Skip to playerSkip to main content
Virgin Island Season 2 Episode 5

Dive deep into the latest episode of Virgin Island Season 2 as we unpack the most pivotal moments and critical decisions shaping the island's future. This installment delivers compelling drama and strategic gameplay that will keep you on the edge of your seat.

Explore the evolving alliances and emerging rivalries that are redefining the social dynamics of the island. We analyze the strategic maneuvers and unexpected twists that are challenging the contestants' resolve and pushing them to their limits.

Gain insights into the psychological toll of the competition and the resilience of the participants. Discover how key challenges and interpersonal conflicts are testing leadership qualities and forcing difficult choices.

This episode underscores the high stakes of the game and the intricate strategies at play. Prepare to witness the unfolding consequences of actions taken and the shifting balance of power within the Virgin Island community.

#VirginIsland #RealityTV #Season2
Transcript
00:00All I think about is what I'm going to get wrong.
00:02Can you point to the outer labia?
00:05Nope.
00:09Now, 12 virgins are getting a crash course in intimacy.
00:13Social media, porn, dating apps.
00:16There are so many negative messages and we can help them blossom.
00:19Use it by stimulating the area.
00:22They'll be guided by experts.
00:24You see yourself as a proposal.
00:26To explore all aspects of intimacy.
00:30And maybe even have sex with a trained therapist.
00:33Do you want to put a condom on?
00:36Or each other.
00:37Get a room, guys!
00:40I really do need to change my life.
00:43Who will be ready?
00:44Desperate times call for desperate measures.
00:46To go all the way.
00:57Over the last few days on Virgin Island,
00:59the group were challenged to bear all in the nudity phase.
01:02This is my body.
01:04Which led to breakthroughs for Ed.
01:06Will you touch my scars while I touch yours?
01:10I feel like I can be vulnerable as well.
01:12Like I'm not alone.
01:13And Tegan.
01:15Look at my pussy.
01:16It's a very nice pussy.
01:18That's nice.
01:20Oh, I'm bothered.
01:21It was the first time I had my fingers inside my woman.
01:24Bertie also reached an important milestone.
01:27Good.
01:28That was my first kiss.
01:29You did great.
01:30We're making very good progress and I am feeling absolutely incredible.
01:36Now, halfway through the course,
01:38the group are about to enter a whole new realm.
01:41The truth is that many people have a lot of kinky fantasies and desires
01:46and it's really important to give people permission to explore those parts of themselves.
01:51And we know just a person who can help the group unlock the kink in a very playful way.
01:58Is that for me?
02:12Brilliant.
02:13Another letter.
02:14Another day in Paradox.
02:15It's the fifth phase of the course and time for some fun.
02:20It's time to explore.
02:22The next phase of the course is play time.
02:25Oh.
02:27I imagine they don't mean an Xbox.
02:32What do you reckon we're going to be playing?
02:35Oh, Nauts and Crosses.
02:37Oh, I'd love that.
02:38This is going to be fun, I think.
02:40For me, anyway.
02:41Not so sure how some of the others are going to take it.
02:43Some will be more nervous than others, I think.
02:46But, yeah.
02:48I'm excited.
02:50Well, I'm sure the cuffs are coming back today, so...
02:52Oh, mate.
02:55Purty, how are you feeling about this phase?
02:57God knows what's going to happen.
02:58After what I've done in the last phase, there's no going back, so, yeah.
03:04It's playtime.
03:05If there's a bullpen, that would be great.
03:08The vulvas and penises.
03:12In today's workshop...
03:14Morning, guys.
03:14Morning.
03:16Hi, y'all.
03:16The experts want to encourage the group to find pleasure in play.
03:21Some people might think, oh, why are you bringing in kinks with a bunch of virgins?
03:25But, ultimately, they need to have the full menu of options, because maybe they're not having sex because they haven't
03:31found the sex that really turns them on.
03:34Sex is this place that adults go to play, and this phase is all about inviting you to play.
03:41We have a special guest for you today, who is going to help you explore different ways that you might
03:48want to play.
03:49We want to welcome Shelby.
04:00Sorry.
04:02I didn't say this.
04:03You don't need anyone else.
04:06Hello, everyone.
04:07Hi.
04:07Hello.
04:08I am a BDSM and kink expert from San Francisco, California.
04:12Some of you are probably thinking this might be a little advanced, but it's a game of leading and following.
04:19And I'm betting that most of you struggle when it comes to leading and following sexual encounters, and so that's
04:27why we're going to explore that today.
04:30Sex makes everyone feel really vulnerable, and so what I want for the virgins is to understand that what turns
04:37them on is good and should be normalized.
04:40Education around BDSM is grounded in consent and boundaries, and I want them to have a safe and meaningful experience.
04:51BDSM is an acronym.
04:53It means bondage, dominance, submission, and masochism.
04:57A way to think about BDSM and kink is adults playing a very sexy game of pretend.
05:02And what better way for the games to begin than a lesson in submission?
05:07Submissives want undivided attention.
