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90 Day: The Single Life - Season 5 - Episode 03: The Art of the Situationship
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00:01Previously on The Single Life.
00:03Oh, you don't do the kiss thing?
00:05No.
00:06There you go.
00:06There you go.
00:08Via is very good looking.
00:10I think we need a drink to that.
00:12I think we need a shot.
00:14This is my Dominican fling that I've been looking for.
00:17Nice to meet you.
00:19I'll never see you again.
00:21I'll see you tomorrow, OK?
00:23I didn't like the way it ended for us.
00:25Neither did I.
00:26And I'm a little bit more recovered, I guess.
00:29Well, that's good.
00:30Now I am.
00:30If Chino wants something romantic with me,
00:32he's got to prove that he's going to be honest.
00:35He's got to prove that he really wants this.
00:40He's having issues right now.
00:42Like, he's not able to get, like, up.
00:46So I'm trying to be supportive.
00:47But then, yeah, I do have, like, doubts or fears.
00:50Like, what's he doing behind my back?
00:51Oh, .
00:54There is a girl I was talking to
00:55before I even went to the resort.
00:58Oh.
00:59Yeah.
01:00Here we go again.
01:01Diana and I met a year ago online.
01:04Are you still in contact with Diana?
01:07I still talk to Diana.
01:09This might be an opportunity for you to do the right thing.
01:12I don't know, man.
01:16I want to figure out what I want.
01:18I don't know what it is.
01:19I like things clear.
01:20You know?
01:21I've been clear to you.
01:23No, you didn't.
01:25I don't want Sophie to play a game with me.
01:27I'm not interested in that .
01:29I have never once told you I have healed and I'm ready for the ship.
01:32I have never told you that.
01:33Sophie.
01:34No, never told you that.
01:35No.
01:35No.
01:36Hell no.
01:36Not with me.
01:59I don't like rain.
02:02Sophie.
02:06Did you order strippers?
02:08Yes.
02:08Come in.
02:09Yay!
02:13We are just getting started.
02:16Oh, no, no.
02:18We've got places to be.
02:21Let's jump in a bit.
02:24Hey!
02:24Hey!
02:27I have to, like, cover my boobs when I jump.
02:30Why?
02:30They want to blow up?
02:31No, because my implant, like, hurts.
02:33But you have to protect them.
02:38Oh, my gosh!
02:41This is like a rock.
02:43It's squishy.
02:45That's squishy.
02:46No, it's squishy.
02:48It's just, like, it's still an implant.
02:51So it's just...
02:51I don't know.
02:52I don't know.
02:52I'm not a doctor.
02:58Is that my food?
03:01I don't know.
03:01Tonight was supposed to be a girls' night out, but there's just crazy rain outside.
03:05The power's down in parts of the area, and the streets are flooded.
03:09Yes, yes.
03:10So me and Julia just decided to stay in and order room service.
03:14So...
03:16How's your day with Spendrum?
03:17Because I want to hear you tell me you're gonna tell me everything.
03:21We ate at a restaurant at the beach, and he told me that Liz went and told him basically everything
03:27I told you guys.
03:29She was telling him how I'm not ready, and, like, he should be careful.
03:33Like...
03:34Be careful.
03:34Like, he's so nice.
03:35He does all these things for me, and I'm not even ready, like, pretty much.
03:39It sounded like she was kind of warning him about me.
03:41Okay, what the ?
03:44She just, like, hey, let's start the s*** between them two.
03:49It is not her place.
03:51Liz has just given reason to Pedro to think, like, I'm just a huge red flag.
03:56Even though I'm not ready for the relationship, I am still trying to get to know him, and I actually
04:00do like him.
04:01And as my friend, you should only say good things about me.
04:05She should say, oh, Sophie's great.
04:07Like, you're lucky.
04:08That's what friends say.
04:09Like, girlfriends don't tell a guy, like, watch out.
04:14So then I was like, even though I've had this discussion with him before, I felt like, let me again
04:18just reiterate, like, where I'm at, you know?
04:23I'm getting to know you, but, like, you can talk to people, I can talk to people.
04:26And right at the end, he's like, you know what, Sophie?
04:28If I'm being real with you, you never said any of this to me, and all of what you just
04:31said is rubbish.
04:33I'm used to my last relationship always saying I'm lying and making things up and gaslighting me.
04:37So when he did it, it triggered me, and I was like, I don't want to do this again, where
04:42someone's convincing me something never happened that did.
04:44We definitely both just did not mesh well at the end and communicate well.
04:49It flipped so quick that I was like, what the hell was that?
04:53Now he feel like it's, like, so sad because you are, like, technically saying he's, like, like, a rob in
04:59your last relationship.
05:01I text him often.
