How to Snag that Sweetheart for Valentine’s Day

By: Lilly Darling

For some people, asking someone they like out on a date isn’t easy. The Squire is here to give you some tips and tricks to make sure you’ll score that perfect person for Valentine’s Day. Valentine’s Day is approaching fast and you may think you have all the time in the world, but if you really want to impress that special someone, you have to put effort into it.

First impressions matter. From being the shyest person to the most outgoing, it is still important to present yourself in a positive way. You don’t want to scare the person away, but you also don’t want them to think you’re uninterested. Being friendly and open can bring you a long way with someone. Paying attention to them and making them feel liked will make it easier for them to open up to you.

When you’re ready to take things to the next step, consider their likes and dislikes. It is okay if you’re feeling nervous, it just means you really like them. Valentine’s Day is a great place to start. Love is in the air, and depending on who you are, you can make it as casual or as romantic as you wish. If you’re a shy person, just start a conversation and get the chemistry flowing. That way, when you pop the question, you can do it in a subtle way and you do not have to make it awkward. Take them to the movies and a nice dinner, or invite them to an attraction in your local area. Have fun with it and let them know you care. If you are a more outgoing person, make it big! Find something you both enjoy and bond over and come up with a creative way to ask them. Make a sign or buy them food they like. Putting time and effort in to your date proposal can show them how you feel.

To look into someone else’s perspective, The Squire pulled aside Eisenhower senior and ladies man, Nate Holt. When asked what some good tips were for someone looking to ask someone else on a date, Nate replied, “Don’t be overly friendly, but be confident.” Nate’s advice for people who get turned down by someone is to “find someone else, because there are plenty of other people in the world and eventually you will find someone who likes you for you.”

An online source, , says, “Don’t be afraid to ask someone out. People admire initiative, especially if they’re shy.” Taking the big step to do it will go a long way.

Just a friendly reminder to never be discouraged if you get turned down. It might be awkward and uncomfortable for a while, but be confident in who you are and don’t lose hope. The Squire accepts you for who you are and there are plenty of other great people out there! To read more tips from The Squire, visit

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