05:10They know deep down that they want someone to take the reins, and this is what we're going to explore
05:15today for our first adventure.
05:18Is anyone curious to come up here and try?
05:26Oh, I don't know, I don't know, what do you think?
05:29They both raise their hand at the same time.
05:30Take both of them.
05:36That sounds great.
05:37Both of you, come here.
05:43I hope you're both good at sharing.
05:46I fantasize being more in a submissive role, probably from me not knowing what I'm doing.
05:54I'd rather have a girl taking the dominant role.
05:57I've always been curious about what it would be like to be in that situation.
06:01You know why you're both up here at the same time?
06:04What?
06:05I don't need you to talk.
06:06Okay, sorry.
06:07It's because it would take both of you to satisfy me.
06:12Do you think you have what it takes?
06:14I think so.
06:15Then get on your knees.
06:20Adequate.
06:21I think we have some work to do.
06:23Before you're ready, look how bad they are.
06:27You nailed it.
06:30Can I give you a hug?
06:32You're good.
06:33Good job.
06:34Thank you for trusting me.
06:35I need a cold shower after that one.
06:40As the tools of a trader revealed,
06:44Mistress Shelby is happy to help the group experiment.
06:48How long before you ask me to bark?
06:52Do you want to bark for me?
06:55Good boy.
06:57Bondage can make people feel really safe.
06:59Think of getting a really firm hug.
07:02That lowers our blood pressure when we have that compression in our body.
07:05It can make us feel calm and secure and held.
07:11Nice.
07:12Very good.
07:13Can you make it back to your seat with Bondage?
07:15Good job.
07:21All right.
07:23So now we're going to get into impact play.
07:28As the group relaxes and becomes more playful, some begin to explore their own fantasies.
07:34Climb up here and get on all fours, please.
07:38As 22-year-old theatre rusher Millie takes to the stage.
07:43My fantasy would be people dominating the other person and I'd be the one that's being dominated.
07:50That makes me feel a bit fuzzy and warm inside.
07:54I'm like, you know what, maybe I'd like that.
07:59This is a paddle, seemingly.
08:03And when it comes to spanking, for some, it's not just a physical sensation.
08:08What happens in the brain is we get a lot of cortisol and opiates and basically we get a lot
08:16of fun brain drugs.
08:18It heightens our pleasure.
08:20Good girl, Millie.
08:22Taking it like a champ.
08:23How did that feel?
08:24Mmm.
08:25Yeah.
08:27Good job, Millie!
08:34Are you able to sit down?
08:38Thank you, Millie.
08:39No, thank you.
08:41It's my pleasure, truly.
08:44Millie, was that the first time you've ever been spanked?
08:46Like that.
08:49I'm on cloud nine right now.
08:51Like, I really enjoyed it.
08:52I think it was something that I really wanted to do for a while and I knew I would like.
08:58That was a lot.
08:59Jesus Christ.
09:00Privately, it's something I can certainly imagine myself doing.
09:05In front of everybody else, it's a bit much.
09:09But we're breaking down boundaries, I guess.
09:13I'm in love, guys.
09:15With Shelby?
09:16Yeah, fair.
09:16She's fantastic.
09:17It does feel like my thing is being more submissive.
09:21If we were given the chance to explore this in a one-to-one, I would absolutely go for it.
09:26But not everyone is feeling the Shelby effect.
09:29How did you find it, Bertie?
09:31Um, I mean, it's not exactly my cup of tea, but I've got nothing against people that do.
09:37I just didn't participate because it's not my thing.
09:40Fair.
09:41I mean, I've never had sex, that's why I'm here, but I'm probably going to be as vanilla as they
09:45come.
09:45I've never really been that adventurous in other things.
09:49I don't think I'd be particularly kinky in the bedroom at all.
09:54So, at this point in time, and possibly forever, these kinds of activities are not for me.
10:09You want me to spank your bum?
10:11Yes.
10:12Please.
10:12It's the afternoon on Virgin Island.
10:15Scroll over and get onto all fours.
10:17The Playtime workshop is already having a big impact on some of the group.
10:23That was a good one.
10:25That was a good one.
10:26Hello, everyone.
10:28Hello.
10:29And Shelby is hoping to get everyone involved in some extracurricular activity.
10:34I have a box of goodies for you all to enjoy.
10:40You can either explore on your own or with a partner.
10:43Have as much fun as you possibly can today.
10:47Hi.
10:48Hi.
10:49Bye.
10:50Immediately, yeah.
10:51Okay.
10:51Oh, my gosh.
10:54This is just Fifty Shades of Grey right now.
10:57Oh, sweetie.
10:57Edible underwear.
10:59Is it?
10:59Is it?
11:00Whoa.
11:01It could be someone's laundry they just found.
11:11Hello.
11:12Oh, my God.
11:13Dinner's ready.
11:15Is it yummy?
11:16Really good.
11:20As the group continues to play.
11:23Come with me.
11:25Hi.
11:25It's clear some are embracing the theme more than others.
11:28Are you having fun?
11:30Yeah, I am.
