PLAY THE FIELD - This might sound obvious, but it still deserves a shout-out: your single years are your time, so you should be dating around. Date people at the same time. Date different types of people, from different backgrounds and with different beliefs than you. Treat dating like Pokemon — try to catch ‘em all. That way, you’ll learn who's a good match for you...and who isn't.
STOCK UP ON CONDOMS - Until you’re ready to get married (or until you’re in a committed relationship) use condoms. Always. Because there's no better lesson in the importance of safe sex than a woman calling you and asking if you can help her pay for Plan B .
HAVE A “VACATIONSHIP." - At one point, you're going to meet someone awesome on vacation. She’s sexy, spontaneous, and worldly. You're going to have lots and lots of sex with this person, and you're going to spend mornings watching the sun rise on the beach while talking about your hopes and dreams. But when you come home and try to make it work long-distance, you'll inevitably realize that the only thing you two ever really had in common was the vacation.
HAVE GROUP SEX. - Live out that crazy porn fantasy by going to a sex party/club and having sex with a lot of people at the same time. After all, you’re a strapping man in your prime, and group sex is hot, not to mention healthy. Just remember to play it safe. And who knows? Maybe you’ll meet Ms. Right, who is equally into sexual experimentation and your marriage will be the envy of all your home boys. (And you can try our 50 tips for better sex with her!).
DATE AN ARTIST. - Artists are some of the most intriguing people out there. They’re passionate and creative, and you can learn a lot from them. Dating one of these people can be a trans-formative experience that can help you key into your own creative passions — just don't contribute to their Kickstarters to fund their vegan paint lines or stop-motion animation movies, because those projects are never coming to fruition.
DATE SOMEONE WHO'S MEAN TO YOU. - You've probably dated someone you just didn't like very much. This person probably belittled you, expected you to pick up the bill, and got mad at you when you wanted to spend time with your friends. But you stayed with this person because the sex was great, even though hot sex does not a healthy, lasting marriage make.If you've already dated this person, know that something good will ultimately come out of it. At a certain point in every man's life, you kinda have to date someone who doesn't treat you well, so you know exactly how you want to and deserve to be treated in the future. If you're already dating this person: break up with them immediately. Life is too short to waste time with someone like that.
DATE SOMEONE YOUNGER THAN YOU. - To be clear, we're not advocating that you date someone, like, 40 years younger: that gets into creepy Woody Allen territory. But dating someone who's a different age than you are can help open your eyes to other perspectives and get you out of your comfort zone.
DATE SOMEONE OLDER THAN YOU. - Same reason as above. (Also, women are hornier as they get older.)
TRY TO REKINDLE AN OLD FLAME. - As we get older and realize we’re ready to settle down, we flip through past relationships to see if there were any worth revisiting. It's totally normal to do this. Just keep in mind that you guys probably broke up for a reason the first time around.
TRY TO MAKE A RELATIONSHIP OUT OF SOMETHING THAT IS CLEARLY ONLY ABOUT SEX. - If you’re having apically hot sex with someone, it's worth seeing if you can connect on a deeper level. If you can, then that's awesome, and more power to you. But if you can't, it's usually a good reminder that most relationships are built on something other than pure physical chemistry. If you want to find someone you're going to spend the rest of your life with, you need to depend on them for something other than mind-blowing orgasms.
TRY A SEX TOY . - I mean, why not, right?