05:02I was like, hey, like, you know, I apologize if I offended you.
05:05What can I say?
05:05He's ignored me since, since the day.
05:10I sent him a one minute voice note.
05:12Okay, but...
05:13One minute.
05:14That's so...
05:16Scene!
05:18He's seen it!
05:19Show me.
05:19No, it's a scene.
05:21And played!
05:22Ah, now you're interesting.
05:25I'm like, wait, he's ghosting me? Let me, let me call him.
05:29Oh my gosh!
05:31Up until this point, I'm used to hearing from Pedro multiple times a day.
05:35So, because he stopped texting me back, I'm starting to miss him.
05:39But he's really ignoring me.
05:41Hold on, there's one more question mark.
05:42If you're gonna...
05:43Stop!
05:44Don't!
05:45I said, I said...
05:45No, I can't, let me understand it.
05:47Let me give him space.
05:48It's a little bit of space for me to, like, think about him and remember, I like him.
05:53And I wanna talk to him.
05:55Maybe he can give up.
05:56That's why he stopped texting me?
05:57Mm-hmm.
05:58You think so?
06:01I'm really pissed off at Liz.
06:02Like, I feel like she might have just instigated the end of me and Pedro.
06:05Like, what if he just ghost me forever and that's that?
06:35There is no such thing as too much glitter.
06:49This is perfection.
06:51I wish I could just walk like this every day.
06:53Mm-hmm.
06:54I am Vanya.
06:55I'm 42 years old.
06:56I live in Orlando, Florida.
06:58I'm a Jill of all traits.
07:00I wear many, many hats.
07:01I do medical sales.
07:03I'm a vegan baker.
07:05And I'm a professional belly dancer.
07:10Hi.
07:11Oh, she's here.
07:12Hello.
07:12Good.
07:12She's here.
07:13She's got her wings.
07:14How was it?
07:15How did it go?
07:15It was good.
07:16Great crowd, by the way.
07:17So, is it packed?
07:18Yes, definitely.
07:19So, how have you been, my darling?
07:21Uh, I'm okay.
07:23Uh, I have a weird date.
07:26Let's hear it.
07:27Oh, my God.
07:28I went out with this guy and it started out okay, but then, like, we started sitting down
07:35to eat and he just kept picking his nose.
07:38What?
07:39And like, what am I supposed to do with that?
07:41That's so gross.
07:42The dating apps are just overwhelming.
07:45I know.
07:46So many times I, uh, match with somebody and I'm thinking, okay, the conversation is going
07:51great.
07:51And then, you know, thing, you get a notification, a picture came in, and I open it, it's a d***
07:57pic.
07:58Like, who would think that's gonna work?
08:01What do they envision?
08:02I get a d*** pic and I go, oh, my God, I must marry this guy.
08:08I have been single for about a year, and what I'm looking for is somebody who is optimistic,
08:13who is accomplished, who is driven.
08:17And that's hard to find, apparently.
08:19All right, girly, I am going to go get my little shamadan ready for the show.
08:25All right, I'll see you out there, break a leg.
08:27Thank you, girl.
08:29I'm starting to get really frustrated.
08:31I want to find my forever partner, and it's not like I haven't been trying.
08:36Heck, I'd even went to another country in search of love.
08:47I'm dying.
08:49Two years ago, I met a guy from Croatia online, and his name is Boža.
08:56Banya!
08:57Oh, my God, he did it!
09:03But I was only in Croatia for a couple of days before things just blew up.
09:09In a, how do you say, romantic way?
09:12I don't feel it right now.
09:14You know, I can't believe that this guy that I was talking to for eight months online turned out to
09:20be something totally different.
09:22I should have just never come.
09:24I should have listened to my friends and to my cousin.
09:26I should have never come because of this.
09:31After everything fell apart with Božo, I ended up going back on a dating app, and I ended up matching
09:36with Yoshiko.
09:38It was an immediate connection.
09:41I love it.
09:42It's perfect.
09:43It's the rest of you.
09:47What a great line.
09:49I have been celibate for six years prior to Yoshiko because I feel like your body is the most precious
09:58gift you can give to somebody.
10:00At the time, it felt right, but looking back, I really wish it didn't happen.
10:05Without my knowledge, he took a video of us while we were being intimate, violated my privacy, my body.
10:15Yes, I did.
10:20And obviously, I went back to my celibacy because I'm not going to be breaking it for just anybody ever
10:28again.
10:40I should be jaded at this point, but despite all the negative stuff that's happened, I'm still here, ready for
10:47love.
10:48I'm easy to talk to.
10:50I'm easy to read.
10:51I wear my heart on my shoulder, and I am unapologetically me.
10:57On top of all of that, I'm still single.