11:30Good.
11:31Set.
11:35Do you want a nail for me?
11:40Okay, we'll try that again later.
11:42You're getting too excited now.
11:44Will's excitement for the playtime phase has caught the attention of the experts.
11:49Will came up for a little bondage today, which was great, and he liked being a puppy.
11:54That was such a fun surprise when he barked.
11:57I was like, yes.
11:59I had a few sessions with Will and it seems like he's starting to hold his arousal and
12:05get really excited without accidentally ejaculating.
12:09And now he's been in a place of, okay, but what next?
12:14So far at the retreat.
12:15Whoa.
12:16Let's ask for a first date.
12:18The experts have been encouraging Will to take his time.
12:21Let yourself actually check, what do you want to do?
12:24And slow it down.
12:25We're slowing it down.
12:27And Aisha.
12:27Taking a breath.
12:29Has used basic touch exercises.
12:31Shit, please don't come, please don't come.
12:33To assess his premature ejaculation.
12:35I think this is what I needed.
12:38But now she wants to take things to the next level.
12:42Hello.
12:42Hi.
12:43My greatest fear of things carry on the way they are is just never finding anyone.
12:47Never finding love.
12:48Never getting to have any like sexual experiences.
12:51No romantic experiences.
12:52None of that.
12:53That would be sad.
12:54Yeah.
12:55What I would recommend is getting undressed and direct skin on skin, genital touch.
13:03And we track arousal and you practice regulating your nervous system without experiencing premature ejaculation.
13:10Yes.
13:11Yes.
13:11Okay.
13:12So, when you're ready.
13:15Inviting you to start undressing.
13:19What we want to do is train Will to move as close to orgasm as possible without cumming.
13:27If he can do that, then he can finally overcome his fear that he's going to ejaculate early with a
13:33lover.
13:34And getting comfortable, taking some breaths.
13:39Ahhh.
13:43Aisha will monitor Will's arousal using a scale from zero to four, with four being orgasm.
13:51So, I have a suggestion.
13:52We agree on like two or three strokes and you'll let me know as you're moving up the scale.
13:58So, like I'm a one, I'm a two, I'm a three, I'm a three and a half.
14:01Sounds good.
14:02Okay.
14:03I'm going to come on the table and I'm going to move this leg over me.
14:07Okay.
14:08And now this one, I'm just going to shift myself forward.
14:12Okay, great.
14:13Okay.
14:16So, taking a breath.
14:26Two.
14:31Yeah, we're still at a two.
14:33Before long, things start to escalate.
14:36Yeah, climbing, climbing.
14:38Okay.
14:39So, keep breathing.
14:40Oh, shit.
14:42Take a breath, breathe.
14:47And just keep breathing, breathe in.
14:52And now this third time, you're going to breathe in and you're going to hold and you're going to tense
14:55everything.
14:58And tense.
14:59Tense, tense, tense, tense, tense, tense, tense, tense, tense, tense.
15:03And hold it for as long as you can, Will.
15:05Hold.
15:06Tense.
15:06And then when you're ready, you can relax.
15:12Yeah, I did it Kong.
15:13Yeah, I did it.
15:14Woo!
15:15Good one.
15:17Okay.
15:18I was so close as well.
15:19I was like, oh, shit.
15:20Yeah, man.
15:22I'm really aware of, like, how close I was at the start, like, nervous-wise.
15:26But, like, it's just amazing.
15:27I really feel like that treatment is kind of what I need before I do anything else.
15:30So, I feel confident about now, like, moving forward.
15:36You're walking back with, like, a swagger.
15:38You are walking back with a swagger.
15:39Yeah.
15:39Will didn't come, which was the objective.
15:41Woo!
15:43Well done.
15:44Yeah, just, like, getting to the point where I think I'm going to come and then, like,
15:47kind of stop in and, like, breathe, breath work and, like...
15:51Yeah, yeah, yeah, yeah.
15:52Yeah, progress.
15:53Let's go.
15:55Yeah.
15:57Will's not the only one making progress.
16:00Would you say the goals are being met?
16:03Yeah.
16:04As part of the Surrogate Partner Therapy Program, clinical therapist Abby checks in with some
16:10of the group.
16:11What does the good ending look like to you?
16:14Um, giving and receiving, like, pleasure and orgasm.
16:19Okay.
16:20Good.
16:20Yeah.
16:21Good.
16:22Meanwhile, Marianne is with Andre, challenging herself.
16:26This is an invitation if we wanted to potentially de-robe some clothing to your comfort level.
16:32To overcome her trust issues with men.
16:35I'm happy to go to, like, my underwear.
16:38Marianne is doing extremely well, connecting and building emotional intimacy with Andre.
16:43Breathe in.
16:44Taking things slow is definitely the right way for her to move through this work.
16:49Hold.
16:51Breathe out.
16:53Each time I'm trying to push myself just a little bit further, so I'm feeling very content with that.
16:57And I'm excited to know more.
17:00All right, ready?
17:01Yep.
17:01You gonna dress with me?
17:02Yes, I do.
