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Include your email address to get a message when this question is answered. If you are too nervous to tell you boyfriend in person or you simply want to be able to plan ahead for your first time together, texting or calling him is a good option. Together, they cited 10 references. Categories: Relationships Dating. Updated: November 19, Even if you have had sex before, it may take a few times before you and your boyfriend feel more comfortable with each other. You should have sex with someone only if you want to and are ready to. Thanks to all authors for creating a page that has been read 3,, times. If you want to be more direct with him, you can ask him, "Where do you think we're headed?

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