Summarize:

You may be nervous about spending the night for the first time. However, remember that your boyfriend appreciates you for who you are. Not only that, he’s surely just as nervous as you. Take some of the pressure off by relaxing together and doing things you normally enjoy together.  Your boyfriend is probably nervous about you seeing what his house and room look like. Put him at ease by letting him know anything you like or appreciate about his living space. You can say something like, “I really like that poster you’ve got on the wall,” or, “Wow, this is a great location you’ve got.” If his place isn’t that great to hang out in, you can go for a walk or a drive. Take your date elsewhere and come back just to sleep. This may involve washing your face, brushing your hair and teeth and doing anything else you need to do before going to bed. Of course, at home you may have a more involved routine, but keep it streamlined for tonight. That way, you won’t spend all of your time in the bathroom with your boyfriend wondering what you’re doing.  You don’t need to explain what you’re doing in the bathroom. He may wonder, but that’s fine. If you usually braid your hair at night or tuck it up in a rag, you might want to skip that for the first few nights you spend together, if you’re comfortable with that. The first night you spend the night with another person, your brain actually stays a tiny bit awake during the night as a way of keeping you safe. You may wake up when your boyfriend moves around or changes positions in the bed.  Don’t plan to sleep over at your boyfriend’s house for the first time the night before a big day at school or work. You may need to catch up on sleep with a nap the next day, even if you try to go to bed early. If you hadn’t planned on sleeping over, you may not have brought a change of clothes or thought about planning for what you’d sleep in. Even if you did plan, it may not have made sense to bring pajamas or a change of clothes. What you wear to sleep will depend on how comfortable you feel with your boyfriend and your level of intimacy.  If you end up having sex or being physically intimate in other ways, you may feel comfortable sleeping with nothing on at all, or sleeping in only your underwear. If he lives with his family, you’ll want to sleep in something conservative in case a parent or sibling barges in or you need to go to the bathroom in the middle of the night. You can always ask to borrow a T-shirt to sleep in. Many guys find that endearing. When it’s time to go to bed because you’re both tired, it’s time to go to sleep. If you’re sleeping in the same bed, you’ll need to find a comfortable position for both of you. There may also be things that make it hard to get comfortable, such as:  If he snores. You may want to bring a pair of earplugs, just in case! If one of you steals the blankets or you like very different sleeping temperatures. If he likes to cuddle and you don’t (or vice versa).
Enjoy each other’s company. Do your nighttime routine. Prepare to not sleep very well. Wear what you feel comfortable in. Go to bed when you’re ready.