date advice Archives

Here Are 15 Essential Tips for Dating in Your 30s

April 20, 2018January 22, 2024 by Kate Oczypokin DATING ADVICE, RELATIONSHIPS

Your 30s are an interesting decade and if you are single, we put together some tips on dating.

Whether you’re just getting out of a long-term relationship, divorcing, or seem to be perpetually single, dating in your 30s can often be tough yet eye-opening. So, we put together a guide for those who might need some extra dating help.

Don’t forget, we can help break through the noise of the dating world and streamline your success. Join LOVE TV today!

Here are 15 tips on dating in your 30s.

1. Don’t settle!

This is the number one piece of advice for women not only in their 30s, but any age. Your 30s in particular though are the in-between, often confusing decade. You are no longer a teen or 20-something but not quite an experienced 40-something. It’s important to remember that you never, ever have to settle. Everyone has been single at some point—you were a strong and independent woman then, why not now?

2. Don’t get too giddy about each new date.

I’m all for getting excited and optimistic about things (you should see me at Christmastime). However, with dating it’s important to stay calm and focused and remember to really think about whether or not you’re truly compatible with the person. Sure, there’s physical attraction, but know that will eventually fade. You’ll need to think about whether or not you can be best friends with that person.

3. Don’t get too hung up on your age.

If you’re 35, so what? Even if you’re approaching 40, who cares? Age is really just a number. I’m not saying date the first 18-year-old you meet, but remember that if you’re compatible with someone significantly younger or much older than you, it’s okay to go for it. You never know where the relationship will go.

4. Do use apps.

This one is for those getting out of long-term relationships. Chances are, your ex-husband or boyfriend was not met over one of the numerous dating apps out there. Now that you’re newly single, check out the options. I have known many, many people who have met over online dating apps and ended up married or in a wonderful, loving relationship.

5. Take advantage of work events.

Work is probably where you spend most of your time, right? Those happy hours or networking events are great places to meet people. Even if you’re not into anyone from work or don’t believe in dating someone you work with, you could meet a friend of a friend. That friend of a friend could be perfect for you!

6. You’re not as young as you were.

This may sound harsh, but it’s essential to remember that you might not want to meet someone at a bar. In your 30s, you may find the love of your life at the gym, in the grocery store or even waiting in line at the post office. Never lose the optimistic romantic views you once had in your 20s, but keep an open mind as to where you could meet someone.

7. It’s okay to be confused or on the fence about someone.

You may read about people feeling so confident or knowing exactly what they want in their 30s, but it is totally and completely fine to not feel that way. Not freaking out about your confusion is important. Just take things one step at a time.

8. Know what is make-or-break for you and stick to it.

If things like faith and family are important to you, stick to your guns. Same with any sort of values, be it political, drugs, alcohol, or just plain being kind to others. If someone you meet does something that is just not okay, don’t stick around just for the sex, or just to be in a relationship. It’s not fair to you or to them either.

9. Kids can complicate things.

This one is especially for those who’ve been previously married. If you ended up with kids and are now finding yourself single, just remember that dating can be hard. Many men can be scared that you already have kids or just plain don’t want them. It’s important to weed out those types of men and find one that you and your children especially adore and love.

10. Issues get heavier and darker.

As sad as this one is, be aware that the older you get, the more life happens to you. You could meet someone dealing with a sick parent or a parent that has passed away. Others can be dealing with health issues themselves, including things as serious as fertility problems to more everyday concerns like changes in diet.

11. Don’t be so set in your ways that you aren’t open to new experiences.

You swore you’d never date a Republican. You said your whole life you would never ever be in a relationship with someone who was a fan of your most hated sports team. Things like that are better off abandoned in your 20s. In your 30s, it’s crucial to be able to keep your mind open to new experiences and not become a curmudgeonly old biddy decades too early.

12. Nobody, and I mean nobody, is perfect.

Absolutely nobody is perfect and it’s so critical to remember this, especially in your 30s. You will never find a flawless man. After all, isn’t that what love is about—knowing and accepting a partner’s quirks and differences?

