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” For many people who are out of work, that simple question can feel like a kick to the stomach. Here are a few tips for handling the awkward “I’m actually unemployed” talk so you can keep dating while you’re unemployed: Being single during a career transition can be an exciting experience, according to Adam Lo Dolce, a Boston-based dating coach for both men and women.“Dating is the perfect time to redefine yourself,” he said.While several said no-- right off the bat, most had a few caveats they'd consider."Broke as in no job and no prospects? If he likes what he does or had success in the past those are also good signs."Related: 4 Biggest Mistakes Men Make in Bed Allison of Florida married her broke guy and says, "it paid off" when he moved up the corporate ladder and found success a few years after they married. "Maybe he's finally pursuing something he loves--it's invigorating for him and sexy to watch."How can you tell if the guy's a dreamer or a deadbeat before you get in too deep?While elaborate and expensive dates shouldn’t be required to be happy in your relationship, you do want to keep things fresh. Becoming one with nature with your other half is an awesome experience.Here are a few date night ideas when you’re pinching pennies but still want to have fun: Wine night. Luckily, you can pick up a bottle at the liquor store for as low as (sometimes less, if you live near a Trader Joe’s). Go to the store, pick up a few bottles, and stay in while sipping on some Pinot Noir with your man. With the holidays upon us and the winter months coming up, this simple date night idea is perfect. Put on some comfy clothes, grab a couple of hot chocolates, and drive through neighborhoods and look at the displays of lights on people’s houses. Pack some sandwiches, a few water bottles, some bug spray, and go exploring before the weather gets too cold. Again, hit the outdoors and grab a blanket and some snacks and spend the afternoon in the park. Race him down the hill, squeeze on a tiny sleigh together, or even have a snow ball fight. But in this economy, it's much more likely that your new man's as broke as a joke--and maybe even unemployed. Or can you find a way to successfully date on an empty wallet? We asked our Facebook and Twitter friends if they'd hook up with a hottie who was hurting for cash. Broke as in paid all his bills and he's got for the week for gas? "If he buys the movie tickets or drinks, it shows he's confident he won't starve and he enjoys having enough to treat someone he likes.

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When you’re unemployed, one of your biggest fears is being judged by others.

Weiss says to encourage your guy to get creative without breaking the bank.

After all, there are many opportunities for low to no cost dates."A homemade meal and a Netflix movie, a picnic in the park, a free outdoor movie--things like that.

I mean, Cuffing season may be close to ending, but the mood to snuggle with your love during sweater weather is forever.

As Valentine’s Day is coming in hot, time to blow a kiss goodbye to your candy necklaces and paper hearts! It might be too late for you to pick out the perfect gift for your bae irl.Here are some non-kiddie Valentine’s Day jewelry brands that you need to check out. Shopping at real stores is tedious, you have to put pants on, and half the time they don’t even have anything good. Money is tight and dating is expensive, especially now that you’ve got bills to pay.When it comes to dating, that fear can be amplified.