17:03Having proved he can get and maintain an erection,
17:06Let's do some bossy touch.
17:07How do you feel about that?
17:08Yeah, comfortable.
17:09Okay.
17:10Take the tips of your fingers and run them on the tops of my thighs.
17:14Alex is moving along in surrogate partner therapy with wisdom.
17:18Mm-hmm.
17:19That's nice.
17:20Alex is one that can get caught in his mind.
17:23Touching my face, starting at the forehead and then caressing your way down slowly.
17:27But he definitely can work through a lot of that.
17:31It's sexy when you're bossy.
17:32Okay.
17:33How are you feeling?
17:34Good.
17:35I feel confident and no pressure on, like, thinking, I have to get an erection because
17:39I need to practise getting an erection.
17:40Oh, yeah.
17:41Great.
17:42Great.
17:48Can we go?
17:52It's late afternoon and the group are embracing the playtime theme.
17:56It doesn't feel that sharp.
17:57It feels quite nice, really, yeah.
17:59See, I would just use this as a pizza wheel, couldn't we?
18:01Yeah.
18:02But when it comes to playing games...
18:05Let's go with D7.
18:08Hit.
18:09Not everyone is in the same boat.
18:12D8.
18:13Hit.
18:14D9.
18:15Hit.
18:15And let's finish up with D10.
18:17You have sunk my battleship.
18:19Cool.
18:21Let's talk about Ed.
18:23Today at the workshop, his curiosity came out and I think this phase is really hitting
18:29his desires and interests.
18:31Yeah.
18:32He was very engaged in the workshop, so when I see him today, I think we're going to start
18:37getting more comfortable sharing his fantasies and desires and find some confidence.
18:44Hello.
18:45Hi Ed.
18:45Lovely to see you again.
18:46Are we hugging?
18:47Can do.
18:48Okay.
18:48Come here.
18:49Life for me growing up wasn't easy.
18:52Being bullied made me lose a lot of my confidence.
18:54I worked on it, but it doesn't take much to knock me back down.
18:59Just lay down, sweetie.
19:01Yeah.
19:02That's good.
19:03It's just led to me having an attitude of why bother?
19:06I'm going to fail.
19:07I can't do this, which isn't a great attitude to have for a lot of things, especially sex.
19:13How does this feel?
19:15Feels nice.
19:15Yeah.
19:16After a moment of connection, Shelby begins exploring Ed's submissive side.
19:22I think you get turned on by being humiliated a little bit.
19:27Yeah.
19:27Yeah.
19:27It's probably because I was probably quite like school.
19:30Oh, okay.
19:30So that was kind of like what I was used to.
19:32Yeah.
19:33Sometimes that source of pain that we experience, we can kind of reclaim it.
19:39But I have some good ideas for you, I think.
19:42Up.
19:44Shelby's methods are based on studies that identify how people respond to being humiliated.
19:49Get on your knees.
19:50They might be extreme in the outside world, but in a supportive environment can get results.
19:55One of the reasons people might crave being humiliated is if you have a bad emotional or psychological experience at
20:03a formative age, as an adult you might want to make it work for you.
20:07To feel confident and empowered and safe.
20:10The communication and trust and safety is what allows someone to fully surrender.
20:15Crawl forward.
20:19Stop.
20:19Put your head down on the ground.
20:23Do you want my attention?
20:25Yes, ma'am.
20:25Do you deserve my attention?
20:26No, ma'am.
20:27That's right.
20:28You have to earn it.
20:30So be good.
20:32Crawl back to me.
20:34Throughout the session, Shelby will use a traffic light system to ensure Ed remains in control of what's happening.
20:41Tell me your colour.
20:42Green.
20:46A footstool.
20:48That might be an acceptable use for you.
20:52I think it's going to be difficult for you to fuck this up.
20:55What do you think?
20:57Yes, ma'am.
20:58Yes?
20:59You think you're a good footstool?
21:00Yes, ma'am.
21:05Are you enjoying this?
21:06Yes, ma'am.
21:08You bad, bad boy.
21:11By associating insults with play rather than pain, Shelby hopes to help Ed reframe his past trauma.
21:18Why don't you roll around on the ground for me a little bit more?
21:27You look ridiculous.
21:29Come on, give me some enthusiasm.
21:31You can't just roll back and forth.
21:32Roll all over.
21:33Come on.
21:39All right, stop.
21:40Stop.
21:42Tell me your colour.
21:43Green.
21:47It was really fun.
21:49I think it was really helpful as well, because I think finding something you really do connect
21:53with in these therapy, I think, is a big thing for your personal development.
22:00Hey, how was your one-to-one?
22:02It was so much fun.
22:03Yeah.
22:05But I just feel weird.
22:07We're good.
22:08We're good.
22:08Yeah, we're good.
22:11Kind of like I want to have a little cry.
22:13Aww.
22:13Yeah.
22:13We had a cuddle.
22:14It was really nice.
22:15It's been so long since I've, like, cuddled with someone, I forgot how much I liked that.
22:19It was really nice.
