15 Things You Need to Know About Love Before You Turn 30

Originally published on YourEngagement101.com.

I’ve convinced myself that by the time I’m 30, I will have it all figured out. By then, I’ll be where I want to be in my career – with flashy bylines and book deals. I’ll be in the best shape of my life – after finally giving up late-night greasy food to run marathons. I’ll be with a man so wonderful I won’t believe I’m so lucky to have him – after so many no-good, terrible dates that left a bad emotional aftertaste. I’ll have more money saved in the bank for a future that seems bright and certain – because I was smart throughout my 20s and tucked away cash as I earned it.

But just like the other monumental years came and passed already – 18, 21, 25 – I’m sure when I reach 30, I’ll be looking forward to 35 to be the all-perfect age. That being said – I do believe your 20s are for making mistakes and learning the hard lessons of dating and love and well, life. And then (hopefully) your 30s are a time to rejoice in your newfound confidence, and reap the rewards of your hard work.

Or at least a gal can hope, right?

Though I still have five years to go, here are 15 things I think you need to know about love before you turn 30:

You can’t screw up what’s meant to be.
You can try really hard. And I mean really, really hard. But if you’re meant to be with someone, you will be with them. Let yourself off the hook for that total freakout moment with your boyfriend over the dirty dishes – if he’s the right guy, he’ll forget about it tomorrow.

You can’t love anyone until you love yourself.
And the relationship you have with yourself will be the most difficult, often most toxic and disappointing relationship of them all. It’ll require constant attention, change, acceptance and most of all, love. But you can’t be a great girlfriend or wife or mother until you’re a great you.

Men are people too.
That’s right, they’re not just meant for our enjoyment or to propose to us or to fix things. They are living, breathing humans that make mistakes and aren’t always perfect. Don’t put them on a pedestal or make unreasonable demands – love them as they are, or don’t love them at all.

Not all relationships are meant to be forever.
You may want to marry that guy that’s incredibly unavailable – but so charming. You might think you can wave a magic wand and change him. But you can’t. And you shouldn’t want to. Learn what you can from every relationship so you can bring those lessons to the relationship.

Love is going to suck. And it’s going to hurt.
There is really only one relationship in all of the relationships that you’ll be in that actually makes it. That means there will be more bad than good – but it’s always worth it in the end. Savor those tough times because they make you a better partner.

Don’t settle.
Even when all of your friends are happily in love. Or getting married. Or having babies. Do not find some guy to fit some checkbox. It’s better to be incredibly picky than to be unhappy in a marriage for the rest of your life.

You’re going to fall in love with ideas.
You’re going to meet a guy that seems so incredible and you’ll build him up in your head and he won’t be anywhere near that. You’re also going to like a guy and like all of the ideas about him on paper, but you won’t fall in love with him. Don’t stop dreaming, but don’t love ideas more than you love a man.

It’s not a race.
You don’t have to sleep with him on the third date (unless you want to). You don’t have to be married by the time you’re 30 (unless you found someone you want that kind of love with). You don’t have to get engaged after precisely two-and-a-half years of dating (so don’t give him an ultimatum). Slow down, enjoy the process. Trust.

You have to have your heartbroken a few times.
And it’s going to really, really suck. You’re going to feel like you will never, ever feel such a powerful connection with someone else again. You’ll feel worthless and hopeless and so lonely, but there’s sun at the end of the storm.

Dating can be educational.
On some dates, you’ll know within five seconds if you like them or not. On others, it might take a few to figure it out. Even if you don’t want to jump a guy’s bones, figure out what you can learn from this one-hour-drink-date and how it can be fun. Not all guys are winners, but they all teach you something.

He can’t read your mind. (And you can’t read his).
The minute you start expecting your partner to know everything about you and know the right thing to do in every situation… is the minute your relationship starts to crumble. Try not to overanalyze, try not to give more meaning than deserved. Try not to be too hard on him – or yourself. Communication is key.

Don’t underestimate sex.
Sex surely isn’t everything – but if you can’t connect under the covers, you’ll have a hard time getting through bumps in the future. The happiest of couples have a place – a bed – to come home to and reconnect. Don’t settle for lackluster, strive for fireworks.

