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Valentine's Day: My Best & Worst Dates

Feb 13, 2012 at 10:00am by Lauren Conrad


Valentine's Day is fluffed up with a lot of expectations. Between chick flicks and seasonal advertising we're lead to believe men become intoxicated by some mysterious love punch and happily perform miraculous feats to profess their love for the ladies in their lives. I beg to differ... While I've had my fair share of fairytale Valentine's Days, I've also had a couple not-so-noteworthy ones too. Today I am going to rehash the best Valentine's Day I ever had as well as the worst...

(Note: All suitors will remain anonymous.)
6837153789:Yahoo:photo

The Best Valentine's Day: The best Valentine's Day I ever had was simple and sweet. My guy met me at my house after work and told me to put on comfy shoes. I wasn't sure what the mystery date could possibly entail, but I went along with the charade. Next thing I knew, I was blindfolded and sitting in the passenger seat of his car as we drove up into the hills along the coast. Once we got to the destination, he guided me up a small path (still blindfolded). When he took off my blindfold I found myself surrounded by dozens of candles along with a picturesque picnic complete with my favorite flowers and food from my favorite restaurant. Simply put, it was a magical evening–unexpected, sweet, simple and absolutely perfect. Definitely a tough act to beat if you ask me...

The Worst Valentine's Day: A while back I was dating a boy and made the executive decision to take Valentine's Day into my own hands. I decided to surprise him with dinner at his favorite restaurant. Before dinner, I went and decorated the table–I set up all my presents and had a whole night of festivities planned. I had him meet me at the restaurant and when he showed up...he was drunk! It was really lame.

Tell me about your best and worst Valentine's Day stories in the comments below. (I'd love to know I'm not the only one with a not-so-lovely Valentine's Day tale.)

XO Lauren

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    83 comments

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    • Lena Lowiens
      Lena Lowiens
      Feb 14, 2013 at 12:36pm
      0 0
      My worst valentines day. It is today, my big lover has started a relationship with a some other girl, me crying. The boy who I have a relationship with, I broke up with him. Today. I don't like it ):

      My best Valentine's Day is yet to come, I hope it's a lot better than this year! Luckily I always have my dear friends, and even this cute Lauren Conrad site to me a little to cheer.
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    • Lena Ameri
      Lena Ameri
      Jan 31, 2013 at 1:15am
      0 0
      Aw that's a cute story!!! (the first one!) I LOVE LOVE LOVE valentine's day so all of my have been great. The trick is to only spend it with someone you care about. I've spent it with a boyfriend, with a best friend, and with my sister, but every single year it's been a memorable day because I did something fun with someone that meant something to me in my life whether that is in a romantic way or not. Love in all it's forms is priceless!

      Ill be doing a valentine's day series for the next two weeks, you should check it out!
      http://www.liveitmag.com/
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      su shu
      Jan 30, 2013 at 3:52am
      0 0
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    • Autumn
      Autumn
      Jan 28, 2013 at 12:13am
      0 0
      This year is actually the first year I've had a boyfriend on valentine's day. Interesting lol. We have been together for almost a year, and there have been so many ups and downs. I am making him a 52 deck of cards with "52 Reasons Why I Love you". I'm really excited to see the turn out on those. I am also going to make him a fabulous dinner and dessert which will be ready right when he gets home from work. I'm really hoping all goes well.
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    • Sue
      Sue
      Jan 27, 2013 at 1:39pm
      0 0
      The worst Valentine's I've ever had is when I was dating a guy who lived three hours away from me and he came down for this very special day. We spent the whole day inside, ordered food, talked, watched tv, and other things..lol. Then he left around six with a sweet kiss and his shirt inside out. lol! I found out a week later that he hooked up with his ex girlfriend that night.

      My best Valentine's day was last year, and we are still together. We had only been going out for a few weeks and he said he was really looking forward to it and he didn't want to blow the surprise, despite my constant begging for hints. He told me to dress nice and so I resorted to my reliable short black dress with black and yellow heels, and my yellow stud earrings. He also told me to bring a change of clothes, something comfortable. He picked me up and we went to dinner, a nice fancy place and had a great time, but I know him better then that, he was wearing a tux, which he never did (we had been friends for a long time and he wasn't what you would call "formal"). So after dinner he left me on the curb and gave me a piece of paper with directions. I took it and looked it over, it was like a scavenger hunt list and before I could ask he took off! I was stumped but soon started following the directions and before I did I went into a bathroom and changed into my other clothes (thank goodness I brought comfortable shoes because this list took me all around town!!) Inside the letter was also his credit card! lol I had fun!! I ended up with shopping bags and the most delicious desserts at an old pool hall. There was a sign on the door that said "Enter if you're my Valentine" lol! so I entered and inside it was empty except for all these Vday decorations and on the pool table (which was covered in a red tablecloth) there was a bottle of wine and two glasses with it and he put on some music and we danced for like two hours. We ended up falling asleep on the pool table and in the morning the bartender came in and said "Okay you rented it for the night, you love have to leave now, the hungover people come in now." So that's my favorite Vday memory!! Thanks for reading!
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    • tiffany newman
      tiffany newman
      Jan 26, 2013 at 9:32am
      0 0
      the best v-day date i had is when me and my boyfriend went to time square in nyc it was really sweet because me and him went to all the stores and he got me flowers and there were beautiful to feel like a queen
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    • Aja Doe
      Aja Doe
      Feb 24, 2012 at 5:08pm
      0 0

