I'd definitely ask. Just bring it up. You can do it and still surprise him. Just say something like "hey, just HOW much did ya like your surprise this AM?" That should be a good enough starter and surely you'll get enough info out of him to know which is best. Honestly, it sounds to me like there's nothing to worry about. I don't know for sure though, but it sounds like he may have meant it startled him, but he really loved it. That's what I would think if my partner said it. Everyone's diff. though. I hope it all goes well! Definitely just bring it back up and ask. You could even say something like "you might just get another surprise," and see how he reacts. If he truly was too freaked out to want it again, that's when he'll more than likely make it clear.

My partner has ALWAYS had this fantasy of me waking him up by having sex with him. We've pretended he was asleep and me wake him up doing him, but he's never actually been asleep. I've woke him up to do it, but I don't ever get on top of him during his sleep because he's so darn paranoid that he starts freaking slinging punches in his sleep. He's punched me in the leg before and many times woke up freaking when I touch him or move around. It's gotten a little scary. Just the other day he asked why I don't ever have sex with him in his sleep and I said "you'd punch my damn lights out!" Lol. I don't know that he would, but it's very likely then he'd feel bad and either I'd kill him or he'd kill himself. Lol. JK.

Anyways, yes, just bring it up. Chances are he'll love you to do it again and maybe now that it's out there and he knows there's a possibility of you doing that, he won't get startled this time.

Best of luck with your sleepy head! Ha. Ha. "Sleepy. Head" did ya get that?