I have no shame....
My first time was after Homecoming during my senior year in High School. I with my boyfriend of then 3 months (we're not together anymore). We were both virgins so neither had a CLUE as to what we were doing. It was awful.
I definitely don't regret it. I can look back on it laugh. In fact, I hung out with him the other day and we were both joking around about how bad it was. At least we can laugh about it!