Believe you me, I've had my share of dates that were, let's just say, less than impressive. But I always try my best to give credit where credit's due and when it comes to what inspired this lil' write-up, it was an article that I happened upon entitled "29 Women Reveal Their Absolute Worst First Date Stories".
MAN. One woman said she went on a first date with a guy who gave her a heads up that $10 was her limit on the menu. Another woman said that her date brought a friend who was 1) dressed up like Michael Jackson and 2) decided to do a concert for people as they waited in the ER (right…the date ended in the emergency room). Another woman said that she experienced one of the worst kisses ever while trying to tell her date about her mom being in the hospital (awk-ward). Still, another woman talked about how a dude spent the entire date reminiscing about his exes—how he lived with all of them and when they broke up, he had to go back to live with his mom. Then he proceeded to ask her about the size of her own place (SMH…this guy).
But the one that probably inspired this piece the most is the lady who went out with a guy who stole gas (she knew because he pulled up to her house with the hose still attached to his car's tank). Yeah, that sucks but, guess what? She's been married to him for 22 years now (just wow)!
Although dating—let alone marrying—someone who does a criminal act is a bit of a red flag for me personally, it does co-sign on something I do personally believe. No matter how much a date sucks, that doesn't mean that it can't come with its own silver lining or two.
Before you roll your eyes and click off of this, give me about five minutes (give or take) to explain where I'm coming from. Then think back on some of your own bad dates and see if you can pull some actual benefits out of them. Perhaps ones like the following:
You Can Figure Out What “a Date” Is to You
Personally, I don't get down with that whole, "If you don't have any expectations, you won't be disappointed" mentality. I say that because the people I know who claim to live like that are actually some of the most jaded and cynical people I've ever encountered. At the same time, I do think that a lot of us find ourselves unnecessarily disillusioned because we assume that just because we think that something should go a certain way that everyone else has the same mentality.
Absolutely not. Recently, I watched a video of Savannah Chrisley talking about how chivalrous her new fiancé was to the point that, on her first date, he called her dad, Todd to say he would call him once he picked her up and again once he dropped her off. Savannah also said that she hasn't touched a door since they've met. Meanwhile, I know folks who stay in relationships with guys who've never paid for a date (at most, their guy will do Dutch) and hasn't done anything to write home to dad about.
Why do women put up with Column B? I think a part of the reason is they don't really think about what a date means to them—what standards they have. For instance, do you want to be picked up? Do you want him to plan the date himself? Do you always want him to pay?
A good thing that can come from going on bad dates is it can give you clarity on what you expect, moving forward. Like, if you want a man to go through the effort to plan the date and the next guy asks you out and says, "I dunno. What do you want to do?" -- you can already decide if he's worth two hours on a Saturday night. Or not. If you want chivalry to be in full effect but the guy doesn't open a single door, maybe there doesn't need to be a second date.
You’ll Learn How to Sense Red Flags Quicker
They say that hindsight is 20/20, but just think about all of the time, effort and energy (not to mention all of the blood, sweat and tears) that could be spared if we learned how to recognize red flags in someone out the gate.
Some first date red flags—a man who shows up late (he doesn't value your time); a man who flirts with your server (he's disrespectful); a man who orders for you (unless he already knows what you like, he's too pushy); a man who checks his phone (he's flippant and distracted); a man who brings up sex too quickly (ugh…just ugh) and a man who's all talk and no listen (he's confrontational and probably a know- it-all).
Some after the first date red flags—he's an exaggerator (that's a step away from being a liar); he never really makes plans in advance (again, he doesn't value you as much as he should); he doesn't make good on his promises (he can't fully be trusted); he always makes the date/relationship decisions (he's inconsiderate and selfish) and you're doing most of the work to make the relationship work (he isn't all in).
If you experience any of these things on your date, it's uncomfortable and unfortunate, there's no doubt about that. But sometimes, seeing these kinds of flags spelled out in black and white can help you to realize how to detect them quicker…just in time for the next date, with the next man.
It Has a Way of Making You a Better Communicator
Sometimes dates are a dud, not because the guy isn't attractive or a gentleman; it's just that there doesn't seem to be much of a connection. Sometimes, that's because something within the communication is a bit off.
