I don’t know why I continue to entertain this fantasy of meeting women at the grocery store. Think about it: when you go to the store, you shop, pay for your items, and then leave. None of these steps are really conducive to meeting a girl. If you try chatting with a girl about something she's looking at or has in her cart, there are tons of people around, and she might feel awkward. She might even worry someone is recording the conversation. Even if you manage to talk to her, it usually ends quickly with a simple goodbye. "Gotta go....I have tons of guys my own age I can be texting on Tinder so no need to stand here in public and talk with you."
Today, I saw a guy attempt an interaction with a girl near the freezer section. First time in awhile to be honest that I've seen a man approach a woman in a store. Anyhow, he made a comment, she replied, and after a few exchanges, she politely said nice to meet you and goodbye. That's pretty much how it is unless you're really attractive. It just seems pointless now.
And as hard as it is to talk to someone in the middle of a shopping aisle, it's actually your only hope of a number exchange. I mean...are you going to follow her to the checkout? You can't chat there. Are you going to follow her to her car? She'll think you're a stalker. Meeting someone this way just doesn't work out like it does in movies. Maybe it worked once upon a time, but I've never had success meeting someone at a grocery store. It's like chasing a fairy tale that never comes true.
If you live in a major city large popular parks or popular beaches with a lot of benches are good places to meet women as you can sit on the adjacent bench to the woman and strike up a conversation in a way that seems fairly natural and plus if she is sitting on a bench by definition she is not in a hurry to go anywhere.
Also I find when walking traffic lights are a good opportunity to talk to women. When you are waiting for the traffic light to turn green so you can walk you can attempt some small talk and if it goes well continue from there. Again by definition the woman cannot go anywhere until the lights change so she is more inclined to speak to you.
The quieter bus stops outside of peak hours can also sometimes present an opportunity. Like sometimes you might see one attractive woman sitting by herself alone at the bus stop and nobody else is there. Just sit next to her and casually start a conversation. You know she isn't leaving until her bus comes. Although in this situation you need to act fast because her bus could show up at any time so try to keep it to a few minute conversation and then ask for the number.
Bookstores can be a good place to talk to women when they are browsing through books.
Coffee shops can be hit or miss. In some countries coffee shop game works a lot better than it does in western countries for various reasons. But pick a coffee shop with a younger demographic and try and pick a table next to a table with one or two younger women and try to spark up a conversation.
Public places close to university can be a good place. For example if there is a public park next to a univeristy campus or public seating nearby to a campus etc then it can be a target rich environmentr of younger women who are chilling out.
Walking game can be good also. If you are walking down the street and there is an attractive woman by herself walking in the same direction as you then you can try to start a conversation with her.
Public seating areas (e.g. lounges/tables) in shopping centres can also be a good spot. For example if a woman is sitting on one of those big lounges by herself its perfect as you can sit next to her and start chatting away or if she is at a table sit at the table next to her table if it is free and start a conversation.
It sounds like you are inexperienced in game. Once you have been practicing for a few years you know the "percentage plays" so to speak. Just like a professional basketball player or soccer player knows which shots are a higher percentage shot and which are a lower percentage shot someone who is experienced in game will know the right situations also.
You really should have a lock on the best places in your city with the best logistics to approach women.
But as a general rule:
-If the woman is walking look at her pace is it leisurely or does she seem in a hurry? If she seems in a hurry do not approach.
-Women by themselves are the ideal situation but two women together can still be approached. Once it becomes 3 or more women in a group it becomes unwieldy and the chance of success goes down. Save those situations for when you are in a group of guys and you want toi approach the group of women together/ I have approached large groups of women before but generally it is a low percentage play.
-Look at the woman's body language and how she is engaged with the world. If for example you see a woman sitting on the edge of a bench sitting diagonally facing out (so nobody sitting on the bench can see her face) with her legs crossed and she is wearing giant headphones and glued to her phone its clear she has taken every deliberate measure to avoid anybody speaking to her. This woman likely has serious issues, is probably a bitch and is best avoided.
-In certain situations you will know that the woman is waiting for a guy if you pay attention. For example if you see a woman sitting on a towel at the beach by herself but next to her shoes there are a pair of man's shoes it could mean for example her boyfriend has gone for a swim while she is sunbathing. This would be a low percentage play.
-Be aware of the spotlight effect and who else is listening/watching. If you are trying to get a woman's number while she is at work (for example a woman working at a cafe or gelato store) and her colleagues are standing right next to her it might make it awkward. Try and pick a time when her colleagues are not nearby or otherwise busy. Or if its a busy bus stop with 50 people standing next to her, etc. A woman most likely prefers not to feel like the whole world is listening in on you trying to pick her up.
-Look for wedding rings. Often you cannot tell if a ring is a wedding ring or just decoration but for example if you see a super expensive looking diamond ring its most likely a wedding ring.
-A woman working in a small shop by herself can be perfect especially if there is nobody else around. She has to be nice because you are a potential customer and if its quiet she is probably bored and would be happy to talk to you.
-Women walking their dogs make for a very easy opener. You can ask the pat the dog and start a conversation about the dog and then transition to her. Although the downside of this is it tends to not be my favoured demographic of women I would prefer as I usually prefer foreign women on temporary work visas (e.g. backpackers) or foreign students. Most people who have a dog are long term residents of a city so its either a local woman or a foreign woman who is already well settled in and built her social circle and already has her ego inflated as opposed to the more recently arrived foreign women who are more likely to be open to meeting a man.
-When you are flying the lounge areas of airports can be perfect because people often have a long time to kill beofre their flight but with the obvious downside that you and the woman may not live in the same city.
-Try to go to the parts of your city where foreign women are more likely to hang out.