Unfortunately Kelly is not apparently recognized as a real romance option. She's just a fling. I did the same thing because I romanced liara from ME1 but she doesn't show up in ME2 except for the DLC, and even then she's only as romanceable as a wet paper bag.
As for all of the other glitches, I have similar issues, shepherd getting stuck everywhere, or holding his guns with his wrists.. I stuck through it, because the sad news is there isn't a fix, and BioWare no longer supports Mass Effect.. Sadly you may just have to try uninstalling it, and reinstalling. And hope that fixes the issue :P