Have looked at dh lately and thought his look is a bit...well...dated, perhaps? Not sure, really....

[bloss]

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My dh is a short rugby player. He looks quite trendy and likes fatface clothes and Next retro t-shirts.

I have to say though that maybe he likes the way he looks and should be left to get on with it. I saw a middle aged man in town today wearing an eclectic mix of linen and cord with converse trainers whose 'look' screamed 'dressed by wife'.

It's a fine line.

I think tucked in t-shirts with belts look really middle aged and my dh is always doing this. I prefer casual v-neck tops with the bottom of the top out over jeans, fcuk have some nice ones for guys.

untucked can look a bit pregnant/fat bloke in denial though

DH tucks shirts into his jeans, but t-shirts always loose.
Agree with Laurie, very middle aged.
Other than that, DH is tall and slim, so I can't help!

My DP is a scruffbag boffin/cord jacket and odd socks kinda guy. Luckily I love it (and that look doesn't date )

However I don't really fancy men in shoes - I like boots. So I did gently tell him quite early on that I just lurve men in lovely proper boots and gently guided him towards the ones I like in shops . I think you have to be positive about it though. I wouldn't like the tucked-in t-shirts either so I would say something like "you look so much younger with your t-shirt over the top of your jeans - I think it would look great with an open shirt on top too" etc.

lol at Starlight.

Strange,I don't like shoes on blokes either (apart from with suits.)

tshirts tucked in are very middle aged I agree
Occasionally dh does it and I just say "alright gramps" and that sorts it

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there is the short sleeved shirt over t-shirt look which might suit your dh. done incorrectly and he might look like an off duty trendy teacher.

same tshirts, just not tucked in? no belt?

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How about wearing fitted shirts but untucked? My DH wears mostly Paul Smith shirts and they are beautifully cut and very well made. They are not "tight" and therefore look as expensive as they are .

DH is very into the Ralph Lauren/preppy look and likes things which are a neat fit and a clean look. He was totally anti "blokes in untucked shirts" (sees it as lads on the beers uniform) but as soon as he was fluttered around by some (rather gorgeous) knowledgeable sales assistants in the Paul Smith store with some gorgeous fabrics he changed his mind

Oh and actually if he is long in the body his shirt should finish just beneath belt level to balance out the body length/leg length ratio

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Shirts tucked in are fine imo, it's t-shirts that aren't.
Lose all his t-shirts, replace with shirts, et voila!

I'm not sure what your budget is but sounds like John Smedley might be a good option for tops. I can't post links properly atm but google & you'll find his tops. The material's are beautiful & they are a perfect combination of smart & casual. They cost a fair bit but last forever & look expensive.

Are you in London? Selfridges used to do a free style advice thing inc for men. They worked miracles for my sisters' dp who hates clothes & shopping.

For shirts he could try Pink's casual range but they seem to be a bit funny with their sizing to me. Again, pricey but they are very good quality.

I buy dp loads of shirts every time I go back to Italy. Masses cheaper than here, beautifully made & the fits offer such a range there is a shirt to suit every man.

Places like Charles Tyrwhitt and TM Lewin usually do a slimfit style, as this what my DH wears to work. Then you can choose your neck and chest measurements separately. Think they do more casual ones too...

White stuff have nice unusul mens tops - if they are not quite sure what sort of top it is there is no preconception about whether to tuck it in (baffle them into style submission is my ploy) Don't know if they have done one this year but the Boden Aertex sort of shirt is nice - pristine if ironed but obviously not to be tucked in. My Dh's obsession is dressing entirely in black, very difficult to convert him to anything else.

for evenings is he brave enough to wear a grey shirt and a black cardigan? john smedley very fine knit? that type of thing woudl look good on his shape

def another vote for long sleeve and short sleeve tshirts that are expensive so fit well. he will just have to try loads on. not 100% cotton as they will tend to flap about at the bottom? make sure they long enough so not hanging about his waist

good luck explaining all that to him!!