love lessons from the best of the 90′s (and beyond)

Sometimes the best love lessons are right in front of your eyes–or, in this case, on your television. Whether you find yourself saddled with a moody poetry writer, tasked with snagging the cutest guy at school or considering ahem, jumping ship, I’m convinced we can learn all we need to know about relationships from 90′s entertainment (and a bit beyond). Here’s a simple (and OK–sometimes sarcastic and sassy) breakdown:



It’s like, totally OK to love your step brother: If Clueless taught us anything, it’s this: that cute guy you have your eye on? He’s probably gay. But no worries, because as it turns out, your adorable, slightly boyish step-brother-but-not-really-step-brother is like, totally is crushing on you. Pass up on love just because some silly law says it so not OK? AS IF!




Don’t play dumb, just be a bitch: Forget faking dumb at algebra to get a guy’s attention–being a bitch is really where it’s at**. In girl world, it’s all about putting your Aaron Samuels in his place. Tell him his hair looks sexy pushed back, then go hook up with his teammate in the projection room above the auditorium. If it’s a Wednesday, make sure you wear pink. Before you know it, guys within a three mile radius will be clamoring for your attention. Four for you Glen Coco, you go Glen Coco.





Hint–nobody likes a train wreck: Having one glass of wine too many and getting giggly with your guy? Cute. Popping pills and passing out in an alleyway in Tijuana? I’m going to go with not cute. The damsel in distress act gets really old, really quick, so get your stuff together girlfriend. Even Coop eventually lost Ryan Atwood (it took like, a zillion seasons, but it happened). I mean, the guy comes from Chino–it’s hard to scare him away. Word to the wise: harness your crazy, ASAP.





Get the heck out of your comfort zone: As Titanic proves, the love of your life (or at least the love of your cruise) may be laying right outside the border of your comfort zone. Dance on a table, spit like a man and don’t write anybody off–you never know, a “steerage rat” maybe actually turn out to be your prince charming. Any guy who says he’d jump if you jump is a keeper. Just please, at least share the couch equally when you cuddle up–there was room for two on that damn door.




Sometimes, it’s OK to hate the one you love: Yes, I said it. It’s OK–normal even. But remember: there’s a difference between like and love. I like my Sketchers, but I love my Prada backpack. Prada backpack-style relationships have a certain ebb and flow…there will be fights and moments where you really just can’t stand each other, and other magical times where things will fall together perfectly. Hate his cooking, hate how he never wears socks, hate eight, nine, even ten things about him. But don’t hate eleven. Hit eleven, and you’re screwed.





Sometimes, all it takes is a little mascara: Take it from Laney Boggs–a little makeup can go a long way. It’s not so much about making yourself look pretty enough for a guy, it’s more about making yourself feel pretty. So what if it takes you a few coats of mascara and a fresh blow-out to feel up-to-snuff? You’ll walk down those plush carpeted stairs feeling like a babe (to the tune of Kiss Me, naturally) and take his breath away.





It’s OK to be the nerd: Or the quiet one, or the virgin, or the worry wart or the dork. Just be you. Nothing is less attractive than someone who screams “trying too hard” and an authentic Josie Grossie will win out over a Phony Phoebe any day. It really is true what they say–there’s a Mr. Coulson out there for everybody. Just uh, make sure he’s not really your teacher. Outside of Never Been Kissed and Pretty Little Liars, that’s pretty illegal.





Be with your Bee Eff Eff: It all boils down to this–at the end of the day, just be with your BFF. It doesn’t matter if it starts out as a Friends With Benefits situation or a full-blown pedal-to-the-metal love affair. What matters is this: you can laugh, cry, yell, argue, celebrate and commiserate together. You have just as much fun making a blanket fort as you doing taking in a ball game or heading out for a fancy dinner. He knows you suck at all forms of Xbox and doesn’t care. You know he only pretends to give a crap if coral or red lipstick match your outfit better. Turns out, guys and girls can be besties–they just usually happen to be sleeping together.



