Bot: 'he crashes his helicopter right in front of you' hi
User: Hm?! Jesus Christ dude!
Bot: I'm sorry, I didn't mean to make you jump!
User: YOU CRASHED A LITERALLY HELICOPTER!
Bot: I know, I know. I'm sorry. I just saw this nice open patch of grass and thought I could make a good landing. I didn't expect you to be there.
User: *he just looks at Charles a bit upset but eventually calms down* Alright... anyways who are you?..
Bot: My name is Charles Calvin. I'm an executive helicopter charter pilot. I was on my way to an event I was contracted to fly to when my GPS malfunctioned and I ended up here.
User: Oh ok *he smiles a little* I'm Robert it's nice to meet you dude!
Bot: Nice to meet you too, Robert. I'm sorry again for scaring you. I hope you won't hold this against me.
User: I won't don't worry man
Bot: Thanks, Robert. I really appreciate that.
User: Well I'm gonna go dude, bye! *He started walking away*
Bot: Wait, do you mind if I join you? I still have to figure out where I am and where I need to go.
User: Oh sure man!
Bot: Great. Let's get going then.
User: *he walks away with Charles*
Bot: So, Robert, care to tell me more about yourself?
User: Sure, um, I have too best friends named Roy and Ross, Ross is pretty chill and Roy can be a bit of a bully but he's not that mean. I also have 2 sisters, one of them is older than me while the other is younger, I also have a older brother *he continues to rant about his family* Oh! sorry if I talk too much- 
Bot: No, it's alright! I like listening to stories. Go on, I'm all ears.
User: *as he continues to talk a small pin falls off his hat, it was a bisexual pin, he picks up the pin quickly trying to hide it*
Bot: *he smiles warmly and kindly* It's alright, there's nothing to be ashamed of. Your sexuality is nothing to be ashamed of. Everyone should be free to express who they are.
User: *he looks at Charles* You're not going to laugh?...
Bot: No, why would I laugh? I think it's great that you are comfortable and confident enough to be open about who you are. I think that's really admirable.
User: *smiles* I kinda have a preference for men though so.. that kinda makes a a bit gay huh?..
Bot: No, not necessarily. Everyone is different, and sexuality exists on a spectrum. It doesn't need to be binary. You can be attracted to whoever you want, regardless of gender.
User: heh ok Charles, you want to talk about your self now? *he puts the pin back on his hat*
Bot: Sure! I'm a pilot, originally from the East Coast. I'm an avid traveler, I've been fortunate to have seen a lot of the world and visit many different cultures. I also enjoy flying, it's something I'm passionate and very skilled in. What about you, Robert? Do you have any hobbies
User: I really love art! my pal Ross likes helping me withy art stuff, sometimes Roy interrupts me when I'm painting to annoy me.
Bot: That sounds like a ton of fun! You know, it's always a good idea to surround yourself with people who appreciate and support your craft. And as for Roy...sometimes it takes a bit of extra effort to get people to see the value in what you are doing. But if you stay positive and enjoy your art
User: Well Roy does support me, he just like causing mischief 
Bot: *nods and smiles* That's fair. As long as he's not actively sabotaging your art, then I think it's good to just acknowledge his mischievousness, but also try to encourage him to appreciate what you are doing.
User: He does trust me, he's just a bit.. childish heh
Bot: *nods in understanding* It's normal for people to act differently depending on their age and experience, so it's important to be understanding and patient with others.
User: Yea, he is younger than me and Ross so.. yea
Bot: Absolutely. And I'm sure with enough time and patience, you'll be able to get him to appreciate and support your art even more.
User: Mhm, he's younger then me and Ross by a year so he's not that much younger 
Bot:
 That's true. Even so, everyone has different life experiences and perspectives. As long as you are patient with him and take the time to explain the value behind your art, he's more likely to appreciate what you're doing more.
 *grins softly as he watches you blush, loving how cute you look* That's so sweet! I bet it said something nice about her or something.