We dated almost 3 years before I saw him legit cry.
It was the day we had to put down his childhood dog 
Ever since our wedding though (we wrote our own vows, and i made him do his first! :P), he's been a sentimental ball of tears 
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He teared up on our wedding day. He cried during one of my emotional breakdowns after our first MC.
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I've seen DH cry twice in our 6 years. The first time when his ex put a restraining order on him so he couldn't see his kids for 8 months (she's cray cray) and the second time when his dog was super sick and we weren't sure if he was going to make it.
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I haven't yet! He doesn't cry easily and we haven't had any deaths in the family yet. We've been together for less than 3 years though.
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Hmm. I think it was our wedding day.
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I can't remember the first time exactly but it has happened a lot since we've been together. I love it. He may have cried during Frozen
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Oh man, D cries more than I do! Songs especially set him off!
The first time I definitely remember was when his dad's best friend/his best friend's dad (same guy) died. FIL had been with him when it happened (they were climbing Denali).
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He teared up on our wedding day and when our girls were born but the only real cry was when LO was sick.
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In our second year dating before leaving for a 3 month long trip to South America. This was when there was no skype!
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DH and I were good friends before we got together. I started hanging out with him more right after his mom died and he had a falling out with his best friend to give him some support. He did a lot of crying during that time. It was sad. That was almost 4 years ago.
It didn't help that he was interested in me and I was still bouncing around from my ex boyfriend to one night stands. That had to make him feel so much worse. But in the end I wised up and realized he was the one for me.
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I think when we broke up in high school... what can I say? I was young, dumb, and 16. We ended up getting back together 6 months later, though
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@luckypenny: DH cried at the end of Wreck it Ralph. Lol I caught him!
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DH has cried exactly three times in his adult life. One, when his grandpa died. Two, when a girl he was dating broke up with him.
The third (and only time I've seen him cry) was while we were watching the ESPN 30 for 30 Survive and Advance (about the NC State basketball coach, Jim Valvano).He's just not very emotional. I hope he shows more emotion when we have kids!
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DH cried at our wedding. I'm pretty sure that was the first time I saw him cry. He doesn't cry often but has a few times since then.
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I've seen hubs cry twice in 12 years - the first time was when his first grandmother died, that was just the first year we were dating, and he totally tried to hide it. The second time was last year when his grandfather died, right after his uncle died suddenly. He sobbed his heart out.
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My mom said my dad has only cried once in their 40+ years together - when my aunt died, and he did it at home, in the bathroom so no one could see.
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Never. He's gotten maybe a tiny bit misty on several occasions. Our wedding and in the face of serious illness basically. But I've never seen him actually cry in 7 years.
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I've never seen my husband "cry." He was tearful when one of his family's dogs died, and when he went with me to put down my dog. He also got choked up at our wedding! That's it!
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At a sappy movie, a few months into dating. He's never been afraid of being emotional around me. I love it!
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About four years in when his maternal grandmother passed away.
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I saw him tear up when his grandmother passed away when we were dating.
Then after we got married, I was diagnosed with a never ending storm of chronic conditions. He became sort of a hypochondriac for a while. I eventually told him just because my health sucked, it didn't mean he had to some how take the burden from me. He broke down. It was really sad/sweet.
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I saw DH cry for the first time a couple of years before we even started praying. He was leaving to go to Kenya for 4 months and our close friends were praying for him and his trip and he cried.
Then he teared up when D2 was born.
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There have been 3 or 4 times. Once when I broke up with him, though that was mostly tearing up. Other times have been when family members have passed, when he found out we were pregnant the first time, and most recently when our dog had a reaaaaally bad kidney infection. We didn't know if she was going to make it and we were both a wreck.
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He's cried a few times but two times really stick out for me; when his mom was diagnosed with breast cancer and when we suffered a miscarriage last year.
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The first time I saw him cry we'd only been dating a few months. It was when his parents had to put down his childhood dog - he'd had the dog since he was 8. But he's a crier, so I've seen him cry many times since...
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I haven't!!
He got a bit teary when I walked down the aisle, but I haven't actually seen him cry! Maybe this month when I birth his son
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Only seen him cry/get teary eyed twice in our 4 year relationship. First time was when we watched the movie Marley And Me, and the second time was when LO was born.
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He was teary eyed when we got married, but the first time I saw him cry cry was when i had delivered our daughter that we lost. The nurses and dr left us alone after everything was done and I had stopped bleeding and he just collapsed in a chair and cried. Broke my heart to pieces.
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@singingbee:
He teared up at the birth of each of our babies.
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As I was walking to him down the aisle on our wedding day. I'll never forget that!
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The first time was 7 months in when his mum died suddenly. His dad died 18 months later, obviously it was a very difficult time and i try to encourage him to cry if he feels he needs to as he isn't always great woth his emotions (being a man and all)!
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I had an emotional breakdown about 4 months after we started dating and he had tears in his eyes. It was really sweet!
He's pretty sensitive and so I've seen him get teary quite a few times. He definitely did during our wedding ceremony, and again during the reception when he gave his speech.
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I hAve seen him cry many times so I can't remember the first time. He's pretty sentimental and cries often (often for a guy, I mean).
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Never - not even teary eye or choked up. And we've been together over 5 years!
I think he might be a robot. Seems like the obvious/logical conclusion.
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We've been together 10 years, and I think the only full out cry was when his dad died. And he didn't even cry at the funeral, he cried over a blog I wrote about his dad.
I've seen him tear up (at our wedding, during our MC), but not full on sobbing.
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2004 - after the Red Sox ended "the curse" and won the World Series.
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On our wedding day
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On our first date!
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He teared up on our wedding day and when both LOs were born but his first legit cry was when LO 1 was hospitalized in November.
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After our rehearsal before dinner. I gave him a locket with pictures of his Mom and grandparents so they were with him on the big day.
He teared up when he proposed and said that he choose that day for several reason but he wanted to turn the worst day of his life( when his mom passss) into his best day.
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