10:59Can you believe that?
11:00Because I can't.
11:03Woo!
11:03Hi!
11:05Hi!
11:05How are you?
11:06Oh, my goodness.
11:07We were just talking.
11:08You were so good.
11:09So beautiful.
11:10We got you a drink.
11:11You guys are awesome.
11:12Cheers, girls.
11:13Cheers!
11:14Girls' night out.
11:15This is awesome.
11:18Cheers!
11:18So what'd you think?
11:20You're amazing.
11:22I think this guy over here is looking at you.
11:24Where?
11:25He's smiling.
11:27He's definitely looking.
11:28He's kind of cute.
11:29He's kind of cute.
11:29I don't know.
11:30There's this other guy.
11:33Excuse me.
11:34I know.
11:35Well, his name is Tony.
11:38Is that your friend Tony?
11:39Yeah.
11:40Wait, I'm Tony?
11:41Who's Tony?
11:42Tony's actually a doctor.
11:44A year and a half ago, he invited me to dance at his holiday party.
11:48And we ended up just hanging out after that as friends, like, all the time.
11:53Tony's an amazing person.
11:55I always thought that he was very handsome and very intellectually stimulating and attractive.
12:06So I'm starting to wonder if, after all the searching, the guy for me has been right in front of
12:11me this whole entire time.
12:14We've been friends for a year and a half at this point, and he's never made a move.
12:18This hot mama?
12:19And no move?
12:22Nothing.
12:22And then finally I get sick and tired of it, and then I made the move.
12:26No way.
12:27Oh, okay.
12:28I kissed him.
12:29Oh, my goodness, girl.
12:31Ah!
12:31Get it!
12:33It's kind of like now we're in this limbo situation.
12:36We haven't made it clear if we're exclusive, if we're dating.
12:39It's just we're two friends who kissed.
12:42Oof.
12:43I don't like this zone of unknown.
12:49When it comes to relationships, Vanya can be very optimistic.
12:53She really, really wants it to work.
12:55I hope that it goes well, but the fact that Tony hasn't made a move yet gives me a little
13:00pause.
13:01And I just hope she's not imagining something with Tony that's not really there.
13:06I don't want to see you get hurt again.
13:08I don't want to see you hang on to something that's not really there.
13:12You need to have a conversation with him.
13:15I really want our friendship to blossom into a relationship.
13:19But I just don't know if I'm ready to take this risk and potentially lose my best friend.
13:26Because if I have this conversation, there is no going back.
13:31Our friendship will be changed forever.
13:33We get to the bottom of it.
13:35No more wishy-washy wondering.
13:42Hi.
13:43Hey.
13:44If we came here and spent all this money on a hotel just to play with his gummy worm all
13:50night,
13:50I'm going to be annoyed.
13:53Oh.
13:54Yes.
13:57I just keep seeing you have this online battle deal with Jasmine back and forth.
14:04If she wouldn't post anything, there wouldn't be any back and forth.
14:07Any type of emotion, whether it be positive or negative, is still an emotion attached to that person.
14:12There's a thin line between love and hate.
14:20Liberation, Delting in the West
14:24你venth z Teams
14:31Lookie.
14:32What are you doing.
14:32It's my tiara.
14:35Oh, you look pretty.
14:37OK.
14:38Let me suck stuff out of your face.
14:43Oh, it's like you're giving me a little kisses.
14:53I feel 10 years younger and beautiful.
14:56You are beautiful.
14:57I really want this relationship to work with Colt, but we have major issues.
15:02His leg is broken, trust issues, his erectile dysfunction.
15:07We're not able to have sex.
15:09We don't get wrinkles.
15:11We got to keep you young.
15:13Forever young.
15:14But I still want to be with Colt.
15:16He makes me feel good.
15:17He makes me happy.
15:19I enjoy spending time with him.
15:21I love who I am when I'm with him.
15:24I need a spa, damn.
15:26Come in.
15:28Hey, you two.
15:29Hey.
15:30What the heck are you doing?
15:33He's trying to make me look more beautiful.
15:35I see it's working.
15:36Oh, thank you, sweet.
15:38I'm going to head to bed.
15:40Oh, you have a good night.
15:43So, lights off in 10 minutes, Courtney.
15:46Okay.
15:47You know the rules.
15:48Yes, good devil.
15:50You have a good night.
15:51Thank you for everything.
15:5610 minutes, huh?
15:57Yeah.
15:58That's still enough time.
15:59Yeah.
16:00We could do it in 30 seconds.
16:02Yeah.
16:03Probably could.
16:05All right.
16:05I'm going to go to bed.
16:06Oh.
16:08Night, babe.
16:09Night.
16:11Good night, Courtney.
