Well trying to hard makes it take longer. Also maybe try using him and the dildo. Suck on him and play with yourself? Give him specific instructions on speed what to hit and where to hit you. Give him a lot of updates on what you want. Try putting a toy on him like a vibrator.
Don't worry to much about it just enjoy making love and pleasuring each other. You don't have to squirt just orgasm.
I hope you told him your feelings and tried to explain him what you are exactly looking for, because we are not mind readers. I might be wrong but my understanding is that it's like feeling itchy, and you need to get to the point on time and with certain force applied. Correct me, if I am wrong. I am curious how it works
It's because you know yourself best. My boyfriend has never given me a clitoral orgasm but I can get myself off in 3 minutes. Sometimes I can't make him finish while blowing him so he does it himself, since he knows what gets him off quickly. It's not a big deal, don't put so much pressure on the both of you.
Scroll Down to Read Other Opinions
What's Your Opinion? Sign Up Now!Why do you want to? Last I read on the subject consensus was that squirting is urination due to orgasm causing loss of bladder control.
You could try skipping the pre-coital peeing and see what happens.
One thing that I think helps would be is as he is having sex you... can play with your clit and maybe that would help to squirt sooner or together depending on how you guys wanna do
From what I understand, sometimes it happens and sometimes it doesn't? But maybe the dildo is hitting a specific area that stimulates you that your guy isn't?
Maybe the dildo length and width is really helping you in hitting some specific spot
stress about pleasingly each other
It is not easy to squirt yourself.
the best idea is find the right spot and stimulate only that part lead the climax easily.
If you can make yourself squirt with a glass dildo but your boyfriend can't that mean he need to work like that thing you use or he need to have the same size with the glass dildo
Sexual Relationships 
Sexual Health 
Most Helpful Guys