Hey everyone! I’m Jenn, and you can find me over at my little piece of the web, you’ll grow to love me (seriously, you will. Don’t ask questions.)
When Rebekah asked me to guest post, I asked her what she would like me to write about. She answered “BOYS”. I suppose as the token single girl AND as the token college girl, I’m expected to have lots of stories about boys.
I thought about telling you all about the time that I got dry-humped, but that story has been told (complete with illustrations.)
So since Rebekah is in Florida with her boy, I decided to write about the time that I went to Florida with a boy.
My last relationship was about two years ago, and about this time in 2008 we decided we had had enough of the Boston winter and were going to jetset down to Florida and bask in the sun (where I proceeded to do a little too much basking and not enough sunscreen-applying.)
Neither one of us had ever traveled anywhere with a significant other, and we were both a little nervous. We ended up having a great time though, and I learned a few lessons along the way.
- Make sure your partner is a “good traveler”. You don’t want to be THAT COUPLE that holds up the security line or throws a tantrum when United says your bags are going to cost $100 to check. You want to be with the man that calmly and patiently sorts out the problem with the rental car (and you want to be far far away while he does it, TRUST ME.)
- Wear sunscreen. It doesn’t work so well when you’re burnt by the end of the first brunch. (Believe me when I say that hotel room activities are not as enjoyable when IT HURTS TO MOVE.)
- Splurge. You’re on vacation! Go to the delicious Brazilian steakhouse for dinner and consume more wine than you ever thought possible, even if it means you skip breakfast the next morning.
- Prepare yourself for the bathroom. All of the bathroom sharing you do while spending the night at each other’s places is nothing compared to when you discover that your man is “dropping the kids off at the pool” while also talking to his mom on the phone.
- Take lots of pictures — just don’t put them on Facebook. I know you want to show off your tan to all your friends and make them jealous of the warmth you were in, but I guarantee that you’re going to want to burn every single one of those pictures when you break up and they only serve as a reminder of that time you went on a romantic getaway with that dbag that broke your heart.
Anyone else have any advice or lessons-learned when traveling with a significant other?






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The most important thing I’ve found when traveling with someone (anyone!) for the first time is just to figure out whether your styles of spending time on vacation are compatible. Like, I’m all about hanging out in cafes and reading lots of books, whereas my ex loves to see the sites and take every tour known to man. Had we known that in advance, we definitely would have planned differently.
Aww, sad that you’re so cynical about sharing vacation pictures, though. I say might as well take all the pictures you can and share them with the world, and just hope the relationship ends well, if at all!
That Kind of Girl´s last blog ..TKOG Who remembers to say thank you
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By That Kind of Girl on 01.16.10 12:27 pm | Permalink
Let’s see… I just learned that you and the boy should not leave the hotel room unless you BOTH have your cell phones, no matter how weak the signal or low the battery.
And that when he’s sloppy drunk, he does NOT need to be near the ocean.
Rebekah´s last blog ..A Post About Boys (because who doesn’t love those?)
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By Rebekah on 01.17.10 8:26 am | Permalink
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