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Unless it's just a fun, sexy, baggage-free throw-you-over-your-desk situation where nobody gets hurt at the end. There's probably a reason no woman his age wants to date him. You'll end up alienating the friends who are dropping truth-bombs such as the one above. Sleeping with him might be a bigger emotional deal for you than you think. It's great how you guys are on the same emotional level, right! Next thing you know, he's your closest friend as well as your boyfriend — which creates a co-dependent dynamic that's bad for any relationship. Whether or not you tell your parents about him or not, it's a lose-lose. I know hearing that is like sticking a fork in your chest and ripping your heart out. Maybe you're sure that you won't be dramatic about it, like "other girls." But that shit tends to sneak up on you. If he's married, he's not going to leave his wife for you. He might be running from a bad relationship with a woman his age. (Wrong.) He's in a different generation than you; he shouldn't be a decade behind emotionally. “A lot of women who have been dating for a long time arrive to the date with certain assumptions because a man ‘seems’ like someone else they’ve gone out with,” explains Samantha Daniels, relationship expert and founder of , a licensed counselor and consultant.“They feel like they need one or they are pushed into the dating scene prematurely by well-meaning friends or family.If not, the sneaking around, lies and secrets will strain your relationship. No matter how special he insists you are, the chances are that he's been dating younger girls for years. And it doesn't mean you're weak or naïve— it just means that you value yourself. Which is one of those things where, yeah, it happened, but asteroids also hit the Earth occasionally and we all still leave our houses without wearing full-body protective Plexiglass domes. If he had a nasty breakup with (or for older men, a nasty divorce from) someone in his demographic, there's a good shot that's why he's with you — someone who, ostensibly, can't hurt him. That's like valuing a 30-year-old because he has the math aptitude of a middle schooler. And if you tell them, you'll deal with all-out fights.

“The more clearly ‘good’ is defined, the sooner your will be able to eliminate those that don’t fit the criteria.” , author and relationship expert.I recommend that women form a ‘committee’ of trusted advisers to help them to navigate all of the difficulties of the process of finding another mate,” Drenner says.“These committee members can help identify areas of concern and help to prevent mistakes.” In other words, go ahead and ask your friends and family what they think of your new potential partners, and encourage them to be honest." Puke.) But mostly, it's the fact that he's your first. But the only way for that to happen is to let it end when it's supposed to. Not necessarily just sexually, but myriad other ways, too: The first guy you watch with, the guy who buys you a copy of Pink Floyd's "Dark Side of The Moon," the first one in the passenger's seat as soon as you get your learner's permit... Let me rephrase that: It probably last, because as you get older, you'll change (which is normal and great so don't fight it!

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