Content Note: Alcohol use and adult language
Name: Drew & Rachel
Day/Time: Friday, 7:23 pm
Current state of mind: Annoyed & bored (Both)
What are you wearing? Short white, floral sundress (Rachel); White shorts & a light-blue button-up shirt with sleeves rolled up (Drew)
What are you listening to? You Give Love A Bad Name by Bon Jovi
What are you drinking? Frosty beer with lime (Rachel & Drew)
Where are you? On the patio by the pool
Drew: What’s up? I’m Drew—at least, that’s what I’m going by for now—and this temperamental little hellcat sitting next to me is Rachel.
Rachel: 🙄 Hellcat? Seriously?
Drew: What? You prefer demon spawn? Petulant princess? Sugar britches?
Rachel: I’d prefer to skip the interrogation portion of the night and hit up Casey’s instead. We should be out drinking and dancing the night away, not playing twenty-one questions.
Drew: Don’t think we’ve got much of a choice, but that doesn’t mean we can’t have fun. *his lips curve up in a devilish smirk* How about a bet?
Rachel: 🤨 A bet?
Drew: We guess each other’s answers. Whoever gets the most right, wins dinner and drinks for the night. Winner’s choice. Loser treats.
Rachel: 😏 You know I’ve been craving watermelon margaritas and shrimp nachos all day. Count me in.
Drew: You think you got this?
Rachel: I know I do.
Drew: 😏 We’ll see. Let the games begin.
Rachel: Game on.
1.What’s the worst thing that happened to you today?
Drew: Easy. Rachel got a flat.
Rachel: Nope. Not even close.
Drew: 🤨 No? What happened? You break a nail? Lose a shoe? No, that was last night. . . *gasps and snaps his fingers* You ran out of bourbon.
Rachel: 🙄 No. My hair appointment got cancelled.
Drew: 🤨 Your hair appointment got cancelled. That’s worse than a flat tire?
Rachel: You fixed the flat. I need highlights and I have split ends. * leans over and shows him her hair* See?
Drew: *takes a deep swig of his beer* Don’t know what I’d do without highlights and a cut. *shakes his head and glances at her* Your turn. What’s the shittiest thing that happened to me today?
Rachel: Louisa spilled coffee all over your brand-new shirt. Obviously.
Drew: Wrong. I ran into my mother at the café.
Rachel: 😦 You never said anything. Why didn’t you say anything?
Drew: Didn’t want to talk about it. Still don’t. Next question.
Rachel: *heaves out a sigh* Fine.
2. If you could change anything about your appearance, what would it be?
Rachel: Drew loves himself too much to change anything about his looks, although. . . I could see him getting a new tattoo.
Drew: You sure about that?
Rachel: Positive.
Drew: Ding-ding-ding. Winner, winner shrimp nacho dinner.
Rachel: *sighs* You don’t need to bother guessing, since I gave my answer away.
Drew: Highlights and a haircut. How could I forget. You gotta be smarter than that, if you want to win. 😏
Rachel: 🙄
3. What is your worst quality?
Drew: Rachel’s an impulsive and prideful hothead.
Rachel: That’s three qualities.
Drew: All rolled into one, baby.
Rachel: There’s nothing wrong with having pride, FYI.
Drew: Sure. As long as you can ask for help or admit when you’re wrong—which you can’t and don’t. You’d rather endanger yourself and everyone around you just to prove a point.
Rachel: *scoffs* Like you should talk.
Drew: 🤨
Rachel: Let’s not pretend that you’re not some egotistical know-it-all who’s never wrong.
Drew: Yeah, but at least, I can admit when I’m wrong. I just haven’t been wrong yet. 😏
Rachel: 🙄
4. What is your best quality?
Rachel: Drew’s got a nice ass.
Drew: 🤨
Rachel: What? You do. *shrugs and takes a drink of her beer*
Drew: I know. But I don’t think they’re asking about physical qualities.
Rachel: No one specified, so I interpreted the question as I saw fit.
Drew: *nods* Fair. Rachel’s got killer legs.
Rachel: *flashes him a seductive smile* Thanks. I work hard to stay in shape.