13. Don’t wear your heart on your sleeve, but it’s okay to be vulnerable.

This may seem like contradictory advice. However, it is true. Don’t open yourself up to just anyone. As I previously mentioned, you may have more baggage in your 30s. Not being completely trustworthy of someone right off the bat is okay. At the same time, even if you’ve been hurt in the past, it’s okay to open yourself up to that vulnerability. It will be scary at first, but I promise it’ll be worth it.

14. Be aware you may be intimidating to younger men.

You may not have officially reached cougar status yet, but being aware that you may be a little on the terrifying side to young ones is an aspect of your age to remember. Embrace your age and use it to your advantage. Feeling sexier, more confident and beautiful is a great asset to being in your more experienced 30s.

15. Have fun!

Last but not least, life is short. Have fun dating. If anything, you will have some wonderful, hilarious stories to share with friends and loved ones.

Looking for ways to meet people besides dating apps? Check out this piece.

From My First Date to My Last and Everything in Between: What I learned in 15 years of dating

June 4, 2018January 22, 2024 by Kate Oczypokin DATING ADVICE, RELATIONSHIPS

From 13 to 28-years-old, I’ve had 15 years of dating. So, here’s what it has taught me.

My first date ever happened when I was 13 years old. It was a double date to see She’s All That and I remember I was so nervous. Fifteen years later, I had what I hope will be my last first date ever.

Here is my journey of dating, and the lessons I learned and don’t forget that we’re here at LOVE TV to help you to sort through the dating world. Join today.

She’s All That, 1999

As soon as I saw the preview for She’s All That, I knew I had to see it. I identified with Rachael Leigh Cook’s nerdy Laney Boggs and the awesome ‘90s soundtrack (hello “Kiss Me”) had me sold.

I called my best friend at the time and we soon orchestrated a double date with two guys we were into. She had turned 14 in December and I was still 13 for another six months.

I remember being so nervous calling the boys to organize the outing and freaking out teenage girl style when they said yes. We were too anxious to order food but we did have slushies and in typical eighth grader fashion, we didn’t even hold hands. We laughed through the movie and I felt myself blushing when I’d accidentally brush my guy’s hand.

When the movie was over, I remember feeling such a relief that it was done. I was happy that my first date was over and I managed to make it a double date at that. It’s fun to think about the shared experience the four of us had that winter in 1999. Firsts are always hard, but when they turn out as fun as this date did, it made me excited for my romantic future.

Prom, 2003

Four years later, when prom time came around, I was no longer wishing for romantic dates just like the movies. I went to an all-girls high school which I absolutely adored, but one thing about it bugged me.

I’m not sure if this has changed, but 15 years ago they required us to have a date. I didn’t know very many guys and all I wanted to do was go to prom with my friends. I love laughing at my picture of myself and the date I ended up going with—a friend of a friend I think. He wore a top hat and sported a cane and he was a good six inches shorter than me.

I barely hung out with him during the dance. Instead, I spent the night with my friends, dancing and having fun.

It was nice to know that I could have a good time without having a “date” per se.

Founder’s Day Ball, 2004 and a Late-Night Diner Dinner, 2007

Sometimes dates have outcomes you’d expect.

When I started college, I met a great guy who was also from Pittsburgh. Being the naive 18-year-old that I was, I instantly felt a connection that I hoped would become romantic.

I remember calling my sisters the night before the boy and I decided to go to our college’s Founder’s Day Ball. They were giddy with excitement, wondering what the night would bring. Soon enough, I realized we were much, much better as friends and we never actually dated beyond taking each other to things like school dances.

In the meantime, I found a wonderful friend in the process who has shared so many amazing memories with me.

Three years later, I briefly (I’m talking a month and a half) actually dated another man I had become close to during my college years. I remember one night we went out to a late-night dinner at a local diner we loved. I was very forward and flirtatious and remember trying to play footsie under the table and saying things I couldn’t believe were coming out of my mouth.

