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I can't be much help with this, but I just wanted to pipe in and say you should definitely go with that hairstyle for your pics instead of your typical flat ironed look, and experiment with it ahead of time so you know you can get the look you want on your own (unless you want to pay someone to do it for you.) I went with my typical hairstyle of wearing it down and straight because I've never been able to get my hair to hold curl either, and ended up really unhappy with how my hair looked in the pics. I love how they turned out otherwise, but the one thing I didn't like is how my hair looked.
I used a curling iron, I just split my hair into pigtails and start from the bottom up. You will need a hairclip, I used a 1" curling iron. My hair holds a curl like nobody's business so I don't use hairspray but if your hair wont hold a curl you will def need some.
Take a piece of hair close to the scalp and move the curling iron through the rest of the piece of hair in a curling manner. You might need to do it a couple of times if your hair doesn't take the curl. Its hard to explain in writing. Just continue to rotate the curling iron through the rest of the strands. I have a ton of hair and its also super thick but it takes only 30 minutes to go through the hair.
In my opinion, curls look a lot nicer and better spaced out when you have your hair layered. That's also how you can get the curls to go up to the middle of your head rather than just the last 4 or 5 inches or so. I think that's what you're asking, right?
I have a LOT of hair, BIG THICK HAIR, and use a 2.5 inch curler so get softer waves rather than neat uniform curls. I split my hair in half (back from my nose) then into quarters (back from the middle of my ears) and then curn in 2-3 inch sections of hair. I start from the ends and rotate the iron around all the way to the scalp. Check on youtube for "how to curl your hair" types of videos. Having a visual aid is always good!
Tip for getting curls to stay -
*If you do want more volume, curl section section normally, remove the curl from the rod, and then stick the rod at your skull and wrap about half of the curled hair (from skull to end) around the rod. This will mean that section gets curled twice, but you will concentrating the curl on the upper half of the section on the second go. Be sure to wrap the curl around the rod in the same direction as the first curl!
Oh my gosh!!! I love that you posted this because I love love love curling my hair with my flat iron. I can't use a curling iron to save my life, but when I use my flat iron, it always turns out beautiful. I heard my hairstylist talking about it with another girl so I went home and youtubed it and it's amazing--easy and sexy too. check this out.
This is the original one I watched which is a bit harder in my opinion. Might be easier for you though.
http://www.youtube.com/watch?v=fpl9KYzmJ6s
These are good too:
http://www.youtube.com/watch?v=Sv-JSQbcuHk
Like RenoRose, I curl with my straightening iron as well and it's super easy and actually takes less time them to straighten my hair. I watched the video below and instantly got it. it's so easy
Thanks for all the advice ladies! I'll definitely check out those videos first to see if I can do it with my straightner. If not, I'll invest in a curling iron and see where it goes. 
Love this post! I have super thin hair that doesn't keep the curl for very long. I'd like to add some fullness to it.
Any tips for a good hairspray (that's not sticky??) that I can set my hair with, after curing??
@Meowkers: AWESOME vid! Thanks so much for sharing! I watched another 1 that was posted, and it just wasn't working, so I tried your vid post, and the girl does it slightly different and it worked out great. I'm absolutely in love with the results.. way better than when I use a curling iron!!
I use a HAI flat iron to curl my hair. A barrel curling iron is nice for volume and prepping my hair for updo's, but when I want sexy curls & volume I need a flat iron! It's so quick and easy and the curls aren't "perfect" so it's super hot and it stays way longer then a barrel curl.
@oracle: I like to use Garnier's hairspray (aerosol). It smells good and isn't sticky (after it dries!) I spray a TON in my hair and it lasts all night. When I play with my hair, it feels like it actually gets more full.
@Meowkers: Thanks for that video! I've attempted this before, and failed miserably. With this tutorial, it worked great :)
Check out Mrs Cola's tutorial:
http://www.weddingbee.com/2010/10/27/how-to-curl-your-hair-so-it-will-stay/
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I normally wear my hair down and straighten with a flat iron. For my boudoir shoot, I want to get those loose sexy curls. Does anyone have tips/tutorials for how to get those curls? I have thick hair and they don't hold a curl very well (known fact from my wedding hair trial). Also, how do you curl the hair on the back of your head???