If you were to be honest with yourself, that might not have been all on him. It can be challenging to strike up conversations with someone that you barely know. If you totally feel where I'm coming from, it can't hurt to think about what you would do differently, communication-wise, on your next date. What would you like to know? What kind of questions would you ask? How would you approach awkward moments of radio silence?
Although it would be nice if all dates flowed seamlessly, this is not a rom-com, it's the real world. Sometimes there needs to be a plan of action, even as it relates to communication.
It Can Boost Your Confidence Levels
There are the kind of dates that, even as you're on them, you end up telling yourself that you probably won't go on a second one. Not because anything is wrong per se; it's more like something doesn't feel quite right. Then there are the kind of dates that makes you get up to call a ride before dessert is even served. Either the guy is rude to the rest of the staff or the stuff he says (or asks) you is totally inappropriate.
Column A sucks but Column B is much worse. There still is an upside, though. When a bad date happens and you decide that you deserve more (column A) or better (column B) and you make a conscious decision to not go on another date (column A) or continue the one that you're currently on (column B), the boundaries that you set can be super self-affirming. It can remind you to not settle for less, even when it comes to a two-hour outing.
It Can Also Make You More Empathetic and Compassionate
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Suppose your date was a set up and 20 minutes into it, you think to yourself, "Yeeeeah, this isn't gonna work." Maybe you're not physically attracted to him. Maybe you don't feel a spark or any real chemistry. Maybe he's already said or did something that has automatically made you want to friend zone him. Before you text one of your girlfriends to call you so that you can cut your date short, now is the time to implement the Golden Rule. How would you feel if he abruptly left you in the middle of the date because there was no romantic connection?
Another good thing that can come out of a bad date is it can test your level of empathy (putting yourself in someone else's shoes) and compassion (wanting to relieve the suffering that someone may be experiencing). If you put these two things into practice, it will only benefit you in the long run because even when you do meet "the one", you're going to need to extend empathy and compassion to him in order for the relationship to go the distance. (Just ask any married person that you know.)
You Will Get a Better Sense of What You Want
One of my favorite dates of all-time consisted of going zip-lining in the morning and a four-star dinner in the evening. Everything was a total surprise. At the end of the all-day-date, I asked the guy how he came up with the idea. He said he wanted us to both do something we'd never done before together and, because some of our best memories consisted of being around food, he then wanted us to enjoy a new high-scale restaurant. The proactiveness, the thoughtfulness and the reasoning behind it all caused me to raise the bar of expectations when it comes to dates moving forward. No longer do I just want dinner and a movie, simply because I now know, firsthand, that men can be a lot more creative than that—when they want to be.
So, when another guy thought bringing fast food over to my house to watch On-Demand was the idea of a first date, his visit got cut short. His lack of investing into the date was like…a forecast into what our future would be like.
So yeah, to me, another benefit that can come from a sucky date is it can provide you with clarity regarding what you want from dates (and relationships), moving forward. #givethanks
It Can Make YOU a Better Date
Something that I think far too many of us overlook is, whether a date is good or bad, it can be a teachable moment. It can reveal to you what your expectations and triggers are. It can show you how good (or not so good) you are at engaging another individual. It can help you to discover the strengths that you have in dealing with others, along with your weaknesses.
Keeping all this in mind, if you take nothing else from this lil' write up, at least be willing to use your bad date experiences as an opportunity to learn more about yourself. If you do that—and I mean really do that—you significantly increase your chances of heading bad dates off before they even begin. Guaranteed.
Featured image by Getty Images
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It's kinda wild that, in 2025, my byline will have appeared on this platform for (what?!) seven years. And yeah, when I'm not waxing poetic on here about sex, relationships and then...more sex and relationships, I am working as a certified marriage life coach, helping to birth babies (as a doula) or penning for other places (oftentimes under pen names).
As some of you know, something that I've been "threatening" to do for a few years now is write another book. Welp, October 2024 was the month that I "gave birth" to my third one: 'Inside of Me 2.0: My Story. With a 20-Year Lens'. It's fitting considering I hit a milestone during the same year.
