to try something different. 974 00:38:20,008 --> 00:38:23,976 And you don't get any different than this. 975 00:38:23,978 --> 00:38:25,511 [Charmaine] And what do you have in common with an inmate? 976 00:38:25,513 --> 00:38:27,513 That's what I'm gonna find out. 977 00:38:27,515 --> 00:38:29,415 I mean, it's not like I'm just saying, 978 00:38:29,417 --> 00:38:31,150 all right, I'm gonna go ahead 979 00:38:31,152 --> 00:38:34,120 and I'm gonna find somebody and this is it. 980 00:38:34,122 --> 00:38:36,222 This is just a area that I haven't looked at before. 981 00:38:36,224 --> 00:38:38,024 [Charmaine laughs] I can't believe you. 982 00:38:38,026 --> 00:38:39,425 [Dexter] What's hard to believe about it? 983 00:38:39,427 --> 00:38:41,861 What you mean what's hard to believe on that, Dex? 984 00:38:41,863 --> 00:38:44,263 So, I'm not getting any younger. 985 00:38:44,265 --> 00:38:45,832 [Charmaine] I understand that. 986 00:38:45,834 --> 00:38:47,266 -And... -[Charmaine] I understand that. 987 00:38:47,268 --> 00:38:50,002 I've been in this game a long time. 988 00:38:50,004 --> 00:38:51,738 I feel like I've given 989 00:38:51,740 --> 00:38:53,439 all the other ways a chance 990 00:38:53,441 --> 00:38:54,407 and it just hasn't worked. 991 00:38:54,409 --> 00:38:55,808 I think you're giving up on you. 992 00:38:55,810 --> 00:38:57,910 I really think that this is a very bad idea. 993 00:38:57,912 --> 00:39:00,012 You know, I knew Dexter's last girlfriend, you know, 994 00:39:00,014 --> 00:39:03,349 and, um, I felt like he's being taken advantage of 995 00:39:03,351 --> 00:39:04,550 because Dexter's a nice guy. You know, 996 00:39:04,552 --> 00:39:06,018 he jumped into it. 997 00:39:06,020 --> 00:39:07,787 And he gave his last penny, 998 00:39:07,789 --> 00:39:10,089 you know, and she just left him high and dry. 999 00:39:10,091 --> 00:39:12,859 I do not want that to happen to him again. 1000 00:39:12,861 --> 00:39:15,495 I mean, what is it with you? 1001 00:39:15,497 --> 00:39:16,729 This is the lowest right here. 1002 00:39:21,101 --> 00:39:22,869 [upbeat music playing] 1003 00:39:22,871 --> 00:39:24,036 [Olivia] Hmm, 1004 00:39:24,038 --> 00:39:25,271 are you read for a little nap? 1005 00:39:25,273 --> 00:39:27,340 [Chelsea] Hmm. I love it when you do my lashes. 1006 00:39:27,342 --> 00:39:29,208 - It's so relaxing. Yeah. - [Olivia] Yeah. Good. 1007 00:39:29,210 --> 00:39:33,212 It's been days and I still haven't heard from Manuel. 1008 00:39:33,214 --> 00:39:36,082 I've been feeling kind of down and depressed lately. 1009 00:39:36,084 --> 00:39:38,451 So, my friend Olivia's going to do 1010 00:39:38,453 --> 00:39:40,386 my lashes for me. 1011 00:39:40,388 --> 00:39:42,722 A little self-care 1012 00:39:42,724 --> 00:39:44,657 always makes a girl feel better. 1013 00:39:45,359 --> 00:39:46,959 I appreciate you coming. 1014 00:39:46,961 --> 00:39:48,127 Yeah, of course. 1015 00:39:48,129 --> 00:39:49,862 Got so much going on here lately. 1016 00:39:49,864 --> 00:39:50,997 [Olivia] I bet. 1017 00:39:52,399 --> 00:39:54,233 Oh, do you mind if I take this? 1018 00:39:54,235 --> 00:39:55,568 [Olivia] Go ahead. 1019 00:39:58,405 --> 00:39:59,939 [Chelsea] Hey, what's up? 1020 00:39:59,941 --> 00:40:01,474 Hey, babe. What you up to? 1021 00:40:01,476 --> 00:40:04,177 Um, my friend, Olivia, she's getting ready to do my lashes. 1022 00:40:04,179 --> 00:40:05,578 - Hello. - [Chelsea] Just say, 1023 00:40:05,580 --> 00:40:06,946 - hey back there. - [Ashley] Hello. 1024 00:40:06,948 --> 00:40:08,147 What's new? 1025 00:40:08,149 --> 00:40:09,348 [Ashley] Um... 1026 00:40:10,284 --> 00:40:12,185 So I did something. 1027 00:40:13,387 --> 00:40:15,054 - You all right? - [Ashley] And promise me 1028 00:40:15,056 --> 00:40:16,189 you won't get mad. 1029 00:40:16,990 --> 00:40:18,157 [laughs] That's always scary. 