Drew: I know. 😏
Rachel & Drew: *trade appreciative glances as they take a swig of their beers*
5. What is your favorite breakfast food?
Drew: Rachel’s a fiend for cinnamon French toast with fresh raspberries and a mocha caramel latte with extra whip as a chaser.
Rachel: We spend way too much time together.
Drew: No doubt. *takes a swig of his beer* You’re up, sugar.
Rachel: Drew’s fave is a breakfast bowl with scrambled eggs, bacon, tomatoes, peppers, home fries, and French roast coffee.
Drew: Nailed it.
6. You’re at the local ice cream parlor, what are you ordering?
Rachel: Hmm. . . Drew seems like a mint chocolate chip kind of guy.
Drew: Cup or cone?
Rachel: Cup.
Drew: Wrong again. I’m actually a coffee-almond and mocha chip type of guy. Two scoops in a waffle cone.
Rachel: Seriously?
Drew: Seriously. It’s my go-to whenever I hit up Stella’s.
Rachel: Okay. What’s my go-to order, Captain Cocky?
Drew: Vanilla-bourbon, caramel and fudge swirl in a waffle cone.
Rachel: You saw the pint in my freezer, didn’t you?
Drew: Yup.
Rachel: That’s cheating.
Drew: Nope. It’s called being observant. You should try it sometime.
7. What’s your favorite summertime activity?
Drew: Other than getting on my nerves, Rachel loves drinking margaritas and getting her tan on in the pool.
Rachel: Obviously.
Drew: You know you’re predictable, right?
Rachel: You know you’re annoying, right?
Drew: Annoyingly charming and perceptive. 😉
Rachel: Other than annoying the living piss out of me, Drew likes barbecuing and hitting the beach.
Drew: I do, but they’re not my favorite.
Rachel: What is your favorite, then? Jet-skiing?
Drew: Nope. Paddle boarding.
Rachel: You only went paddle boarding once this summer.
Drew: That’s cause I’ve been busy keeping your ass alive and out of trouble.
Rachel: I don’t need your help.
Drew: I know. You don’t need anyone or anything. Tell me something I haven’t heard before. 🙄
8. Name your favorite song that reminds you of summer.
Rachel: Hmm. . . I’m gonna say Paradise City by Guns N’ Roses.
Drew: Is that your final answer?
Rachel: Could you be any more obnoxious?
Drew: Could you answer the question?
Rachel: 🙄 Yes.
Drew: *imitates buzzer sound* Wrong again. It’s Maria, Maria by Santana & The Product G&B.
Rachel: Seriously?
Drew: Seriously.
Rachel: It is a good song. *takes a swig of her beer and smirks* Bet you can’t guess mine.
Drew: 😏 Te Amo by Rihanna.
Rachel: 😳How’d you guess?
Drew: Oh, I don’t know. Maybe cause you play it on repeat a dozen times per day.
Rachel: Spying on me?
Drew: You’re hard to miss when you’re dancing around the pool deck in nothing but a tiny bikini. 😉
Rachel: *sultry smile plays up on her lips* I am a good dancer.
Drew: I know. 😉
9. Name one thing you hate about summer.
Drew: Rachel hates bugs. If it has more than four legs and is smaller than her thumb nail, then it’s officially on her overkill list.
Rachel: That centipede was way bigger than my thumbnail, thank you very much.
Drew: It was still smaller than you. You didn’t need to burn half the living room down over one tiny insect.
Rachel: It was huge, and creepy, and it needed to die.
Drew: Your shoe or some paper towels would’ve done the trick.
Rachel: I wasn’t about to ruin a perfectly good pair of designer heels over some disgusting bug.
Drew: Can’t have that travesty, now, can we? *shoots her a pointed gaze* You’re up, sugar.
Rachel: 🙄 Drew hates tourists, particularly the human ones.
Drew: Who the fuck doesn’t hate tourists? They’re like fucking locusts, invading our town and swarming all the best eateries and bars.
Rachel: They are annoying, but you gotta admit, it’s kinda fun fucking with them. 😈
Drew: 😏 No doubt.
10. Who was the last person you kissed? Would you kiss them again?
Rachel: 😳
Drew: 😏
Rachel: *clears her throat, turning towards him* Did you kiss anyone else between last night and now?