Beyond that, Pumas and lip gloss are still my faves along with sweatshirts and tees that have a pro-Black message on them. I've also started really getting into big ass unique handbags and I'm always gonna have a signature scent that ain't nobody's business but my own.
As far as where to find me, I continue to be MIA on the social media front and I honestly don't know if that will ever change. Still, if you need to hit me up about something *that has nothing to do with pitching on the site (I'm gonna start ignoring those emails because...boundaries)*, hit me up at missnosipho@gmail.com. I'll do what I can. ;)
A Cosmic Guide To Love In 2025: What The Stars Have In Store For Your Heart
The most important lesson we are learning about love in 2025 is change. Many major Astrological transits are happening this year, and these will last for years to come. As we walk through this new year, we are being asked to let go of the things we can’t control, and give more grace to the things we can. This is a year of a new perspective on love, finding gratitude in the little things, and watching as the universe supports us and the dreams we build for ourselves here.
At the beginning of the year, we are being shown how significant 2025 will be for love. From March 1, 2025, until April 12, 2025, Venus, the planet of love and relationships, will be retrograde. Venus goes retrograde approximately every 18 months and hasn’t been retrograde since the Summer of 2023. With love taking a step back at the beginning of the year, we move through a time of understanding the emotional world better and letting go of trying to control outcomes here.
What Does 2025 Have in Store for Love?
It’s time to refocus your relationship priorities overall, and with this retrograde happening in both Aries and Pisces, Aries being the first sign of the zodiac and Pisces being the last; there is a chapter we are closing and a new one we are walking into.
Another significant factor that is influencing relationships this year, is Jupiter’s entry into Cancer. Jupiter brings blessings, abundance, luck, and expansion, and in water sign Cancer, brings these gifts to your emotions. Cancer rules emotional safety, foundations, close loved ones, family, support, and emotional well-being, and with Jupiter in this sign from June 9, 2025, until June 30, 2026, we experience blessings in stability within love. This is a good year for building stronger foundations in love, aligning with those who are loyal and supportive, knowing what you need emotionally, and being a lot clearer on it.
Letting Go of the Past: The Astrological Theme of 2025
Overall, the guideline for the year when it comes to love is to focus on the bigger picture and let things work themselves out without forcing them to. Magic will come in for you this year when you can assess your needs and wants, let go of illusions or smoke and mirrors, and focus on the things you want for yourself rather than what you don’t. Your focus and beliefs on love are the priority right now, and things will be coming full circle for the better.
Read below to see your personal 2025 love forecast. Read for your sun, moon, and rising signs.
What Does Your Zodiac Sign Say About Your 2025 Love Life?
ARIES
2025 is one of the more significant years for you, Aries. A lot of the major transits are happening in your sign, which includes Venus retrograde in Aries at the beginning of the year, Neptune in Aries from March 2025 until 2039, and Saturn in Aries from May 2025 until 2028. Not to mention, Chiron, the wounded healer is currently in your sign until 2027.
What this means for you when it comes to love, is that you have learned a lot about where you want to be here, and it’s the year to implement more of these tools and knowledge of the heart.
This year for love is about honoring your integrity and what you need personally to thrive in life and creating that space to let it in. You need someone who will be there for you through whatever you are experiencing in life and not someone who adds to these challenges. This year is a time of rising above, and choosing better for yourself.
TAURUS
2025 for you when it comes to love, is all about perspective and taking better care of your heart, Taurus. Uranus, the planet of change, rebellion, progress, and upheaval, has been in your sign since 2019, and this year you get a break from all of the surprises. From Jul. 7, 2025, until Nov. 7, 2025, Uranus leaves your sign and enters Gemini, giving your mind and your heart some time to breathe.
This year you are being given the opportunity to see things for what they are, rather than what you fear them to be. You are able to see your relationship dynamics clearer, allowing you to feel more confident in what you are building and creating for yourself in this area of your life. What you are working on this year is letting go of overthinking, and allowing things to play out the way they are meant to in love.
GEMINI
This year you are feeling in balance when it comes to love, Gemini. Relationships are important to you in life overall, as you are a relationship-oriented sign, but it can be difficult at times to keep the balance and perspective here. This year, with lucky Jupiter in your sign until June, you have the opportunity to be blessed with some fortunate circumstances personally and within romance.
