I'm shy and having trouble asking someone out

July 18, 2014

I’m shy and I’m having trouble asking people out. What advice can you give me to ask this cute guy out I really like?

Asking someone out is always nerve racking even to people who have done it before. I would say that first you should start talking to this cute guy on a regular basis. Either start texting him or sit next to him in class so that you guys can start getting comfortable with each other and you can experiment by flirting with him a little (smile a lot, laugh at all his jokes etc.). After that, I would find a common interest you have, for example hiking, and casually say “We should go hiking sometime” or suggest some activity you could do together that you know he would enjoy too. You can do this or you could just ask him if he’d like to go on a date with you sometime. This is much more direct and some people prefer to be approached this way, but it definitely takes a lot more guts.

– Nicky


It’s okay to be shy about asking people out! Many people are when it comes to telling a special someone how they really feel about them. If you just met this cute guy and want to indirectly show that you like him, the best solution for you might be to ask him to hang out more as friends. Overtime, he may get the hint that you’re interested or may even have special feelings for you after getting to know you! And don’t forget to add a bit of flirting in between ;) However, if you are already close with him, Mama Luv would suggest being straightforward by telling him when you two have some privacy so he can tell you how he really feels about you. Regardless of his response, honey, don’t limit your opportunities! So keep your chin up, strut with confidence, and shake what your mama gave ya! Mama Luv is here to help.

Mama Luv

Remember that you are an awesome person and that you have something great to offer. Confidence is key! Try talking to him and get to know him better–find out what he likes doing in his free time, what music he likes to listen to, what his favorite movies are, etc. and build a connection that way. Once you feel more comfortable, ask him to hang out for a cup of coffee or a dinner! The worst thing that can happen is that he says no (in which case he’d be missing out!), but at least you’ll have tried and learned to gather the courage to ask someone out, and just try again next time. The most important thing to remember is to be yourself, and have fun! :)