16:15Take a bath and close my eyes.
16:19All the laws and all the lies.
16:24Wow.
16:26Good afternoon.
16:27How are you doing today?
16:28Good.
16:28How are you?
16:29Very well.
16:29Thank you for asking.
16:30What reservation is the name under?
16:31Colt.
16:32Courtney and I booked a hotel room for tonight to get away from her parents' house so we can
16:36have more alone time.
16:38Oh, wow.
16:39Wow.
16:40This is so nice.
16:41Three months, by far, is the longest I've ever been with somebody without having sex.
16:47Oh, champagne.
16:48Hey.
16:50But knowing her parents could come in at any time really has made any intimacy between Courtney
16:55and I impossible.
16:59Probably why my performance as of late has been spotty.
17:04Well, cheers to you.
17:06Cheers.
17:08That's nice.
17:23I love that Colt had the idea to come to a hotel.
17:30But if we came here and spent all this money just to play with his gummy worm all night,
17:36I'm going to be annoyed.
17:38I'm not a miracle worker.
17:41Colt tells me he loves me, but if he can't get it up, that makes me question, does he really
17:46love me or he's just saying that?
17:53Hey.
17:56I was doing some research and, like, different ways to get creative.
18:01Yeah.
18:03What the hell is this?
18:06Whoa.
18:07You're, like, in the carpet for this one.
18:10I guess this is, like, doggy style for, like...
18:13Lazy dog.
18:16This is probably, like, the most practical one, I guess.
18:19Oh, this is simple.
18:21You just go straight to the target.
18:25This one looks like you have to really have some upper body strength.
18:29Right?
18:30No, I think I'm probably down.
18:32Wait, am I up front of the ceiling?
18:33Wait, am I up front of the ceiling?
18:35Why can't you just do it like this?
18:36Yeah, like that.
18:36I don't think I'm flexible enough to do a handstand, like, on your...
18:41Some of these seem a little complex and you need a lot of upper body strength, and I don't
18:45know if we could do that.
18:46Yeah, I'm like, what are these people doing?
18:49Like, maybe the handicapped world's freaky.
18:55Hi.
18:56Hey.
18:57Why'd you turn the rope on your chest?
18:59I don't know how to tie this.
19:02Oh, yes.
19:04What do you think?
19:05Sexy.
19:06Yeah?
19:08You found a little bow tie that's cute.
19:10You like it?
19:11Oh.
19:13Don't break it, Liz.
19:15I already did that.
19:19Aw.
19:20I love you.
19:21I love you, too.
19:22You don't have to be afraid or nervous or anxious about anything.
19:25Just have fun.
19:26Enjoy our life together.
19:29It means a lot to me that Kourtney has been there for me.
19:32I mean, we're so close in so many ways.
19:35I feel this love for her.
19:37Cheers to that.
19:38Cheers to that.
19:43We just don't have the passion, the intimacy, the fire.
19:48So I really do feel like that's why I'm still talking to Diana.
19:52For me, having sex with a woman makes me feel validation.
19:57I need that in my life from Kourtney.
20:03Why don't you show me that massage, the back massager you got?
20:12It's nice.
20:21You know the right spot.
20:25We're going to go do some surfing.
20:27Surfing?
20:27Yeah.
20:28Last night, I met Pedro's friend, Villa, and we completely hit it off.
20:32Do you want to help me?
20:35Is it too tight here?
20:36It's showing your abs.
20:38I'm having butterflies.
20:40I haven't felt these emotions in such a long time.
20:44We're definitely going to fall.
20:48It's time to elevate, push it, reload, and activate.
20:52Try something new like innovate, and then be level up.
20:57Hi.
20:58Hey, beautiful.
20:59How are you?
21:00How are you?
21:01You're good.
21:02You feel very nice.
21:03You look good.
21:04You look nice.
21:05I got some water because I know it's like humid out.
21:08And I talked to the activities coordinator.
21:10Oh, OK, OK.
21:11And we're going to go do some surfing.
21:13Surfing?
21:14Yeah.
21:14I've never surfed before.
21:15How does that sound?
21:16I've never surfed either.
21:17So let's do it.
21:24Let's go, let's go.
21:26OK.
21:27Hola.
21:28¿Tran instructora?
21:29Sí.
21:29OK, we're ready?
21:30Yes.
21:31Come on.
21:31Last night, I met Pedro's friend, Villa, and we completely hit it off.
21:36We ended up talking and flirting all night.
21:39And then he asked if I would go on a date with him today.
21:43Is this the changing room?
21:45I mean, I ran.
21:46No bathrooms here, so just straight to it, I guess.
21:49I think it's hot.
21:51But talking to him was so easy.
21:54And I think that that's what hooked me.