      I've only celebrated one Valentines Day my entire life, to be honest (and that was a few months after I started dating my now-husband). We just went to dinner and a movie. Sounds kinda dumb but we both can't stand waiting and are both quite casual, so we ate dinner at the "Huddle House" (they make awesome omelets lol). The movie in question was "Valentines Day". It meant a lot to me because before him I never had a boyfriend over Valentines Day (and yes on purpose).

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    • lakebaby
      lakebaby
      Feb 16, 2012 at 9:20am
      0 0

      i like the part about how Valentines Day is full of expectations. We expect men to perform some kind of cliche movie miracle; but that is rarely the case in real life. (at least for me). The best Valentines Day for me was when I was single; but not-officially-with the guy who I've been seeing on and off for 5 years. At this point in time we were just "friends" and celebrated Valentines Day by going to a sports bar for lunch which turned into a midday, impromptu bar crawl. It was an amazing day just the two of us - no relationship drama or hassle or disappointing gifts. I'll never forget it!

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    • supartita
      supartita
      Feb 14, 2012 at 2:23pm
      0 0

      I never really had the best Valentine's Day (yet). But I have a couple of funny one. One year when I was in college, the flower deliver man knocked on my door with a giant flower arrangement. He begged me to accept that flower for my neighbor who wasn't home. Although it wasn't ideal to keep someone else's flowers and admire them for only an hour or two, I played along. The year after, the exact same thing repeated again! Only this time, I didn't have the chance to even hold the flower because tadaaaa! my neighbor came. The delivery man quickled said "oops there she is! Ok never mind then, thanks!"


      My worst though was when my date took me to dinner only to complain about his food the whole time. It was very unbearable to hear him whining and complaining, the point that I offered him my food because he said mine looked better. I went home hungry.


      http://lavishtone.blogspot.com/

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    • supartita
      supartita
      Feb 14, 2012 at 2:21pm
      0 0

      I never really had the best Valentine's Day (yet). But I have a couple of funny one. One year when I was in college, the flower deliver man knocked on my door with a giant flower arrangement. He begged me to accept that flower for my neighbor who wasn't home. Although it wasn't ideal to keep someone else's flowers and admire them for only an hour or two, I played along. The year after, the exact same thing repeated again! Only this time, I didn't have the chance to even hold the flower because tadaaaa! my neighbor came. The delivery man quickled said "oops there she is! Ok never mind then, thanks!"


      My worst though was when my date took me to dinner only to complain about his food the whole time. It was very unbearable to hear him whining and complaining, the point that I offered him my food because he said mine looked better. I went home hungry.

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    • Angela Filicicchia
      Angela Filicicchia
      Feb 14, 2012 at 11:23am
      0 0

      My worst Valentine's Day was a couple years ago when I was bartending at a TGI Friday's. I had a crush on one of my fellow bartenders. We had hung out a few times and flirted at work, but I he had never officially asked me out. Two old men (and when I say old I mean like senior citizen) consistently came in to see me and grossly flirted with me, but I would always play along when my crush was working just so he could see the I was desirable. The men called themselves Wild Bill and Randy Ron! Valentine's Day came and I was excited that we were working together that day. As I came into work that day I saw a dozen pink roses, balloons, and a box of chocolates on the bar. My heart skipped a beat as I thought today would be the day my crush noticed me back, only to find Wild Bill smiling and waving at me. Out of the corner of my eye I saw my crush laughing at me in the corner! He never did ask me out.

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    • Tiffani Stuart
      Tiffani Stuart
      Feb 14, 2012 at 10:26am
      0 0

      Lauren- Your "worst" Valentine's Day Date sounds like a story from LA Candy... smiley-wink.gif

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    • Cassie Martin
      Cassie Martin
      Feb 14, 2012 at 7:19am
      0 0

      lol. oh jason.

