Valentine's Day is actually the perfect time for a first date. Dating experts explain why, and how to not make it weird. (2024)

Spending Valentine's Day single and alone can feel like a bummer. But if you're seeking more excitement than a solo Netflix-and-chill session, the holiday is the perfect chance for a playful first date, according to dating experts.

"I encourage singles to get back into their childhood mindset around Valentine's Day where it was about cheesy candy hearts and silly decorations, and meant to be fun and whimsical," Sara Tick, a therapist and founder of men's dating coaching service Modern Meet, told Insider.

If you've been in a dating rut after a string of lackluster meetups, the holiday's focus on romance could also get you in a positive and flirty headspace, Rikki Dymond, a dating coach at dating app Flirtini, told Insider.

Since singles typically spend the day alone, you have nothing to lose if you ask someone on a Valentine's Day date, according to Tick.

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And if you're concerned about coming on too strong too soon, Dymond and Tick said there are plenty of ways to set realistic expectations for this type of first date, whether you're asking over an app or in person.

Don't be afraid to lean into the lovey-dovey theme

The expectations that often come with Valentine's Day may feel intense, but there are ways to propose a lighthearted and casual meetup, said Tick.

She suggested calling out the cheesy elements of the holiday and committing to them as a humorous way to woo a match.

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If you match online with someone you'd consider taking on a date, Tick suggested you say something like, "I was remembering how Valentine's Day used to be so fun in elementary school, when we'd pass out cards and eat lots of candy. Why don't we go out and I'll bring you the old-school chocolates in a cardboard heart box or your favorite candy? No pressure, let's just do something fun!"

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This way, you immediately separate yourself from the serious couples celebrating the holiday in a committed way. At the same time, you're showing your thoughtful side with the candy, Tick said.

Skip dinner and keep the vibe casual to set expectations

If you're concerned that romantic Valentine's Day vibes could send the wrong message to a brand-new date, focus on keeping your meetup casual, Tick said.

She suggested planning a typical first date, like drinks at an intimate bar that's good for conversation, and skipping dinner, since it's a longer and more expensive date that could suggest a more serious tone.

"Sitting across the table from a stranger for a long, formal dinner puts a lot of pressure on both parties," Tick said.

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You could also skip the traditional bar date for something more playful, like a trip to an arcade or game bar, according to Tick.

According to Dymond, a plan that leaves room for banter and adventure is a must, no matter the day you have a first date. She suggested meeting up at a spot that's new for you and your date, or trying a brand new experience together, as a foolproof way to keep things exciting.

Tick suggested brainstorming a couple of options and presenting them to your date so they can choose one that aligns with their personality and interests.

At the end of your date, thank your plus one for being a great Valentine, said Tick. If you'd like to see them again, tell them and suggest a more traditional and intimate activity for next date, like dinner and a movie or a concert followed by drinks and dessert, she said.

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If you both enjoyed the date, you could also end it with a gentle kiss, Dymond said.

"Keep it chill, use humor to relieve the pressure, and go into it like you should any first date: as an opportunity to meet and connect with someone new. Who knows, it might even end with a super cute love story," she said.

Valentine's Day is actually the perfect time for a first date. Dating experts explain why, and how to not make it weird. (2024)

FAQs

Valentine's Day is actually the perfect time for a first date. Dating experts explain why, and how to not make it weird.? ›

The day can set the scene for a fun first date, a therapist says. Dating experts suggest keeping things light with a drink or activity, like a game bar or arcade. A casual vibe can make first-date expectations clear while creating a chance for connection during a time you may otherwise spend alone.

Is valentine's Day a good day for a first date? ›

It can happen of course. February 14th is just another date on the calendar, so there's no reason why it shouldn't be an option for a first date.

Should you celebrate valentine's Day if you just started dating? ›

It's just a holiday. Of course, people often use it for big romantic gestures, but for new couples, it doesn't need to be so serious,” she explains. “You don't want to put unnecessary pressure on your brand new relationship, so save the dramatics for later and just have fun.”

