See what you can fit in whatever bag you usually carry with you. If you normally carry a very small clutch or wallet, you’ll need to bring something slightly bigger or only pack the bare essentials. If your boyfriend lives far away and this is part of an overnight trip to visit him you can get away with packing a lot more. After all, you’ll need everything you would regularly travel with.
You may want to bring makeup remover if you wear makeup. Some women would rather go to bed with their makeup on than have their boyfriends see them without it. However, this can be bad for your skin, and if he’s your boyfriend he’s going to see you without makeup eventually. Pack anything you’ll need for dealing with your hair. Some women need to tie their hair into a rag at night but choose not to when they stay with a boyfriend. Of course you’re not going to put your hair up in curlers on this special night, but maybe you want to pack a brush, comb, or detangling spray.
If you’re an early riser, bring your phone charger and a book or magazine. That way, if you’re awake well ahead of him, you can keep yourself entertained if need be. If they fit in your bag easily, you might want to bring a pair of shoes that are easier to walk in than your date shoes. Don’t forget any medications that you need to take regularly. You can’t be sure what time you’ll be getting home in the morning.
Condoms are the only birth control method that also protects against sexually transmitted infections. Bringing lube or any other sexual accessories you like can be a good idea, too.
Cash is good to carry in case you both decide to spontaneously go out for drinks or ice cream or breakfast. You can’t always assume he’ll be paying.
It’s great to keep some items in your wardrobe that you feel sexy in but that can be easily thrown on in the morning.
Having sex can be a way of bringing you two closer together and forming an even more intimate bond. Sex can also bring up tricky issues such as questions about monogamy, sexual history, sexual health, and potential pregnancy. If you’re not up for talking about these things with your guy, you may not be ready for the responsibility of being sexually active with him. [8] X Expert Source Maria AvgitidisMatchmaker & Dating Expert Expert Interview. 20 December 2019. It’s okay to feel ambivalent about sex, especially the first time. If you aren’t ready to make a decision right now, that’s okay. Just make sure that you’re able to make a fully informed and consensual decision in the moment if sex comes up.
If you want to keep the conversation flirty, you can ask what the sleeping arrangements will be. Say something like, “So, do you think we’ll be sharing a bed or should I bring my own sleeping bag?” If you want to be more direct, you can say something like, “I know we’ve never had a sleepover before. I’m really excited, but I’d also like to talk about each of our expectations for the night. I’m wondering how you feel about sex and if you think we’re ready. ” If you already know exactly what you want and feel certain about it, you can simply start with that. Say something like, “Hey, I’m really excited to sleep over, but I want you to know ahead of time that I am not ready to have sex with you” or, “I’m so excited to stay over at your house tonight. I feel really ready to take things to the next level with sex. ”
You may have not planned on having sex but find yourself feeling extremely comfortable and excited to try it. You may have planned on having sex, but if you suddenly feel uncomfortable or nervous, it’s okay to change your mind. Make sure that your decision is based on your feelings, not on pressure from your boyfriend, your friends, your parents, or other external pressures.
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.
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.
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 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. [14] X Research source
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).
If he wakes up first, he may head to the bathroom before you’re up to brush his teeth and make himself presentable, too. [17] X Research source
Did you talk about having breakfast? If not, you can suggest something or ask what he’d like to do. You can say something like, “Do you want to make breakfast together?” or, “I’d love a cup of coffee. Is there a good place nearby?” Does one of you have to go to work or school? If you do, let him know. You can say something like, “I have to be at work in an hour, but I’d be happy to have a quick coffee together, if you want. ” You can also say, “Do you have plans for the day? I’m free, but I understand if you’ve got things to do. ” Of course, your boyfriend should care for you and have lots of respect for you, so don’t feel shy about letting him know if you do or don’t want to spend the morning together. You should be able to express your feelings honestly in a healthy relationship. [19] X Research source
A piece of clothing A piece of jewelry you always wear Your toothbrush or makeup The book you’re reading The DVD series you’re watching together
If his parents have specified that you’ll sleep in separate rooms or beds, follow that rule. It could be disastrous if they happen to see that you’ve gone behind their backs. Avoid displaying too much affection in front of his family. You can of course be sweet to each other, but avoid kissing or petting each other in front of family. Dress modestly for sleep and around the house. Don’t get up to go to the bathroom in a T-shirt and underwear, for example.