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    • Heidi Culverwell
      Heidi Culverwell
      Feb 14, 2012 at 4:43am
      0 0

      Hi Lauren,


      My guy has bought me the box set of The Hills! It's nice to know he takes notice haha


      Xx

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    • Ana Castilho
      Ana Castilho
      Feb 14, 2012 at 3:42am
      0 0

      Everytime I was dating, my valentine's days were amazing!


      http://www.patcandytips.com

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    • annya lix acevedo
      annya lix acevedo
      Feb 14, 2012 at 3:23am
      0 0

      Happy Valentines to everyone!!<3


      http://annyalixbeautyfashiontips.blogspot.com/

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    • Monica Castillo
      Monica Castillo
      Feb 14, 2012 at 12:08am
      0 0
      Sadly I've never had a spectacular valentines day, but nothing horrible either! Nice dinners, flowers, jewelry, and sweet cards. It's my favorite holiday and I always go above and beyond for people, but I've never quite received the same in return. it's not about the money...it's about the creativity and thought that goes into the gift/surprise!

      The worst would probably be the year I started crushing on my friend. I asked him to be my valentine. He said yes. I bought him a gift and everything but I never heard from him. So I ended up buying myself flowers, and exchanged his gift for something for me instead. He later apologized and said he never celebrated valentines day. He is currently my boyfriend of almost 4 years. I've had to train him and he is still learning! :)
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    • Bev
      Bev
      Feb 13, 2012 at 8:50pm
      0 0

      Drunk date.... LAMMMMME!! What a loser! That's when you leave him there to sleep his drunkness off by himself on the table.. with hopes his hair catches on fire from the candlelight LOL. glad you didn't settle with that fella ;)

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    • Liesl
      Liesl
      Feb 13, 2012 at 7:27pm
      0 0

      I've never had a guy "go all out" for me for Valentine's Day, but it doesn't bother me much. My man does small, nice things for me every day, which to me, is romantic as hell.


      Happy Love Day, everyone! <3


      Liesl xxx


      http://pretty-random-things.blogspot.com/2012/02/happy-valentines-day.html

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    • Emily Pohlman
      Emily Pohlman
      Feb 13, 2012 at 7:18pm
      0 0

      I'll start off with my worst Valentines day. It would have to be just not having a Valentine. I have yet to have a bad one.



      My favorite one would have to be when my boyfriend had come over that morning and left a note in my car, that I had no idea about. After about an hour he called me and told me to look at the note and then follow the note said. He took me on a scavenger hunt through notes he left at certain places, such as, where we first met, where our first kiss was, and so one:) The last note took me to a park where he was waiting for me with a picnic and presents. It was amazing and I will always remember it:)

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    • j008
      j008
      Feb 13, 2012 at 7:10pm
      0 0

      My boyfriend one year made a menu for me to choose from, it had an appetizer, main course and desert. I got to choose an item from each and he made me dinner. It was simple, but cute.

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    • Shellz
      Shellz
      Feb 13, 2012 at 6:10pm
      0 0

      Lol at the worst date dude... mann that'll suck!



      http://www.shellzdoll.com/2012/02/13/dupe-that%E2%9D%A4-mac-lipstick-vs-revlon-lipstick/

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    • Jacalyn Johnson-Alviza
      Jacalyn Johnson-Alviza
      Feb 13, 2012 at 5:19pm
      0 0

      My best could have been a worst. About 12 years ago on Vday eve, I got called to the hospital ER. I was a rape advocate & a woman that night was raped. I had to meet her at the hospital and be her advocate while they did the physical exam. I got stuck there into mid morning on Vday. I got home and my boyfriend was waiting for me. He had come home to surprise me with breakfast in bed, but I wasnt there. He thought I was just sleeping in and wanted to wake me with a tray of breakfast. When I got home all dirty from the ER, he had a tray of dried out breakfast. He asked me to close my eyes and he handed me a vase of flowers and told me to open my eyes. When I did, he was on one knee and proposed. Best Valentine's day, but I am sure that was NOT what he envisioned as the perfect proposal. It def makes for an interesting engagement story, though.

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    • Suzy Zhang
      Suzy Zhang
      Feb 13, 2012 at 5:10pm
      0 0

      aww that was a really magical date :) as for the second one.... i'd rather not say... :P


      http://highprofilehighexpectations.blogspot.com/

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    • Cassandra Wood
      Cassandra Wood
      Feb 13, 2012 at 5:07pm
      0 0

      In the best date you said "my guy", in the worst you said "boy". Makes sense. :)

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