Dating Factor: His Background
Was he spoiled as a kid?
Do his parents tend to baby him and help him out of financial jams?
Has he ever bragged about cheating on an exam or paying someone to write a paper for him in college?
If your man seems to have sailed through life without ever hitting the rough waters that rock the rest of us, beware. Privileged chaps tend to suffer from a sense of entitlement (read: bratty-boy syndrome), so he may believe that the rules don't apply to him. He's so used to getting what he wants, why should he stop now?
"He might cheat because he thinks he deserves to fulfill all of his needs, no matter who he might hurt," says Shirley Glass, Ph.D., a psychologist, infidelity expert and author of the forthcoming "Not Just Friends: Protecting Your Relationship from Infidelity and Healing from the Trauma of Betrayal." "He probably has little concept of how upset you would be if you found out because he's too self-centered to think about your feelings."
So how do you know if your have-it-all hunk has other women on his wish list? Glass suggests paying attention to how he copes when he's confronted with any bad behavior on his part. Does he regret getting caught forwarding your racy emails to his friends but feel no guilt for doing it in the first place? Does he blame others when he screws up rather than take responsibility himself? If he can't see how his actions affect others, he's not likely to say, "Whoa, what about my girlfriend?" when temptation strikes.
Dating Factor: His Friends
Does he usually hang out with a crew of mostly single guys?
Do his friends encourage him to join them in just-for-men activities?
Do his pals have problems staying in relationships?
The nightclubs, the bachelor parties, the dudes-only deeds we're better off not knowing the details of -- it's enough to make any woman worry just a wee bit. Although boys-will-be-boys, bonding time helps a committed man feel less, well, trapped, the appeals of bachelorhood may make him long to be a free agent. A recent study of 37,000 men and women showed that when guys see those around them splitting from their significant others, it tends to encourage them to do the same.
You want to believe that his buddies would have enough sense to stop your guy from canoodling with some cute club-hopper, but they won't always be on your side. According to Aumiller, "If a coupled-up guy's friends are all looking to get lucky, they may not only tease him about being tied down but also actually dare him to cheat. At the very least, they'll cover for him."
Still, there's no need to ban him from hanging out with the bachelors if he's able to strike the right balance between his buddies and you. "He should include you sometimes when he meets up with friends," says Glass. Although your fella's frat pack might seem like the enemy, chumming it up with the guys (fake fondness if you have to) can do wonders for your relationship. Once you've earned their respect, they're much less likely to push your partner into prowling.
Dating Factor: His Schmooze MO
Can he talk his way out of anything (parking tickets, rolling into work late)?
Does he make an effort to charm everyone -- your coworkers, your older sister, a saleswoman?
When you go to parties, does he insist on making the rounds?
Your friends and family love him, and he always manages to keep you entertained. How could you not adore him? But according to Glass, sweet-talkers often have a deep need for approval and thrive on attention. So what's wrong with dating a really friendly fella? Well, sometimes a smooth operator's need for the spotlight can't be satisfied by one woman's ego-stroking. And if he's suave with the ladies, opportunities undoubtedly arise. "Charmers meet a lot of women and win them over easily," says Aumiller. "So even if his intentions aren't more than friendship, they might be willing to move beyond friendship, and that's hard to resist."
To determine if your charmer might become a two-timer, watch how he interacts with you in social settings. A guy who wants to play with other partners may brush you off when chatting with a new female friend or get noticeably more uncomfortable with PDAs when other women are around. "He should act like a boyfriend, giving you side glances when he's talking with someone else, for example, or making sure he spends at least part of the night partying with you," says Gratch. But it also wouldn't hurt to remind him how attention-worthy you are. When he chats up a chick in the corner, flirt with a few guys yourself. Once he sees that you have your own game going on, he'll focus back on you.Dating Factor: His Friends