I really liked both books. You can consider Over My Head as a prequel novella for When You're With Me. Even both couples have a lot of similarities, and what I enjoyed the most was how honorable and gentleman the heroes were! When you're with me was a bit too long to me and the pacing could faster like the previous novella.
I did enjoy Over My Head more than When You're WIth Me. I believe the editing was more focused and the pacing was more consistent. Maybe it's just an impression but I felt like the author has a closer connection and sensibility towards shorter stories.
I had a great time reading both stories and Wendi Zwaduk has impressed me with her writing. I'll read her next books without a doubt!
Full review: http://wp.me/p27N1w-1cL