Well, Annabella, if that's you in the OP pic, you're super cute and are going to be beautiful lady if that's your thing. That looks like a costume wig to me, but the blondeness and length is very good for you. Below shoulder styles tend to look best for genetic males aiming for a more feminine appearance, at least before years of HRT.
Finding a wig that "that looks natural" is not usually all that easy, especially on a budget. I can give you some tips that might be of use. First, you need to decide if you want to try a synthetic or buy a human hair wig. Human hair wigs are usually quite a bit more expensive than synthetics, but also are the most realistic. A super cheap human hair wig probably contains animal hair or overprocessed hair and is not worth buying. The main problem with synthetics is they can look plasticy-- especially blonde ones. Many people wear synthetics satisfactorily, though, so it's worth checking out.
A big consideration is the front hairline. If the wig has bangs, you're OK there, but if not a front lace wig is about the only way to look convincing. As you show in your second post, style is another factor. Since we all have different faces, about the only way to know for sure what style works for you is to go to a wig store and try some on. Most wig stores welcome males wishing to try on feminine wigs, since this constitutes a large portion of their market. If you can't manage that, at least go to a site like InStyle's virtual makeover, upload a photo and try some different hairstyles virtually. Save the images and try to match them to a wig for sale somewhere.
There are many, many online wig sellers, if you have to go that way. I'm not that partial to Paula Young's wigs, myself, but it's a good reliable company. Some other options are World of Wigs,
Hairuwear.com,
Wig.com, International Wigs and
thewigcompany.com. I've bought some excellent wigs at great prices on eBay, too. They're all worth a look.
http://www.instyle.com/instyle/makeover/
