Should a woman approach a man if she’s interested?? 

This question has been the topic of my conversations for the past few weeks. At this point everyone knows my story. I met my kids dad at 18 we broke up 9 months ago…..blah blah blah…so now I’m ready to date 🙄

Question!!!!!! 
When a women is interested can she approach the man? Wait! Let’s rephrase that….I know she CAN but how does that work!!!? Will the man think she is too aggressive? Do men like an women that takes charge? Will she be labeled as “Thirsty”?? 😩😩😩 I have soooooo many questions!!!!! 

I have been out of the dating game for soooooo long and I honestly, I have no idea how this works! 

I DO NOT!! I repeat I DO NOT want anymore “hookups” can we say DISASTER!!!! I just don’t have good luck with hookups. Moving right along….

I’ve seen plenty of guys that catch my eye, but I just don’t feel comfortable walking up like “Hey I’m Angelina..want to call me??” 😂😂 maybe that’s not exactly what I would say but I don’t know!!!🤷🏾‍♀️🤷🏾‍♀️

When I was younger guys alway approached me. But…….from what I’ve been told I’m not approachable anymore. 😩😩😩

It’s definitely a lack of my own confidence. My girlfriend and I talk about this often. Confidence is everything! When you feel confident within yourself I think women are more likely to go after the men they want. Also they don’t just settle for any man that looks their way. 

Do men want women to approach them now a days??? 

I’ve noticed that men will stare but they never say anything, not even “Hello”. 

When that happens, who makes the first move? Since the guy is staring should he be the one to make conversation???


With social media being what it is today, people are so awkward in person. It seems like if they aren’t behind a phone texting or DMing they have nothing to say. 

I definitely can’t sit around waiting to be approached, that’s clearly not working. I just have to figure out how to “jump out there”! In no way am I desperate… surprisingly, I enjoy being by myself…now. I have a new found appreciation for this time I have to work on myself. I must say before I was very afraid of being alone. Now, I focus on I striving to be a better person and you definitely need alone time when bettering yourself. But…I would definitely enjoy a “friend” to talk to and hang out with. Everyone wants some adult time right!!!?? It’s the summer and I plan to start going out a lot more than I do. I’ll keep you guys posted!!! 

Let the dating games begin! 

18 thoughts on “Should a woman approach a man if she’s interested?? 

  1. Oh the struggle!! I hate getting into the dating game, which I have been trying to do and have chronicled on my blog as well. I wish you more success than I had!

    But I think it’s totally acceptable for a woman to approach a man. If you see him looking at you, flash him a smile, or ask him how his day is going. It’s scary to approach someone, and I can never do it (give out advice but can’t follow it). It definitely takes a lot of confidence.

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    1. Hey!! We always give advice that we don’t follow lol, I am guilty of this FORSURE. Anyway it was great advice. I’m learning that dating is all about confidence. I’ve said to myself “People will only treat you the way you allow them to treat you”. I have faith that we all will find great men that treat us like Queens!

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  2. I have had occasions while dating to encounter this situation. I had a very good male friend for a very long time and he would share the insecurities of man. He would talk about how it could be uncomfortable for a man to approach a woman for fear of rejection. The fear of rejection is real, but how do you know if you will get rejected; if you are to scared to step out of your comfort zone. I think when approaching a man keep it light, talk to him for a minute. Maybe found out if he likes sports, coffee or a drink and invite him to have coffee and/ or meet you at a sport bar and go dutch. If each person pays for themselves there is no pressure and who knows what can come from this. If he does not show interest; then it was not meant to be. Don’t feel rejected, because you did not get the desired outcome; it may have nothing to do with you.

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  3. HI, Angelina! Thanks for signing up to follow my blog and diet, exercise and living past 100. You clearly have a long way to go. Just wanted to comment on this post on approaching a man. Keep in mind you don’t have to dive into the deep end of the pool when you start. If you find a guy who is of some interest, you could suggest coffee. Have you talked about subjects of mutual interest? You could say you were just going to see that … (movie, art exhibit, you name it). Want to come along? It can be low key and not even seem like a date. You are just sharing a common interest. Anyway, best of luck with your blog!

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      1. Thank YOU. As it happens I am currently dating a woman that I had admired from afar and was nervous about asking out. Long story short, when we finally got together she said she had been dying to get together with me and kept hoping I would ask her out. I said, ‘Why didn’t you ask me?” She said she couldn’t do that. (PS We are a lot older than you, so her attitude is somewhat more understandable.) But, I can’t help thinking we might have gotten together earlier if she had. As it is, we are in our fifth year together. Good luck!

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