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You Asked: What Should I Wear to see my Ex?

Dear Sugar--
I've been happily married to an amazing man for 5 years. About 6 months ago I came into contact with an ex-boyfriend, and we've started up a friendship again through emails and phone calls (don't worry...the hubby is aware). It turns out that he will be passing through my town this month and we've decided to meet for a friendly lunch. There is only one problem; I don't know what to wear!



I don't want to look like I'm trying too hard to impress him, because the only person I need to impress is my husband (by the way, the ex is also married with a brand new baby), but at the same time, I haven't seen him for 7 years, so I want to look my best. Doesn't every girl want to knock the socks off their exes the first time they see them? (i.e. Carrie seeing Big for the first time after the break up in Sex and the City). So help me, Dear...what do I wear? --Fashion Challenged Carley

To see DEARSUGAR's answer

Dear Fashion Challenged Carley--

Wow, seven years is a long time, so I completely understand why you want to dress to impress. Seeing the ex for the first time can be extremely nerve wracking, but it's always fun to take a trip down memory lane. While looking your best is important, try not to follow in Miss Bradshaw's footsteps and get too overwhelmed. I must say, your husband sounds pretty amazing to be on board with this new kindled friendship, you're a lucky woman!

You're right, you don't want to look like you're trying too hard so stay away from anything too low cut or short, remember, and you are spoken for! Depending on where you lunch, I suggest a wrap dress with a simple pair of pumps or a fitted pair of jeans with a tailored, yet fun blouse. If you opt for the casual look, make sure to accessorize with a fabulous necklace or a show stopping pair of earrings. Don't go overboard on the make up, less is always more.

While it may feel like choosing the perfect outfit is what's most important, don't forget your confidence, it's the best accessory out there. Have fun with your old buddy and good luck!

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Join The Conversation
MsAnonymous MsAnonymous 8 years
I say a nice casual chic fitted top(NO CLEAV) with some heels, subtle earrings a fab purse and cute hair- it says I LOOK GOOD BUT DON'T EVEN THINK ABOUT IT!!!!!
Dixie-Theychangedit Dixie-Theychangedit 8 years
Wear what looks good on you, but not sexy on you. You want to look sucessful, happy, good. But not like you want to take him to bed. Neutral colors in a flattering fit sounds like a winner.
Litew8lady Litew8lady 8 years
I wouldn't wear a dress actually, dresses are for romantic occasions. I would wear nice jeans, heels and a fitted long sleeve shirt.
BeautyEditor BeautyEditor 8 years
Bear in mind, Carrie's ultimate goal was to get Big back - even if she didn't want to admit it. Not the best example darling. That being said, I'd show up in a bright, clingy wrap dress, maybe grape or magenta, and flesh tone heels. Minimal jewelry, a sleek hairstyle, and light pink cheeks and lips, and go overboard with the mascara! Have fun!
Marci Marci 8 years
I'm always wary of the 'getting together with the ex' because I know too many people who started affairs with that casual little lunch. That being said, I'd show up my hottest jeans, a great top and a relaxed confidence.
lickety-split lickety-split 8 years
humm, i think i would wear something that said where i am now that also made me feel good (good as in comfortable not sexy). i'm a mom, so something appropriate for everyday (jenas and a cute top) but maybe pay extra attention to hair and makeup. i hope you look great and have fun going down memory lane. careful though, i read somewhere that something like 75% of ex's who meet like this end up having sex again. shocking, huh?
Beautifulbarbie Beautifulbarbie 8 years
I wouldn't ever be friends with my ex. I have a wonderful husband now, and I wouldn't do anything to risk my marriage. But, if I had children with my ex (I don't) I could understand you would have to see and talk to each other for the children.
grl-in-the-world grl-in-the-world 8 years
Dress is a style that makes you comfortable. Don't dress up too much or your very understanding hubby might feel bad!
kendalheart kendalheart 8 years
Haha while the pancho idea is funny i dont think that is what your looking for! Wear what makes you feel good-comfortable but confident. If your a person who normally wears dresses, then wear one if not I would stay away from that.
andaman andaman 8 years
Yes big poncho! It would look really cool with long skirt..Flower Power! I'm kidding :)
SU3 SU3 8 years
LOL Yes, show up to lunch wearing a Guadalajara poncho - that'll make him stop dead in his tracks (and run the other way that is!). Kidding aside, I agree with DearSugar. A simple wrap dress would be cute. I see the need to want to dress to impress but confidence is much more important IMO. You both are married and you sound very much in love with your hubby so I say... just have a good time :)
StefaPie StefaPie 8 years
Wear whatever makes you feel your best. You know, that outfit you wear when you have a meeting and need to feel smart and strong, or the one when you're going out with your friends and want to be pretty and classy. We all have those outfits. (mine's a pink a-line skirt with a white 3/4 sleeve tee)
andaman andaman 8 years
Yes why not do the ugly betty look? I think that would work really well. LOL
popgoestheworld popgoestheworld 8 years
I can only think you want to look nice so you want him to see what he missed out on or something? I'd do him a favor and dress ugly so he feels better about his marriage and his kid :) Just teasing. Just wear something simple and flattering. Nothing revealing. If it's too far a departure from what you used to wear it will seem too obvious.
andaman andaman 8 years
No I don't want to knock my ex's socks off. I would turn up in a pair of skinny jeans, nice fitted top with no boobs showing, my lovely big necklace, a little bit of make up and flat shoes (or little heels). I don't see the point of trying to look sexy for an ex, especially if i have a boyfriend already.
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