a) don't offer to pay for your meal, if you don't WANT to pay for it! I No Strings Attached Sex Mc Caskill Arkansas know you WANT him to pay for you, but you're not going to achieve that goal by giving him signals to the contrary! :P You're not a teenager, you're an adult. Take advantage of that and just SAY WHAT YOU MEAN AND WHAT YOU WANT. :) I mean, you could go as far as to say, "It's on you tonight." Or, you could just not offer to pay. This poor guy might think you'd be offended if he payed for you. Keep in mind, I've never actually MET anyone who is offended by a free meal, but I've heard plenty of guys express this fear. b) It's time for sex when you decide you want to have sex with him. If you're not capable of continuing to develop the relationship, be yourself, and make accurate assessments of whether or not you'd like to continue seeing somebody AFTER they put their in you, then you should wait. Of course, you should also not be surprised that once you have sex, it's going to be a part of the relationship. You're going to have more. Hopefully, that's a good thing. If it isn't something you enjoy, that's a good sign that you should move on. If you're worried about what the guy think of you. STOP. I'm sorry, but any guy who thinks poorly of you sleep with him do you think it's worth "waiting" for this guy? He's a -! Just do it when the time is right. When you're in the mood, and in the right situation.