ALYSSA RAMOS: Every date, every guy I’ve seen, they do pay for everything. COMM: Alyssa Ramos has travelled all the way from Wisconsin to the bright lights of New
York City. ALYSSA RAMOS: I am really excited. I am also kind of nervous. COMM: But it isn’t just about sightseeing, she is also here to meet her date for the
weekend. ALYSSA RAMOS: I hope he looks like what he does in his pictures. He has like blue eyes,
he is really really muscular, so I am excited. COMM: Hoping to sweep this small town girl off her feet is LA-based lawyer Oliver. OLIVER WRIGHT: Of course I’m hoping for some romance, who isn’t? Who isn’t hoping
for some romance, especially New York City at this time of year, it is just begging for
romance, right. COMM: After speaking online for a number of weeks they are finally meeting tonight and
will be spending the entire weekend together. OLIVER WRIGHT: Hey, Oh my God, it is good to finally see you.
ALYSSA RAMOS: You too. OLIVER WRIGHT: You look awesome. You look great. ALYSSA WRIGHT: Thank you.
OLIVER WRIGHT: Beautiful. ALYSSA RAMOS: You do too – love your scarf.
OLIVER WRIGHT: Thank you. Thank you. ALYSSA RAMOS: I think we are going to be going, just like touring downtown and then we are
gonna get a bite to eat. I don’t really know what kind of food he likes, hopefully
sushi, I’m feeling sushi, I love it. ALYSSA RAMOS: Are you hungry? OLIVER WRIGHT: I’m starved, actually.
ALYSSA RAMOS: What kind of food do you like by the way? I was trying to…
OLIVER WRIGHT: All food, I have no… ALYSSA RAMOS: Good, me too. I love sushi…
OLIVER WRIGHT: Anything. ALYSSA RAMOS: Steak, as long it is edible,
I am going to eat it. OLIVER WRIGHT: I’m liking you more every
minute. COMM: But this isn’t your average Tinder date, Alyssa and Oliver met on the website
Miss Travel, where older men pay for women to join them on trips. And this weekend, Oliver
has paid for the pleasure of Alyssa’s company. ALYSSA RAMOS: I was always interested in older guys and I’ve always wanted to travel too.
So it’s like a win-win, why not? I definitely do it more for the travel, but meeting the
guys is really fun too. Like I’ve never been able to go to any like, exotic hot locations
that I have always wanted, because I love tropical, but I mean I could never do it.
Now I get it with the snap of my finger, I just go. OLIVER WRIGHT: Yeah, I would say the younger the better, as long as they are legal. ALYSSA RAMOS: I have been to a lot of places. I have been to Cancun, London, Ibiza, Las
Vegas twice, Miami, Arizona and I am going to Dubai soon and New York. OLIVER WRIGHT: What kind of modelling? ALYSSA RAMOS: I do, basically anything, I
don’t shoot nudes, but I do like lingerie, sports, swimsuits, basically anything you
can think of. OLIVER WRIGHT: Very nice, very nice. OLIVER WRIGHT: I do, I do this primarily I’d say because of convenience and you can filter
out the riff-raff. COMM: As well as her flights and accommodation, Oliver will also be paying for everything
else on his weekend date with Alyssa. ALYSSA RAMOS: Getting everything paid for feels pretty good, I gotta say. I’m the
kind of person who is thankful for what they get, no matter what it is. Like, if I don’t
get the exact, you know, piece of jewellery or something that I want, as long as I get
something nice. OLIVER WRIGHT: As far as paying for the other person, I have no problem with it at all. In fact,
I insist it is that way. It is, to me that is how dating kind of, I know a lot of feminists,
whatever, are going to say, “Oh, you know, you got to split everything” until you make
them split stuff. ALYSSA RAMOS: It’s not prostitution at all. It is completely different. You are not sleeping
with anybody. You are going out to dinner and having a good time, it’s nothing. I
have never slept with any of my dates. ALYSSA RAMOS: Escorting, I am fine with escorting, I mean I have gotten paid a thousand dollars
to go out on a dinner date and that was it, I just had to show up for a dinner date. I
have done that plenty of times. OLIVER WRIGHT: What have your experience been on this site?
ALYSSA RAMOS: Overall, very good. OLIVER WRIGHT: A sugar daddy to me is an old shrivelled up dude who like is, you know,
just, basically his money is all that he, it’s the only appeal he has. I don’t feel
like a sugar daddy and I absolutely, I never want to be a sugar daddy. ALYSSA RAMOS: Moose are terrible, terrible creatures, you’d rather run into a bear
than a moose. OLIVER WRIGHT: I had no, I highly doubt that.
ALYSSA RAMOS: No, It’s true. It’s true. OLIVER WRIGHT: There is no way, a bear.
ALYSSA RAMOS: I have run in to bears plenty of times.
OLIVER WRIGHT: You see the claws on the bear. ALYSSA RAMOS: I have run into bears all the
time. OLIVER WRIGHT: Oh, it’s just normal, like.
ALYSSA RAMOS: It is, it is so normal. We always carry bear spray, a gun and a gong. OLIVER WRIGHT: There is nothing I can get on this site that I couldn’t get for free
outside of it and so, it is just the convenience that I pay for. ALYSSA RAMOS: I could definitely see myself, like normally dating Oliver. He is really
cute. He speaks his mind and he is confident and I think confidence is sexy. I definitely
want to travel with him again. He is great company. OLIVER WRIGHT: I think she is very attractive, very sweet, definitely my type in a number
of ways and she has got a great great body. She is thin, which happens to be my preference.
I am glad that we found each other on that website, glad we arranged this trip and I
hope to see her again. COMM: It seems that Big Apple’s charms have worked on this globetrotting duo, but the
fun doesn’t stop here for Alyssa. ALYSSA RAMOS: I am off to Miami, where it’s gonna be warm and that’s gonna be next week,
so I’m excited for that.