It’s not going to look how you thought it would look.
You might think you’ll marry a banker with a head full of hair – and you may end up with a wonderful teacher that’s losing his. You might think you’d never date a guy who had kids from a previous marriage, but the way he parents may be something that makes you melt for him. Keep your standards and your preferences, but be open to a little change from the dream man in your head.

You’re worth it.
You’re not perfect, he’s not perfect – but you do deserve someone who sees all of those imperfections as things that make you wonderful. There is someone who will be madly, profoundly, incredibly in love with you. Wait for him. Believe he exists.

Don’t give up.
Love is everywhere around you, even when you don’t see it. And one day, it’ll find its way to your heart. No doubt about it. Just don’t give up on it… and it won’t give up on you.

Introducing Ask the Addict Weekly Advice Column

Most of the emails I receive from readers ask me for dating advice. While I’m definitely no expert, I’m always happy to provide insight from my own experiences (and failures and successes and bad decisions).

While some of the inquiries are complicated and specific, several of the questions I’m asked are things that we all wonder from time-to-time: how do I make this relationship exclusive? How do I tell him what I need? Can you help me figure out this online dating nonsense?

So, I thought I’d start sharing my answers – while keeping all of you anonymous.

Please e-mail me anything and everything and once a week, I’ll publish this Ask the Addict advice column. Nothing is too strange or ridiculous (trust me), and stories are always better with twists and turns, so don’t be embarrassed.

First up we have E who signed up for Plenty of Fish and wanted some help with her dating profile.

E: I decided to bite the bullet and sign up and I was hoping you would read my profile and let me know how it sounds. I’m a little shy and talking about myself is not something I’m really good at so I could use the help! Here’s what I have now:

 “My name is E. I’m 24. I love spending time with my friends and family; going out and finding new places and trying new things. As much as I like to go out and have a good time, I’m also content to stay in on the weekend with a movie. I like to cook and stay active-I’m running my first half-marathon in a few months! I enjoy traveling, but haven’t had the opportunity to do much until now.
I’m looking for a guy who is smart, has a good sense of humor, likes to have fun but is stable and knows when to be serious. Someone who embraces life and all its challenges. I want a guy who is looking for a relationship; someone who wants to eventually settle down and start a family.”

My take:

Congrats on signing up for online dating! I find it both infuriating and fascinating. It’s a great way to screen guys and usually more effective than the bar scene. Your profile is off to a great start – here are some general online dating tips that I’ve learned over the years:

Try to get specific.
People find it easier to reach out and break the ice if they can pinpoint one thing that they also relate to. Instead of saying “I like trying new things” – say what new things you’ve tried recently.
Don’t rush it.
While I totally understand the desire to be upfront and let guys know you’re looking for a relationship, it’s not the best thing to put in a profile. Even guys who ARE looking for a relationship will feel pressure from that statement. Though it’s not always true, it’s implied that people who have online dating profiles are looking to date, and thus, have a relationship. Talking about getting serious is something more for a fifth — or really tenth — date conversation!
Be on two sites if you can handle it.
OkCupid has several duds, but there are some winners there as well. Also, Match.com is a good investment if you’re up for the cost.
Now – see my edits on your actual profile: 

My name is E. I’m 24. 
Say something that’s specific – they probably know you’re 24 because it says your age, right? Wherever you live, say something specific about the place: “I love that pizza place on Main Street with the sweet old couple behind the counter, and on Sundays, you can find me running in Sunset Park.” Men love being able to say, “Me too!”
I love spending time with my friends and family; going out and finding new places and trying new things. As much as I like to go out and have a good time, I’m also content to stay in on the weekend with a movie. 

This is great – but say something fun you’ve tried recently (a cooking class? The Color Run?) For your second line, I’d just change it a bit: “I love exploring the city, but sometimes, I really enjoy gorging on Netflix and laying around on a lazy Sunday.” 

I like to cook and stay active-I’m running my first half-marathon in a few months! 

Great – always good to include your activities! Any more?


I enjoy traveling, but haven’t had the opportunity to do much until now.

Until now meaning what? Where have you traveled? Great conversation starter. 

