He doesn't fit!

Me and my boyfriend keep trying to have sex but there's one problem! He doesn't fit! I don't know if we're doing something wrong or why it hurts really bad even when he's barely inside. We always mess up when trying to use a condom and he says it hurts when we use one. Both of us have looked up and read about how to put one on but it never seems to work. We're both virgins so it's new for the both of us. Is there something I should know? Like what am I doing wrong? Are there any exercises to make me 'looser'? Please help me.

There could be two reasons for your problem, one you are not turnd on, and two that you he is simply very big. I agree with the above try sex tiys thry to find somthing that is the same size as him. Also I find normal condoms very tight, and I'm not even that big, so I have exsperimented and have found a conom that fits, it is really inportant that you do this as I have had a split condom and it is a horrible felling.

Masterbation makes you looser, I don't know how old you are, but sex toys can help a lot. A key part of sex is to always use lubricant. WATER BASED if you are using condoms. Tell him to be gentle, and don't rush things. If you would like more detailed information, send me a message.
~Tiffany~

Buy him Trojans Twisted Pleasures or Magnums. they both are larger than regular condoms & the twisted pleasure adds a extra 'twist' at the top. As for the pain, the more foreplay or oral the better, For most females this makes them wet for a natural lubricant. & Tell him 2 start really really slow it should help

Your 16 you should not have sex you guys should wait till your 18 or 19
and you should go out with him more like for another year or so
he could be just usin u. but hey it's your life

u can have sex wheneva you like its up2u! but I do agree with the comment above you should relax when trying to have sex! if you arent relaxed thats why you might be slihgtly tighter maybe you should both wait until your older and more compfortable! good luck!