22:28Good morning.
22:29Are you ready for more playtime?
22:31Oh, so ready.
22:33It's day two of the playtime phase at the retreat, and Ed is reflecting on his session
22:38with Shelby.
22:39Yesterday was, like, a big high.
22:41Yeah.
22:41How do you have your hotel?
22:42Yeah.
22:43So, yeah, I woke up, and I was like, I'm sad, though.
22:46Hmm.
22:47Any specific reason why you're feeling sad?
22:49I've remembered I really like cuddling with stuff, and it's been so long, and I've kind
22:54of forgotten.
22:55I'll cuddle you.
22:56I'll cuddle you.
22:57I want it every day.
22:59Aww.
22:59I feel like I'm missing out on just a big part of life's experience, you know?
23:03OK, I get you.
23:04But I'm so aching.
23:05I'm not going up to be spanked again.
23:08I'm not arse, honestly.
23:09More for me.
23:13Millie is in luck.
23:14The only spanking today will be in their imagination.
23:18Hello.
23:19Hello.
23:21No, I'm back.
23:22I'm here to give you a little homework assignment.
23:26What we would like you to do is to take some of your erotic fantasies and turn them into
23:34short stories.
23:35Aww.
23:36Yeah.
23:38OK, I'm seeing some enthusiasm.
23:41There's some hiding.
23:43This is a practice of leaning into your fantasies more.
23:48Be explicit.
23:49Be graphic.
23:50You can do this.
23:54You've gone viral.
23:55Yeah.
23:56Have fun.
23:58Well, have fun.
24:01Even the thought is making you go gremlin.
24:03Yeah.
24:04OK, I'm going to go somewhere else because Callum's giggling is not part of my fantasy.
24:10Don't worry, Callum, it's part of mine.
24:14The group's homework has set their creative juices flowing.
24:18Is that sex position called the 69?
24:20Yeah, there is a sex position called the 69, but I don't know which one you mean.
24:23Yeah, the 69 is you're both giving each other oral bases at the same time.
24:27Yeah.
24:28Can two women do that?
24:29Absolutely.
24:31But not everyone is comfortable with the exercise, as Bertie's erotic story writing
24:36hits the rocks.
24:39I hate every single aspect of this exercise.
24:46I am not an erotic person in the slightest.
24:50I mean, this is not a voice you want to hear in the bedroom.
24:58While Bertie struggles with writer's block, the exercise is causing other concerns fatiguing.
25:04Do you know what it is, right?
25:05I want to have sex with people, but I don't want to underwhelm anyone.
25:10Just practice, Tegan.
25:11Mm-hm.
25:11Practice makes perfect.
25:12Mm-hm.
25:13You're not going to be good the first time, are you?
25:15In a previous session...
25:17See if you can see my vaginal opening.
25:20Mm-hm.
25:21..Tegan touched another woman's genitals for the first time.
25:24Mm-hm.
25:25Mm-hm.
25:32Mm-hm.
25:34Hi.
25:36I don't know how I would fare in a sexual encounter.
25:41I read erotica and smart.
25:43I've seen TV shows.
25:44I've seen people having sex.
25:46I think, like, logistically, I would know what to do, but to actually be able to do it
25:50is a whole other thing entirely.
25:53I was thinking we'll go over the mechanics of topping.
25:57Yep.
25:57All right, cool.
25:58I'm going to take this off.
25:59I want to show you some harnesses and things.
26:03Cool.
26:04And so it'll be good for me to have pants on.
26:07Tegan came onto the island very clear that she did not want to receive vaginal penetration,
26:12which, culturally, we would call that somebody who is a top versus a bottom in lesbian dynamics.
26:19So it's important for me to normalize the use of sex toys with Tegan pretty early on
26:24because it's a common practice in lesbian sex.
26:28This is the one we got for you.
26:29Cool.
26:30Pick which one.
26:32Which pair?
26:32You want the big boy?
26:33It's closer to me.
26:34Okay.
26:35All right, so let's see you.
26:39I'll pick the ring first and be like, what's going to fit?
26:42Yeah.
26:42And whatever fits, I want, like, a tiny bit of room so I can put the straps in still.
26:47Mm-hm.
26:48Lovely.
26:49Mm-hm.
26:50All right, now try putting it on and see.
26:55All right.
26:56Let's do this.
27:03How's that?
27:04Yeah.
27:04Yeah?
27:05Okay.
27:05All right.
27:05I'm just going to twist it right over here.
27:07Just twist my dick.
27:12Okay, so we're going to do some thrusting mechanics.
27:16I'm getting to the stage where I'm old enough now that I'm like, I want to be wifed up, as
27:21my friends would put it.
27:23And I feel like I just need helping, and maybe physically, maybe not, to help me lose my virginity, which
27:32is all I want, really.
27:34Hit my hand with the dick.
27:37Sorry, that's the funniest thing I've ever heard.
27:40So what I'm seeing you do is you're kind of this, and what I want you to do instead, so
27:45there's not this, but this.
27:47Okay.
27:47Okay.