I’m looking for a guy who is smart, has a good sense of humor, likes to have fun but is stable and knows when to be serious. Someone who embraces life and all its challenges. I want a guy who is looking for a relationship; someone who wants to eventually settle down and start a family.”
lips-no-background

I’d just change this to: If you’re smart, know a joke or two, c
an introduce me to something I’ve never tried before and bring something interesting to the table, send me a message. That is, if you’re up to the challenge. 
This Valentine’s Day, write a self-love letter to yourself and it’ll be published (anonymous or not) on Confessions of a Love Addict! And you enter yourself to win a prize pack of beauty products and a Home Goods gift card! Learn more here. Submit here.

Has It Always Been Love?

My back felt wet against the grass, the mud oozing onto my mother’s dress. It wasn’t made for my 8-year-old self, but it was ideal for my wild imagination. It was one of those fall nights that still felt warm, where the fireflies still danced across the backyard, where you could smell a fire burning somewhere beyond the mountain range, but you didn’t need to feel it to keep your breath from showing in the air. The sun was setting and my stomach was growling, ready for something fried and something green, the common supper staple of North Carolina, a state I called home, but not a state where I would live one day.

I looked up at the rich, deep blue Southern sky, counting the stars – one, two, three, three hundred, infinity – and trying to find the Little and Big Dipper because my grandmother once told me it was good luck if you could find them both fast. I always made the same wish when I did: I want to be in loveIt was on that green field with a farm to my left and a trailer park to my right, that I did all of my pretending. In that tree with that swing, my name is carved along with every boy I loved until the eighth grade when we moved. Underneath the back porch that was full of cobwebs and potential rattle snakes, I painted hearts with red paint, believing that if I kept drawing what I wanted, I’d see him some spiraling down our gravel driveway, ready to take me away. To where, I never knew but that’s how the fairytales ended.

Sure, I sometimes was a princess in my never-ever land, but most of the time I was much more than that: I was Lois Lane and Superman was coming to my rescue while I got the story to press on time. I was the female-version of Indiana Jones, running circles around my childhood home, pretending a giant bolder was chasing me. I was Julia Roberts in Pretty Woman, all sass and red lipstick, oblivious to the plot line, and desperately in love with Richard Gere. I was Princess Buttercup and I just knew my Wesley would roll down that giant sledding hill in front of my house yelling, “As you wish.”

I didn’t need to know what it felt like to be in love as a kid – I was already in love with love.

I wrapped the long phone chord around me until my legs were stuck together and wobbled to the washing machine to close the pantry door. I needed privacy to listen to my very first crush talk about his very first guitar and how he was playing in his first band and that it was going to be epic. So epic. I didn’t pay attention to most of what he said, but I loved the way he said it. Especially when I imagined those curly black locks that seemed to shape into a floating bowl around his head. He was different than what I was used to and he hung out with a crowd that wasn’t my kind, but I was smitten.

We met on a school field trip to Camp Greenville and when we sat down at this chapel at the top – appropriately called Pretty Place – he rested his hand on mine and smiled. It would take me a month to talk to him, six months of obsessing and doodling his name on my notebooks, and a year until we finally were more than friends. And on some very cold January night while a friend slept over and we played Dream Phone, he asked if I’d be his girlfriend. After carefully putting him on mute, I screamed so loud that our motion light came on outside in the driveway. And now, two-whole-months later, we were holding hands outside of class and going to dances together. We had nicknames and he gave me a Valentine’s Day card that my mom put in my baby book for safe keeping. He kissed me before he caught the bus and I went to meet my parents, and though I always wanted more time alone, we were allowed to walk the mall downtown together for an hour on Saturdays.

It was love. He was love. I didn’t need to fall in love, I just knew.

I could hear him screaming my name from far, far below. His head was bopping in and out of water so clear you could see the catfish at the bottom, waiting for their chance to feed at something or for a fisherman to take a chance to feed them. I knew I couldn’t actually see his grin from way up here on top of this bank, covered in Georgia clay mud – the reddest you’ll see this side of the Mississippi – but I could feel it looking up at me. My high school sweetheart’s love was so effortless and sweet – he treated me like I was as delicate as the honeysuckle bushes, something to be savored because it only lasted so long. From the time I slipped my number in his pocket outside of biology class, inviting him to my dad’s annual smokeout to when he kissed me harder than anyone had in our clammy basement on a futon that smelled like mildew, I knew he’d be mine. I knew he’d be someone so very special in my life that I didn’t bat an eyelash before telling him so.