It was nice to know I had the confidence to be so sure of myself when it comes to matters of the heart. Our dates were fun, innocent and spontaneous—a nighttime trip to Dairy Queen or our local movie theater. However, speaking of matters of the heart, when we broke up it was the first time I felt truly heartbroken. While dating the boy didn’t exactly have the outcome I expected, I ended up becoming great friends with him as well.

Just those few dates with those boys resulted in a friend group that rivaled the Three Musketeers, This is Us’ Big Three, basically any friendship group of three you can think of. Those two boys turned out to be two of my very best, dearest friends. It’s funny to think about the surprising ways life can take you and turn out to be way better than you ever thought.

The most romantic date ever, 2011

While the relationship didn’t turn out with any positives except a story in a local magazine, the one I had in 2011 brought me the most romantic date I’ve ever had. As a self-described hopeless romantic, I thought going to visit my boyfriend while he was away in Chicago was straight out of a movie.

The weekend I was there, he took me to the Navy Pier and as we rode to the top of the Ferris wheel where we shared a passionate kiss. I will always appreciate the date and refer to it as “that one time I felt like I was living in a romantic comedy.”

My first and only blind date, 2012

2012 was a tough year, as it was the year I got laid off due to budget cuts from the newspaper I was working at. While it was tough, it was also a great year because it was the year I met my current boyfriend.

The woman who worked at my apartment building’s front desk was friends with my boyfriend’s coworker, who happened to live in my building. They both agreed we would be good for each other and slipped a Starbucks gift card under my door.

My boyfriend and I met at the Starbucks at the end of my block and ended up chatting for hours. Six years later and we are still together and I’ve got a good feeling that that evening at Starbucks was my last first date.

Dating can be challenging, but so many important life lessons are learned.

Whether it’s getting over the fear of my first date, wishing I didn’t need a date at all, gaining confidence, appreciating romance or finding my forever date, I’ve learned so much with the men I’ve dated. As scary as it is to put yourself out there, it’s totally and completely worth it.

Interested in getting out of a not-so-great date? Check out this piece.

Tradition and Dating: What I Learned about Happily Ever After

June 14, 2018January 22, 2024 by Kate Oczypokin DATING ADVICE, RELATIONSHIPS

Being a self-professed traditionalist in dating may not be the correct way to describe myself after all.

All my life my family teased me about how much I valued tradition. Whether it was holidays or dating or following certain etiquette rules, I always placed a lot of value on certain customs. Little did I know, maybe I’m a little more modern than I think.

Here is my journey of being a traditionalist in the world of dating:

The value of a title

These days, most people date casually or just hook up and don’t worry about titles. Some don’t even bother with getting married. I always wished for the marriage and kids thing and when I was young, while watching sitcoms like Full House and later dramas like Dawson’s Creek, I always wanted a boyfriend.

Fast forward to years later. I didn’t date anyone in high school so college was my first experience learning what I wanted in a relationship. I ended up getting into a very brief relationship with one of my best friends. We are still close today which is really nice. What’s even nicer is the way he asked me to be his girlfriend. It was romantic, innocent and one of the kindest things anyone has ever done for me.

It was our senior year of high school and I had just moved out of a hellish suite situation into a double room with a roommate who was never there. I was watching Mona Lisa Smile in my room just relaxing on a Saturday night. I suddenly looked down at my (dating myself here) Motorola RAZR and saw a text from a friend that my male friend was in her room, nervously eating chicken nuggets and sipping vodka. With a slight push and support from her, he was going to ask me to be his girlfriend.

Cue Laura Linney in Love, Actually (fast forward to about 2:07 in that clip to know what I mean) laying there in my uncomfortable dorm twin bed. My friend took so long to work up the guts to ask me to be his girlfriend that I got almost entirely through Mona Lisa Smile again.

He finally walked in and didn’t say a word, just putting in the Phantom of the Opera movie remake, fast forwarding to the “All I Ask of You” scene. After that, he put in my worn When Harry Met Sally DVD, fast forwarding to the last scene where Harry professes his love to Sally, saying things like “I love that it takes you an hour and a half to order a sandwich.” I suppose he saw us as Harry and Sally at that point in our lives, and knowing it’s my favorite movie of all time, he ran with it.

