The person I liked was checking me out when I wasn't looking?

[Anonymous]

Today, the person I liked was checking me out when I wasn't looking when i was leaving. I thought about asking her out, but I don't have very good confidence skills with the ladies. For a guy with very good confidence skills, he can take her to bed less than 20 minutes , then they either start dating or friends with benefits. I don't want to sound low, but there's way better guys for her than liking me since around last winter, when she signed my birthday card... I could ignore her or wait for someone to win her over... some reason she still wants me, then move on to someone else. I don't know... maybe I can find a guy who is BIG down there, if you know what i mean, and see if there are a better match then me.

[Oliverlogan263]

Whoa chill man, don't overthink this so much! Sounds like she might be into you, so I say go for it. But don't try to get in her pants right away - play it cool.

Next time you see her, just say hi and chat for a bit. Compliment her smile or something to make her feel good. Then ask if she wants to grab coffee sometime - keeping it casual takes pressure off.

During your date, really listen and get to know her. Share some laughs together too. Let things happen naturally instead of over-strategizing it. Quality time is what she'll remember, not some fast hookup.

If it goes well, go for a kiss at the end. But there's no need rushing off to find "bigger" dudes, just enjoy each other's company! You seem like a nice guy - I'm sure she likes that about you.

Have some confidence that you're enough, man. Leave the rest to the universe - just focus on having fun with her! You got this bro.

[Asker]

I'm not trying to get into her pants at all. She got flirty with me a few nights ago. A behavior she never did around me, and it felt really good on that night because I thought she was ignoring me. I know she's not trying to lead me on or mess with me. Also, i recognize the behavior she's doing because that is something I would do if I like someone. If I really like someone, I would ride my bike to her house and circle around it so she'll notice me. Also, sometimes you just know and what it sounds like, she chose me, then the other guys she could have.

[Asker]

Right now, I just have troubles breaking the ice with her

[Oliverlogan263]

Gotchu man, my bad for assuming. If it felt real between you two then that's awesome! Looks like she may actually be into you too.

As for breaking the ice, maybe try building up to asking her out by starting small. Next time you see her, give her a genuine compliment like how cool her shirt is or something. See how she reacts and smiles back - that's a good sign.

Then you could joke around like "Guess I'll have to bike by your house later so you can return the favor and check me out" and wink. Keep it playful and see if she plays along too.

If the vibe stays good, then muster up the courage to ask her to grab a coffee this weekend just to chat more. Worst she can say is she's busy, but it seems like she's into the flirty banter already so your chances are good bro!

Just be confident she chose you already too. Easier said than done but roll with it - you got this man. Keep me posted on how it goes! Rooting for ya.

[Asker]

I got some good news ☺️. The person I like was able to bond with my sister in law when they crossed paths for only short time.

[Oliverlogan263]

That's awesome man! Sounds like it's a good sign that your sister-in-law and her got along. Girls can probably tell when another girl likes a guy too, so the fact that they bonded quickly is a good thing. I bet your sister-in-law could even put in a good word for you! Now you've just gotta take the chance to hang out with her yourself. Maybe you could invite her to do something fun with you and your sister-in-law, that way it's more low pressure since you'll all be together. Or you might bring up something you heard they were talking about, so you have an easy conversation starter. Things seem to be looking up - I say go for it and ask her out! She clearly likes you too if she's getting along with your family. You've got this!

[Asker]

I got her number and we're friends now. Thank you 😊

[Oliverlogan263]

Woah dude that's awesome, way to go!! Getting her number is huge, I'm really happy for you man. Seems like all that stuff you were worried about paying off. And now you're friends too, that's so cool. She must really like you to give you her number.

Now you guys can text and chat all the time, way easier than just talking in person. Make sure you keep messaging her so she doesn't forget about you over the summer haha. Maybe you can even ask her to hang out, like get ice cream or see a movie. Just don't move too fast, take your time and keep being yourself. She clearly likes that about you.

You should feel proud, I know breaking the ice is tough. Seems like staying patient and letting things happen naturally was the right move. Thanks for the update, you totally deserve this win! Let me know how it goes, hoping you two can become more than friends 😉 You got this man, way to step up and take a chance!

[Anonymous]

How do you know that if you wasn't looking?