Five Takeaways From The First Episode Of The Last Season Of 'Insecure'
Sunday night was filled with watch parties, buzzing group chats, and never-ending social media posts all in celebration of the beginning of the end to HBO's Insecure. From debates surrounding friendship and relationships to healthy discussions around therapy, postpartum, and office culture, Insecure explored it all, and in a way that felt authentic and incredibly familiar. And while I'm a lover of many different types of television shows, I can honestly say Insecure is just different, special.
And I think I speak for a lot of us when I say as excited as I was for it to come back, I'm just as sad for its approaching end. But, if the first episode of season five is any indication of what's to come, they're definitely going out with a bang. And by that, I mean an emotional bang. Because this first episode was a lot to digest. By the way, I'm about to drop a lot of spoilers so if you haven't watched, head to HBO Max and then come back. But, for those of you that are caught up, here are some of our takeaways from the season five premiere episode.
1.Looking back helps you move forward.
There was something so uniquely beautiful about the cast going back to Stanford (Issa Rae's actual alma mater) for their 10-year reunion. It showed them in a way we kind of always imagined, walking through campus, talking, laughing, and making the memories that formed the relationships we've seen throughout the show. I also have to believe it served as a really good reminder of the things the characters may have previously wanted out of life and how some of those things may have changed while others stayed the same.
For example in this episode, Issa Dee commented on how since Tiffany and Derrick's first date, everyone knew they were a match. And now, here the married couple was walking together happily on the same campus. On the other hand, there's Issa who, while in school, thought she'd become a lawyer and open a firm with Molly, yet there she was excitedly waiting to speak on a panel about being an entrepreneur.
Sometimes looking back allows you to remember the things you wanted, celebrate the things you have, and re-evaluate what's next.
2.It's OK to take meaningful risks.
Issa admitting that she’s unsure if she’s on the right path is real AF.
— Shanelle Genai✨ (@shanellegenai) October 25, 2021
Like even with the best of planning, the reality is we’re all really just winging this shit.
Sometimes it works, sometimes it doesn’t and we have to pivot. Whew.. #InsecureHBO
Pretty early in the episode, we learn that Issa has been flewed out, thanks to her alma mater, and is on a special panel to talk about her new company, BLOCC (Black Life Opportunity, Culture, and Connection). However, when she stutters over what the acronym stands for, it becomes apparent that she's still ironing out the kinks. Nevertheless, during the panel, she's asked many intimidating questions like, "What's the biggest lesson you learned on your journey?" and "When did you know you were on the right path?" And for a moment, we see Issa appear uncomfortable after making one of those awkward yet hilarious outbursts we've grown accustomed to hearing.
But, then she does something else, she shares a transparent truth, that's she's not sure that she's made the right decision and wonders if she's wasting her time. And while that response may not have been a hit with the panel audience, it resonates with Insecure's. Because, thanks to layoffs and toxic office cultures coupled with social media's need to appear like we have it all together, many Insecure viewers know all too well about having to change career paths. And there's something so freeing in embracing uncertainty and chasing true fulfillment.
3.Some bonds are forever.
As we know, Insecure always starts a lot of conversation. I mean, one of the best things about the episodes is the gender wars and Twitter threads that appear after they air. But, one pretty clear thing is that this show is full of passionate relationships. And I don't just mean romantically. Issa and Molly's friendship has been a highlight of the show, and when season five begins, we're not quite positive where they stand. I mean sure, they seem friendly, but they're supposed to be best friends.
Friendly isn't really a word I'd use to describe the chemistry between best friends, it's supposed to be much deeper and more comfortable, but the two are clearly putting forth an effort to fix it. However, when they're at gunpoint holding onto each other (thanks to that shady Cheyenne) and later belting out in laughter, it becomes apparent that they have a forever connection. That's how it is with some people. You can go a long time without talking or even suffer hurdles in the relationship, but you're still always going to care for them, and I think Issa and Molly are a really good example of that.
4.Friends can be your soulmates, too.
Kelli deserves all the validation because she actually is the best friend to all of them. #InsecureHBO
— stacey.cash (@staceynicole__) October 25, 2021
One of the things I really liked about this episode is that we learned even more about Kelli. Because while she's one of my favorite characters, I don't know as much about her as I do the others. And when the girls are in the car before all hell breaks loose, Kelli irritably shares an authentic truth: she feels like everyone only sees her as the "funny friend." And while the rest of the characters laugh, Tiffany looks at her sympathetically.
To me, that moment spoke to their relationship. Because sometimes when it seems that everyone else doesn't understand you, the person who truly gets you, always will. And at the end of the show when Tiffany verbalizes that emotion to the group by saying "she's my soulmate, sorry Derrick," as she apologizes to her husband, it was just a beautiful reminder of the people in my life I'm thankful for. And that sometimes, friends can be soulmates too.
5.Trust your gut.
They ain’t never gon just give us a happy & healthy Lawrence & Issa. It’s always something #InsecureHBO pic.twitter.com/oWpnayD7gI
— Queen Ky (@CurlyKeekz) October 25, 2021
Whew, this one was hard to type. Because I'm one of the people that is rooting for Issa and Lawrence to find their way back to each other. Now, I know it's been quite messy and he has a whole side baby now, but they clearly love each other! Still, if there's one thing this life has taught me, it's to trust your gut, intuition, or vibe – whatever you want to call it –it's there for a reason. And when Issa was riding in the car with Lawrence during that final scene, it was obvious there was something major she needed to get off her chest. And whether the decision to end things is temporary or permanent, it's good to know she trusted herself.
Who knows what would've happened if she stayed when she truly wanted to leave? Maybe she would have cheated on him again, maybe she would have ruined their relationship altogether, or even formed a wedge between him and his child. Now, I know that may have gone too far, but my point is it reminded me to always trust myself, even if it's difficult or uncomfortable to do so. Because you never know what the repercussions may be. Still, I hope they find their way back to each other.
But maybe she can grab dinner with Daniel before that because I'd like to see him on-screen one more time. (smiles)
Featured image by Giphy
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Kirby Carroll grew up in VA but now calls Atlanta, GA home. She has a passion for creating content and helping brands grow through storytelling and public relations. When not immersed in work, you can find her sipping a mimosa at brunch or bingeing a new TV drama on Netflix. Keep up with her on social media at @askKirbyCarroll.
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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