After that, he asked me to be his girlfriend and we kissed for a long time, eventually falling asleep after talking all night. I woke up and was nearly late for church the next morning, but I couldn’t stop smiling.

Moving forward another few years, I met my current boyfriend. After having a first date at Starbucks and more wonderful dinner dates at our respective apartments, I was out covering a lunch for my former job working for a newspaper.

Things were quite typical of the lunches I covered and I was getting a little bored and restless. I felt my phone vibrate in my purse and reached down to check it. I saw a text from my boyfriend that read: “I had a great time last night.” I smiled and responded: “Me too.” He wrote back, “You know what I was just thinking?” I quickly typed back a question mark, careful not to be too conspicuous. He wrote back: “That I have the best girlfriend ever.” He included a smiley face at the end.

I don’t remember much else of that day, nor anything about that lunch, but I will always remember it was May 10, 2012 and once again, I couldn’t stop smiling.

Call me old-fashioned…

I’ve always thought how cool it would be to save myself until marriage. I am a huge sucker for those old Notebook-esque couples who have only one sexual partner—each other. To me at least, there’s just such a beauty and pure romance to it all. Not that I don’t mind if others have more than one partner, I am a strong component of the phrase “You do you.” I just know that for me, it’s always something I thought I want to do.

I still have managed to save myself for marriage. My boyfriend, who also grew up with similar values, has been fully and completely respectful of my decision and thinks it’s pretty cool if we make it. While we’re working on the next step of our relationship, I honestly am happy I didn’t give in and go for it with some guys—guys like this one who walked me back to my apartment after a date and suggested an after dinner drink.

I mixed us drinks and as we got about halfway through them, he went for it and tried to start going hot and heavy. I knew exactly where it was going and I quickly wriggled my way out from underneath him. I explained that I’d at least like to get to know him first before having sex, a standard I knew I had at least wanted to hold onto, no matter how much I fell for a guy.

He left hurriedly and ultimately ghosted me. I am relieved I didn’t give in and just go for it because I knew I’d regret it.

Then there’s another guy I dated for about six months. He never wanted to meet my family and when I went to visit him in Chicago for a weekend, he didn’t want to be in any photos. It was like I went on a weekend trip with myself. The only evidence I have of him there is a faint reflection of him in my sunglasses as he snapped my photo on a boat.

While I definitely “did” more with him than the first guy, I am glad I didn’t go any further. He clearly didn’t love me and that was fine. I’m just lucky I realized it early on, and got some pizza in the process.

These times were two instances I could honestly say that I am glad I call myself a traditionalist.
…Or Maybe Not

After mapping out how I wanted to write this essay, I realized that maybe I am not so traditional after all. For someone who places so much value on the steps from when you first meet someone to marriage, I moved in with my boyfriend after dating for just a year. After a lot (and I mean a lot) of decision-making, I had a good gut feeling about the move. I knew in my heart it was the right thing to do, tradition or not.

Also, I realized how untraditional our actual relationship is. As much as I would like to get married someday, when people ask if I’m happy, I can honestly say I am. We’ve got a nice little family going on, with my boyfriend and our elderly English bulldog. That’s a lot more than most people have, which often reminds me just how much I get the warm and fuzzy feeling when the three of us are spending a cozy Saturday night together on the couch. It’s comfortable, it’s easy and it’s romantic in its own way. I realize now that happily ever after doesn’t necessarily mean engaged, married, babies—it could be a far less traditional decades-long relationship, dogs and a whole lot of Netflixing on the couch.

While thinking about this topic, I had the realization that what’s important is making sure you’re happy. Who cares what others think when it comes to your relationship, whether you’re traditional or completely out there (a Charlotte or Samantha, if you may). Most of us are in that nice in-between sweet spot anyway.

Happy dating!

Interested in learning more about dating in the modern age? Check out this piece, a talk with LOVE TV’s Karinna Karsten.