Sometimes, it can seem like a penis is too big for a womans vagina. And if thats the case, the important thing is that you need to figure out why its happening. Jan 7, 2014 my boyfriend and i have been dating for three months. My boyfriends penis is too big (18 posts) add message report. First of all, sorry in advance for the tmi! My boyfriend has a much bigger than avg. Yes, believe it or not boys, your penis can be too big! If your guy is well endowed and sex is painful or oral sex is difficult, here are some ways to get around it. Episode where samantha really tries to make it work but the guy is just too big. With a b-student penis), but i have never seen a dick this big. Emily morse explains how, though people with penises worry that they should be bigger, more people ask about what to do when a penis is too big. Dear alice, i have encountered a problem i never expected my boyfriend is quite simply very large. I am unable to perform oral sex except for the first couple of inches due to the girth, and vaginal sex is not totally satisfying for him because he is too long and cannot fully penetrate without causing me significant pain. He doesnt do much different in terms of technique to my last boyfriend, the difference is that my last boyfriends penis was about 7 inches. The base of your boyfriends penis and squeeze or stroke while hes penetrating you, so he doesnt go too deep.