Drew: Nope. You?
Rachel: Nope. And it won’t happen again.
Drew: Agreed.
Rachel: Good.
Drew: Great.
Rachel & Drew: *exchange sly smiles and suggestive glances*
11. Who’s the last person you had a long, late-night conversation with?
Drew: *locks his eyes with Rachel* I’m gonna go ahead and take a wild guess that your latest and not-so-greatest convo was with me.
Rachel: I was drunk and needed to vent. *scoffs* It’s not like you were Mr. Stoic and Silent either. You had plenty to say about your clingy, cute-as-a-button ex. Malia, right?
Drew: Jealous?
Rachel: Don’t flatter yourself. There’s nothing to be jealous of.
Drew: Whatever you want to tell yourself.
12. How do you feel about long-distance relationships?
Rachel: I can’t imagine Drew would be into the whole long-distance thing. Hell, I can’t even picture him in a normal relationship, TBH.
Drew: I don’t have time for a standard issue relationship, let alone a long-distance one. I’d rather have my girlfriend close by, not chatting via spells and video. Nothing but a waste of fucking time.
Rachel: Yeah, intimacy is so much better when it’s up close and personal. Not that you can’t have fun via video, but it gets dull after a while. I’d prefer the real deal minus the jealousy and infidelity and messy break-up.
Drew: 🤨 I’m sensing a story there.
Rachel: I’ll tell you all about it over nachos and margaritas. 😏
Drew: 😄 You realize you just gave away your answer. Again.
Rachel: *scowls* It doesn’t count. We were having a conversation.
Drew: Tell you what, because I’m such a nice guy, I’ll let you have the point. 😉
Rachel: How generous of you. 🙄
13. Have you ever had a summer fling?
Drew: Has Rachel ever had a summer fling? 😄 That’s like asking if humans need oxygen to breathe. Rach has had plenty of summer hookups in the past, and if she plies herself with enough bourbon, she’ll tell you all about them.
Rachel: Hysterical.
Drew: Only because it’s true. 😉
Rachel: Oh, please. Like you’ve never enjoyed a hot, no-strings-attached, summer romp before.
Drew: Never said I haven’t. You don’t live as long as we do without an occasional fling.
Rachel: No. You don’t.
14. Name your favorite summertime drink.
Rachel: It’s a toss-up between bourbon lemonade and blood orange ale for Drew.
Drew: Which one?
Rachel: *scrunches her nose* Bourbon lemonade.
Drew: Right again, sugar.
Rachel: 😏 Who’s the predictable one now?
Drew: Don’t get cocky yet. I’m still ahead.
Rachel: Not for long. Let’s see if you can guess—
Drew: Berry bourbon smash.
Rachel: 😤🙄
Drew: Like I said—
Rachel: If you call me predictable again, I will drown you in this stupid pool.
Drew: You just want to see me soaking wet. Again. 😉😏
Rachel: Towels were invented for a reason. Next time, use one.
Drew: Doors were invented for a reason. Next time, knock.
15. What is your favorite barbeque food item?
Drew: Rachel’s all about the grilled Swiss mushroom burgers with homemade fries on the side.
Rachel: I do love a freshly grilled burger, especially with melted cheese and caramelized onions.
Drew: What can I say, I’ve got mad skills. 🤨
Rachel: So, you’re a good cook. No need to brag about it.
Drew: You’re just pissed cause you can’t even handle boiling water.
Rachel: I can boil water just fine. 🙄
Drew: You gonna answer the question?
Rachel: Are you gonna stop giving me shit?
Drew: *points to his watch* Tick-tock. You’ve got—
Rachel: Grilled muffuletta steak sandwich with a loaded baked potato on the side. 😏
Drew: Someone’s been paying attention in class. Color me impressed. 😉
16. What’s your idea of a perfect summertime date?
Rachel: Drew is a dinner and drinks type of guy. He prefers someplace casual and near the ocean, like the patio at Cove Brewery or something.
Drew: Yup, I’m all about keeping it lowkey and chill. Unlike you, who prefers drinking, dancing, and fighting the night away.
Rachel: At least I’m not boring.