21:56You want to help me?
21:58Is it too tight here?
22:00Are you sure this is?
22:01Are you going to be able to move?
22:05Oh, my gosh.
22:06You look good.
22:07It's showing your abs.
22:09You got some muscles going on.
22:11Yeah, yeah, yeah, we're good.
22:12OK.
22:12My life is really upside down right now.
22:15So you guys can lay down, and we're going to start.
22:18I have health issues going on, so I have to be careful who I let into my personal space.
22:26But anything I can possibly want in someone, he's already showing it to me.
22:32OK, you guys ready to go in the water?
22:34We're definitely going to fall.
22:35I think we're going to hit some water.
22:45Last night, when I met Liz, I just felt she had something about her.
22:57Great energy.
22:58The vibe is awesome.
23:00Good job, guys.
23:02Yes, very good.
23:08To the towel.
23:14I have a really good seat.
23:15Awesome, you too.
23:16This is out of my character, but I'd like to hang out with me and I'll do this.
23:20I would love to.
23:21Yeah.
23:22I would, yeah.
23:22Maybe tomorrow or something.
23:24You tell me when, where, I'm there.
23:25So I'm so down.
23:27OK.
23:28Yeah.
23:29All of this is completely unexpected.
23:31I'm having butterflies.
23:32I haven't felt these emotions in such a long time.
23:36Do you need help?
23:37Yes, please.
23:38Please, yes.
23:39I can't.
23:40I'm only day two into this vacation.
23:42And all I can think about is spending time with Via and getting to know him.
23:48I'm definitely 100% all in to see where this can go.
23:52I guess I will see you tomorrow.
23:55Will do.
23:55Yeah.
23:56It was so nice.
23:57I had a great time.
23:58Me too.
23:59Me, I do.
24:00She can hug.
24:13It was a good day.
24:14Yes, it's raining, but hey, I'm with you, so my day is bright.
24:18Oh, OK.
24:19Well, that's good.
24:21It's like sunshine next to me.
24:23Stop.
24:25Natalie is my sunshine.
24:26Oh, my God.
24:32Oh, my God.
24:36Come on.
24:38OK.
24:41Oops, sorry.
24:42Be careful with that.
24:43Let me give you a tour.
24:46I can't believe I'm here with Natalie in her apartment.
24:49It's taken a lot of work to get to this point.
24:52A lot of texts and calls and putting on my Gino charm.
24:58All right.
24:59Come on over here.
25:00This is the bedroom.
25:02This is the bedroom.
25:04Yep.
25:04Lay on the bed.
25:05All right.
25:06This is my side, I guess.
25:07Right.
25:08Here we go.
25:09Oh, my gosh.
25:09It's got massage on it.
25:11Torture me.
25:12All right.
25:12Torture me, baby.
25:14You asked for it.
25:15There we go.
25:17Oh, yeah.
25:18Oh, yeah.
25:19Don't stop.
25:21I'm a very bad boy.
25:23You're a very bad boy, and you need some serious discipline.
25:32So.
25:33Whoa.
25:33I got a surprise for us.
25:35You were all hearts tonight.
25:37So let's get you comfy, because we're going to have a spa night.
25:40Spa night?
25:41So you get a choice.
25:43Oh, my God.
25:44We can use them.
25:44That thing's scary.
25:45We can use the Master Blaster for, like, the back and larger areas.
25:49And this is for, like, the face and scalp.
25:52And I have the Blaster Oil.
25:54Oil?
25:55Yes.
25:55So you kind of have to lubricate it up so that it delights.
26:00Wow.
26:01You sound really dirty tonight.
26:03The fact that Natalie is offering to give me a massage with her little toys,
26:08maybe something good is going to happen tonight.
26:11I'm really hoping so.
26:13That would be awesome on the first night connecting, wouldn't it?
26:17You're going to have to take your hat off.
26:20Oh, my gosh.
26:21Well.
26:22You're safe.
26:23You're in a safe space.
26:24Don't worry.
26:25Okay.
26:26All right.
26:27There.
26:27Perfect.
26:29See, there you go.
26:31This is by no means any foreplay or a way to get him aroused or a way to get sexy
26:37time.
26:37How does that feel?
26:39Freaking awesome.
26:40Yeah.
26:41I was an esthetician for 10 years.
26:43I know how to get people to relax and be comfortable and kind of tell me their deepest, darkest secrets.
26:49Very relaxing.
26:51I know that Gino can get defensive, so I want to pamper him to let his guard down so that
26:56I can ask him some tough questions
26:58and I can actually get some honest answers from him.
27:01You know, I'm happy that you came here.
27:03I'm happy that we reconnected, but I just keep seeing that you have this online battle still with Jasmine back
27:13and forth.