27:48So more with the pelvis.
27:50Yeah, that's much better.
27:52Kind of like clench your butt at the top a little bit.
27:54Yeah.
27:54It'll give you more power.
27:57Good job.
27:58Having grasped the basics, Wisden wants to see if Tegan can master thrusting in different positions.
28:05Great.
28:08Yeah.
28:09Great.
28:10This position seems like the one that is most natural to your body.
28:13Yeah, I think it is.
28:14Okay, cool.
28:15That's good.
28:16That's good.
28:17All right, what'd you think of that?
28:18Yeah.
28:18Great educational talk.
28:22Good.
28:22Yeah.
28:23I feel like so far ahead of where I thought I would be at this stage, so.
28:26Yeah.
28:29All right, I'll see you soon.
28:30Yeah, definitely.
28:31Bye.
28:33No one's ever taught me those kind of skills, so that was very new.
28:37It's very educational, and I feel closer to losing my virginity.
28:42I'm just going to sit like this one after a while.
28:44Tegan, put your willy away.
28:46Please don't.
28:47Oh, God.
28:48I don't know where to look.
28:49I don't come further.
28:50No!
28:51I feel like...
28:53I don't know if I want to.
28:55Just keep tugging like that, baby.
28:57Is that, like, what a real one feels like?
28:59I was literally about to say, is this what a real one feels like?
29:02Get it.
29:02No.
29:02Ed, can you come and...
29:06Wow, wow, wow.
29:07I'm ready.
29:08I'm joking.
29:12While Tegan is on a high, on the other side of the island,
29:16Bertie has hit a creative low, writing his erotic story.
29:20Hello, Bertie.
29:22Hello.
29:23Surprise.
29:23I've cleared out of nowhere.
29:24Hello.
29:25So I heard that you're having a little trouble with your story.
29:29I've been having a bit of trouble with the vast majority of this phase.
29:34Okay.
29:35Um, I'm not an erotic person.
29:38Mm-hmm.
29:38In the slightest.
29:40Can you think of anything that might be interesting to you that is real?
29:44The thing is, there's nothing real about my love life, because I've never been on any,
29:51any, like, proper dates before or anything like that.
29:54That doesn't matter.
29:54Your thoughts are real inside your head.
29:57What do you think about?
30:01I'm not, I don't, I'm not saying it like this.
30:05I'm not, I...
30:06You are missing an opportunity for growth, and I know that's why you're here.
30:09Yeah.
30:09I get that.
30:10You don't have to show me anything, but if you're thinking of them right now, write them
30:14down.
30:15Okay?
30:15Alright.
30:16I'm just gonna look over here, enjoy the scenery.
30:18Okay.
30:19Tell me when I can turn around.
30:21When it comes to whenever I have sex, it would probably be the most basic thing ever.
30:28It would be boring and basic.
30:29But, er, that's the thing I need to improve on.
30:32I just want to be more confident in that.
30:39That's the sound of my book posing.
30:40Alright.
30:41Good job!
30:42You did it!
30:43Yeah.
30:43Um, would you like, would you like to see it?
30:46Okay.
30:47Um, okay.
30:48Hope you can read my writing.
30:49Okay.
30:49Alright.
30:49This is, er, my, yeah.
30:58Oh, Bertie.
31:00Yeah.
31:01That is really hot.
31:03I read a lot of dirty books, Bertie.
31:07And that sounds like some of my dirty books.
31:10Uh, I don't know what to say about that.
31:12But, er, yeah.
31:13Uh, that's the first time, er, I've shared things like that.
31:18What you wrote is a cohesive fantasy.
31:20And it's beautiful.
31:22And it's sexy.
31:23And that was all you had to do.
31:25Okay.
31:26You nailed it!
31:27Thank you, Shelby.
31:28And I appreciate that.
31:30I've got a bit of a high after doing that.
31:32I just shared something deeply personal to a woman that I only saw yesterday and only just spoke to, er,
31:40about 15 minutes ago.
31:42This island's weird, isn't it?
31:53Just as quickly as the words left my mouth, a firm spank punishes my right cheek.
31:58A gasp radiates throughout my body and silences the forest.
32:02While the girls lose themselves in fantasy.
32:05It's just a safe space to share about feelings, emotions.
32:08The boys are discussing more real-world issues with Andre and Jason at a men's circle.
32:14I think I'm almost too scared to approach someone I like because of the fear of coming across as weird
32:22because I don't know what I'm doing.
32:24It's all a foreign language to me.
32:26Yeah.
32:26Especially if it's someone I've been interested in for a while and I'm worried of coming across as, like, creepy
32:32or something.
32:34I would describe myself as undesirable to someone average at best.
32:40I wouldn't have the confidence to approach a girl in real life.
32:43Everyone I like, I do feel like they're kind of out of my league and I'm wasting my time.
32:47It's something I would really like to work on because it is one of the biggest hurdles I have personally.
32:53Just give it a go.
32:54It could be a rejection, but rejection is going to be part of all of our lives.
33:00It's just going to, like, get that out of the way.
