I met a young lady while I was deployed, she was in the Navy and my company was attached to the ship she was stationed.  Long story short, we established a long standing tradition of having a "fuck buddy" while deployed.  First port we hit, she got us a room and we did the deed.  When she came, her leg started to shake profusely and she began to cry.  I was only 19 at the time and had not had many partners so this was very new and shocking to me to say the least.  She cried each and every time she had an orgasm and told me not worry, they were tears of joy.

...is when old yeller dies. 😩

I dated a woman a few years ago and when she had an intense orgasm she laughed hysterically. She did not squirt and she did not fake, not only was our relationship way past that to know but when she had her orgasm there was not doubt as there was a great deal of fluid and she tasted completely different. She did at times laugh so hard when it was super sensitive and intense and would shed lots of tears but the laughing never turned to crying it was simply lots of loud laughing with tears semi-streaming down her cheeks.  

I have to say she never gave me any warning that would happen so when it did for the first time I actually stopped performing oral and she grabbed my head as fast as she could and shoved me back between her legs and said "where the $%$% do you think you are going?". Up to that point I never had a complaint or if they did they kept it to themselves so when the hysterical laughter came I was quite embarrassed. The most difficult part believe it or not is she could not control how loud she was and would not laugh into a pillow so I knew every time I went down on her she was going to laugh so loud anyone around would hear and as much as a guy wants to stick out his chest when others know...... it was not as glorious as one would think.

As for a guy crying, I have never known a guy to do so and as long as that guy isn't me I don't see a problem with it....

I think the most recent times I remember crying when I was cumming, I was also in sub space and there was some kind of impact play involved.

His dog wasn't getting the same enjoyment as he was.

The answer is yes and we are still fucking.

So yes it's happen to the lady I was fucking for a while now.
It's weird at first but you get use to it.
When you are so wrap up in having sex and enjoying that pussy! Lol

The first time my wife and I did the deed. She wasn't my first but she was the first who wanted to be there with me. I been with two drunk women who thought I was richer than I was and had a mercy fuck two end my virginity who told me how horrible I was the whole damn time. But my to be wife wanted to be there and I felt loved for the first time in years. I broke down in tears of joy.  

Yes I am fucked up. What else is new.

Maybe he is grateful because he either never had it before, or never had it that good or just feels guilty for cheating on his wife and is simply too sex addicted to stop and this crying is a way for him to be beating himself up emotionally.

Whatever.
If it pays well, comfort him, fuck him and take his money.  He probably will keep coming back as long as you are kind and sexy and make him feel good, no matter his emotional roller coaster.

At my age, I cry in sheer happiness when I cum twice in one hour!!!!!!!!!!!!!

But I had a client yesterday that I had not ever seen before so our first time together he tells me he loves me as he was cumming.

U waited 25 years?
Don't hear that very often.
I have a similar story!

In the best case scenerios