You are feeling yourself this year, and this is attracting you success and new opportunities within love.
Uranus will also be in your sign this year from Jul. 7 until Nov. 7, and some surprises are in store for you. Pay attention to what happens in your love life during this period, as similar themes will be coming back around for you when Uranus officially enters its Gemini transit from 2026 - 2032. Overall, this year is about balancing what’s coming and going in love, and finding your peace within your inner confidence for it all.
CANCER
2025 for you, Cancer, is about stability in love. You are growing emotionally from the ground up, and are feeling a sense of support, confidence, romance, and receptivity in your love life this year. You are one of the lucky signs of 2025, and this is due to Jupiter, the planet of blessings, entering your sign from June 9, 2025, until June 30, 2026. While Jupiter is in your sign, your life expands and you are able to see the gifts of your world that may have been harder to come by previously.
This is a year of spending more time with your loved ones and feeling more heard and supported emotionally. Safety and security are especially important to you this year, and you are only entertaining the people who feel that way about you and provide that. Many Cancers will be expanding their families this year or developing a long-term relationship, and overall this is a year of feeling stronger when it comes to love.
LEO
When it comes to love this year for you, Leo, it’s about trusting your intuition and listening more to what your heart is telling you. There are not many major transits happening in Leo in 2025, which means there is a lot of room to grow, but you may be feeling a lack of support or encouragement to do so. A lot of Leos are taking a step back to look at where they are currently in love, and yearning for some change and a new direction here.
Neptune will be in your 9th house of adventure for most of this year, and you are being asked to get inspired and do things differently, but don’t take unnecessary risks in love that may not serve you in the long run.
It can be easy to get lost in the fantasy of love rather than the actual reality you’ll live in here, and taking more time to understand yourself, your relationships, and the dynamics in your love life will be necessary. Overall, your heart is healing this year and you are moving away from the past and creating your new future.
VIRGO
This year when it comes to love, you are going through changes that are aligning you closer to your goals and dreams here, Virgo. You are focused on making things work that you want to see bloom, and also letting go of putting effort into people that aren’t reciprocating the same energy. With the North Node entering your sister sign Pisces and the South Node moving into your sign from Jan. 11, 2025, until Jul. 26, 2026, you are doing a lot of letting go over the next year.
However, with the North Node being in your 7th house of love, new doors and gifts are also opening up for you and your partnerships. The more you can let go of perfection and overworking your mind and your heart, the more blessings you will experience when it comes to love this year. In 2025, you also have two Eclipses in your sign, and there are overall a lot of changes Virgos are moving through this year. Your main guidance for love is to stand by the things that serve your heart and release yourself from what burdens it.
LIBRA
Love is coming to fruition for you this year, Libra. You have been through a lot in your personal life these past few years, and walking into 2025, you are ready for some positive change. This is a year of feeling in balance with your personal goals and dreams, and what you are experiencing romantically and financially as well. Relationship dynamics are serving you and your sense of abundance, and many gifts are coming your way in love this year.
With Neptune, Chiron, and Saturn all being in your 7th house of love, your love life and partnerships are the main focus for you in 2025.
You are moving through changes, overcoming previous obstacles, and bringing back the dreamy energy here. With Chiron in the 7th, you are still doing some healing of the heart, but with Neptune now entering, it all feels a little more romantic and spiritual at the same time. This year is about believing in the impossible in love, taking care of yourself, and allowing someone else to take care of you as well.
SCORPIO
This year is all about opportunity when it comes to love, Scorpio. You have your eyes on the prize and are focused on what you want for yourself, but also how you want to show up for love as well. You have goals and intentions that you are setting for your love life this year, and a lot of them reflect the passion and strength you are feeling as you enter the year. Vesta is in your sign this year until September, and you have a spark within you that is a magnet for success and love. You are walking forward confidently and are feeling inspired, sexy, and magical this year.
This is a very sensual and powerful year for you, and this energy is being reflected in the relationship experiences you are having. Jupiter also enters your 9th house of adventure halfway through the year, and there is something special about the trips you are taking and the risks you are taking in love. Overall, this is a year of doing things your way and attracting love to you through your inner confidence and charisma.