27:16There's a lot of emotions still left there.
27:21One thing that's concerning me about Gino is he is battling Jasmine constantly on social media.
27:31She's making accusations, he's defending himself, she's rebuttaling that, and I think they just both look really stupid.
27:40See, the problem is she's saying lies about me.
27:44So I had to defend myself.
27:46I can't let her lie about me, you know, in public.
27:49It's just not fair.
27:52Now, if she wouldn't post anything, there wouldn't be any back and forth.
27:57To me, it's a red flag because any type of emotion, whether it be positive or negative, is still an
28:03emotion attached to that person.
28:06Does he have these unresolved feelings for Jasmine?
28:09There's a thin line between love and hate.
28:13All right.
28:14Well, I think it's time to go to bed.
28:16I will be right back.
28:27Oh, my God.
28:28What the hell?
28:31That turns into a bed.
28:35Seriously?
28:37But you just showed me how the bed works.
28:40That's my bed.
28:41I'm going to go in my bed.
28:42This is your bed.
28:43I thought things were really going good.
28:47And Natalie and I were going to have this romantic, sexy weekend together.
28:52There we go.
28:55So, I'm really disappointed.
29:01This is not bad.
29:02Oh, my God.
29:03There you go.
29:05This isn't bad at all.
29:07All right.
29:07I'm going to get to bed.
29:09You're going to what?
29:10I'm going to go to bed.
29:11Oh, you're going to bed?
29:12I'm going to go to bed.
29:13Oh, okay.
29:14Bummer.
29:16Okay.
29:17Good night.
29:20There was no way in hell this man was going to be invited into my bed and sleep with me
29:25the first night he's here.
29:27I don't think he understood how much he hurt me by not being transparent about him and Jasmine's relationship.
29:33Good night, Gino.
29:35Sweet dreams.
29:36Sweet dreams.
29:36I feel a connection with Gino.
29:39I feel like we could have a future together.
29:41But trust is earned and he hasn't earned it yet.
29:46Are you sure you don't want to come sleep in here on this comfortable bed?
29:49You just made me?
29:54Oh, guess not.
29:57Going to meet Tony, things are kind of unclear.
30:01You know, is this a date?
30:02Are we just hanging out?
30:04I feel like there's a lot at stake here because if we give it a try and it doesn't work
30:09out, we're risking of losing our friendship.
30:11I just, I'm a little confused.
30:14We had a kiss.
30:15So, where's your head?
30:35I've always wanted a pink heart.
30:37It is pink and it is sparkly and I think it finally matches my personality.
30:44Going to meet Tony and we're going to an amusement park.
30:48There's a lot happening in my head because things are kind of unclear.
30:53You know, is this a date?
30:54Are we just hanging out?
30:55So, I would like to, um, get to the bottom of that with him.
31:12There she is!
31:14Hi!
31:14Nice to see you again.
31:15Oh my goodness, absolutely.
31:17You ready?
31:18Which way do we go?
31:19We're going to go this way.
31:20I met Vanya two years ago where I actually invited her to a party I was hosting and she danced
31:25for some of my work colleagues and we kept in touch ever since.
31:29At that time, I did meet someone else and I actually had a very short marriage and after my divorce,
31:35it took me a while before I could start thinking about even pursuing someone else again.
31:41I haven't been on a rollercoaster in like over 10 years now.
31:45Well, it's about time we break that streak.
31:49But I think with Vanya, she makes my worst days feel amazing.
31:53Oh, the front seat.
31:54Yeah.
31:55We're always laughing.
31:56She's very easy to talk to.
31:58We have a lot in common.
31:59How romantic.
32:00To me, it's the best thing ever.
32:01Woo!
32:02I've never been in the front seat before.
32:05Woo-hoo!
32:06Oh, no, God.
32:07Lord.
32:08Oh, yes!
32:10Oh, my gosh.
32:11Oh, my gosh.
32:12Oh, my God.
32:13Oh, my God.
32:16Wow, wow, wow, wow, wow, wow, wow.
32:18Oh, my gosh.
32:19I can see all of Orlando.
32:20It's going to be awesome.
32:21I can see all of Orlando.
32:22All of Orlando.
32:23Oh, my God.
32:24Okay, that's where I live.
32:25Oh, no, stop.
32:26I live right there.
32:27I don't want a bird's eye view right now.
32:29It's almost over.
32:30No, it's not.
32:30It's starting.
32:31Oh, my God.
32:35Oh, my God.
32:37Woo!
32:38Woo!
32:39Woo!
32:39Woo!
32:40Tony is definitely different than guys I normally date.
32:43The past two relationships that I've had, the guys were very much athletes into fitness.
32:49But what I love about Tony is that he's so cerebral and he's so smart.