Why is valentine's Day bad for singles? ›

The fear of being alone forever can be a haunting thought if you are single on Valentine's Day. It can feel like the holiday is taunting them, reminding them that they don't have a partner to share their love with. This fear can lead to feelings of anxiety and depression.

Is it a good idea to ask someone out on valentine's Day? ›

It's 100% ok but it may put too much pressure on the date itself. There's 364 other days in the year, it doesn't have to be on Valentine's Day. It's okay to ask out a girl you like on any day.

What to say on Valentine's Day to someone you just started dating? ›

The new relationship
  • I love that you're my Valentine!
  • Muah! Happy Valentine's Day!
  • I was never a fan of this holiday until meeting you, my sweet Valentine.
  • I've loved getting to know you and spending time with you. Happy Valentine's Day!
Jan 25, 2023

What do you get a guy for Valentine's Day on a first date? ›

So It's Your First Valentine's Day Together—Here's What to Get Them.
  • The Go-To Gift: Scratch Off Date Box, $18.
  • The Sentimental Gift: Personalized Acrylic Spotify Plaque, $10.
  • The Quality Time Gift: Parks Project National Parks Puzzle, $38.
  • The Bedroom Gift: Maude Sexy Massage Candle, $30.
Feb 7, 2024

Why are people against Valentine's Day? ›

The traditions of Valentine's Day bring strong feelings, both for and against. Do you appreciate a cute tradition? Or do you hold it in contempt as a consumerist scam? Critics have blamed it for upholding a narrow-minded model of relationships as heterosexual and monogamous.

What is the truth behind Valentine's Day? ›

Turns out, it was a pretty common name during Late Antiquity. As far as anyone can tell, the Saint Valentine of Valentine's Day was one of two guys preaching the good word in Rome in the third century. One of these two was martyred on February 14th 269, thus giving us the date for his eponymous day.

What is Valentine's Day called for single people? ›

Singles Awareness Day (or Singles Appreciation Day) is celebrated on February 15 each year. It is an unofficial holiday celebrated by single people. It serves as a complement to Valentine's Day for people who are not married or in a romantic relationship.

Is it bad to ask a girl to be your girlfriend on Valentine's Day? ›

Whether it's someone you've been crushing on or a long-term partner, taking the initiative to ask her out on Valentine's Day can add an extra touch of romance and excitement to the occasion. If you've been crushing on a girl, stop thinking and take the initiative. Valentine's Day is the perfect time to ask her out.

Why should you ask your girlfriend to be your Valentine? ›

In asking someone to be their Valentine, individuals are essentially declaring their devotion and commitment in a lighthearted or romantic manner. It's a moment filled with laughter, joy and even a touch of nervous anticipation.

Do you ask someone you're dating to be your Valentine? ›

Although it's not a requirement, asking someone to be your valentine, whether you're in a relationship or not, is a great idea. It would truly make someone's day and is just a little something extra to show just how much you care.

What day is best for a first date? ›

A study conducted by Tawkify showed that Tuesday dinner dates after 6:00 p.m. and Saturday lunch dates between 12:00 pm - 2:00 pm are most likely yield a second date after. The data collected proved that when love interests met up for a date on a Tuesday, they were more inclined to see one another again after.

How soon is too soon for Valentine's Day? ›

Recent research from Hinge revealed that 47% of their users think you need to wait until after the second or third date to suggest celebrating Valentine's together. But really, there are no hard and fast rules on when you should or shouldn't ask someone out for the big romantic day.

Do you usually kiss on first date? ›

As no two first dates are alike, it's up to you to decide when you'd like to kiss the person you're with or not. And in most cases, this simply just happens when the moment and mood are right, explains Okerayi. However, there are a few factors that can play a role in timing, like your location or even the weather.

How many dates until valentines day? ›

There are 261 days until Valentine's Day!

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