What if your assumption is wrong and you show up with sleeping suit and nigh gown to a dinner invite? |
OP is divorced and presumably old enough to know NYE outside of the house sucks. |
+1 don’t serve it up too easy Op. you might decide at 11:58 that you don’t like him. |
Same! But sounds like it’s been a long time for Op. she needs this |
Skirt and sweater? Some people must be writing from another planet. |
Yes, most men will be deterred by a pair of jeans. /s |
What is a sleeping suit? |
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Are you driving there? Leave your overnight stuff in trunk.
Bring the condoms in with you. |
Meaning too fancy or not fancy enough? |
sounds like a work outfit |
| I'd wear a cute dress. No man is going to be like "oh no, she looks pretty even for an informal sounding night in, what does THAT imply?" No PJs. If you're sleeping over, you won't need them. |
| No jeans! Wear a casual dress, something soft or slinky. But not backless and def no sequins. |
OMG I spit out my tea. Definitely pack this as your “sleeping suit” OP and excuse yourself to the powder room around 11:30 pm to change into it. If the night still works out, he’s your guy! |
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Speaking as someone in my 40s, divorced and dating, Im surprised you havent discussed the potential of staying overnight/having sex. The lack of beating around the bush when it comes to…well…beating around the bush, is one of the most refreshing things I find about dating at this age.
That said, bring a small bag, not a huge steamer trunk. Also do bring something cozy to wear when he makes you breakfast the next am. No need to put your clothes back on just to then have them taken off when you thank him for breakfast. |