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How can I ask for a texting routine? (e.g. every Tuesday and Thursday).

Please, don't do it. It's awkward and even if my best friend or my girlfriend would ask me for something like this it would be strange.

Even if you are of different towns you still go to the same school, so I suppose that your towns aren't so distant from each other. If you want to know him better then ask to go out after school some day.

Considerations after question's edit

Bashfulness. I'll be honest, I'm too shy to start and keep a conversation in real life. And that's why I would like to establish a friendship by means of texting. Unfortunately, I lack self-confidence. What if I make a bad impression? I know this is a cowardly behavior, but I don't want to ruin the opportunity of having someone to chat with.

I'm no one to judge you or your shyness. The worst thing that could happen is that you will not end up being friends that it is the same thing that will happen if you'll do nothing. So, in this case, do something is better than nothing. Note that do something could also be something different than ask him to go out.

It's too early. As I said, we met each other a month ago, and because I helped him with a subject. Maybe I'm wrong, but I feel a month is just not enough time to start meeting someone in person.

Maybe we are of different cultures, maybe you are really very shy, but I don't think that exists something like too early in this case. You could start meeting someone even from the first day.

He has a life. I really would like to meet in person, but sadly he may not because summer vacation has just started and he will want to meet his friends, date with his girlfriend, apply for a job... I don't want to be a nuisance. So that means for example that he maybe won't want to go to my town. I wouldn't mind to go to his town, though. But still, I'm afraid of being a pain.

Yes, he has a life, and in life we build friendships, relations and so on. We didn't born with them. We know new people from time to time. Asking to go out one time doesn't mean that he has to neglect his friends, girlfriend or job. It's good that you don't want to be a nuisance but you aren't just asking to go out from time to time.

Distance. Yes, we go to the same school, but it's not mandatory like Secondary education. It's hard to explain because our education system is different. Anyway, there's a distance of 62 Km (38.53 miles) between out towns, and the only ways to go to his town would be: by car (which is impossible since I don't own a driver's license) or by train (which is affordable, but the train station is far from his town).

I cannot give you an answer to this point. I don't know your education system nor how realistic is for you to move to his hometown. My idea was that since you go to school in the same town you could go out in that city or with the excuse of an event (something relative to some interest that you share) in yours or his city you could ask him to go together.

How can I ask for a texting routine? (e.g. every Tuesday and Thursday).

Please, don't do it. It's awkward and even if my best friend or my girlfriend would ask me for something like this it would be strange.

Even if you are of different towns you still go to the same school, so I suppose that your towns aren't so distant from each other. If you want to know him better then ask to go out after school some day.

How can I ask for a texting routine? (e.g. every Tuesday and Thursday).

Please, don't do it. It's awkward and even if my best friend or my girlfriend would ask me for something like this it would be strange.

Even if you are of different towns you still go to the same school, so I suppose that your towns aren't so distant from each other. If you want to know him better then ask to go out after school some day.

Considerations after question's edit

Bashfulness. I'll be honest, I'm too shy to start and keep a conversation in real life. And that's why I would like to establish a friendship by means of texting. Unfortunately, I lack self-confidence. What if I make a bad impression? I know this is a cowardly behavior, but I don't want to ruin the opportunity of having someone to chat with.

I'm no one to judge you or your shyness. The worst thing that could happen is that you will not end up being friends that it is the same thing that will happen if you'll do nothing. So, in this case, do something is better than nothing. Note that do something could also be something different than ask him to go out.

It's too early. As I said, we met each other a month ago, and because I helped him with a subject. Maybe I'm wrong, but I feel a month is just not enough time to start meeting someone in person.

Maybe we are of different cultures, maybe you are really very shy, but I don't think that exists something like too early in this case. You could start meeting someone even from the first day.

He has a life. I really would like to meet in person, but sadly he may not because summer vacation has just started and he will want to meet his friends, date with his girlfriend, apply for a job... I don't want to be a nuisance. So that means for example that he maybe won't want to go to my town. I wouldn't mind to go to his town, though. But still, I'm afraid of being a pain.

Yes, he has a life, and in life we build friendships, relations and so on. We didn't born with them. We know new people from time to time. Asking to go out one time doesn't mean that he has to neglect his friends, girlfriend or job. It's good that you don't want to be a nuisance but you aren't just asking to go out from time to time.

Distance. Yes, we go to the same school, but it's not mandatory like Secondary education. It's hard to explain because our education system is different. Anyway, there's a distance of 62 Km (38.53 miles) between out towns, and the only ways to go to his town would be: by car (which is impossible since I don't own a driver's license) or by train (which is affordable, but the train station is far from his town).

I cannot give you an answer to this point. I don't know your education system nor how realistic is for you to move to his hometown. My idea was that since you go to school in the same town you could go out in that city or with the excuse of an event (something relative to some interest that you share) in yours or his city you could ask him to go together.

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How can I ask for a texting routine? (e.g. every Tuesday and Thursday).

Please, don't do it. It's awkward and even if my best friend or my girlfriend would ask me for something like this it would be strange.

Even if you are of different towns you still go to the same school, so I suppose that your towns aren't so distant from each other. If you want to know him better thanthen ask to go out after school some day.

How can I ask for a texting routine? (e.g. every Tuesday and Thursday).

Please, don't do it. It's awkward and even if my best friend or my girlfriend would ask me for something like this it would be strange.

Even if you are of different towns you still go to the same school, so I suppose that your towns aren't so distant from each other. If you want to know him better than ask to go out after school some day.

How can I ask for a texting routine? (e.g. every Tuesday and Thursday).

Please, don't do it. It's awkward and even if my best friend or my girlfriend would ask me for something like this it would be strange.

Even if you are of different towns you still go to the same school, so I suppose that your towns aren't so distant from each other. If you want to know him better then ask to go out after school some day.

1
source | link

How can I ask for a texting routine? (e.g. every Tuesday and Thursday).

Please, don't do it. It's awkward and even if my best friend or my girlfriend would ask me for something like this it would be strange.

Even if you are of different towns you still go to the same school, so I suppose that your towns aren't so distant from each other. If you want to know him better than ask to go out after school some day.