SAGITTARIUS
This is a beautiful year of feeling balanced and abundant in love, Sagittarius. There is a lot of energy coming in and you are giving a lot of love as well. This sense of synergy you are feeling within your love life this year has a lot to do with Juno, the asteroid of soulmates, in your sign from Feb. 19 - Apr. 15. Your people are coming in and you have options this year, Sag.
This is a year of feeling loved for the inspiring, outgoing, and unique being you are, and meeting more people who match your energy.
Saturn also enters your 5th house of romance this year, and you are learning a lot through your experiences with others. You are learning how to be more confident in who you are and what you want for yourself and also recognizing the importance of making more time for fun and playful experiences. This is the year to see love as a more light-hearted experience and to not take yourself too seriously.
CAPRICORN
You are letting things come to you when it comes to love this year, Capricorn. You are feeling beautiful, capable, and worthy, and you are receiving the gifts that come from this sense of confidence and patience. This past year, you were setting a lot of new goals for yourself and your relationships, and in 2025, you are experiencing the results of these efforts.
Jupiter moves into your sister sign Cancer from June 9, 2025, until June 30, 2026, and enters your 7th house of love, partnerships, romance, marriage, and harmony. Your love life and experience of it all are expanding this year, and benevolent Jupiter is sending blessings to this area of your life. This is a year of things coming full circle for you in love, and you feel less confused about it all and more sure of yourself and what is becoming for you here.
AQUARIUS
Love is a highlight for you this year, Aquarius. You are coming together with another, and many Aquarius’ will be forming new relationships or growing within a strong relationship. You are experiencing the fruition of your dreams in love, and are also able to heal and let go of past emotional experiences that have been overwhelming for you in the past.
The North Node enters your 12th house of closure this year, and you are motivated towards change, cleaning house, and releasing the cobwebs of the past.
You are walking into new emotional experiences with less baggage and self-doubt, and are experiencing a fresh start in love. This is a year of asking for what you need emotionally and receiving it. Love is coming in for you in harmonious and magical ways, and you are rewriting your story in love in 2025.
PISCES
You are moving through a lot of changes when it comes to love in 2025, Pisces. This is a year of closure, healing, and giving yourself a fresh start, and the way you enter the year will be a lot different than the way you end it. The North Node of Destiny enters your sign this year, and the South Node of Karma enters your 7th house of love. So, a lot of your focus this year is on your personal goals and path, and there may be some neglect or lack of focus on your relationships.
This can create some discord with those close to you, and your guidance for this year is to try to balance the personal successes and wins you are experiencing, with the love changes that also need your attention right now. Know that what leaves your life this year is being replaced by something better, and also know that your healing doesn’t need to have a timeline and you can take as much time as you need to grow. Overall, you are turning a new page in love in 2025.
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New year, new dating style. Courtesy of a former sugar baby.
Being a sugar baby had its (obvious) perks, but the most significant ones didn’t center around the material benefits. To date, I have a bigger appreciation for the lessons I’ve learned and applied them to my dating life.
Dating men of higher social status shortened my tolerance for a lot of things I was convinced were normal. I blamed the universe for attracting undesirable men when it was my fault for allowing undesirable behavior. An interesting dichotomy between those guys and sugar daddies was the treatment I accepted.
It was easier to put my foot down with men of opulence because their privilege meant there was no limit to meeting my desires. Plus, recognizing my own worth made them (the good ones) want to treat me with the same high regard.
I’ll admit you don’t NEED to be an SB to enhance your dating style, but that’s the path I journeyed. It taught me how to be gracefully tough on men based on the simple fact that I’m invaluable. I’ll never convince anyone to be an SB, but feel free to pick a few gems I learned that might take your 2025 dating style to the next level.
Don’t overdo it by showing gratitude.
Let’s stop praising men for the bare minimum.
Yes, it’s okay to make a man feel affirmed but don’t let those affirmations come off too intensely, especially for things that require minimal effort. Don’t tell him about your ex never opening the passenger door for you, don’t brag about him being "The One" because he texted to make sure you got home safely, and most definitely don’t offer up the cat just because he paid a $150 dinner bill (give it because you want to, not out of obligation).