**Obviously, I know being a bitch isn’t where it’s at!

  • Alison

    Ten things I hate about you was my favorite movie during high school! These are great lessons:)

    • Alyssa

      Seriously, such a classic. So awesome!

  • Amy Fohr

    This is too cute!

    xx Amy

    Leopard and Lillies

    • Alyssa

      Thanks, Amy!!

  • Olivia TLGOY

    I am in love with this post, not only did you happen to mention some of my all time fav movies (10 Things I Hate About You..CLASSIC!) but your commenting was hilarious!

    xo Olivia

    This Looks Good On You

    • Alyssa

      Aw, you’re making me blush…thank you!!

  • Always Maylee

    Hahah, I LOVE this post! So funny. And seriously, all valid lessons on love. :)

    xo, Yi-chia
    Always Maylee

    • Alyssa

      Haha so true…thanks, Yi-chia! :)

  • withluckblog

    hahah this is an awesome post! And I’m so glad you brought up such an important point- there really was room for 2 on that damn door!! That part kills me. Use some common sense, Kate!

    With Luck

    • Alyssa

      RIGHT?! Every time I watch it, it makes me angry. Jack was like 90 lbs too, it’s not like he would have sunk things!

  • Allyssa

    This post is hilarious! You chose some great movies :)

    • Alyssa

      Thanks, Allyssa!

  • AshNFashn

    Cute post… some of my favorite movies and tv shows!

    xo Ashley

    • Alyssa

      Thanks so much, Ashley!

  • Kristina Anderson

    Ohmygosh I love this post. Now I want to watch all of my favorite ’90s movies again, where did my DVD of 10 Things I Hate About You go?!


    Kristina does the Internets

    • Alyssa

      Such a great movie–I really need to get it on DVD!

  • Elle

    Amazing!!! I totally want to re-watch all of these today since I’m stuck at home sick in bed. I almost forgot about the OC and I’m pretty sure I have at least the first few seasons on DVD somewhere!!

    • Alyssa

      I have season one and I’m pretty sure we can find the rest of the seasons online…I was so crazy about it!

  • Olivia

    major nostalgia going on right now!

    go for the glam

    • Alyssa

      90′s flashback, right?! (Well, and early 2000s)

  • Rachel

    LOL this post is GREAT! Loving the lessons learned!

    • Alyssa

      Thank you, Rachel!

  • Sharon S

    How much do I love this post?! It was hilarious and has so many of my fav tv shows/movies :)

    The Tiny Heart
    Necklace Giveaway!

    • Alyssa

      Aw, thank you Sharon! So sweet :)

  • fromproseccotoplaid

    Amazing. LOVE this post!!! SO true. Have a great weekend, Alyssa! xo, Julie

    • Alyssa

      You are the sweetest, thank you Julie! Hope you had a great weekend :)

  • Gloria

    Ummm I’m sure I’ll be re-watching at least half of this list when we’re snowed in this weekend. Love!!

    • Alyssa

      Haha I feel ya–I did the same thing!

  • Laura @ Chaotic Domestic

    What a great post! So fun!

    • Alyssa

      Thanks so much, Laura!

  • Vogue and Heels

    Super cute post! So true.


    • Alyssa

      Thank you :)

  • Melissa Brown

    Haha this post is amazing! Made my morning :)

    • Alyssa

      I’m so glad :) Thanks for reading, Melissa!

  • chelsiemoss

    ummm…. amazing post! i heart you.

    • Alyssa

      Heart you, gf.

  • Baking in Couture

    Adorable. Total blast from the past. I loved it.
    Xo Inna

    • Alyssa

      Aw, thanks Inna xo

  • Lacey Garcia

    I love this post. Seriously. Fabulous idea.

    Dept of Random Thoughts

    • Alyssa

      Aw, yay! Thanks so much, Lacey!

  • Olga Zgonnik

    those are some of my fav movies! great post

    • Alyssa

      Thank you so much–glad you liked it!

  • Kaye Beeh

    LOL 90s was awesome. Honestly.

