Hi Malzz,
I have the 550D/T2i and the EF 85mm f/1.8 USM is fantastic on this camera IMHO.
Okay, just going to provide my basic 2 cents... (I agree with Drum)
A lens is largely dependent on your own style, budget, and what, when, where and why the subject is being photographed.
So there are many reasons why a lens maybe someones trash, but anothers treasure.
The 85mm lens on a 1.6x cropped body of the 550D/T2i makes 136mm. According to the Canon website closest focusing distance id 2.8 ft and yes, if your in a really tight space your going to have a challenge and sometimes I used a Kenko extension tube 12mm or just changed the lens, that is one of the beautiful things about a DSLR to me.
Also the EF 40mm f/2.8 STM was recently on sale 20% to 30% off on Canon's online store the refurbished lens was only $127 (Out of stock now)
If you bought these to lenses together you may just have a winning pair IMHO.
I also have the Sigma 30mm f/1.4 EX DC HSM Lens and Tamron AF 17-50mm F/2.8 XR Di-II LD SP Aspherical (IF) Zoom Lens, but I have not used them in a year and I'll likely sell them. Also they can't be used on a full-frame camera, so that maybe a consideration if your thinking about upgrading the camera body someday. I may purchase the Sigma 50mm f1.4
When I first got the 550D/T2i I used the EF 28-135mm f/3.5-5.6 IS USM almost all the time until I purchased the EF 85mm f/1.8 USM. I don't use the 28-135mm as much now mostly because I'm using L lenses on the 5D mark ii, but I love the EF 85mm f/1.8 USM even more now. The EF 28-135mm f/3.5-5.6 IS USM is also a good backup lens when traveling if I have an lens issue with one of my other lenses and unable to use it until it's repaired the good ole EF 28-135mm f/3.5-5.6 IS USM is there for me. The EF 28-135mm f/3.5-5.6 IS USM will cover a wider range than the two primes 28mm and 85mm as well as take great captures, has IS and most EF Canon lenses in this focal range will not and it's $245 on Keh.com website (used in excellent + grade) and the EF 50mm f/1.8 II same grade cost $94, so this combo may also work too. The EF 28-135mm f/3.5-5.6 IS USM can be your all purpose walk-around lens and the EF 50mm f/1.8 II can help in low light indoor settings.
Happy shooting and have fun with your new 550D/T2i