And now, he was telling me to grab that rope and swing into the lake where my family was all waiting for me. I wasn’t afraid of heights – but I was terrified of this fall. The ground had turned my feet orange and my hands were caked in it from the climb up. What if I didn’t let go when I was supposed to? What if I let go too quickly? What if I wasn’t strong enough to run and jumpYou can do it baby, I love you! Come here right now! 

I jumped.

But I didn’t fall – I splashed right next to him and he helped me onto the boat, rubbing his skinny little arms around me to keep me from shivering, even though it was the dead of July. I loved him – and I didn’t need to fall to feel it, I just needed to leap.

I stepped out of the fancy car that he called for me, leading to a destination that was meant to be a surprise. But I had studied New York for the past 15 years, so that wasn’t quite possible. We were at Lincoln Center, right at sunset, and he was wearing a tailor-made suit while I was trying to rock a dress that was on sale at TJ Maxx. My feet felt unsteady, both in these heels and in this city. It was becoming everything and nothing like I had imagined, consistently mesmerizing and demoralizing me, every other block – but I kept at it anyway. Especially since he – this blonde-haired, blue-eyed, 6’4″ man – was there to support me if I couldn’t make it. I had grown accustomed to him in the way I felt comfort seeing stars, something so rare in a place with energy from every other direction but up. He was something to wish upon – someone still in the making, someone I could play make-believe about in my mind, imagining the time when he decided to step out of his frog disguise.

Maybe tonight was when he’d do it: why are we here? I inquired as he led me up the steps to the fountain in the middle that was bursting with water, sparkling with little white lights. When we made it, he twirled me around as we locked eyes and he dipped me, just so my hair caught a runaway droplet, and kissed me. You said in one of your blogs that you wanted to be kissed here as the sun was setting.

Had I? I wondered as he led me to destination two of our ultra-romantic date – dinner and then a staycation at the penthouse of The Empire Hotel. I didn’t remember crafting such words, but how could I possibly remember everything that I’d ever written? I watched the taxis that night wearing a robe that costed more than my rent from the window while he slept, questioning what it feels like to be in love. And how to know when you’re falling, without actually… well, falling.

Two-and-a-half years later, I’m still figuring out the answer.

Because though I’ve known love and I’ve craved it… I don’t know if I’ve ever been in love with anything other than, well love.

This Valentine’s Day, write a self-love letter to yourself and it’ll be published (anonymous or not) on Confessions of a Love Addict! And you enter yourself to win a prize pack of beauty products and a Home Goods gift card! Learn more here. Submit here.

Where the Happiness Is

Though it seems so anticlimactic and uninteresting compared to every other attraction in New York, one of my favorite things to show visitors is the subway system. Sure it’s often gross and rat-infested, but if you’ve spent your entire life driving from point A to point B, the ability to hop on a train and arrive at your destination is liberating. Also, while I’m used to the sudden stops and the jerking (and sometimes, twerking by other passengers), visitors are fascinated – and sometimes frightened – by the ways of the MTA.

So when my parents made the trek from North Carolina to Manhattan to spend Christmas with me, I couldn’t wait to get my pops on the downtown train the very first night:

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He was impressed by how easy transportation was (told you so) but he also was avidly reading the advertisements, something that I’m rarely inclined to do because I’m tuned into my Kindle or headphones. After putting on his glasses and focusing, he noticed an ad about “Finding Happiness” and pointed it out to me:

school_subway.png w=1014

Hey Linds, look. Have you ever gone to the school of philosophy?” He asked, expecting me to know everything there is to know about New York and all that it offers. I shook my head in response and my mom turned her attention up and said, “Yeah Linds, you should do that. That looks really interesting!”

I had no intention, really, to sign up for this class.

I took philosophy in college and while I enjoyed my professor, I found everyone in the class far too argumentative and annoying. I thought Plato and Socrates were interesting, but as soon as I passed with a shining gold star, I forgot most of what I learned. And yet, something told me to check out the website and just see what it was all about.