33:02So the more you practice these things, like approaching, the easier it becomes.
33:08Coming up with the best line, that's all the land of performance.
33:11And when you can actually just be more authentic, which is, like, maybe more scary.
33:16But that is so attractive to people.
33:23Ed's fear of rejection is fueling his low self-esteem.
33:27Hello.
33:30I'm glad that we get to spend more time together.
33:32Have a seat.
33:33So, he's visiting Shelby who wants to reshape his thinking using a technique known as cognitive restructuring.
33:40What we're going to kind of focus on today is changing this script, right?
33:44It can happen for you if we work on the real problem.
33:48And the real problem is your attitude.
33:51You need an attitude adjustment, right?
33:54Ready to work for me?
33:56Of course.
33:59All right.
34:00Stand up.
34:02Ed has a really big wall up, and he is trying not to be seen.
34:07Which is unfortunate for him, because I can see through that wall.
34:12Take off your shirt.
34:19Give it to me.
34:21Okay.
34:21I want you to stand in front of the mirror.
34:25What kind of thoughts and feelings are you having right now?
34:27I don't like my pecs.
34:30Okay.
34:30I don't like my arms.
34:32I don't like my eyes.
34:34I don't like my mouth.
34:35I like my beard, but I think it's a bit weak.
34:38I love my hair, but sometimes I think it doesn't suit me.
34:40I just feel very average.
34:42So, you don't want to be average?
34:44No.
34:44What do you want?
34:45I want to feel good.
34:46You know what's the easiest way to feel good?
34:50Is to stop being a whiny little bitch.
34:56Shelby's aim is to reflect Ed's negativity back at him,
34:59helping him to challenge and reframe his thinking.
35:02Tell me that you've been a whiny little bitch.
35:05I've been a whiny little bitch, mistress.
35:07You have been a whiny little bitch.
35:08Do you think you might value my opinion more than your own?
35:13100%.
35:13When it comes to what's desirable?
35:16Yeah.
35:17Do you want to attract me?
35:19Yeah.
35:20Do you want to attract other women like me?
35:21Yeah.
35:22Then you're going to have to listen to me.
35:23Yeah.
35:24So the first thing that I noticed about you were your eyes.
35:28You have really beautiful eyes.
35:31Your beard makes you look really masculine.
35:34And women love beards.
35:35And when I first met you on the island,
35:37I didn't notice your arm and your hand at all.
35:42And I thought you were handsome.
35:44You're too distracted putting yourself down to put your focus out.
35:48And the only way you can do that is what?
35:51Stop being a whiny little bitch.
35:54Yes, exactly.
36:00Does this work?
36:01Yeah, it's mistress.
36:02I can take my pleasure from you here.
36:04This is fun.
36:05Sorry.
36:06You do not have permission to go backwards from here.
36:10No more excuses.
36:12Yes, mistress.
36:13Good.
36:18You better be thinking about me, Ed.
36:20Of course.
36:20Every morning, when you look in the mirror, you do your work.
36:24Yes.
36:30Thanks, Shelby.
36:32It's been really good.
36:34She makes me want to be the guy I want to be.
36:37I can say it to myself all day, and I don't believe it.
36:41But talking with Shelby makes me actually want to be that guy.
36:46I feel more empowered.
36:48I just needed a session like this to really remind me why I'm here and how far I've gone.
36:57Ed, what did you get up to?
37:00So, she had the mirror and got me to say stuff I don't like about myself.
37:03And then she, like, countered it and, like, was confident me and telling me I was bullshit
37:06and I'm not going to be the whining little bitch anymore.
37:08I've learnt to ignore the voice in my head.
37:11I mean, it will take practice to feel like I'd never listen to him again.
37:15But now I feel so much more love for myself.
37:21Bertie is also feeling more love for himself after writing his first erotic story.
37:26Hello.
37:28Boosted by his newfound confidence and having established a strong bond with surrogate partner Kat,
37:33she feels Bertie's ready for a radical next step.
37:37So, the first thing that we're going to do, it's undressing.
37:40OK.
37:41So, basically, we're going to just very slowly undress ourselves in front of each other.
37:46You'll be doing this too?
37:48Yes, we'll be getting naked together.
37:50OK.
37:50Does that feel...
37:51It's a leap.
37:52It's a big leap, but it's a leap that I'm willing to take, so, yeah.
37:56Perfect.
37:57Alright, whenever you're ready.
38:00It's one big leap for Bertie, but one small step in reaching his goal of losing his virginity.
38:06Oh.
38:07Good.
38:08How are you feeling?
38:09I did it.
38:09You did it?
38:10Yeah.
38:11So, Kat wants to challenge him further.
38:13We're going to do a little bit of an anatomy lesson on me.
38:16OK.
38:17Does that feel OK?
38:18That feels bold, but I'm looking forward to it.
38:21I obviously know what female genitals look like, but when it comes to dealing with one,
38:27if I ever have sex, I wouldn't know what to do.
38:31I know the different names of the different parts, but I don't know where's where.
