Yes: one can be TOO much of a gentleman.
Back when I was 19, I dated this great guy who was also 19. He was very handsome, nice and a true gentleman. As it turned out, he was too much of a gentleman.
On our dates we would get into heavy kissing and making out. He was a wonderful kisser. But, this was always as far as it went. This kissing and making out like this is actually foreplay to even more pleasurable things. On our third or forth date which was to a drive in movie, we were in the front seat of his car and really steaming up the windows. Even in the darkness it was very obvious our making out was getting to him as I couldn't help but see the big tent in his slacks. I finally just couldn't take it anymore and it was apparent he wasn't going to make the next move. So, I did.
I ran my hand down to that large tent in his pants and started feeling his hard on. As soon as I touched it, he let out a gasp. I was pretty much all over him wearing a full dress that evening and he soon afterwards ran his hands up under my dress and started feeling my legs up. It was very obvious he was a leg/ass man all the way. It was also very obvious that this was the first time for him: both having a girl touch his penis and feeling a girl's soft thighs. It didn't take any time at all and he started breathing heavy and let out a deep grown and I could feel his penis throbbing in my hand. Soon afterwards, I felt the warm wetness through his slacks. He soaked the whole front of his slacks.
On the next weekend I remember him picking me up at my house and in anticipation of what was going to happen during the evening I could see he was already hard. It turned out to be one hot evening. We again went to a drive in movie and soon got into our making out. But this time, we wasted no time getting his big hard cock out and his hands pushing up my dress and lowering my panties. We were a mess all evening getting each other off all evening long. I showed him how to finger me and what felt good. He was a very quick learner.
Yes: he was too much of a gentleman and it took me to get him to the next base and to finally hit that 'home run'.