Do I confess my feelings or not?

[Anonymous]

There is this guy I have a crush on. He is younger than me. We have flirted with each other for a few months but nothing more has happened. He recently told me he has never been on a date. And whenever his friends mention him having a girlfriend he always denies it. The other days he said he had plans and when I asked him if he was going with a girl he said no. I do think however he did go on a date…. Why does he deny it to me all the time? Why can’t he just say yes I have been in a date with a girl?
should I tell him how I feel about him?

[quaranta]

If you are sure he did go on a date, he might not want to tell it to friends until it's really official because he is reserved and friends would get in the way becoming really curious, or because given he flirted with you in the past, and it's quite fresh, maybe he doesn't want to generate drama for nothing if he isn't even sure he will conclude anything with her.
However there is also the possibility that he went on a date, but nothing followed up after that and they stopped texting, it happens all the time.
And it's also possible that he didn't go on any date at all, anyway, or that the date he got was something he doesn't consider to be a "date" but just meeting a person for the sake of conversations.
But yeah, nothing excludes he might go on a date soon, of course, anything could happen. So I think you should confess your feelings but don't come out as desperate and hopeless when telling so. Be moderate but secure of what you're saying and of what you want. Some guys get suddenly fascinated by women being confident about their feelings and if they stay moderate and positive and don't push it with desperation and clinginess, guys do change their mind about them and get oriented to them all of a sudden, also because it's rare a woman confesses to them.
But if you're already too obvious and he highly suspect you have a crush on him, then this might technique might not look attractive at all and he'd have a ready answer already. Also, if he is too young, this approach could be overwhelming to him. Maybe he is still figuring what he wants, in general.
In any case what you should avoid is to look sad, insecure or desperate, or crazy to mask your nervousness (might scare him away). Show him you're confident in wanting him and give him time to decide what he wants without pushing, this will make you look like a safe choice to take, without any burden. Maybe, better not revealing the intensity of your feelings yet, because expressing a crush can sound actually desperate, but wait to see if he declares something back. If he does, then you can unfold more in the next days or weeks.
I can't grant success, but the way you confess can impact your chances.

I recommend to declare your feelings for a simple reason: as long as you keep sticking around, very hardly you'll see him as a "friend-only", or not anytime soon until you get a crush on someone else, but your crush for him will keep floating around your head somehow and you'd be hit by jealousy any time he dates a new girl. So if it has to finish (in the worst case scenario), better finishing in declaring your feelings in a decent way (better chances!) than in desperation out of jealousy.

[Anonymous]

Mmmm...
Maybe he dont like to say that he is dating..
Maybe he didn't date you and just you were dating

[Asker]

Sorry I do not follow. “Maybe he does not like to say he is dating” . Why? If he likes another girls why keep it secret?
“Maybe he didn’t date you and just you were dating” ? We have not been on dates. Well he have been together to the cinema but never officially on a date. “Just you were dating”?

[Guy13]

Do not go overboard with your feeling explanation. I like you…,

[Asker]

So you would tell him even though you suspect he has a girl? Why do you think he denies it though?

[Guy13]

I don't know... you need to make that call. His behavior is a little odd. Maybe you can clear it up with right questions.

[Asker]

Thanks

[Anonymous]

Another reminder of what I never liked

[Asker]

Can you please elaborate?

[Opinion Owner]

I'm speaking of my lifelong hatred of how men have always been expected to make the first move and court women or be the initiators but I don't see that tradition ever changing

[Asker]

I don’t think it is expected of men, I think it is more a fear of rejection. I have asked guys out many times but this time is different

[Opinion Owner]

Has asking a guy out ever worked out well for you? What I mean by that is, did the guy end up becoming your boyfriend as a result of you asking him out?