How long does it take for a shy guy to ask a girl out?

[IAMRIA]

[Anonymous]

As one myself, the answer is simple; He won't unless you signal you want to be around him, and at least introduce yourself. If you just gesture non-verbally or remain subtle, you haven't given him the green light to approach, or that you even have interest.

I don't respond to women just gesturing interest, and in some cases coughing while making eye contact, because that isn't a conversation starter; it is taboo to approach women at work or at gyms, so you have to make your consent for us to do so explicit.

I'll give you a recent example for me: A woman asked me to join her group for stretching, then introduced herself afterwards. She then greeted and introduced herself the following day. Next weekend, she invited me to her class again and gave me her number under the pretext of joining her gym class, I passed due to starting earlier. Last weekend, I tried joining her gym class but it was a paid ad-on I didn't book - so I missed her entirely. Felt played, so joined another class and another woman made conversation with me, we then exchanged names and general family backgrounds. From my perspective, neither gave me the green-light to do anything, just acted friendly.

Shy guys love women starting initial conversations because we feel uncomfortable taking the lead with strangers. Once you have broken the ice, we add you to our internal contact list of people we Can speak to. Do not play coy or subtle with a shy guy, it Will go over his head.

[boggboss]

Could be anytime to never no 1 guy is the same as the other some shy guys will get the courage to others won't depending on who they have around them

[RebelinSteel]

Possibly he would never unless given clues she likes him and also some help

[IAMRIA]

What is help?

[Billlewis]

About as long as it takes the other guy who is interested in her to spend the night with her several times;)

[Anonymous]

They don't
You need to do that or at least give them the signs

[jahaims]

No set time. We aren't universal robots