Sure, Benjy had been with women. He'd been with a few men as well, though that wasn't something he really talked about. Even Gabe didn't really know the details there. But it had been a while. Probably about two years since his last actual date and about a year since the last time he'd had sex. And he was completely clueless, especially when it came to new partners.
But she had only been with one other person, one other time. And that person had knocked her up. That seemed like a big deal. It felt huge. He just couldn't really say how. "At least you wont get pregnant." It was a bad attempt at a joke, and even as he said it, not knowing how she would react to it, he buried the words into her neck. He licked and nipped, knowing there was a good chance he would leave a mark.
When she removed her bra,, Benjy couldn't help but stare for a minute. She was gorgeous. "I.... I don't want you to feel like you have to do this. I just want you to know that." He wanted to though, and he hoped she knew that.