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Whether you are on a date or not, talk to the person, watch how they react. Invite the Sim over often, or chat on the phone. Make the other Sim feel special. If you have When you talk to your Sims, the menus might have lightning bolts will appear and if you push those menus, it will make your relationship meter go up. When the Sims have a good relationship, propose to the other Sim to move in. Propose, or just be friends, your choice. Most of the time if you're in free play, the relationship will start at 20 and if so you will need to be nice and friendly and try not to come on too strong. When things start going smoother, you will see things that read smooch,and serenade. Finally, your  bond should be very strong and you should be able to propose. If You really mess things up, like cheating, or if you have been rejected for engagement or Marriage, like the one above, keep trying  to get them to have a strong relationship. If your Sim has proposed and the other one accepted, you now have a mate! All that's left is to get married, and then you decide what will happen for your Sims.
Do they make faces and cross their arms, or do they clap their hands and smile? If they don't get along conversation wise, find someone else. Have plenty of things available to your guest. Things like food, comfort, clean bathroom, things to do, etc Flirt, appreciate, hug, and kiss. Beware though, some Sims take longer than others to accept hugs and kisses.  This will bring them even closer to each other.  If you decide to come on too strong, at the top of the screen there will be a note that says "how many times do I have to reject you before you take the hint." ((Note: This applies to the console Sims 2))  If they reject you,your relationship meter will go down but keep on trying. But if that doesn't work out to well, you might have to start back at number 1.