Jackson Alameida

**Jackson Alameida** is an available match in Winked and the counterpart of **Craig Gustavo**.

## Profile

**Quote:**

Life's a trip... Wanna join me for a ride?

**About me:**

I was born to run 🐍

## Biography

Jackson is an economics student who has turned to stealing money from the rich and giving it to people in need in an attempt to make the world a better place.

## Story

**SPOILER WARNING! ->**

**The following is a summary of the story where the premium option was chosen every time.**

After a short chat during which MC reveals that she works in the movie industry while Jackson is rather vague about his line of work, they agree to go out for dinner that night.

During the date, Jackson suggest they do something crazy in public, so MC kicks off her heel under the table and starts rubbing Jackson's leg under the table.
After dinner, they kiss outside the restaurant and then part ways.

On her way home, MC realizes that her wallet is gone. Once home, she texts Jackson and asks him if he took it. He admits that he did and logs off.

He eventually comes back online and asks MC why she dressed in designer clothes at their date, yet she only has regular credit cards, a library card and worn-out photos in her wallet. MC explains that she is not rich. She's just a PA and most of the nice things she has were gifted to her. Jackson apologizes and says that he was wrong about MC. He suggests they meet again at a club, so he can return MC's wallet and explain himself. MC reluctantly agrees to it, saying that despite everything she had a good feeling about Jackson.

At the club, Jackson explains that he only steals from people that have so much money, that they won't notice or care about a stolen wallet. MC calls him a modern-day Robin Hood. He says he's just trying to make the world a better place. MC decides to give him another chance. They head to the bar where Jackson pretends to be a friend of the club owner Darren Maxwell in order to get free drinks.
Afterwards they go for a walk. They kiss and Jackson tells MC his real name.

When she gets home, she looks up his name and finds out that he is a prodigy in the finance world, about to graduate with a degree in business and economics. Reporting about Jackson stopped after his father passed away however.

In a following chat, Jackson explains that he thinks the world is broken and taking money from people who don't deserve it and giving it to the poor is his attempt at fixing things.

Eventually, MC agrees to another date with Jackson who promises to be himself this time. They go to a small restaurant. After dinner, Jackson suggests they redo their first kiss because it wasn't the real Jackson kissing MC on their first date. Afterwards, MC agrees to go back to Jackson's place with him. They spend the rest of the night cuddling and making out on the couch and MC forgives him for stealing her wallet. He tells her that she has stolen his heart.

After being gone for a while, Jackson comes back online and reveals that he is currently on an important mission: A family with a child who has a rare disease is coming to town for treatment but they have no place to stay. His plan is to blackmail the owner of a hotel chain into providing the family with a free hotel stay.

However, one of the key people in Jackson's plan dropped out last minute. MC offers to help and Jackson accepts.

In the evening, MC meets Jackson at the hotel. He wants MC to cause a scene and distract the hotel manager, while he sneaks around the check-in desk and books the family into the system to make it look like they have a reservation.
Everything goes smoothly – Jackson booked the family in for three weeks – so they head to the hotel bar upstairs. They start making out but eventually stop, when things become too steamy, and leave.

The next morning, Jackson texts MC that the mission was a complete success. He praises MC acting the day before and tells her that she did a great job. She says that she enjoyed it and that it felt natural to her.

MC asks when the next mission is and states that she wants to have a more active role the next time. However, Jackson doesn't want her to get involved because it's too dangerous. MC insists at first but eventually agrees to think about her decision a bit more.

Shortly after, Jackson gets a phone call and learns that he is in trouble and that his life might be in danger. Apparently some dangerous people found out where he lives. Jackson wants to leave town, but MC convinces him to come see her at her place one last time.

At MC's place, Jackson admits that he is falling for MC. MC feels the same way. They spend the night together. The next morning, Jackson leaves.

He texts MC that he loves her but says that he needs to go because something is happening.

**Bonus scene 1:**

MC invites Jackson over to her apartment for the first time. They want to watch a movie and have pizza together, but MC is a bit nervous about letting him see who she really is. They start making out but are interrupted by the pizza delivery. After eating they cuddle on the couch together and MC tells Jackson that she doesn't want him to leave tonight.

## Gallery

### Date pics

First dateSecond dateThird dateFourth dateFifth dateBonus scene 1
## Voice Messages

**Jackson's routine**

Well, not to ruin any first impressions, but there isn’t anything particularly interesting about my life. In fact, my daily routine is as boring as it gets. But hey, you practically asked for it, so...

I always wake up around six to go for my morning run because, well, surprisingly enough, I actually enjoy it. My line of work is pretty flexible, so when I’m not working, I’ll go to the gym, or hang out with friends, or brave the great outdoors... you know the drill. Or I’ll just settle in for a quiet night, you know, watch a movie or a show.

I should also mention that you’re welcome to join me for any of the above. And then some.

**Jackson's apology**

You know, it’s just that... I was, I was trying to... Let me start from the beginning. So this is literally the first time something like this happened to me ever since I’ve starting doing... Well, what I do. All that chemistry between us, it really blew me away, but I told myself that I shouldn’t let your charm ruin my conviction. Oh, And I know, I know, from your perspective, that sounds stupid... But I am truly sorry, and I just wish for a chance to make things right with you. You deserve an explanation, and I’m going to give it to you... If you’ll let me.

**Jackson's conviction**

Okay, so, I wasn’t this cocky at first, despite what you may think. I had my doubts when I first went down this road... But the second I realized what this kind of money could... Could do for someone who doesn’t have it... Well, let’s just say I only wondered why more people weren’t doing the same thing. Because the people I stole from... They are so filthy rich that it means nothing to them. And this discrepancy, it... It gives me the conviction and the will to keep going, you know, no matter how it affects me. That’s just who I am now.

**Jackson's warning**

Look, I know that, from the outside, what I do seems easy enough. You know, rich folks not caring much about losing a small portion of their money and all... But some people just don’t like being crossed in general... And the last thing I want is for you to get caught in the middle of something like that, because... Because I’ve grown to care about you. Like it or not. Well, I hope you like it at least a little bit. And.. I know you can take care of yourself, you know, you’ve proven it to me, but I just want you to be careful. If nothing, then... For my sake.

**Jackson's thoughts**

I can’t tell you how refreshing this is. I didn’t even realize how tired I was of lying to people until I met someone that I really started to care about... And that someone is you, in case you haven’t noticed.

I know what I do is dangerous, and I shouldn’t be getting you involved at all, but... I don’t know, it’s like you’re the first person to see me for who I actually am. Not just a fraud, and not just a noble thief, but something in between. And I wanted to thank you for making me feel this way.

## Aspirations

**Fantasies**

**Favorites**

**Impressions**

**Secrets**