32:53And he's able to keep up in a conversation about anything and everything.
32:58Oh, that was so cool.
33:00Oh, my God.
33:01And he's just, he's incredible.
33:04I think we should do one of these arcade things.
33:06Oh, let's do one of these games.
33:07How are you with a gun?
33:08I'm not good with a gun.
33:11Perfect.
33:12I think we should try that then.
33:13I feel like there's a lot at stake here because I value our friendship so much.
33:17He means the world to me.
33:19And I know that if we give it a try and it doesn't work out, we're risking of losing our
33:24friendship.
33:25All right, let's see if you can win me something.
33:28But I don't want to look backwards and say, like, oh, my God, this could have been one of the
33:33best relationships of my life.
33:34But I didn't give it a try because I was scared of losing out on a friendship.
33:39We have a winner, number six.
33:41That's me.
33:43Man.
33:46Wow.
33:49I'm going to see this guy.
33:51Okay, ready?
33:52I'm going to pop up here.
33:53Take a little break, huh?
33:54Yes.
33:55I feel like we're having such an awesome time.
33:58But I just, I'm a little confused.
34:02We've been friends for so long.
34:04We've been hanging out for so long.
34:06But, you know, we had a kiss.
34:09So what does that mean?
34:11Does that mean that we're more than friends?
34:14How do you feel about that?
34:15Is that something that you feel like you want to try to pursue?
34:19Or where's your head?
34:25I mean, we've been, like, best friends for over a year and a half now.
34:29Yeah.
34:29You know?
34:30And it's not an easy decision for me, though.
34:33For me to commit to the next step, I worry that we might lose what we have.
34:40I can't say right now that I can fully commit to being exclusive and, you know,
34:49saying that we're in a relationship.
34:50And, I mean, obviously, I don't want you dating other people.
34:53But I feel overwhelmed with just making a decision on the spot where...
34:57So you are able to see other people, but I'm not?
34:59I wouldn't say that either.
35:00But I just can't say yes to us right now.
35:04I hope I'm not imagining a romantic connection with Toni that's simply not there.
35:09That would just be completely devastating to me.
35:14I'm sorry.
35:15I feel like you're using her.
35:16I don't know how I'm using her.
35:19Are you worried that I'm just going to leave once I'm healed or something?
35:22Yeah.
35:23I'm really starting to think, what the f*** am I doing with him?
35:38Should we do a ski shot?
35:40Hell yeah!
35:41Yes!
35:41Shot, shot!
35:43We have to keep moving to keep warm.
35:45I don't know what I'm doing with him.
35:47Yeah.
35:47I'm losing my mind.
35:49A second guess where it's fun.
35:51You learn and have to go be right there behind me.
35:54One, two, three, whoo!
35:59This is the most exciting two days I've had in months.
36:03Like, last night, the hotel with Colt.
36:04Now I'm out to the bar with my friends.
36:07Let's go out there, it's too cold in here.
36:09This is the first time Colt's meeting with them,
36:11so I'm a little nervous.
36:13Where's Colt?
36:14Hey Colt, hey.
36:16Hey.
36:17My friends have already expressed their doubts
36:20and told me I'm crazy for being with him,
36:22but I'm hoping once they hang out,
36:24they see all the good things that I see in him.
36:27Hey, how's it going?
36:28Nice to meet you and Josh.
36:30Nice to meet you.
36:31This is my wife, Marie.
36:32Hi.
36:33Pleasure to meet you.
36:34Hi, I'm Sandy.
36:36I'm Colt.
36:37Hi.
36:37Sandy and Lexi.
36:39Pleasure to meet you both.
36:40How are you feeling?
36:41I'm okay, a little tired, a little hard to get around,
36:43but I feel like I'm doing okay.
36:46Courtney's been a really great help.
36:48I'm like a classy housewife woman now.
36:51The classiest.
36:51Cowboys.
36:53What is that like, though, living together,
36:54like, so fresh with her parents?
36:57The parents are great, but it's been difficult.
36:59You know, and her and I want to be close,
37:02so then, you know, that's awkward.
37:05And I can't do much with my leg, either, so.
37:07He can't stand on it.
37:08He can't kneel.
37:09I can't put weight on it, basically.
37:10So it's like that takes away every position.
37:12It takes a lot of them out.
37:14They're just riding the cowboy.
37:16That's it.
37:16That's all you can do.
37:17Well, that's one thing you can do.
37:20Our hotel date we had yesterday wasn't a total disaster.
37:25We attempted to have intercourse, but...
37:28We tried.
37:28We tried our best.
37:29We got closer.
37:30Yeah.
37:30We got closer than we've been.
37:32It's like we're approaching a black hole.