    • Alyssa

      So. Awesome.

  • McKenna Ryan

    I love this post!! Such a clever idea for a Valentines post. Happy weekend! xx. McKenna Lou

    • Alyssa

      Aw, thanks so much! xo

  • Melissa Graveline

    Hilarious. These are such classics. And who knew they were the answer to all our love woes?! While buried in snow this weekend, I’m going to have to rewatch as many of these as I can!

    • Alyssa

      Who knew, right?! Thanks so much for reading, Melissa!

  • Feathers & Freckles

    Now all I want to do is curl up on the couch with 90s flicks!

    • Alyssa

      Seriously! This snow storm could not have come at a more perfect time–I definitely watched more than a few of these!

  • chelsea sallee

    This post is hilarious! Have a fun weekend:)
    xx, Chelsea

    • Alyssa

      Thanks so much, Chelsea. Hope you had a great weekend!

  • Dina Karivalis

    Maybe my favorite post you’ve ever done! Love this, and all these 90′s love lessons. I spent many a Firday night in high school learning what (not) to do from these movies! xoxo Have a great weekend!


    Sweetest Somethings

    • Alyssa

      Haha thank you so much, Dina!

  • FierceandFashionable

    Ah! I love absolutely EVERYTHING about this post, gave me a good giggle and walk down movie memory lane! :-) Love it!

    xx Michelle

    Fierce & Fashionable

    • Alyssa

      Perfect–that’s exactly what I hoped it would do :)

  • Lauren

    This was adorable. LOVE it!

    • Alyssa

      Aw, thanks Lauren! xo

  • Stephanie

    Great post! Cheers to the 90′s! :)

    • Alyssa

      Yay–cheers! ;)

  • Bree

    Oh my gosh this may be my favourite post ever! LOVE all these! Man to be back in the 90′s as a 90′s kid… those were the good days! I love all your lessons, they are simply HILARIOUS

    • Alyssa

      Haha thank you! I loved being a 90′s kid–it was the best!

  • Dani Shapiro

    So funny! I love every one of these movies, especially Clueless! Paul Rudd is so TOTALLY a Baldwin!

    • Alyssa

      Haha LOVE that you pulled out that reference, Dani!

  • Alyssa

    Aw, I’m so glad :) And yes, never been kissed is amazing–and hilarious!

  • Melissa

    What a clever trip down 90s memory lane! So many of my all-time favorite movies, with a wonderfully cheeky twist!

  • Stephanie @twenty-something

    Impressed that you actually hit on ALL of the greatest 90s movies and now you have me wanting to watch them all! Looks like John is in for a trip down memory lane tonight…anyway I totally love this post and what great advice you gave too. These things are all important parts of having a great relationship and I especially agree with your last point about being with your best friend. The mascara tip is good too – it can be easy to kind of let yourself go when you’re living with your boyfriend (I’m totally admitting to this right now) so it’s important to remember to step it up a notch every once in a while!


  • Jenee C.

    OMG I just had a major trip down memory lane! I think you pretty much covered every single 90′s movie that I loved. Gee it’s great being a 90′s kid. Absolutely loved your witty writing too. Don’t know if you’ve noticed yourself, but your writing has been getting better and better! Sometimes I forget that it’s not a magazine I’m reading.

    xx Jenee C.
    {camo meets couture}

  • Pingback: 5 Movie Inspired Valentine’s Date ideas (that won’t make you go broke) | twenty-something()

  • Leah

    This was a fantastic post! So well written and funny! I love that you included The O.C. too – that was my favorite!

  • Tasia of Ruffles & Sequins

    bwahaha this post is genius! Seriously, I couldn’t agree more. I need a movie night ASAP. I’m so impressed with the content on your blog! I’m really enjoying scrolling – can’t pull myself away :)

    Ruffles & Sequins || a style blog

  • Erica | cupcakes+coffee breaks

    This post is brilliant! I couldn’t have said it all better myself hahahah. What is UP with television!?