Drew: Good conversations are hardly boring. You should try having one sometime.
Rachel: Pass. I’d rather spend my night dancing and drinking than sitting around and chatting mindlessly all night.
Drew: My bad. I forgot that communication isn’t your forte.
Rachel: 🙄
17. Name your favorite summertime or summer-coded movie.
Drew: Man, that’s a fuckton of movies to choose from. 🤔 I’m gonna say Thelma & Louise.
Rachel: 😮 How the fuck could you possibly know that?
Drew: *shrugs* It was on your most recently watched list.
Rachel: 😤 I hate you.
Drew: Right back at ya, babe. Now, take your best shot.
Rachel: Top Gun.
Drew: Close, but no. It’s Independence Day.
Rachel: I was gonna say that.😤I hate this stupid fucking game.
Drew: Only cause you’re losing.
Rachel: I had a late night. I’m off my game.
Drew: Sure. Whatever you want to tell yourself.
18. Have you ever danced in the rain?
Rachel: Drew’s not really the dancing type. Gonna go with no on this one.
Drew: Wrong again. Not only do I dance, but I’ve danced in the rain plenty of times, just like you did. Last night.
Rachel: *groans* And you danced with me. . .
Drew: 😏 Mm-hmm.
Rachel: I might’ve overindulged on the bourbon last night.
Drew: *his navy-blue eyes twinkle with amusement* Nooo, you don’t say.
19. Would you rather go on a road trip or go camping?
Drew: You couldn’t pay Rachel enough money or ply her with enough bourbon to get her to spend five minutes in a tent.
Rachel: Why the hell would anyone choose to sleep outdoors and get eaten alive by bugs when they could spend the night inside a cabin or hotel.
Drew: Guess some people enjoy being bug chow.
Rachel: 🤢 I’m gonna guess that you prefer road trips.
Drew: Fuck yeah. I love driving with the windows down and the radio turned up. Nothing beats the open road. Nothing.
Rachel: Unless you’re stuck in traffic. Then it sucks.
Drew: True.
20. You’re hitting the beach for the day, what are you packing in your cooler?
Rachel: Hmm. . . Drew’s taking water, beer, a Cali club sandwich—maybe two—jalapeño chips, and some fruit.
Drew: What kind of fruit?
Rachel: I don’t know. Tangerines?
Drew: Yup. Score another point for you—not that it’s gonna help you—but it’s the effort that counts.
Rachel: I told you, I’m off my game. 😤 Your turn, hot stuff.
Drew: Beer, iced tea, chicken Caesar wrap, kettled-cooked chips, and raspberries.
Rachel: You only know that because we went to the beach together the other day.
Drew: Same way you knew my answer, sugar. Unless you suddenly learned how to read minds.
Rachel: 🙄
21. What has been your favorite part of summer so far?
Drew: I’m gonna say the Solstice Bonfire. Rach didn’t have a single fucking care in the world that night.
Rachel: Neither did you—or at least, you didn’t seem to.
Drew: It was a fun fucking night.
Rachel: The best part was jumping over the fire. I haven’t done that in ages.
Drew: Man, that fire was tall. Thought we were both gonna get our asses burned for a hot second.
Rachel: But we didn’t. *smiles* We made it.
Drew: We did, and we made it to our final question.
Rachel: Thank the gods. *downs her beer* Let’s get the hell out of here. I need a drink.
Drew: What? You’re not gonna claim I cheated? Pretend you won?
Rachel: There’s no point, and I’m famished. So, let’s go hit the town. *grimaces* My treat.
Drew: No worries, you’ll get your margaritas and nachos.
Rachel: But you won.
Drew: I know. But that doesn’t mean we can’t hit up Agave. I’ve gotta taste for the shrimp fajitas. Your treat, of course. 😉
Rachel: 🙄 Of course. Cheater. 😏
Drew: *grins* Well, that’s all folks. Thanks for tuning in and hanging with us. Till next time.
Rachel: Hopefully, there won’t be a next time. *wiggles her fingers* Toodles.
Drew: Have a good summer and stay safe out there.
Drew & Rachel
© Copyright 2026 Amelia Kayne | All Rights Reserved
Leave A Comment