It can raise your confidence?
I don't have too much experience I've only dabbled in the dark arts but from what I've heard size matters in one night stands with an emphasis on girth being more important than length but if theres a bond or a relationship which entails sex then it doesn't matter much at all within reason and based upon the individual you date.
Also some advice for males that aren't skinny or athletic, there will be a "fat pad" that can actually lose you an inch or even more depending on how much outer fat your carrying and I know this from personal experience. Haven't been skinny most of my life but when I was 16 I definitely lost the base and moved from ~ 6" to 7" and I've gained some of that back again that I'll hopefully lose that through going gym 3 days a week one and a half to two hours at a time which is my minimum target I'm kind of achieving that on and off trying to be more consistent and once my bike is fixed biking and running will always help!