Suggest you get to know one another

"Forgive me for saying, but you seem to be a bit on edge" you say. Jake looks at you bashfully. "It's OK", you add reassuringly "I'm new to this too"; Jake returns your smile with a nervous one of his own. "How about we get to know each other a little?" you suggest.

"Is that OK?" asks Jake.

"It's your evening Jake, there's no rush to do anything, you set the pace, OK?" you say with a calm, even tone. Jake seems to relax a little. You pick up your drink and lead Jake over to a booth where you can have a little more privacy.

"Wh...what do you want to talk about?" asks Jake.

"I guess that's up to you" you say, but you can see that giving him a topic would help. "What do you do for a living?" you suggest.

"Oh, I'm in college, senior year" he says.

"Cool, do you enjoy it?" you ask. Jake nods. You spend a few minutes discussing college life, sharing memories and Jake begins to relax some. He tells you about being on the college swim team, which explains his great physique. There's something in the way he talks about his friends on the swim team that suggests a bit of tension. "Do you mind me asking...do your friends know about...you" you ask, delicately. Jake blushes a little and shakes his head nervously. "I see. And...don't take this the wrong way...but, have you been with a guy before?" A long pause, followed by a slight shake. You nod understandingly. "Hey, that's no problem. We all started some time, right? Do you still want to...now you've met me?" you ask. You tense; if he was going to back out, now would be the time. A nod.

"OK, well, how about we finish our drinks and move this on?" you ask. Jake looks nervous but drains his glass quickly, you're not sure whether due to eagerness or nerves.