I just graduated, so I can tell you what was useful/not useful for myself and my classmates.
You can bring a personal laptop, however you won't be able to use it until your candidate officer phase (last three weeks) and if you get a billet that takes a lot of time, then you won't be able to utilize it much. There were a few guys who had laptops as candios, and they used them at the coffee shop, or to watch movies in their hatch. The thing is, you get a laptop in your hatch after RLP so I personally wouldn't recommend bringing one.
Chapstick: good to go.
Clothes: You are given the opportunity your first day there to buy all the clothes you will need your first few weeks at OCS. This is for everything minus underwear. You can buy socks, white t-shirts, PT gear, etc. I recommend bringing only lots of underwear, and if you have a personal preference on white/boot socks, those. Bring like 10 pairs of your favorite white underwear. That first week doing laundry is not up to you, but the Candidate Officers in charge of you. If you are unfortunate and have C/Os who are unorganized you may not get a lot of your stuff washed.
The only personal things I ended up using were my athletic socks, and black boot socks. They assign you ok black ones, but I got the thicker antimicrobial socks that are super comfy. The uniform shop sells them so you can get them there, but it's just easier if you get some yourself.
You can bring a personal laptop, however you won't be able to use it until your candidate officer phase (last three weeks) and if you get a billet that takes a lot of time, then you won't be able to utilize it much. There were a few guys who had laptops as candios, and they used them at the coffee shop, or to watch movies in their hatch. The thing is, you get a laptop in your hatch after RLP so I personally wouldn't recommend bringing one.
Chapstick: good to go.
Clothes: You are given the opportunity your first day there to buy all the clothes you will need your first few weeks at OCS. This is for everything minus underwear. You can buy socks, white t-shirts, PT gear, etc. I recommend bringing only lots of underwear, and if you have a personal preference on white/boot socks, those. Bring like 10 pairs of your favorite white underwear. That first week doing laundry is not up to you, but the Candidate Officers in charge of you. If you are unfortunate and have C/Os who are unorganized you may not get a lot of your stuff washed.
The only personal things I ended up using were my athletic socks, and black boot socks. They assign you ok black ones, but I got the thicker antimicrobial socks that are super comfy. The uniform shop sells them so you can get them there, but it's just easier if you get some yourself.