And there, in the course syllabus, I found all of the things that I’ve been wondering about lately:

  • How can we increase the power of attention and realize our full potential?
  • When awareness and attention are open, how far can we see?
  • Where is Beauty? What is beauty itself?
  • What can be done about the negativity that limits our awareness and happiness?
  • How can we wake up more often during the day?

After a year of hardship, what I most wanted was what the advertisement offered me: happiness. Not from a guy, not from a job, not from my friends or my family (or my dog) but from something inside of me. I was very close to registering, but had some doubts, until I saw that for the first time ever, the School of Practical Philosophy was offering a $10 introductory course in honor of their 50th Anniversary.

Sold.

A month later when classes started, I was sure I’d walk into a room of 40-years-old-and-up philosophers and stick out like a sore thumb with my youth and lack of wisdom. But when I walked into the class, I was surprised to find classmates all my age, give or a take. There were a few middle-aged, but mostly, it was a younger crowd, full of opinions and ideas and ways of looking at the city, at the world, at life.

And for the first time – in a very, very long time – I was completely tuned into a lecture. I took notes. I brainstormed. I tried meditating (I’m bad at it, but improving). I found myself captivated by stories and discussions by strangers a few seats down. I wasn’t worrying about work or a man, my need to lose 5 pounds or my running pace. I didn’t think about what I really want tomorrow to bring or what I definitely regret in my past. I didn’t think about my never-ending to-do list or my need to compete with myself day-in-and-day-out.

I was just present. And it felt so empowering.

This Saturday was my third philosophy class, and I almost didn’t make it. I was out later than anticipated because of a particularly great second date (more about that later, promise) and didn’t feel like I slept much at all when 9 a.m. called. I considered skipping it – it’s not like I’m graded and it did only cost me a Hamilton. But after I snoozed for 10 more minutes and then shot out of bed, desperate to get the class that made me feel rejuvenated for the weekend and week ahead.

I grabbed coffee and then hailed a cab, striking up conversation with the cab driver, per my philosophy homework: what would the wise woman do? In every situation, petition the wiser voice about what the best, calmest, happiest version of yourself would do – and in that moment, the wise Lindsay thought she should meant listen to the cabbie tell his life story. He moved from Haiti. He became a special needs teacher in Queens. He got a divorce. He decided to drive a handicapped-taxi on the weekends to make extra money. He decided to live his life believing in himself first, having patience and always helping others.

There are so many things I’m not patient about and I worry will never happen. The right job, the right guy, the life I want, I told him.

I came here in 1985 – you weren’t even born yet, were you? he asked.

No, not yet. I admitted.

I never doubted that I would make a difference. I was always positive. Whatever will be yours is already yours. You just have to be positive. You have to believe more than anyone else, he advised with a big smile.

I left a big tip and headed inside, with only a minute to 10 o’clock. And as I opened my notebook to look at the homework for week three, I found myself in complete disbelief: take everything you see and everyone you meet as a teacher. What can you learn from them?

I grinned up at the front of the classroom, knowing that for whatever reason, philosophy was teaching me to be a wise, wise woman with more kindness in her thoughts, and more trust in her heart. It’s teaching me to live in the present, where every little magical thing actually lives.

Where the happiness is.

And all because of that smelly, jam-packed subway and the ad that I never bothered to read until right when I needed to see it. It’s funny how fate works, isn’t it?

This Valentine’s Day, write a self-love letter to yourself and it’ll be published (anonymous or not) on Confessions of a Love Addict! And you enter yourself to win a prize pack of beauty products and a Home Goods gift card! Learn more here. Submit here.

Cranky Young Men

I tried my best to hide my disdain behind wide-eyes and red lipstick, smiling as he spoke, trying my best not to look around the restaurant for something far more interesting than this date. I knew going in that I probably wouldn’t like him: he already asked a question that rubbed me the wrong way via text, his first dinner suggestion for our date was three blocks from his apartment (no thank you) and he came across a little full of himself.

I do like confidence, sure, I reassured myself on the subway ride down. I do think he’ll be interesting to talk to. Maybe I’m being too hard on him.

