I can understand her gear...

She's rich...not a cycling enthusiast. She probably didn't want to go through the trouble of learning how to use clipless pedals. She just wanted to go and be in the charity event. She probably just put some pocket change on the counter and asked them to give her a nice bike that'll be comfy for her charity tri. S-Works Ruby...toe clips...

As for what she's wearing...I totally get that. I have a couple friends that are SMOKIN hot. We're talking 10's...no joke. Now...some women love the attention, love being oogled, and love showing off. However, the couple friends I have HATE that! They hate it when every single head turns to stare at them when then walk in bar. They hate guys staring at them in class, at the grocery store, at work, at the mall, etc. One of them has gone so far as purposely dressing down whenever possible! I'm guessing J-Lo wanted just a tiny bit less attention than she usually gets.