How do I ask a much older cashier out?

Question

So... there is this cashier at my local store. I usually go there all the time and buy some things before I clock into work since I never really eat the food they serve at my job. I always go onto this guys lane at the register since he's always kind and sweet, and I've think to have developed feelings for him. BUT, the only problem is, is that he is extremely kind to his customers so maybe I shouldn't take it as "him wanting to take it to the next level", and he is also quite old in comparison to me, he looks like he is around his 40s-50s... so I'm kind of at a weird point.
But yesterday, he asked about what boba was and if it was good, since I had the drink in my hand. He also asked what flavor he should try. Ever since I've been showing up we've been having small talk about our favorite subjects and he has gotten to know me better and the same goes on my part. I always try going whenever he works that day. He honestly makes my day so much better before I clock into work.

But the real question that stands... is how on earth should I ask him out?

Answer 1

Effably | 55 opinions shared on Flirting topic.

Yoda

I worked as a cashier once upon a time. I did get asked out a few times. Not too different from this guy. Smaller community. Instantly for a reputation for being friendly and sociable. A month later a few people built up the courage.

I also however did all the things this guy does. Repeat customer? I'll pick up where we left off. Ask some more personal yet non-intrusive question. If I was interested it might be more angled towards potentially revealing. That is, asking about what they'll do now that the workday/week is over. Still idle chit chat, still non-invasive but it can allow them to freely mention their partner status etc. Of course I'd ask similar things to people I has no interest in too.

Now, I had some obviously bad matches give me their numbers. Never took it as a negative. And people kept shopping and act normal even if I never called. It is only strange if you make it so. It was however, even at barely 20 and asked out by a 50 , quite flattering.

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1 Person

Effably

1 y
Oh and as for how. Just express an obvious interest and present the option. E. g. he asked about some series you can share your number in case he wants some more advice. It is obvious to a fault but also doesn't out either of you.
Asker

1 y
Well, once I started going to his lane more often he begins to ask who are the items I'm buying for. I'm not sure if that's really much of a clue or if that is just him being kind and wanting to bring another conversation to the table.
Effably

1 y
It is at the very least an innocent way to let you tell him if you're single. Isn't it?
Show All Show Less
Asker

1 y
I would think so. I remember it was when it started when I bought popsicles on Christmas eve, he asked who those were for and I replied with "these are for my young siblings". So, I didn't really reply with an answer to leave him knowing that i was or was not single.
Effably

1 y
Yeah not saying that is the case. Just that it could be. After all it works as both idle conversation and a potential in. But really, find an excuse to share your number that isn't going to leave either of you feeling weird. It is meant to obviously convey your intentions without putting anyone in a tough spot.
Asker

1 y
I know I'm asking for too much, but do you know anyways where you wouldn't feel weird if someone gave you their phone number? Since you have been in a similar situation like that. I would also like to try to see which way of giving my phone number wouldn't be so awkward. :0

Answer 2

Effably

Oh and as for how. Just express an obvious interest and present the option. E. g. he asked about some series you can share your number in case he wants some more advice. It is obvious to a fault but also doesn't out either of you.

Answer 3

Asker

Well, once I started going to his lane more often he begins to ask who are the items I'm buying for. I'm not sure if that's really much of a clue or if that is just him being kind and wanting to bring another conversation to the table.

Answer 4

Effably

It is at the very least an innocent way to let you tell him if you're single. Isn't it?

Answer 5

Asker

I would think so. I remember it was when it started when I bought popsicles on Christmas eve, he asked who those were for and I replied with "these are for my young siblings". So, I didn't really reply with an answer to leave him knowing that i was or was not single.

Answer 6

Effably

Yeah not saying that is the case. Just that it could be. After all it works as both idle conversation and a potential in. But really, find an excuse to share your number that isn't going to leave either of you feeling weird. It is meant to obviously convey your intentions without putting anyone in a tough spot.

Answer 7

Asker

I know I'm asking for too much, but do you know anyways where you wouldn't feel weird if someone gave you their phone number? Since you have been in a similar situation like that. I would also like to try to see which way of giving my phone number wouldn't be so awkward. :0

Answer 8

Jhab96

Xper 4

Use the Boba!! Ask if he'd like to join you for some sometime ! 😁

React

1 Person

Asker

1 y
I was thinking the same thing! Thanks!
Jhab96

1 y
Forsure goodluck !

Answer 9

Asker

I was thinking the same thing! Thanks!

Answer 10

Jhab96

Forsure goodluck !

Answer 11

Avicenna | 1.4K opinions shared on Flirting topic.

Master

You don’t have much time to ask for a date- say „ hey , would you like to get a drink on. your day off?“. Otherwise, write your number on a piece of paper and hand it to him, making sure he looks at it.

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1 Person

Answer 12

slatyb | 737 opinions shared on Flirting topic.

Master

Hey, would you like to continue this conversation after you get off?

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1 Person

Answer 13

Iron_Man | 2.5K opinions shared on Flirting topic.

Master

Drop some nice hints and he will figure it out

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1 Person

Asker

1 y
What kind of hints would you think work best without making him so uncomfortable?
Iron_Man

1 y
Why don’t you say I always enjoy talking to you you’re so nice would you
Like to-get a cup of coffee sometime
Iron_Man

1 y
How old is he
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Asker

1 y
I'm not sure how old he is, but he does have a whole head of white hair. So I would guess in his late 40s to mid 50s?

Answer 14

Asker

What kind of hints would you think work best without making him so uncomfortable?

Answer 15

Iron_Man

Why don’t you say I always enjoy talking to you you’re so nice would you
Like to-get a cup of coffee sometime

Answer 16

Iron_Man

How old is he

Answer 17

Asker

I'm not sure how old he is, but he does have a whole head of white hair. So I would guess in his late 40s to mid 50s?

Answer 18

gandolph3

Yoda

Give him your phone number, let him decide

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1 Person

gandolph3

1 y
write name and number down and hand it to him

Answer 19

gandolph3

write name and number down and hand it to him

How do I ask a much older cashier out?

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