Spoiler message: People seem to be really lost in their answer because most of what I'm hearing is negative. Let me break it down for all of you who answered "NO"
Micheael does go out with her that night, but when it comes to the main course (you know what I mean) he says "I can't." In fact his new friend tries to persuade him more than once to do so, and he (somehow) refuses to every time. Now this shows how serious he is about the relationship with his pregnant girlfriend.
Everything up until then was pretty bad (partying,kissing), but nowhere near as bad as what COULD have happened and didn't happen.
Skipping forward, the secret is now out and his girlfriend is totally vexed (pretty believable acting here by the way). When they talk to eachother he lies to her - yes this is a mistake. But he's doing it to avoid hurting the relationship. In a way he has worked it out on his own and wants too keep the mistake to himself. The way Jenna reacts after hearing about the kisses shows us why Michael tried to lie - but to be honest he should have known something was up when she was calling him an *beep* on the phone etc.
Now she kicks him out and reacts as IF Micheal had sex with that girl. At this point he must be feeling a lot of guilt and anger/regret/futility. At a high enough level, these mixed emotions can make a person do things they wouldn't normally do. Normally, Micheael wasn't going to have sex with her. He just said no repeatedly. Now being emotionally unstable and angry at himself and Jenna (for reacting the way she did with the knife etc), he goes back to his new friend. It's sort of like an uncontrollable protest/resort.
Later on when they are in talking terms again,Jenna asks him if he was telling the truth about not sleeping with her - to which he replies that he went back to her. I think this right here is what people don't appreciate, nor did Jenna at first. People can say stuff like "he can live on my doorstep for all I care" but that's only because they're looking at themselves and how they feel - not to mention that people can't REALLY give a truthful answer as to whether they would accept someone back like that or not. It's only easy to say "NO" now, without the emotional complications attached.
On a side note, as for Micheals fears of things just being planned out and unsurprising - I think that's really irrational thinking. I'm not a parent, but having a child is pretty exciting albeit a challenge too. In fact, life itself is full of challenges. I think his sense of feeling too secure/bored with the future is completely baseless. It was just a deception he probably didn't realise himself.
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