38:37So, I wouldn't know where to, you know, aim.
38:42Do you want to try to find things?
38:44Yeah?
38:45OK.
38:45So, can you point to the outer labia?
38:50Nope.
38:54Nope.
38:54Oh, this is going to go well.
38:56This is the outer labia.
38:57Yeah.
38:57OK.
38:58Right here.
38:58And then inner labia.
39:00Is it what I just pointed to?
39:02Mm-hmm.
39:02Yeah, both of those.
39:05And then the clitoris.
39:07This is the hard one.
39:09So, it's above the hood, as you call it.
39:12Is it here?
39:13Yeah.
39:13And the hood is actually above it.
39:15So, it's there.
39:16And that's the clitoris.
39:17Yeah.
39:18Oh, sorry.
39:19No, it's OK.
39:20It's OK.
39:20It's just super sensitive.
39:22Don't worry about it.
39:23I was curious, that's all.
39:24And then the vaginal opening.
39:27It's here?
39:28Yep.
39:30Mm-hmm.
39:31And you can put your finger inside, too, to just feel what it feels like.
39:35You want me to put my fingers inside, like...
39:37The vagina.
39:38The vagina.
39:39Is that, like, here?
39:40Yeah.
39:40The vaginal opening, yeah.
39:44How does that feel?
39:45And just...
39:48And just, like, normalize the textures for yourself.
39:52I'm just curious.
39:53OK.
39:53This is all for you to...
39:55OK.
39:56It doesn't smell of anything.
39:58Wow.
39:59Yeah.
40:06I just want you to really focus on what feels good to you, yeah?
40:10Every single ounce feels so good to me.
40:18That was great.
40:19Thank you very much.
40:20Good job.
40:22You too.
40:26All right.
40:26Have a good day.
40:27I think I will.
40:30Even the fact of just caressing and touching a woman's naked body is something that I've
40:35been wanting for, like, and thinking about for so long.
40:38And the fact I did that means so much to me.
40:42Kat's an incredible woman.
40:43And some of the things that she's allowed me to do has been nothing short of mind-blowing.
40:48What are you doing?
40:50Bloody-burty.
40:51Did you have a one-on-one?
40:53I did.
40:54And I got it all off.
40:56So that was really...
40:57Give me a high five.
40:59Fantastic.
41:00Well done.
41:00Get in.
41:01Well done.
41:02You feeling good?
41:03Yeah.
41:03Great.
41:04Surprised I'm unable to stand up.
41:06What did she do to you, my guy?
41:11It's late afternoon on Virgin Island.
41:14I feel like I'm going to skip half my story because it's a lot of forward.
41:17Hello.
41:18Hi.
41:20And time for the group to brace themselves and reveal all.
41:24We cannot wait to see your courage in coming up and sharing these deep fantasies and desires
41:31with us.
41:32As the group read out their erotic stories.
41:35The very sight has my pussy wet and humming.
41:38A firm spank punishes my right ass cheek.
41:41It's clear that the playtime phase has unlocked some deep desires.
41:45The fair-haired vixen's hand quickly plunged below his trouser line.
41:48She manoeuvred herself on top of him, striding him like a wild stallion.
41:51I start touching my body and then I hear moans, moans that aren't coming from me.
41:56I look in the mirror and there she is, fingering herself on the edge of my bath.
41:59They slowly move into position, masturbating in sync, followed by the 69.
42:05Which I now know what it is.
42:08And for some, the course appears to be coming to a climax.
42:12I move to the bedside drawer and remove the strap on and handcuffs.
42:16I knew it.
42:17I whisper in her ear, are you ready to play?
42:19We shag until morning light, until both our juices have run dry.
42:23Yes!
42:26Amazing!
42:27You did it!
42:29The end of the playtime phase.
42:32We're ready for a closing circle.
42:35I think playtime has been my favourite phase so far.
42:38I'm getting to the stage where I'm ready to lose my virginity.
42:41I think I learnt a hell of a lot about myself.
42:43And I couldn't be happy with what I've learnt.
42:45Deep breath in.
42:48And out.
42:50I found Shelby Sessions incredibly important.
42:52It's really kind of a work in who I am to myself.
42:57I think my progress is essentially skyrocketing.
43:00And I'm going to take the lessons she's given me and keep them forever.
43:03Shake it out!
43:07In this phase, a lot of big things have happened to me and things I would never have imagined.
43:11But this is what this island is all about.
43:13You're on the rollercoaster and in the immortal words of Ronan Keating, you've just got to ride it.
43:21Next time.
43:23Whoa, that can kill someone.
43:24Things get more intense.
43:26In the technique phase.
43:28This may be the scariest workshop yet.
43:32Romance blossoms.
43:33Feelings are starting to happen and we want to make sure that they're equipped to deal with that.
43:37And someone goes all the way.
43:40There were 11 virgin ones.
43:42Yeah, yeah.
44:03All right.
44:07We're going to take you to the next video.
44:09We'll be a guest.
44:11So, happy to be here.
44:12Thank you very much.
Comments

Recommended