But my instincts were right – there was something off and I was pretty much finished with the evening by the time I took my last sip of red wine. But he suggested one more glass of vino at a bar nearby, and I obliged, deciding that I had two choices: I could either sulk that I met another someone I wasn’t interested in or I could get to know this person and possibly, learn something  instead of being annoyed we didn’t click romantically.

And so, sitting on a couch in a 20s-themed speakeasy type of joint on the west side, I listened.

I listened as he complained about his job in investment banking – that pays an outrageous amount of money, I’m sure. I listened as he expressed his real joy was found in a more creative, but not quite lucrative pastime that he simply doesn’t have enough time to pursue. I listened as he complained about the guilt he feels over having a dog that’s left at home the majority of the time (okay, I can relate to that). I listened as he complained about turning 30 this year and how he wasn’t where he thought he would be and he regretted not pursuing his passions. I listened as he talked about his on-and-off relationship with a girl he didn’t think was The One, but he wanted to figure out if it was really her or if maybe, it was him. (I think it’s him.)

I listened. And then I declined his presumptuous invitation on our first date to go back to his place – because really, is there anything sexier than a depressed man? Yes. Lots and lots of things.

In the cab ride back to my own apartment — by myself — I tried my best to not get disappointed by another date that wasn’t great, but what I was really thinking in between my pep talks was:

Why are there so many cranky young men?

When the New York Post interviewed me for the most eligible single article, they asked me what I was looking for in a guy, and I surprised myself when the first thing I said was: I just want a normal, happy boyfriend that’s well-adjusted and lives a full life. It sounds so incredibly simple as I type it out – but it couldn’t be a more accurate description of what I value most in a partner. And yet, it seems to be the most difficult quality to find in a man in New York City because frankly, most guys I meet are, just plain cranky.

They’re fearful that their time is up and that they’ll never be this super-successful, powerful lawyer/FBI Agent/Basketball Player/Banker/World-Class Musician/Awesome Porn Star/Politician/Actor/blah, blah, blah and now they’re just going to be old and withered, trapped in a marriage, and growing a beer belly. They’re hung up on some girl at some point in their life that they had some relationship with, and they worry they’ll never be able to love like that again. Or they’re burned by it. Or they just can’t f***ing get over it. They’re distressed that life has just dealt them a bad hand and they are stuck in some sort of rut that has them feeling not important, not sexy, not anything. They can’t handle a woman who knows what she wants, they don’t want to be settled down into anything because they’re crippled by the fear of taking the wrong route, they just can’t figure anything out or commit to anything.

The only thing they can honestly commit to is getting laid – because, well, isn’t there always a girl somewhere that will sleep with a cranky young man? Yes, there is. Because I was that girl just a few years ago.

I put up with all of the bull and I wore my frustration like a smile, never demanding too much attention toward myself. I played the part of the do-good, be-sweet girlfriend with hopes that a cranky young man’s downtime would turn into his upswing, where he’d love with everything he had. And he’d especially love the girl who stuck with him through the detriment. I was careful with my words and my expectations, accepting whatever was thrown at me, even if I felt starved for a real relationship with strings and roots and hopes. I developed my own cheerleading squad of one – performing a song and (lap) dance to cheer up my cranky young man every single day, day-after-day, for a year.

And in the process, I forgot about my needs. I put what I wanted aside. I believed so deeply in something imaginary that I couldn’t see realistically what was actually happening. I let friendships fade. I lost all of those magical pieces that make me, me by giving all of my magic to a man who never deserved it or earned it.

Not anymore, not ever again, I reminded myself, crawling into bed, alone, again, with Lucy cuddled by my side. There are far worse things than being single or a little lonely. And dating a cranky young man is one of them. Because all it does is turn you into a cranky young woman.

Instead – I want to meet a man whose outlook matches mine. A guy who has his shit together. A happy man. A man that, like me, is pretty normal, rather positive… and only cranky until he gets his first cup of coffee.

This Valentine’s Day, write a self-love letter to yourself and it’ll be published (anonymous or not) on Confessions of a Love Addict! And you enter yourself to win a prize pack of beauty products and a Home Goods gift card! Learn more here. Submit here.