1030 00:40:18,159 --> 00:40:21,260 So I made an account, um, 1031 00:40:21,262 --> 00:40:23,463 for those like, you know, to write an inmate. 1032 00:40:23,465 --> 00:40:24,530 - Mmm-hmm. - [Ashley] Um, the ones 1033 00:40:24,532 --> 00:40:26,199 that you're telling me about. 1034 00:40:26,201 --> 00:40:29,135 And I decided to make a fake profile 1035 00:40:29,937 --> 00:40:32,271 to basically see if men will... 1036 00:40:32,273 --> 00:40:34,974 Would answer to the fake profile 1037 00:40:34,976 --> 00:40:36,309 that I made. 1038 00:40:37,244 --> 00:40:38,945 - And guess what? - [Chelsea] Okay. 1039 00:40:38,947 --> 00:40:42,081 [tense music playing] 1040 00:40:44,318 --> 00:40:46,953 [Chelsea speaking] 1041 00:40:46,955 --> 00:40:49,489 There's something about the bad boy in prison 1042 00:40:49,491 --> 00:40:51,023 that I am attracted to. 1043 00:40:51,025 --> 00:40:52,492 Oh, my God. 1044 00:40:52,494 --> 00:40:53,893 [woman] I just can't wait for him 1045 00:40:53,895 --> 00:40:55,595 to walk out of those doors. 1046 00:40:56,597 --> 00:40:58,164 - So, I'm Arlette. - [Brey] I never would've 1047 00:40:58,166 --> 00:41:00,433 thought in a million years I'd be talking to someone 1048 00:41:00,435 --> 00:41:02,034 in prison so cool like her. 1049 00:41:02,036 --> 00:41:03,870 - [man] Hello! Hello! - [woman screaming] 1050 00:41:03,872 --> 00:41:05,438 [woman] People think I'm crazy. 1051 00:41:05,440 --> 00:41:06,973 But Bryce is my soul mate. 1052 00:41:06,975 --> 00:41:09,308 [woman] I wouldn't fly to another state 1053 00:41:09,310 --> 00:41:11,711 to meet a complete stranger getting out of prison. 1054 00:41:11,713 --> 00:41:13,112 [Jonathan] You got something on your face, 1055 00:41:13,114 --> 00:41:15,081 it says stupid. 1056 00:41:15,083 --> 00:41:16,549 Do you know that's where you got in trouble. 1057 00:41:16,551 --> 00:41:17,950 Why would you even go back there? 1058 00:41:17,952 --> 00:41:20,219 And on top of that, you're drinking. 1059 00:41:20,221 --> 00:41:22,955 I did have a few beers. So I kind of lost track of time. 1060 00:41:22,957 --> 00:41:26,259 I just feel like you going back to like your old ways. 1061 00:41:26,261 --> 00:41:27,360 [Dexter] What would be the first thing 1062 00:41:27,362 --> 00:41:29,529 you would want to do when we meet? 1063 00:41:29,531 --> 00:41:32,532 I want to experience to go into a live NBA game. 1064 00:41:32,534 --> 00:41:34,000 - Right. - [woman] I'm sure 1065 00:41:34,002 --> 00:41:35,134 it's beautiful in New Orleans. 1066 00:41:35,136 --> 00:41:36,969 Sounds like money, money, money to me, 1067 00:41:36,971 --> 00:41:38,851 if you ask me, that's the sign of a gold digger. 1068 00:41:40,107 --> 00:41:42,041 You're about to graduate soon and he's about to get out 1069 00:41:42,043 --> 00:41:44,410 of prison like at what point do you say like, 1070 00:41:44,412 --> 00:41:46,612 I don't know if this is the right decision? 1071 00:41:52,753 --> 00:41:54,120 [woman] Me, and Bryce, and mom, 1072 00:41:54,122 --> 00:41:55,555 we've been having a merry-go-round. 1073 00:41:55,557 --> 00:41:57,456 Sometimes I feel like I'm fighting 1074 00:41:57,458 --> 00:41:59,158 for a spot in Bryce's life. 1075 00:41:59,160 --> 00:42:02,361 [Chelsea] He's disrespected me twice 1076 00:42:03,897 --> 00:42:06,165 in less than two weeks. 1077 00:42:06,167 --> 00:42:07,833 [woman] Our connection is super deep 1078 00:42:07,835 --> 00:42:09,902 because we've tooken the time 1079 00:42:09,904 --> 00:42:12,204 to get to know each other mentally and emotionally. 1080 00:42:12,206 --> 00:42:15,841 And he better not mess up our plans for the future. 1081 00:42:15,843 --> 00:42:19,412 These women are a little bit more dangerous than we know. 1082 00:42:19,414 --> 00:42:21,614 Don't let these curls fool you. 1083 00:42:21,616 --> 00:42:25,484 [woman speaking] 1084 00:42:26,286 --> 00:42:27,286 What?