I don't expect someone to be an expert at ladybits their first time around...but men have assholes too, right? Shouldn't you be able to recognize the general area?

Wow... And I thought I lived a sheltered life growing up. O.o

First of all, you don't just "slip," anal is a lot tighter than vaginal, it takes quite a bit more force to end up in there, especially without lubrication. Also, I call bullshit on not knowing which hole was right, even people completely ignorant of sex can figure out how to do it properly. If anything, someone inexperienced would probably search for the vaginal opening higher, not lower. I think he did it purposely, which is unacceptable as he did not have consent to go there, which by definition is rape. Also, while I'm accepting of people choices when it comes to sex before/after marriage, this is sometimes why I question waiting until marriage. Your first time is rarely romantic, you're just inexperienced and even if you've been with your partner for years, nerves from doing something so intimate and new can get to you, making for a less than stellar time.

I would buy a strap on and peg him the next time, if he doesn't want to respect your body why should you respect his.

If it was dark and couldn't tell based on the position it's possible. Though if he was having trouble finding the right hole guide him. If he knowingly did it he's a shit head. I get that every has different views on sex, but seriously it's a big part of a relationship and to now know before you get married is unwise. The 2 biggest reasons people get divorced are money and sex.

and that is why i think waiting for marriage is one of the worst ideas i have heard: lack of real life experiance. or, apparently, knowledge in his case. sexual education should be mandatory for everyone.

Time to get an Exit Only tat.

This is weird. I'm trying to figure out how he had access to your anus. If you were missionary style (as most 1st timers), then unless he put your legs over his shoulder or a pillow under you, your anus should have been inaccessible. If he went doggy though, he should have felt your vaginal opening with his fingers 1st ahead of penile penetration. I sense some hanky-panky here...

I do not believe it is possible to accidentally just "slip" into your anus. Or perhaps when he (supposedly) said he was a virgin he meant that he had not yet had vaginal sex. Like they did in olden times when a bride needed to have an intact hymen on the wedding night they would do the premarital hanky-panky via the back passage.