Until we have this transformation of our heart and will, it will be difficult to determine where to set the physical boundaries in a relationship. Also, whenever we operate with the “how far is too far” mentality, where do we usually end up? More often than not, we end up going right up to that boundary and inching it forward each time we visit it.

Anyway, here are a few guidelines for how you can know how far is too far. Whenever you are considering doing something with a girl, ask yourself if you would do that if her parents were in the room. Or imagine the expression on her dad’s face if he were to walk in on you.

Often we get so involved in intense relationships that it is hard to sit back and look into our hearts. One young man said, “I heard somebody say that you can judge your own character by the things you do in private. I’d take that a step further and say you can judge your own character by the things you do with your girlfriend.”[1] Some people assume, “As long as I’m being a virgin, I’m being good.” They compare themselves with others who are sleeping around, and as long as they see the world from that perspective, they feel that they are right on track. Meanwhile, they give away bits of themselves in passing relationships, all under the pretense that their classmates or coworkers are worse.

Do yourself a favor: do not get technical about drawing a line at virginity and saying that all else goes. If you cannot decide if a particular action is “too far,” imagine your future bride or groom sharing that act with another person. If the thought of this makes you hesitate, listen to your conscience. Make decisions now that would encourage the heart of your future spouse, not wound it. (And do not be quick to discuss the specifics of your prior experience with potential spouses; a lot of that information could do far more harm than good.)

So where does the line go? For starters, know that the line begins in your mind. As soon as you begin to look at a woman as an object to be used, stop. In regard to physical lines, if you want to save sex for marriage, then it’s smart to avoid the things that sometimes lead up to it, such as passionate kissing and lying down together. That may seem extreme to some, but the more you become sensual and physical in a relationship, the more the relationship begins to revolve around that.

I will admit that this sounds a lot like no, no, no, and no, but think of it like this: There is a highway in California that runs up the coast. It is a gorgeous ride that takes you along the side of a sheer cliff that drops hundreds of feet to the ocean. Imagine that you were cruising along in your priceless sports car, and the passenger with you remarked, “Man, there is another one of those stupid guardrails. And look, another sign saying there is a sharp turn ahead. I hate how the California highway system inhibits your freedom and tells you what to do.” Odds are, you would not let the guy drive your car.

When we hear different boundaries regarding our sexuality, they are there for the same reason that guardrails and signposts mark a person’s drive along the Pacific Coast Highway. If you want to express your freedom as you drive off the cliff, you are free to do so. But your body and your heart are worth much more than a car.

If you have tried everything else for years, try purity. You will not regret it. Each year I speak to over one hundred thousand teens about dating, sex, and relationships, and I have never met one who regretted what he or she did not do with a date. I have never had a girl come up to me in tears after a chastity talk because she did not sleep with her boyfriend. I have never had a guy confide in me that he was scared to death that his girlfriend was not pregnant. They regret what they have done, not what they have saved.

Imagine you were dating a beautiful young woman you hoped to marry, and she had never kissed anyone because she wanted only her husband to experience her kiss. What man would not be flattered by her integrity and purity? What man would send her away to go a little further with the other guys? If we would be so honored by her, why would we not want to make a woman feel honored in the same way?

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[1]. True Love Waits, “Interview with a Non-Virgin,” April 15, 2001.