37:33We get definitely close each time, but it's getting closer.
37:36What's the black hole?
37:37My...
37:39I'm gonna suck you into my black hole.
37:41That's the idea.
37:43Mm-hmm.
37:44And we basically just scissor and oral.
37:48But we together.
37:49We literally together.
37:51We literally together.
37:52We literally together.
37:54We're just going through a lot right now.
37:57We're having a lot of issues.
37:59Not a lot, but some.
38:01What's the biggest struggle right now that you feel?
38:06Trust.
38:08The trust?
38:11Yeah.
38:13At the resort, he was talking to, like, three other girls.
38:17Maybe two.
38:18Three.
38:19Two or three.
38:21Or five.
38:22Might be more.
38:23Nobody knows.
38:24Wow.
38:25So, but now you're fully committed to Kourtney at this point.
38:28100%.
38:29So, you're not talking to anybody else?
38:35No.
38:35Just Kourtney?
38:36Just Kourtney.
38:42I know right now I'm in kind of a gray area, talking to Diana from Brazil, but she's been
38:47in my life for a year now, and to be perfectly honest, I have feelings for her.
38:54But I love Kourtney, so I'm trying to keep things platonic.
39:00I don't know.
39:01I just feel like a lot of problems in such a short amount of time.
39:05You're, like, living in her house, and you guys are not even intimate.
39:11I'm sorry.
39:11I feel like you're using her.
39:14I mean, like, are you?
39:16I don't know.
39:17I don't think I'm, I don't know how I'm using her.
39:20Are you worried that I'm just going to leave once I'm healed or something?
39:23No.
39:23But you've spent all this time worrying about things that might, may or may never happen.
39:27And I assure you, I'm not going to cheat on you.
39:29I'm not using you, but I can't convince you.
39:32A part of me can't blame Kourtney's friends for grilling me alive.
39:36But honestly, I don't need to tell them anything.
39:39I mean, I need to tell Kourtney that I'm talking to Diana.
39:43And I plan on telling her eventually.
39:45But that's not happening right now.
39:50So what are you guys doing after this?
39:52So we're going to go to a bar.
39:54Yeah, you guys could come tag along.
39:55We'll drive you.
39:57I'm pretty tired.
39:58I was hoping to go home, actually.
40:00You want to go out?
40:02Yeah, I'm going out.
40:04So what's your plan?
40:05Are you going to go home?
40:06Guess I'll Uber back.
40:10Tonight sucked.
40:11I think my friends are like, what are you doing?
40:13What value is he bringing to your life?
40:17This man you don't trust, like, he can't even keep his .
40:21Hey, babe.
40:22Have fun.
40:24It's like I'm torn.
40:25I see his potential.
40:26But then I also see it through their eyes.
40:29You'll be fine, though?
40:29I'll be fine.
40:30All right.
40:31There's a part of me that loves him.
40:33But I'm really starting to think, what the am I doing with him?
40:40Well, that was fun.
40:43This time on The Single Life.
40:45One, two, three.
40:47One, two, three.
40:48One, two, three.
40:50This is Kimberly.
40:52Hi.
40:52How are you?
40:53Kim is a breath of fresh air.
40:55You're a beautiful woman.
40:56You're charming.
40:57You're charming.
40:58I like you.
40:59I really want to find love, but it's terrifying to think my past could make somebody walk away
41:04from me.
41:06I'm in a stage of my life where I see what I want and I go after it.
41:11I just can't say yes to us right now.
41:14I've already wasted so much time on men who don't know what they want out of life.
41:20I'm done with that.
41:22Hi.
41:23Hello.
41:25I'm worried Natalie's friends are going to have this preconceived notion about me and not even
41:30give me a chance.
41:31Are you talking to other women?
41:34Well.
41:37Do you not like him?
41:38I really don't.
41:40I think he's hiding something.
41:43Why are you here alone?
41:46What is the girl?
41:47Sophie.
41:48She's been kind of off.
41:50She's been a little distance right now.
41:53My sister Nicole, she's very protected.
41:55Maybe she's confused.
41:57Confused people hurt people.
41:59I feel that I had to listen to Nicole because she always write about my relationship with
42:04Chantal in the past.
42:05I think you're going to ruin your life again.
42:08Maybe I have to walk away.
42:11What's been going on with Pedro?
42:13He hasn't texted me.
42:15Everything I told you, he knows.
42:18I've been fired you here.
42:19I'm not gonna...
42:19At the end of the day, girl.
42:20You should have my back, not his back.
42:22You just gave him.
42:23I don't know what the is going on.
42:25I feel like Sophie's looking for someone to blame for her relationship problems with Pedro,
42:30but she's not gonna put the blame on me.
42:32This is bull .
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