To be honest, I barely even say thank you when a man finds me attractive. “You are so beautiful.” I would respond, “Aww, you’re so sweet.” When he holds the door open, I graze his arm and smile.
Showing too much excitement about the bare minimum strokes his ego and draws a ceiling, which he doesn’t feel he needs to surpass. It tells him you’re not used to regular treatment, so you’ll be grateful for anything. Why do more than necessary? I like my men reflecting at the end of our date, thinking, “What can I do to impress her?”
Don’t stop having manners, though. Just keep it simple and move on.
There’s no such thing as “dating for potential.”
Hold my hand with this one.
There comes a time when the word “potential” shouldn’t be a part of your dating vocabulary. It’s nothing more than the encouragement of false hope. He’s not flaky with time because his schedule is too busy between balancing family and work. It’s because you’re not important enough to prioritize making time for.
He’s not stingy on dates because he’s having a rough time handling all his financial responsibilities. It’s because he’d rather spend his money on things that don’t involve you.
Trust me when I say men don’t date with potential in mind. Many of them hold themselves in very high regard with an “I can do better” mindset, and so should you. There’s A LOT of weight in the saying, “If he wanted to he would.” So stay away from Mr. Shoulda Coulda Woulda because, at the end of the day, he didn’t.
*P.S. If he ever says he doesn’t deserve you, he’s not being sheepishly humble. Take his word for it and run.
Do NOT be afraid to say no.
How many times have you put yourself through something you didn’t want to do based on feeling obligated? You compromised yourself in order to please the person you’re dating because it seemed like the easier option. Let me just remind you of the old saying, “Nothing good in life comes easy.”
I like comparing men to children, not to demean them but to draw similarities. Children often like to push and see how much they can get away with until the parent says no. Once you allow them to get away with one thing, they’ll nudge the limits to see how often they can skate by.
Dating is just like this. Get comfortable giving rejection. It can be an uncomfortable concept for some, so consider saying no and following it with a light reason. For example, “Do you want to come over and watch Netflix?” “No, I don’t feel comfortable going to strangers’ houses.” If his response is anything but understanding with a Plan B, on to the next.
Those boundaries were created to protect you. Any man who respects you will respect them too.
Don’t lay all your cards on the table.
When a man asks, “So what exactly are you looking for?” The vaguest response comes to mind.
It’s a common mistake to think men (not all) ask questions for unselfish reasons. That one, especially, is basically like asking for cheat codes to a game. Describing your idea of a perfect man, dating intentions, etc. allows him to know who he needs to morph himself into in order to get what he wants. Enter love bombing, physical intimacy, delusions of potential, then ghosting.
I’ve said the below on a few first dates and wasn’t surprised by how quickly the guys weeded themselves out.
"I’ve been having fun figuring things out as time goes on. There are times when I love going out to meet new people and times when I love cuddling up on the couch. It depends on how I’m feeling.”
I just said a whole lotta nothing, leaving it up to him to decipher. It’s open-ended, which forces him to show his intentions and let things play out naturally with as little manipulation as possible.
The first date defines how he views you.
This is where all those conversations leading up to this day come into play.
The perfect first date doesn’t only have to consist of 5-star dining and lavish wine collections. Those are merely perks. The perfect first date is valued based on how much effort he put in to show he’s been listening.
You’ve been dropping subtle hints that tulips are your favorite flowers. Did he show up empty-handed? You shared your discomfort with driving to far places at night. Did he book a 9 p.m. reservation somewhere 30 minutes away? You told him about your new venture into veganism. Did he take you to his favorite steakhouse?
These aren’t small things and they’re DEFINITELY not things for you to take on as a challenge. These could be easy signs of a life full of selfishness and laziness if shrugged off by the belief you should be satisfied with him making time for you.
Will taking my advice find you a husband faster? Who knows? But, ultimately, dating isn’t supposed to be an earnest search for a man. It should be a time of personal growth while sorting through experiences to find a partner who will appreciate the valuable woman you are.
Having high standards for yourself doesn’t make you difficult or unreasonable. To the right man, it definitely won’t make you undateable. Like I said before, nothing good in life comes easy.
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