Sleeping with your best friend
Come on, if you’re actually that close, it’s not going to ruin the friendship. As long as you are both honest with one another and know how to not be drama queens, you’ll be just fine. Make sure you aren’t kidding yourself about one of you having real romantic feelings for the other. That would be bad. Otherwise, it’ll just be a fun, drunken fling that will have you both shrugging, laughing and saying, “well, that just happened!”
Sleeping with a celebrity
I like those girls who troll gossip blogs and talk trash about all the “nobody” girls who are dumb enough to sleep around with, hang on to and get knocked up by famous dudes who obviously don’t give a damn about them. Those girls, the commentators, always have to make the obligatory comment about how they would never be so dumb and would just love the chance to tell Mr. Hottie McSo-And-So to take a hike.
Okay, reality check. A lot of people (sadly) are famous almost entirely because they’re hot. And celebrity or not, a hot piece of sex is a hot piece of sex. I think the only mistake those hanger-on girls make is believing that they are going to change the game and be the love of Mr. Thing’s life, instead of just enjoying it as a fun romp with a beautiful piece of man. So that’s how to be smarter…just call it what it is, and don’t try to make it something it’s not.
Oh, and don’t get pregnant. That’s trashy. But in general, I say if a sexy slice of tabloid tail comes your way, indulge. It’s a rare opportunity, it’ll give you some great tidbits to tell your pals and since it's someone Jennifer Aniston will probably sleep with too (she makes the rounds), you’ll eventually be separated by one sexual degree from Brad Pitt.
Sex injuries
From time to time, sex can go to extremes. Even when you are used to sleeping with someone and are pretty sure you’ve got the routine down, you can have a wild card night (and thank goodness…I’d be bored in every single relationship if not for this). And, as is my position when it comes to most things sex, I think going for it 100% is the way to go. And maybe that means getting a few bite/scratch marks or even a sprained wrist. I promise that you will never for a second doubt that it was completely worth it.
Group sex
Pick your configuration: boy-boy-girl, girl-girl-girl, girl-girl-boy, boy-boy-boy, more than three…whatever, go crazy! I’ve found that really good opportunities for fun, weirdness-free group sexual experiences are rare. You can always set it up (very easily done via the fabulous internet) yourself, but I’m really talking about those situations that just happen to come up with you, your roommate, her boyfriend and too much tequila. If it’s fun, carefree and sexy, go for it.
Playing doctor…with your doctor
Or being the teacher’s pet, or sucking up to your boss, or letting your therapist…psycho-analyze…you? Okay, that last one didn’t really work, but hopefully you get the idea. Acting out your fantasies in real life is something I dearly hope everyone has a chance to do at least once. These are especially fun, since there’s the risk of getting caught and the possible consequences therein.
I’m always saying that if the stars line up and the moment presents itself, you owe it to yourself to go for it. And you owe it to your friends who want to hear the gossip. Too many people walk around making their girlfriends and boyfriends dress up like cops and teachers because they’ll never get the real world chance. Consequences be damned…it’ll be hot as hell. Go for it.
