Should i cut my long hair short?

i'm 19 and i've had my hair long (about four inches from my waist) and layered for four or five years. i'm kind of tired of it and i want a change, especially because i'm in college and applying for internships and stuff and i think i need to look more professional. i think bobs are really cute, and... show more i'm 19 and i've had my hair long (about four inches from my waist) and layered for four or five years. i'm kind of tired of it and i want a change, especially because i'm in college and applying for internships and stuff and i think i need to look more professional. i think bobs are really cute, and i'd love to try a medium/longish one, but i really want opinions about how it'll look and i'd rather not ask my friends cause they'll make a big deal out of cutting my hair.

this is my current hair (i don't know how to link from here, so i guess just c+p into your search bar):
http://28.media.tumblr.com/tumblr_m00p96EpGC1qcshw6o1_500.png

some bobs i like:
http://1.bp.blogspot.com/_bQ0SqifjNcg/SxgQZQnZH6I/AAAAAAAAJfY/uBmiWLuRBSs/s400/nicole-richie-bob-hairstyle-2.jpg
http://pics.haircutshairstyles.com/img/photos/full/2009-06/selena_gomez_new_bob_hairstyle276.jpg
http://bobhairstyles.info/bobhairstyles_pics/ashley_greene_bob_hairstyles2.jpg
http://alotofthings.tk/images/hayden_panettiere_bob_hairstyle_back/hayden_panettiere_bob_hairstyle_back_4.jpg
http://static.becomegorgeous.com/gallery/pictures/oliviamunn-sleekbobhairstyle.jpg

i also like these for leaving my hair a little longer but still kinda short:
http://www.thefashion-court.com/wp-content/uploads/2012/02/elizabeth-olsen-in-antonio-berardi-indie-spirit_002.png
http://www.fitting-it-all-in.com/wp-content/uploads/2012/02/IMG_0503.jpg

so my first question is: do you think i should cut my hair? why or why not? and which of the styles do you think would look best on me?

here's the other part of my question: i don't like change, so even though i'm pretty sure i'd like my hair once i had it cut, i don't know if i can actually get myself to ask someone to chop it all off--i mean, that's a lot of hair and i'd probably have a heart attack from shock when i first looked in the mirror. but i really think that as i'm moving toward the last half of my college career and looking for internships and stuff, it would be good to have hair that looks more polished and professional. on top of that, i think shorter hair is really cute. i'm just scared to take the plunge because i haven't had my hair short in more than ten years.

so the second part of my question: does anyone have tips for how to make it less painful or less of a shock? if you had long hair and cut it to a similar length, how did you feel? would you do it again? if i did it in stages, what would be good ones to go by? i usually trim my hair 4-5 inches every five or so months (it grows fast), so it would have to be more than that to be a change.

help?
Update: i really do like my hair long, i'm just a little bored with it because it's been the same style and length for so long (and please don't suggest dyeing it because i definitely don't want to do that). but i'm a little scared that if i cut it short now, i won't get back to long hair again. i... show more i really do like my hair long, i'm just a little bored with it because it's been the same style and length for so long (and please don't suggest dyeing it because i definitely don't want to do that). but i'm a little scared that if i cut it short now, i won't get back to long hair again. i think that's part of why i'm so nervous
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