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@LibraryBlondie: a couple of nights ago, DH had an awful day at work. It was really obvious even after he came home. He loves ice cream. So I surprised him with some Breyers. He was so happy after that! ha! it's the little things.
Sex is really the one thing that you can't go wrong with.
Other than that, yeah, the winter sucks for fun activities! My fiance and I like to play poker, shoot pistols at the range, and drive around and check out new stores/restaurants.You could also ski/snowboard!
You can still have fun at home too! Play a board game, learn to cook something together, play a video game, etc. Just keep your eyes out for new activities you think you both would enjoy.
I give him head/back scratches practically every night (we are both in professional school and it stresses us both out a lot) and we just relax and watch tv usually! Also bringing the occasional dessert doesn't hurt ;)
The last time my SO was REALLY stressed, when he got home, I had scheduled and purchased a back massage for him. While he was out getting his massage, I cooked his favorite dinner :)
But for less expensive things, a head rub or a silly little gift (like silly putty)will crack him up :)
I rub his back. If he's really upset I haul out the massage table.
I cook his favorite meal, stir-fry. It takes forever the way I make it but it is so delicious. When he says the words "Are you making stir-fry?" his whole face lights up.
Chubby men are so easy to please. 
Yep, a little homecooked food. A back rub and I turn on reality TV so that I can make sarcastic comments to the TV and make him laugh. He loves my droll sense of humor.
@Treejewel19: That they are! Last time FI was super stressed at work, he came home to a meatloaf in the oven, garlic mashed taters and creamed corn (his fav meal *ever*), he was all smiles and hugs for the rest of the night. This works out great for me, since I grew up in a house were the answer was always in the kitchen (got a cold, I can make somthing for that.....)
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The SO has been pretty stressed/restless/depressing lately. It's gotten really cold here in Toronto and we havent been going out during the week like we do in the summer. Im trying to brainstorm ways I can cheer him up a bit from these winter blah's.
So ladies, when your guy needs some cheering up what works for you?