Tag Archives: romantic weekend

15. If your married boss asks you to take pictures of him naked, don’t.

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Yes, that really happened to me and boy, was it surreal. Needless to say, I didn’t take him up on his offer and things at the office hwere more than a little awkward after that. Oh and whatever you do, don’t go out with married guys, especially if they’re your boss. Just don’t go out with married guys in general. No matter how often they ask. Even if they offer to take you away for the weekend to some really cool place you can’t afford because you’re trying to pay off your credit card debt (see post #6, “Lots of credit card debt is no way to go through your 20s”). Not my finest moment, but I did go away to Mexico for a weekend with another boss who was married and beyond persistent. The affair didn’t last long and I lost my job because of it. What can I say? I was only 27 and the guy wined and dined me and told me I was the most wonderful thing in the world. But it didn’t change the fact that he was married and had three kids. Had the affair continued, I would have been alone at Thanksgiving, Christmas and New Year’s Eve, not to mention Valentine’s Day, while he was spending time with his wife and family. I’m so glad that I never had to go through any of that. I never looked at a married man again, even if he looked at me.

Word to the wise: Don’t date married men. You have everything to lose – including precious time – while they have everything to gain. And if you were his wife, how would you feel? If you believe in karma, and I sure do, keep yours good. Check out what this guy has to say on the subject:

http://www.guyspeak.com/answers/is-it-ever-right-to-have-an-affair-with-a-married-man/

Ever dated someone who’s married? How did it turn out? Note: If I’m lucky enough to get a book deal, your comments may be published anonymously in, “Wise Before 25, 50 Things Young Women Should Know.”

10. Don’t spend a weekend away with someone you just met.

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As in don’t have some guy you met in a bar fly 3,000 miles to spend a weekend with you. Yes, I did that once. I’m trying to remember hhow old I was. Probably in my early 20s. It all started at this cool dance club in New York called the Limelight and he was charming, Italian and his real name was Angelo, although he went by “Chuck.” Maybe that should have been my first clue. After a night of drinking and dancing – and that’s all – somehow I thought it would be fun for him to come and visit me in California and stay at my place. He actually took me up on the offer and about a month later, I was picking him up at the airport and he was in my apartment. I have no idea what possessed either of us. Because I realized when I saw him again, I wasn’t attracted to him. A dark nightclub, great music and dim lighting does a lot for a person. Or maybe it was just one of those magical nights that should have stayed just that. Regardless, it was one of the longest weekends ever. When he realized he wasn’t going to get what he came for, he began to nitpick everything about me. And I probably wasn’t too much of a peach to him either.

Word to the wise: Going away for a weekend with a guy you don’t know very well could end up being the longest weekend of your life. Spending that much time with someone is a big deal. And when you add the stress of travel combined with your respective quirks, fun isn’t the first thing that comes to mind. Even with someone you know well, a weekend away can be longer than you think.

What do you think? Have you ever gone away for a weekend with someone and regretted it? Note: If I’m lucky enough to get a book deal, your comments may be published anonymously in, “Wise Before 25, 50 Things Young Women Should Know.”